50 Best Caribbean Villas on Holiday Lettings - Vacation rentals

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28,347 Vacation rentals

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(12) Excellent 

24

Vacation 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
  • Car not necessary
This development is situated in Jamestown Park, Holetown, in the heart of Barbados' west coast. The 10 apartments are only a 4 minute walk to Settlers beach; also within walking distance is the very upscale shopping complex Lime Grove, where you can find the finest  …see more

from $101 / night

$707 - $999 / week

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from $101 / night

(15) Excellent 

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 $87 / night

$608 - $732 / week

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from $87 / night

(17) 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 $1222 / night

$8550 - $19530 / week

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from $1222 / night

Featured properties

(7) 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
We offer villa 230B for rent on a weekly or monthly basis. The discount for 1 month is 10%. 2 months 15%. 3 months 20%. Check in is 4 pm with a same day turn around of guests, and 3 pm with no turn around of guests on the same day. Check out is strictly 10 am unless  …see more

from $137 / night

$953 / week

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from $137 / night

(10) Excellent 

23

Vacation 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 about children
  • Air conditioning
PLEASE NOTE: PRICES LISTED ARE FOR USING ONE BEDROOM -(2 PERSONS).EMAIL FOR THE COST OF USING 2 BEDROOMS. This privately owned, stunning new apartment is the largest in the complex, it can be booked with the choice of 1 or 2 bedrooms. It boasts a large spacious lounge  …see more

from $101 / night

$707 - $1350 / week

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from $101 / 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 $152 / night

$1069 / week

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from $152 / 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 mi
  • Swimming pool
Welcome to Jolly HarbourWith a different beach for every day of the year, Antigua is the perfect place for a family holiday. Steeped in history, this beautiful island has been attracting visitors from Europe and the US to its sandy shores for many years. Perfect  …see more

from $186 / night

$1116 - $1550 / week

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from $186 / night

(25) Excellent 

24

Vacation villa with swimming pool in Antigua and Barbuda

Willikies / The Peninsula

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
This villa is for those who enjoy peace and tranquillity. The stunning waterfront location at the Peninsula along with the contemporary style is what sets this holiday home apart from others. The villa looks out from the Peninsula, towards Pelican Island and the  …see more

from $213 / night

$1488 - $1736 / week

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from $213 / night

16

Vacation home in Caribbean

St. Barts / Grand Fond

2 2 Min stay varies

  • 2 bedrooms
  • Sleeps 2
  • Min stay varies
Villa Petit Lagon (APL) enjoys breathtaking views of the bay of Petit Cul de Sac from its perfect vantage point in the gated community of Domaine du Levant. A colorful and stylish decor lends Villa APL a cheerful atmosphere, and the private beach only a two-minute strol  …see more

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(20) Excellent 

24

Vacation 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 mi
  • Swimming pool
Our 2 bedroom, 2 bathroom luxury apartment comes with spectacular views across the resort, marina, bay and tropical hillside. It has a fully equipped kitchen, lounge and utility room with all the conveniences you would expect from a modern apartment; floor to ceiling wi  …see more

from $248 / night

$1736 - $2976 / week

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from $248 / night

(17) Excellent 

35

Vacation apartment with swimming pool in Caribbean

Saint Peter Parish / Mullins

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
Supernova, located at the north end of Mullins Bay. A spacious ground floor apartment offering 2 good size King/Superking bedrooms. With Indonesian furnishings, this apartment oozes quality and style. Marble floors throughout. Black granite surfaces. Picklepine wardrobe  …see more

from $205 / night

$1426 - $3069 / week

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from $205 / night

(1) Excellent 

28

Guest house rental in Caribbean with swimming pool, golf nearby

Cap Estate / Golf Ridge

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 3 mi
  • Swimming pool
  • Child friendly
Luxurious Self Catering Villa with 6 suites and a self contained apartment situated at Golf Ridge, Cap Estate in a prestigious position where the swimming pool overlooks the Cap Estate Golf Course with panoramic views of the Atlantic Sea with cool breezes . Cas En Bas  …see more

from $656 / night

$4587 / week

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from $656 / night

(15) Excellent 

15

Vacation 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 mi
  • Swimming pool
Beija Flor villa is a beautiful 3 bedroom luxury house with private pool and covered terrace for alfresco dining. It is situated on the outskirts of Holetown, in the popular parish of St. James. It is 10 minutes walk to Heron Bay beach with white sand surrounded by the  …see more

from $247 / night

$1780 - $2492 / week

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from $247 / night

(3) 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 mi
  • Swimming pool

 …see more

from $43 / night

$300 - $487 / week

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from $43 / night

15

Arrondissement of Le Marin / Sainte-Luce

2 6 4 nights min

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

 …see more

from $86 / night

$539 - $741 / week

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from $86 / 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 $155 / night

$1085 - $3169 / week

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from $155 / night

(18) Excellent 

20

Caribbean Vacation villa rental

Castara / Englishman's Bay

5 8 Min stay varies

  • 5 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
A 5 minute drive from Englishman's Bay, this is a secluded yet comfortable villa that is perfect for anyone wishing for a holiday in beautiful surroundings close to nature. It is set amongst a thriving jungle with one of the world's largest variety of birdlife  …see more

from $142 / night

$992 - $1798 / week

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from $142 / 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 $43 / night

$300 / week

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from $43 / night

(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 $98 / night

$682 - $1364 / week

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from $98 / night

(4) Very Good 

31

Grande-Terre Island / Morne-A-l'Eau

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly

 …see more

from $65 / night

$294 - $1807 / week

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from $65 / night

6

Vacation apartment in Caribbean

All Saints / Buckleys Heights

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Ask about children
The Buckleys Country Club has its own distinctive flavour that will exceed your expectations and transform your moments on the island into everlasting memories. Land, water, wind and sun in perfect harmony as nature intended will greet you daily. Indulge yourself and d  …see more

from $69 / night

$434 - $608 / week

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from $69 / night

(12) Excellent 

26

Vacation villa rental

Gros Islet / La Brolette

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.6 mi
  • Swimming pool
Mango Tree Villa is offered for exclusive use with its panoramic views of the Caribbean Sea and Castries. The Villa is only a few minutes walk to the Windjammer Landing Resort where you can enjoy the beach facilities, restaurants and programs for children. The area  …see more

from $433 / night

$3025 - $3529 / week

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from $433 / night

(10) Excellent 

21

Antigua and Barbuda Vacation villa rental

Saint Phillip Parish / Long Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool
The villa itself provides luxury accommodation including a magnificent large master bedroom with 4 poster bed and ensuite bathroom with its own large balcony offering lovely sea views over the bay. There are 2 twin bedrooms each with ensuite bathrooms and one additiona  …see more

from $576 / night

$4033 - $6352 / week

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from $576 / night

29

Arrondissement of Le Marin / Sainte-Anne

Studio 4 7 nights min

  • Studio
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly

 …see more

from $33 / night

$225 - $375 / week

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from $33 / night

(2) Very Good 

11

Arrondissement of La Trinite / La Trinite

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Pet friendly

 …see more

from $41 / night

$285 / week

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from $41 / night

(8) Very Good 

26

Saint-Martin / Anse Marcel

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly

 …see more

from $65 / night

$449 - $1422 / week

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from $65 / night

11

Basse-Terre Island / Gourbeyre

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 6 mi
  • Swimming pool

 …see more

from $75 / night

$482 / week

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from $75 / night

(16) Excellent 

17

Vacation townhouse with swimming pool in Caribbean

Saint James Parish / Holetown

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool
With interior spaces inspired by New York lofts,12 ft high ceilings, huge rooms, and plenty of natural light, Hillside Villas at Limegrove is a unique Caribbean environment. With over 3,400 sq feet of internal space, over three floors, with three double bedrooms and bat  …see more

from $348 / night

$2431 - $4948 / week

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from $348 / night

(1) Excellent 

54

Arrondissement of La Trinite / Sainte Marie

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 3 mi
  • Air conditioning
  • Private garden

 …see more

from $27 / night

$188 / week

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from $27 / night

(7) Very Good 

16

Arrondissement of Le Marin / Le Marin

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 6 mi
  • Swimming pool

 …see more

from $91 / night

$637 / week

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from $91 / 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 $124 / night

$868 - $1286 / week

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from $124 / night

14

Caribbean Vacation apartment rental

Christ Church Parish / Enterprise

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
Beautiful holiday apartment for rent on the desirable and envious South coast of Barbados. This contemporary furnished 2 bed, 1 bath top floor apt has amazing views of the sea. Well equipped with everything to make your holiday a peaceful and relaxing one. Features incl  …see more

from $82 / night

$571 - $670 / week

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from $82 / night

(5) Very Good 

8

Vacation apartment accommodation

Rockley / Rockley Golf and Country Club

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
Our studio has been fully refurbished and has a fully equipped kitchen. The living/sleeping area has twin beds which can be joined to form a king. There is cable TV and air conditioning. The studio opens out onto a patio and grassed area ideal for alfresco dining and re  …see more

from $75 / night

$565 - $738 / week

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from $75 / night

(5) Very Good 

20

Barbados Vacation 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
SPECIAL OFFER FOR JULY & AUGUST 2016 - BOOK ONE WEEK AND RECEIVE THE SECOND WEEK HALF PRICE- EMAIL FOR QUOTE. This development is situated in Jamestown Park, Holetown, in the heart of Barbados' west coast. The apartments are only a 4 minute walk to Settlers be  …see more

from $93 / night

$645 - $965 / week

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from $93 / 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 $149 / night

$1042 / week

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from $149 / night

(7) Very Good 

19

Vacation villa with shared pool, golf nearby in Caribbean

Jolly Harbour / Hamilton Estate

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
The villa is situated on the 'South Finger' of Jolly Harbour Marina which is on the south-west coast of Antigua about 20 minutes from the capital St John's and the airport. The marina complex includes a supermarket, bars, restaurants, shops, banks, an 18  …see more

from $124 / night

$496 - $682 / week

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from $124 / night

(4) Excellent 

22

Vacation home in Caribbean

Bequia / Lower Bay

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.182 mi
  • Suitable for children age 5+
With stunning views over the Caribbean, Cassava is set within its own grounds less than two hundred paces up from Lower Bay, a short meander down to one of The Grenadine's finest swimming beaches. The expansive ocean-facing coral stone terrace, which spans the full  …see more

from $372 / night

$2598 - $3547 / week

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from $372 / night

(6) Very Good 

14

Vacation villa with swimming pool, golf nearby in Caribbean

Saint James Parish / Sunset Crest

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
Located within easy walking distance of the West Coast beach, supermarket, restaurants and duty free shopping, Villa Mango offers affordable holiday luxury on the Gold Coast of Barbados. This gracious property was recently renovated, and affords comfortable living with  …see more

from $353 / night

$2470 - $2722 / week

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from $353 / night

10

Vacation 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
Inis Elau is a stunning secluded Villa. Located on a lovely lot approximately 0.7 of an acre in size at the end of Sweet Lime Lane Inis Ealu, (Irish Gaelic for Island Escape) is a custom villa designed and built in 2006. It features a blue steel roof, cherry cabinetry a  …see more

from $232 / night

$1412 / week

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from $232 / night

(3) Very Good 

26

Vacation villa with swimming pool in Caribbean

Christ Church Parish / Oistins

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
Detached villa on a corner plot the villa is in a small cul-de-sac quiet friendly residential road beautiful large mature landscaped gardens private secure parking for 2 cars .BBQ area with amazing ocean view The villa is very spacious over 3000sq feet high ceiling  …see more

from $217 / night

$1519 - $2084 / week

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from $217 / night