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Siesta Key

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472 Holiday homes

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Travellers going to Siesta Key are booking April dates now. Secure your holiday home today and have the perfect trip.

(2) Excellent 

26

Holiday villa in Siesta Key

Florida / Siesta Key

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Spacious 4 Bed detached villa. Large Heated Community Pool. Close to Beach, short drive to Siesta Key Village. beautifully furnished. Large Kitchen seats 8. Two sitting rooms. Wifi available . All year round warm weather . Easy Access for exploring the Gulf coast  …see more

from £160 / night

£800 - £1520 / week

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from £160 / night

(1) Excellent 

24

Home rental in Siesta Key with swimming pool

Florida / Siesta Key

3 6 14 nights min

  • 3 bedrooms
  • Sleeps 6
  • 14 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Swimming pool
Fabulous home on Siesta Key (Sarasota)( two weeks minimum stay ). Just 2 minutes drive to the beach & village. This home features 3 bedrooms and 2 baths with a large kitchen that opens to the family room. Great pool with southern exposure,and enclosed in a screen  …see more

from £156 / night

£1089 / week

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from £156 / night

(18) Excellent 

23

Siesta Key holiday condo rental

Florida / Siesta Key

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.01 km
  • Swimming pool
“Awesome place! Comforts of home, but with an amazing view!!!” Loved our stay. Very comfortable beach getaway. Everything we needed was here. Great sunsets, beach, and pool. Saw two manatee, lots of pelican, and one turtle. The lanai overlooking the be  …see more

from £286 / night

£2000 / week

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from £286 / night

(4) Very Good 

24

Siesta Key holiday condo rental

Florida / Siesta Key

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Beautiful View!!!!” My husband and our two teenage boys stayed here for spring break in March. The location of the resort was great. You can walk to the beach or just relax at the beautiful pool/intercostal. Everyone was so friendly, would have liked  …see more

from £92 / night

£640 - £760 / week

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from £92 / night

(6) Excellent 

20

Siesta Key holiday condo rental

Florida / Siesta Key

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Perfect Gataway” My wife and I consider ourselves to be regulars at the Bay Tree. Diana Weiner has always made us feel special as we have celebrated many occasions over the years. The condo is a ture find and as the advert says it's luxury and spotl  …see more

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Pricing unknown

(1) Excellent 

18

Holiday condo in Siesta Key

Florida / Siesta Key

2 6 14 nights min

  • 2 bedrooms
  • Sleeps 6
  • 14 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool
“A hidden gem” Arrived 13th June 16 and stayed for an amazing 3 weeks. Minor problem re A/C sorted promptly by Nicole the owner next day after arrival and a mix of beers sent via courier by Nicole same day for minor inconvenience - very much appreciate  …see more

from £86 / night

£600 - £880 / week

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from £86 / night

(1) Excellent 

38

Holiday townhouse in Siesta Key

Florida / Siesta Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
WELCOME TO PARADISE! -- BEST LOCATION on SIESTA KEY! A very clean, cozy 3 level TH with a pool view, TOTAl 3 BEDROOMS - two bedrooms upstairs and one on the first floor, behind the garage (perfect for teens!), a few yards away from the beach, restaurants, bars, bank,  …see more

from £120 / night

£800 - £1200 / week

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from £120 / night

31

Holiday condo in Siesta Key

Florida / Siesta Key

2 5 14 nights min

  • 2 bedrooms
  • Sleeps 5
  • 14 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
This recently renovated, bright and wonderfully furnished residence has panoramic views and opens above the resort's pools and manicured lawns. Wake up to beautiful sunrises and enjoy your morning coffee at the bistro table for two next to the screened lanai area  …see more

from £92 / night

£640 - £960 / week

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from £92 / night

(4) Excellent 

18

Florida / Siesta Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £175 / night

£1225 - £1841 / week

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from £175 / night

(1) Excellent 

17

Florida / Siesta Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly

 …see more

from £136 / night

£949 - £1429 / week

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from £136 / night

(3) Excellent 

17

Florida / Siesta Key

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £136 / night

£949 - £1429 / week

Enquire View

from £136 / night

(1) Excellent 

15

Florida / Siesta Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £130 / night

£904 - £1384 / week

Enquire View

from £130 / night

(4) Excellent 

17

Florida / Siesta Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £136 / night

£949 - £1429 / week

Enquire View

from £136 / night

(2) Excellent 

19

Florida / Siesta Key

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £175 / night

£1225 - £1841 / week

Enquire View

from £175 / night

(7) Excellent 

19

Florida / Siesta Key

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £175 / night

£1225 - £1841 / week

Enquire View

from £175 / night

28

Florida / Siesta Key

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
  • Air conditioning

 …see more

from £192 / night

£1152 - £2960 / week

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from £192 / night

18

Florida / Siesta Key

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Air conditioning

 …see more

from £86 / night

£600 - £796 / week

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from £86 / night

17

Florida / Siesta Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning

 …see more

from £125 / night

£873 - £1247 / week

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from £125 / night

(6) Very Good 

14

Florida / Siesta Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £136 / night

£949 - £1429 / week

Enquire View

from £136 / night

(3) Excellent 

19

Florida / Siesta Key

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £175 / night

£1225 - £1841 / week

Enquire View

from £175 / night

(1) Very Good 

16

Florida / Siesta Key

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £126 / night

£881 - £1367 / week

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from £126 / night

(17) Excellent 

14

Florida / Siesta Key

2 6 14 nights min

  • 2 bedrooms
  • Sleeps 6
  • 14 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

 …see more

from £72 / night

£500 - £860 / week

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from £72 / night

(18) Excellent 

27

Florida / Siesta Key

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £100 / night

£840 - £920 / week

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from £100 / night

(2) Excellent 

18

Florida / Siesta Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £136 / night

£949 - £1429 / week

Enquire View

from £136 / night

5

Florida / Siesta Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £143 / night

£999 - £1424 / week

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from £143 / night

(2) Excellent 

15

Florida / Siesta Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £175 / night

£1225 - £1841 / week

Enquire View

from £175 / night

14

Florida / Siesta Key

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £115 / night

£802 - £1242 / week

Enquire View

from £115 / night

(12) Very Good 

20

Florida / Siesta Key

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £160 / night

£1118 - £1671 / week

Enquire View

from £160 / night

22

Florida / Siesta Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children

 …see more

from £84 / night

£583 / week

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from £84 / night

(1) Excellent 

17

Florida / Siesta Key

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £160 / night

£1118 - £1671 / week

Enquire View

from £160 / night

(4) Excellent 

22

Florida / Siesta Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £175 / night

£1225 - £1841 / week

Enquire View

from £175 / night

(6) Very Good 

20

Florida / Siesta Key

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £136 / night

£949 - £1429 / week

Enquire View

from £136 / night

(11) Excellent 

17

Florida / Siesta Key

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £175 / night

£1225 - £1841 / week

Enquire View

from £175 / night

(7) Excellent 

14

Florida / Siesta Key

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £136 / night

£949 - £1429 / week

Enquire View

from £136 / night

32

Florida / Siesta Key

2 5 14 nights min

  • 2 bedrooms
  • Sleeps 5
  • 14 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

 …see more

from £75 / night

£520 - £1048 / week

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from £75 / night

39

Florida / Siesta Key

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £119 / night

£831 - £1452 / week

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from £119 / night

(3) Excellent 

39

Florida / Siesta Key

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

 …see more

from £160 / night

£1200 / week

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from £160 / night

(15) Excellent 

42

Florida / Siesta Key

3 6 30 nights min

  • 3 bedrooms
  • Sleeps 6
  • 30 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £150 / night

£1046 / week

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from £150 / night

(4) Excellent 

29

Florida / Siesta Key

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

 …see more

from £60 / night

£1000 - £1200 / week

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from £60 / night

26

Florida / Siesta Key

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £136 / night

£816 - £2120 / week

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from £136 / night