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Holiday Lettings
> North America
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> 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
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
  • Apartment (6)
  • House (7)
  • Studio (1)
  • Guest house (1)

All filters (2)

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15 Holiday homes

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Applied filters (2)
City breaks
Pets allowed

Great rentals within 20 miles that match your search

Studio rental in Sarasota

Sarasota studio

  • Studio
  • 1 bathroom
  • sleeps 3

from £206 / night

£1,439 - £2,078 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday home rental

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £142 / night

£932 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment in Lido Key

Lido Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

from £155 / night

£1,005 - £1,485 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday home in Sarasota

Sarasota house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 9

from £235 / night

£1,643 / week

1 / 143

Great rentals within 20 miles that match your search

Sarasota holiday home rental

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £137 / night

£959 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday apartment in Sarasota

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £186 / night

£1,302 / week

1 / 15

Great rentals within 20 miles that match your search

Apartment letting in Sarasota

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £110 / night

£768 / week

1 / 75

Great rentals within 20 miles that match your search

Holiday home in Sarasota

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £146 / night

£1,017 / week

1 / 26

Great rentals within 20 miles that match your search

Apartment rental in Lido Key

Lido Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £151 / night

£1,005 - £1,389 / week

1 / 32

Great rentals within 20 miles that match your search

Sarasota holiday apartment rental

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £110 / night

£768 / week

1 / 72

Great rentals within 20 miles that match your search

Holiday home in Sarasota

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £235 / night

£1,644 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday guest house in Gulf Gate Estates

Gulf Gate Estates guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
1 review

from £154 / night

£1,074 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday apartment rental

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
3 reviews

from £385 / night

£2,695 - £3,654 / week

1 / 23

Great rentals within 20 miles that match your search

Lockwood Ridge holiday home rental

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12
1 review

from £119 / night

£832 / week

1 / 28

Great rentals within 20 miles that match your search

Bradenton holiday home let

Bradenton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £146 / night

£1,017 / week

1 / 25

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Holiday home rental

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: City breaks

9 reviews

from £156 / night

£1,087 / week

1 / 55

Great rentals within 20 miles that match your search

Holiday home in Bradenton Beach

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: City breaks

2 reviews

from £411 / night

£2,877 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home in Bradenton Beach

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: City breaks

from £229 / night

£1,599 / week

1 / 23

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: City breaks

1 review

from £797 / night

£5,575 / 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: Pets allowed

1 review

from £343 / night

£2,375 / week

1 / 38

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 filter does not match: City breaks

1 review

from £424 / night

£2,969 / week

1 / 32

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: City breaks

1 review

from £157 / night

£1,096 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday home in Anna Maria

Anna Maria house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: City breaks

37 reviews

from £503 / night

£1,804 - £9,042 / week

1 / 49

Great rentals within 20 miles that match your search

Home rental in Anna Maria

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: City breaks

3 reviews

from £174 / night

£1,215 / week

1 / 16

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: City breaks

18 reviews

from £132 / night

£923 - £1,590 / week

1 / 41

Great rentals within 20 miles that match your search

Sarasota holiday cottage rental

Sarasota cottage

  • 1 bathroom
  • sleeps 2

1 filter does not match: City breaks

12 reviews

from £183 / night

£1,142 - £1,188 / week

1 / 24

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: City breaks

7 reviews

from £217 / night

£2,633 / 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: City breaks

63 reviews

from £399 / night

£2,792 - £5,584 / 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: Pets allowed

34 reviews

from £406 / night

£2,839 / 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: Pets allowed

23 reviews

from £388 / night

£2,712 - £6,302 / week

1 / 24

Great rentals within 20 miles that match your search

Holmes Beach holiday home rental

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: City breaks

from £183 / night

£1,279 / week

1 / 45

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: City breaks

2 reviews

from £320 / night

£2,284 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday condo in Bradenton

Bradenton condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: City breaks

1 review

from £86 / night

£597 / week

1 / 16

Great rentals within 20 miles that match your search

Longboat Key holiday villa accommodation

Longboat Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Pets allowed

16 reviews

from £389 / night

£2,718 / week

1 / 41

Great rentals within 20 miles that match your search

Bradenton Beach holiday home rental

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: City breaks

15 reviews

from £274 / night

£1,759 / week

1 / 20

Great rentals within 20 miles that match your search

Siesta Key holiday condo rental

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Pets allowed

8 reviews

from £114 / night

£797 - £2,075 / 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: Pets allowed

29 reviews

from £227 / night

£1,583 - £3,190 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday condo rental

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Pets allowed

1 review

from £128 / night

£895 / week

1 / 52

Great rentals within 20 miles that match your search

Lido Key holiday apartment rental

Lido Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

1 filter does not match: City breaks

from £151 / night

£1,005 - £1,580 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home in Bradenton

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: City breaks

from £297 / night

£2,078 / week

1 / 67

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