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Vacation Rentals & Beach Rentals in Siesta Key

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Vacation Rentals & Beach Rentals in Siesta Key

About Siesta Key

2,639 beach rentals

Island House Beach Resort 3N

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$222

1 / 18

Island House Beach Resort V8

Siesta Key villa

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$163

1 / 16

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

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 4

“Perfect Getway” The complex is about 5 minute drive to the Siesta Key beach. The apartment itself is very nicely decorated, very clean and modern. Has ample dinner ware / cookware, dishwasher and a washer dryer (which was a BIG help if you're spendi

Responds fast! avg. 3 hours 44 minutes

Price per night from

$121

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The Shells Villa - Next to Beach & Village

Siesta Key house

3 bedrooms / 3 bathrooms / sleeps 10

“Excellent stay at the Shells Villa!” 7 of us (2 families consisting of 4 adults and 3 kids under the age of 6) stayed at the Shells Villa for 4 nights in November 2014. We had an excellent stay and would recommend this rental to anyone! Location is

Responds fast! avg. 1 hour 39 minutes

Price per night from

$229

1 / 41

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

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

“The place to stay in Sarasota” B41 was completely refurbished in December 2013 and equipped with top quality furniture,it has everything you will need including 2 double lazy boy sofas It's a great location..5 seconds from the bay,a short walk from th

Responds fast! avg. 3 hours 44 minutes

Price per night from

$143

1 / 28

Island House Beach Resort 16N

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Great!” We had a great time and enjoyed the ocean and pool often.

Price per night from

$222

1 / 15

Siesta Key 2 Bedroom 1 Bath Modern/Contemporary Decor Apartment

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 5

“Best Condo Ever!” This house was perfect for us!! It was so clean and nice inside. There is TV and cable in each room which is very convenient!! Also the water pressure was awesome which is nice when you come in from the beach all day. The neighbors

Responds fast! avg. 30 minutes

Price per night from

$155

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Island House Beach Resort 15N

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

“15 North Review” Upon arrival I noticed several things: The first was the condition of the carpet which was extremely dirty. The unit needs to be updated in the Kitchen, Master Bath and a couple of the mattresses need to be replaced. The one cabinet

Price per night from

$222

1 / 17

Island House Beach Resort 4S

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

“B&M” 4 South had a beautiful view of the Gulf. We enjoyed the sunsets, walking the beach, and meeting people. We have stayed at Island House each year since 2004. 4S was nicely furnished with all of the conveniences, and we would definitely recomme

Price per night from

$222

1 / 20

Top Floor End Unit Directly Across the Street from Siesta Key public beach

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$128

1 / 10

Island House Beach Resort 14N

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Relaxing beautiful clean great times with my daughter grandson &” As soon as we drove into the island house , my daughter &I; fell in love! Scott was extremely kind , full of suggestions, referals, and very professional! We choose 14N . It has a magni

Price per night from

$222

1 / 19

Island House Beach Resort 5S

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Ten Stars for the Island House!!!” We have been traveling to the Island House for the past five years with our three small children. We used to live in Tampa and found the Island House on a drive to Siesta Key. What a find!! We have stayed in sever

Price per night from

$222

1 / 17

Island House Beach Resor 13N

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Great ocean view and wonderful amenities” We stayed at Island House on Siesta Key for one week. Unit 13 North recently completed a $100,000 remodel and it showed! New leather furniture in living areas, modern kitchen appliances, artful bathrooms,

Price per night from

$222

1 / 22

Walk to Siesta Key Beach, Heated Pool, Wifi, Renovated Ground Floor Unit With Co

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 minutes

Price per night from

$105

1 / 30

Gulf Side Siesta Key Villa~Peaceful 1st Floor Villa, 3 pools-Jamaica Royale #100

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 43 minutes

Price per night from

$149

1 / 37

Beautiful 2 Master Suites on inter-coastal short walk to #1 beach private patio

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 12 minutes

Price per night from

$93

1 / 45

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

Price per night from

$115

1 / 30

Gulf View at Our House At The Beach

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 minutes

Price per night from

$109

1 / 36

Firethorn 512

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$125

1 / 13

Island House Beach Resort 11S

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

“very happy in 11 south!” our stay at the island house was great! the beach is beautiful and so close, and the unit we stayed in is bright, open and spacious with great views. the kitchen is very well equipped and the bathrooms and kitchen seem pre

Price per night from

$222

1 / 24

Island House Beach Resort V9

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

“Perfection” We lost our precious husband and daddy about a year ago when he died very suddenly and unexpectedly. We decided shortly after that happened to come back to Island House for spring break (we had been here before as a family) to spend some

Price per night from

$171

1 / 18

Only 150 yards to Crescent Beach and heated pool!

Siesta Key villa

2 bedrooms / 1 bathroom / sleeps 4

“Perfect!!!” We stayed in Villa A..it was cozy, clean, comfortable, with all amenities we needed..great location. Beach was awsome..we are looking to come back again..hopefully we can stay at the same place. Thanks Derek for allow us to stay in your pl

Price per night from

$99

1 / 58

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

Price per night from

$130

1 / 30

Sandy Toes Siesta Key Florida (6796)

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 6

“A great vacation townhouse.” We had a very pleasant stay at the townhouse. It's in a great location on Siesta Key. You can't see the beach or the Gulf, but it's an easy walk to both the pool and the shore. Very well furnished and exceptionally clea

Responds fast! avg. 56 minutes

Price per night from

$214

1 / 40

Island House Beach Resort V25

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$171

1 / 17

Chinaberry 446

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$220

1 / 13

Buttonwood 477

Siesta Key apartment

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$236

1 / 36

8 Steps to the Sand of Siestas Best Beach! - Old Man and the Sea Inn (3)

Siesta Key house

1 bedroom / 1 bathroom / sleeps 4

“Can't wait to go back” My wife and I had a fabulous time here! Close to the beach. We snorkelled, paddle boarded, and relaxed!! We love Siesta Key and this is the best place we have stayed over the years. Recommend Dan and Jon!

Responds fast! avg. 1 hour 46 minutes

Price per night from

$89

1 / 42

Crescent Beach, Siesta Key, 2br/2bath Garden Unit, free WIFI

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 56 minutes

Price per night from

$155

1 / 28

Island House Beach Resort 6S

Siesta Key apartment

1 bedroom / 2 bathrooms / sleeps 4

“Wonderful” My family and I enjoyed our stay in 6south. Beautiful apartment and amazing Veiw. The office staff were friendly and the apartment was clean and well stocked. We are staying again this year. Loved it!

Price per night from

$222

1 / 16

Tiny House Siesta - Tiny Aqua Oasis- Tiny House that sleeps 6 comfortably

Siesta Key hotel apartment

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$139

1 / 14

Fido Friendly, Saltwater Pool, Only 1 mile to SK Beach, Close to the Village, Sh

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 minutes

Price per night from

$144

1 / 36

Island House Beach Resort 12S

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$222

1 / 15

Buttonwood 472

Siesta Key apartment

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$236

1 / 23

Beach Across the Street, Partial Gulf Views, Wifi, Tennis Courts, Community Pool

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 minutes

Price per night from

$140

1 / 30

Firethorn 332

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$219

1 / 18

Firethorn 311

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$208

1 / 18

Brand New, Walk to Beach, Wifi, Water view from patio, Heated Pool, On Trolley L

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 minutes

Price per night from

$78

1 / 30
Viewing 38 of 2,639

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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