50 Best Caribbean Villas on Holiday Lettings - Vacation rentals

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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 $231 / night

$1400 / week

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from $231 / 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 $50 / night

$350 / week

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from $50 / 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 $151 / night

$1060 / week

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from $151 / night

14

Grande-Terre Island / Le Gosier

1 5 Min stay varies

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

 …see more

from $61 / night

$423 - $520 / week

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from $61 / 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 $143 / night

$992 - $1191 / week

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from $143 / night

(7) Excellent 

23

Vacation villa with swimming pool in St. Kitts and Nevis

Nevis / Barnes Ghaut

4 6 1 night min

  • 4 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
Changes in Lattitudes Villa is located just ten minutes' drive from the beach, beautifully perched on a dormant volcano slope. Nevis is often referred to as the Queen of the Carribees and one of the Caribbean best kept secrets. Quiet and peaceful, yet only five min  …see more

from $240 / night

$1650 - $1801 / week

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from $240 / 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

(3) Excellent 

15

Vacation villa in Caribbean

Punta Cana / Bavaro

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
Alex Villas» invites you to spend your unforgettable vacations at the sunny, eternally green island of Haiti, in the country of eternal sunshine - the Dominican Republic.Luxury villas are located just half an hour drive from the international airport Punta Can  …see more

from $200 / night

$1300 - $2051 / week

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from $200 / 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

(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

(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 $43 / night

$297 - $594 / week

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from $43 / night

(1) Excellent 

24

Vacation villa with shared pool, golf nearby in Caribbean

Gros Islet / Rodney bay, Gros Islet

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to the three bedroom premium villa suites at the Landings Beach Resort in St Lucia. These stunning three bedroom villas are beach front and overlook the beautiful ocean and white sandy beach at the resort and come with private plunge pool. With three spa  …see more

from $1876 / night

$16260 / week

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from $1876 / night

(4) Excellent 

22

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
  • Air conditioning
The Ixora 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 f  …see more

from $111 / night

$772 - $965 / week

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from $111 / 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

(9) Very Good 

23

Caribbean Vacation apartment accommodation

Saint Peter Parish / Gibbes

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Ashanti is a new apartment in the residential area of Gibbes. It offers a clean and spacious open plan living area with 1 bedroomand a sofa bed in the lounge/dining area.Ashanti is just a 5 minute stroll from the beautiful Gibbes beach, with the more commercial Mull  …see more

from $124 / night

$620 - $713 / week

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from $124 / night

(8) Excellent 

15

Arrondissement of Le Marin / Les Anses d'Arlet

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 250 mi
  • Child friendly

 …see more

from $73 / night

$509 - $721 / week

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from $73 / night

46

Vacation apartment in Caribbean

Saint George Parish / St. George's

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 8 mi
  • Child friendly
  • Air conditioning
A beautiful and elegant 2 bedroom, 1 bathroom apartment in St George's, Grenada. It is the garden level apartment, of our spacious villa . The apartment is equipped with the furnishings needed, and is set up as &quo  …see more

from $76 / night

$550 - $585 / week

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from $76 / night

27

Arrondissement of Le Marin / Sainte-Luce

3 6 6 nights min

  • 3 bedrooms
  • Sleeps 6
  • 6 nights min
  • Nearest beach 5 mi
  • Swimming pool
  • Child friendly

 …see more

from $170 / night

$1188 / week

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from $170 / night

18

Basse-Terre Island / Baie-Mahault

2 5 Min stay varies

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

 …see more

from $43 / night

$297 - $477 / week

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from $43 / night

(11) Excellent 

24

Caribbean Vacation villa rental

Saint James Parish / Holetown

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Swimming pool
BRUADAIR is located in the parish of St James which is on the exclusive platinum west coast of Barbados! . It has taken a lot of vision and resource to complete this wonderful villa, built within beautiful tropical surroundings on old plantation land (Lascelles)  …see more

from $682 / night

$4774 / week

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from $682 / night

(5) Very Good 

18

Vacation cottage in Barbados

Saint James Parish / Holetown

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach/lakeside relaxation
  • Car not necessary
  • Private garden
Location, location, location, this brand new Cottage has a lovely tropical feel - all wood including floor - louvre windows and doors give you a lovely smooth breeze which keeps you cool. Lovely patio - sun from late morning until sunset. Lovely quite location in an are  …see more

from $69 / night

$341 - $720 / week

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from $69 / night

(3) 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 $48 / night

$334 - $403 / week

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from $48 / night

(5) Excellent 

39

Saint-Martin / Anse Marcel

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Swimming pool

 …see more

from $117 / night

$817 / week

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from $117 / 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

(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

(2) Very Good 

24

Marie-Galante / Capesterre

3 6 3 nights min

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

 …see more

from $212 / night

$1484 - $2078 / week

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from $212 / night

(3) Excellent 

36

Vacation villa rental

St. Lucia / Soufriere Quarter

6 12 5 nights min

  • 6 bedrooms
  • Sleeps 12
  • 5 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Suitable for children age 5+
This is for the entire Villa, Lodge and Garden bedrooms. You will have the entire property at your privacy. MODERN VILLA An inspired design by renowned London architects Munkenbeck+Partners, the name is local patois for Hummingbird, the original estate on the hill ov  …see more

from $1001 / night

$6001 - $9001 / week

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from $1001 / 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 $124 / night

$868 - $1364 / week

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from $124 / 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

$297 / week

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from $43 / night

(4) Very Good 

16

Grande-Terre Island / Le Gosier

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning

 …see more

from $76 / night

$485 - $548 / week

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from $76 / night

(18) 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

(7) Very Good 

27

Vacation condo in Caribbean

Saint James Parish / Sunset Crest

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Ask about children
This self-contained, self catering unit is approximately 450 square. feet in size. It features a combined living and dining area with adjoining kitchen and a separate bedroom with en-suite bathroom. In keeping with Barbados law NO SMOKING IS ALLOWED INSIDE the condo. S  …see more

from $44 / night

$298 - $403 / week

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from $44 / night

(6) Excellent 

19

Apartment rental in Caribbean with golf nearby

Saint James Parish / Paynes Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Life's a Beach is located in the beautiful Coral Cove condo on the beach with great views of the sea and beach-life. There are three large well-appointed luxury bedrooms, three high quality bathrooms, an open-plan kitchen/lounge area which has slide away doors ont  …see more

from $550 / night

$3501 - $5401 / week

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from $550 / night

(6) Very Good 

24

Vacation villa with swimming pool in Caribbean

Saint James Parish / Weston

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to our piece of paradise on the west coast of Barbados, just north of Holetown. Westshore Beach House has been fully renovated in a contemporary style to provide a secluded hideaway, situated on the beach. A beautiful beachfront house with spectacular ocean vie  …see more

from $950 / night

$6650 / week

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from $950 / night

(20) 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

(6) Excellent 

16

Villa rental in Caribbean with swimming pool, golf nearby

Punta Cana / Bavaro Beach

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Swimming pool
This spacious villa is ideal for large families or friends traveling together. With 4 complete bedrooms, each with their complete bathroom, and a maids quarter. This beautiful villa is situated in the gated residential Cocotal Golf & Country Club with a beautiful vi  …see more

from $300 / night

$2000 - $3351 / week

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from $300 / night

(15) Excellent 

16

Vacation 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 mi
  • Swimming pool
Cool Runnings is a fully air conditioned spacious 2 bedroom, 2 en suite bathroom apartment, with separate powder room. It boasts its own spacious private terrace, tropical garden, and private pool .It is situated at the rear and quietest part of the small Beac  …see more

from $186 / night

$1302 - $2846 / week

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from $186 / night

20

Grande-Terre Island / Saint Francois

1 4 4 nights min

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

 …see more

from $104 / night

$382 - $492 / week

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from $104 / 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 $186 / night

$1302 - $2170 / week

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from $186 / night

23

Villa rental in Caribbean with golf nearby

Saint Paul Parish / English Harbour

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Villa Sea Pearl, a stunning and modern six-bedroom beachfront villa set on 0.7 acres. Sea Pearl ensures uninterrupted views of the crystal blue waters of Willoughby Bay on the South East of the island. The villa is luxurious and contemporary and is built to t  …see more

from $2208 / night

$15456 - $21001 / week

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from $2208 / night