50 Best Caribbean Villas on Holiday Lettings - Vacation rentals

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Caribbean

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20,848 Vacation rentals

(3) Good 

23

Vacation villa in Guadeloupe

Grande-Terre Island / Sainte-Anne

3 5 7 nights min

  • 3 bedrooms
  • sleeps 5
  • 7 nights min
  • Child friendly
  • Air conditioning
Very close to the beach Bois Jolan, this duplex villa offers 5 beds spread over 3 air conditioned bedrooms, 1 bathroom, 1sde, 2 WC, 1 open living dining on American cuisine. Enjoy the quiet surroundings to relax on the terrace between visits to our beautiful island. The …see more

from $74 / night

$515 / week

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Responds fast!
avg. 2 hours 17 minutes

from $74 / night

(59) Excellent 

23

Villa rental in St. Lucia with swimming pool, golf nearby

Castries / La Toc

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool
La Toc Villa is a luxury 3 bedroom holiday villa in St Lucia in a stunning location with fantastic views of the Caribbean sea. The Villa has spacious and modern accommodation for up to 6 people and is a 5 minute walk to the beach. It is close to golf at Sandals La Toc. …see more

from $300 / night

$2,100 - $4,760 / week

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Responds fast!
avg. 3 hours 7 minutes

from $300 / night

(1) Excellent 

52

Vacation home with swimming pool in Caribbean

Grand Bahama Island / Freeport

2 3 min stay varies

  • 2 bedrooms
  • sleeps 3
  • min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
This particular cottage is located on a residential estate with its own pier (up to 150 feet), pool, outside bar, boat house. Available for the tenants of the pool, parts of the park-like grounds and the outdoor bar is (both by appointment). Built in the Southern-style …see more

from $175 / night

$1,225 / week

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from $175 / night

(33) Very Good 

19

Vacation apartment with shared pool in Saint Ann Parish

Saint Ann Parish / Ocho Rios

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This accommodation is a fully air-conditioned two bedroom apartment situated on the 3rd floor, you may rent this apartment as a one, or two bedroom see table rates. FREE INTERNET ACCESS The Apartment is tastefully furnished to a high standard, within the …see more

from $109 / night

$759 / week

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from $109 / night

4

Vacation apartment in Caribbean

Martinique / Saint-Esprit

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Private garden
Nice studio located in the middle of the island surrounded by greenery, with a magnificent view. functional accommodation with a terrace kitchenette, ceiling fan with remote control, mosquito net, hot water etc. Garden with fruits and vegetables (avocado, coconut, orang …see more

from $22 / night

$172 - $252 / week

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from $22 / night

(30) 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 $89 / night

$623 - $751 / week

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avg. 52 minutes

from $89 / night

(20) Excellent 

20

Caribbean Vacation villa rental

Castara / Englishman's Bay

4 8 min stay varies

  • 4 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 $146 / night

$1,021 - $1,850 / week

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from $146 / night

(16) Very Good 

52

Vacation hotel apartment with shared pool in Guadeloupe

Basse-Terre Island / Deshaies

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
I invite you to stay in the Villa "The Wonderful Waves of the Sea" 2 star in the Gite de France in the town of Deshaies in the charming village of Ferry- Leroux. We wish you the welcome in a calm and pleasant comfort with breathtaking views of the sea and the mountains. …see more

from $106 / night

$737 / week

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from $106 / night

19

Caribbean Vacation b&b rental

Basse-Terre Island / Saint-Claude

1 2 4 nights min

  • 1 bedroom
  • sleeps 2
  • 4 nights min
  • Nearest beach 15 mi
  • Private garden
Pretty bedroom with bathroom in nice wooden villa U. Seaview calm without opposite !! You will have the kitchen .so that the stay and parking on site ... At the foot of the volcano La Soufrière you can enjoy many walks in tropical forest ..and various rivers. The calm o …see more

from $69 / night

$481 / week

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from $69 / night

(27) Very Good 

33

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 $159 / night

$1,736 - $3,249 / week

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from $159 / night

(16) Excellent 

21

Antigua and Barbuda Vacation villa rental

Saint Philip 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 $571 / night

$6,000 / week

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from $571 / night

58

Vacation home in Caribbean

Great Abaco Island / Marsh Harbour

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Air conditioning
Beachfront studio-apartment "Casuarina's Shoreline" upstairs ,and terraces , are located directly on the beautiful beach of Casuarina Point, Marsh Harbour is one of the famous Tourist Attractions in Marsh Harbour. This tiny fishing village attracts tourists and accounts …see more

from $150 / night

$1,050 / week

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avg. 2 hours 11 minutes

from $150 / night

(2) Very Good 

22

Vacation bungalow in Caribbean

Arrondissement of La Trinite / La Trinite

1 3 7 nights min

  • 1 bedroom
  • sleeps 3
  • 7 nights min
  • Nearest beach 0 mi
  • Air conditioning
  • Private garden
Loin du tourisme de masse, les Bungalows sont au nombre de 3 .Situé sur la presqu'ile de la Caravelle à environ 4 minutes du village des pêcheurs.Son exposition Sud-Est de la Martinique. La plage de sable blond est belle et sauvage. All our bungalows are wood with air- …see more

from $87 / night

$609 - $769 / week

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Responds fast!
avg. 1 hour 23 minutes

from $87 / night

12

Vacation apartment rental

Saint James Parish / Sion Hill

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Nearest beach 5 mi
  • Swimming pool
  • Child friendly
The Apartment is the lower half of the historic plantation house on Sion Hill Plantation, set in the country side among rolling grass fields, gullies and fruit trees. The Coconut Bedroom is the master bedroom in the apartment and features a large bay window providing a …see more

from $130 / night

$780 / week

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from $130 / night

(2) Very Good 

13

Villa rental in Caribbean with swimming pool

Saint James Parish / Fitts

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Fabulous 3 Bedroom Beach Villa in Fitts Village, St.James. Radwood 1 features three large ensuite bedrooms, of which the master bedroom has a private balcony offering panoramic ocean views. Radwood 1 sits on one of the nicest beaches in Barbados, perfect for swimming an …see more

from $450 / night

$3,150 / week

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from $450 / night

(13) Very Good 

15

Gite rental in Caribbean with shared pool, golf nearby

Grande-Terre Island / Saint Francois

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child friendly
We propose you 6 lodgings of charms colored and reassured in a residence close to the beach and the lagoon of Saint François. Each accommodation consists of two double bedrooms (three of them have a double bedroom (2 single beds), an equipped kitchen, a shower room with …see more

from $70 / night

$489 - $1,002 / week

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from $70 / night

(29) Excellent 

Certificate of Excellence

24

Vacation villa with swimming pool in Guadeloupe

Grande-Terre Island / Sainte-Anne

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
In a secure residence, located between St. Anne and St. Francis, this charming villa is offered for rent by two lovers of Guadeloupe. The villa includes: - 3 air-conditioned rooms (2 bedrooms ground floor and a mezzanine overlooking the living room with sea view) - kitc …see more

Certificate of Excellence

from $131 / night

$916 - $1,802 / week

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from $131 / night

(1) Excellent 

9

Vacation apartment in Martinique

Arrondissement of Fort-de-France / Schoelcher

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Nearest beach 0.6 mi
  • Child friendly
  • Air conditioning
Located in Schoelcher less than 10 minutes from the capital in front of a generous nature. The 'Refuge offers Madiana''vous the time to stay the apartment Patchouli, with a relaxing view of nature and a river let yourself be lulled by birdsong, you are 5 minutes walk fr …see more

from $66 / night

$458 - $544 / week

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from $66 / night

15

Vacation apartment rental

Maria Trinidad Sanchez Province / Cabrera

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child friendly
In a beautiful tropical garden, plants flowers and trees, great views of the sea. You will find quiet condo (apartment) any comfort, 2 bedrooms, 2 bathrooms, a living room dining room, kitchen, equipped and of course television and wifi a terrace with table chairs, 2 ar …see more

from $72 / night

$500 / week

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from $72 / night

(51) Excellent 

15

Vacation villa with swimming pool in Barbados

Saint James Parish / Holetown

3 6 5 nights min

  • 3 bedrooms
  • sleeps 6
  • 5 nights min
  • 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 $269 / night

$1,884 / week

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from $269 / night

(13) 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 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 sofabed it can accommod …see more

from $134 / night

$922 - $1,647 / week

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from $134 / night

(2) Excellent 

16

Vacation condo with shared pool, golf nearby in Caribbean

St. Kitts / Basseterre

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Swimming pool
Brand new stylish sea-facing top floor condo situated in a quiet residential area overlooking the Royal St. Kitts golf course with amazing Atlantic Ocean and Carribean Sea view. The condo has access to 3 swimming pools, one infinity pool overlooking the sea and two lar …see more

from $200 / night

$1,300 / week

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from $200 / night

(9) Very Good 

19

Bungalow rental in Guadeloupe with shared pool

Basse-Terre Island / Sainte Rose

1 4 6 nights min

  • 1 bedroom
  • sleeps 4
  • 6 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Welcome to Cas'à Willy rental of charming bungalows very colorful and well equipped and well maintained air-conditioned, wifi, TV with tnt, type F2 and F1 with large pool, 300m from the beach in a flowered and quiet park of 2500m2 between St. Rose and Deshaies in Guadel …see more

from $40 / night

$279 / week

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Responds fast!
avg. 3 hours 51 minutes

from $40 / night

(10) Excellent 

14

Vacation villa in Martinique

Arrondissement of Le Marin / Le Diamant

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Villa's 'Dream' with its private pool diamond face of the rock on the largest Beach in Martinique, access private beach, comfort, sans vis à vis... for an unforgettable vacation with friends or family. Rent in peace: this Villa is classified 4 keys to the label 'Key hol …see more

from $295 / night

$2,060 - $3,204 / week

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from $295 / night

16

Vacation apartment with golf nearby in Caribbean

St. Kitts / Frigate Bay

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child friendly
Situated in Half Moon Bay, Frigate Bay, this fully-furnished two bedroom two bathroom apartment with glorious ocean and golf views is the ideal location for relaxation and beautiful sunsets! The light and spacious open plan living area opens onto a large covered verand …see more

from $100 / night

$699 / week

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from $100 / night

(5) Very Good 

23

Caribbean Vacation bungalow rental

Arrondissement of Le Marin / Le Francois

1 4 4 nights min

  • 1 bedroom
  • sleeps 4
  • 4 nights min
  • Nearest beach 5 mi
  • Child friendly
  • Air conditioning
The ten air-conditioned bungalows, feet in the water with a panoramic view over the ocean, are divided into 3 blocks of modern style (70s). The decoration was recently redesigned by an architect of Interior in style 'Wood Nature'. The bungalows are F1, 40 M² on the grou …see more

from $143 / night

$944 / week

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from $143 / night

(9) Excellent 

24

Vacation apartment in Caribbean

Carriacou Island / Hillsborough

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
Windmill Villa apartment is situated on the Craigston Estate in Carriacou. Windmill Villa apartment offers you the chance to enjoy a luxury holiday experience on the sleepy island of Carriacou, Grenada. PLEASE NOTE: Carriacou is an island located north of Grenada and …see more

from $190 / night

$1,300 / week

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from $190 / night

(3) Excellent 

23

Vacation villa in St. Lucia

Gros Islet Quarter / Rodney Bay

4 8 1 night min

  • 4 bedrooms
  • sleeps 8
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
Luxury four bedroom villa which is situated in the principal tourist area of St Lucia conveniently located on Rodney Heights. With remarkable views of the Marina and Ocean. Liveable floor area : 3,800 Sq.ft. Interior layout : 4 bedroom(s), 3 bathroom, 1 washroom, livi …see more

from $175 / night

$1,223 / week

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from $175 / night

(6) Very Good 

10

Vacation apartment with shared pool in Barbados

Saint James Parish / Fitts

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary
Eat your breakfast overlooking the beautiful Caribbean, and watch the sun turn the sky from blue to pink every evening. "The Moorings" is on one of the most beautiful beaches on the fabulous west coast of Barbados. "Sunrise" is one of 6 one- and two-bedroom apartments …see more

from $250 / night

$1,900 / week

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from $250 / night

(7) 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 $250 / night

$1,750 - $2,450 / week

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from $250 / night

(14) Excellent 

28

Vacation apartment with shared pool in Caribbean

Saint James Parish / Holetown

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Car not necessary
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 finest hig …see more

from $114 / night

$794 - $1,118 / week

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Responds fast!
avg. 3 hours 13 minutes

from $114 / night

12

Vacation villa in Caribbean

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

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Pretty Villa of 140 m2 wood in a quiet place, 5 km from the city center, 10 minutes drive from the beaches, 15 minutes from Pointe-à-Pitre and from the airport, villa consisting of 1 spacious and bright living room, 1 kitchen, 2 bedrooms, 1 large bathroom, 2 WC, 1 veran …see more

from $80 / night

$561 / week

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from $80 / night

(33) Very Good 

23

Vacation villa with swimming pool, golf nearby in Caribbean

Tobago / Prospect, Tobago

4 12 2 nights min

  • 4 bedrooms
  • sleeps 12
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
This fantastic secluded 4 bedroomed all with en-suite family villa comes with private pool and spa. It can be rented either as two apartments (both with separate entrances) or as a large villa. Both apartments are fitted with full working kitchens and dining areas. ai …see more

from $281 / night

$1,786 / week

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Responds fast!
avg. 1 hour 53 minutes

from $281 / night

(2) Excellent 

20

Vacation studio in Martinique

Arrondissement of Le Marin / Trois-Ilets

Studio 3 min stay varies

  • Studio
  • sleeps 3
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Beautiful spacious studio any comfort in the HOTELIERE THE RESIDENCE AND SPA CARAYOU 3étoiles, THREE ILETS, LA POINTE DU BOUT, first seaside resort of the island awaits you for an unforgettable stay. The hotel offers many services, private beach, deckchairs, 2 swimming …see more

from $69 / night

$424 - $567 / week

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Responds fast!
avg. 3 hours 34 minutes

from $69 / night

(4) Excellent 

19

Home rental in Guadeloupe with shared pool

Grande-Terre Island / Sainte-Anne

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
BEAUTIFUL AND SPACIOUS DUPLEX T4 SAINTE ANNE BEACH WOOD JOLAN LARGE POOL furnished accommodation accredited 4 * 180 m2, 3 LARGE BEDROOMS, 3 BATHROOMS, HUGE LIVING ROOM 60 M2 We built our home in a quiet, rural and near the sea. Sainte Anne is located on the mainland, we …see more

from $133 / night

$927 - $1,831 / week

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from $133 / night

(12) Very Good 

24

Vacation home with swimming pool in Barbados

Saint James Parish / Holetown

5 11 5 nights min

  • 5 bedrooms
  • sleeps 11
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 300 mi
  • Swimming pool
Cherry Tree villa is in The centre of Holetown in St James within 5 minute walking distance to the lovely sandy beaches of the platinum coast with access to the boardwalk which you can walk along to Sandy lane . The villa is situated close to the duty free shopping m …see more

from $382 / night

$2,670 - $3,560 / week

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Responds fast!
avg. 2 hours 27 minutes

from $382 / night

(4) Excellent 

26

Vacation home in Guadeloupe

Grande-Terre Island / Les Abymes

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Nearest beach 6 mi
  • Child friendly
  • Air conditioning
We offer a beautiful villa down, independent, 54m² and private terrace of 25m². Management in Creole charm, located in the countryside in a quiet and ventilated. Conveniently located in Guadeloupe: the central position of the house will allow you to move quickly to all …see more

from $75 / night

$515 - $630 / week

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from $75 / night

4

Vacation apartment in Martinique

Arrondissement of Le Marin / Sainte-Luce

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Child friendly
Enjoy the comfort and quiet of our apartments. Nestled on the heights of Sainte Luce, in the heart of a green, let yourself be lulled by the trade winds. After a day of walking, relax at the pool with salt, heated by the sun. You will fall asleep to the songs of frogs a …see more

from $63 / night

$435 / week

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Responds fast!
avg. 1 hour 58 minutes

from $63 / night

17

Caribbean Vacation guest house rental

Jamaica / Westmoreland Parish

4 16 1 night min

  • 4 bedrooms
  • sleeps 16
  • 1 night min
  • Suitable for children age 5+
  • Car not necessary
Blue Paradise Farms is an Embryonic Permaculture Resort (eco-farm) set in 18.5 acres of lush Jamaican countryside, yet just 10 minutes away from Savanna-la-Mar, the parish capital and close to the main road from Savanna-la-Mar to Montego Bay. The accent here is on sust …see more

from $35 / night

$241 / week

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from $35 / night

(3) Excellent 

13

Vacation bungalow in Guadeloupe

Basse-Terre Island / Petit-Bourg

1 4 5 nights min

  • 1 bedroom
  • sleeps 4
  • 5 nights min
  • Nearest beach 15 mi
  • Child friendly
  • Air conditioning
Hébergement neuf, entièrement équipé, avec une cuisine aménagée tout confort y compris lave linge. La chambre est située à l'étage et possède un lit de 160 x 200, avec parquet stratifié, l'air conditionné et un placard dressing. La salle de bains comporte une douche à …see more

from $82 / night

$569 - $689 / week

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from $82 / night