Updating

Dates
...

Viewing 40 of 940 rentals in Longboat Key

Tell us your dates, and we will find the most accurate rates and availability for you

Updating

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
  • Apartment (1)
  • Cottage (1)
  • House (3)
  • Condo (1)

All filters (2)

Filters (2)

Clear filters

6 Holiday homes

Why am I receiving these results?
Applied filters (2)
Cot available
Parking

Great rentals within 20 miles that match your search

Siesta Key holiday home rental

Siesta Key house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 15
1 review

from £2,276 / night

£15,929 / week

1 / 64

Great rentals within 20 miles that match your search

Holiday home accommodation

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6
40 reviews

from £380 / night

£2,656 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday condo in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
2 reviews

from £142 / night

£1,120 / week

1 / 44

Great rentals within 20 miles that match your search

Holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
21 reviews

from £151 / night

£1,056 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday cottage in Palmetto

Palmetto cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7
6 reviews

from £118 / night

£959 / week

1 / 30

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

£832 / 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

Holiday villa with swimming pool in Sarasota

Sarasota villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 filter does not match: Cot available

2 reviews

from £183 / night

£1,280 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday condo in Bradenton Beach

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cot available

3 reviews

from £83 / night

£640 / 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: Cot available

1 review

from £182 / night

£1,189 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday cottage in Anna Maria

Anna Maria cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

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: Cot available

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: Cot available

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: Cot available

2 reviews

from £283 / night

£1,978 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday apartment in Holmes Beach

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £252 / night

£1,760 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday apartment rental

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £252 / night

£1,760 / week

1 / 25

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: Cot available

1 review

from £343 / night

£2,377 / 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: Cot available

from £160 / night

£1,120 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday apartment rental

Lido Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Cot available

from £137 / night

£954 / week

1 / 23

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: Cot available

5 reviews

from £594 / night

£4,382 - £5,009 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday apartment in Sarasota

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cot available

3 reviews

from £124 / night

£864 / week

1 / 17

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: Cot available

41 reviews

from £114 / night

£798 - £2,077 / 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

1 filter does not match: Cot available

8 reviews

from £114 / night

£798 - £2,077 / 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: Cot available

29 reviews

from £227 / night

£1,585 - £3,193 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday condo rental

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cot available

4 reviews

from £130 / night

£910 / week

1 / 18

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: Cot available

1 review

from £128 / night

£896 / week

1 / 52

Great rentals within 20 miles that match your search

Bradenton Beach holiday cottage rental

Bradenton Beach cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Cot available

3 reviews

from £320 / night

£2,743 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday cottage in Bradenton Beach

Bradenton Beach cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Cot available

1 review

from £275 / night

£1,920 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home in Anna Maria

Anna Maria house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

2 reviews

from £595 / night

£4,480 / week

1 / 57

Great rentals within 20 miles that match your search

Sarasota holiday condo let

Sarasota condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £115 / night

£800 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday townhouse letting

Holmes Beach townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

1 review

from £206 / night

£1,440 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday home rental

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

1 review

from £363 / night

£2,537 / week

1 / 27

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: Cot available

2 reviews

from £393 / night

£2,281 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday apartment in Lido Key

Lido Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

from £146 / night

£1,018 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday villa in Holmes Beach

Holmes Beach villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

from £118 / night

£869 / week

1 / 24

Great rentals within 20 miles that match your search

Sarasota holiday home rental

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

3 reviews

from £183 / night

£1,280 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday home rental

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

9 reviews

from £156 / night

£1,088 / week

1 / 55

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Bradenton

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cot available

15 reviews

from £110 / night

£732 - £915 / week

1 / 27

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: Cot available

6 reviews

from £269 / night

£1,882 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday home in Bradenton

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Cot available

4 reviews

from £115 / night

£800 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home rental

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cot available

from £115 / night

£800 / week

1 / 15

×

Also consider