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Holiday Apartments and Homes Siesta Key, FL

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$211
Per Night
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1 / 21
2 Bedrooms, 2 Bathrooms, Sleeps 6
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$73
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1 / 6
1 Bedroom, 1 Bathroom, Sleeps 4
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$530
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1 / 25
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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$1,788
Per Night
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1 / 14
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Gym
  • Internet Access
  • Private Fishing...
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This second floor 2 bedroom, 2 bath, laundry and 1 car garage has been completely remodeled for that serene home away from home feel. It is a Gulfside, large garden condo with a screened in lanai with a peaceful pond view. Siesta Key Beachfront Vacation Rentals Peppertree is the perfect home... View all property information
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5 of 5 stars Reviewed 19 May 2014
My husband, 2 kids (7&6), and myself have stayed at this condo several times and we highly recommend it to anyone considering a beach vacation in Florida. Bottom line... This...
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From
$273
Per Night
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1 / 16
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Water Views
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 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...
5 of 5 stars Reviewed 2 December 2014
Incredible view with a clean and up to date condo, What more can you ask for ?? We loved our stay and DEFINITELY will return very soon !!
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From
$740
Per Week
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1 / 15
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2 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Grill
  • Shared Outdoor Pool...
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
The ground floor condo is a 5 minute walk from the Siesta Key Public Beach where you will as well 4 brand new lighted tennis courts. Walk to Siesta Key Village in 25 minutes for world-class shopping and dining. Our condo #303 at the White Sands Village Condo 303 is set in a Beautiful Tropical... View all property information
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From
$175
Per Night
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1 / 16
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • 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
*** Visit our website www.RentSiestaKey.com under the property name 'Avenida De Cortez' for current rates *** Enjoy this upscale townhome located within walking distance of Siesta Key Village and Siesta Key beaches. It features a private heated pool decadent finishes in a quite neighborhood just... View all property information
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5 of 5 stars Reviewed 8 September 2014
We had a fantastic week at this house after 2 weeks up at the Disney parks in Orlando. The house is perfectly positioned for walking to all the great local restaurants and for...
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From
$211
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1 / 25
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Studio, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Air Conditioning
  • Internet Access
  • Satellite TV
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 queen bed and comfortably sleeps 2. The studio is attached to the owners' home, and features a queen bed,... View all property information
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From
$134
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1 / 13
2 Bedrooms, 1 Bathroom, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
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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From
$157
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1 / 9
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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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From
$150
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1 / 22
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
$123
Per Night
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1 / 17
2 Bedrooms, 1 Bathroom, Sleeps 7
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Amenities & Details
  • 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
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 best shopping dining and entertainment on the island. Your apartment has a view... 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
$211
Per Night
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1 / 12
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (12) Make Enquiry
Amenities & Details
  • 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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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...
5 of 5 stars Reviewed 1 July 2014
We just returned from a wonderful week in Siesta Key. It was our first visit there. Needless to say, we WILL be back! We stayed at Sea Shell Condos (#407) and just loved it...
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From
$115
Per Night
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1 / 10
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1 Bedroom, 1 Bathroom, Sleeps 4
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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
$122
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1 / 32
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1 Bedroom, 1 Bathroom, Sleeps 4
Booking
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Amenities & Details
  • Air Conditioning
  • Dryer
  • Grill
  • Internet Access
  • Private Fishing...
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
YOUR PRIVATE GETAWAY ON THE KEY Looking to relax, unwind and decompress? Flip Flop Cottages is the place to be for a quaint and private vacation in Siesta Key, Florida. Come and stay at our serene environment and enjoy and visit all the attractions that are nearby. Culture, Arts and fun things... View all property information
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From
$3,571
Per Month
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1 / 10
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2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • 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
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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From
$1,312
Per Week
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1 / 12
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Details Reviews (1) Make Enquiry
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 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
$83
Per Night
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1 / 12
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (2) Make Enquiry
Amenities & Details
  • 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
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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From
$862
Per Week
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1 / 24
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Hot Tub
  • Internet Access
  • Ping Pong Table
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
This villa and its location are great for a Gulf coast holiday or simply to unwind after Disney, we can also offer a home there too!. There is so much to do on site and the accommodation has all the mod cons you would expect from a high class resort. 2 bedroom, 2 bathroom, with fully fitted... View all property information
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5 of 5 stars Reviewed 22 November 2014
This villa was absolutely perfect for our stay. It is spacious, clean, beds were extremely comfy and the only a few steps away from the pool and hot tub. It is located next to a...
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From
$229
Per Night
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1 / 8
1 Bedroom, 1 Bathroom, Sleeps 3
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Newly Upgraded 1BR/1 BA condo with full sleeper sofa and twin sleeper chair in LR. New Top of the Line King Size Bed will give you a great night sleep after a wonderful day at the beach and a great night in the village(2 miles from condo with free taxis,run on tips, available to take you to and... View all property information
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From
$440
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1 / 22
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Ocean Views
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
The condo benefits from its own private pool. The living room, master bedroom, and lanai (balcony) all have stunning ocean views. The lanai, with over $10,000 of new doors and windows, is furnished with a table and chairs to enable you to dine al fresco. There is also a comfortable couch to... View all property information
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5 of 5 stars Reviewed 27 July 2014
Beautiful ocean views just a few steps away from the beach. The condo is well furnished. You will have all the comforts from home. Vey well located if you are looking for peace...
5 of 5 stars Reviewed 8 May 2014
We had an excellent week here! It is perfectly located for the beach without bring in the middle of the main tourist area of Siesta Key or the impressive, but at times busy public...
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From
$185
Per Night
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1 / 18
5 Bedrooms, 1 Bathroom, Sleeps 20
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Tropical Garden beach cottages located at Siesta Key Beach. The Beach Place is Old Florida charm that's becoming hard to find. Private, quiet and relaxing. Tropical gardens surround our heated pool with tiki cabana bar for guests, poolside and beachfront BBQ. Five fully stocked one bedroom... View all property information
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4 of 5 stars Reviewed 9 October 2014
I wanted to have a vacation that felt like I lived at the beach and that is what I got. The rental was plenty big enough for the two of us and we had a kitchen to cook, pool, bar...
5 of 5 stars Reviewed 4 September 2014
The Beach Place is a quaint, quiet group of cottages on Siesta Key. We stayed in "The Dolphin" which has a king size bed, dinning area and kitchen all of which was very clean and...
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From
$136
Per Night
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1 / 16
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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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
$149
Per Night
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1 / 34
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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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From
$1,232
Per Night
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1 / 23
7 Bedrooms, 5 Bathrooms, Sleeps 16
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
This stunning home features 10 foot ceilings, top of the line VIKING appliances including a wall mounted double oven, stove, and side by side refrigerator. The kitchen has a massive center island with lots of room for multiple chefs or families and friends to sit and chat after a day a the beach.... View all property information
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From
$205
Per Night
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1 / 15
1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Unique and rare large one-bedroom condo 4th floor penthouse with 200 sq. ft. open balcony featuring unobstructed and panoramic view of Siesta Key Public Beach and the Gulf of Mexico. This same view is also presented from the kitchen, dining room, living room and foyer. Balcony is a great location... View all property information
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5 of 5 stars Reviewed 14 October 2014
Yes you have to walk across the street but you have a beautiful view and still hear the gulf waves. Fantastic facility with great tv and in house surround sound. Lots of extras in...
5 of 5 stars Reviewed 24 July 2014
Everything about this condo lived up to our expectations: unobstructed view of the beach (across from public access), well equipped kitchen, large outdoor patio with table/chairs...
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From
$222
Per Night
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1 / 17
1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Water Views
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
$271
Per Night
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1 / 22
3 Bedrooms, 2 Bathrooms, Sleeps 10
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Casa Van Lopik (jardin), our garden facing suite, is a large 3BR home perfectly located between the best beaches, shopping dining and entertainment on the island. It was named for our father who was a ships captain and sailed the world for 30 years but always insisted Siesta Keys beaches were most... View all property information
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5 of 5 stars Reviewed 2 October 2014
Daniel was amazing! Great service. The house is amazing! Very clean, we were a group of 7, and the house is pretty big! Walking distance to the beach, groceries stores and...
5 of 5 stars Reviewed 13 August 2014
Stayed with 9 of my friends. The home is very comfortable and stocked with all the essentials. The home is also very clean. I was very happy with the service. Although a couple of...
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From
$227
Per Night
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1 / 26
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Sauna
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
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About this property
FREE High Speed Wireless Internet ! - just bring your Laptop. Just steps from the Pool, Club House, and picnic area with gas Weber grills. Across the street from Crescent Beach!! Our three bedroom two story townhouse in Gulf & Bay Club Bayside is in a complex of Key West style town homes all... View all property information
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6 Bedrooms, 2 Bathrooms, Sleeps 14
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  • Balcony
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  • Private Outdoor...
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  • Smoking allowed
  • Suitable for children
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About this property
Brand New , Gated Residence steps from Siesta Key Beach . Perfect location between the village and crystal sands of Siesta Beach!! Bar's, Restaurants, Shopping, Sport Rentals……..EVERYTHING is within walking distance…..NO CAR NEEDED!!! This brand new 2700 sq ft private residence is simply... View all property information
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Pets allowed
  • Smoking allowed
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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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1 Bedroom, 1 Bathroom, Sleeps 4
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  • Pets allowed
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  • Suitable for children
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About this property
Find Sarasota Vacation Rentals on FlipKey Find Siesta Key Vacation Rentals on FlipKey If you love the beach, you'll love this condo. The beautiful views of the soft white sand of Siesta Beach and clear blue waters of the Gulf of Mexico greet you as you enter the condo. The condo is very nicely... View all property information
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5 of 5 stars Reviewed 5 November 2014
Unit was furnished in very good taste, creating a home away from home feeling. The kitchen had everything you may need for the durationof your stay in regard to dishes...
5 of 5 stars Reviewed 9 August 2014
The condo and location were perfect for our stay...a short walk from the beach and very close to the village. The amenities were great, the owners truly anticipate your every...
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2 Bedrooms, 1 Bathroom, Sleeps 8
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  • Pets allowed
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About this property
2BR (sleeps 8)- 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 a four unit Key West style home located just one marlin’s length (5 steps) from... View all property information
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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...
5 of 5 stars Reviewed 13 November 2014
Great place for the money,can't go wrong with this one.very close to the water,very nice neighborhood, close to restaurants
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Balcony
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  • Gym
  • Hot Tub
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  • Pets allowed
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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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$511
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4 Bedrooms, 3 Bathrooms, Sleeps 12
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About this property
THE GRAND CANAL COTTAGE: (Two Week Minimum Rental) 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... View all property information
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1 Bedroom, 1 Bathroom, Sleeps 4
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  • Private Fishing...
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  • Water Views
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  • Pets allowed
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  • Suitable for children
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About this property
Sea Club II is Located steps away from the whitest sand and the # 1 beach in America, Siesta Key. Our location 200 yards away has an easement for private beach access. We are located on the intercoastal waterway of Little Sarasota Bay on the island of Siesta Key . Whether you are keen to enjoy... View all property information
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4 of 5 stars Reviewed 23 August 2014
Perfect for getting together with family, walks on the beach and dolphin viewing on the inland waterway. Best of both worlds. The owner was readily available for any problems and...
5 of 5 stars Reviewed 29 May 2014
We had an awesome time at this vacation rental. Elvis, the owner, was very accommodating and catered to our specific needs. The condo was very clean and a nice size, with a...
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Air Conditioning
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  • Satellite TV
  • Sauna
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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About this property
Find your vacation getaway on the island paradise of Siesta Key, Florida! SIESTA KEY BEACH HAS BEEN RATED A #1 BEACH IN AMERICA! (See Dr. Beach's ratings, May 2011 or the NBC TODAY SHOW 5/27/11.) Our condo is located on this beautiful beach, known as 'The World's Finest, Whitest Sand'. A tropical... View all property information
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5 of 5 stars Reviewed 15 August 2014
We loved our stay at Siesta Dunes building 5 unit 102. The condo is on one of the nicest areas of Crescent Beach. The grounds are very well kept and we loved all the amenities...
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
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About this property
PLEASE BOOK THRU ME, CARRIE CAUDILL, FLORIDA, DO NOT SEND MONEY TO ANOTHER PERSON OR STATE. PLEASE CONTACT THE OWNER FOR PRICES AND DATE'S, DON'T GO BY FLIPKEY'S, CARRIE 941-587-4794 siestakeycarrie@gmail.com My ground floor rental is directly on the beach on the Gulf of Mexico, with... View all property information
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5 of 5 stars Reviewed 15 August 2014
My family and I stayed at Fishermans Cove unit 102 from August 1-13. We found the pictures and description of the condo online to be accurate. The condo included many amenities...
5 of 5 stars Reviewed 25 June 2014
My wife, grown son and I spent a week in this lovely condo directly on the beach on Siesta Key. The condo is a really nice 2 bedroom, 2 bath unit on the first floor so that you...
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9 Bedrooms, 9 Bathrooms, Sleeps 24
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  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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About this property
Siesta Key's newest beach house located across Beach Rd from access #7 to Siesta Key's Crescent Beach and one-block from the tropical Village of Siesta Key. Property has recently been completely remodeled and amenities include pool and spa, barbecue deck with lanai close to pool, free full property... View all property information
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5 of 5 stars Reviewed 4 December 2014
A group of friends rented the whole complex from Paul for our annual get together. We live in California but wanted a Florida experience. We were not disappointed! The complex...
4 of 5 stars Reviewed 12 November 2014
Good apartments in great location for the village about 5 minute walk Paul was superb host and rooms were well furnished and large with nice soft beds. Pool area could have been...
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4 Bedrooms, 5 Bathrooms, Sleeps 10
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About this property
SIESTA KEY DREAM HOUSE!!!!!!!!!!!!!!!! Custom designed home. Open flow. Great for entertaining. Custom Kitchen with island. Eat-in area, granite & 2-tone wood cabinetry. Separate living, dining, family/ great rooms plus 4 bedrooms and 4 1/2 baths. 2 master suites. Heated pool with waterfall -... View all property information
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1 Bedroom, 1 Bathroom, Sleeps 4
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  • Private Beach
  • Satellite TV
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  • Pets allowed
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About this property
This one bedroom and one bathroom beach bungalow is located 150 yards away from the beach. You can walk to restaurants, shops and a great pool area. Queen bed and a sleeper sofa make it possible to sleep four. Enjoy your morning coffee on your private screened porch or while you walk on the beach.... View all property information
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Air Conditioning
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  • Waterfront
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
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About this property
Your gulf-front vacation home in a magical, paradise cove awaits you. Located directly on beautiful Turtle Beach in Siesta Key and just steps away outside your door. There is no other resort complex like this that is so close to the beach! You’ll awaken to the energizing sight of the sun and the... View all property information
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5 of 5 stars Reviewed 29 October 2014
Thanks for a great week of vacation. This unit is right on the beach and very comfortable. I always enjoy my time on this beach. This is the second year we have stayed in...
5 of 5 stars Reviewed 3 October 2013
the condo was perfect, and having the beach right out the back door was spectacular... we are already planing our trip back next year!
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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  • Sauna
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  • Waterfront
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
About this property
We invite you to settle in to a beautiful and very large 2 bed/2 bath 1280 sq foot beauty, approximately 200 yds. from the beautiful crystal sand of Crescent Beach. Serenity abounds in calm, aqua waters and miles of the most exquisite coastal sands in the world. Our spacious condo boasts all of the... View all property information
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5 of 5 stars Reviewed 5 October 2014
We stayed here for a week (family of 4, kids aged 13 & 11), following on from a fortnight in Orlando. We wanted somewhere to stay where we could walk to a beach. This condo is...
2 of 5 stars Reviewed 1 September 2014
Location, location, location! The condo is a few feet from the busiest road on Siesta Key therefore you hear loud road noise in every room. Hard to believe no one mentioned this...
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Satellite TV
  • Sauna
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
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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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4 of 5 stars Reviewed 8 August 2014
We had very nice stay at Michel. Before our arrival we got all the instructions - where to pick up the keys, password to internet, etc so we didn't have any obstacles upon our...
5 of 5 stars Reviewed 27 April 2014
We stayed here for 2 weeks in April 2014. We really enjoyed our holiday. The condo was very clean and spacious. There was WiFi, cable TV, and everything you needed for the beach...
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Private Fishing...
  • Private Outdoor...
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
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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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3 Bedrooms, 3 Bathrooms, Sleeps 6
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About this property
This beautiful 3 bedroom 3 full bath home features unique siesta architecture only 50 steps to the world famous Siesta Key Beach sand and 2 blocks to the Village. Impecabbly furnished this home has balconies on every floor to view the gulf of mexico and white sandy beaches of famous siesta key!... View all property information
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4 of 5 stars Reviewed 3 September 2012
This is the best beach I have seen in my many travels around the world You can see Dolphins and sting ray in the waist deep water Many shells and sand sooooo thin it is like...
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Elder access
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About this property
Still Available for Labor Day with a 3- night Minimum! This high demand condo is the perfect location for your Siesta Key vacation! Everything you need to have a relaxing and memorable experience at Siesta Key is in place. You will be enjoying a spotlessly clean luxury condo that feels like... View all property information
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4 of 5 stars Reviewed 6 August 2013
I booked this condo for the tail end of a trip including time in Orlando and Daytona, so most of my comparisons are to the other condo and hotel I stayed at on the other side of...
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Internet Access
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  • Satellite TV
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Elder access
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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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1 Bedroom, 1 Bathroom, Sleeps 4
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About this property
Every sunset is a memorable experience at our condo at Crystal Sands 406 in Siesta Key. Overlooking the placid Gulf of Mexico, our 4th-floor condo on the shores of Crescent Beach is a great venue for your next sun, sea, and sightseeing vacation! Rated one of the Top 10 Beaches of the World,... View all property information
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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  • Suitable for children
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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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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.