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Holiday Apartments in Siesta Key

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1,411 Holiday homes

Walk to the beach from this adorable condo. Beachside. Perfect location. Bikes,

Siesta Key house

1 bedroom / 1 bathroom / sleeps 2

5

Responds fast! avg. 2 hours 3 minutes

from £116 / night

£810 / week

Siesta Key 2 Bedroom 1 Bath Modern/Contemporary Decor Apartment

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 5

24

Responds fast! avg. 36 minutes

from £146 / night

£1,019 - £1,247 / week

Jamaica Royale #92 on the #1 Beach in the USA!

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

4

from £208 / night

£1,454 / week

Only 6 Minute Walk to Crescent Beach, Free Wifi, Private Lanai, Heated Pool, Fis

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 minutes

from £84 / night

£483 - £1,304 / week

Remodeled 2br 2ba with private patio, beautiful water views, walk to #1 beach

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

6

Responds fast! avg. 1 hour 42 minutes

from £83 / night

£577 / week

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

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

3

Responds fast! avg. 3 hours 57 minutes

from £107 / night

£749 / week

600 ft. to Shell Beach, Pool/Spa, Fire Pit, New & Custom Nantucket Style Home,

Siesta Key house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 minutes

from £211 / night

£2,577 / week

Across the street from Siesta Key Beach, Gulf View, Pool, Tennis, Parking, Balco

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 minutes

from £122 / night

£719 - £2,238 / week

Gorgeous Direct Gulf/Beach Front 2 Bedroom Condo on Siesta Key, Amazing views!

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

18

Responds fast! avg. 2 hours 20 minutes

from £190 / night

£1,240 - £2,197 / week

Walk to Beach, Wifi, Tennis, Water View From Patio, Heated Pool, On Trolley Line

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 minutes

from £89 / night

£483 - £1,694 / week

Jamaica Royale #100-Peaceful Gulf Side Condo

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

9

Responds fast! avg. 2 hours 45 minutes

from £214 / night

£1,496 / week

Quiet and Comfortable Condo Near Turtle Beach

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 5

5

Responds fast! avg. 41 minutes

from £92 / night

£639 / week

Siesta Key Beach is Across the Street, Partial Bay Views, WiFi, Renovated, Overl

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

1

Responds fast! avg. 3 minutes

from £86 / night

£665 / week

Walk to Siesta Beach, Heated Pool, Wifi, Fido Friendly, Renovated Ground Floor U

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 minutes

from £113 / night

£527 - £1,319 / week

Beachfront Getaway in Siesta Key

Siesta Key townhouse

1 bedroom / 1 bathroom / sleeps 4

23

from £237 / night

£1,654 / week

Canal Home on Siesta Key w/ Pool, Wifi, Renovated 1950 Style Sarasota School of

Siesta Key house

4 bedrooms / 3 bathrooms / sleeps 6

2

Responds fast! avg. 3 minutes

from £217 / night

£1,371 - £2,407 / week

Recently updated, Crescent Beach resort, Heated Pool, Jacuzzi, Tennis, Barbeques

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

3

Responds fast! avg. 1 hour 58 minutes

from £154 / night

£1,079 - £1,778 / week

Beautifully Renovated & Modern, Wifi, Harbor Towers, 3 bedroom with den

Siesta Key apartment

3 bedrooms / 3 bathrooms / sleeps 8

1

Responds fast! avg. 3 minutes

from £191 / night

£795 - £1,738 / week

Perfect Getaway-2Bedroom/2Bath Steps from Beach with Pool Access!!- La Estrella

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

from £399 / night

£2,788 / week

Complex on the Bay, Walk to Beaches, Heated Pool, Wifi, Ground Floor, Renovated,

Siesta Key condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 minutes

from £72 / night

£609 - £1,284 / week

Holiday House 1

Siesta Key apartment

1 bedroom / 1 bathroom / sleeps 4

2

from £66 / night

£460 / week

Siesta Key- Beach Chic Retreat, Siesta Key 3 Bedroom 2 Bath Apartment

Siesta Key apartment

3 bedrooms / 2 bathrooms / sleeps 7

16

Responds fast! avg. 36 minutes

from £207 / night

£1,443 - £1,825 / week

Siesta Key Condo w/Private Beach Access, Wifi Included, Heated Pool, Tennis & B

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

1

Responds fast! avg. 3 minutes

from £90 / night

£632 - £2,419 / week

Best Deals on Siesta Key

Siesta Key apartment

1 bedroom / 1 bathroom / sleeps 4

37

from £75 / night

£541 - £790 / week

3 Bedroom/ 2 Bath unit across from Siesta Key Beach Access.- Islamorada

Siesta Key apartment

3 bedrooms / 2 bathrooms / sleeps 8

from £365 / night

£2,549 / week

Sea Club II

Siesta Key condo

2 bedrooms / 1 bathroom / sleeps 5

1

from £66 / night

£460 / week

Responds fast! avg. 3 minutes

from £110 / night

£772 - £1,726 / week

Siesta Key - 2bdrm on the beach - amazing views!!

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 5

38

Responds fast! avg. 1 hour 48 minutes

from £219 / night

£1,530 - £2,357 / week

Charming Siesta Key Condo, Walk to Beach, Pool

Siesta Key condo

1 bedroom / 1 bathroom / sleeps 3

7

Responds fast! avg. 3 hours 53 minutes

from £78 / night

£543 / week

Chinaberry 436 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

from £174 / night

£1,216 - £1,915 / week

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

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 8

1

Responds fast! avg. 3 minutes

from £248 / night

£833 - £1,996 / week

Siesta Key Townhouse across from Pristine Sands of Siesta Key 2B/2B sleeps 6

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

20

Responds fast! avg. 1 hour 13 minutes

from £137 / night

£957 / week

Sea Shell Condo-Right On Crescent Beach-Siesta Key

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

10

Responds fast! avg. 2 hours 40 minutes

from £178 / night

£1,243 - £1,750 / week

Siesta Key Beach Condo, 2Br/2Ba Direct Beach Front

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 6

4

Responds fast! avg. 2 hours 11 minutes

from £160 / night

£1,120 - £3,410 / week

The Perfect 2Bedroom/2Bath Steps Away From Siesta Key Beach- BiancoSands

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

from £393 / night

£2,747 / week

Walk to Beach, WiFi, Heated Pool, Screened Lanai Overlooks Pool, Fishing Pier, T

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 minutes

from £112 / night

£522 - £1,784 / week

LuLu's Leatherback Walk to Beach & Village, Heated Pool, WiFi, Barbecue Station,

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

2

Responds fast! avg. 3 minutes

from £132 / night

£917 - £3,001 / week

Spacious 4bed air-con villa on Siesta Key

Siesta Key villa

4 bedrooms / 2 bathrooms / sleeps 8

2

Responds fast! avg. 20 minutes

from £219 / night

£1,090 - £2,624 / week

Elegant Condo with Gulf Views - Walk to Beach and Siesta Village

Siesta Key condo

3 bedrooms / 3 bathrooms / sleeps 6

from £309 / night

£2,161 / week

Firethorn 333 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 6

from £172 / night

£1,205 - £1,926 / week

Viewing 40 of 1,411
rentals in Siesta Key