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

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52 Holiday homes

Filters applied: Swimming pool (52)

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

(22) Excellent 

1 / 17

Florida / Florida Keys / Key West

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Not suitable for children;
 …see more

from £189 / night

£0 / week

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from £189 / night

(25) Very Good 

1 / 14

Florida / Florida Keys / Key West

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Not suitable for children;
 …see more

from £250 / night

£1745 - £1904 / week

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from £250 / night

(19) Excellent 

1 / 14

Florida / Florida Keys / Key West

2 bedroomsSleeps 6Min stay varies

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

from £182 / night

£0 / week

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from £182 / night

(8) Excellent 

1 / 14

Florida / Florida Keys / Key West

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 2 km; Swimming pool; Great for children of all ages ;
 …see more

from £129 / night

£834 - £2116 / week

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from £129 / night

1 / 6

Florida / Florida Keys / Key West

1 bedroomSleeps 22 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £103 / night

£660 / week

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from £103 / night

(8) Very Good 

1 / 14

Florida / Florida Keys / Key West

3 bedroomsSleeps 6Min stay varies

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

from £341 / night

£2387 - £3485 / week

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from £341 / night

(12) Excellent 

1 / 17

Florida / Florida Keys / Key West

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Not suitable for children; Car not necessary;
 …see more

from £212 / night

£0 / week

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from £212 / night

1 / 6

Florida / Florida Keys / Key West

1 bedroomSleeps 47 nights min stay

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

from £163 / night

£1137 / week

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from £163 / night

(3) Very Good 

1 / 6

Florida / Florida Keys / Key West

2 bedroomsSleeps 6Min stay varies

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

from £201 / night

£1364 - £2091 / week

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from £201 / night

1 / 15

Florida / Florida Keys / Key West

2 bedroomsSleeps 53 nights min stay

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

from £171 / night

£910 - £1288 / week

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from £171 / night

1 / 6

Florida / Florida Keys / Key West

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car not necessary;
 …see more

from £163 / night

£1137 / week

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from £163 / night

1 / 22

Florida / Florida Keys / Key West

2 bedroomsSleeps 6Min stay varies

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

from £171 / night

£1213 - £1894 / week

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from £171 / night

1 / 9

Florida / Florida Keys / Key West

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £352 / night

£2463 / week

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from £352 / night

(11) Very Good 

1 / 13

Florida / Florida Keys / Key West

2 bedroomsSleeps 5Min stay varies

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

from £129 / night

£758 - £1894 / week

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from £129 / night

1 / 18

Florida / Florida Keys / Key West

2 bedroomsSleeps 64 nights min stay

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

from £300 / night

£1894 / week

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from £300 / night

1 / 11

Florida / Florida Keys / Key West

2 bedroomsSleeps 67 nights min stay

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

from £133 / night

£929 / week

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from £133 / night

1 / 6

Florida / Florida Keys / Key West

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £152 / night

£1194 / week

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from £152 / night

1 / 8

Florida / Florida Keys / Key West

2 bedroomsSleeps 67 nights min stay

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

from £195 / night

£1364 / week

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from £195 / night

1 / 44

Florida / Florida Keys / Key West

2 bedroomsSleeps 41 night min stay

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

from £531 / night

£0 / week

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from £531 / night

(4) Excellent 

1 / 15

Florida / Florida Keys / Key West

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £205 / night

£1421 / week

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from £205 / night

1 / 27

Florida / Florida Keys / Key West

2 bedroomsSleeps 514 nights min stay

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

from £216 / night

£0 / week

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from £216 / night

(4) Very Good 

1 / 20

Florida / Florida Keys / Key West

2 bedroomsSleeps 63 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Nearest beach 3 km; Swimming pool; Great for children of all ages ;
 …see more

from £182 / night

£1213 - £1364 / week

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from £182 / night

1 / 24

Florida / Florida Keys / Key West

5 bedroomsSleeps 1814 nights min stay

  • 5 bedrooms
  • Sleeps 18
  • 14 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £720 / night

£0 / week

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from £720 / night

(1) Very Good 

1 / 24

Luxury house rental Key West - Key West house sleeps 8

Florida / Florida Keys / Key West

3 bedroomsSleeps 830 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 30 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
28 DAY MINIMUM STAY IS MANDATED BY COUNTY LAW. PLEASE DO NOT SEND ENQUIRIES FOR SHORTER PERIODS!! Charted back in the 1800's, Shark Key was named by early explorers for its shark-like shape. This exclusive island boasts more than 2 miles of pristine shoreline, lush  …see more

from £209 / night

£0 / week

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from £209 / night

1 / 14

Florida / Florida Keys / Key West

2 bedroomsSleeps 430 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 30 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Suitable for children age 5+;
 …see more

from £89 / night

£0 / week

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from £89 / night

(1) Excellent 

1 / 27

Florida / Florida Keys / Key West

2 bedroomsSleeps 430 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 30 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 3 km; Swimming pool;
 …see more

from £139 / night

£971 / week

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from £139 / night

1 / 12

Florida / Florida Keys / Key West

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £271 / night

£1894 / week

Book Book View

from £271 / night

1 / 18

Florida / Florida Keys / Key West

2 bedroomsSleeps 63 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car not necessary;
 …see more

from £209 / night

£1326 / week

Book Book View

from £209 / night

(1) Very Good 

1 / 17

Florida / Florida Keys / Key West

2 bedroomsSleeps 67 nights min stay

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

from £271 / night

£1894 / week

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from £271 / night

1 / 29

Florida / Florida Keys / Key West

3 bedroomsSleeps 714 nights min stay

  • 3 bedrooms
  • Sleeps 7
  • 14 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £429 / night

£0 / week

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from £429 / night

(2) Excellent 

1 / 30

Florida / Florida Keys / Key West

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £307 / night

£1705 - £2463 / week

Book Book View

from £307 / night

1 / 63

Florida / Florida Keys / Key West

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £1819 / night

£12500 - £22046 / week

Book Book View

from £1819 / night

(1) Excellent 

1 / 24

Florida / Florida Keys / Key West

2 bedroomsSleeps 67 nights min stay

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

from £157 / night

£1095 / week

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from £157 / night

1 / 9

Florida / Florida Keys / Key West

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £341 / night

£754 / week

Book Book View

from £341 / night

1 / 16

Florida / Florida Keys / Key West

2 bedroomsSleeps 67 nights min stay

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

from £173 / night

£1209 / week

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from £173 / night

1 / 26

Florida / Florida Keys / Key West

2 bedroomsSleeps 630 nights min stay

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

from £107 / night

£0 / week

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from £107 / night

(1) Excellent 

1 / 8

Florida / Florida Keys / Key West

1 bedroomSleeps 230 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 30 nights min stay
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £114 / night

£0 / week

Book Book View

from £114 / night

1 / 4

Florida / Florida Keys / Key West

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 £163 / night

£1137 / week

Book Book View

from £163 / night

1 / 6

Florida / Florida Keys / Key West

2 bedroomsSleeps 53 nights min stay

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

from £379 / night

£0 / week

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from £379 / night

1 / 28

Florida / Florida Keys / Key West

3 bedroomsSleeps 630 nights min stay

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

from £227 / night

£0 / week

Book Book View

from £227 / night

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