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Holiday Rentals near I Kayak Sarasota

190 Taft Dr, Lido Key, Sarasota, Florida 34236
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    Travellers to Sarasota are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 100 Rentals in Sarasota
    Walk to beach & St Armand's Circle !!!1 / 10
    (29)Excellent
    1.1 kilometres from I Kayak Sarasota
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Lovely Lido Key Villa - away from it all but close to the BEACH -1 / 25
    (2)Excellent
    0.3 kilometres from I Kayak Sarasota
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Siesta Key 2 Bedroom 1 Bath Modern/Contemporary Decor Apartment1 / 16
    (23)Excellent
    2.5 kilometres from I Kayak Sarasota
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    2 Bedroom  2 Bath  Home in Siesta Village1 / 9
    (3)Excellent
    3.6 kilometres from I Kayak Sarasota
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Patio
    • Grill
    • DVD Player
    • Parking
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 September 2017
    This was by far the best place we have stayed at in Siesta Key. The house was clean and had everything we needed to have a great vacation. We could not have ask for a better...
    Reviewed 9 July 2017
    Our family of 6 stayed for 3 nights and we couldn't have been more pleased. This is a clean and very nicely equipped home with just about everything we could need for a beach...
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    About this property
    This charming tropical 1,320 sq.ft. 2 bedroom 2 bath home is located within the heart of Siesta Key Village and a block away from the famous Siesta Key Beach. Walk to everything, yet have privacy of a home. It is newly renovated with all new furniture and beach house décor. This home is equipped...
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    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Top  Location on Siesta Key - Gertrude's Village House1 / 50
    (30)Very good
    3.7 kilometres from I Kayak Sarasota
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Waterfront
    • Patio
    • Wi-Fi
    • Cable/satellite TV
    • Balcony
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 May 2017
    My son booked this for his whole family. There were nine of us. The beach was just a half block away. It was beautiful with cool white sand, aqua water with warm rolling...
    Reviewed 25 September 2016
    Stayed there, the location is great. Everything in walking distance. The kitchen was supplied with everything you need. The positives beyond location varied, quiet, lots of room...
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    About this property
    A Gertrude Rentals property! Our Top Location! Leave the car behind. Richly furnished, perfectly nestled between the best beaches, shopping and dining on the Island, and sure to provide a combination of fun and rejuvenation you won't find in other getaways. Our living room, master bedroom and...
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    Siesta Key, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    The Top Siesta Key Location, The Village Studio - Eat Shop Beach!1 / 32
    (15)Very good
    3.7 kilometres from I Kayak Sarasota
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Outdoor Dining Area
    • Parking
    • Wi-Fi
    • Patio
    • Waterfront
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 March 2017
    We loved walking everywhere - the beach, especially every sunset; shops, great food. The condo was lovely, and the setting enriched by the other owners in the complex.
    Reviewed 25 March 2017
    We enjoyed our 3 day stay. A longer stay would require a larger place but it was perfect for this time. Our host was very helpful and had a nice gift awaiting our arrival :)
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    About this property
    A Gertrude Rentals property. Enviable location just steps away from everything! The Siesta Key Village Studio is an accommodating ground floor, one-room efficiency apartment perfectly nestled on a quiet tropical street between the best beaches, shopping and dining on the island. Wander one...
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    Siesta Key, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Private Siesta Key House - Walk to Village & Beach - Heated Pool/Spa - No Stairs1 / 26
    (2)Excellent
    3.4 kilometres from I Kayak Sarasota
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Patio
    • Grill
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 January 2018
    I stayed over the winter holiday with my husband and other adult family.It was the perfect place to have a pleasant vacation. Close to all shops and downtown and also a short...
    Reviewed 5 September 2017
    What a beautiful modern and superbly located house. Immaculate and well maintained with everything you could possibly need. Our host Randy was excellent and answered our...
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    About this property
    Steps from the islands best restaurants, shops (in the Village area) and a short walk to the #1 beach in the USA! Great home with 2 car and 1 car private garages. Recently renovated including a screened in patio, hot tub and pool. Brand new appliances making this home a great place for monthly...
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    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sunset Point Siesta Key FL  AWESOME RENTAL !!1 / 27
    (9)Excellent
    3.6 kilometres from I Kayak Sarasota
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Patio
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Sauna
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 August 2017
    Could not have a better location. Steps from the sand with the village in walking distance. The beach house is a great place to stay. Everything you need. We very much enjoyed...
    Reviewed 7 July 2017
    This location is absolutely perfect! It is on the most beautiful beach and steps to an adorable village with several restaurants, shops and all the amenities you could need. It...
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    About this property
    Beach and water front on Gulf Of Mexico. A block from Siesta Key Village for lite and fine dinning, fun, shopping and nightlife. Two Master Suite King Bedrooms with Master Bath for each. Sauna, four Mexican tiled decks with panoramic views of the Gulf and beaches. Fishing Pier. Leather, stone...
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    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Lovely 2 BR Beach Cottage at Lido Key Villas across from Lido Beach1 / 21
    (2)Excellent
    0.2 kilometres from I Kayak Sarasota
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Private Garden
    • Parking
    • Cable/satellite TV
    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
    Lido Key, Sarasota
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    St.Armands Circle condo ( Kingston Arms )1 / 9
    (7)Very good
    1.2 kilometres from I Kayak Sarasota
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Terrace
    • Balcony
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 April 2018
    We stayed in this condo at Kingston Arms for a week! It is beautiful! I cannot say enough great things about it! It is a short blocks walk to St. Armand’s Circle and 3 blocks...
    Reviewed 10 July 2017
    This is a very nice unit in an older condo facility. We loved how close to the shops and restaurants we were. The walk to the beach is also not bad at all. We never used the...
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    About this property
    2 bedroom,2 bathrooms,modern updated condo.Walking distance to Lido Beach. Fully furnished,microwave,A/C,cable,local phone only,dishwasher, 3 new LCD TV's ,Stereo,Laundry (common area) Beautiful heated pool ,hot tub, all in common area Great shopping,excellent restaurants,great entertainment in St....
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Gulf Beach, Pool  And Walk To Siesta Key Village1 / 35
    (1)Excellent
    2.9 kilometres from I Kayak Sarasota
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Washer
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Balcony
    • Patio
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    What a great location! Walk to Siesta Key village or relax on your small Gulf Beach or fishing on the pier at Sandy Cove. This renovated 2 bedroom 2 bath unit is a 2nd level condo with pool views from the balcony. Enjoy breakfast after a short walk at one of the villages' quite restaurants...
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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Banyan - A Tropical Retreat in Paradise1 / 25
    (2)Excellent
    2.2 kilometres from I Kayak Sarasota
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Grill
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 April 2018
    The Banyon is a remarkably beautiful and comfortable home. There are many private seating areas inside and out. The kitchen is fully equipped; the beds are very comfortable and...
    Reviewed 12 August 2017
    We loved this place! It was so private you felt like you were in your own world with the surrounding trees and tropical landscaping, yet close to most everything. The home was...
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    About this property
    View of Roberts Bay / Near Beaches / Great Shopping & Dining Get lost in the intoxicating relaxation of Siesta Key, in this luxurious private home. This tropical retreat is a single-family residence located at the end of a secluded dead end street in the opulent neighborhoods of northern Siesta...
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    Siesta Key, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3.6 kilometres from I Kayak Sarasota
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You will Never Want to Leave this Upscale, Mid-Century Modern, 4 bedroom Pool home with Salt-Water Canal Views and Boat Dock on Siesta Key!!! This unique 1950's built, renovated, 4 bedroom, 3 full bath, 'Sarasota School of Architecture style' pool home is conveniently located...... only a 6 minute...
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    Siesta Key, Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    3.7 kilometres from I Kayak Sarasota
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • DVD Player
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy this 4 bedroom/4 bath, 1st and 2nd floor duplex located just 1/2 block from the Siesta Key Village and 2 blocks away from the World Famous Siesta Key Beach! Each unit has tile flooring, leather furniture, 3 LCD TV's, a washer and dryer in the unit and high speed internet access. this unit can...
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    Siesta Key, Florida
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    1.2 kilometres from I Kayak Sarasota
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Hot Tub
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • 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
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Gulf Beach, Pool  And Walk To Siesta Key Village1 / 36
    (6)Average
    2.9 kilometres from I Kayak Sarasota
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Internet Access
    • Grill
    • DVD Player
    • Waterfront
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 July 2017
    I could not believe how close this is to everything we wanted to do! It was quiet and serene! Sunsets were amazing, just around the corner and short walk to a cute little beach...
    Reviewed 22 August 2014
    all people are going to take this one way or the other .we wasnt looking for a fancy place with wifi and all of that because u are on vacation . and its a time to enjoy . not...
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    About this property
    What a great location! walk to Siesta Key village or relax on your small Gulf Beach or fishing on the pier at Sandy Cove. This 2 bedroom 2 bath unit is a 2nd level condo with pool views from the balcony. Enjoy breakfast after a short walk at one of the villages' quite restaurants before...
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    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2.6 kilometres from I Kayak Sarasota
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Grill
    • Terrace
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Wi-Fi
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your tropical oasis awaits! Welcome to this stunning, updated 5-bedroom pool home with private beach access in Sarasota. This beauty is located off St Armand’s Circle and Lido Beach. With easy access to fine dining and shopping you’re bound to always have something to look forward to. Neighboring...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    1.6 kilometres from I Kayak Sarasota
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    • Hot Tub
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Vacation on Siesta Key in this newly built 4 bedroom custom pool & spa home just a 600 ft. away from Shell Beach. Across the street and down the small drive is the gulf. Shell Beach has a very small sandy beach. It's on Big Pass and looks out to Lido Key. Here the water has a current so little...
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    Siesta Key, Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    3.7 kilometres from I Kayak Sarasota
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Patio
    • Washer
    • Internet Access
    • Grill
    • DVD Player
    • Air Conditioning
    • Parking
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy this 2 bedroom/2 bath, 2nd floor duplex located just 1/2 block from the Siesta Key Village and 2 blocks away from the World Famous Siesta Key Beach! This 2nd floor unit has tile flooring, 3 LCD TV's, a washer and dryer in the unit and high speed internet access. Pool is shared with 315 Canal...
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    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    3.2 kilometres from I Kayak Sarasota
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Washer
    • Hot Tub
    • Patio
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to this family friendly spacious 4 bedroom, 2 bath, Fido friendly home with a heated pool (at an additional charge), game room, additional den with a bed all in an ideal location just off the north bridge to Siesta Key. Don't want to wait every day in traffic to get off Siesta Key, then...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3.5 kilometres from I Kayak Sarasota
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Washer
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    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautifully renovated, well-appointed one bedroom condo is perfect for a romantic getaway!!. Gulf Holiday is just a short walk to Siesta Key Beach voted #1 beach in the U.S and the Siesta Key Village shops, restaurants, and nightlife. Newly furnished bedroom includes King sized bed with pillow...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2.9 kilometres from I Kayak Sarasota
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Terrace
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Location, Location, Location…. Water frontage with gulf access! Excellent Fishing! Sandy Cove is a special waterfront community in Siesta Key Village....island living at its best with private water access for some of the most amazing fishing one can find on this fine Florida key. Enjoy...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3.7 kilometres from I Kayak Sarasota
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Parking
    • Terrace
    • Internet Access
    • Balcony
    • Washer
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This gorgeous contemporary home offers all the luxuries that a beach house can possibly offer! Tastefully decorated with cathedral ceilings; offering lots of open space. A tranquil garden patio with a fountain is the perfect place to enjoy your morning coffee and right on the other side of their...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3.7 kilometres from I Kayak Sarasota
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Washer
    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Updated Siesta Village Duplex, located just a block away from Siesta Key Village which offers many great restaurants and plenty of wonderful 'beach shopping' for everyone! Located about 2 blocks to our powdery white sandy beach that Siesta Key is world renowned for! 1st floor unit with screened...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3.5 kilometres from I Kayak Sarasota
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Quaint 1 bedroom condo right near the North Jetty in Siesta Key Village. Enjoy this downstairs corner unit at Gulf Holiday, just steps to the ocean, and walking distance to all the shops, restaurants and nightly entertainment! Take a refreshing dip in the heated community pool after a day at our...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3.8 kilometres from I Kayak Sarasota
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Balcony
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Grill
    • Washer
    • Cable/satellite TV
    • 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 block or so away from famous Siesta Key beach access #5 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...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    3.7 kilometres from I Kayak Sarasota
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Air Conditioning
    • Parking
    • Patio
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Village West is easily convenient to the Siesta Village shops, restaurants, and nightlife as well as the north end of Siesta Beach. This well-appointed one bedroom makes for a great romantic getaway and is comfortable enough for a small family. Parking is right outside the front door and a screened...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3.7 kilometres from I Kayak Sarasota
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Terrace
    • Washer
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Unique two bedroom townhouse only one block to Siesta Key beach (Sunset Beach) and in the village. this wonderful unit is near shopping and restaurants. this great property offers a two car garage, heated pool, private deck and high speed internet access as well as a washer and dryer in the garage....
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3.7 kilometres from I Kayak Sarasota
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Terrace
    • Air Conditioning
    • Grill
    • DVD Player
    • Washer
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy this 2 bedroom/2 bath, 2nd floor duplex located just 1/2 block from the Siesta Key Village and 2 blocks away from the World Famous Siesta Key Beach! This 2nd floor unit has tile flooring, 3 LCD TV's, a washer and dryer in the unit and high speed internet access. Pool is shared with 315 Canal...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3.7 kilometres from I Kayak Sarasota
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Patio
    • Parking
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Washer
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming and updated Tropical Bungalow located in a quiet residential neighborhood in the heart of the Siesta Key Village. Only 1 1/2 blocks to the center of town for restaurants, entertainment and shopping in the Siesta Key Village, and just a couple of blocks more to the beach. Gorgeous wood...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    Breathtaking Views of Gulf (Sea Horse Unit)1 / 28
    (1)Excellent
    3.6 kilometres from I Kayak Sarasota
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Grill
    • Air Conditioning
    • Waterfront
    • Patio
    • Washer
    • Cable/satellite TV
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Two story, 3 bedroom, 2 bath unit, designer decorated, with amazing views of the Gulf from every room! Look no further. This unit has everything imaginable and you literally step out of your unit and the crystal white sands of Siesta Keys number one beach are under your feet. We are located at...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Siesta Key 3 Bdrm Private House with Heated Pool minutes from village and beach1 / 20
    (3)Excellent
    2.5 kilometres from I Kayak Sarasota
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Grill
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Washer
    • Patio
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 August 2017
    I travelled to Florida with my fiancee for work and decided to extend our stay to enjoy a little R & R. We have used AirB&B in the past and we found this gorgeous home to...
    Reviewed 10 April 2017
    This is a beautiful home a short bike ride to Siesta Beach. It comfortably sleeps 8 on beds in 3 large rooms. 2 of the rooms have a glass door that opens up to the pool and...
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    About this property
    Surrounded by lush, tropical garden, our private villa is situated on a quiet cul-de-sac bordered on two sides by Lake Nancy. A birdwatchers and nature lovers delight! Sip your coffee in your PJs on the private, sunny terrace or enjoy a dip in the large heated pool. Walk for miles on the beach...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Beach Studio at Lido Key Villas - your own home at the beach1 / 21
    (2)Very good
    0.2 kilometres from I Kayak Sarasota
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Private Garden
    • Parking
    • Cable/satellite TV
    • Wi-Fi
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 March 2018
    The screened in porch was equipped with seating and dining so greatly expands the space. The kitchen is harder to cook in because of space.. The bed and amenities were very nice...
    Reviewed 8 October 2017
    Such a great place to be. The location is paradise, right across from the beach and walking distance to St. Armand’s circle for shopping and dining. The studio is a perfect...
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    About this property
    Imagine waking up in this cute studio apartment just steps away from the beach on Lido Key. Our spacious studio apartment offers everything you need to enjoy a relaxing beach vacation away from home. This unit features all the conveniences you’re used to at home – full kitchen, full bath and a...
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    Location Information
    Lido Key, Sarasota
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    Starfish Unit at Sunset Beach Resort Beach Front Property1 / 17
    (6)Very good
    3.6 kilometres from I Kayak Sarasota
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Waterfront
    • Parking
    • Wi-Fi
    • Grill
    • Terrace
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful beachfront apartment on Siesta Key. One bedroom, one bath, full sized kitchen, living area with queen sized pull couch, flat screen TV's in living area and bedrooms along with, premium channels, and free Wi Fi . French doors open onto your private deck along with patio furniture and...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Petite by beach-Million dollar location/affotdable1 / 17
    (3)Very good
    0.7 kilometres from I Kayak Sarasota
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Shared Garden
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 October 2016
    Noisy neighbors made this trip kind of exhausting (thin walls). No amentities to speak of (coffee maker and coffee filters but no coffee and the nearest grocery store was over...
    Reviewed 11 March 2016
    Our apartment on Lido Key is small so we rented at this property so my brother and his wife could visit us. The location is about two blocks from the beach at Lido and three...
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    About this property
    Petite Rooms are our entry level room category. They are intimate and affordable, ideal for the value conscious traveler or short term visits and provide an affordable option to enjoy the tropical island lifestyle. Queen size bed. Cable TV High speed internet access-non smoking Microwave, mini...
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    Location Information
    Lido Key, Sarasota
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Deluxe Bungalow on Lido Key by St. Armands1 / 13
    (1)Excellent
    0.0 kilometres from I Kayak Sarasota
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Grill
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 September 2014
    Great service and very easy rental for this simple one room efficiency. Room was clean and the location was great. Just a short 4-6 block walk to Lido Beach. Lido is great! The...
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    About this property
    Delightful Studio Cottage tucked away on exciting Lido Key, the Lido Islander. Nestled amid a tropical garden, the units are steps from the beautiful white sands of Lido beach, with the turquoise waters of the Gulf of Mexico just beyond. The beach is a 6 minute walk and St. Armands 14 minutes,...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3.6 kilometres from I Kayak Sarasota
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful beach front apartments on Siesta Key. One bedroom, one bathroom, full size modern kitchen, living room with queen size pull out couch, flat screen tvs in the living room and bedroom with free wi-fi, and private phone. French doors open onto your own private deck with patio furniture and...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Steps to the beach yet affordable1 / 48
    (1)Very good
    0.7 kilometres from I Kayak Sarasota
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Shared Garden
    • Secure Parking
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 March 2017
    Ok, so, if you're like me, you're looking for a place to stay, that won't break the bank, and will provide the basics. I live in a tourist-based economy; a town of 8,000 with 70...
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    About this property
    Delightful guest rooms tucked away on exciting Lido Key, located at 528 South Polk Drive, Sarasota, Fl 34236.All rooms in private units, in a small apartment building, with their own bathroom and shower.The Guest Rooms are our entry level room category. They are cozy and affordable, ideal for the...
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    Location Information
    Lido Key, Sarasota
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 bedroom condo walk to the beach and St. Armands1 / 14
    (1)Average
    0.7 kilometres from I Kayak Sarasota
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Shared Garden
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Delightful 2 bedroom apartments tucked away on exciting Lido Key Nestled amid a tropical garden, the units are steps from the beautiful white sands of Lido Beach (one of the top 25 beaches in the U.S.), with the turquoise waters of the Gulf of Mexico just beyond. Quiet side roads and boulevards are...
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    Location Information
    Lido Key, Sarasota
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Siesta Key- Beach Chic Retreat,  Siesta Key 3 Bedroom 2 Bath Apartment1 / 20
    (15)Excellent
    2.5 kilometres from I Kayak Sarasota
    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 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.
    Reviewed 22 March 2018
    This is a very nice little apartment within walking distance from the beac. It is perfect for families. My only caution would be that the staircase is wide open (no door or gate...
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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
    Siesta Key, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    0.0 kilometres from I Kayak Sarasota
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Bedroom Cottage with an Old Florida feel.The unit has full kitchen, and Queen size bed plus queen size sleeper sofa. The beach is a 6 minute walk and St. Armands 14 minutes, according to Google Maps. The unit has private patio and separate screen porch. The complex has a heated pool. The unit...
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    Location Information
    Lido Key, Sarasota
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    1.5 kilometres from I Kayak Sarasota
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Parking
    • DVD Player
    • Washer
    • Grill
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make a splash in the private screened-in pool at this winning 4BR/4BA home. Play a game of ping-pong or fire up the BBQ for an al fresco meal. You’re a quick walk to Lido Beach and an array of shopping, casual eateries, and fine dining. Sleeps 8. Long Description: Make a splash in the private...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Gorgeous Views of the Gulf Sea Turtle Unit Sunset Beach Resort1 / 24
    (1)Excellent
    3.7 kilometres from I Kayak Sarasota
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Grill
    • Central Heating
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    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    This is an amazing location. If you want to step out of your room on to Siesta Key sand this is the spot! We enjoyed our weekend getaway and will definitely be back!
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    About this property
    Directly overlooking the gulf, this designer decorated unit is literally steps to Siesta Beach. This unit has 3 bedrooms each with a queen bed, and couch set up can accommodate 2 and 2 full baths. Open plan living and dining area with spectacular views of the beach. Full size kitchen with...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1.6 kilometres from I Kayak Sarasota
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Children's Pool
    • Balcony
    • Washer
    • Grill
    • Cable/satellite TV
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Quiet and serene, but close to local attractions, you will love this large 4 bedroom, family friendly home with 2 kitchens, new appliances, modern furnishings, and beach buggy with all the gear! Separate living areas can accommodate one large family or two smaller ones. Each living area has its...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    3.3 kilometres from I Kayak Sarasota
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Private Garden
    • Parking
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ENJOY CASUAL SIESTA KEY LIVING IN THIS LOVELY HOME WITH SEPARATE DETACHED GUEST LIVING SPACE!! The separate guest quarters allow entertaining while providing your family or guests their own private retreat. It is all about the lifestyle! In total this home hosts 4 bedrooms and 3 baths on the island...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    (Cozy, Pet Friendly, Bungalow , great location, Siesta Key and Down Town1 / 15
    (2)Very good
    3.7 kilometres from I Kayak Sarasota
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
    • Cable/satellite TV
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 June 2017
    This home has been totally and most tastefully renovated throughout with excellent kitchen and bathroom facilities, and is in a most convenient and quiet part of Sarasota. It...
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    About this property
    A totally remodeled 1,200 s.f. bungalow located in a million-dollar neighborhood known as the 'flowered streets' West of 41. The house is centrally located close to shopping, beaches, downtown and the world famous St. Armand’s Circle. Siesta Key is a meer 4 miles away, downtown 2 miles, St....
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3.8 kilometres from I Kayak Sarasota
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Heated)
    • Parking
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Casa Ohana! Our newly constructed luxury cottage (completion date of June 2017) has all the amenities your large group [up to 12!!!] can fathom. The location is THE premier location in the heart of Siesta Key Village, just behind Gilligan's and Lelu's Coffee Shop! Inside you’ll enjoy...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    3.8 kilometres from I Kayak Sarasota
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Parking
    • Wi-Fi
    • Air Conditioning
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    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Coastal breezes await on the screened front porch of your 4BR/2BA Sarasota rental. Enjoy professionally decorated interiors and comfortable accommodations for eight people. Discover a wide variety of dining options within walking distance, and catch a film at the local movie theater. When you’re...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Newly Remodeled 3 Bed 2 Bath Bungalow Block to Beach Heated Pool & Spa FREE WiFi1 / 23
    (1)Excellent
    0.6 kilometres from I Kayak Sarasota
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Private Outdoor Pool (Heated)
    • Patio
    • Air Conditioning
    • Cable/satellite TV
    • Hot Tub
    • DVD Player
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 December 2017
    This place was so cute... we didn't want to leave. We were 4 ladies away celebrating birthdays and this home was everything we could have possibility hoped for. Amazing...
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    About this property
    This newly remodeled home has all the amenities you need while on vacation and still manages to maintain its beachy charm. Professionally decorated this home has an airy feel with top of the line finishings. At 3 bedrooms and 2 full bathrooms, this is one of the best little rentals on Lido Key....
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    Location Information
    Lido Key, Sarasota
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    3.3 kilometres from I Kayak Sarasota
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Internet Access
    • Patio
    • Grill
    • Washer
    • Private Outdoor Pool (Unheated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PROPERTY OVERVIEW Experience luxury living at its finest in this stunning 4BR/3.5BA home known as Casa Azul. Recently renovated, this modern gem boasts 3,346 sq. ft. of refined living space across two floors. Enjoy entertaining outside with a lush fenced backyard complete with a private pool,...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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