Air conditioned apartments and villas to rent in Caribbean

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Caribbean

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19,638 Holiday homes

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

(2) Very Good 

18

Holiday villa with golf nearby in Caribbean

Saint James Parish / Porters

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.45 km
  • Swimming pool
“Beautiful and peaceful development in an excellent location” We have recently returned from a two week holiday at number 2 Porters Court. The development is in an excellent location just a few minutes from the lovely beach and walking distance to ju-j  …see more

from £120 / night

£840 - £1190 / week

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from £120 / night

(1) Average 

32

Christ Church Parish / St. Lawrence Gap

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £176 / night

£1227 / week

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from £176 / night

(6) Average 

52

Basse-Terre Island / Trois Rivieres

Studio 3 Min stay varies

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

 …see more

from £34 / night

£197 - £328 / week

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from £34 / night

Featured properties

(1) Very Good 

12

Arrondissement of Le Marin / Les Anses d'Arlet

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Child friendly

 …see more

from £82 / night

£565 - £847 / week

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from £82 / night

(1) Very Good 

22

Holiday apartment in Trinidad and Tobago

Trinidad / Mayaro

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Car rental available from £45 per day  …see more

from £121 / night

£726 - £1065 / week

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from £121 / 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

(6) Very Good 

22

Grande-Terre Island / Saint Francois

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

 …see more

from £48 / night

£300 / week

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from £48 / night

(5) Excellent 

24

Holiday villa rental

Saint Peter Parish / Gibbes

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Gibbes Pavilion is your West Indian holiday dream come true - a luxurious two bedroom apartment nestled in the lush and tranquil grounds of an historic Barbadian plantation house.Climb the stairs of this superb first floor apartment to a sweeping double aspect v  …see more

from £250 / night

£1750 / week

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from £250 / night

23

Samana Province / Las Terrenas

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.15 km
  • Child friendly

 …see more

from £30 / night

£180 - £317 / week

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from £30 / night

(2) Very Good 

25

Caribbean holiday apartment rental

Christ Church Parish / Dover

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.6 km
  • Child friendly
“Cricketing Break” Made a fairly late decision to take attend the England Test Match in Barbados. We have visited Barbados a number of times previously and prefer the South Coast of the Island, around the Dover Beach area. Balcony Rock is situated at t  …see more

from £75 / night

£500 - £640 / week

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from £75 / night

(10) Excellent 

26

Holiday apartment with shared pool, golf nearby in Caribbean

Saint James Parish / Holetown

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
PLEASE NOTE: PRICES LISTED ARE FOR USING ONE BEDROOM -(2 PERSONS).EMAIL FOR THE COST OF USING 2 BEDROOMS. This privately owned, stunning new apartment is the largest in the complex, it can be booked with the choice of 1 or 2 bedrooms. It boasts a large spacious lounge  …see more

from £81 / night

£565 - £1030 / week

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from £81 / night

(8) Excellent 

26

Holiday villa in Caribbean

St. Vincent / Arnos Vale

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Cosy villa near beach front, jacuzzi decked, WiFi, fully air conditioned.Contact us for a video tour of the property and the surrounding area.  …see more

from £130 / night

£904 - £2033 / week

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from £130 / night

13

Grande-Terre Island / Saint Francois

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 0.1 km
  • Swimming pool
  • Child friendly

 …see more

from £47 / night

£325 - £676 / week

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from £47 / night

(5) Excellent 

22

Grande-Terre Island / Le Moule

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Swimming pool

 …see more

from £30 / night

£189 - £471 / week

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from £30 / night

(3) Very Good 

26

Holiday villa with swimming pool in Caribbean

Christ Church Parish / Oistins

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children
“Amazing villa” This could not be better. We love this villa. The pool was big and very nice and it was very good view of the atlantic. The villa was big with 3 bedrooms, and 3 bathrooms, and even a gym. Loved the kitchen. Margret was very helpful. We  …see more

from £175 / night

£1100 - £1680 / week

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from £175 / night

(18) Very Good 

21

Self-catering villa with private pool in Bottom Bay, Barbados

Bottom Bay / Apple Hall

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Peaceful location, what a chill!” We have recently returned from a wonderful 2 weeks in barbados, the final week being spent here at hideaway. Peaceful location, we used as a base for exploring the east coast-what a contrast and a must see when on the  …see more

from £86 / night

£600 - £1005 / week

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from £86 / night

(1) Excellent 

21

Holiday villa in Caribbean

Antigua / Falmouth Harbour

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Banana Tree Bungalows is ideally located on the south western tip of Antigua at Falmouth Harbour in the Parish of St. Paul's. Beautiful beaches, great restaurants, day tours and night life are just moments from your 'home away from home'.  …see more

from £138 / night

£960 / week

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from £138 / night

(13) Very Good 

23

Guadeloupe / Saint Anne

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 2 km
  • Swimming pool
  • Child friendly

 …see more

from £77 / night

£539 / week

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from £77 / night

(1) Excellent 

13

Holiday villa with shared pool in Cayman Islands

Grand Cayman / Rum Point

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Ocean Paradise is perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous Sting  …see more

from £160 / night

£1115 - £5320 / week

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from £160 / 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 £65 / night

£455 / week

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from £65 / night

(15) Very Good 

22

Holiday apartment in Caribbean

Saint James Parish / Derricks

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Spacious apartment but room for improvement” It's a very nice apartment, spacious and light, but not as slick a finish as the photos, as the level of workmanship is poor in some areas. During our stay we also had issues with the cleanliness of the ap  …see more

from £68 / night

£400 - £910 / week

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from £68 / night

5

Barbados holiday apartment rental

Christ Church Parish / Hastings

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Air conditioning
Luxury beach front property  …see more

from £69 / night

£480 - £706 / week

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from £69 / night

(4) Average 

34

Holiday villa with swimming pool, golf nearby in Caribbean

La Vega Province / Jarabacoa

6 12 1 night min

  • 6 bedrooms
  • Sleeps 12
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
This gorgeous vacation cabin is located in the high mountains of Jarabacoa. The cabin has 5,600sq ft (520m2) of living space that accommodates 12 people. The 2 story structure is made of wood, stones and masonry surrounded by a tropical setting that entails a gazebo  …see more

from £184 / night

£1104 - £2504 / week

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from £184 / night

(9) Excellent 

24

Holiday studio with shared pool in Caribbean

Saint Andrew Parish / Crochu

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Couldn't be better” Location, facilities, people, food, beaches, rum etc, etc all fantastic. We stayed in a studio, wonderful views, very peaceful, very clean and all kitchen facilities. We caught or bought fish, cooked at home or on locals' grill  …see more

from £92 / night

£632 - £1120 / week

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from £92 / night

(4) Very Good 

27

Holiday condo in Caribbean

Saint James Parish / Sunset Crest

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Ask owner if suitable for children
Basic, comfortable, affordable condo located close to the beach on Barbados West Coast.  …see more

from £35 / night

£240 - £308 / week

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from £35 / night

(4) Excellent 

22

Holiday home in Caribbean

Bequia / Lower Bay

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.182 km
  • Suitable for children age 5+
“THIS IS SIMPLY LOVELY. DON'T HESITATE.” This is a truly lovely house (the photographs online can't really do it justice) just a few steps up from the nicest beach in beautiful Bequia. We have stayed at quite a few places on this island and this is by  …see more

from £300 / night

£2095 - £2860 / week

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from £300 / night

13

St. Barts / Marigot

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children age 5+

 …see more

from £167 / night

£1167 - £2832 / week

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from £167 / night

(1) Excellent 

21

Holiday villa rental

Gros Islet / Rodney bay, Gros Islet

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool
With its expansive indoor and outdoor living areas The Reserve is aimed to provide an idyllic and exclusive place of retreat where one can relax and bask in the Caribbean sunshine, whilst in close proximity to all amenities!  …see more

from £188 / night

£1311 / week

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from £188 / night

(4) Very Good 

22

Holiday villa rental

Saint James Parish / Fitts

2 2 7 nights min

  • 2 bedrooms
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
Ajoupa 11 is a two-storey luxury villa with ocean views & shared swimming pool set in landscaped well maintained tropical gardens within a small complex of 14 villas. The entire villa is air-conditioned, ceiling fans, Wi-Fi, TV, DVD. Walking distance to local ameni  …see more

from £86 / night

£600 - £675 / week

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from £86 / night

(36) Excellent 

89

Holiday penthouse rental

Bequia / Richmond

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 0.75 km
  • Swimming pool
  • Ask owner if suitable for children
“An ideal holiday” Tropical Hideaway was utterly delightful in every respect. The brand-new property is beautiful, offering several accommodations, each differently imaginative and carefully equipped with quality furnishings, nestled in a lovely growin  …see more

from £291 / night

£1848 - £2640 / week

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from £291 / night

24

Holiday villa in Caribbean

Tobago / Arnos Vale

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
A beautifully presented one bedroom villa situated in an acre of orchard land in a semi rural area on the outskirts of Plymouth, Arnos Vale being just a 20 minute drive from the airport. A bird watchers paradise as the land is home to parrots, mot mots - better known a  …see more

from £40 / night

£280 / week

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from £40 / night

(1) Excellent 

17

Grande-Terre Island / Le Gosier

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 2 km
  • Swimming pool
  • Ask owner if suitable for children

 …see more

from £119 / night

£832 / week

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from £119 / night

12

Holiday apartment in Caribbean

Saint-Martin / Orient Bay

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Ask owner if suitable for children
  • Air conditioning
  • Ask about pets
In this beautiful complex "Residence de la Plage", several apartments are available for weekly rentals.  …see more

from £111 / night

£774 - £1323 / week

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from £111 / night

(3) Very Good 

10

Caribbean holiday apartment rental

Christ Church Parish / Hastings

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Car not necessary
Upper Camelot occupies the top 2 floors of Camelot House. These private apartments were fully modernised 5 years ago and offer clean and and up to date furnishing and modern services such as high speed internet and multiple media choices for entertainment.Visitors often  …see more

from £162 / night

£1130 - £1638 / week

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from £162 / night

16

Grande-Terre Island / Saint Francois

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

 …see more

from £51 / night

£353 - £766 / week

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from £51 / night

(8) Excellent 

29

Samana Province / Las Terrenas

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.15 km
  • Child friendly

 …see more

from £26 / night

£171 - £317 / week

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from £26 / night

15

Holiday home rental

Basse-Terre Island / Lamentin

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
Located on the pristine island of Guadeloupe, this beautiful, 3-bedroom house provides 8 guests with the perfect location for exploring the Caribbean island. Between the green garden surrounding the house and the sea, you’re sure to remember this holiday for years to  …see more

from £116 / night

£618 - £871 / week

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from £116 / night

17

Holiday villa rental

Port Antonio / Blue Lagoon, Port Antonio

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
Avalon Villa is a new, elegantly furnished villa at The Blue Lagoon. It consists of four luminous bedrooms, 4 baths, a spacious kitchen, expansive living room; and a gorgeous wood deck that reaches out to shallow, crystal clear waters ensconced by coral reef.  …see more

from £800 / night

£5200 - £6400 / week

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from £800 / night

(4) Very Good 

24

Holiday villa in Caribbean

Saint James Parish / Fitts

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
“Excellent Location, Excellent Hosts, Very easy to deal with and contact” I stayed at this location for about 2 weeks, We are a family with 3 children. We started off with a bit of a snag, when we arrived the place was not cleaned yet and Sooey was no  …see more

from £75 / night

£525 / week

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from £75 / night

(12) Excellent 

24

Caribbean holiday home rental

Saint Philip Parish / Bottom Bay

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Holiday of a lifetime” This was not our first time in the Caribbean but it was definitely our best. We were a mixed group of teenage boys, early twenties girls and the oldies who paid for most of it. Barbados is a brilliant place to visit with loads  …see more

from £93 / night

£650 - £930 / week

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from £93 / night

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