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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)
  • Condo (2)
  • Guest house (1)

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4 Holiday homes

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Sauna
Walking holidays

Great rentals within 20 miles that match your search

Siesta Key holiday condo rental

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6
1 review

from £391 / night

£2,738 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday condo in Bradenton

Bradenton condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
1 review

from £86 / night

£597 / 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
18 reviews

from £132 / night

£922 - £1,588 / week

1 / 41

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

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Holiday condo in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Sauna

2 reviews

from £239 / night

£1,674 / 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: Sauna

25 reviews

from £217 / night

£1,515 - £2,073 / week

1 / 31

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: Sauna

1 review

from £343 / night

£2,373 / week

1 / 38

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: Walking holidays

6 reviews

from £361 / night

£2,524 / week

1 / 13

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: Walking holidays

9 reviews

from £639 / night

£4,472 / 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: Walking holidays

2 reviews

from £164 / night

£1,144 / week

1 / 80

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: Sauna

34 reviews

from £406 / night

£2,837 / 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: Walking holidays

23 reviews

from £388 / night

£2,710 - £6,297 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday studio with golf nearby in Holmes Beach

Holmes Beach studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 filter does not match: Sauna

1 review

from £181 / night

£1,265 / 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: Sauna

2 reviews

from £81 / night

£565 / 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: Sauna

2 reviews

from £320 / night

£2,282 / 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: Sauna

11 reviews

from £292 / night

£2,044 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday home in Holmes Beach

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Sauna

17 reviews

from £274 / night

£1,917 / week

1 / 28

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: Sauna

8 reviews

from £151 / night

£1,095 - £1,917 / week

1 / 22

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: Sauna

8 reviews

from £114 / night

£796 - £2,073 / week

1 / 24

Great rentals within 20 miles that match your search

Condo accommodation in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Sauna

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 6

1 filter does not match: Sauna

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 filter does not match: Sauna

1 review

from £128 / night

£895 / week

1 / 52

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: Walking holidays

10 reviews

from £167 / night

£1,164 / week

1 / 68

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: Walking holidays

from £154 / night

£1,077 - £2,282 / week

1 / 55

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

1 filter does not match: Sauna

35 reviews

from £88 / night

£614 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday villa in Bradenton Beach

Bradenton Beach villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Sauna

from £457 / night

£3,194 / week

1 / 28

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: Walking holidays

from £347 / night

£2,428 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday condo in Siesta Key

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Walking holidays

from £719 / night

£5,034 / week

1 / 24

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: Walking holidays

from £109 / night

£633 - £1,406 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday home in Cortez

Cortez house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Sauna

from £1,196 / night

£6,938 / week

1 / 60

Great rentals within 20 miles that match your search

Holiday home in Sarasota

Sarasota house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Walking holidays

3 reviews

from £274 / night

£1,917 / week

1 / 54

Great rentals within 20 miles that match your search

Condo accommodation in Holmes Beach with golf nearby

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Sauna

from £621 / night

£4,344 / week

1 / 55

Great rentals within 20 miles that match your search

Holiday condo in Sarasota

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Walking holidays

from £219 / night

£1,533 - £1,789 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday home in Sarasota

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Walking holidays

from £821 / night

£5,743 / week

1 / 40

Great rentals within 20 miles that match your search

Holiday home in Sarasota

Sarasota house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 9

1 filter does not match: Sauna

from £235 / night

£1,642 / week

1 / 143

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: Walking holidays

2 reviews

from £142 / night

£1,118 / week

1 / 44

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: Sauna

from £548 / night

£3,833 / week

1 / 35

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: Sauna

from £110 / night

£767 / week

1 / 72

Great rentals within 20 miles that match your search

Apartment letting in Sarasota

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Sauna

from £110 / night

£767 / week

1 / 75

Great rentals within 20 miles that match your search

Holmes Beach holiday home rental

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Walking holidays

from £448 / night

£3,103 / week

1 / 28

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