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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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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
  • Bungalow (4)
  • Apartment (66)
  • Villa (15)
  • Cottage (14)
  • House (131)
  • Lodge (1)
  • Manor House (1)
  • Townhouse (10)
  • Studio (5)
  • Yacht (1)
  • Condo (106)
  • Private room (2)
  • Guest house (4)
  • Hotel apartment (3)
  • Caravan/Mobile Home (1)

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4 Holiday homes

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Great rentals within 20 miles that match your search

Holiday bungalow in Gulfport

Gulfport bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £92 / night

£640 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday bungalow with swimming pool in St. Petersburg

St. Petersburg bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £83 / night

£487 - £1,779 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday bungalow in Treasure Island

Treasure Island bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
10 reviews

from £173 / night

£1,075 - £1,715 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday bungalow in Treasure Island

Treasure Island bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £182 / night

£1,075 - £1,715 / week

1 / 12

Great rentals within 20 miles that match your search

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Holiday condo in Madeira Beach

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £161 / night

£1,122 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday home in Redington Beach

Redington Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

1 review

from £366 / night

£2,559 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday apartment in Gulfport

Gulfport apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £119 / night

£834 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday yacht in St. Petersburg

St. Petersburg yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

2 reviews

from £1,100 / night

£7,695 / week

1 / 12

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: Property type

from £155 / night

£1,081 - £2,290 / week

1 / 55

Great rentals within 20 miles that match your search

Condo rental in Seminole

Seminole condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £51 / night

£367 / week

1 / 4

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: Property type

3 reviews

from £236 / night

£1,649 - £7,328 / 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: Property type

from £348 / night

£2,437 / week

1 / 22

Great rentals within 20 miles that match your search

Condo letting in Madeira Beach

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

18 reviews

from £92 / night

£642 - £2,061 / week

1 / 33

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: Property type

3 reviews

from £92 / night

£642 / week

1 / 11

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: Property type

4 reviews

from £550 / night

£3,847 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday condo with swimming pool in Indian Shores

Indian Shores condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

25 reviews

from £341 / night

£2,382 - £2,931 / week

1 / 51

Great rentals within 20 miles that match your search

Holiday condo with swimming pool in Madeira Beach

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

25 reviews

from £458 / night

£1,237 - £2,382 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday home in North Port

North Port house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £206 / night

£1,008 / week

1 / 23

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: Property type

from £458 / night

£3,206 / week

1 / 28

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: Property type

1 review

from £435 / night

£3,046 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday condo with shared pool, golf nearby in Siesta Key

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

8 reviews

from £92 / night

£642 / week

1 / 28

Great rentals within 20 miles that match your search

Villa accommodation in Osprey with golf nearby

Osprey villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £129 / night

£898 / week

1 / 41

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: Property type

from £229 / night

£1,603 / 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: Property type

from £282 / night

£1,969 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday apartment with golf nearby in St. Pete Beach

St. Pete Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

1 review

from £133 / night

£930 / week

1 / 17

Great rentals within 20 miles that match your search

South Venice holiday home rental

South Venice house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £138 / night

£871 - £1,384 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday condo letting

St. Petersburg condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £164 / night

£916 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday apartment in Lido Key

Lido Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

1 filter does not match: Property type

from £155 / night

£1,008 - £1,489 / week

1 / 20

Great rentals within 20 miles that match your search

Siesta Key holiday hotel apartment rental

Siesta Key hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

from £358 / night

£2,501 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday hotel apartment in Siesta Key

Siesta Key hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

1 review

from £337 / night

£2,360 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday condo with golf nearby in Venice

Venice condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £184 / night

£1,283 / week

1 / 35

Great rentals within 20 miles that match your search

Longboat Key holiday condo rental

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

13 reviews

from £228 / night

£1,597 / week

1 / 38

Great rentals within 20 miles that match your search

Studio accommodation in Sarasota

Sarasota studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

2 reviews

from £124 / night

£866 / week

1 / 34

Great rentals within 20 miles that match your search

Home rental in Englewood

Englewood house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £206 / night

£1,443 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday condo in Madeira Beach

Madeira Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £229 / night

£1,603 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday villa with shared pool, golf nearby in Lakewood Ranch

Lakewood Ranch villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

1 review

from £193 / night

£1,347 / week

1 / 30

Great rentals within 20 miles that match your search

Siesta Key holiday condo rental

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

1 review

from £393 / night

£2,748 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday home in Sarasota

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £236 / night

£1,649 / week

1 / 13

Great rentals within 20 miles that match your search

Villa rental in Nokomis

Nokomis villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

1 review

from £155 / night

£1,006 - £1,134 / week

1 / 25

Great rentals within 20 miles that match your search

Myakka City holiday cottage rental

Myakka City cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £126 / night

£879 / week

1 / 29

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