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Siesta Key Beach Rentals, FL

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    $96
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    1 / 9
    5 of 5 stars (6) Excellent
    Apartment - 
    1 Bedroom / 1 Bathroom / Sleeps 4
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    $1,117
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    1 / 11
    5 of 5 stars (1) Excellent
    House Rental - 
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    $1,072
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    1 / 16
    5 of 5 stars (8) Excellent
    Apartment - 
    1 Bedroom / 1 Bathroom / Sleeps 4
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    $858
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    1 / 10
    5 of 5 stars (1) Excellent
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
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    • Air Conditioning
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    • Dryer
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    • Gym
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    • Pets allowed
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    • x
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    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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    5 of 5 stars Reviewed 29 January 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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    $1,021
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    1 / 24
    4.5 of 5 stars (3) Very good
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (3) Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Ocean Views
    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • Elder access
    • x
    About this property
    Harbour Towers is perfect for people that like the feeling of a grand hotel. You can play tennis on our Har-Tru tennis courts, swim in the sky blue water of Siesta Beach or relax inside at the heated swimming pools. You can jet ski or snorkel at Point of Rock. You can fish off the docks at our... View all property information
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    4 of 5 stars Reviewed 10 January 2015
    We traveled to Siesta Key in a group of 4 and decided to stay here for the week. Although the booking process took a while and required a lot of back and forth messaging with the...
    5 of 5 stars Reviewed 11 June 2013
    My husband and our two teenage boys stayed here for spring break in March. The location of the resort was great. You can walk to the beach or just relax at the beautiful...
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    $139
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    1 / 19
    Apartment - 
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
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    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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    $1,276
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    1 / 25
    5 of 5 stars (1) Excellent
    Apartment - 
    Studio / 1 Bathroom / Sleeps 2
    travellers have booked this property
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    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    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,... View all property information
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    $170
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    1 / 9
    5 of 5 stars (4) Excellent
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Fabulous 2 bedroom/2 bath located in one of Siesta Key's finest Gulf to Bay complexes. This beautifully appointed unit epitomizes Island elegance with its hand-scraped dark hickory wood floors, plantation shutters and French doors enclosing the brick-paved lanai. The newly renovated kitchen... View all property information
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    5 of 5 stars Reviewed 20 March 2015
    We stayed here from Feb 13 - Mar 15 and enjoyed it so much. The furnishing are so nice the beds are comfortable and you will find everything you need just like at home. All you...
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    $119
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    1 / 13
    4 of 5 stars (5) Very good
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • 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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    5 of 5 stars Reviewed 21 June 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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    $762
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    1 / 25
    4.5 of 5 stars (2) Very good
    House Rental - 
    2 Bedrooms / 1 Bathroom / Sleeps 7
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Newly remodeled 2 bedroom 1 bath house in Sarasota available for weekly and monthly rent. Located only a short distance from Siesta Key, with their #1 rated beaches in America, and fantastic downtown Sarasota. This unit allows pets, so bring the whole family for a vacation in Sarasota. Within close... View all property information
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    5 of 5 stars Reviewed 19 May 2014
    This was a perfect place for my sisters and myself. Total of six women. It was clean and in a quite neighborhood but close to some very good dinning and attractions. Siesta beach...
    4 of 5 stars Reviewed 30 June 2013
    Comfortable, convenient, affordable. Seems like a great value for the area. Enjoyed my week and would absolutely stay again. Didn’t realize how handy this location would be, it...
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    $154
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    1 / 34
    5 of 5 stars (2) Excellent
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    We've got everything you need to make this your best vacation ever! The Vista Hermosa complex is very well maintained, quiet and a friendly atmosphere. Beautifully updated well equipped kitchen with granite counter tops and all the comforts of home. 2 queens beds in guest room with new bedding,... View all property information
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    $957
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    1 / 10
    5 of 5 stars (1) Excellent
    Apartment - 
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    5 of 5 stars Reviewed 1 October 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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    $1,331
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    1 / 12
    5 of 5 stars (2) Excellent
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Jamaica Royale condo #92 on the #1 beach in the USA, This 2 bedroom 2 bath garden view unit was recently updated, and is located in the garden area of our beautifully landscaped property. It has new furniture and is freshly painted, with tile floors in living areas and new carpet in bedrooms.... View all property information
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    5 of 5 stars Reviewed 30 December 2014
    Just returned from our first trip to Siesta Key. Had my wife and two adult sons with us. Unit was very clean and ready upon our arrival. Beds were extremely comfortable...
    5 of 5 stars Reviewed 11 May 2014
    My husband and I stayed here with our five children. This place was perfect for us. It was clean and comfortable. I was surprised to find every single thing I needed in the...
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    $3,056
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    1 / 25
    5 of 5 stars (2) Excellent
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Private Fishing...
    • Satellite TV
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    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... View all property information
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    5 of 5 stars Reviewed 25 March 2015
    My family and I stayed in this beautiful rental during February 2015. We could not have asked for a more perfect spot. The rental is just steps away from the beach and has a...
    5 of 5 stars Reviewed 4 August 2014
    We really enjoyed staying at this beach house; I couldn't imagine a better location. Right on the beach, and just a couple of minutes walk to the Siesta Key village. The...
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    $3,063
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    1 / 12
    Apartment - 
    1 Bedroom / 1 Bathroom / Sleeps 2
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    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Gym
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    $1,149
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    1 / 25
    4.5 of 5 stars (2) Very good
    Apartment - 
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Spacious and clean, this 2 two story condo at Midnight Cove II has 3 bedrooms and 2.5 baths to accomodate you and your guests. The main living area has large family room with 65' flat screen TV, 6 person dining room, full kitchen, and half bath. Upstairs the large master suite with king-size bed... View all property information
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    5 of 5 stars Reviewed 5 February 2013
    This 3 bedroom, 2 1/2 bath condo was in a superb location on the property and in the Siesta Key area itself. The pool was a very short walk away. The beach was across the...
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    $1,404
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    1 / 19
    5 of 5 stars (4) Excellent
    House Rental - 
    3 Bedrooms / 3 Bathrooms / Sleeps 7
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • 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
    Renovated summer/fall of 2011 and is now ready to accommodate you for a great vacation on Siesta Key. This single-family home offers three bedrooms and three bathrooms; no need to share here! Two of these are large suites with brand new bathrooms, one with a king-size bed and one with a queen-size... View all property information
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    5 of 5 stars Reviewed 19 July 2013
    We stayed here in June 2013 for 17 nights. I could not say one bad word about this house. It is exactly as the pictures and video portrays. It was in the 90s for the whole 3 weeks...
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    $213
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    1 / 15
    4.5 of 5 stars (2) Very good
    Apartment - 
    3 Bedrooms / 3 Bathrooms / Sleeps 5
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Enjoy million dollar views from this extraordinary 3 bedroom 3 bath luxury condo (must rent for at least one month). Beautifully decorated in Tommy Bahama style, and being offered for rental for the first time, everything inside is new! New furniture, beds, linens, towels, dishes, pots & pans,... View all property information
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    4 of 5 stars Reviewed 31 December 2014
    We stayed here for the month of November. This condo is well situated for the beach and the village, only 10 mins walk away. The apartment has everything that you want including a...
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    $297
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    1 / 17
    5 of 5 stars (6) Excellent
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    travellers have booked this property
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Ocean Views
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    About this property
    This vacation rental offers a full view of Siesta Key Beach/ The Gulf upon entry; relax and enjoy from your lanai or master bedroom. The property has been newly transformed to accommodate our guests best welcome to Siesta. From the comfort of the home décor to your fully stocked kitchen: cookware,... View all property information
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    5 of 5 stars Reviewed 6 March 2015
    What an awesome condo. Unit was furnished beautifully and very up to date. Couldn't have has asked for more. Location was great. Great views of the ocean and less than 20 minute...
    5 of 5 stars Reviewed 4 March 2015
    My 92-yr. old mother and myself stayed at this "Calm at Siesta" condo. Couldn't have stayed at a better place. As for Mom who uses a walker, everything was convenient for her in...
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    $702
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    House Rental - 
    4 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    The Grand Canal Cottage THE GRAND CANAL COTTAGE: The Grand Canal Cottage, perhaps one of Siesta Key’s favorite luxury vacation homes, is a highly landscaped canal-front private luxury home featuring a heated pool with sun shelf and a separate 8-person spa. It is situated on Siesta Key within two... View all property information
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    $75
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    1 / 6
    4.5 of 5 stars (5) Very good
    Apartment - 
    Studio / 1 Bathroom / Sleeps 4
    traveller have booked this property
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    Amenities & Details
    • Air Conditioning
    • Gym
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Terrific beach side studio. The unit has a queen bed, queen sleeper sofa, 32' LED TV w/ HD programming, and kitchen equipped with fridge/freezer, 2 burner cooktop, and countertop oven among other small kitchen appliances. MINIMUM STAY REQUIREMENT: 3 night minimum when booking 30 days or more in... View all property information
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    5 of 5 stars Reviewed 12 November 2014
    This place was fantastic! So close to the beach and village! We didn't want to leave! The kitchenette and convection oven were great for cooking and I loved having the full...
    4 of 5 stars Reviewed 5 November 2014
    Good place to stay. Clean. Close to the beach. The only problem was the bathroom sink drain stopper wouldn't open so we couldn't use that sink.
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    1 / 30
    5 of 5 stars (6) Excellent
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Across the street is our Private Access to one of the BEST beaches - Crescent Beach on Siesta Key. Gulf & Bay Club Bayside is a Resort complex of Key West style Town Homes all with one car attached garages. Gulf & Bay Club Bayside offers: * two heated pools * clubhouse with exercise/workout... View all property information
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    5 of 5 stars Reviewed 18 May 2014
    Wonderful location. Both close enough and far away enough from the hub bub of life. Quite and more secluded than a high rise condo! Great beaches, great pool, great place!
    5 of 5 stars Reviewed 5 September 2013
    The house was excellent, very clean and kept in very good condition. Everything you could possible need was provided, which made our holiday so much easier. The house was...
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    4 of 5 stars (1) Very good
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Fabulous 2nd floor gulf front condo overlooking the beautiful Gulf of Mexico! Located in the desirable Island Reef complex on Siesta Key, this spacious condo features extraordinary views of the beach and sunsets from the front room, the lanai, and the master bedroom. Beautifully furnished with... View all property information
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    4 of 5 stars Reviewed 7 June 2014
    We stayed here for the month of November last year. Very comfortable and peaceful, set in a nice complex right on the beech. Being very picky one could say that it was a little on...
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    1 / 23
    5 of 5 stars (8) Excellent
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Internet Access
    • Ocean Views
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Enjoy Gulf sunsets and the sound of the surf from your 2nd floor beachfront condo. Fisherman's Cove is right on quiet Turtle Beach where you can swim, fish and walk for miles collecting shells. You can even dock your boat for FREE. Unit 205A offers the perfect place to enjoy the sea and sky from... View all property information
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    5 of 5 stars Reviewed 22 August 2014
    The place has everything you need to feel like home and relax. Perfect for family vacation. And the location is awesome - the beach two feet of the balcony.
    5 of 5 stars Reviewed 28 July 2013
    Brought the family to celebrate a milestone birthday. Made reservations sight unseen so trepidation turned into joy when we arrived to find that Fisherman's Cove offers...
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    $1,367
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    House Rental - 
    4 Bedrooms / 5 Bathrooms / Sleeps 14
    Overview Make Enquiry
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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
    • ?
    About this property
    Located directly on the beautiful white sands of Siesta Beach! 636 on the Key is a 4,000 sq foot luxury gulf front single family home offering our guests unobstructed views of the Gulf of Mexico and the beach as their backyard. Designed and built as a custom private home, 636 has large bedrooms... View all property information
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    $4,594
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    1 / 22
    5 of 5 stars (2) Excellent
    Apartment - 
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    Amenities & Details
    • 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
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    About this property
    Gulf front luxury on the beach. Complete renovation in 2014. 3 bedroom, 2 bath condo. No expense was spared. Stainless steel appliances, travertine tile, throughout. Marble counters in kitchen. Polo linens, Ralph Lauren towels. Flat screens, wireless internet, Apple Tv, Ceiling fans in all... View all property information
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    5 of 5 stars Reviewed 26 March 2014
    We had a wonderful relaxing week in this beautifully renovated condo. We loved the panoramic views of the gulf, the proximity to the village and the easy access to the beach...
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    4 of 5 stars (1) Very good
    House Rental - 
    4 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Reviews (1) Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • ?
    About this property
    Villa Margarita Villa Margarita located at 1109-1111 Crescent Street is a vibrant, festive newly decorated four bedroom/four bathroom/two kitchen home now available for vacation rentals with The Cottages. It’s the latest standout in our boutique collection of fine vacation homes now available for... View all property information
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    4 of 5 stars Reviewed 17 July 2014
    We really loved this adorable unit. All furnishings seem new. Great location and the best part was the private pool shared with one other unit. Only negative is no dishwasher...
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    5 of 5 stars (7) Excellent
    Apartment - 
    Studio / 1 Bathroom / Sleeps 4
    traveller have booked this property
    Overview Reviews (7) Make Enquiry
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    • Air Conditioning
    • Gym
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • ?
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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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    5 of 5 stars Reviewed 4 August 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 23 June 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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    4.5 of 5 stars (3) Very good
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Fishing...
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • ?
    About this property
    What a great location! walk to Siesta Key village or relax on your private 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... View all property information
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    4 of 5 stars Reviewed 22 August 2014
    all people are going to take this one way or the other .we wasnt looking for a fancy place with wifi and all of that because u are on vacation . and its a time to enjoy . not stay...
    5 of 5 stars Reviewed 23 July 2014
    We had the best time ever. Nice being able to wLk to village. Sunsets are beautiful. Dolphin hanging out at the pier Beaches are near. The pool is next door. Condo is...
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    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Balcony
    • Internet Access
    • Safe
    • Shared Outdoor Pool...
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • ?
    About this property
    Luxury condo right on the beach. Crystal Sands on Midnight Pass Rd is one of the most popular condos on Siesta Key's Crescent Beach, ranked as one of the whitest and most powdery sands in the world, as judged by the 'Great International White Sand Beach Challenge.' View all property information
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    5 of 5 stars (5) Excellent
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (5) Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Sauna
    • Shared Outdoor Pool...
    Suitability
    • 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 2011. 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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    5 of 5 stars Reviewed 2 September 2014
    Great place, very clean, cozy, very organized, safety very nice pool great location across from the best beach .
    5 of 5 stars Reviewed 1 July 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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    4.5 of 5 stars (7) Very good
    Apartment - 
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Gym
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    The Perfect Place to Stay When You Need to Get Away! Free Wi-Fi access, Fully Furnished, Gulf Beach Views, Screened Balconies, Cable TV, A/C/H, Free Local Calls, Elevators, Large Heated Swimming Pool, Shuffle Boards, Covered Parking, Laundry Facilities, all units Non-Smoking Rec-Room: pool table,... View all property information
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    5 of 5 stars Reviewed 29 July 2013
    We stayed in 402. It was great! Very nice and comfortable unit. AWESOME view from the screened in patio. Plenty of beach chairs and an umbrella to use on the best beach ever...
    5 of 5 stars Reviewed 10 July 2013
    What a terrific place! We stayed in Unit 403, and will most certainly rebook it. For all our travels, La Siesta is hands-down the cleanest place we've ever stayed, down to the...
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    5 of 5 stars (13) Excellent
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • 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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    5 of 5 stars Reviewed 5 February 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 28 December 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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    5 of 5 stars (6) Excellent
    House Rental - 
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Fishing...
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
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    • Elder access
    • ?
    About this property
    STAY IN YOUR OWN PRIVATE HOME ON SIESTA KEY - Fantastic Siesta Quarters Vacation Home, seven night minimum, Saturday check-in. Come VACATION in a nationally known artist's private home on the exclusive north end of beautiful Siesta Key. Graciously appointed three bedroom, two bath with quality... View all property information
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    5 of 5 stars Reviewed 11 March 2015
    House is beautiful, owners are available and great, location is perfect. This was a great vacation for our entire family. The house is located just a few miles from the Village...
    5 of 5 stars Reviewed 27 February 2015
    This was a last minute decision and we couldn't be happier! Has been a pleasure from the time we were greeted by the manager. Her mother who lives next door even baked cookies...
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    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
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    • Balcony
    • Dryer
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    About this property
    Condo has been remodelled with newly painted rooms, new flooring throughout. New king size tempurpedic bed in the master bedroom with duvet cover for your comfort with 3 pce bathroom. 2nd bedroom has 2 new single beds and can be combined together to make a king size bed. Again with soft duvet... View all property information
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    5 of 5 stars (9) Excellent
    Apartment - 
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (9) Make Enquiry
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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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    5 of 5 stars Reviewed 11 November 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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    4.5 of 5 stars (20) Very good
    House Rental - 
    2 Bedrooms / 1 Bathroom / Sleeps 8
    traveller have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • x
    • ?
    About this property
    Old Man and the Sea Inn - 1 marlin to the sand! 2BR (sleeps 8) - Available on a 1st come basis! Perfect for travelers in search of uncomplicated seclusion. Located in the most “private” non-private beach neighborhood in Siesta Key, The Old Man and the Sea Inn can accommodate up to 24 guests and is... View all property information
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    5 of 5 stars Reviewed 23 February 2015
    We stayed in the 2 bedroom unit which is so,spacious. Large eat-in kitchen, very large living area, beautiful hardwood floors throughout and plenty of towels, including beach...
    5 of 5 stars Reviewed 11 December 2014
    I made last minute plans to leave the northeast for some sunshine on my birthday and landed at the Old Man & The Sea. There I found the ideal combination of peace and quiet with...
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    5 of 5 stars (1) Excellent
    House Rental - 
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    2 blocks to the powdery white beaches of Siesta Key! This 1250 square foot 2 bedroom/2 bathroom ranch sits on the canal, and is in the very private, quiet community of Palm Island. Bring your boat or kayaks! The house is newly furnished, with recently updated kitchen and baths. The open floor... View all property information
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    5 of 5 stars (5) Excellent
    Cottage - 
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (5) Make Enquiry
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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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    5 of 5 stars Reviewed 15 September 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...
    5 of 5 stars Reviewed 27 August 2013
    The property was perfect. We received clean house with excellent conditions. Both bedrooms and restrooms organized, supplies and with exquisite decoration that make your vacation...
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    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    travellers have booked this property
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    • Dishwasher
    • Dryer
    • Grill
    • 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
    • ?
    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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    5 of 5 stars (1) Excellent
    Apartment - 
    2 Bedrooms / 3 Bathrooms / Sleeps 4
    traveller have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Gym
    • Private Outdoor...
    • Satellite TV
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • ?
    • ?
    About this property
    Come in and enjoy this spacious condo with water views of the intercostal in the quite and tropical community of Bay Oaks. This 2 bedroom 2 bath unit has plenty of space for 4. The generous kitchen is equipped with everything you would need when staying 1 week or a month. The living space is open... View all property information
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    5 of 5 stars (3) Excellent
    Apartment - 
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (3) Make Enquiry
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    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Newer complex with a total of 38 units (two buildings) built in 2003 -Marina Del Sol- offering spacious 2,500 sq ft.- 3 bedroom, 2.5 bathroom luxury condo on the 2nd floor, elevator opening to your private foyer. Large kitchen w/ granite counters, marble master bath, master closet the size of a... View all property information
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    4.5 of 5 stars (14) Very good
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (14) Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Sauna
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • ?
    About this property
    1-800-624-9276 www.seashellcondos.com Beautifully maintained complex is located directly on Siesta Key overlooking the Gulf of Mexico. Named Best Beach and No.1 Beach in Florida. Our unit is a 2bdrm/2bth, fully furnished, livingroom, diningroom and fully equipped kitcken, Private Balcony with a... View all property information
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    5 of 5 stars Reviewed 2 March 2015
    Condo is very pretty - close to a couple of reataurants. Right on the beach! Perfect for a little r & r time!
    3 of 5 stars Reviewed 24 February 2015
    Well I will start with - the condo was in a great location, walk through fence right out onto the beach! The beach chairs and the beach towels were great. When we arrived at the...
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    5 of 5 stars (10) Excellent
    House Rental - 
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    We have a beautiful two story beach house on the best beach in America! The sand is 99% quartz and white like powdered sugar, it's so perfect for sandcastles that every year The Crystal Classic is held with most beautiful sand sculptures. Our home is situated directly on the sand with 3... View all property information
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    4 of 5 stars Reviewed 17 November 2014
    Stopped there with my wife and 2 sons, plus their partners for my 60th birthday, had a truly great time. You are on the beach and I mean on Siesta Beach, you open the door and...
    5 of 5 stars Reviewed 13 October 2014
    Super location ,super clean,view is breathtaking house is awesome. !! Nice 3 bedroom great view with an awesome great room Air conditioned was lovely Rt on the beach sunsets...
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    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Fishing...
    • Private Outdoor...
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Location: Fisherman's Haven, 9150 Blind Pass Rd #203, Siesta Key, Florida South West, Florida, USA (Tampa Int'l Airport, Busch Gardens - 1 hr; Disney - 2 hrs). Accommodations: Condo, 2 Bedrooms + Convertible bed(s), 2 Baths (Sleeps 6) Approximatly 1700 total square feet. Island living in this... View all property information
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    5 of 5 stars (4) Excellent
    Cottage - 
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (4) Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Cortez Cottage is located within five minutes easy walk of Siesta Key beach, always rated in the top beaches in USA and world, powdery white sand and gorgeous Gulf of Mexico gentle waves and stunning sunsets. The cottage is just a couple of minutes walk from the heart of Siesta Village, with... View all property information
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    5 of 5 stars Reviewed 4 June 2014
    Couldn't have asked for a better place to stay. Having never been to Siesta before, I initially wasn't sure where the location was, in comparison to the beach and commercial...
    4 of 5 stars Reviewed 25 June 2013
    we stayed here with my whole family in May 2013. The place is great, close to everything e very clean. I have a newborn, so it was great to go home earlier when the sun was too...
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    5 of 5 stars (1) Excellent
    House Rental - 
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Reviews (1) Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    BEACH FRONT :Wander out 100 yards to the gorgeous white sand beaches of the Gulf of Mexico and only one block to SIESTA KEY VILLAGE! Our gorgeous three bedroom two bath beach-house is a one-of-a-kind private home with amazing water views from the private patio, (grilling on the patio: awesome!)... View all property information
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    5 of 5 stars Reviewed 5 January 2015
    My family and I had a wonderful week of beach front living with home away from home amenities. Quiet area of the island but close to all the excitement! Highly recommend this...
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    4.5 of 5 stars (4) Very good
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (4) Make Enquiry
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • ?
    About this property
    PLEASE NOTE: The Price displayed here is NOT ACCURATE! (It does not take the 'Seasonal Rate' into consideration) - Sorry - this is Flipkey's stupid policy, not mine! This luxury third floor condo is bright and airy with its extra long Lanai! The Lanai (screened porch) overlooks the Gulf, Crescent... View all property information
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    5 of 5 stars Reviewed 3 March 2015
    The apartment was great. It lived up to the pictures. All of the appliances and the TV's worked very well. Although, I have to admit, that I never turned on the oven - I was on...
    5 of 5 stars Reviewed 17 May 2014
    Great location, great beach, and the sunsets were amazing. We have been coming to Siesta Key for nine years and this was our 1st time here. Jim was easy to work with and made...
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    5 of 5 stars (1) Excellent
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
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    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
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    • Elder access
    • ?
    • ?
    About this property
    Just steps from the bay, our newly remodeled condo in a gated Key West-style community is the perfect destination for your Siesta Key vacation. With resort amenities and the ideal location for beach and bay access, Gulf & Bay Bayside is irresistible! Relax in the large 11 x 16-foot lanai just off... View all property information
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    5 of 5 stars Reviewed 12 October 2014
    The building hosts three condos per unit, however there is no sound from others. All features, furniture and appliances are modern and up to date. The condo was perfectly...
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    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • x
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    • Wheelchair access
    • Elder access
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    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 Vacation Rentals

    Looking for world class powdery white quartz sand beaches, a relaxed low-rise life style, and about 100 nearby golf courses on Florida’s South Gulf Coast? This plus bay- and ocean-side views can be yours with a money-saving Siesta Key vacation rental. From Siesta Key cross Roberts or Little Sarasota Bay to Sarasota for museums, art, wildlife, circuses, opera, ballet, symphonies, theater, film festivals, botanical gardens, baseball spring training, and polo, cricket, and lawn bowling clubs.

    Lions, Tigers & Circuses

    When you need a break from basking in the sun or seashell collecting around Siesta Key, it’s Ringling Brothers and Barnum & Bailey Circus time at Circus Sarasota (Feb., March) and the Museum of the Circus (year-round) at the old Ringling wintering grounds. Visit the Ringling’s bayside winter mansion, Ca d'Zan, and savor their extensive art collection at the recently expanded John and Mable Ringling Museum of Art. The nearby Big Cat Habitat is a sanctuary for lions, tigers, bears and other animals. Hike or take a swamp buggy eco-tour with the kids at Babcock Wilderness in Punta Gorda, and see Florida’s native plants and animals in their natural habitats.

    Gardens & Aquariums

    Let the whole family enjoy the mazes, pirates ships, colorful flowers, and tropical birds at the Sarasota Children's Garden. Marvel at the orchids, bromeliads, and Sarasota Bay views at Selby Gardens. Enjoy the Parker Manatee Aquarium, plus the Bishop Planetarium’s digital projections of the heavens with Dolby surround sound at the South Florida Museum, near the Manatee River in downtown Bradenton. Schedule a Monday, Wednesday, or Friday morning for Mote Aquarium’s Narrated Shark Training Sessions; and visit Molly the Mollusk, a 27-foot pickled New Zealand giant squid.

    Locomotives & Science

    Learn some science and technology with the family at downtown Sarasota’s bay-front G.WIZ (Gulfcoast Wonder & Imagination Zone). In the evening, treat the family to Broadway theater, dance, or a jazz, pop, or rock concert at the Van Wezel Performing Arts Hall, next door to G.WIZ. Make a weekend visit to the Florida Railroad Museum, 45 minutes north of Siesta Key in Parrish, where you can get hands-on-training, take over the controls, and even rent a locomotive.

    History & Baseball

    From your money-saving Siesta Bay vacation rental home, apartment or condo, take Stickney Point Road across Little Sarasota Bay to the Tamiami Trail (U.S. 41) and Historic Spanish Point. This unusual museum and archaeological site has an intact prehistoric village with middens, as well as a pioneer home, citrus packing house, and old boatyard. In 1924, the New York Giants began a spring training tradition in Sarasota that is being continued by the Baltimore Orioles and the Grapefruit League in Ed Smith Stadium.