Air conditioned apartments and villas to rent in Caribbean

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Caribbean

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17,106 Holiday homes

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

(4) Very Good 

33

Grande-Terre Island / Saint Francois

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

 …see more

from £60 / night

£505 - £684 / week

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from £60 / night

(2) Very Good 

7

Holiday villa with golf nearby in Caribbean

Saint Mary Parish / Jolly Harbour

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
“Spacious and convenient” The villa has plenty of room and is perfectly situated in south finger. It was lovely to walk out of the door and be on the beach in 1 minute. The deck overlooking the harbour was perfect for bbq, bedrooms were comfortable and  …see more

from £112 / night

£720 / week

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from £112 / night

25

Holiday villa with swimming pool, golf nearby in Caribbean

Sint Maarten / Beacon Hill, Sint Maarten

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
Welcome to La Perla Classic, a lovely one bedroom fully air-conditioned beachfront villa with private swimming pool located directly on Baie Rouge which is one of the most beautiful beaches in St Martin. Baie Rouge one of the most fabulous, intimate and quiet b  …see more

from £800 / night

£5600 - £6000 / week

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from £800 / night

(4) Excellent 

17

Basse-Terre Island / Bouillante

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

 …see more

from £86 / night

£513 / week

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from £86 / night

(15) Excellent 

19

Apartment rental in Caribbean

Castries Quarter / Marigot Bay

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“wonderful rental experience” This was our first online vacation rental experience & it could not have been better! The apartment provided the most wonderful accommodations with all the comforts of home! The apartment was very clean, beautifully maint  …see more

from £99 / night

£615 - £1365 / week

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from £99 / night

24

Apartment rental in Barbados with shared pool, golf nearby

Saint James Parish / James Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Experience one of Barbados's most luxurious 3 bedroom fully air conditioned vacation villa properties just steps away from one of the best beaches in the world. Old Trees 204 has been designed with privacy, space and total luxury in mind, Set on the second floor ov  …see more

from £680 / night

£4760 - £7560 / week

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from £680 / night

20

Caribbean holiday condo accommodation

Saint James Parish / Glitter Bay, St James Parish

2 5 5 nights min

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
Our two bedroom two bathroom ground floor apartment is located on one of the best beaches on the west coast of Barbados. Fully air conditioned and fully furnished it is a perfect place for family holidays or for friends sharing. The kitchen is fully equipped with frid  …see more

from £330 / night

£2310 / week

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from £330 / night

15

Holiday villa with swimming pool in Caribbean

Vieux Fort Quarter / Vieux Fort

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
Spice of Life is a beautiful, family-sized villa located in the south of the stunning island of St. Lucia in the Caribbean, overlooking the Atlantic coast. Set on a tropical hillside, the villa benefits from the sea breeze all year round. It is situated at the less-deve  …see more

from £280 / night

£1680 - £2080 / week

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from £280 / night

(1) Excellent 

9

Apartment accommodation in Caribbean with shared pool

Puerto Plata Province / Sosua

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
My place is on the main road of the village, close to several beaches, restaurants and dining, night entertainment, tennis and more, everything at walking distance. The apartment is fully furnished and there is also a small safe. You’ll love it because of the very  …see more

from £39 / night

£214 - £291 / week

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from £39 / night

(2) Very Good 

5

Basse-Terre Island / Vieux-Habitants

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden

 …see more

from £283 / night

£1693 - £1949 / week

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from £283 / night

11

Holiday villa rental

La Romana Province / La Romana

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
is a beautiful villa with a polo view and a nuca view is very safe home and place very peaceful and perfect for a vacation and a day's stay also you can have a great time in the marine walk might nite walks and have dinner and breakfast and brunch and can rent a go  …see more

from £680 / night

£6000 / week

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from £680 / night

13

Grande-Terre Island / Le Moule

Studio 2 3 nights min

  • Studio
  • Sleeps 2
  • 3 nights min
  • Air conditioning
  • Private garden

 …see more

from £43 / night

£300 / week

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from £43 / night

47

Holiday villa with shared pool in Caribbean

Saint Paul Parish / Mamora Bay

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
I have two Timeshare Villas which are situated Mid Hill and Beach Front in the village of St. James Club. The villas sleep up to 6 guests with open plan living areas upstairs which benefit large decks with sun loungers, & great for Al Fresco Dining with BBQ. Both  …see more

from £287 / night

£1600 - £2160 / week

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from £287 / night

39

Arrondissement of Le Marin / Les Anses d'Arlet

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £107 / night

£539 - £727 / week

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from £107 / night

(2) Excellent 

36

Sint Maarten / Oyster Pond

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £286 / night

£2000 / week

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from £286 / night

(2) Very Good 

24

Holiday cottage in Caribbean

Cap Estate / Cap Estate Town

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
A rear Botique Beachfront Cottage with (200 Yds) walk to Ans Becune BeachEnjoy Panoramic Views of the Caribbean Sea the nearby beach cove Cottage is fully furnished with 2 master BD, fully equip kitchen,living /Dinning RM (1300sf) Outside patio with Spa<br />&quo  …see more

from £80 / night

£555 - £1059 / week

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from £80 / night

23

Holiday villa with swimming pool in Caribbean

Saint Philip Parish / Bottom Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Air conditioning
  • Private garden
Great sea front location on the cliff with fantastic views of the Atlantic Ocean! There is also a bay where one can swim, and the world famous Crane Beach is 5 minutes drive from this location! The villa has 3 bedrooms, 2 bathrooms, a large patio for outdoor dining, en  …see more

from £225 / night

£1575 / week

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from £225 / night

24

Holiday villa in Caribbean

Saint John Parish / St. John's

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Seascape Villa, a 5 bedroom beach house located in Jolly Harbour, Antigua. the villa has stunning sea views, a large private pool and direct beach access.<br />• Holiday typeBeach Front, Family, Honeymoon, Lakeside, Luxury Break, Romantic holidays&  …see more

from £1372 / night

£9600 / week

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from £1372 / night

(8) Excellent 

38

Caribbean holiday bungalow rental

Saint Philip Parish / Bel Air

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“Awesome!” Fantastic location, beautiful villa with a magnificent view of tha Atlantic ocean, a stones throw behind the pool. Beautiful gardens, we sat and watched humming birds coming to feed! The spacious villa has everything one would need and it is  …see more

from £122 / night

£850 / week

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from £122 / night

(7) Excellent 

25

Holiday villa with swimming pool, golf nearby in Caribbean

Saint James Parish / Holetown

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.9 km
  • Swimming pool
Bay Trees one of the Hillside Villas at Limegrove is the place to be if you enjoy luxury and a fully equipped home. Our 3 bed/3 bath villa with open plan living has a true loft style feeling! Part of The Grove residential community at Limegrove, is centrally located in  …see more

from £290 / night

£2030 - £4725 / week

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from £290 / night

8

Grenada holiday apartment rental

Saint George Parish / South Coast

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Nearest beach 0.5 km
  • Swimming pool
  • Suitable for children age 5+
Its all about relaxing,but your minutes away from all the action.situated in the gated community of fort Jeudy ,St Georges The apartments sit in 'Windy Trace' as the name suggests there is always a cooling breeze coming off the Atlantic with a local beach 10  …see more

from £69 / night

£440 - £710 / week

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from £69 / night

20

Grande-Terre Island / Saint Francois

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £84 / night

£308 - £397 / week

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from £84 / night

(45) Very Good 

21

Grande-Terre Island / Saint Francois

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

 …see more

from £73 / night

£394 - £492 / week

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from £73 / night

(4) Very Good 

33

Grande-Terre Island / Morne-A-l'Eau

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

 …see more

from £22 / night

£150 / week

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from £22 / night

(6) Very Good 

27

Caribbean holiday villa rental

Westmoreland Parish / Negril

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to the Villa 3, your Jamaican vacation beach home. Just steps from the sea, Villa 3 sleeps and entertains groups of 2 to 10 comfortably.The villa is located in the gated Little Bay Country Club: an exquisite, brand new, beachfront community in Negril. Vi  …see more

from £560 / night

£3920 / week

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from £560 / night

(2) Average 

24

Caribbean holiday villa rental

Saint George Parish / St. George's

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets
A beautiful and elegant two bedroom, one bathroom apartment in Grenada. It is the garden level apartment of a beautiful 3 bedroom , two bathroom home..The apartment is equipped with the furnishings needed, and is set up  …see more

from £63 / night

£440 - £500 / week

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from £63 / night

18

Holiday villa accommodation

Tobago / Goodwood, Tobago

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Beautiful surroundings, your own private pool, Tobago's best beaches only minutes away. Why would you choose anywhere else?  …see more

from £230 / night

£1560 / week

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from £230 / night

(10) Excellent 

24

Holiday home with swimming pool in Grenada

Saint Andrew Parish / Crochu

Studio 6 Min stay varies

  • Studio
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Plantation house comfort on Grenada's undiscovered east coast” This grand house can be rented by a party of friends - as we did - sharing a 4x4 and exploring Grenada's fabulous and friendly countryside and bays, sometimes cooking for ourselves and som  …see more

from £280 / night

£1680 - £3024 / week

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from £280 / night

(4) Very Good 

39

Holiday apartment in Dominican Republic

Punta Cana / Bavaro

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
Secure complex within walking distance to the beach. Two beautiful pools, foosball table, fast private WIFI for staying connected, walk to restaurants, supermarket, the place to stay in Bavaro!<br />Please note that the electricity is paid for by the renter at a  …see more

from £165 / night

£1149 - £1639 / week

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from £165 / night

76

Holiday villa with swimming pool, golf nearby in Caribbean

Sint Maarten / Maho

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
Welcome to our luxurious Baie Longue Beach House villa. This wonderful villa is tastefully decorated in a West Indian style with lovely arches on the sea side is located directly on Baie Longue Beach. Baie Longue beach is really beautiful with over a mile of shimmering  …see more

from £687 / night

£4800 - £9600 / week

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from £687 / night

(2) Very Good 

24

Marigot / Nettle Bay Beach Club

Studio 4 5 nights min

  • Studio
  • Sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £50 / night

£353 - £583 / week

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from £50 / night

(12) Excellent 

13

Castle accommodation in Caribbean with swimming pool

St. George's / Petite Calivigny

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children
Circular tower in the style of a traditional Caribbean windmill for crushing sugar cane. Four poster bed. Swimming pool. Outside kitchen. Luxury furnishings. Fantastic panoramic views of the sea and mountains.<br />We advise hiring a car although many guests have  …see more

from £200 / night

£1300 / week

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from £200 / night

(1) Very Good 

24

Holiday studio with shared pool in Caribbean

Antigua / Friars Hill

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
A relaxing get away with a beautiful setting.  …see more

from £96 / night

£672 / week

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from £96 / night

(11) Very Good 

18

Holiday villa with swimming pool in Caribbean

Tobago / Mount Irvine

4 12 1 night min

  • 4 bedrooms
  • Sleeps 12
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Mot Mot Lodge has an open plan living, dining and kitchen area, with double hight ceilings and full width sliding doors, opening out on to a large upper patio,with outdoor dining facilities. This dining area links the interior and the garden seamlessly.  …see more

from £230 / night

£1610 / week

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from £230 / night

(1) Very Good 

20

Basse-Terre Island / Deshaies

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £52 / night

£359 / week

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from £52 / night

(13) Excellent 

36

Holiday villa with swimming pool, golf nearby in Antigua and Barbuda

Antigua / Saint Mary's

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Cactus is a brand new property and first guests are due in January - 'real' photos will be available in Dec.  …see more

from £250 / night

£1750 - £2780 / week

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from £250 / night

(1) Very Good 

11

Iles des Saintes / Terre-de-Haut

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £86 / night

£513 / week

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from £86 / night

(3) Excellent 

41

Grande-Terre Island / Saint Francois

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

 …see more

from £99 / night

£599 / week

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from £99 / night

6

Arrondissement of Le Marin / Les Anses d'Arlet

Studio 3 7 nights min

  • Studio
  • Sleeps 3
  • 7 nights min
  • Child friendly
  • Air conditioning

 …see more

from £41 / night

£281 - £351 / week

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from £41 / night

(10) Very Good 

37

Caribbean holiday apartment rental

Saint Ann Parish / Runaway Bay

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
“Perfect Vacation Apt!!!” This vacation apt is the best that I have stayed. It was ideally situated near all attractions, stores, day and night activities, beaches, restaurants. I could literally walk to the nearest beach and restaurant. the apt was co  …see more

from £56 / night

£392 / week

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from £56 / night