Watersports holiday villas and apartments Siesta Key | Holiday Lettings

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40 Holiday homes

Filters applied: Water sports (40)

(17) Excellent 

1 / 23

Siestakey 2bdrm on the beach - Siesta Key condo sleeps 5

Florida / Siesta Key

2 bedroomsSleeps 57 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.01 km; Swimming pool;
The condo benefits from its own private pool. The living room, master bedroom, and lanai (balcony) all have stunning ocean views. The lanai, with over $10,000 of new doors and windows, is furnished with a table and chairs to enable you to dine al fresco. There is al  …see more

from £170 / night

£1184 - £1909 / week

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from £170 / night

(1) Excellent 

1 / 24

PALM'S HOUSE - Siesta Key house sleeps 6

Florida / Siesta Key

3 bedroomsSleeps 614 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 14 nights min stay
Key info: 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 lana  …see more

from £148 / night

£1031 - £1069 / week

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from £148 / night

(7) Excellent 

1 / 20

BAY TREE GETAWAY ON SIESTA KEY - Siesta Key condo sleeps 4

Florida / Siesta Key

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.1 km; Swimming pool;
This luxurious two bedroom/two bath condo is located on the beach on Siesta Key, an island off the coast of Sarasota. Siesta Key boasts miles of white sugar sand beaches, and a public beach which was rated number one in the U.S. this year and is regularly rated in the  …see more

from £88 / night

£611 - £688 / week

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from £88 / night

(1) Excellent 

1 / 18

Beautiful & Modern Condo - Walk to Beach & Village

Florida / Siesta Key

2 bedroomsSleeps 614 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 14 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.3 km; Swimming pool;
White Sands Village is located on Siesta Key, just few steps from Siesta Beach and directly on the canal across from Philippee Creek. Highlights of White Sands Unit 303: Free high-speed WiFi Ground floor unit More than 200 channel cable TV DVR to watch your favorite s  …see more

from £82 / night

£573 - £840 / week

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from £82 / night

(4) Very Good 

1 / 24

Harbour Towers Yacht Club - Siesta Key condo sleeps 4

Florida / Siesta Key

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.1 km; Swimming pool;
Harbour Towers is perfect for people that like the feeling of a grand hotel. You can play tennis on our Har-Tru tennis courts, swim in the sky blue water of Siesta Beach or relax inside at the heated swimming pools. You can jet ski or snorkel at Point of Rock.You can fi  …see more

from £93 / night

£649 - £726 / week

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from £93 / night

(13) Excellent 

1 / 27

Florida / Siesta Key

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £84 / night

£558 - £802 / week

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from £84 / night

(9) Very Good 

1 / 27

Florida / Siesta Key

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Swimming pool;
 …see more

from £77 / night

£497 - £726 / week

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from £77 / night

1 / 38

Florida / Siesta Key

2 bedroomsSleeps 514 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 14 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Swimming pool;
 …see more

from £66 / night

£459 - £962 / week

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from £66 / night

1 / 21

Florida / Siesta Key

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.1 km; Great for children of all ages ;
 …see more

from £76 / night

£497 - £917 / week

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from £76 / night

(3) Very Good 

1 / 22

Florida / Siesta Key

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.2 km; Swimming pool;
 …see more

from £134 / night

£936 - £1375 / week

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from £134 / night

1 / 31

Beautiful Residence with Panoramic Sunrises

Florida / Siesta Key

2 bedroomsSleeps 514 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 14 nights min stay
Key info: 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. A 1  …see more

from £88 / night

£611 - £917 / week

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from £88 / night

(3) Excellent 

1 / 29

Florida / Siesta Key

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.2 km; Swimming pool;
 …see more

from £58 / night

£382 - £726 / week

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from £58 / night

1 / 24

Florida / Siesta Key

2 bedroomsSleeps 65 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 50 km; Swimming pool;
 …see more

from £184 / night

£1069 - £1600 / week

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from £184 / night

(16) Excellent 

1 / 14

Florida / Siesta Key

2 bedroomsSleeps 614 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 14 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.2 km; Swimming pool;
 …see more

from £69 / night

£478 - £821 / week

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from £69 / night

1 / 34

Florida / Siesta Key

2 bedroomsSleeps 430 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 30 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.2 km; Swimming pool;
 …see more

from £58 / night

£0 / week

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from £58 / night

(1) Excellent 

1 / 24

Florida / Siesta Key

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £132 / night

£917 - £1455 / week

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from £132 / night

1 / 24

Florida / Siesta Key

4 bedroomsSleeps 127 nights min stay

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.2 km; Swimming pool;
 …see more

from £219 / night

£1527 - £2062 / week

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from £219 / night

(2) Good 

1 / 45

Florida / Siesta Key

1 bedroomSleeps 41 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Swimming pool;
 …see more

from £122 / night

£894 - £1031 / week

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from £122 / night

1 / 23

Florida / Siesta Key

2 bedroomsSleeps 65 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £107 / night

£688 - £1050 / week

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from £107 / night

(12) Excellent 

1 / 42

Florida / Siesta Key

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Great for children of all ages ;
 …see more

from £138 / night

£917 - £1069 / week

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from £138 / night

(1) Excellent 

1 / 25

Florida / Siesta Key

Sleeps 2Min stay varies

  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 3 km; Not suitable for children;
 …see more

from £91 / night

£714 - £917 / week

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from £91 / night

(2) Excellent 

1 / 49

Florida / Siesta Key

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £131 / night

£913 - £1829 / week

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from £131 / night

(2) Excellent 

1 / 12

Florida / Siesta Key

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £110 / night

£764 - £1342 / week

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from £110 / night

(1) Excellent 

1 / 17

Florida / Siesta Key

2 bedroomsSleeps 614 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 14 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £82 / night

£573 - £840 / week

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from £82 / night

(2) Excellent 

1 / 19

Florida / Siesta Key

3 bedroomsSleeps 87 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Great for children of all ages ; No pets allowed;
 …see more

from £191 / night

£1298 - £1871 / week

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from £191 / night

(8) Excellent 

1 / 30

Florida / Siesta Key

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Swimming pool;
 …see more

from £115 / night

£649 - £1031 / week

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from £115 / night

1 / 25

Florida / Siesta Key

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.4 km; Swimming pool;
 …see more

from £71 / night

£497 - £764 / week

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from £71 / night

1 / 19

Florida / Siesta Key

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.3 km; Swimming pool;
 …see more

from £71 / night

£497 - £535 / week

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from £71 / night

(4) Good 

1 / 36

Florida / Siesta Key

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.2 km; Swimming pool;
 …see more

from £77 / night

£497 - £993 / week

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from £77 / night

1 / 17

Florida / Siesta Key

1 bedroomSleeps 214 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 14 nights min stay
Key info: Great for children of all ages ; No pets allowed;
 …see more

from £85 / night

£592 / week

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from £85 / night

1 / 15

Florida / Siesta Key

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £88 / night

£611 - £764 / week

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from £88 / night

(3) Excellent 

1 / 40

Florida / Siesta Key

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 1 km; Great for children of all ages ; Car not necessary;
 …see more

from £153 / night

£0 / week

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from £153 / night

(1) Poor 

1 / 19

Florida / Siesta Key

2 bedroomsSleeps 614 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 14 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Not suitable for children;
 …see more

from £153 / night

£1069 / week

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from £153 / night

1 / 37

Florida / Siesta Key

3 bedroomsSleeps 614 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 14 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Suitable for children age 5+;
 …see more

from £148 / night

£1031 / week

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from £148 / night

1 / 24

Florida / Siesta Key

2 bedroomsSleeps 630 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 30 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £102 / night

£0 / week

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from £102 / night

(1) Excellent 

1 / 21

Florida / Siesta Key

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Not suitable for children;
 …see more

from £110 / night

£764 - £1031 / week

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from £110 / night

1 / 11

Florida / Siesta Key

2 bedroomsSleeps 630 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 30 nights min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; No pets allowed;
 …see more

from £77 / night

£0 / week

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from £77 / night

1 / 9

Florida / Siesta Key

3 bedroomsSleeps 830 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 30 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Swimming pool;
 …see more

from £77 / night

£0 / week

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from £77 / night

1 / 12

Florida / Siesta Key

3 bedroomsSleeps 630 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 30 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £77 / night

£0 / week

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from £77 / night

1 / 12

Florida / Siesta Key

2 bedroomsSleeps 430 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 30 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Swimming pool;
 …see more

from £77 / night

£0 / week

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from £77 / night

Top Destination reviews

Beautiful & Modern Condo - Walk to Beach & Village
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 appreciated. Stayed wit … see more
Siestakey 2bdrm on the beach
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 beach and water was a real hit! Would definitely stay again! … see more

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