50 Best Caribbean Villas on Holiday Lettings - Vacation rentals

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21,405 Vacation rentals

(4) Excellent 

39

Caribbean Vacation home rental

Grande-Terre Island / Le Moule

2 5 1 night min

  • 2 bedrooms
  • sleeps 5
  • 1 night min
  • Nearest beach 3 mi
  • Child friendly
  • Air conditioning
You will be housed in 70 m2 in ground garden in a quiet subdivision. Composed of 2 air-conditioned rooms, a large kitchen, a spacious lounge with corner work, housing, designed for you to be at home, have a shower with hot water. The WIFI is free. You will enjoy a large …see more

from $52 / night

$288 / week

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Responds fast!
avg. 3 hours 56 minutes

from $52 / night

(16) Excellent 

24

Caribbean Vacation villa rental

South Coast / Grand Anse

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool
Amidst the tropical gardens of Mount Cinnamon Resort, the Cinnamon Heights is a very private tranquil oasis, cleverly designed to embrace open-air Caribbean living. The villa is located at the top of the hill but well worth the walk up. Your reward is the spectacular vi …see more

from $1,176 / night

$7,644 / week

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from $1,176 / night

(52) 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 $276 / night

$1,930 / week

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from $276 / night

(25) 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 $281 / night

$1,957 - $3,391 / week

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from $281 / night

20

Vacation villa with swimming pool in Caribbean

Basse-Terre Island / Deshaies

1 2 6 nights min

  • 1 bedroom
  • sleeps 2
  • 6 nights min
  • Nearest beach 0.3 mi
  • Swimming pool
  • Air conditioning
This new villa has been classified 4 stars (Mayor of Deshaies, 9 March 2018). It was built on the edge of tropical forest 400 meters from the beautiful Grand Anse beach in the municipality of Deshaies (location of the English series "Murder in Paradise"). It offers a si …see more

from $69 / night

$483 - $563 / week

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from $69 / night

(4) Excellent 

15

Vacation villa with shared pool in Caribbean

Christ Church Parish / Hastings

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
Beachgate is a beautifully appointed, tastefully furnished property in Hastings just to the West of the popular South Coast Boardwalk. It consists of a 3 bedroom 3 bathroom upper unit and a 2 bedroom 2 bathroom lower unit. Facing the ocean, Beachgate lies on the vibran …see more

from $325 / night

$2,275 / week

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avg. 1 hour 56 minutes

from $325 / night

(5) Excellent 

28

Vacation villa in Caribbean

Antigua / Falmouth Harbour

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
The two traditional, island style cottages are both 1600 sq ft. with large, 12 ft wrap around verandas, which offer guests a versatile entertainment space, or the chance to simply unwind and experience the cooling effects of Antigua's renowned trade winds. Each cottage …see more

from $140 / night

$980 - $1,540 / week

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from $140 / night

8

Vacation villa with shared pool, golf nearby in Caribbean

St. Vincent / Calliaqua

4 14 1 night min

  • 4 bedrooms
  • sleeps 14
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
The White House is a stunning Art Deco villa, with breathtaking views of Bequia and Mystique, All the bedrooms are on the ground floor The outdoor pool in the construction stages and will be completed at the end of the month. It has a fully equipped game’s room, on the …see more

from $50 / night

$350 - $2,625 / week

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from $50 / night

16

Vacation apartment in Caribbean

Basse-Terre Island / Lamentin

1 3 3 nights min

  • 1 bedroom
  • sleeps 3
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Welcome to the house of happiness. This charming tastefully decorated self-catering apartment will seduce you. It is a framework for relaxation and ideally placed for departure to the Great Earth as to the Lower land. Sharing good times in perspective. Activities nearby …see more

from $64 / night

$444 / week

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from $64 / night

(1) Excellent 

15

Vacation gite rental

Grande-Terre Island / Port-Louis

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Toumblak The studio is ideal for 2 people .Bon standard and comfort await you. Air conditioning, television, wifi enhance your stay as pleasant corner terrace where you can also enjoy your meals surrounded by greenery and birds. The garden, pool, hut with hammock, barbe …see more

from $69 / night

$415 - $524 / week

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from $69 / night

49

Townhouse rental in Caribbean

Christ Church Parish / Worthing

3 4 min stay varies

  • 3 bedrooms
  • sleeps 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
The townhouse situated in quiet cul de sac. Close to a variety of popular sites - the airport, multiple beaches, south coast restaurants and nightlife. Spacious rooms, cool , breezy, landscaped surroundings, semi - enclosed neighborhood, secure, quiet. Suitab …see more

from $59 / night

$450 - $623 / week

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avg. 2 hours 46 minutes

from $59 / night

20

Vacation b&b rental

Saint Thomas Parish / Yallahs

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Child friendly
Ready to try something different? Need a quiet haven? Come to Jenny's Retreat the farm house on Black's Farm in Yallahs. You and your family and friends will always find a warm welcome waiting for you. You can watch the sun rise and set from our panoramic views, while s …see more

from $30 / night

$210 / week

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from $30 / night

(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

$519 - $565 / week

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avg. 2 hours 17 minutes

from $74 / night

(2) Excellent 

24

Saint Ann Parish Vacation villa rental

Saint Ann Parish / Runaway Bay

4 10 3 nights min

  • 4 bedrooms
  • sleeps 10
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden
It doesn’t get much better than this! Our new private 6000 square foot villa has been meticulously built and designed to ensure you have the best of the best with air conditioning in all of our sleeping areas. Boasting two full size bedrooms each with queen beds and one …see more

from $299 / night

$2,000 / week

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avg. 1 hour 46 minutes

from $299 / night

(8) Excellent 

23

Caribbean Vacation villa rental

Arrondissement of Le Marin / Le Diamant

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Nearest beach 0.8 mi
  • Swimming pool
  • Child friendly
At only 800 meters from the beach and town center, the Palm Grove Estate is an exceptional place. Villa Maracudja contemporary Caribbean style sits on a park of 7200 m² invites walks. Several 'Gazebos' (Asian carbets) allow daydream with the pool set in a Zen spirit. Th …see more

from $264 / night

$1,849 / week

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from $264 / night

(34) Excellent 

17

Vacation townhouse with swimming pool, golf nearby 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 $366 / night

$2,561 - $6,174 / week

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avg. 2 hours 2 minutes

from $366 / night

(3) Excellent 

13

Vacation villa rental

Basse-Terre Island / Trois Rivieres

5 11 7 nights min

  • 5 bedrooms
  • sleeps 11
  • 7 nights min
  • Nearest beach 5 mi
  • Swimming pool
  • Child friendly
The Caribbean Ashanti Lodge is located in the town of Trois-Rivieres in Basse-Terre, Guadeloupe. African inspiration, this lodge will host a big family or friends up to 10 people. At the heart of a flowery garden of approximately 1000 m² nestles an authentic box colorfu …see more

from $148 / night

$1,037 - $1,843 / week

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from $148 / 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

(3) Good 

13

Vacation home rental

Arrondissement of La Trinite / La Trinite

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
F2 les pieds dans l'eau, 1 chambres, 1 salles de d'eau, 40 m2, accés direct à la mer, cuisine aménagée lave linge ,TV, décorée avec goût, plage accessible à pied, très calme, en parfait état. Aménagement idéal et complet pour vos semaines de vacances dans une cadre de …see more

from $58 / night

$403 / week

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from $58 / night

(4) Excellent 

20

Caribbean Vacation home rental

Arrondissement of La Trinite / Gros-Morne

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 15 mi
  • Child friendly
Our lodge can accommodate 6 people. It has 2 bedrooms, a living room equipped with a sofa bed. The kitchen offers all the elements necessary to the achievement of small dishes to share our culinary specialities: oven, microwave, fridge, freezer. The rooms have mosquito …see more

from $58 / night

$460 - $621 / week

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from $58 / night

(5) Excellent 

10

Vacation villa in Caribbean

Eleuthera / South Palmetto Point

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Seabreeze Unit of Thompson's Seaside Villa ....... 1 Bedroom Unit which gives you a view of the Caribbean Sea right from your bed. Ideal for a couple's honeymoon, anniversary, vacation or get-away. The unit has Queen Bed & Shower facility, Counter-top with stools, S …see more

from $125 / night

$800 / week

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Responds fast!
avg. 3 hours 50 minutes

from $125 / night

(34) 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 $111 / night

$778 / week

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from $111 / 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 $134 / night

$933 - $1,843 / week

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from $134 / night

(6) Very Good 

15

Caribbean Vacation villa rental

West End Village / Shoal Bay West

2 5 3 nights min

  • 2 bedrooms
  • sleeps 5
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Child friendly
The CATALINA Shoal Bay Villa is a new ocean view, Caribbean style, high quality, affordable development on ¼ acre of land. The villa is rented for holidays or longer term.The unique private residence villa is elegant, inviting, exceptional with conveniences designed for …see more

from $150 / night

$995 / week

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from $150 / night

(1) Excellent 

13

Guadeloupe Vacation home rental

Grande-Terre Island / Le Gosier

3 6 4 nights min

  • 3 bedrooms
  • sleeps 6
  • 4 nights min
  • Nearest beach 3 mi
  • Swimming pool
  • Child friendly
The KAZAYO offers a holiday home of about 130m2 on the town of Gosier. At 8 km from Sainte-Anne and 21 km from Saint-François. The villa has a private entrance, a large terrace overlooking the pool that is available, a fully equipped kitchen (dishwasher, washing machine …see more

from $116 / night

$727 - $981 / week

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avg. 1 hour 10 minutes

from $116 / night

18

Vacation home in Caribbean

Little Exuma / William's Town

6 16 3 nights min

  • 6 bedrooms
  • sleeps 16
  • 3 nights min
  • Child friendly
Vacation in paradise!! Step out of the airport and be greeted by one of our local friends who will escort you to this spectacular home on "the cut beach". This is beautiful 2 mile stretch of private beach is only accessible to the owners and guests of the 6 estate home …see more

from $1,350 / night

$8,450 / week

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from $1,350 / night

(22) Very Good 

35

Vacation apartment with swimming pool in Caribbean

Saint Peter Parish / Mullins

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • 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 $262 / night

$1,830 / week

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from $262 / night

(1) Very Good 

9

Vacation bungalow rental

Basse-Terre Island / Bouillante

1 4 5 nights min

  • 1 bedroom
  • sleeps 4
  • 5 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly
Enjoy your stay in Bouillante, the bungalow is located above the beach Malendure Reserve Cousteau view, you can get there on foot (100m). We are close to the road to the crossing that links to the mainland, between the volcano La Soufrière and Deshaies (Botanic Garden f …see more

from $87 / night

$605 / week

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from $87 / night

(1) Very Good 

28

Dominica Vacation guest house rental

Saint Andrew Parish / Calibishie

1 6 1 night min

  • 1 bedroom
  • sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Ask about children
Calibishie Sandbar is only a 20 minute drive from Douglas-Charles airport. The ideal location for arriving / departing flights. For your convenience we are pleased to offer one night stays. We would like to inform guests... the bar/restaurant will be closed:- Repair …see more

from $85 / night

$659 - $1,359 / week

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avg. 1 hour 25 minutes

from $85 / 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

$740 / week

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from $106 / night

7

Vacation home in Jamaica

Montego Bay / Rose Hall

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning
This property is a two bedroom cozy house, home away from home that is tastefully decorated. It is situated in a scenic community of Rosehall, Montego Bay. This beautiful home has seaview scenery, and is just 20 minutes from the airport. This house is a open plan wit …see more

from $72 / night

$503 / week

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from $72 / night

(5) Very Good 

5

Vacation apartment in Guadeloupe

Iles des Saintes / Terre-de-Haut

1 6 2 nights min

  • 1 bedroom
  • sleeps 6
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
spacieux studio pour 2 à 5 adultes ou 4 adultes +2 enfants d'un beau volume avec sa charpente traditionnelle, idealement situé au centre de l'île à proximité de tous commerces ,restaurants ( ,moins de 5mn à pied ) , mais en dehors dr l'agitation du bourg dans un qua …see more

from $89 / night

$558 / week

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avg. 2 hours 24 minutes

from $89 / night

(3) Very Good 

8

Vacation bungalow rental

Grande-Terre Island / Le Gosier

1 3 3 nights min

  • 1 bedroom
  • sleeps 3
  • 3 nights min
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning
You have your terrace and garden in this nice bungalow very close to the sea. An open kitchen on the terrace, a shower room, a large room with air conditioning complete the set. On foot you can reach the beach and the port of Saint Felix. See you soon …see more

from $52 / night

$345 - $547 / week

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from $52 / 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

$517 - $632 / week

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from $75 / night

(1) Excellent 

16

Vacation villa with swimming pool in Caribbean

Basse-Terre Island / Sainte Rose

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 0.15 mi
  • Swimming pool
  • Child friendly
On the Leeward Coast, with the Caribbean Sea in daily wallpaper, this beautiful Creole villa is the privileged place of this stay in the tropics you've always dreamed of ... Half way between Deshaies and Sainte Rose you enjoy its peace and tranquility in this former hot …see more

from $162 / night

$1,129 - $2,096 / week

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Responds fast!
avg. 1 hour 38 minutes

from $162 / night

(12) 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 $374 / night

$2,614 - $5,227 / week

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avg. 1 hour 36 minutes

from $374 / night

(3) Excellent 

15

Grenada Vacation apartment rental

Saint George Parish / Westerhall

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
Baywatch Apartment is a spacious self-contained unit attached to our home in quiet and peaceful residential area overlooking Westerhall Bay, with panoramic views over the Caribbean Sea. It is only 200 metres from the main road that runs between Grand Anse/St Georges to …see more

from $75 / night

$525 / week

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from $75 / night

(1) Very Good 

5

Caribbean Vacation bungalow rental

Grande-Terre Island / Sainte-Anne

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
Pretty comfortable bungalow near the most beautiful beaches of Guadeloupe and shops. quiet residential area. Small garden and terrace with barbecue The bungalow studio type including 1 double and 1 sofa bed for 1 person. The bungalow understand a fully equipped kitchen …see more

from $41 / night

$283 - $403 / week

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Responds fast!
avg. 1 hour 59 minutes

from $41 / night

(4) Excellent 

11

Caribbean Vacation apartment rental

Arrondissement of Le Marin / Les Anses d'Arlet

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Nearest beach 0.3 mi
  • Child friendly
Type T3 apartment of 82 m2 with terrace of 62 m2. Breathtaking views over the bay of Anses d'Arlet. Located 5 minutes walk from the town center and the beach. It consists of a lounge, a fully equipped kitchen (4 gas hobs, fridge-freezer, dishwasher, washing machine, mic …see more

from $128 / night

$891 - $1,113 / week

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from $128 / 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