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Vacation Rentals near Almost Heaven Kayak Adventures

100 Taft Street, Sarasota, Florida 34236
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    Travelers to Sarasota are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    All 100 Rentals in Sarasota
    The Top Siesta Key Location, The Village Studio - Eat Shop Beach!1 / 64
    (15)Very good
    2.3 miles from Almost Heaven Kayak Adventures
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Siesta Key 2 Bedroom 1 Bath Modern/Contemporary Decor Apartment1 / 16
    (24)Excellent
    1.5 miles from Almost Heaven Kayak Adventures
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Lovely 2 BR Beach Cottage at Lido Key Villas across from Lido Beach1 / 21
    (3)Very good
    0.1 miles from Almost Heaven Kayak Adventures
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Sunset Point Siesta Key FL  AWESOME RENTAL !!1 / 27
    (9)Excellent
    2.2 miles from Almost Heaven Kayak Adventures
    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 August 5, 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 July 7, 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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    Location Information
    Siesta Key, Florida
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    The Top  Location on Siesta Key - Gertrude's Village House1 / 50
    (30)Very good
    2.3 miles from Almost Heaven Kayak Adventures
    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 May 13, 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 September 24, 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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    2.2 miles from Almost Heaven Kayak Adventures
    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, partially renovated, 4 bedroom, 3 full bath, 'Sarasota School of Architecture style' pool home is conveniently located...... only...
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    Siesta Key, Florida
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    Lovely Lido Key Villa - away from it all but close to the BEACH -1 / 25
    (2)Excellent
    0.2 miles from Almost Heaven Kayak Adventures
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 20, 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 February 18, 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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    Location Information
    Lido Key, Sarasota
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    St.Armands Circle condo ( Kingston Arms )1 / 9
    (7)Very good
    0.7 miles from Almost Heaven Kayak Adventures
    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 April 9, 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 July 10, 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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    Petite by beach-Million dollar location/affotdable1 / 17
    (3)Very good
    0.4 miles from Almost Heaven Kayak Adventures
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Shared Yard
    • Parking
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 27, 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 March 11, 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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    Lido Key, Sarasota
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Walk to beach & St Armand's Circle !!!1 / 10
    (30)Excellent
    0.7 miles from Almost Heaven Kayak Adventures
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Balcony
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Had a great time! All accommodations were awesome. The property is gorgeous, and we love how walkable St. Armand’s is.
    Reviewed August 2, 2018
    Best vacation ever! Beyond lovely apartment/pool/yard/neighborhood. So peaceful. Minutes to great beach. Gracious hostess. Absolutely everything we needed was in that apartment...
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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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    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 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
    2.0 miles from Almost Heaven Kayak Adventures
    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 January 29, 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 September 5, 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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    Location Information
    Siesta Key, Florida
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Banyan - A Tropical Retreat in Paradise1 / 25
    (2)Excellent
    1.3 miles from Almost Heaven Kayak Adventures
    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 April 26, 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 August 12, 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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Gorgeous Views of the Gulf Sea Turtle Unit Sunset Beach Resort1 / 24
    (1)Excellent
    2.2 miles from Almost Heaven Kayak Adventures
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Grill
    • Central Heating
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 19, 2018
    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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    Siesta Key, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Deluxe Bungalow on Lido Key by St. Armands1 / 13
    (1)Excellent
    0.0 miles from Almost Heaven Kayak Adventures
    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 September 4, 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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    0.7 miles from Almost Heaven Kayak Adventures
    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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    Luxury Village Townhouse w/ Gulf and Beach Views1 / 28
    (1)Excellent
    2.2 miles from Almost Heaven Kayak Adventures
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Terrace
    • Washer
    • Balcony
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This gorgeous townhouse is located 2 short blocks from Siesta Key Village and a block from the white sands of Siesta Key Beach. VIew the gorgeous sunset and Gulf and beach views from the Master Bedroom on the top level. This unit is immaculately appointed and will make your Siesta Key Vacation...
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    Location Information
    Siesta Key, Florida
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Charming Siesta Key Village  Unbeatable Location1 / 22
    (6)Excellent
    2.2 miles from Almost Heaven Kayak Adventures
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Porch
    • Parking
    • Washer
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 21, 2018
    We had the most amazing and relaxing stay in downtown Siesta Keys! Beautiful condo, beaches and atmosphere! Will definitely be coming back!
    Reviewed March 6, 2018
    We loved this unit. Close to everything Siesta Key has to offer – the gorgeous beach, the superb sunsets, the charming village with great restaurants. Walk everywhere!
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    About this property
    Village West # 101 is the perfect place for your Siesta Key Vacation. With rentals by the day, by the week, or longer this location is sure to please. Our newly Remodeled Siesta Key Ground Floor Apartment is in the heart of the Village of Siesta Key. This apartment is well appointed and...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1.0 miles from Almost Heaven Kayak Adventures
    4 Bedrooms, 3 Bathrooms, Sleeps 8 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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    Location Information
    Siesta Key, Florida
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    0.0 miles from Almost Heaven Kayak Adventures
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
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    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
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 6
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    PRISTINE SIESTA KEY VILLAGE HOME1 / 28
    (5)Excellent
    2.1 miles from Almost Heaven Kayak Adventures
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Air Conditioning
    • DVD Player
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Hot Tub
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 29, 2017
    Beautiful accommodation, superbly located and very well equipped. The new swimming pool is the jewel in the crown, and Cydney was a pleasure to deal with. We would hope to go back.
    Reviewed July 20, 2017
    I can't say enough wonderful comments about this house. It's charming, comfortable, gorgeous, adorable, lovely....I could go on and on. My family has enjoyed walking to...
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    About this property
    Hidden behind a contemporary privacy wall, enter into our front yard oasis. The perfect setting for tanning, dining and entertaining alongside the waterfall feature. Extensive renos offering a stunning gourmet kitchen, updated bathrooms, flat screen tv's in bedrooms and the most appealing Lanai...
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    Location Information
    Siesta Key, Florida
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Stunning Beach Front Pool Home (Sand Castle Unit)1 / 27
    (7)Excellent
    2.2 miles from Almost Heaven Kayak Adventures
    4 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Directly overlooking breathtaking views of privately owned beach on North end of Siesta Key. Just renovated everything brand new. Four bedrooms, 2 baths, sleeps 11, living room, dining room, full kitchen and game room. Flat screen TVs in living room, game room, and each bedroom with DVD players,...
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    Sarasota, Southwest Gulf Coast
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 11
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    2.2 miles from Almost Heaven Kayak Adventures
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
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    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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    Lido Beach Front Condo1 / 14
    (1)Excellent
    0.3 miles from Almost Heaven Kayak Adventures
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 20, 2016
    The condo is spacious with two bedrooms, 2 bathrooms and a den with a sofabed. The master bedroom is huge with a large enclosed lanai; the second bedroom has 2 single beds...
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    About this property
    9th floor bay front views of downtown Sarasota and county wildlife refuge. Beach front with pool and unparalleled sunsets. One mile from St Armand circle with shopping and restaurants. 2 bedroom, 2 bath with 3rd smaller room for guests. Over 2,100 sq ft with enclosed balconies. All rooms have a...
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    Location Information
    Lido Key, Sarasota
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2.0 miles from Almost Heaven Kayak Adventures
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Private Yard
    • 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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Beach Studio at Lido Key Villas - your own home at the beach1 / 23
    (2)Very good
    0.0 miles from Almost Heaven Kayak Adventures
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Private Yard
    • Parking
    • Cable/satellite TV
    • Wi-Fi
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 20, 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 October 7, 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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    2.0 miles from Almost Heaven Kayak Adventures
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Patio
    • Air Conditioning
    • Washer
    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
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Gulf Beach, Pool  And Walk To Siesta Key Village1 / 36
    (6)Average
    1.8 miles from Almost Heaven Kayak Adventures
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed July 1, 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 August 21, 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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    Charming Lido Key Beach House 5 min Walk to Beach!1 / 33
    (1)Excellent
    0.3 miles from Almost Heaven Kayak Adventures
    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 October 29, 2015
    I had been staying in Sarasota for springtime vacations for about ten years before renting this house on Lido Key. The house is charming and spacious with all the extras you...
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    About this property
    This beautifully decorated Beach House of about 1400 sq ft includes a living room, dining room, KitchenAid equipped newly renovated kitchen, laundry room, 2 bedrooms, and 2 bathrooms. The living room has a large and comfortable couch, a coffee table, and cable TV. The dining room includes a...
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    Sarasota, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Steps to the beach yet affordable1 / 24
    (1)Very good
    0.4 miles from Almost Heaven Kayak Adventures
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Shared Yard
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    Pet friendly
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    Smoking allowed
    Reviewed March 10, 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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    1.8 miles from Almost Heaven Kayak Adventures
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
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    • Terrace
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    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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    Starfish Unit at Sunset Beach Resort Beach Front Property1 / 17
    (6)Very good
    2.2 miles from Almost Heaven Kayak Adventures
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    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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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Siesta Key 3 Bdrm Private House with Heated Pool minutes from village and beach1 / 20
    (3)Excellent
    1.5 miles from Almost Heaven Kayak Adventures
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Grill
    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 11, 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 April 10, 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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2.1 miles from Almost Heaven Kayak Adventures
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
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    About this property
    Location, location, location! Calle Minorga complex lies in the heart of Siesta Key Village with a heated pool. Restaurants, shops and nightlight are all only steps away - about a 1 minute walk from Sun Garden Cafe, Solorzarno's Pizza is 3 minutes and the Beach Club Nightclub at the intersection...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Siesta Key- Beach Chic Retreat,  Siesta Key 3 Bedroom 2 Bath Apartment1 / 40
    (16)Excellent
    1.5 miles from Almost Heaven Kayak Adventures
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 16, 2018
    This place has everything! So spacious and decorated in tasteful beach chic. 3 bedrooms 2 baths, plenty of room for our family, plus laundry facilities, barbecue grill, and...
    Reviewed March 27, 2018
    The home we rented had all the amenities we needed. The location to the beach was awesome and the beach was perfect for long walks and soaking up the sunshine.
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    About this property
    We offer a boutique style property with just 4 units. Close enough to the beach without the congestion of larger properties. Enjoy this newly renovated (2014) apartment, located less than a mile from beautiful Siesta Key Beach. We've fully remodeled in the 'Beach Chic' style, with a touch of...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    0.0 miles from Almost Heaven Kayak Adventures
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    About this property
    Delightful studio apartment tucked away on exciting Lido Key. 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, according to Google...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    2.2 miles from Almost Heaven Kayak Adventures
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Balcony
    • Patio
    • Waterfront
    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    DIRECTLY ON NUMBER ONE RATED BEACH IN THE USA SIESTA BEACH!!! Included with your stay: Complimentary Bicycles, Beach chairs, Beach-Towels, Free-rides around Siesta and a 7-day week office for your convenience and guest needs. Beachfront home on Siesta Key Sunset Point. Siesta Key Beach is the...
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    Location Information
    Siesta Key, Florida
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    0.9 miles from Almost Heaven Kayak Adventures
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
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    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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    Sarasota, Southwest Gulf Coast
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Another Day in Paradise1 / 22
    (1)Excellent
    1.3 miles from Almost Heaven Kayak Adventures
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Ocean Views
    • Internet Access
    • Skiing: Property Is In A Ski Resort
    • Waterfront
    • Private Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 9, 2018
    We experienced an accidental double booking and to make it work we were invited to stay in the main house so the other guests could have the rental. Upon meeting the owners of...
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    About this property
    Slow it down and relax. Stay on beautiful Siesta Key, home of the #1 beach in the nation! Our separate guest house is the perfect place to enjoy the tranquility of an island paradise vacation, while still located in the heart of Sarasota. The house is an historic Ralph Twitchell mid-century modern,...
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    Location Information
    Siesta Key, Florida
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    PALM'S HOUSE1 / 24
    (1)Excellent
    2.0 miles from Almost Heaven Kayak Adventures
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
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    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 15, 2015
    As soon as we arrived we knew were going to have a happy stay at Palm's House! Our 5 person party was aged from 16 to 80 and we ALL had a wonderful time! The house itself is...
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    About this property
    Fabulous home on Siesta Key (Sarasota)( two weeks minimum stay ). Just 2 minutes drive to the beach & village. This home features 3 bedrooms and 2 baths with a large kitchen that opens to the family room. Great pool with southern exposure,and enclosed in a screen lanai for mosquito protection...
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    Location Information
    Siesta Key, Florida
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Oceanfront 1250 sq ft Townhome1 / 15
    (1)Excellent
    1.5 miles from Almost Heaven Kayak Adventures
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    1 month minimum rental only!! MAXIMUM 2 person Located on Big Sarasota Pass with spectacular western views that can be filled with amazing sunsets, fishing boats, or Dolphins. Great access for fishing or viewing. Updated 1250 sq ft 2 story, 2 bedroom, 2 1/2 bath, all within walking distance to...
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    Location Information
    Siesta Key, Florida
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    2 Bedroom  2 Bath  Home in Siesta Village1 / 18
    (3)Excellent
    2.2 miles from Almost Heaven Kayak Adventures
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 2, 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 July 9, 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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    Location Information
    Siesta Key, Florida
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Large Studio. Walk to Village. Couple Getaway!1 / 25
    (1)Excellent
    2.0 miles from Almost Heaven Kayak Adventures
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Relax, get away and enjoy Siesta Key's laid back lifestyle! Nestled in a quiet residential neighborhood, you'll love this large and comfortable 500 square foot studio apartment. It has a king bed and comfortably sleeps 2. The studio is attached to the owners' home, and features a king bed,...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    New 6 Bedroom, Luxury Home in Gated Community1 / 22
    (1)Excellent
    1.6 miles from Almost Heaven Kayak Adventures
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
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    • Waterfront
    • Air Conditioning
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 9, 2017
    View from master bedroom was fantastic. Plenty of room for the 14 of us. Will defiantly book again. Kitchen had all appliances needed. Grill was old and had to light with a...
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    About this property
    Perfectly located, New, 6 bedrooms 4 1/2 bathrooms private home,in a gated community, combines luxury with convenience of location. We offer you a large 6000sf+ home within a short distance to the pristine beaches of Siesta Key and walking to the Village, Restaurants, shops and nightlife. Privacy...
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    Location Information
    Siesta Key, Florida
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    2.2 miles from Almost Heaven Kayak Adventures
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Small family owned resort that spares nothing to make your vacation one you will remember and want to repeat year after year! We pride ourselves in the details and personalized attention! Views of the gulf can't be beat from this second floor 2 bedroom, 2 bath plus den, beach front unit. Designer...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Luxury Beach Cotttage1 / 32
    (1)Very good
    1.2 miles from Almost Heaven Kayak Adventures
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Secure Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Adorable Luxury Cottage on Gulf front Estate, nestled among Oaks & Palms. Tongue and groove wood cathedral ceiling, white wood floors, wains-coat, tile bathroom, washer, dryer and dishwasher. Large sliding glass doors to enjoy a view of gardens & ponds. Relax, get away and enjoy Siesta Key's laid...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2.3 miles from Almost Heaven Kayak Adventures
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    THE COTTAGE.... It will be easy to fall in love with this property even before pulling up to the driveway. Located on the corner of Siesta Drive and Wisconsin Lane, the home is nestled on a canopy road boasting with beautiful, exotic Florida trees, sure to make you feel like you're finally on...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2.1 miles from Almost Heaven Kayak Adventures
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    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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    Sarasota, Southwest Gulf Coast
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    0.4 miles from Almost Heaven Kayak Adventures
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Delightful 1 bedroom apartments tucked away on exciting Lido Key, the Lido Islander located at 528 South Polk Drive, Sarasota, FL 34236. 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 United States according to...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1.0 miles from Almost Heaven Kayak Adventures
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Children's Pool
    • Balcony
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    Pet friendly
    Kid friendly
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    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
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    0.2 miles from Almost Heaven Kayak Adventures
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Air Conditioning
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    Pet friendly
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    About this property
    Quiet n' Cozy Oasis - 2 bedroom, 2 bath condo on the beautiful Lido Key. We are opening up our family's garden condo at the Lido Presidential for monthly rentals. Easy to find and access for any renter it is located on the lower floor (Unit 111). You are one step from a heated pool and a few steps...
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    Sarasota, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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