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Siesta Key Beach Rentals

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    Travelers to Siesta Key are booking July dates now. Secure your vacation rental today, and have the perfect trip.
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    Sea Shell Condo-Right On Crescent Beach-Siesta Key1 / 24
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Beach Chic Retreat,  Siesta Key 3Bdrm Apartment1 / 20
    (11)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Siesta Key Townhouse across from Pristine Sand & B1 / 30
    (14)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    2 Bedroom  2 Bath  Home in Siesta Village1 / 9
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Patio
    • Grill
    • DVD Player
    • Parking
    • Satellite TV
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 23, 2017
    This location is amazing! Its a dream as soon as you enter the location. This is where I want to stay for a fun and relaxing family vacations. The location is super close to...
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    About this property
    This charming tropical 1,320 sq.ft. 2 bedroom 2 bath home is located within the heart of Siesta Key Village and a block away from the famous Siesta Key Beach. Walk to everything, yet have privacy of a home. It is newly renovated with all new furniture and beach house décor. This home is equipped...
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    Siesta Key, Florida 34242
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Patio
    • Satellite TV
    • Washer
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Unlike many rental properties on Siesta Key, Unit #100 was renovated in 2016! This condo is a 2 bedroom, 2 bath garden view unit located in the quiet area of Jamaica Royale Condominiums! Jamaica Royale is located directly on the Gulf of Mexico along the white sands of world-famous Siesta Key...
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    Siesta Key, Florida 34242
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Jamaica Royale #92 on the #1 Beach in the USA!1 / 12
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Washer
    • Air Conditioning
    • Satellite TV
    • Porch
    • Patio
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    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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    About this property
    Jamaica Royale condo #92 on the #1 beach in the USA, This 2 bedroom 2 bath garden view unit is located in the garden area of our beautifully landscaped property. This unit is on the first floor and reserved parking is right outside the front door. This unit has a full size washer and dryer for...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Siesta Key Condo, Crescent Arms, unit 605 South1 / 24
    (8)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Satellite TV
    • Balcony
    • Secure Parking
    • Air Conditioning
    • Ocean Views
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    I cannot say enough good things about the Owner, Karen and her slice of heaven. To begin with, all communications with Karen were beyond amazing. She has been quick to get back...
    Reviewed May 17, 2017
    We absolutely loved our rental condo in the Crescent Arms community. The condo was clean, comfortable, and fully stocked with all the basic necessities. The owner provides a...
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    About this property
    Split floor plan with each bedroom having a private full bath, tv and access to the lanai. New bathroom floors installed in October 2016 and new tile in master bath/tub. New king size mattress as of May 2017. Secure Wi-fi Relaxing lanai with couch, two chairs and three end tables to enjoy a book...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Reserve now! Siesta key 10% off August and Sept1 / 24
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Air Conditioning
    • Housekeeping Included
    • Washer
    • Wi-Fi
    • Waterfront
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 27, 2017
    The condo was everything and more in ad. Very close to the beach. I plan on booking again next year. Rooms were spacious, bedding was comfortable and the kitchen was was awesome...
    Reviewed August 8, 2016
    This condo was very nice. Steps away from the gorgeous white sandy beach and convenient to shopping and restaurants.We were very impressed with not only the condition of the...
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    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...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Luxury Villa, Siesta Key Beach, Sarasota, Florida1 / 22
    (4)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Washer
    • Grill
    • Secure Parking
    • Ocean Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 7, 2016
    The two bedroom cottage is nice. Not luxury, but absolutely adequate. The beach is spectacular. The biggest drawback from the rental was the lack of any sort of outdoor...
    Reviewed November 30, 2015
    Villa was nice. It had all of the amenities needed for a comfortable stay. It was clean. It was only a short walk to the beach. It was close to town center.
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    About this property
    LAST MINUTE DEALS NOW AVAILABLE AUGUST - JANUARY at our luxurious Villa#4 (on Crystal Sands, 6300 Midnight Pass Rd, Sarasota, 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...
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    Siesta Key, Florida 34242
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    WOW Factor Siesta Key Beach Gulf Front Condo in Siesta Dunes on #1 Beach in USA1 / 69
    (8)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Washer
    • Ocean Views
    • Housekeeping Included
    • Hot Tub
    • Satellite TV
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Overlooks pool and also has ocean view. Parking is easy, wifi connected with no issues, access to condo was convenient, and walk to beach is super short.
    Reviewed 1 week ago
    This place is clean, nicely decorated and located on a wonderful beach. Elevator helps in getting in and out, especially with luggage and groceries or for ambulatory folks with...
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    About this property
    Our condo has 1,200 sq ft of living area, two bedrooms and two baths and sleeps 6. 2 twin size Aerobeds for the kids. It is in Building 5 Unit 202- 2nd floor - Elevator in building-laundry facility in building by elevator...just two doors away. The first picture on this website was taken from...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beachfront - Gulf View! 2 BR/BA Crescent Arms 603S, #1 Beach in the US.1 / 24
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • Waterfront
    • DVD Player
    • Washer
    • Ocean Views
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Rented 603S condo with a gulf view from the screened in lanai. The condo had every amenity needed for a great week. Beach towels were even provided. The laundry room as well as...
    Reviewed March 1, 2017
    We really enjoyed our stay. The unit has been thoughtfully equipped with dishes, containers and beach items. The space was perfect for my husband and I to share with another...
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    About this property
    - Expansive, panoramic gulf view from every room of this 6th 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 beach with lounge chairs provided. As close as you can get to the Gulf without...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Sunset Point Siesta Key FL  AWESOME RENTAL !!1 / 25
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Patio
    • DVD Player
    • Satellite TV
    • Wi-Fi
    • Sauna
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    This was the perfect place to stay for Christmas. There's sun & surf right out the door or you can watch the action from one of 3 decks. We watched a Christmas concert from...
    Reviewed March 27, 2017
    The location is fabulous! A wonderful view with so much privacy as well as close to great shopping in the village shops. We should also complement the great food served at the...
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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...
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    Siesta Key, Florida 34242
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Siesta Key 3 Bdrm Private House with Heated Pool minutes from village and beach1 / 29
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Grill
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Washer
    • Patio
    • Air Conditioning
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 10, 2017
    This is a beautiful home a short bike ride to Siesta Beach. It comfortably sleeps 8 on beds in 3 large rooms. 2 of the rooms have a glass door that opens up to the pool and...
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    About this property
    Surrounded by lush, tropical garden, our private villa is situated on a quiet cul-de-sac bordered on two sides by Lake Nancy. A birdwatchers and nature lovers delight! Sip your coffee in your PJs on the private, sunny terrace. Enjoy a dip in the large heated pool, or explore the lake in "Red...
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    Siesta Key, Florida 34242
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ebb Tide #1 Bright, cozy, Siesta Key cottage1 / 24
    (42)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Washer
    • Patio
    • Air Conditioning
    • Satellite TV
    • Parking
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 23, 2017
    EBB TIDE #1 is perfect for gated access to the award winning white sand beach that's literally a 3 minute walk away. There's also a gated, heated pool available for use on the...
    Reviewed January 8, 2017
    Ebb Tide #1 is a great little cottage for a couple or a couple with a small child. It is in my favorite area of Siesta Key and is a short walk to restaurants, shops, the pool...
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    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! -...
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    Siesta Key, Florida 34242
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Ebb Tide #8 Siesta Summer/Fall Special ! 1 Bedroom with 2 Baths!  Sleeps 4 !1 / 27
    (21)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Grill
    • Patio
    • Wi-Fi
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 24, 2017
    This unit is located just south of Highway 72 on Midnight Pass Road. It's walking distance to some nice restaurants and shopping. The condo itself is located on the second...
    Reviewed February 8, 2017
    The location of the condo couldn't be more convenient--near the beach, with restaurants (don't miss the one offering German food and bakery), a drug store, a grocery story, and...
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    About this property
    Summer/Fall 2017 Special !! 2018- Only April left...Book Now! One Bedroom- TWO (2) BATHROOMS! PRIVACY 2ND floor END unit! No one walking past door all day and night!! TWO (2) OUTDOOR common areas -BALCONY for morning coffee SHADED by Palm Trees to watch...
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    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Parking
    • Washer
    • Private Yard
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Siesta Sun Villa Our home is one large house that has a 3 bed 2 bath unit. A 2 bed 1 bath unit and a 1 bed 1 bath unit. All with connecting doors so you can rent the whole house to sleep 12 guests all in beds. It is perfect for large familys, Weddings and reunions. Private back yard, Overlooking a...
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    Siesta Key, Florida 34242
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Beachy Chic Condo in Siesta Key - Waterfront - Free wifi - Sleeps 4 !1 / 31
    (11)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Patio
    • Waterfront
    • Satellite TV
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    My daughter and I had a nice time place was clean however weather was awful rained almost everyday would not recommend June for a good time to. vacation this was a first we...
    Reviewed February 2, 2017
    Thank you for allowing me to rent your beach themed condo. It was more than my expectations. Newly remodeled and furnished. The backyard is flat and offers lots of chaise...
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    About this property
    Welcome to our Condo in Siesta Key ! Located on the inter-coastal Waterway and a short walk to the whitest sand and the # 1 beach in the USA. This 1 bedroom Condo is a great retreat for anyone looking for a beautiful Island getaway! Our condo is on the 2nd floor (sleeps 4) We are on Siesta...
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    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    SIESTA KEY! #1 Beach! Tranquil Gulf-side 2 Bed/2 Bath in Jamaica Royale  #1041 / 19
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Patio
    • DVD Player
    • Air Conditioning
    • Secure Parking
    • Grill
    • Washer
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 7, 2017
    Truly awesome experience. Quiet garden sid. A home away from home. Nice sheets & new towels. Everything we needed. Very responsive & helpful owner Beach side, 3 pools...
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    About this property
    Jamaica Royale Condominiums are located directly on the Gulf of Mexico along the white sands of world-famous Siesta Key Beach in Sarasota, Florida. A barrier island on Florida’s West coast, considered the most beautiful of Florida’s barrier islands, Siesta Key’s beach boasts “the world’s finest...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Siesta Key 2/1 Updated Modern/Contemporary Decor1 / 16
    (22)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Porch
    • Parking
    • Patio
    • Air Conditioning
    • Washer
    • Grill
    • Satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 29, 2016
    Traveled with business associates & spouses, combining business & pleasure.Great ;location for both business in Sarasota as well as amenities of Siesta Key.Very well...
    Reviewed October 16, 2015
    Our family had another wonderful stay in Siesta Key!! We were here two years ago (I forgot to write a review.), and everything was a great now as it was then. Kathy and Dan...
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    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...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 bedroom/2 bath top-floor end unit steps from the #1 beach in the County and #3 in the World (voted by Trip Advisor Feb. 2016). Sarasota County spent almost $30 million renovating all of the public facilities - new concession, bathrooms, SunDeck Restaurant, playground equipment and picnic...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Crescent Arms 703S, Beachfront Penthouse, Gulf View from Every Room! 2BR/BA1 / 40
    (10)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Patio
    • Wi-Fi
    • Satellite TV
    • Waterfront
    • Air Conditioning
    • Ocean Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    The location is amazing. Walking distance to Captain Curts and other great restaurants and ice cream shops. The view of the beach is amazing. The owner checked in with is before...
    Reviewed March 2, 2017
    The condo was clean, cozy and well-equipped. The beach sand is almost pure white quartz crystal and it feels like powder or flour on your feet. I couldn’t believe that it never...
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    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...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Siesta Villa Palma - A Mid-Century Escape1 / 21
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 7, 2016
    We had a great time at Villa Palma. The villa is very clean and it has everything you need for your stay. It is very close to the beach, we ended up only going to the beach. The...
    Reviewed August 10, 2016
    What a LOVELY place to stay!!! Sean was flexible, attentive and accommodating, and there was even fresh fruit, sparkling water and a personalized welcome sign waiting on the...
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    About this property
    Villa Palma is a stand-alone single story villa located in the beautiful Polynesian Gardens community, on the beautiful barrier island of Siesta Key, Fl. The home is chic and hip in its mid-century modern beach cottage decor and style. The newly renovated kitchen is sleek in design and...
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    Location Information
    Siesta Key, Florida 34242
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Siesta Key NEW 2 Bedroom/2Ba, Walk to Beach, POOL1 / 19
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
    • Terrace
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 28, 2016
    we stayed here in mid July 2016, Sue was very helpful on answering all my questions and I had a few .she's a very nice professional lady and that makes easier to communicate...
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    About this property
    Siesta Key Vacation Condo all new, and an easy walk over to the #1 Beach in America. Complex has Pool, Covered Parking, Clubhouse, Marina. Two Bedrooms, Two full Bathrooms, Completely renovated Kitchen, all new Tile flooring throughout Condo, back Lanai catches glimpse of Sunsets, and front...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Excellent Location - Gulf/Beach View - Siesta Key1 / 19
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Ocean Views
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Patio
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 12, 2017
    The lanai was our favorite space because of the wide view of the beach and ocean. We even saw dolphins during breakfast one day and twice at lunch time!!! With the beach being...
    Reviewed March 5, 2015
    What an awesome condo. Unit was furnished beautifully and very up to date. Couldn't have has asked for more. Location was great. Great views of the ocean and less than 20 minute...
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    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,...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    A short stroll to the nations #1 beach from this adorable condo~Siesta Key1 / 18
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Upper floor. Walk to Siesta Key beach, only 0.2 mi from beach access 13. Clean, updated, with all the amenities you have at home. Fully equipped kitchen. Quiet and peaceful getaway yet close to shopping, dining, grocery, pharmacy, bars, pubs, bike, boat, & kayak rentals. Park your car and use free...
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    Siesta Key, Florida 34242
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Beachfront Getaway in Siesta Key1 / 17
    (10)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed February 4, 2017
    Very impressive space and proximity to everything that was important to me. I felt welcomed from the first moment I entered this beautifully appointed beach condo. Steps away...
    Reviewed November 5, 2016
    Very well located property. Fixtures and fittings of a high standard. Near all amenities. Definitely to be recommended
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    About this property
    This luxurious one story townhouse was newly renovated and has its own private access to the #1 beach in the US merely steps away from the front door. It boasts all the luxury you'd expect from a beach house! Modern kitchen, contemporary bathroom with walk in rain shower, luxurious bedroom and...
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    Siesta Key, Florida 34242
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Charming Siesta Key Condo, Walk to Beach, Pool1 / 29
    (5)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Balcony
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 weeks ago
    The location is perfect, the beautiful white beach of Siesta Key is on your doorstep. If you feel energetic it is a brisk 25 minute walk into the village from the condominium or...
    Reviewed July 10, 2016
    Very short walk to the beach! Sue is so friendly! The condo was in excellent condition! We will definitely stay here again!
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    About this property
    Spacious Condo on Siesta Key is so centrally located you won't even need a car! 800 square feet, renovated, new, and super clean! King Bed in Bedroom and Sleeper sofa in living room provides 2 separate bed options with spacious closets ready for your things! Screened Lanai (porch). Central AC and...
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    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Siesta Beach Condo - ***Open dates in August***1 / 24
    (1)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 28, 2017
    I have to admit I wasn't expecting our stay to be anything special. We had been to Sarasota and Siesta Key before and stayed in a nice hotel. I wanted to do that again, but my...
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    About this property
    ***AUGUST 2017 AVAILABILITY*** Steps to Siesta Beach and a Gorgeous Condo, Bring the Entire Family! #1 Beach in the US (2017) : Siesta Key is the United States #1 Beach Boasting Miles of Powder White Sand and a Charming Village loaded Shopping, Dining and Ice Cream :) Our 2 bedroom 2.5 bath...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 8
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    PALM'S HOUSE1 / 24
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 15, 2015
    As soon as we arrived we knew were going to have a happy stay at Palm's House! Our 5 person party was aged from 16 to 80 and we ALL had a wonderful time! The house itself is...
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    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...
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    Siesta Key, Florida 34242
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Luxurious 2 BR Condo - Short Walk to Siesta Beach1 / 14
    (18)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 20, 2017
    We stayed at the apartment for 2 weeks during Easter holidays with our 2 girls (aged 1 and 4). We had a lovely holiday. We felt there was some positives and negatives with the...
    Reviewed January 31, 2017
    Everything about this condo was fantastic! The beautiful two bedroom/ two bathroom, spacious, quiet, the large swimming pool and two gas grills which we used often, we will...
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    About this property
    Newly furnished, newly renovated 2BR (one king size & 2 single beds) + convertible sofa bed, 2 Bathrooms 2nd floor condo (sleeps 4-6), and with all the amenities of a comfortable home. Located in White Sands Village with 7 acres of lush tropical surroundings, our air-conditioned condo offers two...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
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    Pet friendly
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    Smoking allowed
    About this property
    Adorable, quiet, and clean home away from home on the South end of Siesta Key. Only a short five minute walk to private beach at access 13, a more secluded area and away from the public beaches. The king sized bed is extra comfortable with a new flat screened tv, dressers, nightstands, fan, and...
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    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Beachfront Ground Level Suite - Remodeled - 2 king bedrooms1 / 40
    (5)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Washer
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    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 5, 2016
    If you are an avid beach goer, you're average rental experience probably includes lifting and lugging a million beach accessories and toys (if you have kids) for what seems like...
    Reviewed August 16, 2016
    This unit is literally 200 steps to the water. Fantastic ocean front appeal and it had literally the best master suite mattress that we've had in years for a vacation property...
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    About this property
    Leave your worries behind... If you're looking for a relaxing beachfront condo that's been totally remodeled you've come to the right place. Our ground-level oceanfront condo is the perfect place to unwind unplug and recharge the batteries. Fisherman's Cove is a quiet and relaxed complex on the...
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    Siesta Key, Florida 34242
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    OUR HOUSE ON SIESTA KEY1 / 39
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
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    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 24, 2017
    Wow, what a great place to stay! My wife and I just completed a short stay here and it's hard to say enough good things about this place. Gracious owners, terrific location...
    Reviewed July 28, 2016
    Front the moment we arrived to the moment we left, it was everything we expected and so much more. We were most amazed at the amount of privacy we had, even though we were so...
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    About this property
    Our House on Siesta Key is located on one of the most beautiful streets on Siesta Key -- Avenida Messina "Sunset Point". You are literally a few feet from the cool, white sandy beach and a few feet from "The Village". No need to use your car to get to a grocery store, bank, restaurants,...
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    Location Information
    Siesta Key, Florida 34242
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Siesta Villa Laughing Gull Find yourself in the relaxing comforts of Siesta Villa Laughing Gull. A single-story stand-alone villa, located in the beautiful private community of Polynesian Gardens, on the tropical barrier island of Siesta Key, Fl. The peaceful tranquility of Villa Laughing Gull is...
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    Location Information
    Siesta Key, Florida 34242
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    #1 Beach 2017! Heated pool, Gulf and Bay, Cute Siesta Key Condo, Gated1 / 19
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    The apartment is on the waterway side of the key and is great if you want to fish. The walk to the beautiful beach is only a 10 minute walk away. The apartment is clean and...
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    About this property
    Our condo has just been remodeled with granite counter tops, stainless steel appliances, dishwasher, cabinets, new tile, new bathroom, and new furniture. It is a second floor unit. We have included all the essentials for a family that likes to have the flexibility to make meals at 'home' or...
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    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Beautiful, Affordable Close to famous Siesta Beach1 / 18
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 27, 2017
    The location is very nice and close to everything from the beach to the shops and restaurants with free rides to all, if needed. The condo is very clean and has many extras to...
    Reviewed March 23, 2017
    Nice clean unit with screened patio.Everything needed for a comfortable vacation...washer/dryer, beach towels,chairseven a fish pole and tackle for hubby!Very friendly condo...
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    About this property
    2 bedroom, 2 bathroom on 4th floor, lovely view...<BR><BR>Enjoy the best that beautiful Bay Oaks has to offer. This 4th floor corner condo has been remodeled. With 1101 square feet, this 2BR/2BA condo has a living room, dining room, kitchen and screened lanai where you can enjoy morning coffee or...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Grand accomdation on USA #1 Beach  - Siesta Key Fl1 / 32
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Sauna
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 MINUTE WALK TO SIESTA BEACH!! (really)   Clean,1 / 16
    (10)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    This jewel gets an A+ for the 4 C's: cleanliness, comfort, charm, and coastline. Quiet and peaceful. Kitchen, linen, & beach supplies all provided. Amazingly comfortable bed...
    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...
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    About this property
    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 units are bright, updated, very clean...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Amazing Beachfront Condo, Siesta Key, 100ft+ Beach1 / 31
    (2)Average
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
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    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 12, 2017
    This condo is just feet away from waves slapping against the shore. It is well stocked with everything you would need while vacationing. It could use a deep cleaning, But...
    Reviewed January 30, 2017
    Great week in Siesta Key as always! Thanks! Will visit again in the near future. Would definitely recommend the Key!
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    About this property
    Great first impressions are evident from the moment you enter this lovely condo and enjoy the breathtaking ocean views from our private oversized lanai. We know you'll adore our comfortably decorated oceanfront condo and have the relaxing vacation you've been dreaming of. This unit unfolds as you...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Siesta Key - on the Water ... Seaclub 21 / 17
    (1)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    terrific little place - perfect for 4 adults - all you need for a relaxing vacation. Laundry facilities in complex. Well maintained pool and literally mins. from the best beach...
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    About this property
    Located steps away from the whitest sand and the # 1 beach in America, known as Crescent Beach, Siesta Key. Our location 200 yards away has an easement for private beach access. We are located on the intercostal waterway of Little Sarasota Bay on the island of Siesta Key. The condominium has two...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Honeymoon Suite - Gulf views - next to Siesta Key Beach1 / 23
    (5)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 2, 2016
    Me and 2 friends booked this wonderful appoartment very short-term (the day before) and the owner Virginia was just amazing. She helped us with the booking, welcomed us...
    Reviewed March 29, 2016
    The accommodatios are of the highest quality and the location is close enough to enjoy all of what Siesta Keys has to offer without the crowds and noise. One minute walk to...
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    About this property
    Gumbo Limbo Vacation Rentals: Honeymoon Suite, 60 steps to the BEACH. NEWLY REMODELED AND REFURBISHED. Spacious 1 bedroom / 2 full baths townhouse (850sq/ft) over 2 floors, with 1 King size bed, and a luxury Queen self inflating air bed for max. comfort. This townhouse also offers 2 balconies...
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    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Quiet and Comfortable Condo Near Turtle Beach1 / 42
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Private Outdoor Pool (Unheated)
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Do you like sitting on the dock by the bay watching time fade away? We did too! Close to Turtle Beach and free shuttle to Siesta Village/beach. Provided a plan B when the...
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    About this property
    Cozy Cove is a small condominium complex of six total units, located on the south end of Siesta Key in Sarasota, Florida. The complex sits on the Gulf side of the Key along Blind Pass. The complex itself is on the inlet with a dock at the back of the property where you will often see fish jump and...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Gorgeous  Condo Across from Siesta Key Beach1 / 40
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gorgeous 2 bedroom condo across the street from #1 voted beach Siesta Key. We have everything for your home away from home. The beauty of Sarasota will get your attention on your first visit. Siesta Beach is one of the top ranked beaches in the world! Its fine quartz white sand has a silky,...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    PRISTINE SIESTA KEY VILLAGE HOME1 / 37
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
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    • Hot Tub
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 23, 2016
    For our first time in Florida we have been looking for the perfect house to rent and we couldn't have made a better choice!! We were 5 in total and the house is just perfect...
    Reviewed April 18, 2016
    We have been in search of the 'perfect' family holiday since our twin daughters were born 6 years ago, and we can finally say we have found it!! We have just returned from an 11...
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    About this property
    Hidden behind a contemporary privacy wall, enter into our front yard oasis. The perfect setting for tanning, dining and entertaining alongside the waterfall feature. Extensive renos offering a stunning gourmet kitchen, updated bathrooms, flat screen tv's in bedrooms and the most appealing Lanai...
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    Siesta Key, Florida 34242
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Siestakey 2bdrm on the beach1 / 22
    (18)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 20, 2017
    This was our 6th year staying at Fishermans Cove in Siesta Key, Unit 208, 8900 Blindmans Pass. We become very comfortable during our three weeks in this waterfront condo. The...
    Reviewed June 26, 2016
    This condo was perfect for relaxing beachfront in a beautiful, secluded location. The view was amazing, with the gorgeous gulf beach out back and the bay out front! And the...
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    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...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Luxury Penthouse Steps From Siesta Key1 / 17
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    This is our 3rd time renting this beautiful condo. Diane could not be more accomodating and welcoming. The unit was spotless and stocked with all the basics. The location is...
    Reviewed May 20, 2017
    We just got back from a week full of fun. The condo was beautiful with a wonderful view. It was our first time to Siesta Key, our granddaughters love it as much as we did!! When...
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    About this property
    Just across the street from sun kissed Siesta Beach, acclaimed as the Number One Beach in the United States. Noted for “The Whitest sand in the world”, set your sites for your next vacation at Our House At the Beach! Enjoy spectacular sunsets and Gulf views from 2 over-sized balconies in this...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Home Enjoy the luxury and amenities of Siesta Key from the comfort of your own private villa. Exquisitely decorated, encompassing the ambiance and excitement of Siesta Key, the Great Blue Heron provides you with all the luxuries and comforts you will need for the perfect beach getaway....
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    Location Information
    Siesta Key, Florida 34242
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Ocean Views
    • Sauna
    • Private Outdoor Pool (Heated)
    • Satellite TV
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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,...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    other travelers have booked this property
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    Amenities & Details
    • Grill
    • Terrace
    • Washer
    • Balcony
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This gorgeous townhouse is located 2 short blocks from Siesta Key Village and a block from the white sands of Siesta Key Beach. VIew the gorgeous sunset and Gulf and beach views from the Master Bedroom on the top level. This unit is immaculately appointed and will make your Siesta Key Vacation...
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    Location Information
    Siesta Key, Florida 34242
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Siesta Key Flight and Weather Info
    Airports nearby (1)
    Plan your day of travel
    SRQ
    Bradenton Airport
    8.7 miles from Siesta Key
    Low airfares recently found by TripAdvisor travelers
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    Local Weather
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    83° 68°
    June
    84° 69°
    July
    85° 70°
    August

    Additional Siesta Key Info

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    • Local time: 04:56 PM (EDT)
    • Peak travel: February - April
    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.

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