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Vacation Rentals in Siesta Key, FL

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All 254 Rentals in Siesta Key
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From
$171
Per Night
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1 / 27
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Studio, 1 Bathroom, Sleeps 2
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From
$700
Per Week
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1 / 14
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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From
$169
Per Night
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1 / 22
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1 Bedroom, 1 Bathroom, Sleeps 4
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From
$169
Per Night
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1 / 25
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1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (21) Make Inquiry
Amenities & Details
  • Stove
  • Washer
  • Dryer
  • Refrigerator
  • Stereo System
  • Microwave
  • DVD Player
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Villa #3 at Ebb Tide is waiting for you: All quality furnishings & linens, fully equipped with everything you need for a fun and relaxing beach vacation! Rated the #1 Beach in the USA: Crescent Beach on Siesta Key is literally a 2 minute walk from your villa door! Beautiful, soft, white quartz... View all property information
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5 of 5 stars Reviewed December 19, 2014
Liked the place a lot. Would have been nice if the rooms were a little bigger, but otherwise, everything was great. Sun on patio is delightful. Kitchen is well-equipped and...
5 of 5 stars Reviewed June 24, 2014
Ebb tide villa #3 has the feel of home when we come to siesta key Sue is so nice to us when we arrive and when we depart. The place is spotless we have the best time on the...
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From
$799
Per Week
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1 / 24
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (1) Make Inquiry
Amenities & Details
  • Washer
  • TV
  • DVD Player
  • Parking
  • Microwave
  • Pool Table
  • Garage
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
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 November 21, 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
$75
Per Night
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1 / 9
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (6) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Ceiling Fans
  • Linens Provided
  • Gym
  • Refrigerator
  • Stove
  • Microwave
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Walk to the beach from this spacious one bedroom apartment. Located just across the street from Siesta Key beach and a few blocks from Siesta key village. This unit offers a full kitchen with granite counter tops, stainless steel appliances, and 47' flat screen TV with HD programming in the living... View all property information
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5 of 5 stars Reviewed March 3, 2014
We were delighted with the high standard of furniture and equipment in the house and the spacious feel. The beach was only about 2 minutes walk across the road. It is possible to...
5 of 5 stars Reviewed December 21, 2013
Location is perfect for quick and easy walks to Siesta beach, and easy to walk to the village for dinner or drinks. The condo has all new furnishings, comfortable bed and couches...
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From
$169
Per Night
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1 / 26
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1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (29) Make Inquiry
Amenities & Details
  • Stereo System
  • Ceiling Fans
  • Patio
  • Dryer
  • Stove
  • Parking
  • Microwave
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This bright, cheerful and newly redone villa is located on Siesta Key which is renowned for its powdery white sand beaches and gorgeous sunsets. We have our own private, gated access to Crescent Beach and a lovely, large, heated pool. Both the pool and the beach are just a 2 minute walk from the... View all property information
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4 of 5 stars Reviewed August 19, 2014
Pictures are accurate, the room was clean and nicely decorated. Sue was friendly, gracious, and helpful, met us at check-in to give us the keys and show us around. It was a bit...
5 of 5 stars Reviewed June 18, 2014
Everything about our stay at Ebb Tide Villa 2 was wonderful! From my first conversation with Sue, the owner, to the end of our stay, it was perfect! She was such a pleasure to...
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From
$143
Per Night
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1 / 33
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (6) Make Inquiry
Amenities & Details
  • Dishwasher
  • Refrigerator
  • Ceiling Fans
  • Stove
  • Washer
  • Parking
  • Stereo System
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
-Accommodations: Condo, 2 Bedrooms + Convertible Bed, 2 Baths (Sleeps 4-6) -Expansive, panoramic gulf view from every room of this 7th (top) floor condo. -Crescent Arms is a quiet, beach front, high rise condominium building that is ideally located for maximum fun and relaxation. -Right on the... View all property information
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5 of 5 stars Reviewed November 12, 2014
What a breathtaking view to walk into when you step inside the condo! This place is just heavenly and we relaxed from the moment we stepped inside. It was perfect for our family...
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From
$59
Per Night
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1 / 6
Studio, 1 Bathroom, Sleeps 4
Details Reviews (5) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Towels Provided
  • Blender
  • Parking
  • Toaster
  • Linens Provided
  • Refrigerator
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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 November 11, 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 November 4, 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
$217
Per Night
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1 / 42
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3 Bedrooms, 2 Bathrooms, Sleeps 10
Bookings
Details Reviews (30) Make Inquiry
Amenities & Details
  • Refrigerator
  • Fireplace
  • Safe
  • Dishwasher
  • Patio
  • Grill
  • Microwave
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
3 Bedroom, 2.5 Bath Beach Villa (Sleeps 8-10) What makes us different than other homes you may be considering: · The Beach - The home is located on the ocean side of Beach Rd., so you just walk out your door and through our private access path. It’s literally 230 feet to Siesta Key Beach.... View all property information
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5 of 5 stars Reviewed January 26, 2015
Garage had beach wagon full of sand toys, beach unbrella, beach chairs, gas grill, did not have to cross road to get to beach. Short walk to Siesta Village. Kind of difficult to...
5 of 5 stars Reviewed December 23, 2014
Great place. The beds were like heaven. Close to the beach, shops, restaurants, and the Beach Club :)
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From
$105
Per Night
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1 / 22
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1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (4) Make Inquiry
Amenities & Details
  • DVD Player
  • Stereo System
  • Ceiling Fans
  • Microwave
  • Patio
  • Deck
  • TV
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
BOOK NOW for SUMMER _ DIsCounted RATES!!! Sea Club II is Located steps away from the whitest sand and the # 1 beach in America, Siesta Key. Our location 200 yards away has an easement for private beach access. We are located on the intercoastal waterway of Little Sarasota Bay on the island of... View all property information
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2 of 5 stars Reviewed January 7, 2015
This was our fourth rental in Florida during Christmas holidays in the same price range and was by far the lowest standard and the smallest size of all. The condo is probably...
4 of 5 stars Reviewed August 23, 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...
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From
$3,000
Per Week
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1 / 15
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4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
Details Reviews (2) Make Inquiry
Amenities & Details
  • Microwave
  • Dishwasher
  • Garage
  • Refrigerator
  • Patio
  • Ceiling Fans
  • Grill
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Seasonal Luxury rental on the world famous Siesta Key! Relax in your tropical vacation home or step out to all Siesta Key has to offer! Is an absolutely beautiful and uniquely configured private pool home featuring four bedrooms, three bathrooms [sleeps 8], two living areas. This home is... View all property information
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1 of 5 stars Reviewed November 12, 2014
Chose house from pretty photos as base for family for wedding. Paid in full in March, seven months in advance. Property manager never provided instructions to get in and did not...
3 of 5 stars Reviewed May 29, 2014
This home is not for anyone who has trouble with stairs. While main floor is nice, stove and window coverings are in poor shape. Vertical blinds in bedroom are missing lots of...
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From
$109
Per Night
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1 / 41
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1 Bedroom, 9 Bathrooms, Sleeps 4
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Details Make Inquiry
Amenities & Details
  • Deck
  • Grill
  • Washer
  • Refrigerator
  • Dryer
  • Patio
  • Stove
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
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
$150
Per Night
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1 / 28
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Make Inquiry
Amenities & Details
  • Dryer
  • Washer
  • Microwave
  • Garage
  • Stove
  • Safe
  • TV
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
“Pristine sand, blue skies - 'Number 1 Beach'” The Best Thing to Come Home to after a Day on the Beach Is... ...a vacation home as comfortable as your own home. Just a walk across the street to Siesta Key's world famous #1 Beach. This split-level townhouse, has 2 bedrooms (King in Master... View all property information
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From
$500
Per Night
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1 / 24
4 Bedrooms, 4 Bathrooms, Sleeps 10
Details Reviews (2) Make Inquiry
Amenities & Details
  • Dishwasher
  • Gym
  • DVD Player
  • Patio
  • Refrigerator
  • Stove
  • Grill
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
***NEW PROPERTY*** This luxury Siesta Key vacation rental gives easy access to both Siesta Key Beach and a day dock for your boating and fishing needs. With four bedrooms, three full bathrooms, and two half baths this property has plenty of room for up to 10 guests. Its private pool area and out... View all property information
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2 of 5 stars Reviewed October 13, 2014
The property manager/owner of the property was surly and not accommodating! There was a large rug stain on the second floor landing, a closet door was broken and the outdoor...
5 of 5 stars Reviewed August 18, 2014
This home was breathtaking. We are a very big family with kids and adults. The house was immaculate and cleaned to perfection. We would recommended this home to any & everybody...
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From
$185
Per Night
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1 / 17
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Make Inquiry
Amenities & Details
  • Ceiling Fans
  • Dishwasher
  • TV
  • Refrigerator
  • Washer
  • DVD Player
  • Air Conditioning
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
I have tried to make this apartment as comfortable as your own home only at the beach. This unit has two bedrooms and two baths. It can accommodate six people with a king bed and two double beds. There are plenty of closet and dresser space, a fully-equipped kitchen, color TV's, VCR and/or DVD and... View all property information
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From
$130
Per Night
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1 / 31
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2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
Details Make Inquiry
Amenities & Details
  • Grill
  • Dishwasher
  • Stove
  • Gym
  • DVD Player
  • Dryer
  • TV
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Condo has been remodeled with newly painted rooms, new flooring throughout. New king size tempurpedic bed in the master bedroom with duvet cover for your comfort with 3 pce bathroom. 2nd bedroom has 2 new single beds and can be combined together to make a king size bed. Again with soft duvet... View all property information
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From
$1,200
Per Week
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1 / 24
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Make Inquiry
Amenities & Details
  • Refrigerator
  • Ping Pong Table
  • Microwave
  • Grill
  • Garage
  • DVD Player
  • Parking
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Fabulous home on Siesta Key (Sarasota). Just 2 minutes drive to the beach & village. This home features 3 bedrooms and 2 baths with a large kitchen that opens to the family room. Great pool with southern exposure,and enclosed in a screen lanai for mosquito protection .Garden with plants... View all property information
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From
$67
Per Night
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1 / 12
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (2) Make Inquiry
Amenities & Details
  • Parking
  • Refrigerator
  • Dishwasher
  • Grill
  • DVD Player
  • Dryer
  • Washer
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
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 July 22, 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 July 13, 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
$163
Per Night
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1 / 16
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (3) Make Inquiry
Amenities & Details
  • Stove
  • Gym
  • Refrigerator
  • Parking
  • Dishwasher
  • TV
  • Air Conditioning
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Island House Beach Resort - Siesta Key Florida, Crescent Beach - This large 2 bedrooms, 2 bath villa is approx. 1000 sq. ft. It has a large living area, dining area, fully equipped kitchen, all appliances, 3 tvs, ( 2 flat screen ), dvd, free wi-fi in unit, central a/c, covered parking. It has a... View all property information
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3 of 5 stars Reviewed August 3, 2012
The location and rate was great for our vacation. It started out great. Villa 19 is right by the office and the pool. However, I almost stepped on glass in the master bathroom. I...
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From
$121
Per Night
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1 / 34
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (2) Make Inquiry
Amenities & Details
  • DVD Player
  • Grill
  • Stove
  • Dishwasher
  • Refrigerator
  • Stereo System
  • Microwave
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • 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
$185
Per Night
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1 / 20
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3 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
Details Reviews (4) Make Inquiry
Amenities & Details
  • Parking
  • Patio
  • TV
  • Washer
  • Stove
  • Microwave
  • Dryer
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
We offer a boutique style property with just 4 units. Close enough to the beach without the congestion of larger properties. Enjoy this newly renovated (2014) apartment, located less than a mile from beautiful Siesta Key Beach. We've fully remodeled in the 'Beach Chic' style, with a touch of... View all property information
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5 of 5 stars Reviewed January 21, 2015
This three bedroom is absolutely amazing and extremely close to all that Siesta key has to offer. A short walk or bike ride to shopping, beach, and restaurants.
5 of 5 stars Reviewed September 1, 2014
This was my first trip to siesta key and it was the most enjoyable and relaxing vacation I have ever had... My family and I decided to give my brother a going away gift and take...
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From
$175
Per Night
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1 / 33
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2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (3) Make Inquiry
Amenities & Details
  • Stove
  • Washer
  • Dishwasher
  • Parking
  • Grill
  • DVD Player
  • Patio
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Newly updated Siesta Key villa with a lovely heated community salt water pool and private access to the beautiful white sanded Crescent Beach! Crescent Beach on Siesta Key was awarded “Best Beach in the U.S.A.” (2011). Easy access - no stairs. This 2 bedroom villa was refurbished with all new... View all property information
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5 of 5 stars Reviewed November 21, 2014
This was a perfect place for my husband & me and in-laws to stay. Very close to the beach and the house was completely furnished with everything we needed including beach chairs...
5 of 5 stars Reviewed July 15, 2013
The house was super clean and with everything we needed to spend a week. It is fully equipped with all the appliances and more...We had plenty of room for 4 adults and a child...
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From
$135
Per Night
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1 / 17
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2 Bedrooms, 1 Bathroom, Sleeps 5
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Amenities & Details
  • TV
  • Stereo System
  • Washer
  • Refrigerator
  • Microwave
  • Grill
  • Stove
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This lovely 2BD/1BA apartment is located just 1 mile from beautiful Siesta Key Beach. Siesta Key was rated the #1 Beach in the United States by Dr. Beach (2011) and the #2 Beach in the U.S. in the 2013 TripAdvisor Travelers Choice Awards. Siesta Key was listed in 2014 by Smarter Travel.com as... View all property information
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5 of 5 stars Reviewed April 14, 2014
Perfect condo for a family of five on Seista Key with everything you need already there. Location was peacefully secluded but the bikes provided made the village and beach easily...
5 of 5 stars Reviewed January 13, 2014
My wife and I had a very pleasant stay here. The property is very well maintained and very convenient to everything including the beaches and Siesta Key Village. We especially...
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From
$93
Per Night
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1 / 13
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (5) Make Inquiry
Amenities & Details
  • Grill
  • VCR
  • Stereo System
  • Microwave
  • Sauna
  • DVD Player
  • Dishwasher
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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 June 20, 2013
The house was very clean and in a nice quiet safe feeling community. The pool was very nice and close to the house which was great for the kids. The location is close to...
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From
$175
Per Night
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1 / 38
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2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (4) Make Inquiry
Amenities & Details
  • Parking
  • Dishwasher
  • Washer
  • Refrigerator
  • Patio
  • Microwave
  • DVD Player
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Newly updated Siesta Key villa with a lovely heated community salt water pool and private access to the beautiful white sanded Crescent Beach! Crescent Beach on Siesta Key was awarded “Best Beach in the U.S.A.” (2011). Easy access - no stairs. This 2 bedroom villa was refurbished with all new... View all property information
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4 of 5 stars Reviewed August 3, 2014
Wonderful place. Had everything we needed to make a great vacation. It was our first time renting on Tripadvisor so we were a little concern but the unit exceeded our...
4 of 5 stars Reviewed March 31, 2014
This rental provides all amentities for a relaxing vacation. Just pack your clothes and toiletries, pick up some food and beverages and you are all set for a nice relaxing stay...
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From
$96
Per Night
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1 / 15
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1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (9) Make Inquiry
Amenities & Details
  • Ceiling Fans
  • Microwave
  • Washer
  • Parking
  • Dryer
  • DVD Player
  • Stove
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This Siesta Key Studio was renovated and refurbished in November 2013 it has all new furnishings throughout and is accompanied by a secluded outside area with table and chairs, BBQ and reclining sun loungers surrounded by tropical plants and foliage. Easy access - no stairs. Fully equipped... View all property information
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4 of 5 stars Reviewed January 23, 2015
This was our 1st visit to Siesta Key, so we had no idea where to stay. Boy, did we luck out! Around the corner is the heated pool & powdery sand beach. Beach towels & chairs are...
1 of 5 stars Reviewed January 13, 2015
We had communicated with Derek Hall in April, 2014, and was sent this message -"You will be met at the property by our representative, Suzie, her number is ..." At noon on the day...
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From
$150
Per Night
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1 / 13
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1 Bedroom, 2 Bathrooms, Sleeps 4
Bookings
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • DVD Player
  • Ceiling Fans
  • Refrigerator
  • Microwave
  • TV
  • VCR
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
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About this property
April Monthly Special - Entire Month- $3200.00 if Booked Now!!! Your seasonal Home away from home! One bedroom---2 BATHROOMS ! This is my Home- not someone's investment!! Chance for great seasonal Siesta deal. Hopefully you will return next year! Great for... View all property information
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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Amenities & Details
  • Gym
  • Stove
  • Parking
  • Grill
  • Refrigerator
  • Dishwasher
  • Patio
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
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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$214
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2 Bedrooms, 1 Bathroom, Sleeps 4
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  • Wi-Fi
  • Refrigerator
  • Gym
  • Microwave
  • Ceiling Fans
  • Dishwasher
  • Air Conditioning
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • 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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$82
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Washer
  • Grill
  • Stove
  • Dryer
  • Refrigerator
  • Parking
  • DVD Player
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • 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 December 27, 2014
We rented from Michel and Aida in for a month and then again when we needed to return a couple of weeks later. They were easy to contact and responded to emails promptly. Their...
4 of 5 stars Reviewed August 7, 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...
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$115
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2 Bedrooms, 1 Bathroom, Sleeps 5
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Amenities & Details
  • Parking
  • Microwave
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  • DVD Player
  • Patio
  • Washer
  • TV
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
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 November 26, 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 November 22, 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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$167
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Ceiling Fans
  • Washer
  • Microwave
  • VCR
  • Stove
  • Dryer
  • Refrigerator
  • Stereo System
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
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  • Smoking allowed
  • 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 August 6, 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 August 1, 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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$1,050
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Patio
  • Fireplace
  • Stove
  • Dryer
  • Garage
  • DVD Player
  • Microwave
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
A spacious 2 bedroom 2 bath Townhouse, with a 2 car garage and extra guest parking. Stroll down a private road (about 300 yards) to the #1 Beach in the U,S. You are in the Resorts of of Sara Sea and just a couple of blocks from restaurants, grocery, sports rentals and ice cream ! The Great room... View all property information
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5 of 5 stars Reviewed June 15, 2014
We really enjoyed our stay at Sandy Toes , the location was perfect , just a walk to one if the best beaches in the world. Just a short walk to restaurants and shopping in the...
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$211
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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  • Gym
  • Shared Outdoor Pool...
  • Air Conditioning
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Island House Beach Resort! Siesta Key Florida - Crescent Beach. This beautifully maintained complex is located on one of the finest beaches in central Florida. The condo is 2 bedrooms, 2 baths, 1300 sq. ft. and is on the 4th floor. It has a large living area, dining area, fully equipped kitchen (... View all property information
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$495
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4 Bedrooms, 2 Bathrooms, Sleeps 11
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  • Dryer
  • Patio
  • Parking
  • Dishwasher
  • Refrigerator
  • Washer
  • DVD Player
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Beautiful location for weddings, receptions, anniversary parties, family reunions and corporate events. Give us a call for more information and package deals. Directly overlooking breathtaking views of private beach on North end of Siesta Key. Just renovated everything brand new. Four bedrooms, 2... View all property information
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$125
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1 Bedroom, 1 Bathroom, Sleeps 4
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  • Number Of Bedrooms
  • # Of Bathrooms
  • Guest Count
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Beautiful, newly renovated, beach front apartments on Siesta Key. One bedroom, one bathroom with jacuzzi tub, all linens, full size modern kitchen, living room with full size futon couch, flat screen tvs in the living room and bedroom with Verizon Fios, NBA League Pass, all premium channels, free... View all property information
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5 of 5 stars Reviewed November 13, 2014
Unbelievable Siesta Key gem! Overlooking a private beach! ALL AMENITIES!! Best price I have found with this view! Why didn't I find this sooner?!
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$1,050
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • DVD Player
  • Parking
  • Dishwasher
  • Fireplace
  • Grill
  • Safe
  • Refrigerator
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
A short stroll down a private road to the #1 Beach in the US. You will love the location - you are located in the Resorts of SaraSea community and can walk to everything you might need or want... Grocery, restaurants, ice cream, pizza, sports rentals, drugstore or boat rental. You have your own... View all property information
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$227
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4 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Washer
  • DVD Player
  • Stove
  • Parking
  • Dishwasher
  • Garage
  • TV
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Very spacious, air-conditioned 4 bed detached ranch-type Villa on Siesta Key Bayside. Sleeps 8, 1 King, 1 Queen, 2 Full and 2 twin beds. 1 month minimum Jan-March, 2 week minimum April -Dec. Maximum 3 cars . Large Heated Communal pool, Own Outdoor patio area with BBQ , Table, seating and sun... View all property information
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$260
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4 Bedrooms, 3 Bathrooms, Sleeps 12
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Amenities & Details
  • Fax
  • Parking
  • Satellite TV
  • Microwave
  • Gym
  • Stove
  • Refrigerator
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Island House Beach Resort - This unit is a duplex unit and can be rented as 4 bedroom, 3 bath unit. There are private entrances. The downstairs unit is 2 bedrooms, 2 baths. fully equipped kitchen, 3 tv's, dvd, dining area, lanai, central heat/air. The upstairs unit is 2 bedrooms, 1 bath, full... View all property information
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$240
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4 Bedrooms, 5 Bathrooms, Sleeps 10
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  • # Of Bathrooms
  • Guest Count
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
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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$425
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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  • Stove
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  • Washer
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  • Grill
  • Ceiling Fans
  • Patio
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Two story, 3 bedroom, 2 bath unit, designer decorated, with amazing views of the Gulf from every room! Look no further. This unit has everything imaginable and you literally step out of your unit and the crystal white sands of Siesta Keys number one beach are under your feet. We are located at the... View all property information
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$800
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • TV
  • Stereo System
  • Microwave
  • Stove
  • Grill
  • Ceiling Fans
  • Washer
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
This luxurious two bedroom/two bath condo is located on the beach on Siesta Key, an island off the coast of Sarasota. Siesta Key boasts miles of white sugar sand beaches, and a public beach which was rated #1 in the U.S. this year and is regularly rated in the top 10 beaches in the world. Walk... View all property information
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5 of 5 stars Reviewed August 7, 2014
We stayed for two weeks and did not have anything to complain about. The beach was a short walk and the cabana had everything you needed to spend the day including seats and...
5 of 5 stars Reviewed July 15, 2013
We have just recently spent two weeks of our three week vacation at the Baytree Club on Siesta Key. The condo, location and Siesta Key were just perfect. The condo's position is...
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From
$973
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • DVD Player
  • Refrigerator
  • Parking
  • Patio
  • TV
  • Microwave
  • Grill
  • VCR
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • 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 December 29, 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 May 10, 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
$221
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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Amenities & Details
  • Patio
  • TV
  • Dryer
  • Washer
  • Stereo System
  • Grill
  • Dishwasher
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
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 December 3, 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 December 1, 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
$295
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Stove
  • Washer
  • Microwave
  • Fireplace
  • Garage
  • TV
  • Dishwasher
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • x
  • Smoking allowed
  • Elder access
  • x
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 August 3, 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
$180
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Microwave
  • Dryer
  • TV
  • Dishwasher
  • Refrigerator
  • Grill
  • DVD Player
  • VCR
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
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 August 15, 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 June 24, 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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From
$115
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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Amenities & Details
  • Microwave
  • TV
  • Refrigerator
  • Parking
  • Patio
  • Grill
  • DVD Player
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
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 October 31, 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 August 10, 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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$214
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Hairdryer
  • Patio
  • Porch
  • Central Heating
  • Internet Access
  • TV
  • Water Views
  • Safe
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
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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From
$250
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • TV
  • Grill
  • Dryer
  • Patio
  • DVD Player
  • Dishwasher
  • VCR
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
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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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.