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Pet Friendly Rentals in Siesta Key, FL

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    Travelers to Siesta Key are booking March dates now. Secure your vacation rental today, and have the perfect trip.
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    $171
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    1 / 42
    5 of 5 stars (8) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    1 / 46
    4 of 5 stars (1) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
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    1 / 42
    5 of 5 stars (35) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 10
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    1 / 17
    4.5 of 5 stars (4) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Pets allowed
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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
    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...
    5 of 5 stars Reviewed June 15, 2014
    We really enjoyed our stay at Sandy Toes , the location was perfect , just a walk to one if the best beaches in the world. Just a short walk to restaurants and shopping in the...
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    1 / 16
    5 of 5 stars (17) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 5
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    • Air Conditioning
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    • Grill
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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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... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed April 14, 2014
    Perfect condo for a family of five on Seista Key with everything you need already there. Location was peacefully secluded but the bikes provided made the village and beach easily...
    5 of 5 stars Reviewed January 13, 2014
    My wife and I had a very pleasant stay here. The property is very well maintained and very convenient to everything including the beaches and Siesta Key Village. We especially...
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    1 / 23
    4 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Pets allowed
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    • x
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    • Elder access
    • x
    About this property
    SIESTA KEY DREAM HOUSE!!!!!!!!!!!!!!!! Custom designed home. Open flow. Great for entertaining. Custom Kitchen with island. Eat-in area, granite & 2-tone wood cabinetry. Separate living, dining, family/ great rooms plus 4 bedrooms and 4 1/2 baths. 2 master suites. Heated pool with waterfall -... View all property information
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    Siesta Key, Florida 34242
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    1 / 15
    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 3
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Enjoy the beach view from the Beach Tree or Beach View Suite located in beautiful Siesta Key Village in Sarasota, Florida. Lounge in a hammock under sweeping coconut trees and listen to the peaceful sounds of the ocean, the Gulf of Mexico and dream away looking into the blue Florida sky. The... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed June 14, 2012
    Take lots and lots of water and apply sunblock very often
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    1 / 21
    5 of 5 stars (25) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 7
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    BOOK YOUR RELAXING VACATION AT THIS BEAUTIFUL PRIVATE HOME (MONTHLY RENTAL) ON A QUIET STREET IN THE HEART OF SIESTA KEY VILLAGE, ONLY A QUICK SCENIC WALK TO THE BEACH!! This private 2 bedroom/2 bathroom single family canal front home has the best location in the heart of Siesta Key, only a short... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed March 5, 2015
    This is a great vacation spot with a beautiful pool and not too far from a gorgeous beach! Kathy was very helpful and prompt in answering questions we had while we were there...
    5 of 5 stars Reviewed July 21, 2014
    My family's vacation at Siesta Key was wonderful at this residence. It was well appointed with everything you would need for a great vacation. The location was perfect, just close...
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    1 / 23
    3.5 of 5 stars (10) Average
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Ping Pong Table
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Banana Bay Club Resorts offers vacation rentals on Siesta Key off the coast of sunny and beautiful Sarasota, Florida! 13 Villas only a 2 minute walk from the beach! Studios up to 4BR's! We rent daily, weekly or monthly and there is no minimum stay, except for weekends, holidays and springtime... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed April 9, 2015
    We had an amazing time at this location, a short walk to the beach which is beautiful. and a long walk or short drive to the Village. We drove and we were able to find parking...
    1 of 5 stars Reviewed February 12, 2015
    When we first walked in the door the place smelled musty. There wasn't any heat and it went down to the 40's a night. There wasn't a dish washer. There wasn't cable TV. There...
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    1 / 6
    2.5 of 5 stars (2) Poor
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Newly remodeled with a tiled kitchen and bath and new furnishings. Includes: King bed Pullout queen sleeper fully equipped kitchen Laundry facilities VCR/DVD Wifi Dishwasher/Micro Patio/gas Grills NOTE: PLEASE CONTACT US FOR AVAILABILITY. We do NOT always keep this calendar current. Thanks.... View all property information
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    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed September 25, 2014
    This was our second stay at Sand Box and we have booked for April 2015. All staff were very friendly and went out of their way to make us feel at home. Property was very clean and...
    1 of 5 stars Reviewed January 2, 2012
    The staff are unprofessional and extremely rude. We travel all the time and have never been treated so horribly. I would not suggest staying at this place. Also, the dogs are...
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    1 / 6
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
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    • Elder access
    • ?
    • ?
    About this property
    2+ Bedroom Near Beach Suite The Master bedroom has a King Bed and Glamorous Bath. Second Bedroom has a Queen Bed and a private bath. The Den has a pullout Queen sofa sleeper. Fully equipped Cottage style kitchen with corian countertops. Washer dryer WIFI.Private tropical back patio/pool has... View all property information
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    Siesta Key, Florida 34242
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    1 / 7
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
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    • Elder access
    • ?
    • ?
    About this property
    Privacy, Luxury, 99 steps to the beach. The Master bedroom has a KIng Bed and Glamorous Bath. Second Bedroom has a queen bed and a private bath. The Den has a pullout queen sofa sleeper. Fully equipped Gourmet style kitchen with granite countertops and stainless steel appliances. Washer Dryer,... View all property information
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    Siesta Key, Florida 34242
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    $340
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    1 / 5
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Newly remodeled with a tiled Kitchen & Bath and new furnishings. -TWO Full Baths -King Bed -Queen Bed -Pullout Queen Sleeper -Fully Equipped Kitchen -VCR/DVD -CATV -WiFi -Dishwasher/Micro -Patio/Gas Grills- -Laundry Facilities on site NOTE: PLEASE CONTACT US FOR AVAILABILITY. We do... View all property information
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    Location Information
    Siesta Key, Florida 34242
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    $185
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    1 / 1
    Studio / 1 Bathroom / Sleeps 2
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    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Newly remodeled -Queen Murphy Bed -Convenience Kitchen -Laundry Facilities on site -Patio / Grill -VCR/DVD -WiFi -Microwave NOTE: PLEASE CONTACT US FOR AVAILABILITY. We do NOT always keep this calendar current. Thanks. Visit our site to see more photos and descriptions:... View all property information
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    Siesta Key, Florida 34242
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    $485
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    1 / 7
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Newly remodeled with a tiled Kitchen & Bath and new furnishings. -Two King Beds -Two Full Baths -CATV in All Bedrooms -Granite Countertops -Fully Equipped Kitchen -Stainless Appliances -Two Twin Beds -Private Patio -Pullout Sleeper -Laundry in Unit -VCR/DVD -Gas Grill NOTE: PLEASE... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $195
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    1 / 1
    2 Bedrooms / 1 Bathroom / Sleeps 5
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Washer
    • Water Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Vacation in your own colorful Floridian Key West style cottage accommodation with a large private patio adjacent to beautiful Siesta Key Beach in Sarasota, Florida. Pink Mango Patio Cottage are surrounded by Bougainvilleas, Passion fruits and coconut palms, located in beautiful Key West style... View all property information
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    Siesta Key, Florida 34242
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    1 / 17
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    2 blocks to the powdery white beaches of Siesta Key! This 1250 square foot 2 bedroom/2 bathroom ranch sits on the canal, and is in the very private, quiet community of Palm Island. Bring your boat or kayaks! The house is newly furnished, with recently updated kitchen and baths. The open floor... View all property information
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    Location Information
    Siesta Key, Florida 34242
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    $1,200
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    1 / 23
    5 of 5 stars (7) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (7) Make Inquiry
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Plenty of room for all of your family and friends! This beautiful Siesta Key home was redone and upgraded throughout in July, 2011, and the folks who have stayed there have loved it! New wood floors, new furniture, new beds, new TV's, new linens, new towels, new kitchen items, new patio... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed July 23, 2014
    Great house with many extras. Pool was clean and was solar heated to perfection. Pulled right into our private garage situated in a nice neighborhood. Enjoyed the bedroom set up...
    5 of 5 stars Reviewed August 10, 2013
    We stayed in the house for a week. This is an amazing house in a great location. Management company was awesome. Communication was easy and response to questions or concerns were...
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    1 / 25
    4 of 5 stars (1) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    3 beds on Beach Rd. with some Gulf view. This remodeled townhouse is a one of a kind property. Three bedroom with king, queen, 2double beds and living room sleeper sofa. This is a step out to the sand property just north of Siesta Key Beach. Walk to Siesta Village. Views of the Gulf from almost... View all property information
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    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed April 7, 2014
    There were 6 of us who stayed in this house. We went for a week March 22-29, 2014. The house is perfect. There are only 2 bedrooms, but there is an office that has a pull-out...
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    1 / 16
    4 of 5 stars (2) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Dryer
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    This one bedroom and one bathroom beach bungalow is located 150 yards away from the beach. You can walk to restaurants, shops and a great pool area. Queen bed and a sleeper sofa make it possible to sleep four. Enjoy your morning coffee on your private screened porch or while you walk on the beach.... View all property information
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    Location Information
    Siesta Key, Florida 34242
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    1 / 18
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Hot Tub
    • Internet Access
    • Private Fishing...
    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • x
    About this property
    Island Reef is a magnificent condo facility located towards the southern end of Siesta Key. This top floor unit offers captivating views of the Gulf of Mexico, nearly 1450sqFt of living space, two bedrooms and two bathrooms. The master bedroom has a king size bed, access to the balcony, and great... View all property information
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    Location Information
    Siesta Key, Florida 34242
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    1 / 24
    5 of 5 stars (14) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Reviews (14) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Casa Van Lopik (c), our canal facing suite, is a large 3BR home perfectly located 1.5 blocks away from the best beaches, shopping, dining and entertainment on the island. It was named for our father who was a ships captain and sailed the world for 30 years but always insisted Siesta Keys beaches... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed February 10, 2015
    We thoroughly enjoyed our stay at Casa Van Lopik. Daniel was more than gracious and easy to work with. Quickly returning messages and very accommodating. Upon arrival we were...
    5 of 5 stars Reviewed October 7, 2014
    This beautiful beach rental was perfect for ten friends for a wedding weekend! You can walk to all the restaurants which was a plus! Daniel with Gertrude rentals was incredibly...
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    1 / 15
    4.5 of 5 stars (20) Very good
    2 Bedrooms / 1 Bathroom / Sleeps 8
    traveler have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Old Man and the Sea Inn - 1 marlin to the sand! 2BR (sleeps 8) - Available on a 1st come basis! Perfect for travelers in search of uncomplicated seclusion. Located in the most “private” non-private beach neighborhood in Siesta Key, The Old Man and the Sea Inn can accommodate up to 24 guests and is... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed February 22, 2015
    We stayed in the 2 bedroom unit which is so,spacious. Large eat-in kitchen, very large living area, beautiful hardwood floors throughout and plenty of towels, including beach...
    5 of 5 stars Reviewed December 11, 2014
    I made last minute plans to leave the northeast for some sunshine on my birthday and landed at the Old Man & The Sea. There I found the ideal combination of peace and quiet with...
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    $140
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    1 / 18
    4.5 of 5 stars (11) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    1BR (sleeps 4)- Perfect for travelers in search of uncomplicated seclusion. Located in the most “private” non-private beach neighborhood in Siesta Key, The Old Man and the Sea Inn can accommodate up to 24 guests and is a four unit Key West style home located just one marlin’s length (5 steps) from... View all property information
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    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed April 19, 2015
    1. The beach is on walking distance. There is a sandy path across the street that takes you to the beach. The distance between the unit and the beach is about 300-400 yards...
    5 of 5 stars Reviewed December 4, 2014
    Loved being here. It is so quiet and so close to the beach. Just follow the path and cross the street and you are on the beach. Everything you need is there waiting for you. Shops...
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    $220
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    1 / 22
    4.5 of 5 stars (13) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 10
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Casa Van Lopik (jardin), our garden facing suite, is a large 3BR home perfectly located between the best beaches, shopping dining and entertainment on the island. It was named for our father who was a ships captain and sailed the world for 30 years but always insisted Siesta Keys beaches were most... View all property information
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    Location Information
    Siesta Key, Florida 34242
    3 of 5 stars Reviewed April 12, 2015
    Great location; but kitchen and bathrooms need to be updated/renovated. All carpet was absolutely stained and filthy; needs to be replaced asap. House shares courtyard with 2...
    5 of 5 stars Reviewed October 1, 2014
    Daniel was amazing! Great service. The house is amazing! Very clean, we were a group of 7, and the house is pretty big! Walking distance to the beach, groceries stores and...
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    $280
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    1 / 24
    4.5 of 5 stars (24) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 10
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Our Top Location, Gertrude's Village House! Named for our grandmother who traveled the world until age of 91 but always insisted this street on Siesta Key was the place she loved best. Leave the car behind. Gertrude's is richly furnished, perfectly nestled between the best beaches, shopping and... View all property information
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    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed April 9, 2015
    My husband and I and another couple stayed at Gertrude's for 4 days. It is an excellent location on a lovely street a few minutes walk away to the beautiful white sand beach, and...
    4 of 5 stars Reviewed November 3, 2014
    The location was perfect being so close to the village which had everything; restaurants and shopping. No pet fees - another plus. Everything was great except the bathrooms and...
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    From
    $600
    / Week
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    1 / 14
    5 of 5 stars (8) Excellent
    Studio / 1 Bathroom / Sleeps 2
    Overview Reviews (8) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Our favorite location on Siesta Key, The Siesta Key Village Studio, an accommodating ground floor one-room efficiency apartment perfectly nestled on a quiet tropical street between the best beaches, shopping and dining on the island. Wander one block to your beach, appropriately named “Sunset... View all property information
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    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed December 26, 2013
    We stayed at this little villa for 4 nights during our 1st Anniversary vacation. It's in an ideal spot right between the beach and the local restaurants. Absolutely perfect room...
    4 of 5 stars Reviewed September 26, 2013
    The location of The Studio can't be beat. One block over from a relaxed area of restaurants bars and shops and easy walking to the beach. A little bit of noise from The Oyster...
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    From
    $3,200
    / Week
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    1 / 29
    4.5 of 5 stars (11) Very good
    4 Bedrooms / 4 Bathrooms / Sleeps 14
    Overview Reviews (11) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Prominently featured in the 2013 and 2014 in NYJL House Tour Magazine and winner Spring of 2014 Top Auction Item. This Spanish revival home is located on Palm Island, the heart shaped island within the island of Siesta Key, just steps from the beach and one half mile from the village. Features... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed January 16, 2015
    Spent last week there with my spouse, my 2 brothers and their wives. House had everything we needed. It is well cared-for. I especially liked the fact that we could walk to the...
    5 of 5 stars Reviewed January 11, 2015
    Family members from Indiana, Massachusetts, Virginia and Florida got together for an amazing week in Siesta key. The Palm Island House was perfect for 12 of us. We had friends...
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    From
    $85
    / Night
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    1 / 13
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    About this property
    NEW! The Elephant Ear Cabanas (Paseo Siesta Key) – Deluxe Studio Apt. Beautiful interiors and two pools, conveniently located on the mainland just 3 blocks to Siesta Key, 5 blocks to world-famous Crescent Beach, and 2 blocks to water-front dining on Little Sarasota Bay! The Elephant Ear is truly... View all property information
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    Location Information
    Siesta Key, Florida 34231
    From
    $425
    / Night
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    1 / 10
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This is one of the nicest rental properties that you will find on Siesta Key! It has views that are to die for of the bay looking east, south and north to Downtown skyline plus it has some Gulf of Mexico views looking west. All rooms in the house have something special to admire and enjoy. There... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $150
    / Night
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    1 / 13
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Please call David Butler before you send money to be sure you are not getting scammed, we do not accept wire transfers. This one bedroom is a large 700 sq. ft. condominium unit in a three unit building. There are two one bedroom units available and a two bedroom unit. You can add to your group... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $395
    / Night
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    1 / 51
    3 Bedrooms / 3 Bathrooms / Sleeps 7
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Caution: I do not ask for wire money transfers so if someone asks you to wire money, then it is fraudulent. It is best to contact me directly at some point to get to know me so that you can ask questions and feel comfortable that you are renting from a reputable individual and not being scammed.... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $329
    / Night
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    1 / 47
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Oh what a great feeling you get when you are looking out over the pool to the relaxing waters of the Grand Canal. This home is special with 180ft. of canal wrapping the back of the home so you get to enjoy the views from three bedrooms, the kitchen, living and two dinning areas. Open all the... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $275
    / Night
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    1 / 10
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This second floor unit is in a deluxe triplex building that was just fully remodeled to near new condition throughout. It will accommodate 6 people in beds and two on a sleeper sofa, but you can add one or two of the large one bedroom units in the building if you have additional guests or family... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $450
    / Night
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    1 / 24
    4 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Quality rental, tastefully furnished and nice open entertaining plan. New swimming pool to be installed April 17th to May 22nd, 2015. This home is located in a excellent location, very near Siesta Key Public Beach. It is convenient to Siesta Key Village, about 4 blocks and is only a half of a... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $350
    / Night
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    1 / 18
    5 of 5 stars (1) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    BEACH FRONT :Wander out 100 yards to the gorgeous white sand beaches of the Gulf of Mexico and only one block to SIESTA KEY VILLAGE! Our gorgeous three bedroom two bath beach-house is a one-of-a-kind private home with amazing water views from the private patio, (grilling on the patio: awesome!)... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed January 4, 2015
    My family and I had a wonderful week of beach front living with home away from home amenities. Quiet area of the island but close to all the excitement! Highly recommend this...
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    From
    $150
    / Night
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    1 / 3
    1 Bedroom / 1 Bathroom / Sleeps 3
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dryer
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Siesta Village in the heart of it all! Brand new construction; second story fully furnished adorable 'flat' type apartment, all stainless steel appliances,washer dryer, beachy cool amenities and a great deck over-looking all of the action in the iconic village! Enjoy coffee in the morning from... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $150
    / Night
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    1 / 19
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Two 2 BR / 2 bath beautifully furnished units with fully equipped kitchens, cable TV, WiFi, and washer/dryer. Relax by the pool, stroll to shopping and dining in the Village, or enjoy an afternoon at Siesta Beach only a short stroll away! Pets welcome. Beds: 1 Queen Bed, 2 Twin Beds View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $229
    / Night
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    1 / 8
    3 Bedrooms / 4 Bathrooms / Sleeps 7
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Tiffany Sands is a group of 9 townhouses directly on Crescent Beach. Our beach house is a stand alone unit(unattached). We have full gulf views with 2 decks facing the Gulf of Mexico. It is a spacious 1,800 sq. ft. and newly decorated with a fully appointed kitchen, plus 3 1/2 baths and a 1 car... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $875
    / Week
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    1 / 11
    5 of 5 stars (1) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This vacation rental on Siesta Key has 3 bedrooms 2 1/2 baths and pool. The two large double doors with decorative frosted glass inserts welcome you into this spacious home. The floor plan offers a very large open layout with plenty of space for entertaining. In the back this vacation rental home... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $1,375
    / Week
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    1 / 20
    5 of 5 stars (1) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Hot Tub
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Stay at this large Key West style Siesta Key vacation rental home minutes to Siesta Key village and beaches. The property offers a private backyard with heated pool and Jacuzzi hot tub. Located on a quite street just 1 mile from Siesta Key village puts it at a perfect distance for a easy bicycle... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed May 7, 2015
    This house is the ideal beach home, very spacious and clean home. My entire family and I stayed here for a month and enjoyed every minute of it. I especially liked the backyard...
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    From
    $1,750
    / Week
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    1 / 20
    4 of 5 stars (1) Very good
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This luxury Siesta Key vacation rental was built on the Grand Canal in 2005 and offers 3 bedrooms plus bonus room with 3 full baths. Its great location gives it access to Siesta key beach and Siesta Key village yet secluded enough for you to relax and enjoy the peace and quiet; no thru traffic... View all property information
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    Location Information
    Siesta Key, Florida 34242