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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
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
  • Cottage (6)
  • Apartment (47)
  • Villa (10)
  • House (65)
  • Townhouse (9)
  • Studio (1)
  • Condo (45)
  • Hotel apartment (3)
  • Guest house (2)

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6 Holiday homes

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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 £197 / night

£1,379 - £3,218 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday cottage in Anna Maria Island

Anna Maria Island cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
35 reviews

from £89 / night

£618 / week

1 / 22

Great rentals within 20 miles that match your search

Bradenton Beach holiday cottage rental

Bradenton Beach cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5
3 reviews

from £322 / night

£2,758 / week

1 / 20

Great rentals within 20 miles that match your search

Cottage rental in Bradenton Beach

Bradenton Beach cottage

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 15
3 reviews

from £237 / night

£1,655 - £7,354 / week

1 / 57

Great rentals within 20 miles that match your search

Cottage rental in Anna Maria

Anna Maria cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
2 reviews

from £284 / night

£1,989 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday cottage in Palmetto

Palmetto cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7
6 reviews

from £119 / night

£965 / week

1 / 30

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: Property type

from £92 / night

£644 / week

1 / 11

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: Property type

25 reviews

from £218 / night

£1,526 - £2,569 / 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: Property type

1 review

from £802 / night

£5,611 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday apartment in Bradenton

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

3 reviews

from £322 / night

£2,252 / week

1 / 59

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: Property type

1 review

from £345 / night

£2,390 - £2,482 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday condo in Bradenton Beach

Bradenton Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £161 / night

£1,126 / week

1 / 12

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: Golf within 30mins drive

1 review

from £427 / night

£2,988 / week

1 / 32

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: Property type

6 reviews

from £363 / night

£2,542 / 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: Property type

from £1,011 / night

£6,435 - £11,490 / 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: Property type

10 reviews

from £276 / night

£1,931 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday home accommodation

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

40 reviews

from £382 / night

£2,671 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday apartment in Siesta Key

Siesta Key apartment

  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

1 review

from £119 / night

£830 / week

1 / 25

Great rentals within 20 miles that match your search

Siesta Key holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Property type

24 reviews

from £180 / night

£1,287 - £1,448 / week

1 / 16

Great rentals within 20 miles that match your search

Siesta Key holiday apartment rental

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Property type

16 reviews

from £253 / night

£2,023 - £2,115 / week

1 / 23

Great rentals within 20 miles that match your search

Holmes Beach holiday cottage let

Holmes Beach cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Golf within 30mins drive

8 reviews

from £368 / night

£2,298 / week

1 / 22

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: Property type

2 reviews

from £165 / night

£1,152 / week

1 / 80

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: Property type

37 reviews

from £506 / night

£1,816 - £9,100 / 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: Property type

3 reviews

from £175 / night

£1,223 / week

1 / 16

Great rentals within 20 miles that match your search

Sarasota holiday cottage rental

Sarasota cottage

  • 1 bathroom
  • sleeps 2

1 filter does not match: Golf within 30mins drive

12 reviews

from £184 / night

£1,149 - £1,195 / 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: Property type

7 reviews

from £219 / night

£2,650 / week

1 / 50

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: Property type

34 reviews

from £409 / night

£2,857 / 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: Property type

23 reviews

from £390 / night

£2,730 - £6,342 / week

1 / 24

Great rentals within 20 miles that match your search

Home accommodation in Holmes Beach

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

1 review

from £166 / night

£1,159 / week

1 / 16

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: Property type

from £184 / night

£1,287 / week

1 / 45

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: Property type

67 reviews

from £218 / night

£1,526 - £2,730 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday home in Sarasota

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

120 reviews

from £98 / night

£680 - £799 / week

1 / 35

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: Property type

21 reviews

from £152 / night

£1,062 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday apartment in Bradenton Beach

Bradenton Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Property type

2 reviews

from £82 / night

£569 / week

1 / 17

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: Property type

2 reviews

from £322 / night

£2,298 / week

1 / 22

Great rentals within 20 miles that match your search

Bradenton holiday home rental

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

11 reviews

from £295 / night

£2,059 / week

1 / 20

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: Property type

1 review

from £86 / night

£601 / week

1 / 16

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: Property type

8 reviews

from £152 / night

£1,103 - £1,931 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday condo in Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

1 review

from £345 / night

£2,390 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday home in Anna Maria

Anna Maria house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

5 reviews

from £597 / night

£4,406 - £5,037 / week

1 / 37

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