Air conditioned apartments and villas to rent in Caribbean

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Caribbean

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15,374 Holiday homes

Filters applied: Air conditioning

(3) Excellent 

21

B&b rental in Caribbean with shared pool

Sud-Est Department / Jacmel

6 15 1 night min

  • 6 bedrooms
  • Sleeps 15
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £57 / night

£345 - £2699 / week

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from £57 / night

21

Holiday home in Caribbean

Gros Islet Quarter / Cap Estate

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Swimming pool
  • Air conditioning
  • Private garden

from £347 / night

£2424 / week

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from £347 / night

(29) Excellent 

Certificate of Excellence

20

Barbados holiday villa rental

Bottom Bay / Apple Hall

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“5 minutes to an amazing beach” We stayed at Sunrise Villa for 12 days in March. The weather was brilliant, some rain but on the whole it was in the 80's. The villa had everything you could want for a self catering holiday, well equipped kitchen, washi
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Certificate of Excellence

from £75 / night

£459 - £1015 / week

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Responds fast!
avg. 1 hour 17 minutes

from £75 / night

13

Holiday studio in Caribbean

Negril / Negril Beach

Studio 2 1 night min

  • Studio
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £53 / night

£589 / week

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Responds fast!
avg. 3 hours 23 minutes

from £53 / night

(5) Excellent 

23

Holiday villa rental

Eleuthera / South Palmetto Point

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
“excellent choice” fine location on seashore, new fully equipped and well mantained house, friendly owners living nearby, centrally located on island, close to other fine caraibic and atlantic beaches. car hiring essential for touring island and shopp
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from £150 / night

£924 / week

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from £150 / night

17

Caribbean holiday apartment rental

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

from £38 / night

£268 - £773 / week

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Responds fast!
avg. 1 hour 34 minutes

from £38 / night

(7) Very Good 

21

Holiday villa in Caribbean

Holetown / Queens Fort

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
“Great place to stay with fantastic hosts” 7 of us stayed at the villa for a week back in April, we were catered for perfectly by Tony and Rose who really made our trip. Tony's gravy is worth the trip alone. The villa was ideal for us, loads of outsi
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from £300 / night

£2100 - £3500 / week

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from £300 / night

(4) Excellent 

Certificate of Excellence

13

Holiday gite with golf nearby in Caribbean

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

Certificate of Excellence

from £87 / night

£604 / week

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from £87 / night

(22) Excellent 

24

Holiday hotel apartment with shared pool in St. Lucia

Castries Quarter / Marigot Bay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Brilliant Apartment in Marigot” The moment we arrived in St Lucia it was an incredible adventure. We rented a Jeep at the airport and drove to Marigot Bay. Coming from the US, driving was a thrill from the very beginning. The people of St Lucia are
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from £200 / night

£1400 - £2400 / week

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from £200 / night

(1) Excellent 

31

Holiday studio in Caribbean

Arrondissement of Le Marin / Sainte-Anne

Studio 3 Min stay varies

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

from £45 / night

£314 / week

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from £45 / night

13

Apartment rental in Caribbean

Christ Church Parish / Hastings

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning

from £154 / night

£1077 - £1562 / week

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from £154 / night

15

Holiday condo in Caribbean

Samana Province / Las Terrenas

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £76 / night

£524 / week

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from £76 / night

(2) Excellent 

9

Caribbean holiday villa rental

Basse-Terre Island / Vieux-Habitants

3 8 5 nights min

  • 3 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £91 / night

£449 - £1245 / week

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from £91 / night

(12) Excellent 

18

Holiday villa with swimming pool in Caribbean

Bottom Bay / Apple Hall

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Will Definitely Be Returning” This was my first time visiting Barbados and staying at Cou Cou~ I will definitely be returning!!!!. Cou Cou is a well maintained and tastefully decorated villa with even the smallest of amenities thought of which assist
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from £99 / night

£660 - £1220 / week

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Responds fast!
avg. 2 hours 28 minutes

from £99 / night

14

Guadeloupe holiday gite rental

Grande-Terre Island / Sainte-Anne

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool

from £52 / night

£358 - £659 / week

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Responds fast!
avg. 3 hours 8 minutes

from £52 / night

(7) Excellent 

Certificate of Excellence

16

Holiday villa with swimming pool in Caribbean

Grande-Terre Island / Sainte-Anne

2 4 3 nights min

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

Certificate of Excellence

from £52 / night

£363 / week

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Responds fast!
avg. 3 hours 38 minutes

from £52 / night

40

Caribbean holiday villa rental

La Romana / La Romana Downtown, Dominican Republic

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £487 / night

£3409 - £11656 / week

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from £487 / 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

from £47 / night

£320 - £481 / week

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from £47 / night

(2) Excellent 

28

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

from £100 / night

£700 - £1131 / week

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from £100 / night

20

Caribbean holiday studio rental

Grande-Terre Island / Saint Francois

Studio 4 7 nights min

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

from £48 / night

£328 - £457 / week

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from £48 / night

(2) Excellent 

10

Holiday apartment with shared pool in Barbados

Christ Church Parish / Maxwell

2 5 4 nights min

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

from £78 / night

£550 / week

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Responds fast!
avg. 3 hours 18 minutes

from £78 / night

13

Holiday home in St. Barthelemy

St. Barts / Marigot

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children age 5+

from £160 / night

£1113 / week

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from £160 / night

(40) Excellent 

28

Apartment rental in Martinique

Arrondissement of Le Marin / Trois-Ilets

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Child friendly
“Just perfect” Flat in the basement of owners house, but no Problem. He was really helpful and flexible. He drove me to the next car rental. Welcome Drinks, Food for the first breakfast and towels for the beach included! Well equipped flat with a huge
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from £58 / night

£402 / week

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Responds fast!
avg. 2 hours 33 minutes

from £58 / night

10

Caribbean holiday condo rental

Negril / Negril Beach

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £77 / night

£539 - £889 / week

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Responds fast!
avg. 3 hours 23 minutes

from £77 / night

(4) Excellent 

36

Holiday apartment with shared pool in St. Maarten-St. Martin

Saint-Martin / Baie Nettle

1 4 Min stay varies

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

from £60 / night

£420 / week

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from £60 / night

(5) Very Good 

7

Gite accommodation in Caribbean

Arrondissement of La Trinite / Le Robert

3 6 7 nights min

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

from £87 / night

£604 / week

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from £87 / night

(6) Very Good 

27

Holiday bungalow with shared pool in Caribbean

Basse-Terre Island / Pointe-Noire

2 4 Min stay varies

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

from £82 / night

£513 - £598 / week

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Responds fast!
avg. 25 minutes

from £82 / night

(3) Very Good 

16

Holiday apartment in Guadeloupe

Grande-Terre Island / Saint Francois

2 7 1 night min

  • 2 bedrooms
  • Sleeps 7
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £51 / night

£357 - £845 / week

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Responds fast!
avg. 1 hour 34 minutes

from £51 / night

(12) Very Good 

23

Holiday villa accommodation

Saint James Parish / Holder's Hill

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
“Beautiful Villa with that personal touch from the cleaner” Prior to arrival the owner was very helpful with car hiring and attention to detail as we needed a divider in one of the rooms as we had brother and sister teenagers of different sexes sharing
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from £103 / night

£720 - £850 / week

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from £103 / night

6

Apartment accommodation in Caribbean with shared pool

Grande-Terre Island / Port-Louis

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £46 / night

£275 - £393 / week

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from £46 / night

(2) Excellent 

14

Caribbean holiday apartment rental

Arrondissement of Le Marin / Sainte-Luce

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Air conditioning

from £52 / night

£326 - £381 / week

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from £52 / night

24

Caribbean holiday townhouse rental

Saint Michael Parish / Garrison

3 6 Min stay varies

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

from £127 / night

£889 / week

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Responds fast!
avg. 2 hours 25 minutes

from £127 / night

(2) Excellent 

32

Holiday apartment with shared pool in Caribbean

Saint-Martin / Baie Nettle

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Outstanding” Nicely furnished apartment, ideally located few yards from the private beach, facing the swimming pool. We enjoyed the calm and relaxing environment, few miles from Marigot and its shopping facilities. We are llooking forward to staying
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from £70 / night

£487 / week

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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 £35 / night

£259 - £2914 / week

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from £35 / night

(13) Excellent 

25

Holiday villa rental

Arrondissement of Le Marin / Le Diamant

2 5 7 nights min

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

from £78 / night

£544 - £875 / week

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Responds fast!
avg. 2 hours 33 minutes

from £78 / night

12

Holiday studio with shared pool in Caribbean

Saint-Martin / Marigot, Saint Martin

Studio 4 Min stay varies

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

Pricing unknown

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Pricing unknown

(1) Excellent 

43

Holiday apartment rental

Sint Maarten / Oyster Pond

3 8 7 nights min

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

from £287 / night

£2009 / week

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from £287 / night

(1) Very Good 

20

Holiday apartment with shared pool in Caribbean

Arrondissement of Le Marin / Trois-Ilets

2 4 4 nights min

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

from £70 / night

£518 - £640 / week

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from £70 / 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
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from £108 / night

£693 / week

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from £108 / night

(1) Excellent 

19

Holiday apartment with shared pool in Guadeloupe

Grande-Terre Island / Le Gosier

1 4 5 nights min

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

from £35 / night

£218 / week

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from £35 / night

1