Islamorada holiday rentals, Villas and cottages

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71 Holiday homes

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

(3) Very Good 

1 / 22

Holiday home in Islamorada

Florida Keys / Islamorada

2 6 Min stay varies

House / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £276 / night

£1932 / week

Book

from £276 / night

(2) Excellent 

1 / 17

Home accommodation in Islamorada

Florida Keys / Islamorada

3 10 7 nights min stay

House / 3 bedrooms / sleeps 10 / 7 nights min stay

Add to shortlist

from £246 / night

£1718 - £1925 / week

Book

from £246 / night

(6) Excellent 

1 / 19

Villa rental in Islamorada

Florida Keys / Islamorada

2 6 7 nights min stay

Villa / 2 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £178 / night

£1242 - £1725 / week

Book

from £178 / night

(1) Excellent 

1 / 20

Islamorada holiday condo rental

Florida Keys / Islamorada

3 8 Min stay varies

Condo / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £173 / night

£1035 - £2414 / week

Book

from £173 / night

1 / 24

Holiday condo in Islamorada

Florida Keys / Islamorada

2 6 7 nights min stay

Condo / 2 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £173 / night

£1207 - £2069 / week

Book

from £173 / night

(22) Excellent 

1 / 29

Holiday home in Islamorada

Florida Keys / Islamorada

2 5 7 nights min stay

House / 2 bedrooms / sleeps 5 / 7 nights min stay

Add to shortlist

from £193 / night

£1345 - £1552 / week

Book

from £193 / night

(1) Excellent 

1 / 9

Islamorada holiday condo rental

Florida Keys / Islamorada

2 50 7 nights min stay

Condo / 2 bedrooms / sleeps 50 / 7 nights min stay

Add to shortlist

from £976 / night

£6827 / week

Book

from £976 / night

(2) Very Good 

1 / 25

Holiday apartment in Islamorada

Florida Keys / Islamorada

2 4 7 nights min stay

Apartment / 2 bedrooms / sleeps 4 / 7 nights min stay

Add to shortlist

from £173 / night

£1069 / week

Book

from £173 / night

1 / 26

Holiday cottage with swimming pool in Islamorada

Florida Keys / Islamorada

2 6 30 nights min stay

Cottage / 2 bedrooms / sleeps 6 / 30 nights min stay

Add to shortlist

from £121 / night

£845 / week

Book

from £121 / night

1 / 7

Holiday cottage in Islamorada

Florida Keys / Islamorada

2 6 3 nights min stay

Cottage / 2 bedrooms / sleeps 6 / 3 nights min stay

Add to shortlist

from £173 / night

£1207 / week

Book

from £173 / night

1 / 16

Islamorada holiday condo let

Florida Keys / Islamorada

2 6 Min stay varies

Condo / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £207 / night

£966 - £1656 / week

Book

from £207 / night

1 / 25

Villa rental in Islamorada

Florida Keys / Islamorada

2 6 7 nights min stay

Villa / 2 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £193 / night

£1207 - £1518 / week

Book

from £193 / night

1 / 10

Holiday condo in Islamorada

Florida Keys / Islamorada

2 6 30 nights min stay

Condo / 2 bedrooms / sleeps 6 / 30 nights min stay

Add to shortlist

from £128 / night

£828 / week

Book

from £128 / night

1 / 25

Holiday home accommodation

Florida Keys / Islamorada

2 6 Min stay varies

House / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £1380 / night

£1380 - £5173 / week

Book

from £1380 / night

1 / 21

Apartment rental in Islamorada with tennis court

Florida Keys / Islamorada

3 6 7 nights min stay

Apartment / 3 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £217 / night

£1518 - £2414 / week

Book

from £217 / night

1 / 30

Holiday apartment with swimming pool, tennis court in Islamorada

Florida Keys / Islamorada

3 8 30 nights min stay

Apartment / 3 bedrooms / sleeps 8 / 30 nights min stay

Add to shortlist

from £83 / night

£580 / week

Book

from £83 / night

1 / 9

Holiday apartment in Islamorada

Florida Keys / Islamorada

2 4 Min stay varies

Apartment / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £104 / night

£725 / week

Book

from £104 / night

(2) Excellent 

1 / 9

Islamorada holiday b&b rental

Florida Keys / Islamorada

1 2 1 night min stay

B&B / 1 bedroom / sleeps 2 / 1 night min stay

Add to shortlist

from £89 / night

£623 / week

Book

from £89 / night

(12) Very Good 

1 / 22

Holiday villa in Islamorada

Florida Keys / Islamorada

1 3 Min stay varies

Villa / 1 bedroom / sleeps 3 / Min stay varies

Add to shortlist

from £69 / night

£552 / week

Book

from £69 / night

1 / 10

Holiday home in Islamorada

Florida Keys / Islamorada

4 8 30 nights min stay

House / 4 bedrooms / sleeps 8 / 30 nights min stay

Add to shortlist

from £296 / night

£2069 / week

Book

from £296 / night

1 / 20

Apartment rental in Islamorada

Florida Keys / Islamorada

2 4 7 nights min stay

Apartment / 2 bedrooms / sleeps 4 / 7 nights min stay

Add to shortlist

from £173 / night

£1069 / week

Book

from £173 / night

1 / 21

Islamorada holiday condo rental

Florida Keys / Islamorada

1 6 30 nights min stay

Condo / 1 bedroom / sleeps 6 / 30 nights min stay

Add to shortlist

from £90 / night

£628 / week

Book

from £90 / night

(1) Excellent 

1 / 19

Condo rental in Islamorada

Florida Keys / Islamorada

1 4 7 nights min stay

Condo / 1 bedroom / sleeps 4 / 7 nights min stay

Add to shortlist

from £138 / night

£569 - £673 / week

Book

from £138 / night

1 / 20

Holiday townhouse rental

Florida Keys / Islamorada

2 6 30 nights min stay

Townhouse / 2 bedrooms / sleeps 6 / 30 nights min stay

Add to shortlist

from £81 / night

£565 / week

Book

from £81 / night

1 / 13

Holiday hotel apartment in Islamorada

Florida Keys / Islamorada

16 11 1 night min stay

Hotel apartment / 16 bedrooms / sleeps 11 / 1 night min stay

Add to shortlist

from £1725 / night

£10345 / week

Book

from £1725 / night

1 / 16

Holiday townhouse in Islamorada

Florida Keys / Islamorada

3 8 Min stay varies

Townhouse / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £81 / night

£1035 / week

Book

from £81 / night

1 / 23

Home rental in Islamorada

Florida Keys / Islamorada

3 8 30 nights min stay

House / 3 bedrooms / sleeps 8 / 30 nights min stay

Add to shortlist

from £80 / night

£560 / week

Book

from £80 / night

1 / 17

Holiday caravan/mobile home rental

Florida Keys / Islamorada

1 3 30 nights min stay

Caravan/Mobile Home / 1 bedroom / sleeps 3 / 30 nights min stay

Add to shortlist

from £69 / night

£483 / week

Book

from £69 / night

1 / 24

Holiday condo in Islamorada

Florida Keys / Islamorada

2 4 Min stay varies

Condo / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £119 / night

£828 / week

Book

from £119 / night

1 / 13

Condo rental in Islamorada

Florida Keys / Islamorada

2 6 7 nights min stay

Condo / 2 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £98 / night

£686 / week

Book

from £98 / night

1 / 26

Holiday condo in Islamorada

Florida Keys / Islamorada

2 6 Min stay varies

Condo / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £109 / night

£759 - £1035 / week

Book

from £109 / night

1 / 26

Islamorada holiday home rental

Florida Keys / Islamorada

2 8 7 nights min stay

House / 2 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £200 / night

£1396 - £1685 / week

Book

from £200 / night

1 / 14

Islamorada holiday condo rental

Florida Keys / Islamorada

3 8 7 nights min stay

Condo / 3 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £247 / night

£1725 - £2069 / week

Book

from £247 / night

1 / 10

Holiday home in Islamorada

Florida Keys / Islamorada

2 6 7 nights min stay

House / 2 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £158 / night

£1101 - £2758 / week

Book

from £158 / night

1 / 26

Holiday home in Islamorada

Florida Keys / Islamorada

3 8 30 nights min stay

House / 3 bedrooms / sleeps 8 / 30 nights min stay

Add to shortlist

from £138 / night

£966 / week

Book

from £138 / night

1 / 34

Holiday home in Islamorada

Florida Keys / Islamorada

4 10 30 nights min stay

House / 4 bedrooms / sleeps 10 / 30 nights min stay

Add to shortlist

from £575 / night

£4023 / week

Book

from £575 / night

1 / 6

Holiday caravan/mobile home in Islamorada

Florida Keys / Islamorada

1 4 30 nights min stay

Caravan/Mobile Home / 1 bedroom / sleeps 4 / 30 nights min stay

Add to shortlist

from £37 / night

£258 / week

Book

from £37 / night

1 / 19

Holiday home in Islamorada

Florida Keys / Islamorada

1 2 30 nights min stay

House / 1 bedroom / sleeps 2 / 30 nights min stay

Add to shortlist

from £42 / night

£290 / week

Book

from £42 / night

1 / 4

Holiday b&b with shared pool in Islamorada

Florida Keys / Islamorada

1 3 1 night min stay

B&B / 1 bedroom / sleeps 3 / 1 night min stay

Add to shortlist

from £138 / night

£1106 / week

Book

from £138 / night

(4) Excellent 

1 / 19

Islamorada holiday villa rental

Florida Keys / Islamorada

1 3 7 nights min stay

Villa / 1 bedroom / sleeps 3 / 7 nights min stay

Add to shortlist

from £103 / night

£718 - £852 / week

Enquire

from £103 / night

(5) Very Good 

1 / 25

Holiday apartment rental

Florida Keys / Islamorada

2 6 7 nights min stay

Apartment / 2 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £138 / night

£963 - £1238 / week

Enquire

from £138 / night

1 / 23

Holiday apartment with shared pool in Islamorada

Florida Keys / Islamorada

2 4 Min stay varies

Apartment / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £44 / night

£306 / week

Enquire

from £44 / night

1 / 29

Holiday home with shared pool in Islamorada

Florida Keys / Islamorada

3 8 Min stay varies

House / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £592 / night

£4138 / week

Enquire

from £592 / night

1 / 23

Holiday apartment rental

Florida Keys / Islamorada

2 4 Min stay varies

Apartment / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £92 / night

£644 / week

Enquire

from £92 / night

1 / 26

Holiday home in Islamorada

Florida Keys / Islamorada

2 6 Min stay varies

House / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £83 / night

£580 / week

Enquire

from £83 / night

1 / 20

Holiday apartment with shared pool in Islamorada

Florida Keys / Islamorada

2 4 Min stay varies

Apartment / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £81 / night

£564 / week

Enquire

from £81 / night

1 / 26

Islamorada holiday home rental

Florida Keys / Islamorada

3 4 Min stay varies

House / 3 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £97 / night

£676 / week

Enquire

from £97 / night

1 / 14

Islamorada holiday apartment rental

Florida Keys / Islamorada

2 4 Min stay varies

Apartment / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £46 / night

£322 / week

Enquire

from £46 / night

1 / 23

Holiday apartment rental

Florida Keys / Islamorada

2 4 Min stay varies

Apartment / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £74 / night

£515 / week

Enquire

from £74 / night

1 / 20

Holiday home in Islamorada

Florida Keys / Islamorada

4 10 Min stay varies

House / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £127 / night

£886 / week

Enquire

from £127 / night

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