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Holiday Apartments in Siesta Key

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1,342 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. 1 hour 29 minutes

from £115 / night

£800 / 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 £143 / night

£997 - £1,221 / week

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

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

4

from £204 / night

£1,423 / 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 £107 / night

£552 - £1,287 / 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. 2 hours 14 minutes

from £81 / night

£566 / 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 £105 / night

£739 / 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 £208 / night

£2,544 / 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

£854 - £2,393 / week

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

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

17

Responds fast! avg. 2 hours 16 minutes

from £141 / night

£1,034 - £2,175 / week

Walk to Beach, Wifi, Water view from patio, Heated Pool, On Trolley Line

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 minutes

from £88 / night

£529 - £1,689 / week

Jamaica Royale #100-Peaceful Gulf Side Condo

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

9

Responds fast! avg. 2 hours 6 minutes

from £180 / night

£1,258 / week

Quiet and Comfortable Condo Near Turtle Beach

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 5

5

Responds fast! avg. 37 minutes

from £91 / night

£632 / 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 £87 / night

£657 / 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 £111 / night

£538 - £1,411 / week

Beachfront Getaway in Siesta Key

Siesta Key townhouse

1 bedroom / 1 bathroom / sleeps 4

23

Responds fast! avg. 1 hour 34 minutes

from £234 / night

£1,637 / 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 £204 / night

£1,422 - £2,123 / 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 32 minutes

from £151 / night

£1,051 - £1,733 / 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 £188 / night

£693 - £1,859 / week

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

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

from £393 / night

£2,751 / week

Large community heated pool...grab one of the provided beach towels and head on

Siesta Key condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 minutes

from £73 / night

£616 - £658 / week

Holiday House 1

Siesta Key apartment

1 bedroom / 1 bathroom / sleeps 4

2

from £65 / night

£454 / 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 £205 / night

£1,428 - £1,805 / 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 £110 / night

£630 - £2,588 / week

Best Deals on Siesta Key

Siesta Key apartment

1 bedroom / 1 bathroom / sleeps 4

37

from £74 / night

£534 - £780 / week

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

Siesta Key apartment

3 bedrooms / 2 bathrooms / sleeps 8

from £360 / night

£2,516 / week

Sea Club II

Siesta Key condo

2 bedrooms / 1 bathroom / sleeps 5

1

from £65 / night

£454 / week

Responds fast! avg. 3 minutes

from £107 / night

£745 - £1,704 / week

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

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 5

37

Responds fast! avg. 1 hour 49 minutes

from £300 / night

£2,099 / week

Charming Siesta Key Condo, Walk to Beach, Pool

Siesta Key condo

1 bedroom / 1 bathroom / sleeps 3

7

Responds fast! avg. 2 hours 38 minutes

from £77 / night

£537 / week

Chinaberry 436 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

from £172 / night

£1,197 - £1,885 / 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 £245 / night

£873 - £2,074 / week

Luxury Condo Ground Floor Across the Street

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 6

1

from £129 / night

£794 - £1,163 / 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 19 minutes

from £126 / night

£883 / 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 30 minutes

from £176 / night

£1,227 - £1,727 / week

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

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 6

4

from £159 / night

£1,108 - £3,374 / week

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

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

from £388 / night

£2,711 / week

Heated Pool w/ Short Walk to Beach, Renovated & Updated, Fishing Pier, Tennis, L

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 minutes

from £176 / night

£589 - £1,905 / 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 £143 / night

£923 - £3,208 / week

Spacious 4bed air-con villa on Siesta Key

Siesta Key villa

4 bedrooms / 2 bathrooms / sleeps 8

2

Responds fast! avg. 35 minutes

from £353 / night

£1,764 / week

Viewing 39 of 1,342
rentals in Siesta Key