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Cheap Rentals, Siesta Key, FL

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    Travelers to Siesta Key are booking March dates now. Secure your vacation rental today, and have the perfect trip.
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    1 / 28
    4.5 of 5 stars (7) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    4.5 of 5 stars (5) Very good
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    3.5 of 5 stars (4) Average
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    4.5 of 5 stars (22) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
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    About this property
    Welcome to your tropical getaway. Everything you need is right here or within walking distance. Lovely one bedroom condo is comfortably furnished with your relaxation in mind. The beautiful heated pool is right out your front door. A gorgeous sandy beach with warm, azure water is only steps... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed April 12, 2015
    My sisters and I had a wonderful time staying at Peter and Linda's condo. It was so perfectly, neat and fully supplied of everything one would need to enjoy the beach. The kitchen...
    4 of 5 stars Reviewed January 9, 2015
    1) Excellent location, one house over from the beach, 2' to restaurants, café, stores... 2) Did not use the swimming pool. 3) Condo is small (400sf) but has everything you need...
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    1 / 20
    4.5 of 5 stars (24) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
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    • Grill
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    • Waterfront
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    • x
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    About this property
    This Siesta Key deluxe townhouse rental is located in the heart of Siesta Village - just a few steps to all the shops and restaurants and only 1 1/2 blocks (it takes us three minutes to walk) to the world famous Siesta Key Crescent Beach! Relax by your private pool. These Siesta Key townhouses are... View all property information
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    Siesta Key, Florida 34242
    2 of 5 stars Reviewed May 17, 2015
    This condo had four units with not enough adequate room in the backyard/pool area to accommodate everyone. The two car garage was used a few day as a hub for the cleaning service...
    5 of 5 stars Reviewed May 16, 2015
    It is close to everything. Always have had nice people also staying in building. Wouldn't want to stay anywhere else! 😄
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    1 / 9
    5 of 5 stars (6) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Gym
    • Satellite TV
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    • Pets allowed
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    • Suitable for children
    • x
    • x
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    • ?
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    About this property
    Walk to the beach from this spacious one bedroom apartment. Located just across the street from Siesta Key beach and a few blocks from Siesta key village. This unit offers a full kitchen with granite counter tops, stainless steel appliances, and 47' flat screen TV with HD programming in the living... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed March 3, 2014
    We were delighted with the high standard of furniture and equipment in the house and the spacious feel. The beach was only about 2 minutes walk across the road. It is possible to...
    5 of 5 stars Reviewed December 21, 2013
    Location is perfect for quick and easy walks to Siesta beach, and easy to walk to the village for dinner or drinks. The condo has all new furnishings, comfortable bed and couches...
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    1 / 15
    5 of 5 stars (7) Excellent
    Studio / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Gym
    • Satellite TV
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    About this property
    This freshly renovated unit is located just across the street from Siesta Key public beach. Simple and elegant furnishings include a Queen-size bed, queen sleeper sofa, 32' LED TV, small but very effective kitchen with stove, oven, sink, microwave, refrigerator, small kitchen appliances, and light... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed August 3, 2014
    We had an excellent time. The room was perfect for an anniversary getaway. Beach access was right across the street. The kitchen made it easy to buy some easy lunch groceries for...
    5 of 5 stars Reviewed June 22, 2014
    I absolutely loved this place!!! The location was perfect. The kitchen had everything we needed. The bathroom was nice and beautifully updated! It has off street parking in a safe...
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    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
    About this property
    Lovely top floor tropical condo sits directly on beautiful Sarasota bay. breathtaking views and breezes from the top floor balcony. Gulf views from the kitchen window. just steps to beautiful turtle beach. Condo has been recently updated and decorated. Has one of the best and largest lap pool on... View all property information
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    Location Information
    Siesta Key, Florida 34275
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    1 / 22
    5 of 5 stars (5) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Sauna
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
    About this property
    Ground level 2BR/2BA condo, located across from Siesta Key Beach. rated #1 beach in the U.S.A., in 2015. This unit is located on 7 Acres of beautiful landscaped grounds, including a boat cove. There is a large pool heated year around on site, with a nice patio area and gas grill. The beach is... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed September 1, 2014
    Great place, very clean, cozy, very organized, safety very nice pool great location across from the best beach .
    5 of 5 stars Reviewed June 30, 2013
    From the beginning when I booked the property to the end when we left everything about this experience was phenomenal. The property owner e-mailed me and we spoke on the phone...
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    1 / 14
    5 of 5 stars (13) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Newly furnished, newly renovated 2BR (one king size & 2 single beds) + convertible sofa bed, 2 Bathrooms 2nd floor condo (sleeps 4-6), and with all the amenities of a comfortable home. Located in White Sands Village with 7 acres of lush tropical surroundings, our air-conditioned condo offers two... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed February 4, 2015
    Had a great time, close to the beach, very clean condo in a quiet area. Plenty of restaurants and stores nearby.
    5 of 5 stars Reviewed December 27, 2014
    We rented from Michel and Aida in for a month and then again when we needed to return a couple of weeks later. They were easy to contact and responded to emails promptly. Their...
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    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Grill
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    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    NEW! The Elephant Ear Cabanas (Paseo Siesta Key) – Deluxe Studio Apt. Beautiful interiors and two pools, conveniently located on the mainland just 3 blocks to Siesta Key, 5 blocks to world-famous Crescent Beach, and 2 blocks to water-front dining on Little Sarasota Bay! The Elephant Ear is truly... View all property information
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    Location Information
    Siesta Key, Florida 34231
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    1 / 17
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    About this property
    Special Reduced Rates All Summer Long, Don't Miss Out!! $600.00 per week, $735.00 for 4th of July and Labor Day Weeks!!! Looking for a quiet getaway but still want to be close to the action? Look no further, we have what you want! Our 1 bedroom, 1 bathroom condo with Bonus Room is the perfect... View all property information
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    Siesta Key, Florida 34242
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    1 / 14
    5 of 5 stars (8) Excellent
    Studio / 1 Bathroom / Sleeps 2
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    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Our favorite location on Siesta Key, The Siesta Key Village Studio, 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 block to your beach, appropriately named “Sunset... View all property information
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    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed December 26, 2013
    We stayed at this little villa for 4 nights during our 1st Anniversary vacation. It's in an ideal spot right between the beach and the local restaurants. Absolutely perfect room...
    4 of 5 stars Reviewed September 26, 2013
    The location of The Studio can't be beat. One block over from a relaxed area of restaurants bars and shops and easy walking to the beach. A little bit of noise from The Oyster...
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    1 / 39
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    travelers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Gym
    • Internet Access
    • Satellite TV
    • Sauna
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
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    About this property
    Harbor Towers Yacht and Racquet Club Unit 503 provides one of the best views in the building (fifth floor facing south/east). The glass enclosed Lanai with floor-to-ceiling sliding glass doors provides bright sunlight during the morning and afternoon with excellent views of the intercostal water... View all property information
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    Location Information
    Siesta Key, Florida 34242
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    $86
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    1 / 17
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Sauna
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    White Sands Village is located on Siesta Key, just few steps from Siesta Beach and directly on the canal across from Philippee Creek. Highlights of White Sands Unit 303: Free high-speed WiFi Ground floor unit More than 200 channel cable TV DVR to watch your favorite show when you want to 50 inch... View all property information
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    Location Information
    Siesta Key, Florida 34242
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    1 / 18
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Sauna
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Please note: High season: Jan 1 - Apr 30, 2015 - Weekly: $1,050, Monthly: $3,900 Low season: May 1 - Dec 31, 2015 - Weekly: $600, Monthly: $2,400 White Sands Village is located on Siesta Key, just few steps from Siesta Beach and directly on the canal across from Philippee Creek. Highlights of... View all property information
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    Location Information
    Siesta Key, Florida 34242
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    1 / 12
    4.5 of 5 stars (21) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (21) Make Inquiry
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    • Air Conditioning
    • Balcony
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    ****Take a look at my website www.longboatbeach.com *** This condo is the perfect getaway from the bustle and noise of everyday life. No need to stay in crowded and boring hotels. Relax and enjoy in comfort, a clean, beautiful, and updated condo on the gulf/beach side of world famous Siesta... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed May 3, 2015
    I was a great week, steps away from the beautiful beach, The arrangements and the condo were perfect.
    4 of 5 stars Reviewed April 16, 2015
    We enjoyed our stay at Ebb Tide. The condo was beautifully decorated and the location was excellent. The owner was very easy to work with and we had no problems whatsoever with...
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    $629
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    1 / 33
    5 of 5 stars (16) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (16) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Find Sarasota Vacation Rentals on FlipKey Find Siesta Key Vacation Rentals on FlipKey If you love the beach, you'll love this condo. The beautiful views of the soft white sand of Siesta Beach and clear blue waters of the Gulf of Mexico greet you as you enter the condo. The condo is very nicely... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed November 4, 2014
    Unit was furnished in very good taste, creating a home away from home feeling. The kitchen had everything you may need for the durationof your stay in regard to dishes...
    5 of 5 stars Reviewed August 9, 2014
    The condo and location were perfect for our stay...a short walk from the beach and very close to the village. The amenities were great, the owners truly anticipate your every...
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    $625
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    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Internet Access
    • Sauna
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Our two bedroom condo is a five minute walk to one of the most beautiful beaches in the world. Siesta Key is famous for its pure white sand and crystal clear water. It is always ranked near the top of the best beaches in the country. After a day in the sun you can return to a quiet and lush... View all property information
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    Location Information
    Siesta Key, Florida 34242
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    $93
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    1 / 12
    5 of 5 stars (9) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (9) Make Inquiry
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    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Enjoy watching the beautiful sunsets every night from your own private lanai/patio in this non-smoking, one bedroom and one bathroom condo. Located at Siesta Beach with Siesta Keys famed village a short walk away. This condo has everything you are looking for including FREE conceirge service for... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed November 10, 2014
    Condo is very nice and directly across the road from the beach. The owner, Dick Nelson, was extremely responsive to any needs (e.g. replacement of beach umbrella and broken beach...
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    1 / 13
    4 of 5 stars (5) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This 2 bedroom 2 bath unit is located on the intercoastal and just 1 mile south of Siesta Key public beach. There are no stairs to worry about here! With this unit you are on the ground floor steps to the parking lot, heated pool, and community facilities. Enjoy beautiful views of the intercoastal... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed June 20, 2013
    The house was very clean and in a nice quiet safe feeling community. The pool was very nice and close to the house which was great for the kids. The location is close to...
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    4 of 5 stars (9) Very good
    1 Bedroom / 1 Bathroom / Sleeps 2
    travelers have booked this property
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    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    This Siesta Key Studio was renovated and refurbished in November 2013 it has all new furnishings throughout and is accompanied by a secluded outside area with table and chairs, BBQ and reclining sun loungers surrounded by tropical plants and foliage. Easy access - no stairs. Fully equipped... View all property information
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    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed January 23, 2015
    This was our 1st visit to Siesta Key, so we had no idea where to stay. Boy, did we luck out! Around the corner is the heated pool & powdery sand beach. Beach towels & chairs are...
    1 of 5 stars Reviewed January 13, 2015
    We had communicated with Derek Hall in April, 2014, and was sent this message -"You will be met at the property by our representative, Suzie, her number is ..." At noon on the day...
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    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travelers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    About this property
    Luxurious Tommy Bahama appointed condo with hardwood floors on the Bay with a gulf view from the front, within a very short walk to the beach. Sits next door to a Marina with boats, jet skis and more. View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed January 28, 2014
    This condo provides everything a family needs for a delightful vacation. The kitchen, bathrooms and bedrooms are as fully equipped as those of a regular home; the lanai and the...
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    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Hot Tub
    • Internet Access
    • Private Fishing...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • x
    About this property
    Island Reef is a magnificent condo facility located towards the southern end of Siesta Key. This top floor unit offers captivating views of the Gulf of Mexico, nearly 1450sqFt of living space, two bedrooms and two bathrooms. The master bedroom has a king size bed, access to the balcony, and great... View all property information
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    Location Information
    Siesta Key, Florida 34242
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    4 of 5 stars (6) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    travelers have booked this property
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    • Air Conditioning
    • Balcony
    • Internet Access
    • Private Fishing...
    • Private Outdoor...
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    BOOK NOW for SUMMER _ DIsCounted RATES!!! Sea Club II is Located steps away from the whitest sand and the # 1 beach in America, Siesta Key. Our location 200 yards away has an easement for private beach access. We are located on the intercoastal waterway of Little Sarasota Bay on the island of... View all property information
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    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed May 21, 2015
    We enjoyed the unit and where the complex is located. The pool was wonderful,and just the right temperature. We enjoyed the convenience of the dock location, and fished in the...
    5 of 5 stars Reviewed April 10, 2015
    Ok, let first say you get what you pay for. If you want to and can afford 2500+ a week to be on the gulf then do it. If you want to save 1000 or more then try this place. We...
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    1 / 16
    5 of 5 stars (4) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Lush, tropical setting just minutes away from the sugar white sand Siesta Key is famous for. Siesta Key Beach was voted the #1 beach in 2011. The back of this property is on the Intracoastal Waterway and affords a breathtaking view. This is a 2 bedroom 2 and a half bath unit. Unit is fully... View all property information
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    Siesta Key, Florida 34242
    4 of 5 stars Reviewed April 23, 2014
    My family and I stayed in this condo from Sunday 4/13 to Saturday 4/19. It fit our needs perfectly. The two bedrooms and two and a half baths couldn't have made things easier...
    5 of 5 stars Reviewed August 8, 2013
    The place was better than expected! It was my first time renting a home and the experience was great. The condo has a great home feeling to it. The pool and fishing pier where...
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    5 of 5 stars (24) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 5
    travelers have booked this property
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    • Air Conditioning
    • Dryer
    • Internet Access
    • Pool Table
    • Private Fishing...
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    About this property
    Siesta Key, Sarasota upscale vacation rental unit within a few steps of the water or a gorgeous pool. Lush, tropical landscaping in well maintained Bay Oaks. Breathtaking views of the intercoastal with fully appointed fishing dock. Across the street from the beach and there are no beach charges on... View all property information
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    Siesta Key, Florida 34242
    4 of 5 stars Reviewed January 13, 2015
    The condo was very nice. The furnishings were perfect for the space and it was supplied well. It was so nice not to have to buy trash bags, dish soap, coffee filters, salt...
    5 of 5 stars Reviewed November 22, 2014
    Have been coming to Siesta Key , and staying at Bay Oaks, for 10 + years This is my first time staying at Barbara's and it did not dissapoint! It has everything you need for a...
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    5 of 5 stars (23) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travelers have booked this property
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    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Pool Table
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    About this property
    Siesta Key, Sarasota upscale vacation rental unit within a few steps of the water or a gorgeous pool. Lush, tropical landscaping in well maintained Bay Oaks. Breathtaking views of the intercoastal with fully appointed fishing dock. Accross the street from the beach and there are no beach charges... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed May 21, 2015
    The unit was very well furnished and clean with a wonderful kitchen area,the property was very bueatiful and I enjoyed relaxing on the peer in my free time,the beach is stunning I...
    5 of 5 stars Reviewed April 18, 2015
    The communication from first contact was superb. The unit was stylish, clean, comfortable and equipped with everything you could possibly need when vacationing with a family...
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Gym
    • Private Outdoor...
    • Waterfront
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Gulf and Bay 502D will perfectly suit six nice people who deserve a month of total reward and relaxation on Crescent Beach. The resort club is unrivalled for repeat guest satisfaction and its location is smack in the middle of what the Travel Channel insists is the best sand beach in America. If... View all property information
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    Siesta Key, Florida 34242
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    $100
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    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    *** NEW *** Take a look at this well appointed 1 bedroom 1 bath unit just a couple hundred meters from the #1 beach in America, Siesta Key Beach. This vacation rental unit has an open living area with full kitchen, dining area, and living room with flat screen TV. Walk through the large sliding... View all property information
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    Siesta Key, Florida 34242
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    1 / 23
    5 of 5 stars (6) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Gym
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Get the best of both locations with this beach property. Located across the street with direct access to Siesta Key beach and just a few blocks from Siesta Key Village. Enter through the front door and step into the large living area of this beach cottage. Bright and sunny seating area, living... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed May 13, 2015
    Great location just steps away from beautiful Siesta Beach. Room a little small but fully kitchen and very clean.
    5 of 5 stars Reviewed September 14, 2014
    I came down to Florida with my boyfriend and two friends and we pulled up and from the outside it doesn't look like very much, but when we stepped inside the building it was...
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    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    **NEW** Walk the soft sandy shores of Siesta Key beach from this 1 bedroom1 bath vacation rental on Siesta Key. The unit offers an open floor plan with full kitchen, dining area, and living room with flat screen TV. Through the large sliding doors you can sit out and enjoy the pool area on the... View all property information
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    Siesta Key, Florida 34242
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    4.5 of 5 stars (2) Very good
    1 Bedroom / 2 Bathrooms / Sleeps 4
    travelers have booked this property
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    • Air Conditioning
    • Balcony
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Great Summer Rates $125.00 per night for 5 nights or $100.00 per night for 7 nights!!! Enjoy the less crowded area and amenities!!! Make my home Your Florida Home. Return year after year !! This is my home- not someone's investment. The TWO (2) BATHROOMS are a SPECIAL FEATURE that give... View all property information
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    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed February 17, 2015
    My friend & I stayed here in Feb. for a week. The location is excellent-right where you want to be. Remember you may hear traffic, garbage trucks, etc. since it is near the...
    5 of 5 stars Reviewed February 5, 2015
    We had a weeks vacation in this lovely clean condo prior to XMAS holidays. It was not a hotel or motel- it was like being at home. The beds ( queen in bedroom and queen sleeper...
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    1 / 41
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Gym
    • Hot Tub
    • Private Indoor Pool
    • Satellite TV
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Perfect for guests looking for a rental of one month or longer, your time spent at Siesta Key Gulf & Bay Club #409 is guaranteed bliss. Confirmed to be the “Best Sand Beach in America” by the Travel Channel, Siesta Key’s residents and renters alike know they’ve got a very good thing. On Florida’s... View all property information
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    Siesta Key, Florida 34242
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    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Make Inquiry
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    • Air Conditioning
    • Balcony
    • Waterfront
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Great intercoastal location. Steps away from the Famous Siesta Key Beach, which has been voted #1 over and over again. Swim in a heated pool or go to the ocean. Take a stroll around the property and enjoy the tropical vegetation. Walk to the fishing pier to fish or watch the boats go by. Have... View all property information
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    Siesta Key, Florida 34242
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    $725
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    We have a great unit with everything you need for a wonderful vacation. There is a full kitchen, full size washer/dryer, a screened lanai which overlooks our Newly Renovated - Heated Pool! All towels and linens are provided. A balcony off the Master Bedroom also overlooks the pool and a 3rd... View all property information
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    Siesta Key, Florida 34242
    From
    $107
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    1 / 11
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Location, Location, Location! Siesta Key #1 Beach in USA Our condo is only a 3 minute walk to Crescent Beach on beautiful Siesta Key FL. Siesta Key Beach rated #1 beach in the USA. We rent by the month or for the season. Our two bedroom, two bath has a screened in lanai, large great room with all... View all property information
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    Siesta Key, Florida 34242
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    $749
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    1 / 7
    4.5 of 5 stars (2) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Inquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    This quaint 4 story condominium has been described as a 'treasure' by guests. The location is one of the best on famous Siesta Key Beach and offers immediate access to the beach and close proximity to the local shops, restaurants, and tourist attractions. The condo is located on the second floor... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed August 25, 2014
    Stayed for a week with my 10 year old son and parents in their 70's. Location was absolutely ideal. Just step across the street and you are on the beach (made you feel sorry for...
    4 of 5 stars Reviewed July 15, 2014
    Perfect size two bedroom condo directly across the street from excellent beach. The water was warm and calm. The sand was cool and soft. We had a great time?
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    1 / 24
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Completely Updated Luxurious gulf view condo located directly on Crescent Beach on Siesta Key. Peppertree Bay is a member only complex with two private pools, tennis courts, sauna, two clubhouses and an expansive fishing pier on ICW. This Gulf to Bay property is absolutely fabulous! The condo... View all property information
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    Siesta Key, Florida 34242
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    $750
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    1 / 10
    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
    travelers have booked this property
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    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • ?
    About this property
    Delightful beach bungalow at Ebb Tide , only 2 minute walk to pool and powder white sand of Crescent beach, right across the street from restaurants,shops, bike and boat rentals, marina, 7 Eleven, and more. This darling tropical villa had everything you need for a great vacation. No one above you... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed September 30, 2014
    Was an excellent experience renting this villa. The beach is divine, it's a very friendly community, everything you need is close by. The villa owner was exceptional to...
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    1 / 19
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Enjoy this 2 bedroom 1 bath property located just 1 block from the beach. This unit offers an adequate kitchen with stainless steel appliances and ample living space for 4. The master bedroom is furnished with a queen-size bed and guest bedroom is furnished with two twin-size beds. The unit is... View all property information
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    Siesta Key, Florida 34242
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    1 / 15
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Enjoy this 2 bedroom 1 bath property located just 1 block from the beach. This unit offers an adequate kitchen with stainless steel appliances and ample living space for 4. The master bedroom is furnished with a queen-size bed and guest bedroom is furnished with two twin-size beds. The unit is... View all property information
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    Siesta Key, Florida 34242
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    $109
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    4 of 5 stars (1) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    travelers have booked this property
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    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Private Fishing...
    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
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    About this property
    YOUR PRIVATE GETAWAY ON THE KEY ASK ABOUT OUR SUMMER SPECIALS!!!!!!!!! Rent 2 nights get third FREE!!!! Does not include Weekends or Holidays!!! Looking to relax, Flip Flop Cottages is the place to be for a quaint and private vacation in Siesta Key, Florida. Come and stay at our serene... View all property information
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    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed May 22, 2015
    Nice overall for what we needed-good location for beach hoppers like ourselves. Could get to Lido beach and turn around and go to Venice beach with still many beaches between...
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    5 of 5 stars (29) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    travelers have booked this property
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    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Pool Table
    • Private Fishing...
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Siesta Key, Sarasota upscale vacation rental unit with a direct view of the intercoastal water. Lush, tropical landscaping in well maintained Bay Oaks.Breathtaking view of the intercoastal with fully appointed fishing dock. Across the street from the beach and there are no beach charges on Siesta... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed May 12, 2015
    We have stayed at this place two times already and looking forward to staying there again. The apartment is very clean ,its equipped in everything necessary to make a wonderful...
    5 of 5 stars Reviewed January 3, 2015
    This was our first visit to Siesta Key and we went over Christmas week. We were very lucky to find this condo gem which is perfectly located, well equipped and beautifully...
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    1 / 33
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Siesta Key 611 is the perfect vacation home for your getaway to sun, sand and pure relaxation! To see available dates, please scroll down this page to the calendar. Siesta Key 611 is a newly renovated, garden level condo located in the Midnight Cove II development. It has 2 bedrooms and 2... View all property information
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    Location Information
    Siesta Key, Florida 34242
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    $114
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    4 of 5 stars (1) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Inquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    *** NEW *** Come and enjoy this two bedroom two bathroom condo style vacation rental located just a short walk to Siesta Key beach. The main living area has an open concept with living room and dining area in the first great room when you enter the unit. There is a full kitchen with breakfast bar... View all property information
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    Siesta Key, Florida 34242
    4 of 5 stars Reviewed April 28, 2015
    The property was clean and neat and the pool area was very quite and peaceful. The beach is maybe a 5 minute walk and you can also walk to a few stores, bars, and restaurants by...
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    5 of 5 stars (21) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    You could throw a tennis ball into the gulf from these Siesta Key beachfront condos at Fisherman's Cove! Located on the island of Siesta Key off Sarasota, Florida, these vacation homes have the best of both worlds - the beach in front and the intercoastal and boat docks in back. This one bedroom... View all property information
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    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed May 17, 2015
    Condo was very nicely appointed except it was lacking digital music capabilities, paper products, and basic spices. These additions would have taken it to a "5". We had the best...
    5 of 5 stars Reviewed December 31, 2014
    This was our first trip to Siesta Key. To our pleasant surprise, the condo was just as described on VRBO. The furnishings were quite comfortable, however the sofa cushions...
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    *** NEW *** Never miss a beach-scape sunset when you are just a couple hundred meters from Americans #1 beach, Siesta Key Beach. Enjoy this two bedroom two bathroom condo style unit in a great location: a short walk to the beach on a quite street but just minutes from shops, bars, and restaurants.... View all property information
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    Location Information
    Siesta Key, Florida 34242
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    $795
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    1 / 24
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Inquiry
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    3rd floor, open concept, and clean condo in a beautiful resort style complex faces the Gulf of Mexico and has 3 bedrooms with 3 full baths to accommodate you and your guests. This alluring condo will provide you and your guests with a full kitchen with granite counter tops, a large dinning room... View all property information
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    Location Information
    Siesta Key, Florida 34242
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    $114
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    1 / 28
    5 of 5 stars (11) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travelers have booked this property
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    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Pool Table
    • Private Fishing...
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Siesta Key, Sarasota upscale vacation rental unit with a direct view of the inter-coastal water. Lush, tropical landscaping in well maintained Bay Oaks. Breathtaking view of the inter-coastal with fully appointed fishing dock. Across the street from the beach and there are no beach charges on... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed May 12, 2015
    This was the first solo vacation that I have ever taken, and the most restful and relaxing vacation to date! Barbara has impeccable customer service and professionalism. The...
    5 of 5 stars Reviewed February 6, 2015
    Highly recommend this place, people are friendly and it is very quite. Condo had everything we needed.
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