Islamorada apartment or villa with a heated pool | Holiday Lettings

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26 Holiday homes

Filters applied: Heated pool (26)

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

(3) Excellent 

1 / 19

Condo rental in Islamorada

Florida Keys / Islamorada

1 bedroomSleeps 47 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 7 nights min stay

from $118 / night

$825 - $975 / week

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from $118 / night

(5) Excellent 

1 / 40

Holiday home rental

Florida Keys / Islamorada

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $258 / night

$1801 / week

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from $258 / night

(2) Excellent 

1 / 20

Islamorada holiday condo rental

Florida Keys / Islamorada

3 bedroomsSleeps 87 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $250 / night

$1401 - $3500 / week

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from $250 / night

1 / 25

Villa rental in Islamorada

Florida Keys / Islamorada

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $280 / night

$1750 - $2201 / week

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from $280 / night

(6) Excellent 

1 / 19

Villa rental in Islamorada

Florida Keys / Islamorada

2 bedroomsSleeps 630 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 30 nights min stay

from $127 / night

$0 / week

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from $127 / night

1 / 14

Holiday home in Islamorada

Florida Keys / Islamorada

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $229 / night

$1599 - $2999 / week

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from $229 / night

1 / 25

Holiday home accommodation

Florida Keys / Islamorada

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $2000 / night

$2000 - $7501 / week

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from $2000 / night

1 / 34

Holiday home in Islamorada

Florida Keys / Islamorada

4 bedroomsSleeps 1030 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 30 nights min stay

from $834 / night

$0 / week

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from $834 / night

(2) Very Good 

1 / 25

Holiday apartment in Islamorada

Florida Keys / Islamorada

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay

from $250 / night

$1551 / week

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from $250 / night

1 / 25

Condo rental in Islamorada

Florida Keys / Islamorada

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $143 / night

$1000 / week

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from $143 / night

(1) Excellent 

1 / 9

Islamorada holiday condo rental

Florida Keys / Islamorada

2 bedroomsSleeps 507 nights min stay

  • 2 bedrooms
  • Sleeps 50
  • 7 nights min stay

from $1415 / night

$9900 / week

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from $1415 / night

1 / 21

Apartment rental in Islamorada with tennis court

Florida Keys / Islamorada

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $315 / night

$2201 - $3500 / week

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from $315 / night

1 / 20

Holiday townhouse rental

Florida Keys / Islamorada

2 bedroomsSleeps 630 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 30 nights min stay

from $118 / night

$0 / week

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from $118 / night

1 / 10

Holiday home in Islamorada

Florida Keys / Islamorada

4 bedroomsSleeps 830 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 30 nights min stay

from $429 / night

$3000 / week

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from $429 / night

1 / 30

Holiday apartment with swimming pool, tennis court in Islamorada

Florida Keys / Islamorada

3 bedroomsSleeps 830 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 30 nights min stay

from $121 / night

$841 / week

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from $121 / night

1 / 24

Holiday condo in Islamorada

Florida Keys / Islamorada

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $250 / night

$1750 / week

Book Book View

from $250 / night

1 / 30

Islamorada holiday home rental

Florida Keys / Islamorada

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay

from $1000 / night

$7001 - $13000 / week

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from $1000 / night

1 / 14

Holiday condo in Islamorada

Florida Keys / Islamorada

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay

from $158 / night

$1100 - $1401 / week

Book Book View

from $158 / night

1 / 29

Home rental in Islamorada

Florida Keys / Islamorada

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $243 / night

$1695 - $2295 / week

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from $243 / night

1 / 13

Holiday hotel apartment in Islamorada

Florida Keys / Islamorada

16 bedroomsSleeps 111 night min stay

  • 16 bedrooms
  • Sleeps 11
  • 1 night min stay

from $2500 / night

$15001 / week

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from $2500 / night

1 / 26

Holiday condo in Islamorada

Florida Keys / Islamorada

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $158 / night

$1100 - $1500 / week

Book Book View

from $158 / night

1 / 26

Islamorada holiday home rental

Florida Keys / Islamorada

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $290 / night

$2023 - $2444 / week

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from $290 / night

1 / 43

Holiday home rental

Florida Keys / Islamorada

4 bedroomsSleeps 107 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min stay

from $1143 / night

$8001 / week

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from $1143 / night

1 / 14

Islamorada holiday condo rental

Florida Keys / Islamorada

3 bedroomsSleeps 87 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $358 / night

$2500 - $3000 / week

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from $358 / night

1 / 15

Holiday home in Islamorada

Florida Keys / Islamorada

4 bedroomsSleeps 113 nights min stay

  • 4 bedrooms
  • Sleeps 11
  • 3 nights min stay

from $496 / night

$0 / week

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from $496 / night

1 / 9

Holiday apartment in Islamorada

Florida Keys / Islamorada

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from $151 / night

$0 / week

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from $151 / night

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