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Pet Friendly Holiday Rentals in Siesta Key, FL

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    1 / 42
    5 of 5 stars (13) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 42
    3 of 5 stars (2) Average
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 40
    5 of 5 stars (3) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 17
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Please also visit siestakey-whitesands with the usual US ending. There you'll find lots of usedul information on the condo and a travel guide.White Sands Village is located on Siesta Key, just few steps from Siesta Beach and directly on the canal across from Philippee Creek.Highlights of White... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 6 January 2016
    Close to all the excellent facilities of Siesta Key and within a comfortable walking distance of the magnificent Siesta beach, Grand White Sands 303 was the ideal place to 'chill...
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    1 / 16
    5 of 5 stars (22) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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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
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 29 April 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 equipped...
    5 of 5 stars Reviewed 16 October 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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    1 / 21
    5 of 5 stars (3) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    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
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 3 weeks ago
    Our family of 6 stayed a week during 4th of July week. The unit is beautiful and spotless. Comfortable beds with plenty of space for everyone to spread out. We had a minor issue...
    5 of 5 stars Reviewed 17 September 2015
    The top unit of this property was amazing! Wooden vaulted ceilings! Wonderful clean and spacious! New appliances! Comfortable beds! Beautiful Views of the Gulf and the...
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Bayfront Contemporary with on Sarasota Bay! This Contemporary Home on Sarasota Bay has Spectacular Views from all 3 stories. Enjoy bayfront living at it's finest with a 2-story great room, bayfront lanai, pool, boat dock and lift. Master Bath is finished in marble; a guest suite, also with an... View all property information
    Location Information
    Siesta Key, Florida 34231
    1 / 17
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    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. MORE UNITS AVAILABLE. VISIT OUR SITE FOR... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 3 June 2016
    Everything as stated. Beautiful living. Spoiled ourselves. Had a corner unit with balcony directly across from Siesta Key beach entrance. perfect location to Sarasota and...
    5 of 5 stars Reviewed 3 November 2015
    I don't write many reviews but Scott and his business partner(s) did such an amazing job with all their countless renovations/upgrades to this property. Its easy to see the...
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    #1 Happy Hour on the dock #2 Walk to sunset on Shell Beach #3 Enjoy dinner in the Village!! New listing! Offering low rates to get good reviews to get me started on TripAdvisory, HolidayLettings, FlipKey, etc! Wonderful Siesta Key Duplex - Two separate units, upper and lower. Rent one or both.... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 10
    5 of 5 stars (4) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    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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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 29 March 2016
    Location, location, location! This place was perfect. Walking distance to the beach and the village. Accommodations were great! Bed was super comfortable; the place was immaculate...
    4 of 5 stars Reviewed 3 March 2016
    Loved being in the village but be prepared for noise. Missed having a swimming pool. Enjoyed people watching from our balcony.
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    1 / 24
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Quality rental, tastefully furnished and nice open entertaining plan. New private swimming pool. 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 it is only a half of a block to the white quartz sands of... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 22 March 2016
    We had a wonderful week in Siesta Key in this beautiful home. With four bedrooms, we had plenty of space, the kitchen is well stocked, the two balconies provide outdoor places to...
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    1 / 13
    4.5 of 5 stars (3) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
    About this property
    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 by adding another unit. The two bedroom/two bath sleep 6 and is 1400 sq. ft. plus a deck with Gulf views and excellent... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 2 weeks ago
    We enjoyed our stay at this lovely condo. It's within walking distance to Siesta Key Beach (about 3 minutes) and downtown Siesta Key (about 10 minutes). It was very clean, well...
    4 of 5 stars Reviewed 11 March 2016
    Property is very well cared for. Clean, we'll appointed and comfortable. Walk to beach and village. All photos and descriptions were as advertised
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    1 / 26
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • x
    About this property
    Deluxe three bedroom/two and a half bathroom duplex that sleeps 7 per unit in beds. We will allow up to eight in a unit with an additional $25 per day charge for the extra person. Rent one or both units if you have friends or family wanting to vacation together. Gulf of Mexico views from the... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 41
    5 of 5 stars (49) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    3 Bedroom, 2.5 Bath Beach Villa (Sleeps 8-10) What makes us different than other homes you may be considering: · The Beach - The home is located on the ocean side of Beach Rd., so you just walk out your door and through our private access path. It’s literally 230 feet to Siesta Key Beach.... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 4 weeks ago
    We had such a great time at Shells Villa on Siesta Key. The beach is so beautiful. The white sand is never hot under your feet! It's just a short walk to the village for shopping...
    5 of 5 stars Reviewed 22 March 2016
    My sister, our husbands and I recently shared a week at Shells Villa on Siesta Key. We were returning guests having enjoyed the property in Spring 2015. We found the villa even...
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    1 / 19
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • 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
    Location Information
    Siesta Key, Florida 34242
    1 / 45
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Patio
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    • Private Outdoor...
    • Porch
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    • 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 180 ft. 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
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 12 August 2015
    Stayed at this house for two weeks in July. Pictures do not do this house justice. House was much more beautiful. Views of the canal, that can be seen from all along back of home...
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    1 / 18
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • ?
    About this property
    White Sands Village is located on Siesta Key, just few steps from Siesta Beach and directly on the canal across from Philippee Creek. Highlights of White Sands Unit 303: Free high-speed WiFi Ground floor unit More than 200 channel cable TV DVR to watch your favorite show when you want to 50 inch... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 28
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Internet Access
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    About this property
    Description:Walk out the back door to the clean white sand of Siesta Key Beach. This home has private Siesta Key beach frontage on the prime section of beach, there are no homes between you and the beach. Nearly every room has a full view of the beach. The entire back of this house opens with... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 1
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    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
    Location Information
    Siesta Key, Florida 34242
    6 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    About this property
    NEWLY LISTED WATERFRONT ESCAPE!!!! Brand New , Gated Residence steps from Siesta Key Beach . Perfect location between the village and crystal sands of Siesta Beach!! Bar's, Restaurants, Shopping, Sport Rentals……..EVERYTHING is within walking distance…..NO CAR NEEDED!!! This brand new 2700 sq ft... View all property information
    Location Information
    Siesta Key, Florida 34242
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    1 / 26
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    Beautiful high quality duplexes with award winning tropical landscape design. A sensational heated black bottom pool with rocky mountain quartzite deck, and a rock waterfall. The property sits across the street from the world famous Siesta Key Public Beach within 1/2 mile of Siesta Key Village... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 7
    4 of 5 stars (1) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Patio
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    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
    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 30 June 2015
    Very nice property and you would be hard pressed to find a better location. Peace and quiet of the beach and only 1 block away from fun and nightlife of the Village. Loved it !
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    1 / 5
    3 Bedrooms, 4 Bathrooms, Sleeps 7 | Quick View
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    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 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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    Siesta Key, Florida 34242
    1 / 23
    5 of 5 stars (8) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Plenty of room for all of your family and friends! This beautiful Siesta Key home has been redone and upgraded throughout, and the folks who have stayed here have loved it! This is a gorgeous 2 story home with a 2 car garage and heated pool located in a lovely Siesta Key neighborhood close to... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 25 January 2016
    I stayed here with my family for a close to Xmas get away. It was wonderful. Very well stocked with pretty much everything we needed. Beautiful house. Larger then it looks in the...
    5 of 5 stars Reviewed 24 July 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...
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    1 / 30
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • ?
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    • x
    About this property
    Just cross the street and you are at the entrance to Siesta Key Beach - one of the finest beaches on the Florida Coast and the winner of multiple awards both for its crystal clear waters and its cooling quartz sand. This 2/2 impeccably updated condo is on the first floor and water views overlooking... View all property information
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    Siesta Key, Florida 34242
    1 / 7
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    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
    1 / 6
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    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
    1 / 8
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • 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
    1 / 24
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • ?
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    • x
    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
    Location Information
    Siesta Key, Florida 34242
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    • Air Conditioning
    • Private Garden
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    • x
    About this property
    Free standing beautiful home with views of gulf from every room. this 2 bedroom 2 1/2 bath home has 2200 sq ft. We have maximum group size of 5 and this home rents almost every week of the year. Its one of a kind, private yet only 1000 feet from Siesta village. This home is hard to book due to the... View all property information
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    Siesta Key, Florida 34242
    1 / 24
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
    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
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 8 May 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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    1 / 6
    2.5 of 5 stars (2) Poor
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    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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    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 26 September 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...
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    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Perfectly located, New, 6 bedrooms 4 1/2 bathrooms private home,in a gated community, combines luxury with convenience of location. We offer you a large 6000sf+ home within a short distance to the pristine beaches of Siesta Key and walking to the Village, Restaurants, shops and nightlife. Privacy... View all property information
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    Siesta Key, Florida 34242
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    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
    1 / 22
    5 of 5 stars (29) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    PERFECTLY LOCATED POOL OASIS VACATION HOME, TWO MINUTE WALK TO THE VILLAGE AND A QUICK SCENIC WALK TO THE BEACH!! This 2 bedroom/2 bathroom single family canal front home has the best location in the heart of Siesta Key, only a short walk to the Siesta Key Village restaurants and shops, and a... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 6 February 2016
    We stayed here for 4 months while we looked for a home in Sarasota. The location was great. Close the the village, close to the beach, yet was quiet and relaxing. The home was...
    5 of 5 stars Reviewed 20 July 2015
    Could not fault this beautiful house. Inside is everything you could need in a luxury holiday home, including TV system throughout the house, ac, dishwasher etc. Also included...
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    1 / 17
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Enjoy the great convenience of Siesta Key’s Crescent Street 1138 Unit A. Delight in the great value of this garden view suite with access to a heated pool – it’s in an unbeatable location close to the beach at Point of Rocks access #13. While it lacks a gulf view, you won’t notice, as you’ll spend... View all property information
    Location Information
    Siesta Key, Florida
    5 of 5 stars Reviewed 2 weeks ago
    This was our first trip to Siesta Key fl and this little house was perfect for us. Family of 5 and it slept/accommodated us perfectly. Further from beach than expected but there...
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    1 / 15
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Pet-friendly
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    About this property
    Enjoy the beach view from the Beach Tree or Beach View Suite or Beach Tree 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... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 14 June 2012
    Take lots and lots of water and apply sunblock very often
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    1 / 14
    5 of 5 stars (10) Excellent
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • ?
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    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
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 1 June 2016
    My best friend and I planned a girls getaway after a long stressful school year and we couldn't have picked a better place to stay! It is much more like a home than a hotel. It is...
    5 of 5 stars Reviewed 1 October 2015
    We had a little over a week gap between selling our home and closing on our new home and had no place to stay. Easy enough to find a place to stay unless you have three dogs. The...
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    1 / 10
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Pet-friendly
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    About this property
    Half Mile to the Beach This recently remodeled Beach house has both inside and outside living spaces. There is a combination Kitchen/dining/living area with windows on every wall allowing in loads of the wonderful Florida natural light. The kitchen is all white with stainless appliances and... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 31 May 2016
    The space seems bigger than the pictures lead it on to be which is a plus! We really enjoyed our stay as the master bedroom was very spacious. We visit Siesta Key almost every...
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    Studio, 1 Bathroom, Sleeps 8 | Quick View
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    • Pet-friendly
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    • ?
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    • x
    About this property
    NEW! The Siesta Key Poor Boy - 2BR/1Bath; sleeps 8. Residing in the most 'private' non-private beach neighborhood in Siesta Key just about 8 steps from the sand path of the best beach on the island, our Poor-Boy unit is perfect for travellers in search of all the best Siesta Key has to offer but... View all property information
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    Siesta Key, Florida 34242
    1 / 37
    5 of 5 stars (10) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Pet-friendly
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    • Smoking allowed
    • x
    About this property
    A short stroll down a private road to the #1 Beach in the US. You will love the location - you are located in the Resorts of SaraSea community and can walk to everything you might need or want... Grocery, restaurants, ice cream, pizza, sports rentals, drugstore or boat rental. You have your own... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 4 weeks ago
    This place is as good as the previous reviews say it is. It has everything you need from pool floats to beach chairs to blow dryers to bicycles, dishwashing soap to laundry soap...
    5 of 5 stars Reviewed 23 June 2016
    2nd time we've stayed at Sandy Toes (Previous was June 2014) and the experience was just as wonderful as the first. We were pleasantly surprised by the many updates in the...
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    1 / 25
    4.5 of 5 stars (28) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
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    • ?
    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
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 1 week ago
    We had 10 people in our group and this cute house perfectly fit us all! It was in the prime location for the beach, restaurants, and beach bars. Daniel was amazing to work with...
    5 of 5 stars Reviewed 9 December 2015
    Property: Gertrudes Village House - 3BR/2Bath; sleeps 10 Title: Great Location Body: We stayed at Gertrude's Village House for two weeks in June. The location was great...
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    1 / 22
    4.5 of 5 stars (17) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
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    • 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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    Siesta Key, Florida 34242
    3 of 5 stars Reviewed 13 June 2016
    While ratings and reviews are subject to personal taste, we found this property average at best. The positives included a nice size home, 3BR, 2BA, 2 blocks to the beach and very...
    5 of 5 stars Reviewed 4 December 2015
    Our extended family of 7 with 4 adults and 3 children, stayed 4 nights at this property. We were thrilled to see that the grocery store was at the end of the street, as were all...
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    1 / 31
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • ?
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    • x
    About this property
    Totally renovated adorable Siesta Key bungalow nestled on a shaded street just minutes from Siesta Key beach and the village of Siesta Key with a variety of shops, restaurants and nightlife. Drive up to the circular driveway and park your car under the covered parking away from the 10 minute... View all property information
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    Siesta Key, Florida 34242
    1 / 41
    4.5 of 5 stars (13) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
    About this property
    A spacious 2 bedroom 2 bath Townhouse, with a 2 car garage and extra guest parking. Stroll down a private road (about 300 yards) to the #1 Beach in the U,S. You are in the Resorts of of Sara Sea and just a couple of blocks from restaurants, grocery, sports rentals and ice cream ! The Great room... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 21 June 2016
    We thoroughly enjoyed our stay in Siesta Key. The townhouse was well equipped and convenient to the beach. It was an extra plus having a garage and grill with table and chairs...
    5 of 5 stars Reviewed 24 April 2016
    We rented this unit last summer and were super happy when we got there and realized that the pictures didn't really do it justice. It had nice, comfy furniture and enough of it...
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    1 / 5
    5 of 5 stars (3) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    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
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 15 March 2016
    My husband and I along with couple of our closest friends stayed here for the week. Everything was wonderful! Views are amazing and house was very pretty and had everything we...
    5 of 5 stars Reviewed 14 January 2016
    I was looking for a place on or near the beach for a little get away with my daughter while she was home on break. Came across the Sandbox and decided to give it a try. It was a...
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    2 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Pet-friendly
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    • ?
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    • x
    About this property
    Old Man and the Sea Inn - 1 marlin to the sand! 2BR (sleeps 8) - 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... View all property information
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    Siesta Key, Florida 34242
    1 / 27
    5 of 5 stars (15) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Outdoor Dining Area
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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
    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 10 August 2015
    Nine of us stayed here as a family get together. The location to town and beach was perfiect. Siesta Key offers a free shuttle to get to other beaches (tips appreciated). Walking...
    5 of 5 stars Reviewed 11 February 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...
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    1 / 18
    4.5 of 5 stars (16) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 2 weeks ago
    We loved staying there. The owner (Daniel) was helpful and very pleasant when we needed him (we ended up staying an additional night.) The room was so cute, the decor was nice...
    5 of 5 stars Reviewed 13 April 2016
    We stayed in the 1 bedroom bungalow that was very nicely decorated. It was clean with nice amenities. The entire complex was very well taken care of and very well maintained. Mr...
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    1 / 25
    3 of 5 stars (2) Average
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Porch
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    3 bedroom on Beach Rd. with some Gulf view This updated townhouse is a one of a kind property. Three bedrooms with king, queen, 2 double 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
    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 8 April 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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