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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 (6)
  • Villa (1)
  • House (4)
  • Townhouse (1)
  • Condo (5)
  • Guest house (1)

All filters (2)

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18 Holiday homes

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Applied filters (2)
City breaks
Water sports

Great rentals within 20 miles that match your search

Holiday townhouse in Siesta Key

Siesta Key townhouse

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6
1 review

from £343 / night

£2,373 / week

1 / 38

Great rentals within 20 miles that match your search

Condo accommodation in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
41 reviews

from £114 / night

£796 - £2,073 / 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 4
8 reviews

from £114 / night

£796 - £2,073 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Sarasota

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £169 / night

£1,187 / week

1 / 11

Great rentals within 20 miles that match your search

Siesta Key holiday condo rental

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
29 reviews

from £226 / night

£1,582 - £3,187 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday condo rental

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
1 review

from £128 / night

£895 / week

1 / 52

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

£1,004 - £1,483 / 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

£1,642 / week

1 / 143

Great rentals within 20 miles that match your search

Villa rental in Siesta Key

Siesta Key villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8
34 reviews

from £406 / night

£2,837 / week

1 / 52

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

£1,301 / 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

£767 / week

1 / 75

Great rentals within 20 miles that match your search

Holiday condo with golf nearby in Bradenton

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £105 / night

£703 / week

1 / 49

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

£1,004 - £1,387 / week

1 / 32

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

£2,692 - £3,651 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday apartment in Siesta Key

Siesta Key apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10
23 reviews

from £388 / night

£2,710 - £6,297 / week

1 / 24

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

£831 / week

1 / 28

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

Clear all filters

Home rental in Sarasota with golf nearby

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: City breaks

from £86 / night

£602 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home in Sarasota

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: City breaks

from £138 / night

£960 / week

1 / 14

Great rentals within 20 miles that match your search

Home rental in Sarasota

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: City breaks

from £138 / night

£960 / week

1 / 12

Great rentals within 20 miles that match your search

Home rental in Sarasota

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: City breaks

from £138 / night

£960 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday home in Sarasota

Sarasota house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: City breaks

from £544 / night

£3,808 / week

1 / 44

Great rentals within 20 miles that match your search

Holiday home in Sarasota

Sarasota house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: City breaks

from £320 / night

£2,240 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday home in Ellenton

Ellenton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: City breaks

from £549 / night

£3,840 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday home rental

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: City breaks

1 review

from £778 / night

£5,486 - £8,000 / week

1 / 61

Great rentals within 20 miles that match your search

Holiday condo in Bradenton Beach

Bradenton Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: City breaks

from £362 / night

£2,528 / week

1 / 31

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: City breaks

from £275 / night

£1,920 / week

1 / 28

Great rentals within 20 miles that match your search

South Bradenton holiday apartment rental

South Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: City breaks

from £98 / night

£682 / week

1 / 14

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: City breaks

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: City breaks

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: City breaks

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: City breaks

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: City breaks

from £391 / night

£2,469 / week

1 / 37

Great rentals within 20 miles that match your search

Bradenton holiday home let

Bradenton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Water sports

from £146 / night

£1,018 / week

1 / 25

Great rentals within 20 miles that match your search

Sarasota holiday apartment rental

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Water sports

from £110 / night

£768 / week

1 / 72

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: City breaks

from £390 / night

£2,463 / week

1 / 37

Great rentals within 20 miles that match your search

Siesta Key holiday apartment rental

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: City breaks

from £390 / night

£2,463 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday apartment in Bradenton

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: City breaks

from £142 / night

£991 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday home in Anna Maria

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: City breaks

from £913 / night

£6,388 - £10,951 / week

1 / 55

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