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Siesta Key Rentals

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Siesta Key Rentals

About Siesta Key

538 beach rentals

crescent arms 105n 1st floor 40 yards from the beach

Siesta Key condo

2 bedrooms / 2 bathrooms / Sleeps 6

$180

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NEW EVERYTHING Luxury 1 king Bedroom Villa #4 Siesta Key Pool JAN SPECIALS

Siesta Key apartment

1 bedroom / 1 bathroom / Sleeps 3

“Wonderful!” Just as described. Everything is new and comfortable. Great place for 2. Quiet. Just a few minutes to beach, easy access. Walking distance to restaurants. Would definitely stay again.

Responds fast! avg. 1 hour 26 minutes

$149

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Only 150 yrds to Siesta Key Beach and heated pool!

Siesta Key villa

2 bedrooms / 1 bathroom / Sleeps 4

“I have found my happy place!” Enjoyed our recent stay here. Very comfortable and clean accomodations. I have a Tempurpedic mattress at home so that was one of the reasons I booked here. Couch in living room was also comfortable. Did not get to try

$119

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Island House Beach Resort 14N

Siesta Key apartment

2 bedrooms / 2 bathrooms / Sleeps 4

“Great getaway!” Our family enjoyed a long weekend around Labor Day weekend at Island House. We have stayed at Island House before and always have a good time. Fabulous beach, helpful staff, relaxing place to be. This was our first time staying in 14

$222

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Island House Beach Resort V8

Siesta Key villa

2 bedrooms / 1 bathroom / Sleeps 6

$163

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The Shells Villa - Next to Beach & Village

Siesta Key house

3 bedrooms / 3 bathrooms / Sleeps 10

“Great Experience and Location!” We could not have been happier with our Experience at Shell Villa. Location to the Village was super close as described. Access to the beach was great both through the private walkway or the public access about two bloc

Responds fast! avg. 1 hour 32 minutes

$171

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Doveplum 623

Siesta Key apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$147

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2 Bedroom 2 Bath Home in Siesta Village

Siesta Key house

2 bedrooms / 2 bathrooms / Sleeps 6

Responds fast! avg. 2 hours 52 minutes

$255

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Firethorn 513

Siesta Key apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$125

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Siesta Villa Laughing Gull - Boutique Chic Villa. Steps From Pool, Dock, & Beach

Siesta Key villa

2 bedrooms / 2 bathrooms / Sleeps 5

Responds fast! avg. 2 hours 1 minutes

$131

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We like Blue,Siesta Blue! Cert.of Excellence 2014

Siesta Key apartment

2 bedrooms / 1 bathroom / Sleeps 4

“Absolutely Wonderful” We stayed the second week of September at Bay Oaks Condos, and it was absolutely WONDERFUL! We basically had the run of the condo to ourselves, including the swimming pool, which was the only place my toddler wanted to hang out.

Responds fast! avg. 2 hours 25 minutes

$121

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Siesta Key Beach House

Siesta Key house

3 bedrooms / 3 bathrooms / Sleeps 8

“Paradise!!” I have stayed in Siesta Key well over 25 times, and this house is truly unique! It's spacious, well-appointed, clean, and has a lot of extras (baby walker, baby gate, tons of beach toys and equipment). We just got back and I miss it alread

$233

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Island House Beach Resort V39

Siesta Key villa

2 bedrooms / 2 bathrooms / Sleeps 6

$171

1 / 17

Island House Beach Resort V32

Siesta Key villa

2 bedrooms / 2 bathrooms / Sleeps 6

“Home Away From Home” We had a perfect weather week and thoroughly enjoyed our visit to Island House. We have been staying in the villas and appartments since 1992 and would not choose to stay elsewhere. Island House is very family-oriented and cozy.

$171

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Island House Beach Resort 5S

Siesta Key apartment

2 bedrooms / 2 bathrooms / Sleeps 4

“Ocean dream come true!” Love the view!!! Can't get over how nice it is to stay so close to the beach!! Lovin every minute of it.... great place to stay... would stay here again!!!

$222

1 / 17

Island House Beach Resor 13N

Siesta Key apartment

2 bedrooms / 2 bathrooms / Sleeps 6

“FABULOUS” The property was very well maintained, the staff very helpful, the house beautiful and very clean and the beach was fantastic. Loved the pool for adults and the watersports area and beach snack bar were well maintained and very nice. We spe

$222

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Siesta Key, Heated pool, Gulf and Bay, Cute Siesta Key Condo, Gated

Siesta Key condo

1 bedroom / 1 bathroom / Sleeps 2

Responds fast! avg. 3 hours 3 minutes

$109

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Siesta Key - Gulf-Front Retreat - 2 BR – Free Boat Docks - Upscale

Siesta Key apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$150

1 / 43

Walk to Siesta Key Beach, Wifi Included in this Private Villa, Heated Pool & Com

Siesta Key apartment

2 bedrooms / 2 bathrooms / Sleeps 4

Responds fast! avg. 3 minutes

$130

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Island House Beach Resort V17

Siesta Key villa

2 bedrooms / 2 bathrooms / Sleeps 4

“Perfect Getaway from the Cold!” We had the most perfect getaway from the blistery cold of Chicago! The villa was in excellent condition, especially clean and cozy. The grounds are given great care. The staff was so friendly, we truly felt welcome and

$171

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What a View!! 2/2 Cert. of Excellence Winner 2014

Siesta Key apartment

2 bedrooms / 2 bathrooms / Sleeps 4

“Beautiful and memorable vacation with our son,wife and grandchil” My husband and I rented unit B41,it was beautifull, tastefully decorated stainless steel appliances and new furniture. The owners thought of everything.Very pleased to have a washer an

Responds fast! avg. 2 hours 25 minutes

$143

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Sunset Point Siesta Key FL AWESOME RENTAL !!

Siesta Key villa

2 bedrooms / 2 bathrooms / Sleeps 4

“Beautiful inside and out. Perfect location” My family and I stayed in this beautiful rental during February 2015. We could not have asked for a more perfect spot. The rental is just steps away from the beach and has a wonderful view of the beautiful s

Responds fast! avg. 2 hours 30 minutes

$399

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Firethorn 611

Siesta Key apartment

2 bedrooms / 1 bathroom / Sleeps 6

$125

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Large Modernized Home a Short Walk to Beach

Siesta Key house

4 bedrooms / 4 bathrooms / Sleeps 12

Responds fast! avg. 1 hour 25 minutes

$386

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Our House at the Beach - 2BR Condo w/ 2 Balconies, Pool & Beach Access

Siesta Key condo

2 bedrooms / 2 bathrooms / Sleeps 6

$203

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Villa Palma - The Best Mid-Century-Modern Siesta Key Villa

Siesta Key villa

2 bedrooms / 2 bathrooms / Sleeps 5

Responds fast! avg. 2 hours 1 minutes

$131

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Private Beach Access, Gulf Views, WiFi/Cable, Pool, Renovated Condo With Ameniti

Siesta Key apartment

2 bedrooms / 2 bathrooms / Sleeps 6

Responds fast! avg. 3 minutes

$115

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Island House Beach Resort V25

Siesta Key villa

2 bedrooms / 2 bathrooms / Sleeps 6

“Spring break” Loved the location. Place was very nice for a family of 6.. The pool was warm , staff was very helpful and nice , beach was super close..

$171

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Beachfront Ground level Suite - Remodeled - 2 King Beds

Siesta Key apartment

3 bedrooms / 2 bathrooms / Sleeps 6

Responds fast! avg. 1 hour 29 minutes

$171

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Siesta Key 2/2 Pools, Fitness Center, Tennis Courts, Walk to Beach

Siesta Key condo

2 bedrooms / 2 bathrooms / Sleeps 6

$99

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Beachy Chic Condo in Siesta Key - Waterfront - Free wifi - Sleeps 4 !

Siesta Key apartment

1 bedroom / 1 bathroom / Sleeps 4

“Wonderful rental! Location ideal.” This is a wonderful rental. I recommend this rental to anyone who wants a comfortable condo for their stay at the beach. It has one bedroom, a family room and a kitchen along with a flat screen TV and wireless intern

Responds fast! avg. 1 hour 0 minutes

$105

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Island House Beach Resort 8S

Siesta Key apartment

2 bedrooms / 2 bathrooms / Sleeps 4

“Perfectly relaxing” We stayed here for 4 days after the mayhem of Disney World. It was terrific. Island House is quaint and in the perfect location. We have been to many beaches, including popular ones in Hawaii. This is the best beach we've ever been

$222

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Chic and Relaxing Ground Floor Condo, with Gulf Beach Access

Siesta Key condo

2 bedrooms / 2 bathrooms / Sleeps 6

$119

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Beachfront Condo Siesta Key: Fall Specials!!

Siesta Key condo

2 bedrooms / 2 bathrooms / Sleeps 6

“Excellent Beach Front Condo” What an amazing location - the beach is literally on your doorstep! The condo was perfect for our family of four. The condo was clean and equipped with everything for our stay. The king size bed was so comfortable that

$159

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Only 150 yards to Crescent Beach and heated pool!

Siesta Key villa

2 bedrooms / 1 bathroom / Sleeps 4

“Amazing Rental” This rental was roomier than expected! Everything was perfect! The pool and beach is so close, also there is some local restaurants and shops so close by! Couldn't have asked for better!

$119

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SIESTA KEY! Tranquil Gulf-side 2 Bed/2 Bath in Jamaica Royale #104

Siesta Key condo

2 bedrooms / 2 bathrooms / Sleeps 6

Responds fast! avg. 1 hour 56 minutes

$160

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Gulf Beach, Pool And Walk To Siesta Key Village

Siesta Key apartment

2 bedrooms / 2 bathrooms / Sleeps 6

“Gulf Beach, Pool And Walk To Siesta Key Village” We had the best time ever. Nice being able to wLk to village. Sunsets are beautiful. Dolphin hanging out at the pier Beaches are near. The pool is next door. Condo is very clean and great Be

Responds fast! avg. 3 hours 59 minutes

$100

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Island House Beach Resort 11S

Siesta Key apartment

2 bedrooms / 2 bathrooms / Sleeps 4

“Wonderful View of the Gulf” We had a wonderful stay at Island House Beach Resort...Unit 11 S. We were arriving after the office closed so the keys were left in the unit with the lights on which made checking in very easy. The manager was very respon

$222

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Viewing 38 of 538

About Siesta Key

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What was once a secret gem known to only a few, has rapidly become America's darling beach town.

Siesta Key, located in Sarasota County and about an hour south of the Tampa Bay Area, is an eight-mile island accessible by two bridges from the mainland. Sandals and swimming suits are accepted - even expected in virtually all of the restaurants and boutiques that populated the island - especially so of those located in Siesta Key Village. The atmosphere is as cool as the white quartz sands in the daytime, and while libations and celebrations can warm up the evening, you are never to far from a tiki-esque style bar and the quiet sounds of ocean waves gliding up and down the beach.

In 2011, Dr. Beach named Siesta Beach No. 1 in the nation for its sugary white sand. Siesta Key beach is, in fact, almost entirely composed of crushed quarts crystal. This unique composition not only makes this sand sparkle under the Florida sun, but also keeps the sand cool on even the hottest of Florida summer days. The sand is perfect for sculpting, and every year Siesta Key is home to world-class sand sculpting competitions.

Despite its popularity, there are still quiet corners of Siesta to sneak off to and explore.

Turtle Beach located at the southern end of Siesta Key has sand that's a bit coarser. This beach is a great fishing and snorkeling hot spot. The beach has a steeper incline and carries more shells. After a storm beachcombers might even find a petrified shark's tooth. Nearby are restaurants, shopping and a few local nightspots.

Crescent Beach is another quieter spot, just south of Siesta Key Beach. Enjoy the same blue waters in a secluded atmosphere. This area contains coral formations and bright marine life - perfect for diving.

Siesta Key is perfectly fit for families, singles, and couples alike. Lodging accommodations can be found throughout the key, including hundreds of vacation rentals. Though active year round, Siesta Key's peak season runs January through April. Plan to book your stay as soon as possible if your vacation is planned within that duration.

Information provided by:Visit Sarasota County

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