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Siesta Key Rentals

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Siesta Key Rentals

543 beach rentals

3 North

Siesta Key apartment

2 bedrooms / 2 bathrooms / Sleeps 6

“Relax and chill out” We have stayed at this apartment twice once in 2005 and 2008 after Island house was recommended to us by friends, the first time we stayed we all fell in love with Siesta keys and island house, and when we visited again we asked t

$222

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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

1 / 50

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.

$117

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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

$129

1 / 12

6 South

Siesta Key apartment

1 bedroom / 2 bathrooms / Sleeps 4

“Peaceful,clean,furnished to perfection and a loving calm for my” Our enjoyment began with the inital phone conversation with Scott. I shared with him what my wife and I were looking for ---to enjoy our 45th wedding anniversary. What a gift!

$222

1 / 16

Beachfront - 1-Bedroom Condo at Fisherman's Cove - Free Boat Docks -Ground level

Siesta Key apartment

1 bedroom / 1 bathroom / Sleeps 4

“Great location right on the beach.” Nicely decorated condo. We walked out on the beach with our coffee in the morning and watched the sunsets at happy hour! We were located near destinations but liked the seclusion of this condo.

$119

1 / 41

Siesta Key Completely Renovated 3BR/2BA- Buttonwood 950

Siesta Key apartment

3 bedrooms / 2 bathrooms / Sleeps 6

$179

1 / 44

13 North

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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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

1 / 58

4 South

Siesta Key apartment

2 bedrooms / 2 bathrooms / Sleeps 6

“A wonderful family vacation!” We loved our stay at the Island House! The staff and property were excellent! The rental unit was perfect! the view was amazing and the pool/club house made for an ideal family trip. My children and I would love to go

$222

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

Siesta Key condo

2 bedrooms / 2 bathrooms / Sleeps 6

$175

1 / 21

6 North

Siesta Key apartment

2 bedrooms / 2 bathrooms / Sleeps 4

“Fantastic” The view, sunset, beach, quietness, comfort, ... There are many words that would describe Island House...gorgeous and fantastic are appropriate. The staff, especially Scott, the office staff, the grounds people, and the cleaning staff...are

$222

1 / 18

Siesta Key Fantastic Vacation

Siesta Key condo

2 bedrooms / 2 bathrooms / Sleeps 6

$149

1 / 22

Firethorn 311

Siesta Key apartment

2 bedrooms / 1 bathroom / Sleeps 4

$208

1 / 18

Chinaberry 446

Siesta Key apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$220

1 / 13

12 South

Siesta Key apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$222

1 / 15

Villa 5

Siesta Key villa

2 bedrooms / 2 bathrooms / Sleeps 6

“Great location and lovely accommodations!” This was our second year to vacation here and we plan to return next year! It is so close to the beautiful beach. Our experiences have been very relaxing and worth repeating.

$171

1 / 16

Villa 37

Siesta Key villa

2 bedrooms / 2 bathrooms / Sleeps 6

“Fun Times” We had a great time at Island Beach House Resort! The beach was gorgeous, the pool nice and warm, and the weather was perfect. Our villa 37 was very comfortable, clean, and well equipped. We had a wonderful relaxing vacation.

$171

1 / 12

Firethorn 332

Siesta Key apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$219

1 / 17

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

$143

1 / 28

Firethorn 111

Siesta Key apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$219

1 / 26

Villa 6

Siesta Key villa

2 bedrooms / 2 bathrooms / Sleeps 6

“Paradise” Overall, the Island House location was well kept, the property clean & the pool area was very nice. Other than the kitchen which needed updated & several of the window blinds that did not work, overall, the villa was nicely decorated. We

$171

1 / 16

SIESTA KEY! #1 Beach! Tranquil Gulf-side 2 Bed/2 Bath in Jamaica Royale #104

Siesta Key condo

2 bedrooms / 2 bathrooms / Sleeps 6

$160

1 / 20

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

1 / 16

Firethorn 711

Siesta Key apartment

2 bedrooms / 1 bathroom / Sleeps 4

$121

1 / 14

Chinaberry 443

Siesta Key apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$220

1 / 15

SEA SHELL - Siesta Key Beachfront Vacation Condo complex on Crescent Beach - 2BR

Siesta Key apartment

2 bedrooms / 2 bathrooms / Sleeps 6

“Great family vacation” We have stayed in the same unit for over 15 years. it is located where our men have boat slips we also have a lovely pool and beach front. The unit is supplied with all you need for furnishings and supplies. The people are very

$148

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11 South

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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16 North

Siesta Key apartment

2 bedrooms / 2 bathrooms / Sleeps 6

“Awesome place!” We have been to Island House 4 times now! Every stay has been nothing but perfect! It is truly an island paradise! We will be back!

$222

1 / 15

Gorgeous Direct gulf Front 2 Bedroom Condo on Siesta Keys... JUST REMODELLED

Siesta Key apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$153

1 / 31

Firethorn 232

Siesta Key apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$219

1 / 17

Siesta Key, El Presidente, Beachfront Luxury Condo, 3BR/3BA,2500SF-Huge, Updated

Siesta Key condo

3 bedrooms / 3 bathrooms / Sleeps 8

$321

1 / 22

Firethorn 821

Siesta Key apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$125

1 / 16

14 North

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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Beachfront Getaway in Siesta Key

Siesta Key townhouse

1 bedroom / 1 bathroom / Sleeps 4

“Spring Break” Our "beach front getaway" was great! The place was updated and very clean. The furnishings were comfortable and we had everything we needed from kitchen equipment to beach chairs. The area was great! We could walk or ride bikes anywhe

$198

1 / 28

Turtle Beach - Gulf-Front Condo - 2BR - Free Boat Docks - Siesta Key

Siesta Key apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$150

1 / 27

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

$100

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Crescent Beach Gulf Side 3BR/2BA- Buttonwood 417

Siesta Key apartment

3 bedrooms / 2 bathrooms / Sleeps 6

$236

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