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Vacation Rentals in Siesta Key, FL

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From
$100
Per Night
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1 / 14
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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$110
Per Night
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1 / 16
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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$82
Per Night
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1 / 14
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$699
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
$67
Per Night
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1 / 12
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2 Bedrooms, 2 Bathrooms, Sleeps 7
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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
$600
Per Week
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1 / 15
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2 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • There Is A Golf...
  • Balcony
  • Terrace
  • Air Conditioning
  • Central Heating
  • Shared Yard
  • Towels Provided
  • Linens Provided
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • 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
$115
Per Night
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1 / 14
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2 Bedrooms, 1 Bathroom, Sleeps 5
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Details Reviews (5) Make Inquiry
Amenities & Details
  • DVD Player
  • Refrigerator
  • Parking
  • Grill
  • Stove
  • Patio
  • Microwave
  • Dishwasher
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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From
$105
Per Night
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1 / 22
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1 Bedroom, 1 Bathroom, Sleeps 4
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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
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 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...
5 of 5 stars Reviewed May 28, 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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From
$49
Per Night
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1 / 15
1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Dryer
  • Satellite TV
  • Microwave
  • Washer
  • Ceiling Fans
  • Air Conditioning
  • Hairdryer
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Visit our website www.RentSiestaKey.com under the property name 'Beach Road - Capri' for current rates This freshly renovated unit is located just across the street from Siesta Key public beach. Simple and elegant furnishings include a Queen-size bed, queen sleeper sofa, 32' LED TV, small but very... View all property information
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5 of 5 stars Reviewed August 3, 2014
We had an excellent time. The room was perfect for an anniversary getaway. Beach access was right across the street. The kitchen made it easy to buy some easy lunch groceries for...
5 of 5 stars Reviewed June 22, 2014
I absolutely loved this place!!! The location was perfect. The kitchen had everything we needed. The bathroom was nice and beautifully updated! It has off street parking in a safe...
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From
$3,000
Per Week
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1 / 15
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4 Bedrooms, 3 Bathrooms, Sleeps 8
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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
$1,050
Per Week
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1 / 11
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2 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Sauna
  • TV
  • Stove
  • Microwave
  • Washer
  • Dishwasher
  • Grill
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • Smoking allowed
  • 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
$125
Per Night
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1 / 32
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2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
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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
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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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
$87
Per Night
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1 / 17
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2 Bedrooms, 2 Bathrooms, Sleeps 5
Booking
Details Make Inquiry
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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From
$163
Per Night
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1 / 12
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (5) Make Inquiry
Amenities & Details
  • TV
  • DVD Player
  • Stove
  • Air Conditioning
  • Dishwasher
  • Fax
  • Refrigerator
  • Satellite TV
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 - The large 2 bedrooms, 2 bath unit is appox. 1000 sq. ft. It has a large living room, dining room, fully equipped kitchen, all appliances, screened lanai, covered parking, central ac/heat, free wi-fi in unit!. The unit has a king size... View all property information
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From
$171
Per Night
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1 / 25
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Studio, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Refrigerator
  • Internet Access
  • Local Guides/Maps
  • Linens Provided
  • Microwave
  • Air Conditioning
  • TV
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • 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
$135
Per Night
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1 / 17
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2 Bedrooms, 1 Bathroom, Sleeps 5
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Details Reviews (17) Make Inquiry
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
$217
Per Night
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1 / 42
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3 Bedrooms, 2 Bathrooms, Sleeps 10
Booking
Details Reviews (28) 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 November 26, 2014
I have stayed at this property for the last few years due to the great location, one block from the resturants, and great beach outside. The owner has clearly been keeping the...
5 of 5 stars Reviewed November 18, 2014
We recently stayed here having heard good things about Siesta Key and how close we were to the beach. We were not disappointed! This property has great beach access and is a short...
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From
$121
Per Night
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1 / 34
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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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
$179
Per Night
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1 / 28
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Dishwasher
  • Ceiling Fans
  • Patio
  • Microwave
  • Refrigerator
  • Washer
  • Parking
  • Stereo System
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Visit our website www.RentSiestaKey.com under the property name 'House of the Sun #410' for current rates This newly renovated two bedroom/two bath condo accommodates four comfortably and offers tropical décor and tile throughout. Once inside you will find a fully equipped kitchen with updated... 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
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Details Reviews (3) 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 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...
5 of 5 stars Reviewed August 4, 2014
Great vacation rental. Stayed with my spouse and three kids. Plenty of space and the apartment has everything you will need for a day at the beach (cooler, umbrella, chairs etc...
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From
$1,064
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 Inquiry
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 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
$180
Per Night
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1 / 17
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Reviews (3) Make Inquiry
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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From
$150
Per Night
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1 / 17
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (2) Make Inquiry
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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From
$163
Per Night
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1 / 12
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (3) Make Inquiry
Amenities & Details
  • Fax
  • Microwave
  • DVD Player
  • Air Conditioning
  • Stove
  • Refrigerator
  • TV
  • Satellite TV
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 - The lovely villa is located on the widest part of Crescent Beach. It is approx. 1000 sq. ft. and is 2 bedrooms, 2 baths. The villa has a large living area, dining area, fully equipped kitchen, all appliances, central ac/heat, screened... View all property information
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From
$240
Per Night
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1 / 23
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4 Bedrooms, 5 Bathrooms, Sleeps 10
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Amenities & Details
  • # 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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From
$170
Per Night
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1 / 17
Payment Protection
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
$234
Per Night
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1 / 19
Payment Protection
4 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
Details Make Inquiry
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 4 bed detached 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 Communal pool, Outdoor patio area with BBQ , seating and sun loungers. Situated close to Fishing Pier.... View all property information
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From
$117
Per Night
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1 / 23
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 4
Booking
Details Make Inquiry
Amenities & Details
  • Dryer
  • Washer
  • Stereo System
  • Parking
  • Stove
  • Microwave
  • Refrigerator
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Step out the back door to stroll along the garden, boat dock and canal. Spacious first floor 2 bed/1.5 bath unit. Ceramic tile throughout, light and bright Florida appeal with touches of Pottery Barn decor. Living room offers a leather sectional sofa and TV/DVD and high speed internet connection.... View all property information
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From
$928
Per Night
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1 / 23
7 Bedrooms, 5 Bathrooms, Sleeps 16
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Amenities & Details
  • Patio
  • Refrigerator
  • Stove
  • DVD Player
  • Hot Tub
  • Dishwasher
  • Grill
  • Garage
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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
$200
Per Night
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1 / 13
Payment Protection
2 Bedrooms, 3 Bathrooms, Sleeps 4
Booking
Details Make Inquiry
Amenities & Details
  • Refrigerator
  • Dishwasher
  • Ceiling Fans
  • Deck
  • Satellite TV
  • Microwave
  • Air Conditioning
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
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  • Smoking allowed
  • Elder access
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About this property
Fabulous townhouse turn key furnished 2/br 21/2 baths overlooking the intercoastal waterway with two master suites upstairs with 2 private balconies. Down stairs large living room with screen lanai overlooking the beautiful waters of the intercostal, relax and watch the yachts go by or walk down to... View all property information
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Patio
  • Refrigerator
  • TV
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
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  • Smoking allowed
  • Elder access
  • x
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About this property
Spacious house with 2 large en-suite bedrooms with balconies, split over two levels with separate access available to each level. Separate living room, dining room, a fully equipped kitchen complete this Old Florida Style getaway. Facilities include laundry room, satellite TVs in lounge area and... View all property information
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  • Garage
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
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  • ?
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  • Elder access
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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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1 Bedroom, 1 Bathroom, Sleeps 4
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  • DVD Player
  • Dryer
  • Ceiling Fans
  • Washer
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Very clean, bright & airy 1 bedroom, single- story cottage. Ebb Tide Villa #1 is waiting for you... - Beautiful, large, heated pool with plenty of loungers for relaxing. - Private, gated access to world renowned Crescent Beach, famous for its powdery, white, quartz sand and gorgeous sunsets! Both... View all property information
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5 of 5 stars Reviewed December 17, 2014
Fantastic location had a great time got to meet the owner which is a rarity very pleasant lady very clean location very short walk to the beach the beach is fantastic would highly...
5 of 5 stars Reviewed November 3, 2014
Sue was wonderful to us and Ebb Tide is clean, convenient and comfortable. One of our beach chairs was broken and Sue had a new one to us the next morning! The pool is just...
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
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  • 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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  • Stereo System
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
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  • 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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$93
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1 Bedroom, 1 Bathroom, Sleeps 4
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  • Stove
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  • Safe
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  • Parking
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
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 September 30, 2014
Was an excellent experience renting this villa. The beach is divine, it's a very friendly community, everything you need is close by. The villa owner was exceptional to...
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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  • Hairdryer
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  • Porch
  • Central Heating
  • Internet Access
  • TV
  • Water Views
  • Safe
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
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  • 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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1 Bedroom, 1 Bathroom, Sleeps 2
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
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  • Smoking allowed
  • Elder access
  • x
About this property
Lovely top floor tropical condo sits directly on beautiful Sarasota bay. breathtaking views and breezes from the top floor balcony. Gulf views from the kitchen window. just steps to beautiful turtle beach. Condo has been recently updated and decorated. Has one of the best and largest lap pool on... View all property information
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6 Bedrooms, 2 Bathrooms, Sleeps 14
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  • Stove
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
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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2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Microwave
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  • DVD Player
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  • Gym
  • Garage
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • 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 May 18, 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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3 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Microwave
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  • Parking
  • TV
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Gulf front luxury on the beach. Complete renovation in 2014. 3 bedroom, 2 bath condo. No expense was spared. Stainless steel appliances, travertine tile, throughout. Marble counters in kitchen. Polo linens, Ralph Lauren towels. Flat screens, wireless internet, Apple Tv, Ceiling fans in all... View all property information
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5 of 5 stars Reviewed March 25, 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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$211
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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  • Patio
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  • Washer
  • Stereo System
  • Grill
  • Dishwasher
  • Microwave
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  • 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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$2,895
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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  • Patio
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  • Refrigerator
  • Microwave
  • Washer
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Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
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 January 28, 2014
This condo provides everything a family needs for a delightful vacation. The kitchen, bathrooms and bedrooms are as fully equipped as those of a regular home; the lanai and the...
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$215
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1 Bedroom, 1 Bathroom, Sleeps 5
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  • Washer
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  • Dryer
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
The Royal Palm is a comfortable Florida keys cottage on Siesta Key between Siesta Village and the #1 beach in the world. Shopping and dining are a few steps from your front door. The beach is a few steps in the other direction. Coffee first or beach first? These are your problems at Siesta Pearl.... View all property information
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Refrigerator
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  • Safe
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  • DVD Player
  • Dishwasher
  • Washer
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
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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  • Ceiling Fans
  • Washer
  • Microwave
  • VCR
  • Stove
  • Dryer
  • Refrigerator
  • Stereo System
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • 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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2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
With the Bay in back and the Gulf in front, our condo at Excelsior 107 sits on a little strip of paradise! Located in a luxurious resort with everything from heated pools and outdoor grills to private beach access, it's a tropical getaway on one of the world's finest beaches. Just yards from the... View all property information
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Do you have children who'll delight in the geckos and insects they can discover in the garden? Or do you love nature and the sight and scents of tropical flowers? An idyllic ocean side condo perfect for energetic kids or families seeking added privacy, Siesta Dunes Beach 38A is your perfect... View all property information
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5 of 5 stars Reviewed October 13, 2014
Nice unit. Loaded. Parking ids a few steps away with storage room with a lot of different stuff. Walking distance to the beach is about 5-7 mins. About 5 mins walking distance to...
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4 Bedrooms, 3 Bathrooms, Sleeps 12
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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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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.