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Holiday Lettings
> North America
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> Florida
> Beach rentals and villas in Siesta Key

Beach rentals in Siesta Key and Villas - Holiday Lettings - Holiday Rentals Siesta 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 (2)
  • Villa (1)
  • House (4)
  • Condo (1)
  • Caravan/Mobile Home (1)
  • Guest house (1)

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10 Holiday homes

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Great rentals within 20 miles that match your search

Holiday home in Sarasota

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
120 reviews

from £97 / night

£676 - £714 / 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 4

from £347 / night

£2,423 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday caravan/mobile home in Sarasota

Sarasota caravan/mobile home

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £107 / night

£746 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday home in North Sarasota

North Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £183 / night

£1,279 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday apartment in Sarasota

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3
1 review

from £73 / night

£457 - £521 / week

1 / 27

Great rentals within 20 miles that match your search

Home rental in Sarasota

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
1 review

from £502 / night

£3,288 - £3,736 / week

1 / 37

Great rentals within 20 miles that match your search

Villa accommodation in Osprey with golf nearby

Osprey villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £128 / night

£895 / 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

Holiday apartment in Sarasota

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
3 reviews

from £124 / night

£864 / week

1 / 17

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

£835 / week

1 / 28

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Holiday home rental

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Horse riding

9 reviews

from £156 / night

£1,087 / week

1 / 55

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: Private garden

6 reviews

from £269 / night

£1,880 / week

1 / 45

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: Horse riding

from £115 / night

£800 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday apartment rental

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Horse riding

2 reviews

from £54 / night

£357 - £539 / week

1 / 27

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: Horse riding

from £252 / night

£1,759 / week

1 / 11

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: Private garden

from £235 / night

£1,644 / week

1 / 10

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: Private garden

25 reviews

from £217 / night

£1,516 - £2,074 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Sarasota

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private garden

from £92 / night

£640 / week

1 / 24

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: Private garden

1 review

from £343 / night

£2,375 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday cottage with swimming pool in Sarasota

Sarasota cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Horse riding

1 review

from £424 / night

£2,969 / week

1 / 32

Great rentals within 20 miles that match your search

Siesta Key holiday apartment accommodation

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Horse riding

26 reviews

from £147 / night

£1,023 / week

1 / 33

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: Horse riding

9 reviews

from £640 / night

£4,476 / week

1 / 27

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: Horse riding

7 reviews

from £217 / night

£2,633 / week

1 / 50

Great rentals within 20 miles that match your search

Holiday home in Siesta Key

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

1 filter does not match: Horse riding

63 reviews

from £399 / night

£2,792 - £5,584 / week

1 / 47

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: Horse riding

34 reviews

from £406 / night

£2,839 / week

1 / 52

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: Private garden

8 reviews

from £151 / night

£1,096 - £1,918 / week

1 / 22

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: Horse riding

1 review

from £327 / night

£2,284 / week

1 / 33

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: Horse riding

from £136 / night

£953 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday apartment rental

Sarasota apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Horse riding

from £133 / night

£822 - £1,078 / week

1 / 27

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: Horse riding

1 review

from £362 / night

£2,535 / week

1 / 27

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: Horse riding

from £146 / night

£1,017 / week

1 / 17

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: Horse riding

1 review

from £155 / night

£1,003 - £1,131 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Siesta Key

Siesta Key house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

1 filter does not match: Horse riding

from £800 / night

£5,595 / week

1 / 49

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: Private garden

1 review

from £392 / night

£2,740 / week

1 / 23

Great rentals within 20 miles that match your search

Home rental in Osprey

Osprey house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Horse riding

from £522 / night

£3,649 / week

1 / 15

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: Horse riding

4 reviews

from £548 / night

£3,836 / week

1 / 42

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: Horse riding

1 review

from £434 / night

£3,037 / 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: Private garden

8 reviews

from £92 / night

£640 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday guest house with shared pool, golf nearby in Fruitville

Fruitville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Horse riding

5 reviews

from £85 / night

£594 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday home in Siesta Key

Siesta Key house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Horse riding

from £353 / night

£2,468 / week

1 / 13

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