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    Travellers to Siesta Key are booking February dates now. Secure your holiday rental today, and have the perfect trip.
    669 Matching Rentals in Siesta KeyView all 898 rentals
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    Midnight Cove #532 in Siesta Key, FL- Sun, Sand & *Save 14% to 40% per Week*1 / 24
    (39)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Siesta Breakers #603 in Siesta Key, FL- Sun, Sand & *Save 14% to 40% per Week*1 / 24
    (27)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Midnight Cove #714 in Siesta Key, FL- Sun, Sand & *Save 14% to 40% per Week*1 / 24
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Siesta Key Beachfront Condo with Gulf View!1 / 32
    (13)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Waterfront
    • Air Conditioning
    • Ocean Views
    • Sauna
    • DVD Player
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 July 2018
    We found the facility to be very nice. Rooms were clean, attractive with everything you could think of provided. Everything you would need for a day at the beach provided...
    Reviewed 1 April 2018
    This was our first time visiting Siesta Key and our condo stay made it the perfect vacation. Okay - the beautiful weather helped!! The condo was well equipped for our stay...
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    About this property
    Beautiful one bedroom condo on 4th floor. Come to the beach and enjoy a relaxing vacation with plenty to do and see. Recently updated with new furniture. The view from the 4th floor balcony is incredible. Watch the sailboats and para sails go by as you sip your morning coffee. The bedroom has...
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    34242, Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Jamaica Royale #92 on the #1 Beach in the USA!1 / 12
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Porch
    • Patio
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 February 2018
    After reading some of the reviews we were somewhat nervous. The resort was clean and staff was friendly. Our condo in Tower II was found clean and had a great view of the gulf...
    Reviewed 13 August 2017
    We came in around 5pm. I thought its ok not to call because they said in the email that the key will be left in the lockbox. No key when we got there. We had to call and after...
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    About this property
    Jamaica Royale condo #92. Located at the #1 BEACH IN THE USA, this 2 bedroom, 2 bath garden view unit has everything you need! It is located in the garden area of our beautifully landscaped property. It has new furniture and is freshly painted, with tile floors in the living areas and carpet in...
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    34242, Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Remodeled 2br 2ba with private patio, beautiful water views, walk to #1 beach1 / 45
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Children's Pool
    • DVD Player
    • Cable/satellite TV
    • Waterfront
    • Wi-Fi
    • Patio
    • Sauna
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 October 2019
    Enjoyed our vacation here at Harbor Towers in Ruth's condo. We had previously stayed in higher floor condos with lanai, so the 1st floor apt with patio gave great outside space...
    Reviewed 20 June 2019
    Loved the place! Loved the beach. It was just perfect for our family. Was worth every penny! Would love to go back.
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    About this property
    This is a large, bright and clean 2 bedroom and 2 bath first floor Condo. Being first floor gives you extra entrance through patio or lobby. Also one of the few condos with a private patio with new furniture to enjoy the beautiful weather and view. Condo clean and bright and beautifully decorated....
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    34242, Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Washer
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Light, bright & airy, and facing west over the beach - directly in front of one of the best beaches in the world. Siesta Key Beach has quartz sand that never gets hot and is famous for making the most spectacular sand sculptures. Come and try your hand at creating a sand masterpiece, enjoy...
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    34242, Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Siesta Key -  2bdrm on the beach - amazing views!!1 / 54
    (32)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Secure Parking
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 July 2019
    Just finished up our week stay and couldn’t be more happy with this condo. It was beautifully decorated, clean and comfortable. The proximity to the beach could not be any...
    Reviewed 23 June 2019
    We just finished up our stay at this beautiful property. Heading home and already missing it! This condo is comfortably and tastefully furnished and has everything necessary...
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    About this property
    The condo benefits from its own private pool. The living room, master bedroom, and lanai (balcony) all have stunning ocean views. The lanai, with over $10,000 of new doors and windows, is furnished with a table and chairs to enable you to dine al fresco. There is also a comfortable couch to...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • DVD Player
    • Washer
    • Air Conditioning
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Step out onto your private balcony and watch the boats docked in a small cove just off the intercoastal. - Completely redone 2 bedrooms, kitchen, baths, living room in a beautiful beach theme with predominantly white colors with pops of turquoise, teal and calming sea blue. -...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Grill
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy an incredible sunset on Siesta Key's Crescent Beach and walk back to your private villa on Siesta Key in Polynesian Gardens. Plan your get-a-way at our two bedroom, two bath villa where you have a screened-in lanai looking into the grassy back yard with your own personal BBQ grill. The...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly remodeled, modern and beautiful 3 bedrooms, plus a den, 3 full bath condo right on Siesta Key, in a complex overlooking the intracoastal waterway and close to the beach!! Fabulous powdery white sands of Siesta Key Beach are just a short stroll away!! You won't be disappointed! Take a look...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Siesta Key 2 Bedroom 1 Bath Modern/Contemporary Decor Apartment1 / 16
    (24)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Porch
    • Parking
    • Patio
    • Air Conditioning
    • Washer
    • Grill
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 September 2018
    My boyfriend and I stayed here last week. Great location! It's only a mile from the beach. Nice and quiet. Very clean and cozy. You can even call for a shuttle, (that only...
    Reviewed 3 October 2017
    Siesta key is a wonderful place to stay ,And this apt was the cherry on top, minutes from the beach and village area,Not only where the accommodations great , they have bikes...
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    About this property
    This lovely 2BD/1BA apartment is located just 1 mile from beautiful Siesta Key Beach. Siesta Key was rated the #1 Beach in the United States by Dr. Beach (2011) and the #2 Beach in the U.S. in the 2013 TripAdvisor Travelers Choice Awards. Siesta Key was listed in 2014 by Smarter Travel.com as...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Patio
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy this beautiful updated two bedroom, two bath condo which has all of the amenities you are looking for in a luxurious and relaxing atmosphere. Bay Oaks is set among tropical foliage and beautiful walkways throughout. Enjoy a stroll along the tropical palm trees and tall shade oaks that line...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    other travellers have booked this property
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    • Balcony
    • Cable/satellite TV
    • Patio
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Terrace
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Be the first to book this brand new completely remodeled unit right across the street from the Best Beach in the USA - Siesta Beach. You have a view of the gulf across the street from this beautifully and lovingly renovated condo with everything done with the most discriminating guest in mind....
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    WOW Factor Siesta Key Beach Gulf Front Condo in Siesta Dunes on #1 Beach in USA1 / 55
    (21)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Washer
    • Ocean Views
    • Housekeeping Included
    • Hot Tub
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 May 2019
    Absolutely enjoyed the condo. Well maintained and stocked with everything you would need. The owner was very nice and always responded to my questions immediately. The pool and...
    Reviewed 17 January 2019
    This is a high class condominium resort ON THE BEACH of Sarasota's Siesta Key. The resort itself is first rate, plus it fills it's beachfront with chairs and chaise recliners...
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    About this property
    Our condo has 1,200 sq ft of living area, two bedrooms and two baths and sleeps 6. 2 twin size Aerobeds for the kids. It is in Building 5 Unit 202- 2nd floor - Elevator in building-laundry facility in building by elevator...just two doors away. The first picture on this website was taken from...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Gorgeous Direct gulf Front 2 Bedroom Condo on Siesta Keys... JUST REMODELLED1 / 58
    (17)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Ocean Views
    • Housekeeping Included
    • Cable/satellite TV
    • Waterfront
    • Washer
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 September 2019
    This condo was absolutely perfect. Sweeping ocean front, and water views in every room. It was very comfortable, so clean, and had absolutely everything we needed - great...
    Reviewed 22 July 2019
    The beach and docks were amazing! We rented kayaks for the week and took them out 6 of the seven days we were there. There is a kayak rack to store your kayak right by the...
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    About this property
    Our Fisherman's Cove condo description Paradise awaits - GORGEOUS, totally renovated in 2017, two bedroom, beach front condo on the Gulf of Mexico with sunset views overlooking the and sunrise views of the lagoon, expansive water views from every window. Beach was restored so it is large...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Beachfront- Gulf View! 2 BR/BA Crescent Arms 603S, #1 Beach in the US.1 / 24
    (9)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Waterfront
    • DVD Player
    • Washer
    • Ocean Views
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 March 2018
    Such a well appointed condo, with a fabulous location right on the beach.Easy walking distance to some great restaurants. Our owner was very attentive and answered all...
    Reviewed 14 November 2017
    We loved this condo. The beach was wonderful. Siesta Key Village was so close with great restaurants to choose from... Pavan was very nice to work with. What more can you ask...
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    About this property
    - Expansive, panoramic gulf view from every room of this 6th floor condo. -Crescent Arms is a quiet, beach front, high rise condominium building that is ideally located for maximum fun and relaxation. -Right on the beach with lounge chairs provided. As close as you can get to the Gulf without...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Just cross the street and you are at the entrance to Siesta Key Beach - one of the finest beaches on the Florida Coast and the winner of multiple awards both for its crystal clear waters and its cooling quartz sand. This 2/2 impeccably updated condo is on the first floor and water views...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Siesta Key- Beach Chic Retreat,  Siesta Key 3 Bedroom 2 Bath Apartment1 / 20
    (16)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Air Conditioning
    • Outdoor Dining Area
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 August 2018
    This place has everything! So spacious and decorated in tasteful beach chic. 3 bedrooms 2 baths, plenty of room for our family, plus laundry facilities, barbecue grill, and...
    Reviewed 27 March 2018
    The home we rented had all the amenities we needed. The location to the beach was awesome and the beach was perfect for long walks and soaking up the sunshine.
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    About this property
    We offer a boutique style property with just 4 units. Close enough to the beach without the congestion of larger properties. Enjoy this newly renovated (2014) apartment, located less than a mile from beautiful Siesta Key Beach. We've fully remodeled in the 'Beach Chic' style, with a touch of...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    New furnishings complete an already fabulous condo! Enjoy this newly painted, newly furnished adorable & quaint ground floor two bedroom, one bath condo with water views and all of the amenities you are looking for in a fun yet relaxing atmosphere. This particular unit is located only about 30...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
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    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Got Paradise!? Well now you do..... This oasis on Siesta Key is just that. The condo is only a couple of blocks away from the beach and rests in Siesta Key Village where you will find lots of great dining, amazing shops, coffee houses and more, all a short walk away. With everything you could...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    • Patio
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Walk to Crescent Beach! This is a darling 2 bedroom, 1 bath updated and newly furnished condo in the very popular Bay Oaks on Siesta Key, Florida. The amazing amenities include access to a private fishing pier, private tennis court, billiard room, clubhouse, BBQ area, sauna, a heated swimming...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Quiet and Comfortable Condo Near Turtle Beach1 / 42
    (5)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 March 2018
    We really enjoyed our stay at Dana Z's condo. It was close to all the amenities on Siesta Key. The condo was quiet and peaceful. The water front gave us many enjoyable evenings...
    Reviewed 21 February 2018
    Great place, but needs some attention to the bed in master bedroom also a updated tv in the living room. I would recommend this place for older adults.
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    About this property
    Cozy Cove is a small condominium complex of six total units, located on the south end of Siesta Key in Sarasota, Florida. The complex sits on the Gulf side of the Key along Blind Pass. The complex itself is on the inlet with a dock at the back of the property where you will often see fish jump and...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the most amazing #1 rated Siesta Key beach views on the Gulf of Mexico from the 15th floor of the Terrace Building in Siesta Key Village! Hands down, best location with the best views! This home away from home 2 bedroom 2 bath condo with almost 1,187 sq. ft. being almost 1/4 of the...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Beachy Chic Condo in Siesta Key - Waterfront - Free wifi - Sleeps 4 !1 / 30
    (21)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Patio
    • Waterfront
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 June 2019
    Nice location and pool was great. Bedroom TV never worked the whole time. Owners are from Canada and my cell phone couldn't make international calls. Had to email and never got...
    Reviewed 1 July 2018
    Nothing negative to say here. Location was great, condo was spacious and had everything we needed. I would definitely book to stay here again!!
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    About this property
    Welcome to our Condo in Siesta Key ! Located on the inter-coastal Waterway and a short walk to the whitest sand and the # 1 beach in the USA. This 1 bedroom Condo is a great retreat for anyone looking for a beautiful Island getaway! Our condo is on the 2nd floor (sleeps 4) We are on Siesta...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Holiday House 11 / 28
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Cable/satellite TV
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    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 October 2016
    Pros; Great location, super quiet-depending on situation of who's above you, very clean, 7-eleven and some great Restaurants walking distance from the Beach house. Also my wife...
    Reviewed 28 December 2015
    The best part of this rental was the location! It is less than a 5 min walk from the beach access and wasn't too far to be able to easily carry our beach gear to the beach. The...
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    About this property
    Walk the soft sandy shores of Siesta Key beach from this 1 bedroom1 bath vacation rental on Siesta Key. The unit offers an open floor plan with full kitchen, dining area, and living room with flat screen TV. Through the large sliding doors you can sit out and enjoy the pool area on the screen...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Honeymoon Suite - Gulf views - next to Siesta Key Beach1 / 25
    (6)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Waterfront
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Grill
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 January 2018
    The suite was lovely, and the bed was very comfortable. The grounds and pool were very well maintained. Great Beach access.
    Reviewed 3 August 2016
    Me and 2 friends booked this wonderful appoartment very short-term (the day before) and the owner Virginia was just amazing. She helped us with the booking, welcomed us...
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    About this property
    Gumbo Limbo Vacation Rentals: Honeymoon Suite, 60 steps to the BEACH. NEWLY REMODELED AND REFURBISHED. Spacious 1 bedroom / 2 full baths townhouse (850sq/ft) over 2 floors, with 1 King size bed, and a luxury Queen self inflating air bed for max. comfort. This townhouse also offers 2 balconies...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Patio
    • Grill
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Got Paradise!? Well now you do..... This oasis on Siesta Key is just that. The condo is only a couple of blocks away from the beach and rests in Siesta Key Village where you will find lots of great dining, amazing shops, coffee houses and more, all a short walk away. With everything you could want...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    SIESTA KEY Gulf side 2 Bed 2 Bath at Jamaica Royale  #104!1 / 20
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Patio
    • DVD Player
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    • Secure Parking
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    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 October 2019
    This Siesta Key condo is an excellent value. The proximity to the ocean is a short, simple walk on the sidewalk from your back patio. There are several strategically placed...
    Reviewed 23 June 2019
    All was great at the bill We had all we needed and were within a quick walk to the beachThe only thing I would change is the beach cart that is a little old and rundown...
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    About this property
    Jamaica Royale Condominiums are located directly on the Gulf of Mexico along the white sands of world-famous Siesta Key Beach in Sarasota, Florida. A barrier island on Florida’s West coast, considered the most beautiful of Florida’s barrier islands, Siesta Key’s beach boasts “the world’s finest...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Beach Across the Street, Partial Gulf Views, Wifi, Tennis Courts, Community Pool1 / 37
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    • Washer
    • Grill
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 August 2019
    This big, roomy condo is right across the street from Siesta Key beach! Owners had beach towels, coolers, an umbrella and chairs for beach use. Two balconies with different sun...
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    About this property
    Looking for fantastic location? This 2 bedroom, 2 bath condo on Siesta Key sits right across from the Siesta Key Beach voted #1 Beach in USA. This large condo is light and bright with large wrap around balcony and great view of the pool. It is clean and comfortable with everything you need for a...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Sea Club II1 / 41
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 October 2018
    We thoroughly enjoyed our visit to siesta key this conveniently located two bedroom unit only moments from the glistening sands and sunsets made our stay most memorable… The...
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    About this property
    Siesta Key has grown in popularity over recent years due to its beautiful miles of pure white quartz sand beaches, vibrant nightlife, artistic culture, and plethora of things to do on and off the emerald waters. This property sits centrally on the island, just minutes form Siesta Key Village and...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Hot Tub
    • Grill
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    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sea Spray #123 is a spacious 900 sq.ft. one bedroom ground floor condo with French doors opening out to a private patio that overlooks the secret tropical garden. The bedroom has king bed with flat screen TV. The bathroom has a walk-in shower. The dining/Living room has a 42” Flat Screen TV w/ HD...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Siesta Key Condo, Crescent Arms, unit 605 South1 / 24
    (19)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Cable/satellite TV
    • Balcony
    • Secure Parking
    • Air Conditioning
    • Ocean Views
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 March 2019
    Of course we were impressed as we booked with Karen again. The condo was as clean as could be both times and Karen is terrific to deal with. The beach is visible from the...
    Reviewed 6 July 2018
    This was our second time coming to the specific condo and booking with Karen. After our first trip, we had to come back. The beach is incredible and the sand feels just like...
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    About this property
    Crescent Arms beach condo on Siesta Key. Completely updated condo with comfortable furniture and beds. Everything you need to relax and enjoy the beach setting. Split floor plan with each bedroom having a private full bath, tv and access to the lanai. Totally updated, comfortable furniture and...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Excellent Location - Gulf/Beach View - Siesta Key1 / 26
    (10)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Ocean Views
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Patio
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 November 2017
    The condo at Sunset was fantastic. The location is right across the street from the Siesta Key beach and you have a view from the condo as well. The white sand is beautiful...
    Reviewed 24 October 2017
    We thoroughly enjoyed our stay at this beautiful condo unit. The location was fabulous, directly across the street from the beach! The condo was very clean, beautifully...
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    About this property
    This vacation rental offers a full view of Siesta Key Beach/ The Gulf upon entry; relax and enjoy from your lanai or master bedroom. The property has been newly transformed to accommodate our guests best welcome to Siesta. From the comfort of the home décor to your fully stocked kitchen: cookware,...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Crescent Arms 703S, Beachfront Penthouse, Gulf View from Every Room! 2BR-BA1 / 36
    (15)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Patio
    • Wi-Fi
    • Cable/satellite TV
    • Waterfront
    • Air Conditioning
    • Ocean Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 July 2019
    Our stay at Crescent Arms 703S was terrific. The room came well furnished with beachy vibes and colors. Plenty of beach toys, ice chests, and rafts stocked in the condo was a...
    Reviewed 7 July 2019
    This is our 3rd year renting at Crescent Arms and with Pavan. The location of this condo is perfect. The bathrooms have been updated and the condo is very clean. Walking...
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    About this property
    -Accommodations: Condo, 2 Bedrooms + Convertible Bed, 2 Baths (Sleeps 4-6) -Expansive, panoramic gulf view from every room of this 7th (top) floor condo. -Crescent Arms is a quiet, beach front, high rise condominium building that is ideally located for maximum fun and relaxation. -Right on the...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    LJ's 'Rustic Cottage'-- 2 Bedroom/ 2 Bath Steps From The Sand With Pool Access!!1 / 31
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Washer
    • Air Conditioning
    • Grill
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 April 2019
    pictures make it look bigger than it is. 4 plex was a little loud a couple nights. beds and pillows could use a upgradeOtherwise nice, comfortable place. Quality appliances...
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    About this property
    Beautiful 2 Bed, 2 bath vacation rental with a pool just steps from Siesta Beach Access! Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. There are four different units located on...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Siesta APRIL OPENINGS! Ebb Tide #8  1Bdr with 2 Baths1 / 19
    (35)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Patio
    • Wi-Fi
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 April 2019
    Enjoyed my stay around the eclectic decorations. It was a wonderful visit. Great weather and perfect location close to the beach. Thanks so much.
    Reviewed 22 April 2019
    Melinda, the owner, was very thorough in thinking about everything that a vacationer might want: beach chairs, umbrella, Tommy Bahama cart, etc. Location is perfect! Grocery...
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    About this property
    APRIL OPENINGS AFTER 13TH BOOK NOW- GOING FAST!! My home is your home! 1 Bdr with (2) full baths! PRIVATE 2ND floor END unit! No one walking past door !! QUEEN SEALY in Bdrm and QUEEN SLEEPER in living room. LEATHER RECLINER opens----sooo---flat you will wake up in often!! Living room...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Got Paradise!? Well now you do..... This oasis on Siesta Key is just that. The condo is only a couple of blocks away from the beach and rests in Siesta Key Village where you will find lots of great dining, amazing shops, coffee houses and more, all a short walk away. With everything you could...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Siesta Palms at Siesta Key Inn-#2A Sabal Palm1 / 19
    (5)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Patio
    • Balcony
    • Grill
    • Wi-Fi
    • Washer
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 August 2018
    My son and I had an amazing experience! The hospitality and genuine care from the family was refreshing. In addition, the salt water pool just steps from our patio, beautiful...
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    About this property
    Sabal Palm #2A is a spacious 930 sq. ft. 2nd floor condo. Dining/Living area has a 42' Flat Screen TV, queen size sleeper sofa and French doors to screened patio/lanai opening out to our tropical pool. Bedroom has king bed, flat screen TV and also has French doors to the screened lanai. Bathroom...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Directly across from Siesta Beach Access! Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. This darling Florida getaway has 2 king size bedrooms and 1 bedroom with two twin size beds...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Siesta Key Townhouse across from Pristine Sands of Siesta Key 2B/2B sleeps 61 / 30
    (20)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Wi-Fi
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Washer
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 September 2019
    The condo is directly across the road from probably the best beach you will ever see. Additionally, there are all the beach accessories that you could possibly need provided...
    Reviewed 15 July 2019
    We enjoyed a 2 week stay in June , Michelle was easy and very pleasant to deal with and responded immediately to any questions .The property is as described and the photo images...
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    About this property
    “Pristine sand, blue skies - 'Number 1 Beach'” The Best Thing to Come Home to after a Day on the Beach Is... ...a vacation home as comfortable as your own home. Just a walk across the street to Siesta Key's world famous #1 Beach. This split-level townhouse, has 2 bedrooms (King in Master...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    DEC 8 - 22 Availability! Only 2 min. drive to Siesta Key!1 / 32
    (15)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Parking
    • Cable/satellite TV
    • Wi-Fi
    • Patio
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 June 2019
    Had a wonderful stay at this hidden gem. The location is off the main stream but is within walking distance of shopping and the beach. Sue thinks of everything you could...
    Reviewed 16 April 2019
    This was a really clean cute place… We appreciated the extra little nice cities in the kitchen to make her stay seamless. Sue was very kind. It was a clean and quiet place close...
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    About this property
    All newly done! New flooring (Nov 2018) since these photos. New bathroom tiles and floors. This spacious, 2 bedroom/2 bath has everything you need for a relaxing and fun vacation in Sarasota, just minutes to Siesta Key. Relax in comfort with all the amenities: - Fully equipped Kitchen with all...
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    Location Information
    34231, Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Sea Shell Condo-Right On Crescent Beach-Siesta Key1 / 48
    (10)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Air Conditioning
    • Terrace
    • Wi-Fi
    • Grill
    • Ocean Views
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 March 2019
    Wow, what a fabulous beach and sunsets out of this world. One doesn't want this vacation to ever end. Every amenity in the condo you can think of. Roomy, clean, and...
    Reviewed 17 April 2018
    Clean, roomy, well-stocked with all kitchen amenities that you could think of. Master bedroom very roomy. Extra space for your bathroom essentials in medicine cabinet...
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    About this property
    If you are looking for the perfect spot for a family vacation, to escape the cold and snow, or a quiet romantic getaway this is the place for you. Recently updated throughout, this 2 bedroom 2 bath condo sleeps 6 comfortably all in real beds. Just outside your door is Crescent Beach, consistently...
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    Location Information
    34243, Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Siesta Key, Heated pool, Gulf and Bay, Cute Siesta Key Condo, Gated1 / 24
    (3)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
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    • Housekeeping Included
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 March 2019
    Condo was well stocked the location was perfect and the tenants around us were very friendly Nice pool Would stay again Thank you!!
    Reviewed 10 April 2018
    The Sea Club condo was fabulous!! The location, being on the inner coastal, watching the boats every day and night go by, was perfect. Loved to watch the others fishing off...
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    About this property
    Our condo has just been remodeled with granite counter tops, stainless steel appliances, dishwasher, cabinets, new tile, new bathroom, and new furniture. It is a second floor unit. We have included all the essentials for a family that likes to have the flexibility to make meals at 'home' or...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Walk to the #1 beach! Beachside condo Island Time Rentals on beautiful SiestaKey1 / 11
    (5)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Parking
    • Private Garden
    • Washer
    • Wi-Fi
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 March 2019
    We enjoy our stay at Island Time, it is a clean, updated adorable apartment close to restaurant and shops. The area is close to the trolley stop, we only had to use our car if...
    Reviewed 17 July 2018
    This unit is amazing! There’s enough room for a family to stay comfortably and without worries if they forgot something. The unit has everything you need while on vacation! The...
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    About this property
    Adorable, quiet, and clean home away from home on the South end of Siesta Key. Only a short five minute walk to Crescent beach near the Point of Rocks, a popular diving and shelling area on the southern end of Siesta Key. The bedroom has a comfy king sized bed, nightstands, with a flat screened...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Grill
    • Washer
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PRIVATE BEACH with full ocean views awaits you!!! Experience the most amazing beach views on the Gulf of Mexico from the 15th floor of the Terrace on Siesta Key Beach in Siesta Key Village! Hands down, best location with the best views! This home away from home 2 bedroom 2 bath condo with almost...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    -Hide-A-Way Suite- next to Siesta Key Beach1 / 15
    (3)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Cable/satellite TV
    • Waterfront
    • Patio
    • DVD Player
    • Air Conditioning
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 April 2017
    Great location to beach and town. Well maintained and attention to your needs. Onsite pool and outdoor space is beautiful. Great stay.
    Reviewed 12 April 2017
    Very happy with choice, across the street from beach, and very close to the village! Found some wonderful bars and retaurants!
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    About this property
    HIDE-AWAY SUITE # 664B (sleeps 4, ground level, sqft 580.00) this apartment has been completely remodeled July 2015. This 1 bedroom / 1 bath apartment, offers a king bed plus and a luxury self-inflatable Queen size Air-bed and 2 flat screen TV’s. This suite offers a full size new kitchen and...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Island Suite ' Next to Siesta Key Public Beach'1 / 21
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 July 2018
    We thoroughly enjoyed everything. No complaints whatsoever. Can't wait to come back. So conveniently located near beach and everything. Loved it.
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    About this property
    ISLAND SUITE #5610 (sleeps 6, ground level), a 2 bedroom + den apartment of 1,200sq/feet that can accommodate 6 people comfortably in beds. This suite offers 1 king and 2 queen size beds (1 queen is in the den), 2 full baths and a large breakfast patio. We are located right across the street from...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Grand accomdation on USA #1 Beach  - Siesta Key Fl1 / 38
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Sauna
    • Air Conditioning
    • Cable/satellite TV
    • Waterfront
    • Children's Pool
    • Washer
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 November 2018
    Location is awesome. Enjoyed sitting on the intercoastal as well as being close to the beautiful beaches. The view from the condo is outstanding. We really enjoyed all our meals...
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    About this property
    Harbor Towers Yacht and Racquet Club Unit 503 provides one of the best views in the building (fifth floor facing south/east). The glass enclosed Lanai with floor-to-ceiling sliding glass doors provides bright sunlight during the morning and afternoon with excellent views of the intercostal water...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Gorgeous Beach Studio Steps From the Ocean1 / 18
    (3)Very good
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 July 2019
    Our room was clean and well stocked we had cold water in the refrigerator and towels and beach hat. It did rain quite a bit while we were there and outside our door flooded when...
    Reviewed 26 February 2019
    Beautiful unit in perfect location. Dior did an amazing job with the renovation and you are walking distance to everything. We went to the beach most days, and walked to the...
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    About this property
    Newly remodeled, gorgeous and quiet studio is located few steps from the famous Crescent Beach in Siesta Key. Easy access - no stairs. The luxurious full kitchen and bathroom offer a full-sized fridge, microwave, stove\oven, and all the cooking and serving wares you'll need. The lanai provides a...
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    Location Information
    34242, Siesta Key, Florida
    Condo/Apartment - 1 Bathroom, Sleeps 3
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