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Holiday Lettings
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> 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

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  • 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.
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Waterfront
Pets allowed

Great rentals within 20 miles that match your search

Holiday home in Holmes Beach

Holmes Beach house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6
8 reviews

from £366 / night

£2,283 - £3,196 / week

1 / 12

Great rentals within 20 miles that match your search

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Holiday cottage in Anna Maria

Anna Maria cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

9 reviews

from £301 / night

£2,106 / week

1 / 16

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: Pets allowed

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: Pets allowed

1 review

from £798 / night

£5,581 / week

1 / 23

Great rentals within 20 miles that match your search

Cottage rental in Anna Maria

Anna Maria cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Pets allowed

2 reviews

from £283 / night

£1,978 / week

1 / 21

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

£2,377 / week

1 / 38

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

£896 / week

1 / 52

Great rentals within 20 miles that match your search

Bradenton holiday home rental

Bradenton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Waterfront

2 reviews

from £393 / night

£2,281 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday condo in Anna Maria Island

Anna Maria Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Pets allowed

10 reviews

from £167 / night

£1,166 / week

1 / 68

Great rentals within 20 miles that match your search

Holiday condo in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Pets allowed

2 reviews

from £240 / night

£1,677 / week

1 / 16

Great rentals within 20 miles that match your search

Bradenton holiday villa rental

Bradenton villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

24 reviews

from £156 / night

£1,088 / week

1 / 30

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: Pets allowed

5 reviews

from £275 / night

£1,641 - £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: Pets allowed

6 reviews

from £362 / night

£2,528 / week

1 / 13

Great rentals within 20 miles that match your search

Siesta Key holiday apartment accommodation

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

26 reviews

from £147 / night

£1,024 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday villa in Siesta Key

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Pets allowed

9 reviews

from £640 / night

£4,480 / week

1 / 27

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: Pets allowed

2 reviews

from £164 / night

£1,146 / week

1 / 80

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: Pets allowed

64 reviews

from £400 / night

£2,795 - £5,589 / week

1 / 47

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

£2,715 - £6,308 / 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: Pets allowed

from £183 / night

£1,280 / week

1 / 45

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: Pets allowed

25 reviews

from £251 / night

£1,757 - £2,635 / week

1 / 27

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: Pets allowed

67 reviews

from £217 / night

£1,517 - £2,715 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday condo rental

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Pets allowed

19 reviews

from £215 / night

£1,372 - £1,504 / week

1 / 27

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: Pets allowed

120 reviews

from £97 / night

£677 - £715 / week

1 / 35

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: Pets allowed

12 reviews

from £343 / night

£2,400 / week

1 / 39

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: Pets allowed

2 reviews

from £320 / night

£2,286 / week

1 / 22

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

£2,720 / week

1 / 41

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: Pets allowed

1 review

from £343 / night

£2,377 / week

1 / 13

Great rentals within 20 miles that match your search

Apartment rental in Bradenton with golf nearby

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

1 review

from £91 / night

£634 / week

1 / 45

Great rentals within 20 miles that match your search

Cottage rental in Bradenton Beach

Bradenton Beach cottage

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 15

1 filter does not match: Pets allowed

3 reviews

from £235 / night

£1,646 - £7,314 / week

1 / 57

Great rentals within 20 miles that match your search

Holiday condo with golf nearby in Longboat Key

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

from £348 / night

£2,432 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home in Siesta Key

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

4 reviews

from £549 / night

£3,840 / week

1 / 42

Great rentals within 20 miles that match your search

Bradenton Beach holiday apartment rental

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

from £155 / night

£1,079 - £2,286 / week

1 / 55

Great rentals within 20 miles that match your search

Siesta Key holiday home accommodation

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

from £222 / night

£1,549 / week

1 / 35

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: Pets allowed

from £251 / night

£1,751 / week

1 / 33

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: Pets allowed

1 review

from £435 / night

£3,040 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday townhouse in Bradenton Beach

Bradenton Beach townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

from £229 / night

£1,600 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday condo rental

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Pets allowed

from £281 / night

£1,965 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday condo rental

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

from £497 / night

£3,474 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday condo in Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 filter does not match: Pets allowed

4 reviews

from £237 / night

£1,658 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday condo in Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 filter does not match: Pets allowed

2 reviews

from £237 / night

£1,658 / week

1 / 28

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