Air conditioned apartments and villas to rent in Caribbean

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Caribbean

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19,650 Holiday homes

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

(1) Excellent 

12

Saint-Martin / Bellevue

Studio 4 5 nights min

  • Studio
  • Sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £52 / night

£359 - £659 / week

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from £52 / 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 - £3444 / week

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from £280 / night

(3) Very Good 

16

Holiday condo with golf nearby in Caribbean

Christ Church Parish / Worthing

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Swimming pool
Leith Court #12 is situated on tranquil Worthing Beach. A lovely well appointed, furnished 2 bedroom, 2 bath beachfront condo. It boasts an outdoor dinning area overlooking a private garden, a unique guitar shaped pool and one of the most beautiful white sandy beaches o  …see more

from £160 / night

£1120 / week

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from £160 / night

Featured properties

(8) Excellent 

24

Holiday apartment rental

Saint James Parish / Sunset Crest

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children
“Peace, beauty, comfort and complete relaxation” This was my first visit to Barbados as a solo traveller and I spent a lot of time researching and choosing where to stay. In the end I made the perfect choice with this apartment. This established comp  …see more

from £65 / night

£455 / week

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from £65 / night

(15) Very Good 

17

Iles des Saintes / Terre-de-Haut

2 6 Min stay varies

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

 …see more

from £110 / night

£659 - £928 / week

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from £110 / night

(6) Excellent 

12

Holiday villa with shared pool in Caribbean

Saint James Parish / Fitts

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
“a lovely villa in a location close to all amenities” this villa is in a great place for a base to explore the west coast a excellent bus service is close by to get around cheaply . the property is in its own private area with a well kept garden  …see more

from £85 / night

£595 - £905 / week

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from £85 / night

(3) Excellent 

13

Penthouse accommodation in Caribbean

Saint Peter Parish / Speightstown

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Located on the edge of charming and historic Speightstown on the West Coast of Barbados is this fully air conditioned 3 bedroom 3 en suite bathroom, 1,700 sq ft beachfront penthouse duplex apartment with high vaulted ceilings covered and uncovered terrace with sea and b  …see more

from £150 / night

£1000 - £1750 / week

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from £150 / night

22

Arrondissement of Le Marin / Sainte-Luce

3 6 6 nights min

  • 3 bedrooms
  • Sleeps 6
  • 6 nights min
  • Nearest beach 5 km
  • Swimming pool
  • Child friendly

 …see more

from £137 / night

£958 / week

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from £137 / 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 £128 / night

£896 - £2016 / week

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from £128 / night

(6) Excellent 

24

Caribbean holiday villa rental

Saint Paul Parish / Mamora Bay

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
The villa is privately owned, recently renovated and very well maintained. It has terracotta tiled floors and large patio doors to all living rooms, and the cooling Caribbean trade winds blow throughout, so although there is air conditioning to all rooms, there is rarel  …see more

from £142 / night

£1000 - £1500 / week

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from £142 / night

(4) Excellent 

22

Holiday apartment with shared pool in Caribbean

Saint James Parish / Holetown

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning
The Ixora development is situated in Jamestown Park, Holetown, in the heart of Barbados' west coast. The 10 apartments are only a 4 minute walk to Settlers beach; also within walking distance is the very upscale shopping complex Lime Grove, where you can find the f  …see more

from £110 / night

£620 - £775 / week

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from £110 / night

20

Villa rental in British Virgin Islands with swimming pool

Virgin Gorda / Nail Bay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Swimming pool
Lan -Y- Mor is a unique 1 bedroom villa with splendorous views of the Caribbean, spanning beyond Tortola and St. John with a brilliant spectrum of color washing across the sky at sunset. Be intoxicated by the gentle breezes and subtle fragrances of this private lush tro  …see more

from £220 / night

£1540 / week

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from £220 / night

13

Holiday home with shared pool in Caribbean

Isla de Vieques / Isabel Segunda

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
Casa Ladera is a beautiful, spacious vacation rental home in Vieques, featuring a huge pool and just steps to the beach. The Casita has two sunny bedrooms, private bathroom, outdoor shower, full modern kitchen, and large roof deck with ocean views.  …see more

from £160 / night

£960 - £1520 / week

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from £160 / night

(8) Very Good 

37

Caribbean holiday tower rental

Saint George Parish / Lance aux Epines

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
Sugar Mill Tower — an alluring and lovely hideaway — ideal for honeymoons, anniversaries, proposals, & couple's retreat. An English 4-poster bed dominates the romantic round room. 2nd BR has a full-size bed. Both are en suite. Includes 3 levels of decks, private plu  …see more

from £286 / night

£2000 - £4000 / week

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from £286 / night

(6) Very Good 

21

Holiday guest house in Cayman Islands

Grand Cayman / Seven Mile Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
Your own private Seven Mile Beach area 2 bed / 2 bath 'home away from home', with the best snorkeling on all of SMB within 2 blocks of your door step! From us$100/ night..."Cayman's Best Value!" Close to everything yet away from the crowds!  …see more

from £128 / night

£876 - £1564 / week

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from £128 / night

(12) Excellent 

12

Holiday villa in Trinidad and Tobago

Tobago / Buccoo

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
From $400 US per night.Oleander Villa Stunning views over Pigeon Point/Buccoo Reef near Mt.Irvine golf course  …see more

from £320 / night

£2240 / week

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from £320 / night

(20) Excellent 

25

Holiday apartment with shared pool in Caribbean

Speightstown / Mount Brevitor

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
“Early Summer in Barbados” We were very impressed with the apartment, the tasteful decorations and designer decor in all the rooms. All fittings and fixtures were beautifully maintained and in prime condition. The whole complex is tastefully landscaped  …see more

from £98 / night

£686 - £750 / week

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from £98 / night

(2) Excellent 

18

Condo letting in Caribbean with shared pool, golf nearby

Tobago / Lowlands

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly
It's a ground floor condo overlooking the Tobago Plantations golf course. tranquil and peaceful surroundings. Access to 3 separate pools on compound and Lowlands beach. Sleeps 8 comfortably. Perfect for small families with young children. Cable television and wifi at n  …see more

from £144 / night

£1008 / week

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from £144 / night

(1) Very Good 

23

Grande-Terre Island / Anse-Bertrand

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 2 km
  • Child friendly
  • Air conditioning

 …see more

from £39 / night

£270 - £325 / week

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from £39 / night

(15) Very Good 

21

Trinidad and Tobago holiday villa rental

Tobago / Bacolet Bay

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool
Luxury villa with swimming pool just 5 minutes from the beach. Ideal for family holidays, couples getting away for a break, honeymooners or friends wanting a good time.  …see more

from £140 / night

£850 - £1000 / week

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from £140 / 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

(9) Excellent 

16

Caribbean holiday apartment accommodation

Speightstown / Heywoods

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Car not necessary
Lovely apartment with beachfront balcony.Direct access to beautiful sandy beach. Caribbean decor & furnishings. Air-conditioned bedrooms and lounge . SmartTV, DVD, & Wireless Internet. Fully equipped kitchen. Secure parking. Easy walk into Speightstown for sh  …see more

from £93 / night

£650 - £900 / week

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from £93 / night

(3) Very Good 

8

Arrondissement of Saint-Pierre / Le Carbet

2 6 2 nights min

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

 …see more

from £206 / night

£1411 / week

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from £206 / night

(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

(13) Very Good 

18

Grande-Terre Island / Sainte-Anne

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

 …see more

from £35 / night

£240 - £389 / week

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from £35 / 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) Excellent 

14

Holiday apartment rental

Christ Church Parish / Hastings

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Air conditioning
“Paradise-Perfect” What can i say....we stayed in lower swanage for 14 nights and it was everything we expected and wanted.Promtly greeted at the airport by Rodney our taxi driver,organised by Tina the property manager, taken straight to the appartment  …see more

from £112 / night

£784 / week

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from £112 / night

36

Holiday villa in Caribbean

Saint James Parish / Porters

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • 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 is a  …see more

from £135 / night

£945 / week

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from £135 / night

(5) Very Good 

10

Jamaica holiday condo rental

Montego Bay / St James, Montego Bay

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.6 km
  • Swimming pool
condo, apartment in montego bay , montego bay condo, one bedroom condo in jamaicaGuests have full access to the Palmyra Resort grounds with onsite fitness facility  …see more

from £112 / night

£784 / week

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from £112 / night

(2) Excellent 

17

Grande-Terre Island / Saint Francois

2 7 1 night min

  • 2 bedrooms
  • Sleeps 7
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £51 / night

£353 - £838 / week

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from £51 / night

(12) Excellent 

19

Holiday home with swimming pool in Caribbean

Christ Church Parish / Hastings

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“FANTASTIC VILLA,GREAT LOCATION,EXCELLENT HOSTS” I had visited Barbados a few years ago so decided it would be a great place to spend it again for my partners 50th birthday,there were 6 of us this time so thought we would look at hiring a villa. After  …see more

from £156 / night

£1092 / week

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from £156 / night

17

Holiday villa in Caribbean

St. Vincent / Penniston

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
A rambling, beautifully furnished, 4 bedroom bungalow nestled on the slope of Buccament Valley on the Leeward side of St Vincent, Spanish Pointe Villa is ideal for that family holiday, for wedding guests or family reunion. Spanish Pointe Villa sleeps 8 comfortably and h  …see more

from £85 / night

£600 / week

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from £85 / night

19

Grande-Terre Island / Les Abymes

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 6 km
  • Child friendly
  • Air conditioning

 …see more

from £56 / night

£385 - £471 / week

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from £56 / night

(15) Excellent 

16

Arrondissement of Le Marin / Sainte-Luce

Studio 2 7 nights min

  • Studio
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children

 …see more

from £52 / night

£300 - £342 / week

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from £52 / night

(1) Very Good 

14

Holiday townhouse in Barbados

Enterprise / Cottonbay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
Townhouse in great location located on the south coast of Barbados  …see more

from £130 / night

£910 / week

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from £130 / 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 

10

Holiday villa in Caribbean

Eleuthera / South Palmetto Point

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
“The best good value for price in Eleuthera for this little piece of heaven” Before arriving to Eleuthera, we did not know Thompson’s Seaside Villas. We booked in October 2014 a bungalow on the Atlantic side of Eleuthera. When we arrived on December  …see more

from £100 / night

£640 / week

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from £100 / 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

(10) Very Good 

22

Apartment rental in Antigua and Barbuda

Saint Phillip Parish / Saint Philip

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
Relax arter a day of sun in your spacious apartment: 2 air conditioned bedrooms, fully equipped kitchen and spacious living/dining area. Spacious bathroom. Catch a glimpse of the aqua ocean and surrounding countryside on the breezy patio. Entire apartment open to guest  …see more

from £76 / night

£532 / week

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from £76 / 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 £166 / night

£1157 - £2809 / week

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from £166 / night

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