Watersports holiday villas and apartments Siesta Key | Holiday Lettings

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Siesta Key

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63 Holiday homes

Filters applied: Water sports

(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 £154 / night

£1072 / week

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from £154 / night

(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 £85 / night

£596 / week

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from £85 / 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 £284 / night

£1985 / week

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from £284 / 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 £136 / night

£635 - £953 / week

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from £136 / 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 £187 / night

£1032 - £1389 / week

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Responds fast!
avg. 1 hour 37 minutes

from £187 / 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
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Pricing unknown

33

Holiday villa rental

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 £127 / night

£889 / week

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Responds fast!
avg. 2 hours 47 minutes

from £127 / night

(2) Excellent 

24

Holiday apartment in Siesta Key

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 £211 / night

£1183 - £1663 / week

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from £211 / night

(14) Excellent 

Certificate of Excellence

30

Holiday apartment rental

Florida / Siesta Key

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

Certificate of Excellence

from £124 / night

£675 - £1032 / week

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Responds fast!
avg. 3 hours 13 minutes

from £124 / night

(1) Excellent 

29

Holiday home in Siesta Key

Florida / Siesta Key

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £197 / night

£1378 / week

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Responds fast!
avg. 48 minutes

from £197 / night

(5) Excellent 

29

Holiday condo in Siesta Key

Florida / Siesta Key

1 3 14 nights min

  • 1 bedroom
  • Sleeps 3
  • 14 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £60 / night

£695 - £1191 / week

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from £60 / night

15

Condo rental in Siesta Key with tennis court

Florida / Siesta Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £91 / night

£635 - £794 / week

Book View

from £91 / night

(18) Very Good 

Certificate of Excellence

14

Siesta Key holiday apartment rental

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

Certificate of Excellence

from £71 / night

£497 - £854 / week

Book View

Responds fast!
avg. 2 hours 47 minutes

from £71 / night

(1) Excellent 

20

Holiday condo rental

Florida / Siesta Key

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

from £127 / night

£889 - £1428 / week

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from £127 / night

(11) Very Good 

31

Apartment rental in Siesta Key

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

£516 - £794 / week

Book View

Responds fast!
avg. 2 hours 9 minutes

from £80 / night

(1) Very Good 

32

Siesta Key holiday apartment rental

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 £69 / night

£477 - £1040 / week

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from £69 / night

(5) Very Good 

Certificate of Excellence

42

Condo rental in Siesta Key

Florida / Siesta Key

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £124 / night

£863 - £1808 / week

Book View

Responds fast!
avg. 1 hour 47 minutes

from £124 / night

(8) Excellent 

24

Condo rental in Siesta Key

Florida / Siesta Key

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £137 / night

£1036 - £1512 / week

Book View

Responds fast!
avg. 1 hour 48 minutes

from £137 / night

(1) Excellent 

24

Siesta Key holiday apartment rental

Florida / Siesta Key

2 8 7 nights min

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £120 / night

£794 - £1191 / week

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Responds fast!
avg. 31 minutes

from £120 / night

(7) Excellent 

19

Holiday apartment in Siesta Key

Florida / Siesta Key

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £120 / night

£834 - £1453 / week

Book View

Responds fast!
avg. 28 minutes

from £120 / night

(6) Excellent 

Certificate of Excellence

24

Holiday condo rental

Florida / Siesta Key

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £125 / night

£874 - £1350 / week

Book View

Responds fast!
avg. 43 minutes

from £125 / night

20

Condo rental in Siesta Key

Florida / Siesta Key

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Air conditioning

from £139 / night

£973 / week

Book View

from £139 / night

(4) Very Good 

22

Siesta Key holiday villa rental

Florida / Siesta Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £127 / night

£969 - £1429 / week

Book View

Responds fast!
avg. 1 hour 51 minutes

from £127 / night

(21) Very Good 

Certificate of Excellence

27

Holiday apartment in Siesta Key

Florida / Siesta Key

1 4 Min stay varies

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

Certificate of Excellence

from £80 / night

£913 / week

Book View

Responds fast!
avg. 3 hours 34 minutes

from £80 / night

(1) Very Good 

19

Holiday condo in Siesta Key

Florida / Siesta Key

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

from £46 / night

£320 / week

Book View

Responds fast!
avg. 2 hours 52 minutes

from £46 / night

(1) Excellent 

40

Condo rental in Siesta Key

Florida / Siesta Key

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £112 / night

£715 - £1139 / week

Book View

Responds fast!
avg. 1 hour 37 minutes

from £112 / night

(8) Excellent 

73

Holiday condo in Siesta Key

Florida / Siesta Key

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 0.01 km
  • Swimming pool
  • Child friendly

from £179 / night

£1250 - £1637 / week

Book View

from £179 / night

(1) Excellent 

18

Siesta Key holiday home rental

Florida / Siesta Key

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 0.32 km
  • Child friendly
  • Air conditioning

from £139 / night

£973 / week

Book View

from £139 / night

17

Holiday condo in Siesta Key

Florida / Siesta Key

1 4 Min stay varies

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

from £79 / night

£132 - £749 / week

Book View

from £79 / night

(2) Excellent 

12

Holiday apartment in Siesta Key

Florida / Siesta Key

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £200 / night

£1395 / week

Book View

Responds fast!
avg. 2 hours 48 minutes

from £200 / night

(2) Very Good 

17

Holiday condo in Siesta Key

Florida / Siesta Key

2 6 14 nights min

  • 2 bedrooms
  • Sleeps 6
  • 14 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £85 / night

£596 - £635 / week

Book View

from £85 / night

(2) Average 

31

Holiday condo in Siesta Key

Florida / Siesta Key

2 7 7 nights min

  • 2 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £183 / night

£906 - £1556 / week

Book View

Responds fast!
avg. 2 hours 58 minutes

from £183 / night

(10) Very Good 

Certificate of Excellence

40

Holiday apartment in Siesta Key

Florida / Siesta Key

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

Certificate of Excellence

from £124 / night

£867 - £1418 / week

Book View

Responds fast!
avg. 43 minutes

from £124 / night

(4) Average 

36

Siesta Key holiday apartment rental

Florida / Siesta Key

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £79 / night

£547 - £938 / week

Book View

from £79 / night

(1)  

19

Holiday condo rental

Florida / Siesta Key

2 6 14 nights min

  • 2 bedrooms
  • Sleeps 6
  • 14 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Car not necessary

from £159 / night

£1112 / week

Book View

from £159 / night

28

Holiday townhouse in Siesta Key

Florida / Siesta Key

2 8 7 nights min

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £256 / night

£1792 / week

Book View

from £256 / night

(2) Average 

45

Holiday hotel apartment in Siesta Key

Florida / Siesta Key

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

from £166 / night

£1072 / week

Book View

from £166 / night

(4) Excellent 

39

Holiday guest house in Siesta Key

Florida / Siesta Key

1 4 7 nights min

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

from £159 / night

£1191 / week

Book View

Responds fast!
avg. 3 hours 46 minutes

from £159 / night

(3) Excellent 

21

Holiday condo in Siesta Key

Florida / Siesta Key

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

from £113 / night

£788 - £1063 / week

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from £113 / night

10

Holiday home in Siesta Key

Florida / Siesta Key

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Child friendly

from £159 / night

£715 / week

Book View

from £159 / night

1