Air conditioned apartments and villas to rent in Caribbean

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15,607 Holiday homes

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1 / 20

Villa accommodation in Sosua with swimming pool

Puerto Plata Province / Sosua

4 8 2 nights min stay

Villa / 4 bedrooms / sleeps 8 / 2 nights min stay

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from £328 / night

£2064 / week

Book

from £328 / night

(17) Very Good 

1 / 24

Holiday apartment rental

Saint James Parish / Prospect

2 4 Min stay varies

Apartment / 2 bedrooms / sleeps 4 / Min stay varies

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from £135 / night

£900 - £1250 / week

Book

from £135 / night

1 / 62

Apartment rental in East End with shared pool

St. Thomas / East End

2 8 Min stay varies

Apartment / 2 bedrooms / sleeps 8 / Min stay varies

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from £138 / night

£966 / week

Book

from £138 / night

Featured properties

(1) Very Good 

1 / 18

Home rental in Marsh Harbour

Great Abaco Island / Marsh Harbour

3 6 1 night min stay

House / 3 bedrooms / sleeps 6 / 1 night min stay

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from £414 / night

£2587 / week

Book

from £414 / night

1 / 13

Home rental in Road Town with swimming pool

Tortola / Road Town

4 10 3 nights min stay

House / 4 bedrooms / sleeps 10 / 3 nights min stay

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from £518 / night

£3449 / week

Book

from £518 / night

(8) Excellent 

1 / 46

B&b rental in Gros Islet

Gros Islet Quarter / Gros Islet

1 2 3 nights min stay

B&B / 1 bedroom / sleeps 2 / 3 nights min stay

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from £63 / night

£435 / week

Book

from £63 / night

(23) Excellent 

1 / 15

Holiday home rental

Saint George Parish / Lance aux Epines

4 8 7 nights min stay

House / 4 bedrooms / sleeps 8 / 7 nights min stay

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from £449 / night

£3138 - £4552 / week

Book

from £449 / night

(1) Excellent 

1 / 19

Holiday home with shared pool in Dorado

Puerto Rico / Dorado

4 6 6 nights min stay

House / 4 bedrooms / sleeps 6 / 6 nights min stay

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from £328 / night

£2294 - £2656 / week

Book

from £328 / night

(2) Excellent 

1 / 21

West End Village holiday villa rental

Anguilla / West End Village

3 6 7 nights min stay

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

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from £350 / night

£2450 - £3500 / week

Book

from £350 / night

1 / 13

Holiday villa with shared pool in Kralendijk

Bonaire / Kralendijk

5 10 5 nights min stay

Villa / 5 bedrooms / sleeps 10 / 5 nights min stay

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from £476 / night

£2752 / week

Book

from £476 / night

(3) Excellent 

1 / 18

Villa rental in Andros with swimming pool

Out Islands / Andros

3 8 4 nights min stay

Villa / 3 bedrooms / sleeps 8 / 4 nights min stay

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from £518 / night

£3621 - £4104 / week

Book

from £518 / night

1 / 20

Holiday villa in St. Barts

Caribbean / St. Barts

3 6 Min stay varies

Villa / 3 bedrooms / sleeps 6 / Min stay varies

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from £552 / night

£3863 / week

Book

from £552 / night

1 / 19

Holiday condo rental

La Altagracia Province / Punta Cana

1 2 3 nights min stay

Condo / 1 bedroom / sleeps 2 / 3 nights min stay

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from £220 / night

£1536 / week

Book

from £220 / night

1 / 31

Holiday villa rental

Puerto Plata / Playa Cofresi

6 15 1 night min stay

Villa / 6 bedrooms / sleeps 15 / 1 night min stay

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from £200 / night

£1380 / week

Book

from £200 / night

1 / 19

Las Terrenas holiday villa rental

Samana Province / Las Terrenas

10 20 7 nights min stay

Villa / 10 bedrooms / sleeps 20 / 7 nights min stay

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from £1315 / night

£9200 - £12449 / week

Book

from £1315 / night

1 / 9

Holiday villa with shared pool in George Town

Great Exuma / George Town

3 6 Min stay varies

Villa / 3 bedrooms / sleeps 6 / Min stay varies

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from £345 / night

£2311 - £4345 / week

Book

from £345 / night

(3) Excellent 

1 / 13

Holiday apartment in Cabarete

Puerto Plata Province / Cabarete

2 6 Min stay varies

Apartment / 2 bedrooms / sleeps 6 / Min stay varies

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from £145 / night

£1106 - £3124 / week

Book

from £145 / night

(11) Excellent 

1 / 18

Holiday apartment with swimming pool in Pos Chiquito

Aruba / Pos Chiquito

3 7 7 nights min stay

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

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from £138 / night

£961 / week

Book

from £138 / night

1 / 14

Holiday villa rental

Montego Bay / Sandy Bay

6 15 4 nights min stay

Villa / 6 bedrooms / sleeps 15 / 4 nights min stay

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from £987 / night

£6897 - £17242 / week

Book

from £987 / night

1 / 22

Dawn Beach holiday condo rental

Sint Maarten / Dawn Beach

3 6 4 nights min stay

Condo / 3 bedrooms / sleeps 6 / 4 nights min stay

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from £149 / night

£1035 - £1440 / week

Book

from £149 / night

1 / 9

Holiday hotel apartment with golf nearby in Palm Beach Town

Eagle Beach / Palm Beach Town

2 8 Min stay varies

Hotel apartment / 2 bedrooms / sleeps 8 / Min stay varies

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from £207 / night

£1345 - £3173 / week

Book

from £207 / night

1 / 21

Holiday home in Cap Estate

Gros Islet Quarter / Cap Estate

3 6 Min stay varies

House / 3 bedrooms / sleeps 6 / Min stay varies

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from £259 / night

£1811 - £2656 / week

Book

from £259 / night

1 / 16

Eagle Beach holiday condo rental

Aruba / Eagle Beach

1 4 Min stay varies

Condo / 1 bedroom / sleeps 4 / Min stay varies

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from £173 / night

£1207 - £1414 / week

Book

from £173 / night

(1) Excellent 

1 / 13

Villa rental in Hull Bay with swimming pool

St. Thomas / Hull Bay

3 6 7 nights min stay

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

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from £326 / night

£2276 - £4276 / week

Book

from £326 / night

(7) Very Good 

1 / 21

Holiday villa with swimming pool in Rincon

Puerto Rico / Rincon

6 14 2 nights min stay

Villa / 6 bedrooms / sleeps 14 / 2 nights min stay

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from £811 / night

£5673 / week

Book

from £811 / night

1 / 10

Holiday villa with shared pool in Reduit Beach

Castries Quarter / Reduit Beach

3 6 1 night min stay

Villa / 3 bedrooms / sleeps 6 / 1 night min stay

Add to shortlist

from £310 / night

£2170 / week

Book

from £310 / night

1 / 29

Holiday bungalow in Great Abaco Island

Abaco Islands / Great Abaco Island

3 7 1 night min stay

Bungalow / 3 bedrooms / sleeps 7 / 1 night min stay

Add to shortlist

from £345 / night

£2173 / week

Book

from £345 / night

1 / 14

Holiday villa in Juan Dolio

San Pedro de Macoris Province / Juan Dolio

5 9 Min stay varies

Villa / 5 bedrooms / sleeps 9 / Min stay varies

Add to shortlist

from £190 / night

£1328 / week

Book

from £190 / night

1 / 9

Bavaro holiday villa rental

Punta Cana / Bavaro

4 8 1 night min stay

Villa / 4 bedrooms / sleeps 8 / 1 night min stay

Add to shortlist

from £414 / night

£2897 / week

Book

from £414 / night

1 / 24

Holiday villa with swimming pool in Sosua

Puerto Plata Province / Sosua

4 10 1 night min stay

Villa / 4 bedrooms / sleeps 10 / 1 night min stay

Add to shortlist

from £273 / night

£1907 - £2149 / week

Book

from £273 / night

(27) Excellent 

1 / 11

St. Thomas holiday villa rental

US Virgin Isles / St. Thomas

2 6 Min stay varies

Villa / 2 bedrooms / sleeps 6 / Min stay varies

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from £156 / night

£1035 - £2021 / week

Book

from £156 / night

(1) Excellent 

1 / 22

Jan Sofat holiday villa rental

Spanish Water / Jan Sofat

4 10 Min stay varies

Villa / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £166 / night

£1159 - £2052 / week

Book

from £166 / night

1 / 11

Holiday villa in Las Terrenas

Las Terrenas / El Portillo

3 8 2 nights min stay

Villa / 3 bedrooms / sleeps 8 / 2 nights min stay

Add to shortlist

from £311 / night

£2138 / week

Book

from £311 / night

(2) Excellent 

1 / 13

Atlantic Shores holiday villa rental

Christ Church Parish / Atlantic Shores

5 10 7 nights min stay

Villa / 5 bedrooms / sleeps 10 / 7 nights min stay

Add to shortlist

from £628 / night

£4394 - £6035 / week

Book

from £628 / night

(1) Excellent 

1 / 11

Holiday villa with shared pool in Saint Peter Parish

Barbados / Saint Peter Parish

1 2 Min stay varies

Villa / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £207 / night

£1449 - £2414 / week

Book

from £207 / night

1 / 29

Holiday apartment in Dawn Beach

Sint Maarten / Dawn Beach

3 8 7 nights min stay

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

Add to shortlist

from £296 / night

£2069 / week

Book

from £296 / night

1 / 47

Jan Sofat holiday villa rental

Spanish Water / Jan Sofat

3 7 Min stay varies

Villa / 3 bedrooms / sleeps 7 / Min stay varies

Add to shortlist

from £233 / night

£1628 - £2324 / week

Book

from £233 / night

1 / 11

Holiday apartment in Philipsburg

Sint Maarten / Philipsburg

3 8 2 nights min stay

Apartment / 3 bedrooms / sleeps 8 / 2 nights min stay

Add to shortlist

from £388 / night

£2326 / week

Book

from £388 / night

(6) Excellent 

1 / 151

Holiday apartment with swimming pool in Bavaro

Punta Cana / Bavaro

2 6 3 nights min stay

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

Add to shortlist

from £138 / night

£580 - £966 / week

Book

from £138 / night

(5) Excellent 

1 / 17

Holiday villa with shared pool, tennis court in Las Terrenas

Samana Province / Las Terrenas

4 10 1 night min stay

Villa / 4 bedrooms / sleeps 10 / 1 night min stay

Add to shortlist

from £242 / night

£1518 - £3000 / week

Book

from £242 / night

1 / 25

Villa accommodation in Saint Francois with swimming pool, golf nearby

Grande-Terre Island / Saint Francois

5 12 7 nights min stay

Villa / 5 bedrooms / sleeps 12 / 7 nights min stay

Add to shortlist

from £280 / night

£1954 - £2735 / week

Book

from £280 / night

1 / 12

Las Galeras holiday home rental

Samana Province / Las Galeras

5 10 5 nights min stay

House / 5 bedrooms / sleeps 10 / 5 nights min stay

Add to shortlist

from £294 / night

£2052 / week

Book

from £294 / night

(1) Excellent 

1 / 16

Holiday villa with shared pool in Dorado

Puerto Rico / Dorado

4 8 3 nights min stay

Villa / 4 bedrooms / sleeps 8 / 3 nights min stay

Add to shortlist

from £294 / night

£1725 / week

Book

from £294 / night

(6) Very Good 

1 / 11

Gite rental in Sainte Rose with shared pool

Basse-Terre Island / Sainte Rose

7 28 7 nights min stay

Gite / 7 bedrooms / sleeps 28 / 7 nights min stay

Add to shortlist

from £204 / night

£1423 - £3300 / week

Book

from £204 / night

1 / 12

Holiday home rental

Puerto Rico / San Juan

3 8 2 nights min stay

House / 3 bedrooms / sleeps 8 / 2 nights min stay

Add to shortlist

from £242 / night

£1656 - £2649 / week

Book

from £242 / night

(2) Very Good 

1 / 25

Grand Case holiday apartment rental

Saint-Martin / Grand Case

3 6 7 nights min stay

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

Add to shortlist

from £207 / night

£1449 / week

Book

from £207 / night

(1) Excellent 

1 / 15

Holiday villa rental

Anse des Flamands / Flamands Beach

3 5 Min stay varies

Villa / 3 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £483 / night

£3380 - £7587 / week

Book

from £483 / night

1 / 23

Holiday villa in St Thomas East

St. Thomas / St Thomas East

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £518 / night

£2535 - £4104 / week

Book

from £518 / night

(2) Excellent 

1 / 32

Oyster Pond holiday condo rental

Saint-Martin / Oyster Pond

3 8 7 nights min stay

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

Add to shortlist

from £335 / night

£2344 - £3125 / week

Book

from £335 / night

(4) Very Good 

1 / 16

Holiday home in George Town

Great Exuma / George Town

3 6 5 nights min stay

House / 3 bedrooms / sleeps 6 / 5 nights min stay

Add to shortlist

from £311 / night

£1725 - £2414 / week

Book

from £311 / night

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