Updating

Dates
...

Viewing 40 of 390 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 (2)
  • Villa (1)
  • Cottage (1)
  • House (16)
  • Condo (2)

All filters (2)

Filters (2)

Clear filters

22 Holiday homes

Why am I receiving these results?

Great rentals within 20 miles that match your search

Siesta Key holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
67 reviews

from £219 / night

£1,533 - £2,743 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday home in Sarasota

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
120 reviews

from £98 / night

£681 - £800 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday home rental

Anna Maria house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from £1,840 / night

£12,878 - £17,477 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday home rental

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
1 review

from £785 / night

£5,542 - £8,082 / week

1 / 61

Great rentals within 20 miles that match your search

Holiday condo in Sarasota

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £222 / night

£1,552 - £1,811 / week

1 / 34

Great rentals within 20 miles that match your search

Home rental in Sarasota with golf nearby

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £87 / night

£608 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home in Ellenton

Ellenton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £555 / night

£3,879 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday home accommodation

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6
40 reviews

from £384 / night

£2,683 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday home rental

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £1,012 / night

£6,439 - £11,498 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday home in Sarasota

Sarasota house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

from £550 / night

£3,847 / week

1 / 44

Great rentals within 20 miles that match your search

Holiday home in Anna Maria

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £920 / night

£6,439 - £11,038 / week

1 / 55

Great rentals within 20 miles that match your search

Holiday home in Sarasota

Sarasota house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

from £324 / night

£2,263 / week

1 / 29

Great rentals within 20 miles that match your search

Villa rental in Bradenton with swimming pool, golf nearby

Bradenton villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from £227 / night

£1,584 / week

1 / 39

Great rentals within 20 miles that match your search

Bradenton holiday home rental

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £230 / night

£1,380 - £1,840 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
21 reviews

from £153 / night

£1,067 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday home in Siesta Key

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
5 reviews

from £253 / night

£1,748 - £1,941 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday cottage in Palmetto

Palmetto cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7
6 reviews

from £119 / night

£965 / 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 £120 / night

£837 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday home in Anna Maria

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £1,380 / night

£9,199 / week

1 / 51

Great rentals within 20 miles that match your search

Bradenton holiday condo rental

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £88 / night

£690 - £851 / week

1 / 37

Great rentals within 20 miles that match your search

Bradenton holiday home let

Bradenton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £147 / night

£1,028 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home rental

Anna Maria house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 8

from £1,564 / night

£10,578 - £15,361 / week

1 / 24

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

Clear all filters

Holiday condo in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: High chair available

2 reviews

from £242 / night

£1,694 / week

1 / 16

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: High chair available

1 review

from £806 / night

£5,638 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday apartment in Bradenton

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: High chair available

3 reviews

from £324 / night

£2,263 / week

1 / 59

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: High chair available

16 reviews

from £393 / night

£2,748 / 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: High chair available

1 review

from £347 / night

£2,402 / week

1 / 13

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: High chair available

from £185 / night

£1,201 / week

1 / 18

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: Tennis in town

2 reviews

from £397 / night

£2,305 / 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: High chair available

from £147 / night

£1,028 / 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: High chair available

from £120 / night

£878 / week

1 / 24

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: High chair available

6 reviews

from £272 / night

£1,901 / week

1 / 45

Great rentals within 20 miles that match your search

Sarasota holiday apartment rental

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: High chair available

from £238 / night

£1,663 / week

1 / 10

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: High chair available

10 reviews

from £169 / night

£1,178 / week

1 / 68

Great rentals within 20 miles that match your search

Holiday home in Bradenton

Bradenton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: High chair available

15 reviews

from £230 / night

£1,610 / week

1 / 17

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: High chair available

2 reviews

from £166 / night

£1,158 / week

1 / 80

Great rentals within 20 miles that match your search

Holiday home in Anna Maria

Anna Maria house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: High chair available

37 reviews

from £508 / night

£1,824 - £9,144 / week

1 / 49

Great rentals within 20 miles that match your search

Siesta Key holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: High chair available

18 reviews

from £134 / night

£933 - £1,607 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday townhouse in Siesta Key

Siesta Key townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: High chair available

7 reviews

from £220 / night

£2,662 / week

1 / 50

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: High chair available

34 reviews

from £410 / night

£2,871 / week

1 / 52

×

Also consider