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Vacation Rentals & Beach Rentals in Siesta Key

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303 beach rentals

Chinaberry 436 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (heated)

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Price per night from

$239

Buttonwood 462 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

3 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (heated)

All filters match

Price per night from

$255

Doveplum 621 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (heated)

All filters match

Price per night from

$159

Buttonwood 477 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

3 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (heated)

All filters match

Price per night from

$255

Firethorn 320 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 4

Match: Private outdoor pool (heated)

All filters match

Price per night from

$236

Firethorn 333 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 6

Match: Private outdoor pool (heated)

All filters match

Price per night from

$236

Firethorn 513 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (heated)

All filters match

Price per night from

$136

Chinaberry 416 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (heated)

All filters match

Price per night from

$239

Chinaberry 943 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (heated)

All filters match

Price per night from

$164

Firethorn 610 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 6

Match: Private outdoor pool (heated)

All filters match

Price per night from

$136

Doveplum 623 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (heated)

All filters match

Price per night from

$159

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

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 8

Match: Private outdoor pool (heated)

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Price per night from

$429

Firethorn 611 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 6

Match: Private outdoor pool (heated)

All filters match

Price per night from

$136

Firethorn 632 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 4

Match: Private outdoor pool (heated)

All filters match

Price per night from

$131

Chinaberry 953 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (heated)

All filters match

Price per night from

$164

Firethorn 613 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 6

Match: Private outdoor pool (heated)

All filters match

Price per night from

$136

Our Tropical Island Home

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 21 minutes

Match: Private outdoor pool (heated)

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Price per night from

$136

Large Modernized Home a Short Walk to Beach

Siesta Key house

4 bedrooms / 4 bathrooms / sleeps 12

Match: Private outdoor pool (heated)

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Price per night from

$373

Seaside Villas Unit 3BR 5241

Siesta Key apartment

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 2 minutes

Match: Private outdoor pool (heated)

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Price per night from

$239

Buttonwood 432 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

3 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (heated)

All filters match

Price per night from

$255

Chinaberry 413 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (heated)

All filters match

Price per night from

$239

Firethorn 514 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 4

Match: Private outdoor pool (heated)

All filters match

Price per night from

$131

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

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Lovely condo on the beach, beautiful sunsets, quiet and relaxing” We recently had another nice vacation in this first floor condo, right on the gulf. Attractive décor, well equipped kitchen, large walk-in closet, washer and dryer. Convenient parking space, looks over a lagoon behind building, great for fishing and boating in owner's kayak. Convenient to many nice restaurants and attractions. Sorry to see that the beach is smaller. Hopefully it will be rebuilt by next spring.

Responds fast! avg. 3 hours 2 minutes

Match: Private outdoor pool (heated)

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Price per night from

$198

Chinaberry 414 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (heated)

All filters match

Price per night from

$239

Chinaberry 426 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (heated)

All filters match

Price per night from

$239

Palm Oasis - Relax in Comfort - 1 rental per calendar month

Siesta Key house

4 bedrooms / 3 bathrooms / sleeps 10

“Beautiful home for a quiet -relaxing getaway!” Fantastic location! House had all you could ever need and the space was perfect! The only downside was not being able to maximize the outside into the evening. Our first full day it had rained but it was humid! We spent the entire day shopping and dining out. We returned around 10:30pm & the rain stopped so we took full advantage of the outside, which is just as lovely at night. There were only 4 of us, and at 11;30 it was just my sister N law and I, no music -just taking & laughing and thats when the neighbor directly behind us loudly announced for us to "keep it down and that we were in a residential area!" The other neighbor to the right didn't hear a thing! After a long, cold, Maine winter... being outside is the #1 goal, so that was unfortunate. Virginia was very pleasant to work with.

Responds fast! avg. 1 hour 56 minutes

Match: Private outdoor pool (heated)

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Price per night from

$434

Firethorn 311 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 4

Match: Private outdoor pool (heated)

All filters match

Price per night from

$225

New 6 Bedroom, Luxury Home in Gated Community

Siesta Key house

6 bedrooms / 5 bathrooms / sleeps 14

Match: Private outdoor pool (heated)

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Price per night from

$1,158

Firethorn 712 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 6

Match: Private outdoor pool (heated)

All filters match

Price per night from

$136

Deluxe 3-BR Siesta Key Townhouse - Heated Pool - Siesta Key Village

Siesta Key villa

3 bedrooms / 3 bathrooms / sleeps 8

“A Great Place to Make Memories!” Our family has vacationed at Seaside Villas several times now and we have never been disappointed. It has everything within reach for the makings of a great memorable stay. The condo itself is well appointed and well maintained. The amenities of a large open floor plan, cable, laundry, well equipped kitchen and onsite pool provide everything you could possibly need. In addition it is a short walk to the beautiful white sandy beach and great Gulf sunsets of Siesta key. Having shopping and dining within walking distance is a great plus too.

Responds fast! avg. 3 hours 2 minutes

Match: Private outdoor pool (heated)

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Price per night from

$239

Firethorn 722 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 6

Match: Private outdoor pool (heated)

All filters match

Price per night from

$136

Chinaberry 423 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (heated)

All filters match

Price per night from

$239

Buttonwood 427 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

3 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (heated)

All filters match

Price per night from

$255

Firethorn 821 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (heated)

All filters match

Price per night from

$136

Chinaberry 912 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (heated)

All filters match

Price per night from

$164

Chinaberry 921 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (heated)

All filters match

Price per night from

$164

Firethorn 332 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

Match: Private outdoor pool (heated)

All filters match

Price per night from

$236

Doveplum 121 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (heated)

All filters match

Price per night from

$276

Viewing 38 of 303
rentals in Siesta Key

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