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Wireless Internet
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Heated pool
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Cot available
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Beach or lakeside relaxation
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185 beach rentals

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New 6 Bedroom, Luxury Home in Gated Community

Siesta Key house

6 bedrooms
5 bathrooms

sleeps 14

1 of 2 match: Video player, Private outdoor pool (heated)

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Price per night from

$999

A Siesta Tropical Retreat - Island Pool Oasis in Village & 2 blocks to Beach

Siesta Key house

3 bedrooms
2 bathrooms

sleeps 9

“Your best choice for location!” We stayed for 10 lovely days in this home and I have to say It was an even better location than I expected. Everything you could want to do is in walking distance or you can walk to the village (maybe a 3 minute walk)and hop in a free taxi . The house is well appointed and beds are very comfortable. We traveled with a 10 yr.old, 11yr. old , and 15 yr. old my 15 yr. old niece slept in the trundle bed and commented on how comfortable the bed was. In the kitchen you will find a drawer full of menus for the many nearby restaurants and information for water activities. I highly recommend parasailing while your there ! Considering how close everything is the street is very quiet and the owners were great to deal with. Thanks Kathi and Grant!

1 of 2 match: Video player, Private outdoor pool (heated)

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Price per night from

$500

4 Bedroom with Gulf View Siesta Key FL Beach Fun

Siesta Key apartment

4 bedrooms
4 bathrooms

sleeps 10

“Fantastic Location and Beautiful Accomodations” Our daughters and their families stayed here in February. The condo was everything we expected and more. It has a breathtaking view of the Gulf from the screened in lani which runs the width of the unit. The four bedrooms were perfect for our group of nine and the kitchen / dining area was well stocked with appliances , pots & pans , dishes , glassware , etc. Condo has easy access to heated pool and ample parking. Owner made the rental process smooth as silk , and we all felt right at home as soon as we had checked in. Right across street from world famous Siesta Beach. Would highly recommend.

1 of 2 match: Video player, Private outdoor pool (heated)

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Price per night from

$514

****Walk to Beach-5min! Waterfront Canal! Private Pool~spa~Kayaks, Bikes!

Siesta Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Video player, Private outdoor pool (heated)

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Price per night from

$454

Lakefront Oasis 3 Bdrm House with Heated Pool minutes from village and beach

Siesta Key house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Video player, Private outdoor pool (heated)

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Price per night from

$687

Another Day in Paradise

Siesta Key house

3 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 3 hours 1 minutes

1 of 2 match: Video player, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$544

Condo wOcean view on Siesta

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 1 hour 33 minutes

1 of 2 match: Video player, Private outdoor pool (heated)

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Price per night from

$401

Dream beach, pool/spa retreat!

Siesta Key house

4 bedrooms
3 bathrooms

sleeps 9

1 of 2 match: Video player, Private outdoor pool (heated)

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Price per night from

$344

Siesta Key Beach Cottages on Crescent

Siesta Key cottage

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Video player, Private outdoor pool (heated)

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Price per night from

$224

Updated Home, Saltwater Pool/Spa, BBQ, Pond Views, 6 Min Bike Ride to Siesta Key

Siesta Key house

3 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 4 minutes

1 of 2 match: Video player, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$228

Siesta Key Waterfront Estate heated Pool Privacy!

Siesta Key house

4 bedrooms
4 bathrooms

sleeps 12

1 of 2 match: Video player, Private outdoor pool (heated)

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Price per night from

$716

Beach, Village, Dock, Private Heated Pool... Fantastic Location, No Car Needed!

Siesta Key house

2 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Video player, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$457

Chinaberry 911 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Video player, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$171

Buttonwood 467 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Video player, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$290

Chinaberry 424 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Video player, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$264

Doveplum 121 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Video player, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$296

Firethorn 512 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Video player, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$142

Doveplum 112 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

4 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Video player, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$629

Firethorn 613 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Video player, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$142

Chinaberry 446 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Video player, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$264

Chinaberry 455 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Video player, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$264

Chinaberry 426 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Video player, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$264

Chinaberry 932 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Video player, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$171

Chinaberry 943 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Video player, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$171

Firethorn 330 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Video player, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$249

Firethorn 513 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Video player, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$142

Doveplum 120 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Video player, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$296

Firethorn 510 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Video player, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$142

Chinaberry 952 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Video player, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$171

Chinaberry 435 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Video player, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$264

Firethorn 711 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Video player, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$137

Doveplum 810 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Video player, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$193

Chinaberry 944 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Video player, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$171

Chinaberry 423 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Video player, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$264

Firethorn 821 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Video player, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$142

Firethorn 310 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Video player, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$249

Firethorn 232 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Video player, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$249

Buttonwood 472 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Video player, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$290

Viewing 38 of 185
rentals in Siesta Key

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Vacation Rentals & Beach Rentals in Siesta Key

Per night

185 beach rentals

Viewing 38 of 185rentals in Siesta Key

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Viewing 38 of 185
rentals in Siesta Key