50 Best Caribbean Villas on Holiday Lettings - Vacation rentals

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21,469 Vacation rentals

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(11) Excellent 

14

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

Antigua / Friars Hill

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary
Situated on the beach on Dickenson Bay, one of the Caribbean's most highly rated beaches, our studio apartment is one of just 98 privately owned, and situated on the same beach and next to Sandals grande Antigua.Furnished with a new king size bed and double  …see more

from $125 / night

$875 - $1375 / week

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from $125 / night

(11) Excellent 

19

Vacation cottage in Caribbean

Trinidad / Maracas Bay

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 9 mi
  • Private garden
La Vapeur Estate is located at the summit at the third highest point in Trinidad, which is located in the southern Caribbean. With stunning sea and mountain views, the property's wood cabin offers a private, luxurious and serene getaway with spectacular views of th  …see more

from $99 / night

$693 / week

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from $99 / 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

 …see more

from $154 / night

$1078 - $1741 / week

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from $154 / night

(2) Very Good 

11

Guadeloupe / Saint Anne

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 300 mi
  • Child friendly

 …see more

from $44 / night

$302 - $604 / week

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from $44 / night

(4) 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 $188 / night

$1313 - $2188 / week

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from $188 / night

23

Grande-Terre Island / Sainte-Anne

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Child friendly

 …see more

from $70 / night

$485 - $539 / week

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from $70 / night

(2) Excellent 

18

Condo rental in Caribbean with shared pool, golf nearby

Tobago / Lowlands

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 1 mi
  • 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  …see more

from $180 / night

$1260 / week

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from $180 / night

(20) Excellent 

27

Grande-Terre Island / Port-Louis

1 3 Min stay varies

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

 …see more

from $51 / night

$356 / week

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from $51 / night

(3) Excellent 

16

Maria Trinidad Sanchez Province / Cabrera

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Swimming pool
  • Child friendly

 …see more

from $65 / night

$378 / week

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from $65 / night

(17) Excellent 

16

Arrondissement of Le Marin / Sainte-Luce

Studio 2 7 nights min

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

 …see more

from $65 / night

$378 - $432 / week

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from $65 / night

(20) Excellent 

20

Home rental in Caribbean with swimming pool

Saint Peter Parish / Maynards

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
Palm Villa is the perfect holiday home in Barbados. Its elevated position at Maynards allows the easterly tropical breeze to gently cool you down on the hottest of days. The house has been fully refurbished in 2011 with modern furniture and all the modern conveniences y  …see more

from $157 / night

$1094 - $3194 / week

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from $157 / night

(9) Excellent 

19

Caribbean Vacation 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 mi
  • Swimming pool
Ashanti is a new condominium complex on the west coast of Barbados only minutes away from the spectacular beaches at Gibbs and Mullins Bay in the parish of St. Peter.Ashanti offers:3 Double Bedrooms (all with Queen size double beds), sleeps 6 comfortably.Sea View.T.V.,  …see more

from $189 / night

$1000 - $1200 / week

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from $189 / night

11

Arrondissement of Le Marin / Trois-Ilets

1 2 7 nights min

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

 …see more

from $43 / night

$291 - $324 / week

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from $43 / night

(2) Very Good 

15

Vacation 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
Lantana 24 is a stunning first floor 3 bedroom, 2 bathroom apartment. Located in the quieter block it enjoys fabulous sea views of the West Coast and is ideal for families or couples. This modern apartment is stylishly furnished and equipped for a very comfortable stay.  …see more

from $125 / night

$875 - $1297 / week

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from $125 / night

(19) Excellent 

19

Caribbean Vacation villa rental

Saint James Parish / Lower Carlton

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Swimming pool
Atelier House is a luxury contemporary villa with stunning architecture and breathtaking views. It sits on beautiful ridge half a mile from the famous beaches of Barbados' platinum coast, with sunset views out across the Caribbean. It has been designed to maximise  …see more

from $1232 / night

$8619 - $19688 / week

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from $1232 / night

(7) Excellent 

24

Caribbean Vacation villa rental

Antigua / Dickenson Bay

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
Imagine yourself in the early evening, sundowner in hand as you relax and watch the fireball sun kissing the horizon between the islands of Redonda and Nevis. The sky is cloudless. Is this a night for the fabled green flash? Silk Cotton Villa enjoys a fabulous location  …see more

from $358 / night

$2500 - $5000 / week

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from $358 / night

31

Vacation apartment in Caribbean

Christ Church Parish / St. Lawrence Gap

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary
The newly built luxury apartment, which is the ex-show house, has 2 double bedrooms and two bathrooms, one en-suite, with sumptious furnishings. Master bedroom has a Super King bed 40" SMART TV. 50" plasma screen cable TV in lounge, DVD/CD player, BOSE iPod d  …see more

from $275 / night

$1925 / week

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from $275 / night

21

Basse-Terre Island / Deshaies

Studio 4 6 nights min

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

 …see more

from $81 / night

$566 / week

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from $81 / 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 mi
  • Swimming pool

 …see more

from $64 / night

$446 - $966 / week

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from $64 / 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

 …see more

from $81 / night

$539 / week

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from $81 / night

(3) Very Good 

16

Arrondissement of Le Marin / Riviere-Salee

1 2 2 nights min

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

 …see more

from $44 / night

$302 / week

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from $44 / night

(4) Very Good 

23

Grande-Terre Island / Anse-Bertrand

2 6 3 nights min

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

 …see more

from $49 / night

$340 - $410 / week

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from $49 / night

(17) Very Good 

23

Vacation 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 mi
  • Swimming pool
Welcome! This is a two bedroom holiday villa situated in Fitts Village on the spectacular West Coast of Barbados. It is one of fourteen homes just two miles away from Sandy Lane on a small gated estate. They are set in tropical gardens with a shared pool. The vi  …see more

from $88 / night

$613 - $738 / week

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from $88 / night

(12) Very Good 

23

Vacation villa with swimming pool, golf nearby in St. Lucia

Cap Estate / Rodney Bay Heights

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Swimming pool
Sun& breeze is a 4 bedroom contemporary Villa, recently upgraded with open plan living/dining area & breath taking views of the ocean from the private balcony. It has a large swimming pool with spacious deck The Villa is situated high on a hill with sloping fen  …see more

from $144 / night

$988 - $2025 / week

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from $144 / night

(7) Excellent 

13

Vacation apartment rental

Christ Church Parish / Hastings

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach/lakeside relaxation
  • Suitable for children age 5+
  • Air conditioning
Swanage is a truly special place. Designed in keeping with the old Barbadian chattel house tradition, it is tastefully decorated and furnished to make it a definite home away from home.There are very few beach front villas in Barbados that puts you this close to  …see more

from $140 / night

$980 / week

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from $140 / night

37

Vacation home in Caribbean

Warrens / Arthur Seat

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool
The property is a 2 bedroom 2 storey house set in three quartes acres of Gardens, with access to fruit trees depending on the time of year +Swimming pool, Ground floor:- Kitchen, dinner, Lounge, toilet , Patio balcony + First floor:- Bedroom 1, balcony, bedroo  …see more

from $100 / night

$563 - $613 / week

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from $100 / night

(1) Excellent 

5

St. Barts / Anse des Cayes

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Ask about children

 …see more

from $108 / night

$755 / week

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from $108 / night

(11) Excellent 

18

Vacation villa with swimming pool in Caribbean

Bottom Bay / Apple Hall

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
CouCou is the perfect villa for a group of 6 or less, from the bright and airy living and dining room to an extended patio with additional dining furniture, including a family size gas BBQ wich enhances the outdoor experience. The pool and loungers are an added bonu  …see more

from $150 / night

$1050 / week

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from $150 / night

12

Grande-Terre Island / Le Gosier

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Private garden

 …see more

from $49 / night

$297 - $450 / week

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from $49 / night

(3) Good 

42

Samana Province / Las Terrenas

1 4 90 nights min

  • 1 bedroom
  • Sleeps 4
  • 90 nights min
  • Nearest beach 0.6 mi
  • Swimming pool
  • Child friendly

 …see more

from $28 / night

$190 - $260 / week

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from $28 / night

(26) Excellent 

12

Vacation b&b in St. Kitts and Nevis

Nevis / Gingerland

2 3 1 night min

  • 2 bedrooms
  • Sleeps 3
  • 1 night min
  • Nearest beach 7 mi
  • Child friendly
  • Air conditioning
Known as the petite Vacation Home by everyone, The Yellow Cabin vacation rental provides the perfect backdrop for fun and relaxation with a beautiful view of the island's mountain, Nevis Peak. A typical Nevisian wooden structured home, this charming 2 bedroom renta  …see more

from $80 / night

$500 / week

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from $80 / night

(4) Excellent 

13

Grande-Terre Island / Saint Francois

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.4 mi
  • Child friendly

 …see more

from $108 / night

$755 / week

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from $108 / night

(4) Very Good 

8

Arrondissement of Le Marin / Trois-Ilets

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $44 / night

$291 - $324 / week

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from $44 / night

25

Basse-Terre Island / Deshaies

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly

 …see more

from $139 / night

$970 - $1294 / week

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from $139 / night

(8) Excellent 

19

Vacation apartment with shared pool in Barbados

Saint Peter Parish / Gibbes

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Ashanti is a new apartment in the residential area of Gibbes. It offers a clean and spacious open plan living area with 3 bedrooms all with en-suite bathrooms Ashanti is just a 5-10 minute stroll from the beautiful Gibbes beach, with the more commercial Mullens Beach wi  …see more

from $144 / night

$1000 - $1200 / week

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from $144 / night

(22) Excellent 

25

Vacation 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 mi
  • Swimming pool
Perched on the highest point of the ridge with STUNNING SEA VIEWS from the large elevated veranda, living area and master bedroom. INFINITY POOL, HEATED JACUZZI, POOL HOUSE, TIERED SWIMMING POOL, Sun Decks, Gazebos, FULLY EQUIPPED GYM and TENNIS COURTS are the impressiv  …see more

from $125 / night

$875 - $945 / week

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from $125 / night

5

Barbados Vacation apartment rental

Christ Church Parish / Hastings

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Air conditioning
This is a brand new self contained fully air-conditioned apartment with two twin beds, a kitchenette, and en-suite bathroom. This apartment has an interconnecting door allowing access to Lower Camelot, so that it can be used as a second bedroom to Lower Camelot. It has  …see more

from $85 / night

$595 - $875 / week

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from $85 / night

(24) Excellent 

24

Vacation villa in Caribbean

Speightstown / Heywoods

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
This sunny, bright, spacious villa is set in a tranquil friendly neighbourhood. The villa is surround by beautiful palm and mango trees with it's own lush garden surrounding the villa.The kitchen, dining area and lounge is open plan, with double French doors leadi  …see more

from $125 / night

$719 - $1210 / week

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from $125 / night

(8) Very Good 

20

Vacation villa with shared pool, golf nearby in Caribbean

Jolly Harbour / Jolly Harbour Villas

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Swimming pool
Villa North Shore is a luxury Villa in Antigua set within lush and well-tended tropical gardens. Villa North Shore is an ideal base from which to explore the island of Antigua or make use of the many varied amenities within Jolly Harbour itself - Antigua's premier  …see more

from $100 / night

$688 - $875 / week

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from $100 / night

14

Grande-Terre Island / Le Gosier

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Child friendly

 …see more

from $62 / night

$430 - $529 / week

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from $62 / night

1