Walking holiday villas and apartments Florida Keys | Holiday Lettings

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Location

  • United States
  • Florida
  • Florida Keys

Location

  • All locations
  • Big Pine Key (2)
  • Islamorada (6)
  • Key Colony Beach (2)
  • Key Largo (11)
  • Key West (8)
  • Marathon (7)

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Also consider

Villas Key Largo
164 properties
Villas Key West
86 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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36 Holiday homes

Filters applied: Walking holidays (36)

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

(4) Excellent 

1 / 23

Florida / Florida Keys / Key Largo / Tavernier

2 bedroomsSleeps 64 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Great for children of all ages ;
 …see more

from £114 / night

£0 / week

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from £114 / 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

(2) Excellent 

1 / 18

Florida / Florida Keys / Marathon

2 bedroomsSleeps 67 nights min stay

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

from £147 / night

£1023 / week

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from £147 / night

1 / 25

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 £212 / night

£1326 - £1667 / week

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from £212 / 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

(6) Excellent 

1 / 36

Florida / Florida Keys / Marathon

3 bedroomsSleeps 7Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Swimming pool;
 …see more

from £228 / night

£1364 - £1773 / week

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from £228 / night

(4) Excellent 

1 / 8

Florida / Florida Keys / Key Largo

2 bedroomsSleeps 74 nights min stay

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

from £152 / night

£947 / week

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from £152 / 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

(1) Excellent 

1 / 11

Florida / Florida Keys / Key Largo

2 bedroomsSleeps 8Min stay varies

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

from £133 / night

£910 - £1349 / week

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from £133 / night

(4) Excellent 

1 / 30

Florida / Florida Keys / Key Largo

3 bedroomsSleeps 930 nights min stay

  • 3 bedrooms
  • Sleeps 9
  • 30 nights min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; Car advised;
 …see more

from £76 / night

£0 / week

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from £76 / 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

(5) Very Good 

1 / 17

Florida / Florida Keys / Marathon

1 bedroomSleeps 47 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 3 km; Not suitable for children;
 …see more

from £55 / night

£379 - £758 / week

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from £55 / night

(1) Very Good 

1 / 9

Florida / Florida Keys / Key Largo

2 bedroomsSleeps 67 nights min stay

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

from £87 / night

£607 - £860 / week

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from £87 / night

(3) Very Good 

1 / 27

Florida / Florida Keys / Islamorada

2 bedroomsSleeps 6Min stay varies

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

from £341 / night

£2122 - £2652 / week

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from £341 / night

(1) Excellent 

1 / 19

Florida / Florida Keys / Key West

3 bedroomsSleeps 830 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 30 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Swimming pool;
 …see more

from £152 / night

£0 / week

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from £152 / 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

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from £228 / night

(1) Excellent 

1 / 27

Florida / Florida Keys / Marathon / Marathon Shores

1 bedroomSleeps 44 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 4 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 5 km; Not suitable for children;
 …see more

from £114 / night

£796 / week

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from £114 / night

(11) Very Good 

1 / 14

Tropical Island Getaway-Keys - Key Largo condo sleeps 7

Florida / Florida Keys / Key Largo

2 bedroomsSleeps 73 nights min stay

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.2 km; Swimming pool;
A view of the pool off your patio and the Florida Bay sunset glows at your front door. Tropical breezes and gardens grace the gated condo community. Yes, laptops do work in the apartment!At Moon Bay condominium you will have the opportunity to relax in the heated pool,  …see more

from £148 / night

£747 / week

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from £148 / night

1 / 14

Florida / Florida Keys / Islamorada

3 bedroomsSleeps 87 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Swimming pool;
 …see more

from £271 / night

£1894 - £2273 / week

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from £271 / 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 / 26

Florida / Florida Keys / Islamorada

2 bedroomsSleeps 630 nights min stay

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

from £84 / night

£0 / week

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from £84 / night

1 / 7

Florida / Florida Keys / Key Largo

2 bedroomsSleeps 83 nights min stay

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

from £190 / night

£1194 / week

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from £190 / night

1 / 28

Florida / Florida Keys / Key Largo

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Swimming pool;
 …see more

from £122 / night

£849 / week

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from £122 / night

1 / 16

Florida / Florida Keys / Islamorada

3 bedroomsSleeps 830 nights min stay

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

from £89 / night

£0 / week

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from £89 / night

1 / 18

Florida / Florida Keys / Key Colony Beach

2 bedroomsSleeps 414 nights min stay

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

from £152 / night

£1061 / week

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from £152 / 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) 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 / 16

Florida / Florida Keys / Big Pine Key

2 bedroomsSleeps 430 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 30 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 10 km; Ask owner if suitable for children;
 …see more

from £190 / night

£1137 / week

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from £190 / night

1 / 17

Florida / Florida Keys / Key West

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 4 km; Great for children of all ages ;
 …see more

from £265 / night

£6364 / week

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from £265 / night

1 / 22

Florida / Florida Keys / Marathon

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 £87 / night

£607 / week

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from £87 / night

1 / 29

Florida / Florida Keys / Key West

4 bedroomsSleeps 1030 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 30 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Great for children of all ages ;
 …see more

from £304 / night

£0 / week

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from £304 / night

1 / 24

Florida / Florida Keys / Key Largo / Tavernier

3 bedroomsSleeps 590 nights min stay

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

from £54 / night

£0 / week

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from £54 / night

1 / 25

Florida / Florida Keys / Key Largo / Tavernier

5 bedroomsSleeps 142 nights min stay

  • 5 bedrooms
  • Sleeps 14
  • 2 nights min stay
Key info: Ski; Great for children of all ages ; Pets welcome;
 …see more

from £436 / night

£0 / week

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from £436 / night

1 / 10

Florida / Florida Keys / Big Pine Key

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Nearest beach 4 km; Swimming pool; Great for children of all ages ;
 …see more

from £204 / night

£1421 / week

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from £204 / night

1 / 17

Florida / Florida Keys / Key West

2 bedroomsSleeps 830 nights min stay

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

from £76 / night

£0 / week

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from £76 / night

1 / 23

Florida / Florida Keys / Islamorada

3 bedroomsSleeps 83 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min stay
Key info: Ski; Great for children of all ages ; Pets welcome;
 …see more

from £247 / night

£0 / week

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from £247 / 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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