Updating

Dates
...

Viewing 40 of 617 rentals in Siesta Key

Tell us your dates, and we will find the most accurate rates and availability for you

Updating

Holiday Lettings
> North America
> United States
> Florida
> Beach rentals and villas in Siesta Key

Beach rentals in Siesta Key and Villas - Holiday Lettings - Holiday Rentals Siesta Key

Price per night

£1 £750 -

Bedrooms

Property rating (out of 5)
  • 5
  • 4 and above
  • 3 and above
Tripadvisor rating Vrbo rating
Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
Property type

All filters (1)

Filters (2)

Clear filters

0 Holiday homes

Why am I receiving these results?
Applied filters (2)
Fishing
Catered / B&B

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

Clear all filters

Holiday condo in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Catered / B&B

2 reviews

from £240 / night

£1,677 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday condo in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

6 reviews

from £275 / night

£1,920 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday condo rental

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

25 reviews

from £217 / night

£1,518 - £2,076 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday home in Siesta Key

Siesta Key house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Catered / B&B

1 review

from £798 / night

£5,581 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday townhouse in Siesta Key

Siesta Key townhouse

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

1 review

from £343 / night

£2,377 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday apartment in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

5 reviews

from £275 / night

£1,642 - £2,647 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday condo in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

6 reviews

from £362 / night

£2,528 / week

1 / 13

Great rentals within 20 miles that match your search

Siesta Key holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Catered / B&B

2 reviews

from £164 / night

£1,146 / week

1 / 80

Great rentals within 20 miles that match your search

Siesta Key holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

18 reviews

from £132 / night

£924 - £1,591 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday townhouse in Siesta Key

Siesta Key townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

7 reviews

from £218 / night

£2,635 / week

1 / 50

Great rentals within 20 miles that match your search

Holiday home in Siesta Key

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

1 filter does not match: Catered / B&B

63 reviews

from £400 / night

£2,795 - £5,590 / week

1 / 47

Great rentals within 20 miles that match your search

Villa rental in Siesta Key

Siesta Key villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

34 reviews

from £406 / night

£2,842 / week

1 / 52

Great rentals within 20 miles that match your search

Holiday apartment in Siesta Key

Siesta Key apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Catered / B&B

23 reviews

from £388 / night

£2,715 - £6,308 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday apartment in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

12 reviews

from £343 / night

£2,400 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

21 reviews

from £151 / night

£1,056 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday home in Siesta Key

Siesta Key house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

1 filter does not match: Catered / B&B

2 reviews

from £320 / night

£2,286 / week

1 / 22

Great rentals within 20 miles that match your search

Siesta Key holiday condo rental

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Catered / B&B

8 reviews

from £151 / night

£1,098 - £1,920 / week

1 / 22

Great rentals within 20 miles that match your search

Condo accommodation in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Catered / B&B

41 reviews

from £114 / night

£798 - £2,077 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday condo rental

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

6 reviews

from £269 / night

£1,882 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday condo in Siesta Key

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Catered / B&B

4 reviews

from £266 / night

£1,856 / week

1 / 24

Great rentals within 20 miles that match your search

Siesta Key holiday condo rental

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Catered / B&B

51 reviews

from £480 / night

£3,360 / week

1 / 69

Great rentals within 20 miles that match your search

Siesta Key holiday condo rental

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

1 review

from £392 / night

£2,743 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday hotel apartment in Siesta Key

Siesta Key hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Catered / B&B

1 review

from £337 / night

£2,356 / week

1 / 32

Great rentals within 20 miles that match your search

Siesta Key holiday hotel apartment rental

Siesta Key hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Catered / B&B

from £357 / night

£2,496 / week

1 / 13

Great rentals within 20 miles that match your search

Ski home to rent in Siesta Key

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Catered / B&B

1 review

from £435 / night

£3,040 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday condo with shared pool, golf nearby in Siesta Key

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Catered / B&B

8 reviews

from £92 / night

£640 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday condo in Siesta Key

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

from £721 / night

£5,043 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday apartment in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

from £109 / night

£634 - £1,408 / week

1 / 42

Great rentals within 20 miles that match your search

Condo rental in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Catered / B&B

from £183 / night

£1,280 / week

1 / 20

Great rentals within 20 miles that match your search

Siesta Key holiday home rental

Siesta Key house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

1 filter does not match: Catered / B&B

from £275 / night

£1,920 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday apartment in Siesta Key

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Catered / B&B

from £391 / night

£2,469 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday apartment in Siesta Key

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Catered / B&B

from £391 / night

£2,469 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday apartment in Siesta Key

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Catered / B&B

from £391 / night

£2,469 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday apartment in Siesta Key

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Catered / B&B

from £391 / night

£2,469 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday apartment in Siesta Key

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Catered / B&B

from £391 / night

£2,469 / week

1 / 37

Great rentals within 20 miles that match your search

Condo rental in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

from £255 / night

£1,786 / week

1 / 30

Great rentals within 20 miles that match your search

Siesta Key holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Catered / B&B

67 reviews

from £217 / night

£1,518 - £2,715 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday home in Siesta Key

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

5 reviews

from £252 / night

£1,738 - £1,929 / week

1 / 13

Great rentals within 20 miles that match your search

Siesta Key holiday condo rental

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

29 reviews

from £227 / night

£1,585 - £3,193 / week

1 / 24

Great rentals within 20 miles that match your search

Siesta Key holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

18 reviews

from £213 / night

£1,486 - £2,766 / week

1 / 59

×

Also consider