Villas with a pool Siesta Key | Apartments to rent with swimming facilities | Holiday Lettings

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Siesta Key

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351 Holiday homes

Filters applied: Swimming pool

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

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

from £155 / night

£1080 / week

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from £155 / 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

(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

from £180 / night

£1040 - £1200 / week

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from £180 / 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

Pricing unknown

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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

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

from £92 / night

£640 - £960 / week

Book View

from £92 / night

(1) Very Good 

17

Florida / Siesta Key

Studio 6 Min stay varies

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

from £174 / night

£1216 - £1826 / week

Enquire View

from £174 / night

(1) Excellent 

21

Florida / Siesta Key

Studio 6 Min stay varies

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

from £174 / night

£1216 - £1826 / week

Enquire View

from £174 / night

(2) Excellent 

15

Florida / Siesta Key

Studio 6 Min stay varies

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

from £174 / night

£1216 - £1826 / week

Enquire View

from £174 / night

(12) Very Good 

20

Florida / Siesta Key

Studio 4 Min stay varies

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

from £159 / night

£1109 - £1658 / week

Enquire View

from £159 / night

(2) Excellent 

24

Florida / Siesta Key

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 50 km
  • Swimming pool

from £212 / night

£1192 - £1676 / week

Book View

from £212 / night

(3) Excellent 

19

Florida / Siesta Key

Studio 4 Min stay varies

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

from £174 / night

£1216 - £1826 / week

Enquire View

from £174 / 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

from £75 / night

£520 - £1048 / week

Book View

from £75 / night

24

Florida / Siesta Key

Studio 10 Min stay varies

  • Studio
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £248 / night

£1600 - £4080 / week

Book View

from £248 / night

26

Florida / Siesta Key

Studio 4 Min stay varies

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

from £136 / night

£816 - £2120 / week

Book View

from £136 / night

(4) Excellent 

18

Florida / Siesta Key

Studio 6 Min stay varies

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

from £174 / night

£1216 - £1826 / week

Enquire View

from £174 / night

(10) Excellent 

18

Florida / Siesta Key

Studio 6 Min stay varies

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

from £174 / night

£1216 - £1826 / week

Enquire View

from £174 / night

39

Florida / Siesta Key

Studio 6 7 nights min

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

from £118 / night

£824 - £1484 / week

Enquire View

from £118 / night

13

Florida / Siesta Key

Studio 4 7 nights min

  • Studio
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £100 / night

£700 - £1312 / week

Enquire View

from £100 / night

(1) Excellent 

17

Florida / Siesta Key

Studio 6 Min stay varies

  • Studio
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly

from £135 / night

£941 - £1417 / week

Enquire View

from £135 / night

19

Florida / Siesta Key

Studio 4 7 nights min

  • Studio
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £100 / night

£700 - £1312 / week

Enquire View

from £100 / night

(4) Excellent 

17

Florida / Siesta Key

Studio 6 Min stay varies

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

from £135 / night

£941 - £1417 / week

Enquire View

from £135 / night

(7) Very Good 

15

Florida / Siesta Key

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly

from £159 / night

£1109 - £1658 / week

Enquire View

from £159 / night

30

Florida / Siesta Key

Studio 6 7 nights min

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

from £96 / night

£676 - £1184 / week

Enquire View

from £96 / night

(5) Very Good 

24

Florida / Siesta Key

Studio 4 Min stay varies

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

from £174 / night

£1216 - £1826 / week

Enquire View

from £174 / night

(3) Very Good 

16

Florida / Siesta Key

Studio 4 Min stay varies

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

from £174 / night

£1216 - £1826 / week

Enquire View

from £174 / night

(7) Excellent 

19

Florida / Siesta Key

Studio 4 Min stay varies

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

from £174 / night

£1216 - £1826 / week

Enquire View

from £174 / night

36

Florida / Siesta Key

Studio 4 7 nights min

  • Studio
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £100 / night

£700 - £1312 / week

Enquire View

from £100 / night

(2) Excellent 

11

Florida / Siesta Key

Studio 6 Min stay varies

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

from £135 / night

£941 - £1417 / week

Enquire View

from £135 / night

33

Florida / Siesta Key

Studio 6 7 nights min

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

from £176 / night

£1232 - £1940 / week

Enquire View

from £176 / night

44

Florida / Siesta Key

Studio 6 7 nights min

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

from £118 / night

£824 - £1484 / week

Enquire View

from £118 / night

(2) Excellent 

20

Florida / Siesta Key

Studio 4 Min stay varies

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

from £135 / night

£941 - £1417 / week

Enquire View

from £135 / night

(6) Very Good 

14

Florida / Siesta Key

Studio 6 Min stay varies

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

from £135 / night

£941 - £1417 / week

Enquire View

from £135 / night

16

Florida / Siesta Key

Studio 6 7 nights min

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

from £171 / night

£1196 - £1704 / week

Enquire View

from £171 / night

(1) Excellent 

15

Florida / Siesta Key

Studio 6 Min stay varies

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

from £128 / night

£896 - £1372 / week

Enquire View

from £128 / 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

from £60 / night

£700 - £1200 / week

Book View

from £60 / night

(11) Very Good 

31

Florida / Siesta Key

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £80 / night

£520 - £800 / week

Book View

from £80 / night

(4) Excellent 

16

Florida / Siesta Key

Studio 6 Min stay varies

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

from £135 / night

£941 - £1417 / week

Enquire View

from £135 / night

1