Air conditioned apartments and villas to rent in Caribbean

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14,925 Holiday homes

Filters applied: Air conditioning

21

Holiday apartment with shared pool, golf nearby in Caribbean

Christ Church Parish / Rockley

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.5 km
  • Swimming pool
  • Child friendly

from £195 / night

£1365 / week

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from £195 / night

15

Holiday villa rental

Saint Peter Parish / Mullins

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £414 / night

£2894 / week

Enquire View

from £414 / night

(1) Excellent 

33

Caribbean holiday villa rental

Curacao / Willemstad

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £155 / night

£1085 / week

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from £155 / night

(4) Excellent 

12

Bermuda holiday apartment rental

Southampton Parish / South Shore

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £233 / night

£1626 / week

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from £233 / night

11

Holiday studio with shared pool in Bahamas

Grand Bahama Island / Freeport

Studio 2 7 nights min

  • Studio
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

from £69 / night

£483 / week

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from £69 / night

6

Holiday condo in Guadeloupe

Grande-Terre Island / Le Gosier

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Air conditioning

from £58 / night

£395 / week

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from £58 / night

4

Holiday bungalow in Guadeloupe

Guadeloupe / Saint Anne

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Air conditioning
  • Private garden

from £63 / night

£439 / week

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from £63 / night

(19) Very Good 

32

Holiday penthouse with golf nearby in Barbados

Saint Peter Parish / Speightstown

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Suitable for children age 5+
“Caribbean Dreamin'” My girlfriend and I enjoyed the absolute BEST week we could have hoped for at this apartment. Both Trisha and her housekeeper, Marva, could not have been more helpful and accommodating. And the apartment was a perfect base to en
…see more

from £150 / night

£1000 - £1600 / week

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from £150 / night

23

Holiday apartment in Caribbean

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

from £36 / night

£220 - £281 / week

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Responds fast!
avg. 2 hours 27 minutes

from £36 / night

(8) Very Good 

Certificate of Excellence

19

Holiday villa with shared pool, golf nearby in Caribbean

Jolly Harbour / Hamilton Estate

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Jolly Harbour south finger villa” Perfect location 2 mins walk from jolly beach. Lovely villa with air con and all the useful things in the villa that you need or use when your at home. Great for the price! Will definitely be staying in the villa agai
…see more

Certificate of Excellence

from £150 / night

£400 - £550 / week

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Responds fast!
avg. 2 hours 42 minutes

from £150 / night

(6) Very Good 

12

Caribbean holiday apartment rental

Grande-Terre Island / Le Moule

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £30 / night

£207 - £272 / week

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from £30 / night

(1) Excellent 

16

Holiday villa with swimming pool in Caribbean

Saint John Parish / St. John's

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Nearest beach 2 km
  • Swimming pool
  • Child friendly

from £234 / night

£1638 / week

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from £234 / night

(3) Excellent 

22

Holiday apartment with swimming pool in Caribbean

Arrondissement of Fort-de-France / Le Lamentin

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £88 / night

£615 / week

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from £88 / night

(6) Very Good 

21

Caribbean holiday cottage rental

Aruba / Palm - Eagle Beach

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
“Welcome to Paradise” This is our first holidays in the Caribbean and we had a great time there thanks to our hosts Kiki and Frans at the Mango Casita. We had a warm welcome from our hosts and settled very well in this spacious villa and nice pool and
…see more

from £94 / night

£658 - £987 / week

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Responds fast!
avg. 3 hours 22 minutes

from £94 / night

(1) Excellent 

18

Holiday apartment with shared pool in Guadeloupe

Grande-Terre Island / Saint Francois

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

from £82 / night

£350 - £623 / week

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Responds fast!
avg. 1 hour 17 minutes

from £82 / night

(9) Very Good 

15

Caribbean holiday villa rental

Tobago / Scarborough

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

from £217 / night

£1516 - £2178 / week

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Responds fast!
avg. 3 hours 3 minutes

from £217 / night

(1) Excellent 

29

Holiday villa in St. Lucia

Castries Quarter / Castries

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £312 / night

£2178 / week

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from £312 / night

(9) Very Good 

22

Studio letting in Caribbean with shared pool

Grande-Terre Island / Saint Francois

Studio 2 4 nights min

  • Studio
  • Sleeps 2
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

from £49 / night

£308 / week

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Responds fast!
avg. 1 hour 32 minutes

from £49 / night

(2) Excellent 

26

Holiday apartment in Caribbean

Arrondissement of Le Marin / Sainte-Luce

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Child friendly
  • Air conditioning

from £97 / night

£608 - £719 / week

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from £97 / night

15

Holiday condo in Caribbean

Arrondissement of Le Marin / Le Vauclin

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £71 / night

£422 / week

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from £71 / night

(3) Excellent 

30

Holiday apartment with swimming pool in Caribbean

Saint-Martin / Orient Bay

1 4 Min stay varies

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

from £71 / night

£496 - £682 / week

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from £71 / night

(11) Excellent 

21

Caribbean holiday bungalow rental

Grande-Terre Island / Sainte-Anne

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

from £88 / night

£615 / week

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Responds fast!
avg. 2 hours 38 minutes

from £88 / night

(24) Excellent 

Certificate of Excellence

27

Caribbean holiday gite rental

Grande-Terre Island / Port-Louis

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

Certificate of Excellence

from £38 / night

£211 - £290 / week

Book View

Responds fast!
avg. 1 hour 7 minutes

from £38 / night

(1) Excellent 

17

Holiday penthouse in Caribbean

Las Terrenas / El Portillo

2 6 2 nights min

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

from £197 / night

£1182 - £1418 / week

Book View

from £197 / night

(10) Excellent 

Certificate of Excellence

49

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 0.1 km
  • Swimming pool
“Modern Gem in Ocho Rios” I stayed at Serenity in Sandcastles in August 2016 and i must say its one of the nicest apartments in the complex. It has everything you want with a lovely ocean view to the rear. Sandcastles is very peaceful and quiet, you ar
…see more

Certificate of Excellence

from £75 / night

£525 - £630 / week

Book View

from £75 / night

(1) Very Good 

22

Holiday bungalow in Caribbean

Arrondissement of La Trinite / La Trinite

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 0 km
  • Air conditioning
  • Private garden

from £43 / night

£301 - £467 / week

Book View

Responds fast!
avg. 2 hours 30 minutes

from £43 / night

(9) Very Good 

32

Holiday villa in Guadeloupe

Grande-Terre Island / Saint Francois

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 0.1 km
  • Swimming pool
  • Suitable for children age 5+

from £79 / night

£553 - £1799 / week

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Responds fast!
avg. 3 hours 3 minutes

from £79 / night

6

Dominica holiday private room rental

Saint George Parish / Roseau

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 3 km
  • Child friendly
  • Car not necessary

from £39 / night

£271 / week

Book View

from £39 / night

(6) Excellent 

12

Caribbean holiday villa rental

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 £108 / night

£755 - £1112 / week

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Responds fast!
avg. 3 hours 54 minutes

from £108 / night

(5) Excellent 

24

Guadeloupe holiday villa rental

Grande-Terre Island / Sainte-Anne

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool

from £245 / night

£1711 - £4386 / week

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from £245 / night

(9) 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

from £280 / night

£1960 / week

Book View

Responds fast!
avg. 1 hour 41 minutes

from £280 / night

(2) Very Good 

15

Holiday apartment in Caribbean

Saint James Parish / Weston

3 6 7 nights min

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

from £100 / night

£700 - £1037 / week

Book View

Responds fast!
avg. 2 hours 26 minutes

from £100 / night

(14) Very Good 

20

Caribbean holiday villa rental

Basse-Terre Island / Sainte Rose

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £106 / night

£658 - £1518 / week

Book View

from £106 / night

(3) 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

£715 / week

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from £112 / night

18

Holiday studio in Guadeloupe

Grande-Terre Island / Le Gosier

Studio 4 7 nights min

  • Studio
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Air conditioning

from £50 / night

£347 - £385 / week

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Responds fast!
avg. 2 hours 8 minutes

from £50 / night

(7) Excellent 

11

Apartment rental in Caribbean

Saint James Parish / Paynes Bay

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“The Perfect Getaway” We had an absolutely amazing stay at The Ivy. The apartment is beautifully furnished and really does look as it is online. An added bonus was the proximity of some of the island's best restaurants with The Cliff within staggering
…see more

from £434 / night

£3032 / week

Enquire View

from £434 / night

19

Caribbean holiday apartment rental

Punta Cana / Bavaro

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £137 / night

£959 / week

Book View

Responds fast!
avg. 30 minutes

from £137 / night

(13) Very Good 

Certificate of Excellence

13

Caribbean holiday apartment accommodation

Saint George Parish / St. George's

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 4 km
  • Child friendly
  • Car not necessary

Certificate of Excellence

from £70 / night

£440 - £703 / week

Book View

Responds fast!
avg. 2 hours 26 minutes

from £70 / night

(5) Excellent 

8

Caribbean holiday home rental

Grande-Terre Island / Port-Louis

4 12 2 nights min

  • 4 bedrooms
  • Sleeps 12
  • 2 nights min
  • Nearest beach 1 km
  • Child friendly
  • Air conditioning

from £36 / night

£266 - £2992 / week

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from £36 / night

5

Grenada holiday apartment rental

South Coast / Grand Anse

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
  • Air conditioning

from £61 / night

£404 - £461 / week

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Responds fast!
avg. 3 hours 23 minutes

from £61 / night

1