Air conditioned apartments and villas to rent in Caribbean

Close

View larger map

Also consider

North America Holidays
167292 properties
Caribbean Holidays
28490 properties
Villas St. Barts
6,314 properties
Villas St. Maarten - Saint Martin
3,737 properties
Villas Barbados
3,369 properties
Villas Dominican Republic
3,245 properties
Villas Jamaica
2,507 properties
Apartments Puerto Rico
1,665 properties
Villas Guadeloupe
948 properties
Villas Bahamas
821 properties
US Virgin Isles
809 properties
Villas Aruba
601 properties
Villas St. Lucia
536 properties
Apartments Martinique
527 properties
Villas Anguilla
493 properties
Villas British Virgin Isles
483 properties
Villas Antigua and Barbuda
446 properties
Holiday rentals Turks and Caicos Islands
388 properties
Villas Curacao
346 properties
Houses Trinidad and Tobago
231 properties
Houses Cayman Islands
230 properties
Apartments Bonaire
146 properties

Caribbean

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

19,738 Holiday homes

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

(10) Very Good 

14

Caribbean holiday apartment rental

Saint Ann Parish / Ocho Rios

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
“Best apartment in Sandcastles” This is my 2nd time staying in this apartment, 2012 was the first and i had to come back and stay. Everything still works perfect, wifi, cooker, tv's, shower etc i was happy. As always it was easy to book the apartment  …see more

from £65 / night

£455 - £980 / week

Book View

from £65 / night

(1) Excellent 

24

Holiday villa in Caribbean

Saint Philip Parish / Ocean City

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Mari Sol provides a relaxing environment with stunning views to make your holiday that little more special.  …see more

from £150 / night

£1000 - £1050 / week

Book View

from £150 / night

24

Grande-Terre Island / Saint Francois

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

 …see more

from £48 / night

£332 - £513 / week

Book View

from £48 / night

Featured properties

(1) Excellent 

25

Apartment rental in Barbados

Saint James Parish / Paynes Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Linda Huckleberry” We really enjoyed our visit to Coral Cove. We went with our 2 children and found the location to be perfect for them. There were plenty of water sports on the beach and they particularly loved the fact that they could swim from  …see more

from £448 / night

£3131 - £7968 / week

Enquire View

from £448 / night

(6) Excellent 

27

Basse-Terre Island / Bouillante

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

 …see more

from £173 / night

£1207 / week

Book View

from £173 / night

(8) Very Good 

15

Caribbean holiday villa rental

Tobago / Scarborough

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
Large living areas with unique wooden furnishings are spacious, airy and command a view of the patio which open on to the jacuzzi and large swimming pool over looking the 12th fairway of the golf course.GROUND REP & HOUSEKEEPER AWAIT YOU.  …see more

from £224 / night

£1566 - £2248 / week

Book View

from £224 / night

(7) Excellent 

22

Caribbean holiday villa rental

Cap Estate / Villas on the Green

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
“Superb villa and fantastic location” My wife, daughter and her friend spent two lovely weeks at the Caraway Villa. The villa is superbly furnished and in a lovely quite location. Ena took fantastic care of us and the staff at the villa were all very k  …see more

from £199 / night

£1393 / week

Book View

from £199 / night

(2) Very Good 

39

Holiday guest house with golf nearby in Barbados

Saint James Parish / Weston

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“A spacious & comfortable hidaway” This was our first time to Weston , having stayed in Fitts Village many times.The cottage was everything & more to how it was described. The beds were the most comfortable & all the living area was light & spacious. T  …see more

from £122 / night

£848 / week

Book View

from £122 / night

(2) Excellent 

13

Grande-Terre Island / Saint Francois

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Child friendly

 …see more

from £82 / night

£574 / week

Book View

from £82 / night

9

Holiday villa in Caribbean

Aruba / Noord

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Air conditioning
  • Private garden
Sunflower Villa is located in Noord, just 400 metres from Palm Beach and 4.4 km from Eagle Beach. The accommodation comes with a seating and dining area, offering free WiFi and a garden. This is our guests' favourite part of Palm-Eagle Beach, according to independe  …see more

from £66 / night

£456 / week

Book View

from £66 / night

20

Holiday villa in Caribbean

Windward / Lorient

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
Villa La Plage on St. Barts is one of the most sought after beachfront estates on the island. Located directly on Lorient Beach, this stunning villa offers 7 bedrooms, each with an ensuite bath. <br />Discounts may apply for 2 week bookings or longer  …see more

from £3643 / night

£25500 - £127000 / week

Book View

from £3643 / night

25

Grande-Terre Island / Saint Francois

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £109 / night

£759 - £794 / week

Book View

from £109 / night

17

Apartment rental in Barbados with shared pool

Christ Church Parish / Durants

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Best E Villas Providence. Located at Providence Development Christ Church, these apartments provide a clean, breezy atmosphere constantly washed by the north-east tradewinds and are well maintained. Your complete privacy is guaranteed with a state-of-the-art intercom sy  …see more

from £74 / night

£513 - £627 / week

Book View

from £74 / night

31

Caribbean holiday villa rental

Saint James Parish / Westmoreland, Barbados

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
A stunning three bedroom townhouse nestled in beautifully landscaped gardens, with a private plunge pool, and access to several Royal Westmoreland amenities, including onsite gym, restaurant, tennis courts, communal pools, as well as for the avid golfer, access to the W  …see more

from £350 / night

£2450 / week

Book View

from £350 / night

8

Sint Maarten / Dawn Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £328 / night

£2242 - £2587 / week

Book View

from £328 / night

(2) Very Good 

25

La Altagracia Province / Bayahibe

1 4 Min stay varies

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

 …see more

from £61 / night

£388 / week

Book View

from £61 / night

(1)  

15

Apartment rental in Caribbean with shared pool

Saint George Parish / South Coast

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
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 £85 / night

£450 - £688 / week

Book View

from £85 / night

21

Samana Province / Las Terrenas

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £110 / night

£732 - £1098 / week

Book View

from £110 / night

23

La Altagracia Province / Bayahibe

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £52 / night

£250 - £578 / week

Book View

from £52 / night

(4) Excellent 

8

Grande-Terre Island / Sainte-Anne

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Child friendly
  • Air conditioning
  • Private garden

 …see more

from £61 / night

£345 / week

Book View

from £61 / night

25

Holiday home rental

Long Island / Clarence Town

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Private Bahamas 2 BR Beach House on 2 Acre Estate with Thatched Roof Cabana, Modern Amenities: WiFi, Flat Screen TV, A/C, W/D. 2 Mile Secluded Beach Just Steps Away with Pink Sand & Crystal Blue Waters. Located Close to Grocery Stores, Restaurants on the Water, &  …see more

from £129 / night

£895 / week

Book View

from £129 / night

6

Arrondissement of Le Marin / Sainte-Anne

12 45 2 nights min

  • 12 bedrooms
  • Sleeps 45
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £70 / night

£489 / week

Book View

from £70 / night

(4) Very Good 

15

Grande-Terre Island / Saint Francois

1 4 6 nights min

  • 1 bedroom
  • Sleeps 4
  • 6 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

 …see more

from £65 / night

£388 - £509 / week

Book View

from £65 / night

(1) Excellent 

20

Holiday apartment with shared pool in Curaçao

Willemstad / Mambo Beach

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
“Lovely apartment with a fantastic sea view!” During our 17 night stay at apartment Flamingo we've had an awesome holiday! The apartment was very nicely decorated and really well equipped! There was an American Fridge with icemaker, dishwasher, oven, w  …see more

from £222 / night

£1554 - £2715 / week

Book View

from £222 / night

9

Arrondissement of Le Marin / Le Diamant

1 5 7 nights min

  • 1 bedroom
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £56 / night

£388 / week

Book View

from £56 / night

24

Holiday villa with swimming pool, golf nearby in St. Maarten-St. Martin

Sint Maarten / Cupecoy Bay

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
Welcome to villa Ambiance, our luxurious 4 bedroom property located on the hillside of Terres Basses overlooking the Caribbean Sea. It is a fantastic family retreat and the perfect villa to spend a special occasion. The pool at Villa Ambiance is simply stunning and is t  …see more

from £872 / night

£6098 - £17887 / week

Enquire View

from £872 / night

(1) Excellent 

15

Grande-Terre Island / Saint Francois

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £110 / night

£768 - £1811 / week

Book View

from £110 / night

11

Barbados holiday studio rental

Maxwell / Fairholme Gardens

Studio 2 7 nights min

  • Studio
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
Newly build air conditioned studio with a large balcony, swimming pool, wifi, cable TV and 7 minutes walk to the beach and 10 minutes walk to Oistins.  …see more

from £60 / night

£310 - £420 / week

Book View

from £60 / night

15

Arrondissement of Le Marin / Le Marin

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £121 / night

£863 / week

Book View

from £121 / night

4

Holiday apartment with swimming pool in Caribbean

Tobago / Castara

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
Situated next to Heavenly Bay (the smaller of Castara's two beaches), our apartments offer you an escape to paradise. Angel Retreat has eight apartments - each apartment has a two queen size beds with mosquito net, fitted air-conditioning, a large bathroom (with sh  …see more

from £82 / night

£570 - £854 / week

Book View

from £82 / night

(1) Excellent 

5

Basse-Terre Island / Bouillante

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children age 5+

 …see more

from £39 / night

£233 / week

Book View

from £39 / night

36

Holiday villa in Caribbean

Saint James Parish / Porters

2 5 5 nights min

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning
Our charming holiday villa in Barbados is just three minutes walk from the crystal clear Caribbean sea, with stunning views & coral beaches, opposite the Royal Fairmont Pavilion Hotel on the west coast in the parish of St James. Porters Court Barbados Porters Court  …see more

from £150 / night

£1050 / week

Book View

from £150 / night

14

Grande-Terre Island / Saint Francois

1 2 Min stay varies

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

 …see more

from £35 / night

£242 - £302 / week

Book View

from £35 / night

(38) Excellent 

81

Holiday studio in Caribbean

Bequia / Richmond

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Nearest beach 0.75 km
  • Swimming pool
  • Car not necessary
Tropical Hideaway is a luxurious and very private property, consisting of five boutique accommodations surrounded by vibrant and mature tropical gardens. Set in over 4 acres of pristine natural forest, all accommodations offer private facilities to the highest of standa  …see more

from £161 / night

£1025 - £1464 / week

Book View

from £161 / night

37

Curacao / Jan Thiel

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

 …see more

from £57 / night

£399 / week

Book View

from £57 / night

(3) Average 

26

Holiday apartment in Caribbean

Christ Church Parish / Dover

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.6 km
  • Child friendly
“Very clean and the landlady, Audrey was could not have been more helpful.” We stayed at Apartment 1 Balcony Rock for 6 weeks. We had a lovely time as Barbados is a beautiful island but what made it so special was the land lady because she not only wa  …see more

from £45 / night

£315 - £450 / week

Book View

from £45 / night

(1) Very Good 

24

Arrondissement of Le Marin / Sainte-Anne

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.9 km
  • Swimming pool

 …see more

from £43 / night

£296 - £393 / week

Book View

from £43 / night

20

Holiday apartment rental

Willemstad / Mambo Beach

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
Would you like to stay in a beautiful, quiet, luxurious accommodation which is right at the sea, self catered (have any dinner at any time you wish) but within walking distance of restaurants and bars? Curaçao Ocean Resort is the place to be!<br />Dolphins  …see more

from £260 / night

£1816 - £2977 / week

Book View

from £260 / night

20

Holiday apartment with swimming pool, golf nearby in Caribbean

Saint Peter Parish / Mullins

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool
The Garden Apartment has a bright and airy open plan living/dining/kitchen room with hardwood furniture and bright modern fabrics.The master bedroom has a queen size bed with a bathroom next to it. The second bedroom has two twin beds which can be made up as a k  …see more

from £150 / night

£1050 - £1722 / week

Book View

from £150 / 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 £285 / night

£1708 - £2114 / week

Book View

from £285 / night