Villas in Caribbean and Estates - Holiday Lettings - Holiday Rentals Caribbean

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3,647 properties
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2,626 properties
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2,368 properties
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1,949 properties
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1,654 properties
Villas St. Maarten - Saint Martin
1,373 properties
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1,218 properties
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831 properties
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674 properties
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664 properties
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560 properties
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390 properties
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370 properties
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355 properties
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354 properties
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194 properties

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21,293 Holiday homes

(1)  

11

Caribbean holiday apartment rental

Saint Ann Parish / Ocho Rios

1 2 3 nights min

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

from £31 / night

£213 - £454 / week

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from £31 / night

14

Home rental in Caribbean

Grande-Terre Island / Saint Francois

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly

from £128 / night

£891 / week

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from £128 / night

(1) Very Good 

15

Villa rental in Caribbean with swimming pool

Kralendijk / Belnem

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £198 / night

£1,382 / week

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Responds fast!
avg. 1 hour 26 minutes

from £198 / night

(4) Very Good 

14

Villa rental in Antigua and Barbuda with golf nearby

Jolly Harbour / Jolly Harbour Villas

2 4 2 nights min

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

from £110 / night

£765 / week

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from £110 / night

(5) Average 

21

Holiday villa in Jamaica

Montego Bay / Ironshore

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £552 / night

£3,861 - £5,049 / week

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Booked 7 times

from £552 / night

26

Holiday villa in Dominican Republic

Las Terrenas / Playa Bonita

4 8 4 nights min

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

from £339 / night

£2,261 / week

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from £339 / night

30

Caribbean holiday home rental

Samana Province / Las Galeras

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly

from £91 / night

£570 - £712 / week

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Responds fast!
avg. 3 hours 30 minutes

from £91 / night

(3)  

20

Saint Catherine Parish holiday home rental

Portmore / Hellshire

2 6 1 night min

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

from £50 / night

£320 / week

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Booked 6 times

from £50 / night

15

Holiday villa with swimming pool in Caribbean

St. Barts / St. Jean

2 4 7 nights min

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

from £754 / night

£5,274 / week

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from £754 / night

24

Holiday villa in Martinique

Arrondissement of Le Marin / Le Diamant

3 6 7 nights min

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

from £220 / night

£1,535 / week

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from £220 / night

11

Holiday villa in Guadeloupe

Grande-Terre Island / Saint Francois

1 4 7 nights min

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

from £69 / night

£483 / week

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from £69 / night

21

Holiday bungalow with golf nearby in Caribbean

Grande-Terre Island / Saint Francois

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly

from £86 / night

£501 - £774 / week

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Responds fast!
avg. 3 hours 42 minutes

from £86 / night

(3) Very Good 

8

Holiday studio in Caribbean

Saint Francois / Anse des Rochers

Studio 3 1 night min

  • Studio
  • Sleeps 3
  • 1 night min
  • Swimming pool
  • Air conditioning

from £73 / night

£510 / week

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from £73 / night

(5) Excellent 

44

Holiday villa with shared pool in Caribbean

Grande-Terre Island / Saint Francois

2 6 4 nights min

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

from £132 / night

£790 - £1,053 / week

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Responds fast!
avg. 2 hours 11 minutes

from £132 / night

25

Holiday villa with swimming pool in Caribbean

Grande-Terre Island / Saint Francois

3 6 7 nights min

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

from £170 / night

£1,185 - £1,746 / week

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from £170 / night

5

Guadeloupe holiday home rental

Grande-Terre Island / Le Gosier

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning

from £88 / night

£571 / week

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from £88 / night

(39) Very Good 

27

Holiday villa in Caribbean

Antigua / Dickenson Bay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Child friendly
“A great experience overall” We took (U.S.) spring break down in Antigua this year, our first time in the Caribbean. It was my vote, since I am an avid sailor, and Antigua is an international sailing destination (sadly spring break was the week before Antigua sailing race week!) Initially looking at the price of resorts, we quickly decided that this was not cost-effective for us, specifically because we have 3 kids. We were very pleasantly surprised that VRBO.com listed properties in Antigua, and through fortune found that Sunset Villa not only had fantastic reviews, but was also available. We jumped on it immediately and the waiting began... to get there (Carol was great to deal with and very helpful and informative leading up to the visit) - I should also mention that we sought out Dickenson Bay because it's one of the best family beaches. So eventually the day came to travel - standard trip with connection through Miami. Then we met Trevor: what a great gentleman! He brought us to the grocery store for supplies (food is expensive - research what you can bring down), helped us with all manner of questions and requests, was there when we needed him and stayed out of the way otherwise ;) He helped us set up a couple of day trips, and generally was our 'Man Friday' on the island - like a mega-concierge. We were there for 7 nights, and even though it's not a huge island, we still didn't see everything there was to see. Needless to say we had a great time. The villa was larger than we expected, and well equipped for a larger family than us 5. It wasn't a resort, but we didn't pay for a resort. There is a little bluff-like 5 min. walk down to the beach, and we took a (respectful) short-cut through Halcyon - our 4yr-old managed the walk just fine, but I'd say you'd have to be elderly or in a wheelchair for it to be a real issue. Since we would go to the beach for a half-day anyway it was never a problem for us. The villa had everything we needed - towels, grill, games, wifi, even a couple of beers in the fridge! A chef was also offered and I think we would do it next time. Again, we were also very pleasantly surprised with the level of information we were provided with (like what to expect at the airport) to make it a great experience from landing to departure. "Thank you!" Overall, Sunset Villa is a GREAT experience and GREAT value, and Antigua is PARADISE - just put yourself in Trevor's hands when you get there for the best time. Would not hesitate to go back to Sunset Villa and have been recommending to friends (who thought they could not afford down there, in particular) [Oh, one last tip: if you do not have a U.S. passport, try to avoid Miami on your return trip to U.S. destinations: immigration there is the worst I have ever seen and we almost missed our 2-hour layover connection.]

from £174 / night

£1,131 - £1,447 / week

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Responds fast!
avg. 1 hour 41 minutes

from £174 / night

7

Holiday apartment with shared pool in Caribbean

Basse-Terre Island / Saint-Claude

1 4 2 nights min

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

from £57 / night

£369 / week

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Responds fast!
avg. 3 hours 11 minutes

from £57 / night

32

Bahamas holiday apartment rental

Freeport / Lucaya

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Swimming pool

from £64 / night

£415 - £452 / week

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Responds fast!
avg. 1 hour 51 minutes

from £64 / night

16

Guadeloupe holiday studio rental

Grande-Terre Island / Saint Francois

Studio 4 4 nights min

  • Studio
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £62 / night

£431 / week

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from £62 / night

17

Holiday apartment rental

Saint Michael Parish / Bridgetown

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Air conditioning

from £45 / night

£280 - £350 / week

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Responds fast!
avg. 3 hours 41 minutes

from £45 / night

22

Apartment rental in Caribbean

Castries Quarter / Marigot Bay

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £264 / night

£1,583 / week

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from £264 / night

15

Holiday apartment in Caribbean

Saint-Martin / Grand Case, French St. Martin

2 6 3 nights min

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

from £62 / night

£430 - £553 / week

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Responds fast!
avg. 2 hours 23 minutes

from £62 / night

10

Guadeloupe holiday home rental

Grande-Terre Island / Saint Francois

1 4 5 nights min

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

from £71 / night

£483 / week

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from £71 / night

34

Holiday apartment rental

Saint John Parish / St. John's

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £145 / night

£1,015 / week

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from £145 / night

24

Holiday home with swimming pool in Caribbean

St. Barts / Colombier

2 4 Min stay varies

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

from £237 / night

£1,492 - £4,167 / week

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from £237 / night

10

Holiday apartment with shared pool in Caribbean

Sint Maarten / Oyster Pond

3 8 7 nights min

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

from £351 / night

£2,457 / week

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from £351 / night

(1) Very Good 

21

St. Lucia holiday villa rental

Soufriere Quarter / Gros Piton

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

from £152 / night

£985 - £2,531 / week

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from £152 / night

7

Apartment rental in Caribbean with shared pool

Saint James Parish / Montego Bay

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £57 / night

£360 / week

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from £57 / night

24

Holiday apartment in Caribbean

Saint James Parish / Paynes Bay

3 6 Min stay varies

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

from £641 / night

£4,483 / week

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from £641 / night

4

Holiday villa in Caribbean

Grande-Terre Island / Saint Francois

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Air conditioning

from £71 / night

£553 - £860 / week

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from £71 / night

24

Holiday villa with swimming pool in Caribbean

Anse des Flamands / Flamands Beach

2 4 5 nights min

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

from £807 / night

£5,651 / week

Enquire View

from £807 / night

16

Holiday apartment with golf nearby in Caribbean

Basse-Terre Island / Deshaies

1 3 4 nights min

  • 1 bedroom
  • Sleeps 3
  • 4 nights min
  • Nearest beach 0.5 km
  • Air conditioning

from £40 / night

£246 / week

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from £40 / night

(1) Excellent 

21

Caribbean holiday villa accommodation

Providenciales / Turtle Cove

10 20 1 night min

  • 10 bedrooms
  • Sleeps 20
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £7,911 / night

£55,378 / week

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from £7,911 / night

8

Holiday apartment in Puerto Rico

Puerto Rico / Isabela

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly

from £91 / night

£634 / week

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Responds fast!
avg. 1 hour 14 minutes

from £91 / night

43

Home accommodation in Caribbean

Castries Quarter / Marigot Bay

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 0.5 km
  • Child friendly
  • Private garden

from £144 / night

£1,002 / week

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Responds fast!
avg. 1 hour 52 minutes

from £144 / night

8

Bungalow rental in Guadeloupe

Grande-Terre Island / Sainte-Anne

1 2 3 nights min

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

from £40 / night

£221 - £277 / week

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from £40 / night

(2) Very Good 

14

Holiday studio in Caribbean

Saint Michael Parish / Garrison

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Private garden

from £28 / night

£168 / week

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Responds fast!
avg. 3 hours 7 minutes

from £28 / night

(1) Excellent 

24

Holiday villa with swimming pool in St. Barthelemy

St. Barts / St. Jean

4 8 5 nights min

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

from £1,723 / night

£12,060 / week

Enquire View

from £1,723 / night

(2) Excellent 

23

Holiday studio in St Martin / St Maarten

Saint-Martin / Marigot

Studio 4 7 nights min

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

from £47 / night

£325 / week

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Responds fast!
avg. 1 hour 39 minutes

from £47 / night