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Vacation Rentals and Bungalows in Siesta Key, FL

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    1 / 17
    4.5 of 5 stars (3) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4
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    1 / 24
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 / 25
    5 of 5 stars (1) Excellent
    Studio, 1 Bathroom, Sleeps 2
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    1 / 16
    5 of 5 stars (8) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5
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    • Washer
    • Dryer
    • TV
    • Air Conditioning
    • Stereo System
    • Patio
    • Wi-Fi
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • x
    About this property
    BIG FALL SALE !!! Oct 10 to Dec 19 GREAT Value !!! MVPROPERTIES AT SIESTA KEY 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 both. The... View all property information
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    Siesta Key, Florida 34242
    4 of 5 stars Reviewed August 15, 2015
    Ideally situated 2 minutes from the beach, restaurants,shops and 7 eleven. Very clean accommodation has everything that you need but does need a little refurb ie furniture...
    5 of 5 stars Reviewed August 10, 2015
    We had a great stay here. The owners were VERY pleasant. Everything that you would need for a beach vacation with a toddler was included and readily available. The place was...
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    1 / 18
    4.5 of 5 stars (3) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4
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    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • There Are Tennis...
    • Stereo System
    • Watersports Nearby
    • DVD Player
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    September and October------ Extended Summer Rates---- if Booked Now! $100.00 per nights for 7 nights---- or $125.00 per night for shorter stays plus .12% tax... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed June 2, 2015
    My husband and our 2 girls (ages 9 and 4) fully enjoyed our time at this property! It's close to the beach, includes a nice pool, comfortable beds, 2 bathrooms, it's within...
    4 of 5 stars Reviewed February 17, 2015
    My friend & I stayed here in Feb. for a week. The location is excellent-right where you want to be. Remember you may hear traffic, garbage trucks, etc. since it is near the...
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Children's Pool
    • Waterfront
    • Watersports Nearby
    • Wi-Fi
    • Private Fishing...
    • Air Conditioning
    • Ocean Views
    • Sauna
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    You will feel like you have arrived in Paradise when you enter the lobby. The facility is more like a resort than a condominium. Unit has 2 bedroom, 2 baths, split plan. Both bedrooms and living room open to screened lanai facing the Gulf of Mexico. Perfect setting for 4 adults or for a family with... View all property information
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    Siesta Key, Florida 34242
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    1 / 36
    5 of 5 stars (6) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4
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    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Washer
    • Watersports Nearby
    • Dryer
    • Patio
    • DVD Player
    • Wi-Fi
    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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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed July 2, 2015
    Loved this place! The whole place is clean neat and well kept. The amenities are up to date and the rooms are very comfortable. The owner(s) are very helpful and great...
    5 of 5 stars Reviewed June 6, 2015
    It was perfect was nice and clean and walking distance to a private less crowded beach where we rented a kayak and stayed on the water all day. The water is so clear you can see...
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    1 / 30
    5 of 5 stars (34) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4
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    Amenities & Details
    • Air Conditioning
    • Washer
    • Stereo System
    • Satellite TV
    • DVD Player
    • Wi-Fi
    • Patio
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This bright, cheerful and newly redone condo 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 or 3 minute walk from... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed July 27, 2015
    This place was perfect! The beach was so close and the pool was so warm! We had a few days of rain, which everyone kept saying was so unusual for that area, but the place was...
    5 of 5 stars Reviewed July 8, 2015
    We thoroughly enjoyed our visit to Siesta Keys. We had heard about it from friends so we were excited about our trip. Sue was very accommodating and had everything in the condo...
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    $1,245
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amenities & Details
    • There Are Tennis...
    • Air Conditioning
    • Balcony
    • Grill
    • Wi-Fi
    • Ocean Views
    • Watersports Nearby
    • Elevator/Lift access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Located at CRESCENT ROYALE CONDOMINIUMS - one of the finest gated communities on Siesta Key - this 2 bedroom/2 bath PRIVATELY OWNED vacation condo is steps away from world famous, breathtaking Siesta Beach -- VOTED #1 BEST BEACH IN THE USA for 2011! This condo is nicely situated on the 2nd floor,... View all property information
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    Location Information
    Siesta Key, Florida 34242
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    $225
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    1 / 20
    5 of 5 stars (6) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amenities & Details
    • Washer
    • Satellite TV
    • Dryer
    • Wi-Fi
    • Air Conditioning
    • Refrigerator
    • Grill
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • 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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    Siesta Key, Florida 34242
    4 of 5 stars Reviewed May 6, 2015
    Just returned on Sunday from a week long stay in Siesta Keys at this three (3) bedroom apartment. The communication was great with easy arrival and clean accomodations. We were...
    5 of 5 stars Reviewed February 3, 2015
    The rental is completely renovated and beautifully decorated. Everything in the rental was in working order. The back yard/patio provided a delightful private space for BBQ’ing...
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    1 / 26
    5 of 5 stars (35) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4
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    Amenities & Details
    • Dryer
    • Stereo System
    • Washer
    • Air Conditioning
    • Satellite TV
    • Patio
    • DVD Player
    • Wi-Fi
    Suitability
    • 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 #1 offers all you need for a wonderful vacation at the beach. - Beautiful, large, heated, saltwater pool. - Private, gated access to world renowned Crescent Beach, famous for its powdery, white, quartz sand and gorgeous sunsets!... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed August 12, 2015
    The place was beyond our expectations, the location is perfect close to everything. The cottage is so cute and cozy, very clean it has everything you might need for your stay...
    5 of 5 stars Reviewed August 5, 2015
    Cozy and comfortable, Location close to Beach,Pool, Restaurants and shops. Owner available and most knowledgeable and very pleasant.
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    1 / 40
    4.5 of 5 stars (6) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4
    other travelers have booked this property
    Overview Reviews (6) Make Inquiry
    Overview Reviews (6)
    Amenities & Details
    • Dryer
    • Washer
    • Internet Access
    • DVD Player
    • Air Conditioning
    • Patio
    • Satellite TV
    • Grill
    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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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed August 13, 2015
    We had a relaxing time and the kids had a blast. Nice place with access to the beach and a private pool. Restaurants and shops within walking distance and a quick drive to the...
    5 of 5 stars Reviewed June 14, 2015
    We stayed for 2 days after a 4 day cruise. The bungalow was very nice and clean. It was inviting and seemed like a home away from home. It seems like the owners do keep items left...
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    $575
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    1 / 14
    5 of 5 stars (14) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amenities & Details
    • DVD Player
    • Stereo System
    • Air Conditioning
    • Sauna
    • Satellite TV
    • Watersports Nearby
    • There Are Tennis...
    • Wi-Fi
    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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    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed May 30, 2015
    We enjoyed strolling over to Siesta Beach for the sunsets. This would be a perfect place for beach lovers. While simply furnished and equipped, the apartment was beyond...
    5 of 5 stars Reviewed February 4, 2015
    Had a great time, close to the beach, very clean condo in a quiet area. Plenty of restaurants and stores nearby.
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    $135
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    1 / 16
    5 of 5 stars (20) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5
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    Amenities & Details
    • Patio
    • Grill
    • Washer
    • Air Conditioning
    • Stereo System
    • Dryer
    • Satellite TV
    • Wi-Fi
    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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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed August 11, 2015
    My family and I stayed in this 2 bedroom, one bath apartment from 8/1 - 8/7/15 and from the moment we arrived, we fell in love with the place, the décor, the location and all of...
    5 of 5 stars Reviewed August 1, 2015
    This unit is exactly what's in the picture, nothing hidden! It's a quiet location, which is prefect! The patio/porch is private and relaxing with beautiful trees. The beds were...
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    $125
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    1 Bedroom, 1 Bathroom, Sleeps 3
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    Overview
    Amenities & Details
    • Satellite TV
    • Wi-Fi
    • DVD Player
    • Watersports Nearby
    • Game Room
    • Air Conditioning
    • Staffed Property
    • Shared Tennis Court
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Great furnished Vacation Rental on Siesta Key, walk across the street to the #1 Beach in American. This condo is beautifully furnished and extremely well-maintained. It is kept Guest Ready year round. Just posted on FlipKey (June 2015) as Owner was living it and getting it ready for Guest... View all property information
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    Siesta Key, Florida 34242
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    1 / 30
    5 of 5 stars (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amenities & Details
    • Stereo System
    • Watersports Nearby
    • Shared Tennis Court
    • DVD Player
    • Internet Access
    • Satellite TV
    • Deck
    • Air Conditioning
    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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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed July 12, 2015
    from the moment we booked till the moment we left we felt special by michelle. my mum was with us and michelle answered all questions about disabled access etc..she even left us a...
    5 of 5 stars Reviewed July 7, 2015
    We love Michelle's condo! it's spotless, roomy, extremely comfortable and offers so many fabulous amenities including beach chairs, umbrella and beach cart. The gorgeous beach is...
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    $250
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    1 / 22
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amenities & Details
    • Water Views
    • Stereo System
    • DVD Player
    • Watersports Nearby
    • Staffed Property
    • TV
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    LAST MINUTE DEALS NOW AVAILABLE AUGUST - JANUARY at our luxurious Villa at Crystal Sands on Siesta Key Beach Florida - sleeps 6 and includes everything your family needs for your stay at the #1 beach in the USA. This Villa has easy access to the beach without leaving the property or crossing... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed June 29, 2015
    this condo was fantastic. So close to beach and village . There was not a need that wasn't meant. Refrigerator stove microwave washer dryer computer . very clean . Couldn't ask...
    5 of 5 stars Reviewed June 22, 2015
    The condo was just right. We were thrilled to have the beach chairs, coolers, wagons and other beach essentials. And the 2 fridges was perfect - we loaded one up with the drinks...
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    1 / 25
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Amenities & Details
    • Internet Access
    • DVD Player
    • Satellite TV
    • Private Fishing...
    • Air Conditioning
    • Sauna
    • Water Views
    • Waterfront
    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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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed April 7, 2015
    This beautiful beach home had everything you needed to make your stay very enjoyable. Very clean,loved the beautiful view every morning.Enjoyed the shopping and the walks to the...
    5 of 5 stars Reviewed April 1, 2015
    The view was beautiful. We heard the ocean at night. Everything in the apartment was clean. There was a surprising amount of room and privacy for a 2 bedroom. It is also very...
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    3.5 of 5 stars (4) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amenities & Details
    • Private Outdoor...
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Internet Access
    • Waterfront
    • Private Fishing...
    • Watersports Nearby
    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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    Location Information
    Siesta Key, Florida 34242
    1 of 5 stars Reviewed April 8, 2015
    We stayed at this unit for 8 weeks. Had we not paid in advance I wouldn't stayed here 8 hours. The good points: None. Actually that's not totally true; the neighbors are...
    4 of 5 stars Reviewed August 21, 2014
    all people are going to take this one way or the other .we wasnt looking for a fancy place with wifi and all of that because u are on vacation . and its a time to enjoy . not stay...
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    $725
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Overview
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Water Park Nearby
    • Washer
    • Internet Access
    • Satellite TV
    • Game Room
    • Shared Tennis Court
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    We have a great unit with everything you need for a wonderful vacation. There is a full kitchen, full size washer/dryer, a screened lanai which overlooks our Newly Renovated - Heated Pool! All towels and linens are provided. A balcony off the Master Bedroom also overlooks the pool and a 3rd... View all property information
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    Location Information
    Siesta Key, Florida 34242
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    1 / 15
    2 of 5 stars (3) Poor
    4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Amenities & Details
    • Internet Access
    • DVD Player
    • Private Outdoor...
    • Boat Available
    • Washer
    • Dryer
    • Air Conditioning
    • Satellite TV
    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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    Siesta Key, Florida 34242
    2 of 5 stars Reviewed May 13, 2015
    I did not post anything after our stay. We experinced the same issues as the other reviewers. They pretty much took our money and ran. We had numerous issues, no instructions...
    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...
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    $600
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    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • There Are Tennis...
    • Refrigerator
    • Wi-Fi
    • Watersports Nearby
    • Grill
    • Sauna
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Our two bedroom condo is a five minute walk to one of the most beautiful beaches in the world. Siesta Key is famous for its pure white sand and crystal clear water. It is always ranked near the top of the best beaches in the country. After a day in the sun you can return to a quiet and lush... View all property information
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    Siesta Key, Florida 34242
    From
    $220
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
    other travelers have booked this property
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    Overview
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    • Waterfront
    • Housekeeping...
    • Wi-Fi
    • DVD Player
    • Watersports Nearby
    • Air Conditioning
    • Satellite TV
    • Boat Available
    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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    Siesta Key, Florida 34242
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    2 Bedrooms, 1 Bathroom, Sleeps 4
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    Beautifully renovated units - exquisite decor!! Original owner belonged to the prominent Ringling family locally. Locally directly across from Siesta Beach with immediate access - These units have all new furnishings - totally beautiful!! Walking distance to the village - shopping, restaurants... View all property information
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    Siesta Key, Florida 34242
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    This condo was recently updated by a local Florida interior decorator. It has the perfect Florida vacation vibe with a family friendly layout. You will be relaxing within minutes of unloading luggage. Unlike most properties on the island, this condo features carpet for comfort and safety. There... View all property information
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    Siesta Key, Florida 34242
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    $159
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    Studio, 1 Bathroom, Sleeps 2
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    • x
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    About this property
    Great location!! Right across the street from Siesta Key Beach Access #7 !! Newly renovated, beautifully decorated studio for two with full kitchen if you wish to cook and fully stocked. Located within walking distance of shopping and dinning. Cable TV, free WIFI, and free laundry use right on... View all property information
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    Siesta Key, Florida 34242
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    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Grill
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    • Pet-friendly
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    • x
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    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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    Siesta Key, Florida 34242
    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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    5 of 5 stars (11) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    • There Are Tennis...
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    • ?
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    • ?
    About this property
    STAY IN YOUR OWN PRIVATE HOME ON SIESTA KEY - Fantastic Siesta Quarters Vacation Home!. Come make yourself at home in a nationally known artist's private residence on the exclusive north end of beautiful Siesta Key. Graciously appointed three bedroom, two bath with quality furnishings offered fully... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed July 6, 2015
    After our experience last year in Siesta Key (see my previous review), we again decided to stay at Siesta Quarters post our visit to Disney for some Mr & Mrs Sports Bags R&R time...
    5 of 5 stars Reviewed June 11, 2015
    My family and I stayed at this home for one week in June 2015. We were so impressed with the attention to detail made by the owners. The house came stocked with all you would...
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    4 of 5 stars (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4
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    • x
    About this property
    YOUR PRIVATE GETAWAY ON THE KEY ASK ABOUT OUR SUMMER SPECIALS!!!!!!!!! Does not include Weekends or Holidays!!! Looking to relax, 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... View all property information
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    Siesta Key, Florida 34242
    4 of 5 stars Reviewed May 22, 2015
    Nice overall for what we needed-good location for beach hoppers like ourselves. Could get to Lido beach and turn around and go to Venice beach with still many beaches between...
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • There Are Tennis...
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    • DVD Player
    • Private Outdoor...
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    • Pet-friendly
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    • x
    • x
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    • x
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    About this property
    Vacation is all about an escape with the ones you love. Laughing, sharing magical moments that become part of wonderful memories that bonds bonds each of us to an experience with each other. It is our well deserved break in life that should be cherished. We hope we can provide the start of your... View all property information
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    Siesta Key, Florida 34242
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    4 of 5 stars (8) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4
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    • Staffed Property
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    BOOK NOW for Autumn _ Best Rates of the Year ! 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... View all property information
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    Siesta Key, Florida 34242
    4 of 5 stars Reviewed August 12, 2015
    I was very nervous about using this site, due to the great prices and fake looking pictures. I just don't trust anything on the internet. My girlfriend showed me the site, I...
    5 of 5 stars Reviewed July 27, 2015
    Was Great! Very clean,well furnished,had everything anyone would need ,even down to A blow dryer.Very impressed,would recommend to anyone,&very affordable. Beach within walking...
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    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Private Fishing...
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    • Ocean Views
    • Waterfront
    • Water Views
    • Wi-Fi
    • Pool Table
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    • Pet-friendly
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    • x
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    • 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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    Siesta Key, Florida 34242
    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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    5 of 5 stars (3) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Water Views
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    • Internet Access
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    • Pet-friendly
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    • x
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    About this property
    PLEASE BOOK THRU ME, CARRIE CAUDILL, FLORIDA, DO NOT SEND MONEY TO ANOTHER PERSON OR STATE. PLEASE CONTACT THE OWNER FOR PRICES AND DATE'S, DON'T GO BY FLIPKEY'S, CARRIE 941-587-4794 siestakeycarrie@gmail.com My ground floor rental is directly on the beach on the Gulf of Mexico, with... View all property information
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    Siesta Key, Florida 34242
    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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    4.5 of 5 stars (6) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • DVD Player
    • Elevator/Lift access
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    • Water Views
    • Waterfront
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    • Stereo System
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • 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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    Siesta Key, Florida 34242
    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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    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Ping Pong Table
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    • Pet-friendly
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    • x
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    • x
    About this property
    Fabulous home on Siesta Key (Sarasota)( two weeks minimum stay ). 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... View all property information
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    Siesta Key, Florida 34242
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    4.5 of 5 stars (3) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5
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    • Washer
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    • Pet-friendly
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    • Child-friendly
    • x
    • ?
    • ?
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    • 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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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed July 30, 2015
    I just wanted to say that if it wasn't for the comfort of this place my family would have had a real bad week. It rained everyday but 1 and that is unusual . With that being said...
    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...
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    5 of 5 stars (37) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10
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    • DVD Player
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    • Waterfront
    • Air Conditioning
    • Internet Access
    • Fireplace
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    • Pet-friendly
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    • ?
    • ?
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    • 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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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed August 6, 2015
    House was everything and more! Very comfortable and decorated beautifully. It was a great family vacation. We had 4 children under the age of 8 and there was plenty of room. Walk...
    5 of 5 stars Reviewed June 22, 2015
    We have rented vacation homes all over the country and this was by far our best experience yet. This is truly a home away from home. We were wanting for nothing. The beach gear...
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    2 Bedrooms, 2 Bathrooms, Sleeps 5
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    • Parking
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    • Pet-friendly
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    • x
    • x
    • x
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    • x
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    About this property
    A short walk to the softest sand on the planet! Located in quieter South Village, yet within walking distance to everything. Enjoy the pool, beach, restaurants, sunsets, etc. Unit totally renovated last summer. New King bed in master bedroom. Guest bedroom has a queen and a twin. Fully... View all property information
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    Siesta Key, Florida 34242
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    $610
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    2 Bedrooms, 2 Bathrooms, Sleeps 5
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    • Sauna
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    • x
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    Harbor Towers Yacht and Racquet Club Unit 503 provides one of the best views in the building (fifth floor facing south/east). The glass enclosed Lanai with floor-to-ceiling sliding glass doors provides bright sunlight during the morning and afternoon with excellent views of the intercostal water... View all property information
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    Siesta Key, Florida 34242
    From
    $100
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    1 Bedroom, 1 Bathroom, Sleeps 3
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    • ?
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    • x
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    About this property
    Thanks for viewing our listing. This condo is located in the heart of Siesta Key Village which has numerous restaurants, bars, shops and a grocery store and is only 1 block from the beach! The best of both worlds as everything you need is within walking distance. This studio unit was completely... View all property information
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    Siesta Key, Florida 34242
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    $910
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    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Pet-friendly
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    • Child-friendly
    • x
    • x
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    • x
    About this property
    Condo has been remodelled with newly painted rooms, new flooring throughout. New king size tempurpedic bed in the master bedroom with duvet cover for your comfort with 3 pce bathroom. 2nd bedroom has 2 new single beds and can be combined together to make a king size bed. Again with soft duvet... View all property information
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    Siesta Key, Florida 34242
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    $86
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • There Are Tennis...
    • Sauna
    • Waterfront
    • Watersports Nearby
    • DVD Player
    • Air Conditioning
    • TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Elder access
    • x
    • x
    About this property
    Please also visit siestakey-whitesands with the usual US ending. There you'll find lots of usedul information on the condo and a travel guide. White Sands Village is located on Siesta Key, just few steps from Siesta Beach and directly on the canal across from Philippee Creek. Highlights of White... View all property information
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    Siesta Key, Florida 34242
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    1 / 24
    4.5 of 5 stars (5) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Internet Access
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    • Deck
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    • Pet-friendly
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    • x
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    • x
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    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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    Siesta Key, Florida 34242
    4 of 5 stars Reviewed July 8, 2015
    Sandy Toes is perfectly located near what might be the best beach I have been to here in the US. The property is well kept and Joe who is the overseer was so helpful to us! The...
    5 of 5 stars Reviewed April 15, 2015
    My husband and I rented the condo for a week with three teenage boys and had a fantastic time. We have been to Siesta Key before but the location to the beach, restaurants, and...
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    5 of 5 stars (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Fireplace
    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • 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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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed June 22, 2015
    We stayed at Sandy Toes 2 years in a row now and had a great vacation both times. The townhouse is very nice and has everything you need to feel at home. Kathey, the owner is very...
    5 of 5 stars Reviewed April 21, 2015
    We had a really lovely, restful week staying here after a hectic week in Orlando. Siesta Beach is beautiful and our children loved playing with the white, soft sand and swimming...
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    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Satellite TV
    • Balcony
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    • Stove
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    • Pet-friendly
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    • x
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    About this property
    Island House Beach Resort - Siesta Key Florida - Crescent Beach. This beautifully maintained complex is located on the widest part of one of the best beaches in Central Florida. This 2nd floor condo offers views of palm trees, white sand and the turquoise waters of the Gulf of Mexico. The view is... View all property information
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    Siesta Key, Florida 34242
    From
    $200
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • x
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    About this property
    Location: Fisherman's Haven, 9150 Blind Pass Rd #203, Siesta Key, Florida South West, Florida, USA (Tampa Int'l Airport, Busch Gardens - 1 hr; Disney - 2 hrs). Accommodations: Condo, 2 Bedrooms + Convertible bed(s), 2 Baths (Sleeps 6) Approximatly 1700 total square feet. Island living in this... View all property information
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    Siesta Key, Florida 34242
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    $1,400
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Staffed Property
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    • Wi-Fi
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    • Hot Tub
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    About this property
    beautifull, totally remodeled condo ,fully porcelain tiled, new cherry kitchen cabinets, stainless appliances, granite and lanai overlooks pool with small view of #1 beach in U.S. fully furnished with 3 TV, cable and internet and utilities included. Local area offers fun , swimming , fishing,... View all property information
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    Siesta Key, Florida 34242
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    5 of 5 stars (7) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Amenities & Details
    • There Are Tennis...
    • Air Conditioning
    • Water Park Nearby
    • Wi-Fi
    • TV
    • Housekeeping...
    • Watersports Nearby
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    • 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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    Location Information
    Siesta Key, Florida 34242
    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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    4.5 of 5 stars (14) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    other travelers have booked this property
    Overview Reviews (14) Make Inquiry
    Overview Reviews (14)
    Amenities & Details
    • TV
    • There Are Tennis...
    • DVD Player
    • Ocean Views
    • Watersports Nearby
    • Wi-Fi
    • Air Conditioning
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    The condo benefits from its own private pool. The living room, master bedroom, and lanai (balcony) all have stunning ocean views. The lanai, with over $10,000 of new doors and windows, is furnished with a table and chairs to enable you to dine al fresco. There is also a comfortable couch to... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed July 31, 2015
    Loved our stay. Very comfortable beach getaway. Everything we needed was here. Great sunsets, beach, and pool. Saw two manatee, lots of pelican, and one turtle. The lanai...
    5 of 5 stars Reviewed July 29, 2015
    This condo was a great place for our family. The unit was clean and the owners we very easy to deal with when we were booking. The view was wonderful and we loved listing to the...
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    $211
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    5 of 5 stars (7) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Reviews (7) Make Inquiry
    Overview Reviews (7)
    Amenities & Details
    • DVD Player
    • Private Outdoor...
    • Internet Access
    • Air Conditioning
    • Satellite TV
    • Refrigerator
    • Dryer
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    GULF FRONT - GROUND FLOOR UNIT!! This spectacular 2 bedrooms, 2 baths unit is 1300 sq. ft. as is located on Crescent Beach. This condo offers a view of palm trees, white sand and turquoise waters of the Gulf of Mexico.Fully equipped kitchen, all appliances. The unit has a king size bed and 2 twins.... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed June 2, 2012
    What a great place. It has a wonderful view, great updates, everything you need to entertain, prepare meals, etc. The patio is comfortable with such a nice breeze. The beds...
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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.