Air conditioned apartments and villas to rent in Caribbean

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15,249 Holiday homes

Filters applied: Air conditioning (15,249)

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

(2) Excellent 

1 / 15

Holiday villa in Bavaro

Punta Cana / Bavaro

4 8 2 nights min stay

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

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from £137 / night

£959 - £1439 / week

Book

from £137 / night

(4) Excellent 

1 / 24

Holiday apartment in Gros Islet

Gros Islet Quarter / Gros Islet

7 18 2 nights min stay

Apartment / 7 bedrooms / sleeps 18 / 2 nights min stay

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from £42 / night

£288 - £4891 / week

Book

from £42 / night

(4) Excellent 

1 / 26

Holiday condo in Bavaro Beach

Punta Cana / Bavaro Beach

2 6 1 night min stay

Condo / 2 bedrooms / sleeps 6 / 1 night min stay

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from £155 / night

£1062 - £1439 / week

Book

from £155 / night

Featured properties

(2) Excellent 

1 / 24

Home rental in Paynes Bay

Saint James Parish / Paynes Bay

4 8 Min stay varies

House / 4 bedrooms / sleeps 8 / Min stay varies

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from £311 / night

£2997 / week

Book

from £311 / night

(1) Excellent 

1 / 6

Sainte-Anne holiday apartment rental

Grande-Terre Island / Sainte-Anne

3 6 7 nights min stay

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

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from £184 / night

£1283 / week

Book

from £184 / night

1 / 17

La Romana holiday villa rental

La Romana Province / La Romana

5 14 2 nights min stay

Villa / 5 bedrooms / sleeps 14 / 2 nights min stay

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from £411 / night

£2466 / week

Book

from £411 / night

(2) Excellent 

1 / 22

Holiday villa in Vieux Fort

Vieux Fort Quarter / Vieux Fort

3 6 2 nights min stay

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

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from £192 / night

£1343 / week

Book

from £192 / night

1 / 29

Holiday villa in Gros Islet

Gros Islet Quarter / Gros Islet

4 8 3 nights min stay

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

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from £137 / night

£1096 - £1610 / week

Book

from £137 / night

(1) Excellent 

1 / 37

Holiday home rental

Abaco Islands / Tilloo Cay

3 10 3 nights min stay

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

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from £411 / night

£2021 / week

Book

from £411 / night

1 / 22

Holiday condo rental

La Altagracia Province / Punta Cana

3 6 3 nights min stay

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

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from £398 / night

£2781 / week

Book

from £398 / night

(5) Excellent 

1 / 37

Holiday apartment with shared pool in Seven Mile Beach

Grand Cayman / Seven Mile Beach

4 10 Min stay varies

Apartment / 4 bedrooms / sleeps 10 / Min stay varies

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from £576 / night

£10377 / week

Book

from £576 / night

1 / 24

Holiday villa in Cabarete

Puerto Plata Province / Cabarete

4 10 1 night min stay

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

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from £309 / night

£1835 / week

Book

from £309 / night

(2) Very Good 

1 / 24

Holiday home with swimming pool in Flamingo Bay

Great Exuma / Flamingo Bay

5 13 Min stay varies

House / 5 bedrooms / sleeps 13 / Min stay varies

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from £205 / night

£1161 - £4853 / week

Book

from £205 / night

(4) Excellent 

1 / 15

Holiday villa with swimming pool in Orient Bay

Saint-Martin / Orient Bay

4 9 7 nights min stay

Villa / 4 bedrooms / sleeps 9 / 7 nights min stay

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from £382 / night

£2672 - £7877 / week

Book

from £382 / night

1 / 17

Trois-Ilets holiday villa rental

Arrondissement of Le Marin / Trois-Ilets

5 13 Min stay varies

Villa / 5 bedrooms / sleeps 13 / Min stay varies

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from £222 / night

£1657 - £4062 / week

Book

from £222 / night

1 / 34

Holiday apartment with shared pool in Punta Cana

La Altagracia Province / Punta Cana

3 7 4 nights min stay

Apartment / 3 bedrooms / sleeps 7 / 4 nights min stay

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from £172 / night

£1165 / week

Book

from £172 / night

1 / 22

Villa rental in Eagle Beach with swimming pool, golf nearby

Aruba / Eagle Beach

5 12 7 nights min stay

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

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from £245 / night

£1713 / week

Book

from £245 / night

(11) Excellent 

1 / 13

Seven Mile Beach holiday apartment rental

Grand Cayman / Seven Mile Beach

2 4 5 nights min stay

Apartment / 2 bedrooms / sleeps 4 / 5 nights min stay

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from £206 / night

£1439 / week

Book

from £206 / night

1 / 24

Holiday villa in Le Diamant

Arrondissement of Le Marin / Le Diamant

3 6 Min stay varies

Villa / 3 bedrooms / sleeps 6 / Min stay varies

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from £191 / night

£1413 / week

Book

from £191 / night

1 / 20

Holiday cottage with golf nearby in Prospect

Saint James Parish / Prospect

2 4 Min stay varies

Cottage / 2 bedrooms / sleeps 4 / Min stay varies

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from £302 / night

£1987 / week

Book

from £302 / night

(4) Excellent 

1 / 21

Villa accommodation in Runaway Bay with swimming pool, golf nearby

Saint Ann Parish / Runaway Bay

4 10 4 nights min stay

Villa / 4 bedrooms / sleeps 10 / 4 nights min stay

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from £446 / night

£3117 - £5035 / week

Book

from £446 / night

1 / 17

St Thomas East holiday condo rental

St. Thomas / St Thomas East

3 8 4 nights min stay

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

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from £285 / night

£1990 / week

Book

from £285 / night

(3) Excellent 

1 / 27

Villa rental in Puerto Plata with swimming pool

Puerto Plata Province / Puerto Plata

5 10 2 nights min stay

Villa / 5 bedrooms / sleeps 10 / 2 nights min stay

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from £343 / night

£2055 / week

Book

from £343 / night

(3) Very Good 

1 / 25

Holiday villa with shared pool in Noord

Aruba / Noord

3 6 Min stay varies

Villa / 3 bedrooms / sleeps 6 / Min stay varies

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from £110 / night

£768 / week

Book

from £110 / night

1 / 21

Holiday villa in Punta Cana

La Altagracia Province / Punta Cana

3 8 6 nights min stay

Villa / 3 bedrooms / sleeps 8 / 6 nights min stay

Add to shortlist

from £343 / night

£2055 / week

Book

from £343 / night

(1) Excellent 

1 / 18

Holiday villa rental

Providenciales / Chalk Sound National Park

4 10 Min stay varies

Villa / 4 bedrooms / sleeps 10 / Min stay varies

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from £682 / night

£4771 - £7552 / week

Book

from £682 / night

1 / 24

Villa rental in Marisule with swimming pool

Castries / Marisule

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £206 / night

£1439 - £1918 / week

Book

from £206 / night

(2) Very Good 

1 / 20

Holiday villa with swimming pool in Willemstad

Curacao / Willemstad

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

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from £230 / night

£1604 - £1737 / week

Book

from £230 / night

(1) Excellent 

1 / 11

Holiday apartment with swimming pool in Prospect

Saint James Parish / Prospect

3 6 1 night min stay

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

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from £206 / night

£1439 / week

Book

from £206 / night

(1) Excellent 

1 / 19

Holiday home with swimming pool, tennis court in Cabarete

Puerto Plata Province / Cabarete

3 6 1 night min stay

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

Add to shortlist

from £274 / night

£1583 / week

Book

from £274 / night

(1) Excellent 

1 / 22

Holiday apartment with shared pool in Cabarete

Puerto Plata Province / Cabarete

3 10 1 night min stay

Apartment / 3 bedrooms / sleeps 10 / 1 night min stay

Add to shortlist

from £206 / night

£1439 / week

Book

from £206 / night

(1) Very Good 

1 / 24

Holiday villa with swimming pool in Sosua

Puerto Plata Province / Sosua

4 8 2 nights min stay

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

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from £274 / night

£1644 / week

Book

from £274 / night

(6) Excellent 

1 / 18

Holiday home in Sunset Crest

Saint James Parish / Sunset Crest

3 6 Min stay varies

House / 3 bedrooms / sleeps 6 / Min stay varies

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from £110 / night

£768 - £864 / week

Book

from £110 / night

(2) Excellent 

1 / 32

Holiday apartment in Providenciales

Turks and Caicos Islands / Providenciales

1 4 7 nights min stay

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

Add to shortlist

from £218 / night

£1524 - £1915 / week

Book

from £218 / night

1 / 37

Holiday apartment with swimming pool in Punta Cana

La Altagracia Province / Punta Cana

2 5 Min stay varies

Apartment / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £206 / night

£959 - £1233 / week

Book

from £206 / night

(2) Excellent 

1 / 23

Holiday villa with swimming pool in Orient Bay

Saint-Martin / Orient Bay

5 15 Min stay varies

Villa / 5 bedrooms / sleeps 15 / Min stay varies

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from £283 / night

£1527 - £2749 / week

Book

from £283 / night

1 / 20

Luquillo holiday home rental

Puerto Rico / Luquillo

4 12 4 nights min stay

House / 4 bedrooms / sleeps 12 / 4 nights min stay

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from £343 / night

£2021 / week

Book

from £343 / night

1 / 17

Holiday villa with swimming pool in Vista Royal

Curacao / Vista Royal

4 7 Min stay varies

Villa / 4 bedrooms / sleeps 7 / Min stay varies

Add to shortlist

from £230 / night

£1604 - £1737 / week

Book

from £230 / night

1 / 53

Holiday villa rental

San Pedro de Macoris Province / Juan Dolio

3 8 2 nights min stay

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

Add to shortlist

from £309 / night

£1713 / week

Book

from £309 / night

1 / 10

Seven Mile Beach holiday villa accommodation

Grand Cayman / Seven Mile Beach

3 8 Min stay varies

Villa / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £360 / night

£2518 / week

Book

from £360 / night

1 / 33

Holiday home rental

Caribbean / St. Maarten - Saint Martin

3 6 Min stay varies

House / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £410 / night

£2024 - £3155 / week

Book

from £410 / night

(5) Excellent 

1 / 17

Holiday condo with shared pool in Negril

Negril / Negril Beach

3 6 5 nights min stay

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

Add to shortlist

from £144 / night

£987 - £1374 / week

Book

from £144 / night

1 / 15

Holiday apartment with shared pool, golf nearby in Philipsburg

Sint Maarten / Philipsburg

3 8 7 nights min stay

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

Add to shortlist

from £343 / night

£2398 / week

Book

from £343 / night

1 / 25

Las Terrenas holiday villa rental

Samana Province / Las Terrenas

13 26 7 nights min stay

Villa / 13 bedrooms / sleeps 26 / 7 nights min stay

Add to shortlist

from £1492 / night

£10442 - £11850 / week

Book

from £1492 / night

(23) Excellent 

1 / 18

Holiday villa with swimming pool in Grace Bay

Providenciales / Grace Bay

5 10 7 nights min stay

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

Add to shortlist

from £1439 / night

£10069 - £27398 / week

Book

from £1439 / night

1 / 5

Holiday condo with shared pool in Oyster Pond

Saint-Martin / Oyster Pond

3 8 7 nights min stay

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

Add to shortlist

from £304 / night

£2124 / week

Book

from £304 / night

1 / 8

Holiday apartment accommodation

Gros Islet Quarter / Gros Islet

3 5 1 night min stay

Apartment / 3 bedrooms / sleeps 5 / 1 night min stay

Add to shortlist

from £206 / night

£1370 / week

Book

from £206 / 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 £137 / night

£576 - £959 / week

Book

from £137 / night

1 / 14

Vieux Fort holiday home rental

Vieux Fort Quarter / Vieux Fort

4 10 Min stay varies

House / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £247 / night

£1727 - £1846 / week

Book

from £247 / night

1 / 5

Hotel apartment letting in Philipsburg with swimming pool

Sint Maarten / Philipsburg

3 8 7 nights min stay

Hotel apartment / 3 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £446 / night

£2740 / week

Book

from £446 / night

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