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Holiday Apartments in Sarasota

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    Travellers to Sarasota are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 307 Rentals in Sarasota
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    Canal Pool Home - 15 mins from Siesta Key Beach1 / 44
    (20)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Five star Downtown Sarasota tropical garden Cottage1 / 44
    (17)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Lovely Lido Key Villa - away from it all but close to the BEACH -1 / 25
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 February 2017
    Lido Key is a perfect getaway for locals and visitors from distant locations alike. This rental comfortably sleeps 5, with all of the amenities for a perfect vacation at an...
    Reviewed 19 February 2017
    My husband and I stayed at this fantastic villa in July 2016. We were pleasantly surprised at how beautifully decorated and conveniently located this little gem is. The...
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    About this property
    This newly remodeled villa will delight you with it's contemporary charm and pristine interior. Featuring a master bedroom with king-sized bed and a loft bedroom with queen bed, it has two full baths, a deluxe kitchen and high-end furnishings throughout. Among Lido Key’s premier vacation rentals...
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    34236, Lido Key, Sarasota
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Charming 'Old Florida' one bed apartment, Sarasota1 / 24
    (3)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Grill
    • Balcony
    • Hot Tub
    • Parking
    • Air Conditioning
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We enjoyed our stay at this Sarasota apartment. The outside is very enjoyable in the evening. The hot tub was pleasant and private. We used Uber for our trip to Siesta Key...
    Reviewed 8 October 2017
    We had a great time on our first visit to Sarasota. Our stay was amazing, it had all the comforts of home. We were minutes from the best beach I have ever been too and very...
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    About this property
    This property is attached to the main house but has a private entrance with a private patio and back yard which is fully fenced in. A 10 minute drive to either Siesta Key or Lido Beach and minutes from downtown Sarasota, this charming 'Old Florida' one bedroom apartment is available for weekends,...
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    34239, Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Executive 2 Bed 3 Bath Pool Home near Siesta Key1 / 45
    (24)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Outdoor Dining Area
    • Grill
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 November 2017
    We have recently returned from a wonderful stay in this beautiful home which is equipped with everything you could need and looks exactly like it does in the photographs. It is...
    Reviewed 10 July 2017
    This is a very well appointed house with everything you would need for a week or two week stay.The pool was great and we made use of it daily and having internet access was...
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    About this property
    Desirable Gulf Gate - Large 2 bedroom 3 bathrooms home near Siesta Key Beaches. Tile and laminate wood flooring thruout. Fully equipped kitchen Stainless Steel Appliances. Gas BBQ Grill. Perfect home for entertaining or just enjoy the scenery and the tranquil view overlooking the large screened in...
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    34231, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Waterfront 2BR 2 Bath Suite at the Sara Bay Marina1 / 16
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Private Garden
    • Cable/satellite TV
    • Waterfront
    • Patio
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 March 2015
    My wife and I stayed here for 5 nights - friends joined us for 3 nights. Lots of room, well appointed through out with a view out over the water. Great location for travelling...
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    About this property
    PLEASE EMAIL ME FOR A LINK TO PREFERRED LISTING ADDRESS, VACATION RENTAL BY OWNER LISTING: 442427 THIS IS A PRIVATELY OWNED CONDOMINIUM AT THE RAMADA INN, 7150 N Tamiami Trail, SARASOTA, Directly on the Sara Bay Marina with direct access to the Gulf of Mexico. Yacht rentals are available on...
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    34243, Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Walk to beach & St Armand's Circle !!!1 / 10
    (26)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Balcony
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 July 2016
    Beautiful guest annex, better equipped than my own home. Beautifully furnished, great a/c, not noisy, easy walk to St Armands circle for restaurants, 10 minute stroll to Lido...
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    About this property
    Be swept away to luxurious Spain in this beautiful one bedroom guesthouse overlooking a lovely pool. Relax and sip your morning coffee as you take in the peaceful surroundings and bay breezes, with a private entrance, spacious outdoor dining room in tropical paradise. Features include:Mexican...
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    34236, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Cable/satellite TV
    • Housekeeping Included
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are in the heart of historic Burns Square in downtown Sarasota, nestled between high end residential neighborhoods S. Palm Avenue, Laurel Park and Hudson Bayou. The property is a mixed-use historic property with residential on the second floor with stairs. You do not need a car as we are in...
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    34236, Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Steps to the Beach! - Point of Rocks Beach Bungalow1 / 21
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Grill
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 February 2018
    Wonderful to enjoy Wintertime in Florida for a week! Nice, cozy place to stay. Cabin was stocked, with what is needed. Neat back street, and short walk to the beach.
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    About this property
    Point of Rocks Beach Bungalow It’s quaint, it’s quiet, and it’s the prefect island getaway. Escape to the island Siesta Key and stay in the Point of Rocks Beach Bungalow. Find yourself in this charming designer cottage complete with the modern amenities and features of home. Enjoy the shaded,...
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    Location Information
    34242, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    • Balcony
    • Patio
    • Cable/satellite TV
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Embrace the tropical climate and active outdoor lifestyle of Siesta Key in this nearly 2,000 sq.ft., home! This is a 3 bedroom, 2.5 bath light and bright, modern, town home and just a short bike ride to our beloved Crescent Beach! With the patios, there is more than 2,500 sq. feet of living...
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    34231, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Walk to Crescent Beach, Upgraded Sea Winds Condo1 / 19
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 February 2016
    This condo is an end unit, so one less neighbor to worry about, noise wise, and nice and bright - 3 walls with plantation shuttered windows. The location is perfect, only a...
    Reviewed 3 August 2015
    The condo was a walking distance to the private beach (belonged to other resorts, but no one cared if you accessed it as well.) it was clean and exactly how you see it on the...
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    About this property
    Siesta Key located on the Gulf of Mexico. Tropical beauty with white powder sand, gorgeous sunsets, pristine waters and expansive wide beaches. Beach shops, restaurants, ice cream shops and nightlife all can be found on the palm tree paradise, Siesta Key. The city of Sarasota is just over the...
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    34242, Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Beautiful 2 Bedroom/2 bath Condo Vacation Home1 / 36
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Patio
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 August 2017
    Our stay was great, the house was clean and cozy which led to a very relaxing and enjoyable stay we had a small problem at first but that was quickly solved and we got to enjoy...
    Reviewed 18 May 2017
    The home had everything you need they even pay attention to the little things you might need.The landscaping in the community was fantasic it made you feel as if yiu were in a...
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    About this property
    Beautiful 2 bedroom 2 bathroom condo. in a tropical setting. Each bedroom has real wood floors. The upgraded kitchen has granite countertops. The den has a Futon that can be used as a bed. Their is a paver driveway and parking for 2 vehicles. The condo has an outside paver patio with table and...
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    34234, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Parking
    • Porch
    • Wi-Fi
    • Washer
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Great private cozy apartment with a nice outdoor terrace / bbq area Located in a quiet family neighborhood just minutes to shopping, dining, golf courses and of course the #1 Beach in the USA along with multiple other beautiful beaches including Lido Key, Casey Key, Turtle Beach and more. This is...
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    34232, Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Washer
    • Balcony
    • Grill
    • Parking
    • Porch
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 February 2016
    Must admit that I was nervous before my arrival, there was no reviews for that location, usually I take them in consideration. Was very pleased, answers were given fast, easy to...
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    About this property
    Great private cozy apartment with a nice outdoor terrace / bbq area Located in a quiet family neighborhood just minutes to shopping, dining, golf courses and of course the #1 Beach in the USA along with multiple other beautiful beaches including Lido Key, Casey Key, Turtle Beach and more. This is...
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    34232, Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This small loft apartment is on the third floor and perfect for a single, couple or close friends. It is decorated beautifully, simply and clean. The property is a historic building in the heart of historic Burns Square and walking distance to tons of amenities, centrally located to Siesta and Lido...
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    34236, Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Spacious Apt. #1 Historic Walkable Downtown, between Siesta & Lido Beach1 / 30
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 February 2016
    We just spent a delightful 4 days in the heart of historic Burns Court. This renovated apartment was so wonderfully located in it's proximity to historic Sarasota. Everything is...
    Reviewed 20 August 2015
    We had a great stay here, the apartment was right downtown, it was very comfortable, and we hope to return soon!Denise was very helpful.
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    About this property
    Historic 1920's Mediterranean & 1950’s Historic mixed-use building in Burns Square, downtown Sarasota, safely nestled between high-end residential neighborhoods of Palm Avenue, Laurel Park and Hudson Bayou. Apartment is private and secure, located on the second floor (stairs) with original hardwood...
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    34236, Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Newly Updated 3 Bedroom Pool Home - Close to Beach1 / 16
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • Parking
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 June 2017
    We were in Florida for my nieces wedding. The location was perfect for us. Nice quite neighborhood, close to grocery stores and shopping. We really enjoyed the back yard and pool.
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    About this property
    Enjoy your time in Sarasota in this newly renovated 3 bedroom 2 bathroom pool home. Located in a quiet family neighborhood just minutes to shopping, dining, golf courses and of course the #1 Beach in the USA along with multiple other beautiful beaches including Lido Key, Casey Key, Turtle Beach...
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    34232, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Washer
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the heart of Sarasota City, just minutes to shopping, dining, golf courses and of course the #1 Beach in the USA along with multiple other beautiful beaches including Lido Key, Casey Key, Turtle Beach and more. This is a 1000 square foot two bedroom apartment with 1 car garage, offers a...
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    34236, Lido Key, Sarasota
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 7
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Washer
    • Waterfront
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You will love our beautifully maintained and clean Villa Youppie in Sarasota. It is located at the corner of a lake which provides lots of privacy and thanks to a southern exposure you have sun in the pool and on the patio all day long. New travertine tiles on the patio, granite counter tops in the...
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    34238, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Washer
    • Patio
    • Grill
    • DVD Player
    • Air Conditioning
    • Private Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the pond view and bird life from the patio area. With 4 bedrooms, 2 bathrooms, 2 car garage and pool, the house can accommodate up to 8 persons The houseis located in a wonderful and quiet area of Sarasota. Within a ten minutes you are on one of our many beaches long on one of our 3 islands...
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    34232, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Heated pool home near Siesta Key1 / 29
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Grill
    • Cable/satellite TV
    • Washer
    • Parking
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 July 2017
    I stayed at this home with a few friends - it was comfortable and convenient. When we did not travel to the Siesta Key beach (just 10 minutes away!), we spent time lounging in...
    Reviewed 9 July 2017
    Me and my husband stayed at this great home for one week in June. We didn’t want to leave! The house is perfectly organized, has a good flow, and tastefully decorated. Owners...
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    About this property
    Newly remodeled 2 bed/2 bath heated Pool home is 3 miles from Siesta Beach rated #1 in US. Located in Gulf Gate area, it’s a prime spot for your vacation. Close to shopping and restaurants. Neighborhood is quiet and safe. Brand new furniture and furnishing. Large living room features queen sleeper...
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    34231, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stoneybrook in Palmer Ranch is a condo in a gated community of upscale homes. Surrounded by lush vegetation, a golf course, lighted 'har tru' tennis courts, clubhouse with restaurant and activities and a beautiful community pool, there is plenty of open space as well as peace, quiet and...
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    34238, Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    bring A Boat, 12 Minutes To Sarasota Bay1 / 11
    (14)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Waterfront
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Central Heating
    • Hot Tub
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    A very clean and updated home. We enjoyed our stay here. We spent a week, family of four with two teens. We all enjoyed the pool and hot tub. The home is very convenient and...
    Reviewed 14 March 2018
    We had an awesome time in Sarasota, and this place played a major role in making our vacation to Florida the best we have ever had. Jim was a very congenial host who made us...
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    About this property
    Clean and spacious, 3/4 of the house is yours, kitchen and laundry, 2 bedroom with 1 and 1/2 bath, pool and spa, on the canal that leads to Sarasota bay, offering morning coffee, light breakfast and an occasional visit from the manatees off the dock. Bedroom 1, has a double bed, bedroom 2, has a...
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    Location Information
    34243, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedroom Family friendly Coastal Manor of Sarasota1 / 22
    (19)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Porch
    • Balcony
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Waterfront
    • Private Outdoor Pool (Heated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 March 2017
    Perfect stay in an amazing Southern State style house. Lovely apartment, well equipped and a lot of space. Wonderful surrounding with pool at Phillipi creek. Best place for...
    Reviewed 7 March 2017
    Located at a quiet, lovely place, this location offers everything you need for a relaxing stay. Amazing hosts make a stay an unforgettable experience.
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    34231, Sarasota, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • Grill
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Unheated)
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Point of Rocks Beach House Welcome to a home like no other. Perched on the southern end of Siesta Key Beach, The Point of Rocks Beach House is one of only a select number of single family homes located directly on Siesta Key Beach. The perfect location for a family or small group. Enjoy yourself...
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    Location Information
    34242, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Luxury Condo 2 blocks from Siesta Key Beach1 / 24
    (13)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Washer
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    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 January 2018
    Love the trolley service close to many beaches,restaurants and shops.the accommodations were fantastic could use a new mattress in master bedroom other than that everything was...
    Reviewed 13 December 2017
    6703 Midnight Pass Siesta Key #215 it was ok for the December special price just a little dusty and musty smelling, beach was farther then we were told, a senior condo complex...
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    About this property
    This 2 bedroom, 2 bath unit is in the quiet complex of Sea Winds. It is one of the most updated and best units in this complex. All NEW Tile floors, and ALL NEW Stainless appliances. New living room furniture. Located just 2 blocks South of the South Bridge on Siesta Key, it is within walking...
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    Location Information
    34242, Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Wi-Fi
    • Secure Parking
    • Private Garden
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    • Washer
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Big house is located in Sarasota-Downtown Area, just 2 minutes walking, 3 bedrooms(1 King, 2 queens), 1 sofa-bed, 1 bathroom, fully equipped kitchen, stove, living room, WiFi, Cable TV, washer-dryer, all linens and towels. Home is centrally located near restaurants, bars, beaches, can host up...
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    34237, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    Elegant 4 Bedroom 3 bath Executive Home - HEATED POOL near Siesta Key Beaches!!!1 / 34
    (9)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Internet Access
    • Hot Tub
    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 December 2017
    The house was very spacious and accommodating. The location was near the beach and local eateries and grocery stores.
    Reviewed 2 December 2017
    We were extremely happy with this vacation home! Our family traveled from the many different states for the holiday and everyone said it was well worth the trip. The home was...
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    About this property
    Heated Pool with therapy jets. You will Love this Large 4 bedrooms Home situated within minutes to #1 Siesta Key Beaches, Downtown, Live Entertainment, Fine Dinning, Shopping, etc.... The home has a oversized covered Lanai, A screened in Pool and a 2 Car Attached Garage. #1 -'Master Bedroom Suite'...
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    34231, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    2BD/2BA Modern Pool House 4 Miles Away1 / 13
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Internet Access
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    • Private Outdoor Pool (Unheated)
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    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    The pool house was lovely. It was clean and well maintained. The back yard, with the pool was spacious. The only downside was that although there was a Tiki bar, it was in...
    Reviewed 9 January 2018
    We enjoyed this very clean house, fit our family of 5 with our extra air mattress. Very comfy beds, pool looked nice but too cold to try it in January! Kitchen had all...
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    About this property
    This is a newly renovated 2 bedroom 2 bath 1149 sq feet modern pool home. The property features a big backyard with a pool. The house has an infinity door that opens onto the lanai that looks over the pool giving you a peaceful feeling of indoor and outdoor. All sheets and towels are brand new...
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    Location Information
    34231, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in a quiet family neighborhood just minutes to shopping, dining, golf courses and of course the #1 Beach in the USA along with multiple other beautiful beaches including Lido Key, Casey Key, Turtle Beach and more. This is a 1000 square foot newly renovated two bedroom apartment with 1 car...
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    Location Information
    34232, Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 13 Quick View
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    • Terrace
    • Balcony
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in a wonderful family neighborhood just minutes to shopping, dining, golf courses and of course the #1 Beach in the USA along with multiple other beautiful beaches including Lido Key, Siesta Key, Longboat beach and more. This is a 2400 square foot newly renovated 4 bedroom, 2 bath, 2 car...
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    Location Information
    34232, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 13
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    Romantic Retreat with your own Private Pool1 / 25
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
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    • Private Outdoor Pool (Unheated)
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    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Romantic vintage pool side 2 bedroom apartment. Freshly remodeled in 2015. Tropical Chic decor, quality furnishings, lush tropical landscaping. Old Florida neighborhood close to downtown. Alternative lifestyle friendly allows you the freedom to totally be yourself many miles from your home town....
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    Location Information
    34234, Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Tulip House - 1 mile to Siesta Key1 / 40
    (1)Average
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pool home: This extraordinary 3 bedroom + / 2 baths designer remodeled single family home (1,826 sq/ft) is located on the mainland close to the worlds famous Siesta Key. The home offers a new pool (baby fence available upon request) and is located within approx. 1 mile of the Siesta Key...
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    Location Information
    34239, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
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    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Imagine combining privacy of staying in a private home with the resort amenities of a fine hotel matched with a fantastic location, just 5 minutes from the beach and very easy access to Sarasota sporting cultural amenities and an array of dining options. Enjoy all that Sarasota has to offer while...
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    Location Information
    34231, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Downtown Apartment in Historic Burns Square downtown Sarasota1 / 21
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Wi-Fi
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 January 2017
    My husband and I stayed here for a long weekend in January and really enjoyed. The place is very cozy! Very clean! The bed was extremely comfortable! I loved the fact there...
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    About this property
    My historic building was built in the 1950's and has clean character and ambiance. Walking distance to Whole Foods/Publix, fabulous restaurants, diverse shopping options, performance theaters, movie theaters, nightlife, public transport, boat/water activity rentals, parks, spas, and a short...
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    Location Information
    34236, Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Lovely 2 BR Beach Cottage at Lido Key Villas across from Lido Beach1 / 21
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Private Garden
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 October 2017
    just want to say this 2 bedroom home was cozy and very clean loved the private back yard that had a cool breeze everyday there they also have everything there that you need the...
    Reviewed 5 October 2017
    This apartment (a house would be a more accurate description) is bright, colorful, clean and right across from the beach. We walked the beach and swam in the Gulf nearly every...
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    About this property
    Our spacious fully furnished two-bedroom cottage is directly across the street from the beach (600 ft, a 2 min walk). It offers everything you need to enjoy a memorable beach vacation. It features all the conveniences – full kitchen, full bath and a lovely tree-shaded back yard. There is also a...
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    Location Information
    34236, Lido Key, Sarasota
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Sarasota Villa1 / 19
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Grill
    • Private Outdoor Pool (Heated)
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 June 2017
    Very happy with our rental for a week. The home was nice and clean and stocked with plenty of towels and everything you needed for the beach! Would rent again
    Reviewed 5 May 2017
    We had a wonderful time at this rental. Very close to everything easy to jump on 75 to go to Tampa for the day very close to beautiful Siesta Key. The house had everything you...
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    About this property
    An air conditioned 3 bedroom/2 bathroom villa with private solar heated pool. The villa is conveniently located in a residential area, close to all amenities including stunning beaches, golf courses, restaurants and shopping malls. Fully equipped kitchen and dining room. Quiet lounge with large...
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    Location Information
    34232, Sarasota, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Renovated ! Heated pool! House Close To USA's Best Beach! Great Rates!1 / 19
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Patio
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Grill
    • DVD Player
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We traveled with another family. 4 kids and 4 Adults all together. The house was set up perfect. TV's in every room was a nice bonus as well. The pool provided hours of...
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    About this property
    Villa Siesta Sunset-The Ultimate Vacation Home Rental. The first thing you will do when you open the front door is smile. This is a happy place! You will find peace and tranquility in this spacious friendly home. This home has been redone from top to bottom, everything is brand new! You will be...
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    Location Information
    34231, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
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    • Cable/satellite TV
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come stay at this beautiful, upscale 2 bedroom Condo near Crescent Beach in Sarasota!! Location is key when vacationing in Sarasota. This luxuriously updated townhome in Key Point Village is ideal because you’re located in an area of Sarasota where you have everything at your fingertips,...
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    Location Information
    34231, Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Siesta Key Voted #1 Beach, Lovely Home 10 min away1 / 24
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Wi-Fi
    • Air Conditioning
    • Porch
    • Patio
    • Cable/satellite TV
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    The house was very nice, clean, and well equipped. The community was full of nice people. The two pools were great and within walking distance. The kids enjoyed our stay a...
    Reviewed 18 April 2015
    I am recently retired and enjoyed the winter months in Sarasota Florida at Camelot Lakes. I rented a beautiful place on Camelford Terrace which quickly became my second home...
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    About this property
    This home is in walking distance to all facilities, 2 car drive/ car port, lanai. Manured garden and trees. Area for BBQ and out door eating. Located ideally for easy access to Sarasota's famous 'Siesta Beach' Downtown and St. Armands Circle have many restaurants to suit all eclectic tastes....
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    Location Information
    34233, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Secure Parking
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Private Garden
    • Private Outdoor Pool (Unheated)
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The house is located in a wonderful and quiet area of Sarasota. Within a ten-fifteen minutes you are on one of our many beaches long on one of our 3 islands Siesta Key, Lido Key and Longboat Key with a total of 64 km of white sandy beaches. Our beaches are clean and running at all times. There is...
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    Location Information
    34234, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    Family friendly house with pool/spa1 / 29
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
    • Washer
    • Air Conditioning
    • Housekeeping Included
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 August 2016
    The owners are great, very friendly and helpful. The house was clean and almost everything needed was supplied. The rooms are nice and clean. The pool was the main focus of the...
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    About this property
    We want you to enjoy, staying here this year & be back with your friends/family. Beautiful house on 1 acre lot, close to everything located in one of the best and desirable area in south Sarasota. This property offers easy access to all local attractions and beaches. Only a short drive to the...
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    Location Information
    34233, Lido Key, Sarasota
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Studio, 1 Bathroom, Sleeps 3 Quick View
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    About this property
    1920's mixed-use building in historic area that is nestled between high-end residential neighborhoods. The studio apartment is super nice, safe and secure in a quaint shopping/theater area and walking distance to marina, fishing, supermarkets, transportation, theaters, opera, library, parks and...
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    Location Information
    34236, Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bathroom, Sleeps 3
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bring Fido to this dog friendly 2 bedroom, 1 bath duplex in downtown Sarasota near Gillespie Park. Downtown Sarasota and all it has to offer is just blocks away from this adorable cottage like duplex! Feel free to leave your car under your covered carport because you can walk to many downtown...
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    Location Information
    34236, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Hot Tub
    • Air Conditioning
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Simply paradise. We're located in the highly desirable Kingston Arms complex in one of the few coveted end units on Lido Key just steps from St. Armand's Circle. Lido Key is surrounded by the beautiful gentle, clear waters of the Gulf of Mexico. The complex sits on a prime location just a few...
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    Location Information
    34236, Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bring your well-behaved dog along with you and stay just off Siesta Key in the Southgate area. Here you can walk to the Westfield Southgate Mall, complete with restaurants, shopping and the brand new CinéBistro movie & dining venue or walk to the many other restaurant choices close by. Completely...
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    Location Information
    34239, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Exquisite NEW BUILD 3 bedroom 2 full bath home in popular Gulf Gate neighborhood on the south end of sunny Sarasota with only a 12 minute bike ride to Siesta Key's Public Beach! This new almost 1600 sq. ft home has just been furnished and is now available for booking. This home features a open...
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    Location Information
    34231, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the heart of Sarasota City, just minutes to shopping, dining, golf courses and of course the #1 Beach in the USA along with multiple other beautiful beaches including Lido Key, Casey Key, Turtle Beach and more. This is a 1000 square foot two bedroom apartment with 1 car garage, offers a...
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    Location Information
    34236, Lido Key, Sarasota
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Looking for an ideal location for your next vacation near the beach and want to bring Fido? This beautifully updated ranch home will be ideal for your family or small group of friends. You’re located West of Trail in Sarasota near the South Bridge to Siesta Key where you have everything at your...
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    34231, Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1
    Sarasota Holiday Rentals

    Encompassing some of the state’s most impressive cultural attractions, world-class beaches and a slew of eco-tourism activities, Sarasota and its surrounding islands, is the perfect destination to unwind in style. If you want to luxuriate in style, you should consider a holiday rental. From roomy, beachside homes to sophisticated high-rise condos, quaint cottages and classy villas and town homes, the selection in the Sarasota area is appealing to a range of tastes and desires. Amenities like fully equipped kitchens and spacious indoor and outdoor dining areas make holiday rentals perfect for families seeking to prepare their own meals and save money.

    Sarasota attractions and activities

    You’ll have access to one of the world’s great beaches. Siesta Key Beach, which was included in Dr. Beaches’ Top 10 “Best Beaches in America” in 2007 & 2008, is a don’t miss experience. While beach activities like parasailing, snorkelling and sailing are popular pastimes, away from the sands, cultural attractions are big draws in Sarasota. A great family outing is the John and Mable Ringling Estate, a Venetian-inspired mansion along Sarasota Bay featuring an art museum, circus museum, a Circus Ring of Fame and the Flying Trapeze and The Flying Fantasy Circus. When it’s time to shop and dine, head to St. Armands Circle on Lido Key, a classy area with a European charm featuring bistros with outdoor dining and a plethora of boutiques, art galleries, speciality shops and restaurants. Popular outdoor activities in the Sarasota area include kayaking at Myakka River State Park, playing golf at top-notch layouts like the Arnold Palmer designed Legacy Golf Club at Lakewood Ranch and the Scottish links-style Tatum Ridge Golf Links and hiking the newly opened Legacy Trail, which stretches more than 12 miles from Sarasota to Venice.

    Family holiday rentals in Sarasota

    From beachfront bungalows to golf course villas and everything in between, the Sarasota area has holiday rentals in a variety of settings. Sarasota is a great destination for kids. It boasts attractions like the Mote Aquarium, Marie Selby Botanical Gardens and Sarasota Jungle Gardens. After a long day of sunbathing, shopping, playing golf or visiting attractions, you can return to a holiday rental that gives your family room to spread out instead of a cramped, mundane hotel room.

    Saving money on Sarasota holiday rentals

    We have a long list of money saving holiday rental options. Regardless of your price range and budget, we have special deals and discounts on all types of properties in different settings in the Sarasota area.

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