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40 Holiday homes

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

(2) Excellent 

1 / 41

Ocean Harbour Apartment, Islamorada, Florida Keys

Florida Keys / Islamorada

2 bedroomsSleeps 430 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 30 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
Located in Islamorada, Florida Keys, Ocean Harbour is our beautiful and luxurious home away from home surrounded by the tropical beauty of the Florida Keys. The location is in the perfect proximity for visiting Key West & Miami. With its exceptional location and gated  …see more

from £152 / night

£1058 / week

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from £152 / night

1 / 25

Florida Keys / Islamorada

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 £1527 / night

£1604 - £5726 / week

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from £1527 / night

1 / 25

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 £213 / night

£1336 - £1680 / week

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from £213 / night

(3) Excellent 

1 / 19

Florida Keys / Islamorada

1 bedroomSleeps 430 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 30 nights min stay
Key info: Nearest beach 0 km; Swimming pool; Great for children of all ages ;
 …see more

from £90 / night

£630 - £745 / week

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from £90 / night

(3) Excellent 

1 / 9

Florida Keys / Islamorada

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £84 / night

£690 / week

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from £84 / night

1 / 7

Florida Keys / Islamorada

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Beach / lakeside relaxation; Swimming pool; Not suitable for children;
 …see more

from £68 / night

£476 / week

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from £68 / night

(1) Excellent 

1 / 18

Florida Keys / Islamorada

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 2 km; Swimming pool; Not suitable for children;
 …see more

from £107 / night

£668 - £1146 / week

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from £107 / night

1 / 5

Florida Keys / Islamorada

1 bedroomSleeps 31 night min stay

  • 1 bedroom
  • Sleeps 3
  • 1 night min stay
Key info: Beach / lakeside relaxation; Swimming pool; Suitable for children age 5+;
 …see more

from £107 / night

£1010 - £1117 / week

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from £107 / night

(3) Excellent 

1 / 20

Florida Keys / Islamorada

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 £191 / night

£1069 - £2672 / week

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from £191 / night

1 / 14

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 £175 / night

£1221 - £2290 / week

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from £175 / night

(6) Excellent 

1 / 33

Florida Keys / Islamorada

3 bedroomsSleeps 630 nights min stay

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

from £82 / night

£0 / week

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from £82 / night

(13) Very Good 

1 / 22

Florida Keys / Islamorada

1 bedroomSleeps 330 nights min stay

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

from £96 / night

£0 / week

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from £96 / night

1 / 26

Florida Keys / Islamorada

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 £120 / night

£840 - £1146 / week

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from £120 / night

(3) Excellent 

1 / 17

Florida Keys / Islamorada

3 bedroomsSleeps 1030 nights min stay

  • 3 bedrooms
  • Sleeps 10
  • 30 nights min stay
Key info: Great for children of all ages ; Air conditioning; No pets allowed;
 …see more

from £166 / night

£0 / week

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from £166 / night

1 / 4

Florida Keys / Islamorada

1 bedroomSleeps 31 night min stay

  • 1 bedroom
  • Sleeps 3
  • 1 night min stay
Key info: Swimming pool; Suitable for children age 5+; Air conditioning;
 …see more

from £152 / night

£1224 / week

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from £152 / night

1 / 24

Florida Keys / Islamorada

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 £191 / night

£1336 / week

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from £191 / night

1 / 19

Florida Keys / Islamorada

1 bedroomSleeps 230 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 30 nights min stay
Key info: Beach / lakeside relaxation; Ask owner if suitable for children; Air conditioning;
 …see more

from £46 / night

£0 / week

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from £46 / night

1 / 26

Florida Keys / Islamorada

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £221 / night

£1545 - £1865 / week

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from £221 / night

1 / 29

Florida Keys / Islamorada

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.1 km; Swimming pool;
 …see more

from £185 / night

£1294 - £1752 / week

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from £185 / night

1 / 21

Florida Keys / Islamorada

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.8 km; Swimming pool;
 …see more

from £240 / night

£1680 - £2672 / week

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from £240 / night

1 / 13

Florida Keys / Islamorada

16 bedroomsSleeps 111 night min stay

  • 16 bedrooms
  • Sleeps 11
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 4 km; Swimming pool;
 …see more

from £1909 / night

£11451 / week

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from £1909 / night

1 / 6

Florida Keys / Islamorada

2 bedroomsSleeps 57 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Great for children of all ages ; No pets allowed;
 …see more

from £197 / night

£1375 - £1756 / week

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from £197 / night

1 / 14

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 £273 / night

£1909 - £2291 / week

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from £273 / night

1 / 20

Florida Keys / Islamorada

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 £90 / night

£0 / week

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from £90 / night

1 / 26

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 / 6

Florida Keys / Islamorada

1 bedroomSleeps 430 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 30 nights min stay
Key info: Not suitable for children; Air conditioning; No pets allowed;
 …see more

from £41 / night

£0 / week

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from £41 / night

1 / 16

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 £90 / night

£0 / week

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from £90 / night

1 / 24

Florida Keys / Islamorada

2 bedroomsSleeps 414 nights min stay

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

from £131 / night

£917 / week

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from £131 / night

1 / 21

Florida Keys / Islamorada

1 bedroomSleeps 630 nights min stay

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

from £100 / night

£0 / week

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from £100 / night

1 / 21

Florida Keys / Islamorada

3 bedroomsSleeps 67 nights min stay

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

from £202 / night

£1413 - £1680 / week

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from £202 / night

1 / 15

Florida Keys / Islamorada

3 bedroomsSleeps 830 nights min stay

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

from £306 / night

£0 / week

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from £306 / night

1 / 30

Florida Keys / Islamorada

3 bedroomsSleeps 830 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 30 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.32 km; Swimming pool;
 …see more

from £92 / night

£642 / week

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from £92 / night

1 / 30

Florida Keys / Islamorada

3 bedroomsSleeps 630 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 30 nights min stay
Key info: Suitable for children age 5+; Air conditioning; No pets allowed;
 …see more

from £107 / night

£0 / week

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from £107 / night

(1) Excellent 

1 / 8

Florida Keys / Islamorada

2 bedroomsSleeps 630 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 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 £142 / night

£917 / week

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from £142 / night

1 / 34

Florida Keys / Islamorada

4 bedroomsSleeps 1030 nights min stay

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

from £637 / night

£0 / week

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from £637 / night

1 / 9

Florida Keys / Islamorada

2 bedroomsSleeps 4Min stay varies

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

from £115 / night

£0 / week

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from £115 / night

1 / 4

Florida Keys / Islamorada

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Beach / lakeside relaxation; Swimming pool; Not suitable for children;
 …see more

from £107 / night

£0 / week

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from £107 / night

1 / 21

Florida Keys / Islamorada

1 bedroomSleeps 430 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 30 nights min stay
Key info: Great for children of all ages ; Car advised; Air conditioning;
 …see more

from £131 / night

£917 / week

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from £131 / night

1 / 23

Paradise in Venetian Shores,Luxury Heated Pool!

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;
Located in prestigious Venetian Shores Islamorada's premier waterfront community! This home was completely remodeled in 2014/15 so everything is tasteful, high quality, spotless and NEW!! HI SPEED WIFI and NetFlix is INCLUDED! A brand new luxury heated pool / spa was ad  …see more

from £249 / night

£0 / week

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from £249 / night

1 / 16

Florida Keys / Islamorada

3 bedroomsSleeps 1030 nights min stay

  • 3 bedrooms
  • Sleeps 10
  • 30 nights min stay
Key info: Great for children of all ages ; Air conditioning; No pets allowed;
 …see more

from £166 / night

£0 / week

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from £166 / night

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