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Location

  • United States
  • Florida
  • Florida Keys

Location

  • All locations
  • Big Pine Key (6)
  • Cudjoe Key (1)
  • Duck Key (1)
  • Islamorada (8)
  • Key Colony Beach (6)
  • Key Largo (24)
  • Key West (24)
  • Lower Keys (2)
  • Marathon (16)
  • Matecumbe Key (1)

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Also consider

Villas Key Largo
164 properties
Villas Key West
133 properties
Holiday rentals Islamorada
80 properties
Estates Marathon
76 properties
Big Pine Key
16 properties
Key Colony Beach
15 properties
Cudjoe Key
7 properties
Long Key
6 properties
Lower Keys
6 properties
Villas Duck Key
5 properties
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89 Holiday homes

Filters applied: Private garden (89)

Travellers going to Florida Keys are booking January dates now. Secure your holiday home today and have the perfect trip.

1 / 19

Florida / Florida Keys / Big Pine Key

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Great for children of all ages ; Car advised; Air conditioning;
 …see more

from £163 / night

£1099 / week

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from £163 / night

1 / 16

Florida / Florida Keys / Key Colony Beach

2 bedroomsSleeps 614 nights min stay

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

from £103 / night

£720 - £1061 / week

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from £103 / night

(2) Excellent 

1 / 12

Florida / Florida Keys / Duck Key

2 bedroomsSleeps 6Min stay varies

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

from £152 / night

£1565 / week

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from £152 / night

1 / 39

Florida / Florida Keys / Big Pine Key

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Great for children of all ages ; Air conditioning; No pets allowed;
 …see more

from £209 / night

£1379 - £2084 / week

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from £209 / night

(7) Excellent 

1 / 96

Florida / Florida Keys / Key Colony Beach

2 bedroomsSleeps 67 nights min stay

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

from £151 / night

£757 - £1470 / week

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from £151 / night

1 / 9

Florida / Florida Keys / Key Colony Beach

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Great for children of all ages ; Air conditioning; Pets welcome;
 …see more

from £88 / night

£550 - £796 / week

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from £88 / night

(3) Very Good 

1 / 14

Florida / Florida Keys / Key Largo

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 £133 / night

£872 - £1061 / week

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from £133 / night

1 / 21

Florida / Florida Keys / Key Largo / Tavernier

2 bedroomsSleeps 630 nights min stay

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

from £72 / night

£0 / week

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from £72 / night

(1) Terrible 

1 / 30

Florida / Florida Keys / Key Largo

3 bedroomsSleeps 123 nights min stay

  • 3 bedrooms
  • Sleeps 12
  • 3 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
 …see more

from £227 / night

£1743 / week

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from £227 / night

1 / 19

Florida / Florida Keys / Big Pine Key

2 bedroomsSleeps 87 nights min stay

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Great for children of all ages ; Air conditioning; Some pets are welcome - please contact the owner;
 …see more

from £152 / night

£758 - £1349 / week

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from £152 / night

1 / 12

Florida / Florida Keys / Marathon

2 bedroomsSleeps 67 nights min stay

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

from £130 / night

£910 - £1364 / week

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from £130 / night

(12) Excellent 

1 / 20

Florida / Florida Keys / Key Largo

2 bedroomsSleeps 44 nights min stay

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

from £166 / night

£1004 / week

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from £166 / night

1 / 14

Florida / Florida Keys / Islamorada

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 £174 / night

£1212 - £2272 / week

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from £174 / night

1 / 22

Florida / Florida Keys / Marathon / Grassy Key

StudioSleeps 24 nights min stay

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

from £91 / night

£588 - £607 / week

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from £91 / night

1 / 39

Florida / Florida Keys / Marathon

7 bedroomsSleeps 167 nights min stay

  • 7 bedrooms
  • Sleeps 16
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Swimming pool;
 …see more

from £271 / night

£1894 - £4394 / week

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from £271 / night

(4) Very Good 

1 / 32

Florida / Florida Keys / Key Largo

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 ; Car advised;
 …see more

from £70 / night

£0 / week

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from £70 / night

1 / 87

Florida / Florida Keys / Matecumbe Key

2 bedroomsSleeps 330 nights min stay

  • 2 bedrooms
  • Sleeps 3
  • 30 nights min stay
Key info: Ask owner if suitable for children; Air conditioning; Some pets are welcome - please contact the owner;
 …see more

from £86 / night

£0 / week

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from £86 / night

1 / 15

Florida / Florida Keys / Islamorada

4 bedroomsSleeps 113 nights min stay

  • 4 bedrooms
  • Sleeps 11
  • 3 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £375 / night

£0 / week

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from £375 / night

1 / 16

Florida / Florida Keys / Key West

1 bedroomSleeps 230 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 30 nights min stay
Key info: Beach / lakeside relaxation; Not suitable for children; Car not necessary;
 …see more

from £56 / night

£0 / week

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from £56 / night

(1) Excellent 

1 / 33

Florida / Florida Keys / Marathon

2 bedroomsSleeps 6Min stay varies

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

from £75 / night

£525 - £1542 / week

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from £75 / night

(1) Excellent 

1 / 21

Florida / Florida Keys / Marathon

StudioSleeps 24 nights min stay

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

from £91 / night

£588 - £607 / week

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from £91 / night

1 / 11

Florida / Florida Keys / Marathon

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 3 km; Great for children of all ages ; Car advised;
 …see more

from £91 / night

£569 - £834 / week

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from £91 / night

1 / 19

Florida / Florida Keys / Key Largo / Tavernier

2 bedroomsSleeps 630 nights min stay

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

from £190 / night

£1099 / week

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from £190 / night

(1) Excellent 

1 / 28

Florida / Florida Keys / Key Largo

2 bedroomsSleeps 53 nights min stay

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

from £76 / night

£910 - £1137 / week

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from £76 / night

(1) Excellent 

1 / 20

Florida / Florida Keys / Lower Keys / Summerland Key

3 bedroomsSleeps 10Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Beach / lakeside relaxation; Great for children of all ages ; Air conditioning;
 …see more

from £91 / night

£682 / week

Book Book View

from £91 / night

(3) Excellent 

1 / 37

Florida / Florida Keys / Key Largo

3 bedroomsSleeps 87 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £812 / night

£5682 / week

Book Book View

from £812 / night

(1) Excellent 

1 / 22

Florida / Florida Keys / Marathon

3 bedroomsSleeps 83 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £228 / night

£1724 - £1857 / week

Book Book View

from £228 / 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 / 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

(10) Very Good 

1 / 10

Florida / Florida Keys / Key Largo

2 bedroomsSleeps 630 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 30 nights min stay
Key info: Beach / lakeside relaxation; Ask owner if suitable for children; Car not necessary;
 …see more

from £38 / night

£0 / week

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from £38 / night

1 / 6

Florida / Florida Keys / Key West

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Great for children of all ages ; Air conditioning; No pets allowed;
 …see more

from £163 / night

£1137 - £2122 / week

Book Book View

from £163 / night

1 / 22

Florida / Florida Keys / Key Colony Beach

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Great for children of all ages ; Air conditioning; No pets allowed;
 …see more

from £217 / night

£1516 / week

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from £217 / night

1 / 9

Florida / Florida Keys / Marathon

2 bedroomsSleeps 57 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £209 / night

£1459 - £1648 / week

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from £209 / 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) Excellent 

1 / 24

Florida / Florida Keys / Key West

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Great for children of all ages ; Air conditioning; No pets allowed;
 …see more

from £516 / night

£0 / week

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from £516 / night

1 / 36

Florida / Florida Keys / Key Largo / Tavernier

4 bedroomsSleeps 23 nights min stay

  • 4 bedrooms
  • Sleeps 2
  • 3 nights min stay
Key info: Great for children of all ages ; Air conditioning; No pets allowed;
 …see more

from £266 / night

£1742 / week

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from £266 / 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 / 10

Florida / Florida Keys / Islamorada

4 bedroomsSleeps 830 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 30 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Not suitable for children;
 …see more

from £325 / night

£2273 / week

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from £325 / night

(2) Excellent 

1 / 26

Florida / Florida Keys / Key Largo / Tavernier

3 bedroomsSleeps 830 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 30 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £152 / night

£1364 - £3485 / week

Book Book View

from £152 / night

Top Destination reviews

Captain Rons Tropical Vacation Hideaway
THE place to stay in the keys if you like peace and quiet!

Captain Rons Tropical Vacation Hideaway is only 30 miles to Key West, but worlds away from the crowds. The home is very clean and comfortable. Captain Ron made the whole process simple and painless. I would without hesitation stay here again and rec … see more

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