Villas in Caribbean and estates – Holiday Lettings - Holiday Rentals Caribbean

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23,086 Holiday homes

(9) Excellent 

19

Caribbean holiday apartment rental

Saint Peter Parish / Gibbes

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool

from £151 / night

£800 - £960 / week

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from £151 / night

60

Basse-Terre Island / Sainte Rose

4 16 7 nights min

  • 4 bedrooms
  • Sleeps 16
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £120 / night

£841 - £1446 / week

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from £120 / night

(8) Excellent 

25

Villa rental in Antigua and Barbuda with shared pool, golf nearby

Saint Mary Parish / Jolly Harbour

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Tropical home from home” We were delayed at the airport sorting out a car rental and so were late arriving at our villa but we're greeted with a warm Antiguan welcome. have stayed at Jolly Harbour twice before this, so was already knowledgable of the
…see more

from £110 / night

£766 / week

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from £110 / night

(13) Excellent 

36

Holiday villa with swimming pool, golf nearby in Antigua and Barbuda

Antigua / Saint Mary's

4 8 Min stay varies

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

from £250 / night

£1750 - £2780 / week

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Responds fast!
avg. 1 hour 50 minutes

from £250 / night

12

Apartment rental in Martinique

Arrondissement of Le Marin / Sainte-Luce

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £55 / night

£382 - £424 / week

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from £55 / night

(15) Excellent 

21

Holiday lodge in Caribbean

Great Exuma / George Town

3 8 5 nights min

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

from £329 / night

£2297 / week

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Responds fast!
avg. 3 hours 8 minutes

from £329 / night

(2) Very Good 

26

Holiday villa with swimming pool in Caribbean

Speightstown / Heywoods

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Swimming pool

from £100 / night

£600 - £750 / week

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from £100 / night

21

Basse-Terre Island / Deshaies

Studio 4 6 nights min

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

from £64 / night

£442 / week

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Responds fast!
avg. 2 hours 19 minutes

from £64 / night

(18) Very Good 

23

Holiday townhouse with shared pool in Caribbean

Saint James Parish / Fitts

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Swimming pool
“Lovely accommodation in a quiet, well maintained complex close to the beach.” Fitts is a small quiet village with a lovely beach between Bridgetown and Holetown both of which are easily accessed by frequent buses, There is a well stocked supermarket,
…see more

from £70 / night

£490 - £590 / week

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Responds fast!
avg. 3 hours 8 minutes

from £70 / night

(15) Excellent 

16

Holiday apartment with swimming pool in Caribbean

Mullins / Beacon Hill

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Condo is kept at a very high specification and standard” Had a very relaxing 9 days in a lovely garden apartment with pool. John & Sheila who own it helped a great deal before we went. Kerry the local manager was also very professional & helpful, as
…see more

from £150 / night

£1050 - £2295 / week

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from £150 / night

8

Saint-Martin / Marigot

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

from £77 / night

£475 - £721 / week

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Responds fast!
avg. 2 hours 27 minutes

from £77 / 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

from £274 / night

£1641 - £2032 / week

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from £274 / night

(10) Excellent 

20

Holiday villa with shared pool in Guadeloupe

Guadeloupe / Saint Anne

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £267 / night

£1865 - £5009 / week

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from £267 / night

(2) Excellent 

36

Arrondissement of Le Marin / Sainte-Anne

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Nearest beach 0.5 km
  • Child friendly
  • Air conditioning

from £26 / night

£178 / week

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Responds fast!
avg. 3 hours 35 minutes

from £26 / night

17

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 £37 / night

£261 - £753 / week

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Responds fast!
avg. 1 hour 42 minutes

from £37 / night

(5) Very Good 

37

Villa rental in Antigua and Barbuda with shared pool, golf nearby

Saint Mary Parish / Jolly Harbour

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“NICE AND QUIET PLACE” We stayed almost two months in the villa and really appreciate it. The villa is very clean and updated. We specially appreciated having all our meals outside looking at the very nice view. The extended deck is fantastic and th
…see more

from £106 / night

£739 / week

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from £106 / night

5

Basse-Terre Island / Pointe-Noire

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £87 / night

£444 / week

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from £87 / night

5

Apartment rental in Barbados with shared pool, golf nearby

Saint Peter Parish / Mullins

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £120 / night

£840 / week

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from £120 / night

(5) Very Good 

19

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

from £34 / night

£238 - £386 / week

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Responds fast!
avg. 1 hour 15 minutes

from £34 / night

(3) Very Good 

20

St. Maarten-St. Martin holiday villa rental

Sint Maarten / Oyster Pond

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

from £166 / night

£1157 - £2344 / week

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Responds fast!
avg. 2 hours 29 minutes

from £166 / night

(17) Excellent 

49

Caribbean holiday studio rental

Castries Quarter / Marigot Bay

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Private garden
“A fabulous retreat from the hurly burly of life” The Treehouse is a true find for those who are not seeking the luxury or facilities of a smart hotel. It is away from the resort, high on a jungle coated cliff, set apart from everyone else. The apartm
…see more

from £79 / night

£547 / week

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Responds fast!
avg. 2 hours 46 minutes

from £79 / night

(5) Very Good 

20

Barbados holiday apartment rental

Saint James Parish / Holetown

1 2 7 nights min

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

from £75 / night

£520 - £800 / week

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Responds fast!
avg. 3 hours 31 minutes

from £75 / night

(23) Excellent 

24

Villa rental in Caribbean with swimming pool, golf nearby

Jolly Harbour / Jolly Harbour Villas

3 5 1 night min

  • 3 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Good Place to relax” Great location well appointed with good backup staff. Ideal for forgetting the world exists. Great fun to have the golf buggy to get arround Jolly Harbour.
…see more

from £150 / night

£900 - £1250 / week

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from £150 / night

(4) Excellent 

22

Holiday apartment with shared pool in Caribbean

Saint James Parish / Holetown

1 2 7 nights min

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

from £89 / night

£622 - £778 / week

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Responds fast!
avg. 3 hours 31 minutes

from £89 / night

(3) Very Good 

8

Basse-Terre Island / Capesterre-Belle-Eau

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning

from £43 / night

£229 - £407 / week

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Responds fast!
avg. 3 hours 46 minutes

from £43 / night

(14) Very Good 

18

Holiday villa with swimming pool in Caribbean

Tobago / Mount Irvine

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £230 / night

£1610 / week

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from £230 / night

(4) Excellent 

29

Grande-Terre Island / Sainte-Anne

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

from £64 / night

£424 / week

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Responds fast!
avg. 2 hours 44 minutes

from £64 / night

11

Arrondissement of Le Marin / Trois-Ilets

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Child friendly

from £33 / night

£227 - £253 / week

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from £33 / night

17

Grande-Terre Island / Le Gosier

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £50 / night

£487 - £582 / week

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from £50 / night

(17) Excellent 

20

Caribbean holiday villa rental

St. Kitts / Frigate Bay

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“Beautiful place and view!!!” Beautiful place - one of the best places we have stayed at - location was great!! We would go go back! One concern was that there was no hot water ion the kitchen until the last day.
…see more

from £335 / night

£2344 - £3086 / week

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Responds fast!
avg. 2 hours 26 minutes

from £335 / night

(1) Excellent 

6

St. Barts / Anse des Cayes

2 4 4 nights min

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

from £85 / night

£594 / week

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Responds fast!
avg. 2 hours 51 minutes

from £85 / night

(54) Very Good 

29

Iles des Saintes / Terre-de-Haut

4 5 1 night min

  • 4 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £75 / night

£493 - £671 / week

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Responds fast!
avg. 3 hours 46 minutes

from £75 / night

(19) 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

from £34 / night

£236 - £383 / week

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Responds fast!
avg. 1 hour 15 minutes

from £34 / night

13

Holiday home with shared pool in Caribbean

Saint Ann Parish / St. Ann's Bay

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 13 km
  • Swimming pool
  • Child friendly

from £94 / night

£625 / week

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Responds fast!
avg. 56 minutes

from £94 / night

(2) Excellent 

19

Anguilla holiday villa rental

West End Village / Shoal Bay West

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+

from £468 / night

£3086 / week

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from £468 / night

(10) Excellent 

23

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

from £82 / night

£570 - £1088 / week

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Responds fast!
avg. 3 hours 32 minutes

from £82 / night

(39) Excellent 

15

Holiday villa with swimming pool in Barbados

Saint James Parish / Holetown

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.7 km
  • Swimming pool
“Lovely family holiday villa” We stayed at Beija Flor for 10 nights in April 2017. We had a lovely holiday. The villa did not disappoint. The kitchen is well equipped. The pool is a reasonable size and in full sun all day - there is a light, welcoming
…see more

from £205 / night

£1435 - £2688 / week

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from £205 / night

(2) Very Good 

23

Holiday villa in Caribbean

Saint Mary Parish / Jolly Harbour

2 4 6 nights min

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

from £170 / night

£1016 - £1368 / week

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from £170 / night

6

Guadeloupe / Iles des Saintes

1 4 2 nights min

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

from £64 / night

£445 - £505 / week

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from £64 / night

10

Holiday villa with swimming pool in Montserrat

Montserrat / Olveston

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Ask about pets
  • Private garden

from £180 / night

£1094 / week

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from £180 / night

Top Destination reviews

Villa Jabez
spacious villa with great view

This spacious villa is beautiful situated on a hill. This gives you a magnificent view of the sea and a cooling sea breezes on the porches. The pool and jacuzzi are delicious. Nearby you can find some beautiful bounty beaches. We stayed for 10 days … see more
Beautiful Waterfront Apt with Free Access to Private Beach Club Across Street
Beautiful place - couldn't ask for any better

Central location, beautiful apartment and excellent views. The flat was very clean, quiet, secure and private. I enjoyed watching the cruise ships docking across the bay and also enjoyed using the beach at the nearby Sea Wind on the Bay (5 mins walk … see more
Bimini Bahamas water front home 3/2 W dock & Wifi
Awesome!

We stayed at Bimini Bliss June 9th-12th 2016. We've been to Bimini by boat a few times and this was by far the best place we've stayed yet. Plenty of space, clean and a dock for boaters. David (owner) was always available for our questions and was an … see more
Garden Villa Ocho Rios St.Ann
Saying good bye is never easy

Our stay at Gradens Villa was wonderfull to say the least. Mr Barns was very accommodating as well as the house keeper that took care of all our needs. I love this place so much that we are booked for the first week of August. Clarke's family.. … see more
Beautiful PH with Stunning Views of the Sea
The best place to stay in Fajardo

This is a two-story penthouse apartment. It is located in a gated community, and we felt very safe during our entire stay. It has assigned parking spaces and is accessible by stairs and elevator. The first floor comprises three bedrooms, two bathr … see more
Luxury villa with pool, panoramic view
Great Spot - No AC as Advertised

This is a great spot with great amenities. Only disappointed about the fact of room advertised on TripAdvisor as air-condition but this is not the case..... … see more
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