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Siesta Key Beach Rentals, FL

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All 342 Rentals in Siesta Key
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From
$96
Per Night
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1 / 9
Apartment - 
1 Bedroom, 1 Bathroom, Sleeps 4
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$128
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1 / 23
Cottage - 
2 Bedrooms, 2 Bathrooms, Sleeps 6
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$859
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1 / 10
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Apartment - 
2 Bedrooms, 2 Bathrooms, Sleeps 4
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$170
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1 / 9
Apartment - 
2 Bedrooms, 2 Bathrooms, Sleeps 4
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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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$763
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1 / 25
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House Rental - 
2 Bedrooms, 1 Bathroom, Sleeps 7
Bookings
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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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$207
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1 / 27
Apartment - 
3 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Buttonwood 920 NR View all property information
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From
$123
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1 / 16
Apartment - 
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (13) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Sun, Sand & *SAVE 20% to 50%* per Week at Midnight Cove #714, Direct-with-Owner 'All-In Price' DISCOUNTED RENTAL RATES from $655 to $1,262 /Wk & SAVINGS from $239 to $640 /Wk depending on the Number of Weeks Rented, and on the Season. Contact owner if you wish to make an on-line reservation, and... View all property information
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4 of 5 stars Reviewed 9 November 2014
Condo was a bit lacking of Florida decor. Not colorful or exciting to wake up in. Comfortable and clean, bed was comfortable, washer was noisy. Living room and dining room...
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$155
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1 / 34
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Apartment - 
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • 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
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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$1,758
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1 / 20
House Rental - 
4 Bedrooms, 3 Bathrooms, Sleeps 7
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Gym
  • Hot Tub
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Stay at this large Key West style Siesta Key vacation rental home minutes to Siesta Key village and beaches. The property offers a private backyard with heated pool and Jacuzzi hot tub. Located on a quite street just 1 mile from Siesta Key village puts it at a perfect distance for a easy bicycle... View all property information
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$219
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1 / 25
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Apartment - 
Studio, 1 Bathroom, Sleeps 2
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Details Reviews (1) Make Enquiry
Amenities & Details
  • 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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From
$959
Per Week
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1 / 10
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Apartment - 
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details 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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From
$1,119
Per Week
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1 / 11
House Rental - 
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Gym
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This vacation rental on Siesta Key has 3 bedrooms 2 1/2 baths and pool. The two large double doors with decorative frosted glass inserts welcome you into this spacious home. The floor plan offers a very large open layout with plenty of space for entertaining. In the back this vacation rental home... View all property information
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From
$1,333
Per Week
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1 / 12
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Apartment - 
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
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Amenities & Details
  • 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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From
$3,062
Per Week
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1 / 25
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Apartment - 
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
Details Reviews (1) 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 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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From
$119
Per Night
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1 / 13
Apartment - 
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details 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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From
$1,298
Per Week
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1 / 17
Apartment - 
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (10) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Located directly on Crescent Beach with private pool..... Sea Crest on Siesta Key sits right on the beach and has our own private gated access to the sand. Roomy one bedroom unit is fully furnished and has a seperate bedroom and in the living room we have an additional sleeping sofa if needed..The... View all property information
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3 of 5 stars Reviewed 5 August 2014
The location was excellent. We could walk out our door and in 50 steps be ON the sand. The beach was much shallower than the public beach... which we tried one day. Water pressure...
4 of 5 stars Reviewed 8 May 2014
This condo had everything we needed. There was a lot of storage space, more than my house! Large fridge, even a clothesline out back. Internet service spotty and slow. We were in...
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From
$2,237
Per Week
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1 / 20
House Rental - 
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Gym
  • Hot Tub
  • Internet Access
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This luxury Siesta Key vacation rental was built on the Grand Canal in 2005 and offers 3 bedrooms plus bonus room with 3 full baths. Its great location gives it access to Siesta key beach and Siesta Key village yet secluded enough for you to relax and enjoy the peace and quiet; no thru traffic... View all property information
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From
$1,023
Per Week
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1 / 24
Apartment - 
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Gym
  • Ocean Views
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • 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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From
$283
Per Night
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1 / 17
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Apartment - 
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
Details Reviews (4) 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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4 of 5 stars Reviewed 2 March 2015
The Calm @ Siesta was the perfect vacation home for us. Photos on the website do not do the condo justice! Breathtaking views as soon as you enter--straight ahead in the sunroom...
5 of 5 stars Reviewed 4 December 2014
Sandy was great, made us feel welcome. The condo was perfect. Not only was it clean but it was in the perfect location. Had a wonderful time and will definitely be brining my...
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From
$110
Per Night
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1 / 16
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Apartment - 
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • 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: 2B/2B Free WiFi Ground floor unit More than 200 channel cable TV DVR to watch your favorite show when you want to 50 inch and... View all property information
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From
$75
Per Night
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1 / 6
Apartment - 
Studio, 1 Bathroom, Sleeps 4
Booking
Details Reviews (5) Make Enquiry
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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From
$735
Per Week
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1 / 14
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Apartment - 
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (13) Make Enquiry
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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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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From
$219
Per Night
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1 / 32
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House Rental - 
3 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Private Fishing...
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • 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 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...
5 of 5 stars Reviewed 1 January 2015
This lovely home (and equally lovely owners) helped create the exact vacation we were designing at the outset. The spaces, both indoors and out, allowed us to enjoy the Siesta...
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From
$4,602
Per Week
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1 / 22
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Apartment - 
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
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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From
$3,068
Per Month
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1 / 12
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Apartment - 
1 Bedroom, 1 Bathroom, Sleeps 2
Details Make Enquiry
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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From
$134
Per Night
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1 / 16
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Villa - 
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Fishing...
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
5 Minute walk to the whitest sand beach in the world! A stand alone villa on Siesta Key in the private community of Polynesian Gardens on the bay side of Midnight Pass Road. The Villa is designed for those who appreciate comfort and quality. Two bedrooms, with newly purchased hotel quality... View all property information
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5 of 5 stars Reviewed 1 November 2014
This cottage is perfect for a beach vacation...with charming mid century decor, clean, open to breezes, roomy and very efficiently designed. The kitchen supplies and and linens...
4 of 5 stars Reviewed 11 August 2014
The villa totally met our needs: beaches near by (10-minute walk from Crescent Beach and 5-minute drive to Siesta Key Beach), great pool in a relax community, clean house with...
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From
$1,406
Per Week
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1 / 19
House Rental - 
3 Bedrooms, 3 Bathrooms, Sleeps 7
Details 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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From
$101
Per Night
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1 / 15
Apartment - 
Studio, 1 Bathroom, Sleeps 4
Booking
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Amenities & Details
  • Air Conditioning
  • Gym
  • Satellite TV
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
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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From
$1,918
Per Week
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1 / 16
Apartment - 
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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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From
$377
Per Night
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1 / 6
Apartment - 
2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Air Conditioning
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  • Satellite TV
  • Shared Outdoor Pool...
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
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About this property
2+ Bedroom Near Beach Suite The Master bedroom has a King Bed and Glamorous Bath. Second Bedroom has a Queen Bed and a private bath. The Den has a pullout Queen sofa sleeper. Fully equipped Cottage style kitchen with corian countertops. Washer dryer WIFI.Private tropical back patio/pool has... View all property information
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$192
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1 / 25
House Rental - 
2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Hot Tub
  • Internet Access
  • Private Outdoor...
  • Satellite TV
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
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  • Elder access
  • ?
About this property
Casita Salado -1109 Welcome to Casita Salado of Villa Margarita! Enjoy an master bedroom featuring a colorful king size bed (sleeps 2) and en suite master bathroom, and a second bedroom with two twin beds (sleeps 2) and a separate living room with a very comfy, queen size sofa sleeper (sleeps 2)... View all property information
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5 of 5 stars Reviewed 17 July 2014
My wife and I with our two eight year old girls rented Casita Salado for ten wonderful days. The cottage was in excellent condition and was very clean. It was just a short...
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$1,023
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1 / 25
Apartment - 
3 Bedrooms, 3 Bathrooms, Sleeps 6
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  • Air Conditioning
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  • Gym
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  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
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  • 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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$86
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Apartment - 
2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Air Conditioning
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  • Dryer
  • Grill
  • Private Fishing...
  • Private Outdoor...
  • Safe
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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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...
4 of 5 stars Reviewed 14 July 2014
I had a wonderful experience at the condo. The only things I did not like was the limit on the time that children can be in the pool. The Children could only be in the pool from...
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$511
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1 / 25
House Rental - 
4 Bedrooms, 3 Bathrooms, Sleeps 8
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  • Air Conditioning
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  • 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 Champagne Welcome to “Villa Champagne”, one of the most fabulous vacation homes in Siesta Key. It’s also one of the most popular favorites among our many guest families. The magic begins as you enter the foyer of this beautiful villa and gaze across the expansive living area, then further out... View all property information
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4 of 5 stars Reviewed 21 January 2015
Our extended family (eight adults) stayed at Villa Champagne for five nights, over the long MLK weekend. We really enjoyed ourselves, and as a first-time vacation home renter (I'm...
4 of 5 stars Reviewed 22 October 2014
There were 6 adults and 4 children (ages 3-6) that stayed here and we had more than enough room with the great layout of the house. The location was great (Avineda Del Mare is...
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$320
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1 / 15
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House Rental - 
3 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Charming 3 BR 2 Bathroom Beach house in Siesta Florida, Cable TV in each room, High speed internet Wifi, heated swimming Pool. Visit website: www.vacationinflorida123.com View all property information
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From
$192
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1 / 23
Apartment - 
2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Air Conditioning
  • Grill
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  • Satellite TV
  • Shared Outdoor Pool...
  • Waterfront
  • Water Views
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
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  • 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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$1,226
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1 / 27
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Apartment - 
2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Balcony
  • Dryer
  • Grill
  • Internet Access
  • Ocean Views
  • Pool Table
  • Private Fishing...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Fisherman's Cove condo description Lovely 2 bedroom, beach front condo on the Gulf of Mexico with sunset views overlooking the gulf and sunrise views of the lagoon, expansive water views from every window. . Watch the sunset, the birds and ocean wild life swim by. Swim, snorkel, fish, surf or... View all property information
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5 of 5 stars Reviewed 7 August 2014
My Husband and I have stayed in this Condo several times. We come back year after year because it is a beautiful condo, clean, comfortable, and the location is perfect. It's...
5 of 5 stars Reviewed 2 August 2014
Working with the owner to arrange our week long stay was very easy! Check in a breeze! The unit was just as pictured and clean! The proximity to the Gulf unsurpassed......steps...
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From
$156
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1 / 22
Apartment - 
2 Bedrooms, 1 Bathroom, Sleeps 5
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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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From
$401
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1 / 17
Apartment - 
2 Bedrooms, 1 Bathroom, Sleeps 4
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  • Air Conditioning
  • Balcony
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Gertrude's Twin Banyan - Oasis at Pool & Beach - Available on a 1st come basis! Study the water in the pool or wander to the beach and village. This relaxing oasis is framed by 70 year old banyan trees and rests on a quiet tropical street just one block from the best beach and two blocks from the... View all property information
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5 of 5 stars Reviewed 12 August 2014
They provide most of the stuff you will need, I'm so glad they had chairs and umbrellas since we forgot ours, I would definitely come back, and recommend this property to anybody...
5 of 5 stars Reviewed 12 June 2014
Our family had an amazing time at Gertrude's Twin Banyan. Right from the time we booked Daniel the owner was really accommodating and helpful, his quick response to our rental...
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From
$256
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1 / 19
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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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$285
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1 / 14
Apartment - 
2 Bedrooms, 2 Bathrooms, Sleeps 6
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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
  • ?
  • Wheelchair access
  • 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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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...
5 of 5 stars Reviewed 15 July 2014
Outstanding week of vacation with family. Cottage was very clean and in excellent condition. We especially enjoyed the beach cart and chairs that were provided. Siesta Key and...
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1 / 30
Apartment - 
2 Bedrooms, 2 Bathrooms, Sleeps 4
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  • 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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1 / 12
Apartment - 
2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Air Conditioning
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  • Sauna
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
About this property
This is world famous Siesta Key where the sand is compared to powder. The sunsets over this gorgeous beach are breathtaking! This Condominium is fully-equipped, with a large wrap-around deck, overlooking a beautiful pool and sauna. The master bedroom has a king-size bed. The spare bedroom has two... View all property information
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5 of 5 stars Reviewed 4 November 2014
I recently stayed at the Seashell in this unit on a vacation with my girlfriend and fell in love with the place. The surrounding area is fantastic! Forgetting the perfect scene on...
5 of 5 stars Reviewed 20 August 2014
I think this is our fourth year to stay here. Once again we had a wonderful time. Can't wait to come back.
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Apartment - 
2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • 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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1 / 20
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Satellite TV
  • Washer
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Tropical Retreat is a fabulous waterfront home in the middle of Siesta Key Village on “Boating Water.” You can walk to the beach, shops, boutiques, casual and 5 star dining. After a long day at the beach, enjoy the quiet confines of this beautifully updated home with HD TV's in all the bedrooms,... View all property information
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$165
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1 / 22
Apartment - 
2 Bedrooms, 3 Bathrooms, Sleeps 4
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  • Gym
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  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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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2 Bedrooms, 1 Bathroom, Sleeps 4
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
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  • Elder access
  • x
About this property
Sun, Sand & *SAVE 20% to 50%* per Week at Midnight Cove #532, Direct-with-Owner 'All-In Price' DISCOUNTED RENTAL RATES from $655 to $1,262 /Wk & SAVINGS from $239 to $640 /Wk depending on the Number of Weeks Rented, and on the Season. Contact owner if you wish to make an on-line reservation, and... View all property information
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From
$1,406
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1 / 17
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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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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$147
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Apartment - 
2 Bedrooms, 1 Bathroom, Sleeps 5
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  • Wi-Fi
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
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  • Elder access
  • ?
About this property
GREAT Value !!! MVPROPERTIES AT SIESTA KEY Contact us directly at siestakeysun@gmail.com Recently renovated and very conveniently located duplex villas at beautiful Crescent Beach on Siesta Key. We have (2) 2 bedroom 1 bath apartments. Each apartment sleeps up to 5 persons. Rent 1 apartment or... View all property information
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5 of 5 stars Reviewed 27 November 2014
This property was everything and more we could have hoped for booking, sight unseen, through the internet. Loved the property, location to beach and all the things you would need...
5 of 5 stars Reviewed 23 November 2014
Our villa was just lovely. It was clean, well equipped (even had a kettle) the beds were really comfortable and everything was organised for us with instructions. There was...
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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  • 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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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.