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Viewing 40 of 326 rentals in Longboat Key

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Holiday Lettings
> North America
> United States
> Florida
> Villas and holiday rentals in Longboat Key

Villas in Longboat Key and Holiday rentals - Holiday Lettings - Holiday Rentals Longboat Key

Price per night

£1 £750 -

Bedrooms

Property rating (out of 5)
  • 5
  • 4 and above
  • 3 and above
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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
  • Apartment (1)
  • House (3)

All filters (2)

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4 Holiday homes

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Garden
Lift access

Great rentals within 20 miles that match your search

Siesta Key holiday apartment accommodation

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
26 reviews

from £147 / night

£1,024 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday home in Bradenton

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5
4 reviews

from £115 / night

£800 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday villa in Siesta Key

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
9 reviews

from £640 / night

£4,480 / week

1 / 27

Great rentals within 20 miles that match your search

Holmes Beach holiday cottage let

Holmes Beach cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
8 reviews

from £366 / night

£2,286 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home accommodation

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6
40 reviews

from £380 / night

£2,656 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday cottage in Bradenton Beach

Bradenton Beach cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
10 reviews

from £196 / night

£1,372 - £3,200 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday cottage with swimming pool in Sarasota

Sarasota cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
1 review

from £425 / night

£2,972 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday home in Sarasota

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
19 reviews

from £151 / night

£1,056 / week

1 / 41

Great rentals within 20 miles that match your search

Holmes Beach holiday home rental

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6
6 reviews

from £549 / night

£3,840 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday home in Bradenton

Bradenton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8
15 reviews

from £228 / night

£1,594 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home in Bradenton Beach

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10
2 reviews

from £412 / night

£2,880 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home in Sarasota

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £252 / night

£1,760 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday apartment rental

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
2 reviews

from £54 / night

£357 - £540 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday home rental

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £115 / night

£800 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday home rental

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
9 reviews

from £156 / night

£1,088 / week

1 / 55

Great rentals within 20 miles that match your search

Sarasota holiday home rental

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
3 reviews

from £183 / night

£1,280 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday villa in Holmes Beach

Holmes Beach villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £118 / night

£869 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday apartment in Lido Key

Lido Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £146 / night

£1,018 / week

1 / 17

Great rentals within 20 miles that match your search

Bradenton holiday home rental

Bradenton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10
2 reviews

from £393 / night

£2,281 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday home rental

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
1 review

from £363 / night

£2,537 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday townhouse letting

Holmes Beach townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
1 review

from £206 / night

£1,440 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday home in Anna Maria

Anna Maria house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
2 reviews

from £595 / night

£4,480 / week

1 / 57

Great rentals within 20 miles that match your search

Holiday apartment in Sarasota

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
3 reviews

from £124 / night

£864 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home in Anna Maria

Anna Maria house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8
5 reviews

from £594 / night

£4,382 - £5,009 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday apartment rental

Lido Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £137 / night

£954 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday cottage in Anna Maria

Anna Maria cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
9 reviews

from £301 / night

£2,106 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday home in Anna Maria

Anna Maria house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12
37 reviews

from £503 / night

£2,172 - £9,051 / week

1 / 49

Great rentals within 20 miles that match your search

Holiday home rental

Anna Maria house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from £1,829 / night

£12,799 - £17,370 / week

1 / 36

Great rentals within 20 miles that match your search

Home rental in Sarasota

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £138 / night

£960 / week

1 / 12

Great rentals within 20 miles that match your search

Siesta Key holiday home rental

Siesta Key house

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 16

from £959 / night

£6,713 / week

1 / 112

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Holiday condo rental

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Garden

25 reviews

from £217 / night

£1,517 - £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: Garden

1 review

from £798 / night

£5,581 / week

1 / 23

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: Garden

29 reviews

from £227 / night

£1,585 - £3,193 / 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 6

1 filter does not match: Garden

10 reviews

from £311 / night

£1,824 - £2,556 / week

1 / 24

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: Garden

6 reviews

from £362 / night

£2,528 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday home rental

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Garden

from £1,006 / night

£6,400 - £11,428 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday apartment in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Garden

10 reviews

from £275 / night

£1,920 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday apartment in Bradenton Beach

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Garden

1 review

from £157 / night

£1,097 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday apartment in Sarasota

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Garden

17 reviews

from £206 / night

£1,372 / week

1 / 19

Great rentals within 20 miles that match your search

Apartment rental in Siesta Key with shared pool

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Garden

2 reviews

from £327 / night

£2,286 / week

1 / 22

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