50 Best Caribbean Villas on Holiday Lettings - Vacation rentals

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Caribbean

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21,401 Vacation rentals

(27) 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 $167 / night

$1,167 - $1,843 / week

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from $167 / 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 $400 / night

$2,800 - $5,600 / week

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avg. 1 hour 44 minutes

from $400 / night

(16) Excellent 

24

Caribbean Vacation villa rental

Saint James Parish / Holetown

7 16 4 nights min

  • 7 bedrooms
  • Sleeps 16
  • 4 nights min
  • 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 $770 / night

$5,390 / week

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avg. 3 hours 55 minutes

from $770 / night

(5) 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 - $2,100 / week

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avg. 3 hours 8 minutes

from $250 / night

(33) Excellent 

17

Vacation townhouse with swimming pool, golf nearby in Caribbean

Saint James Parish / Holetown

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • 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 $392 / night

$2,744 - $6,615 / week

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avg. 2 hours 15 minutes

from $392 / night

(4) Excellent 

20

Villa rental in Caribbean with swimming pool

Curacao / Sint Willibrordus

5 10 6 nights min

  • 5 bedrooms
  • Sleeps 10
  • 6 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.8 mi
  • Swimming pool
(NL) Villa Grosso stands for luxury and comfort, lying on the revamped resort Coral Estate with, among others, restaurant and pool Character Coral. 15 minutes drive from Hato airport. The most beautiful beaches of the island are relatively close and easy to reach by car …see more

from $369 / night

$2,579 / week

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from $369 / night

5

Caribbean Vacation bungalow rental

Basse-Terre Island / Deshaies

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Nearest beach 3 mi
  • Swimming pool
  • Child friendly
In a context of intimate and tranquil greenery within 100 meters of the botanical garden. Three wooden bungalows, charming, air-conditioned and naturally ventilated. Very well located for the discovery of Basse-Terre. Do not hesitate to visit our website bungalowsboisca …see more

from $86 / night

$504 - $664 / week

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avg. 3 hours 35 minutes

from $86 / night

(25) 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 $175 / night

$1,911 - $3,577 / week

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from $175 / night

8

Home rental in Caribbean

Saint Catherine Parish / Old Harbour

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 30 mi
  • Child friendly
  • Car not necessary
2 Bedrooms, 1 Bathroom, Sleeps 4 This Beautiful Two Bedroom House Is Nestled In The Foothills Of New Harbour, St. Catherine. The House Is Located 25 Minutes from Kingston,45 minutes from Norman Manley Airport, 20 mins to Hellshire Beach, 25 mins to Caymanas Race Track …see more

from $63 / night

$343 - $1,078 / week

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avg. 1 hour 13 minutes

from $63 / night

(11) Excellent 

16

Vacation townhouse with swimming pool in Caribbean

Enterprise / Cottonbay

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
This 3 bedroom, 3 bathroom home is located on a quiet street, in a gated community on the south coast of the island. The property is located near the end of a cul-de-sac with very limited traffic flow and makes a wonderful home away from home for couples and families al …see more

from $170 / night

$1,190 - $1,330 / week

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from $170 / night

14

Apartment rental in Caribbean

Le Gosier / Sainte-anne

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Holiday and relaxing 3 offers the following advantages:-a capacity of 4 people. Ideal family. -PAS car need because ideally located: close to all amenities (restaurants, bakeries, pharmacies, doctors, post office, banks...). -Ultra clean: 'new perfume!' -A terrace f …see more

from $62 / night

$430 / week

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from $62 / night

(10) 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 $420 / night

$2,940 - $3,920 / week

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avg. 2 hours 35 minutes

from $420 / night

9

Grenada Vacation apartment rental

Saint George Parish / South Coast

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Nearest beach 0.5 mi
  • Swimming pool
  • Suitable for children age 5+
Its all about relaxing,but your minutes away from all the action.situated in the gated community of fort Jeudy ,St Georges The apartments sit in 'Windy Trace' as the name suggests there is always a cooling breeze coming off the Atlantic with a local beach 10 minutes wa …see more

from $97 / night

$616 - $754 / week

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avg. 3 hours 13 minutes

from $97 / night

(1) Very Good 

23

Vacation bungalow rental

Arrondissement of La Trinite / Marigot

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Little Caribbean style cottage by a sandy beach and sea with waves, Wonderfull view of the bay and pyramid rock. In the green north of the island. Calm and tranquille with a large tropical garden of flowers and birds. Ideal for a couple or family. Giant turtles come to …see more

from $74 / night

$479 - $528 / week

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from $74 / night

15

Vacation villa with shared pool, golf nearby in Caribbean

Saint Mary Parish / Jolly Harbour

2 5 5 nights min

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child friendly
Cool Breeze is offered for rent on a weekly or monthly basis. Discounts apply for monthly stays of 1 month 10%. 2 months 15% and 3 months 20%. Check in is 4PM with a same day turnaround of guests and 3PM with no same day turn around. Check out is strictly 10AM unless …see more

from $135 / night

$945 / week

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avg. 1 hour 43 minutes

from $135 / night

(19) 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 $162 / night

$1,136 - $2,059 / week

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from $162 / night

(8) Excellent 

21

Vacation b&b with golf nearby in Grenada

Saint George Parish / St. George's

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
Accommodation in the Golf Course area of St. George's on the beautiful island of Grenada.Walking distance to Grand Anse beach (15 - 20 minutes) and Golf Course (5 minutes)Bed and self-service continental breakfast offered in this friendly, modest, comfortable home situ …see more

from $58 / night

$406 / week

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avg. 2 hours 18 minutes

from $58 / night

(5) Excellent 

18

Martinique Vacation apartment rental

Arrondissement of La Trinite / Tartane

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden
2 bedroom apartment for 2 to 6 people Located along the beach, in a quiet area, you can enjoy as a couple, with family or friends. You can use the garden (500 m²), barbecuing, or just enjoy the restaurants in the village. Several beaches are available, without you havin …see more

from $74 / night

$516 - $774 / week

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from $74 / night

(11) Excellent 

28

Vacation villa rental

Cap Estate / Villas on the Green

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
Summary: With stunning views over St Lucia's only 18-hole Golf course and set in the picturesque, residential area of Cap Estate, Villa Carouge is a beautiful 3-bedroom luxury villa. Enjoy the private plunge pool and spacious 550sq-ft terrace, equipped with sun lounge …see more

from $194 / night

$1,353 - $1,977 / week

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avg. 1 hour 50 minutes

from $194 / night

(8) Very Good 

37

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

Saint Mary Parish / Jolly Harbour

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
Villa Vista is available for rent on a weekly or monthly basis. We offer discounts of 10% on stays of 1 month. 15% on 2 months and 20% on 3 months. Check in time is 4 pm on same day turn around of guests, and 3 pm when there is no same day turn around of guests. Chec …see more

from $125 / night

$875 / week

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avg. 3 hours 21 minutes

from $125 / night

9

Caribbean Vacation apartment rental

Arrondissement of Le Marin / Trois-Ilets

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Nearest beach 0.1 mi
  • Child friendly
  • Car not necessary
It is a comfortable and functional apartment, with full equipment, integrated in a small residence of 8 apartments. With unlimited Wifi internet connection  From the terrace, the view is clear on Etienne Bay and the beautiful room sea and mountain views. Parking is secu …see more

from $52 / night

$361 / week

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from $52 / night

(3) Excellent 

12

Vacation apartment with shared pool in Barbados

Christ Church Parish / St. Lawrence Gap

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
217 (Shoreshire) Sapphire Beach is a luxury condominium property on the south of the island situated on Dover Beach which is close to the popular St. Lawrence Gap. In addition to its convenient location and attractive design, the property benefits from gated private par …see more

from $325 / night

$2,275 / week

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from $325 / night

6

Guadeloupe Vacation studio rental

Grande-Terre Island / Sainte-Anne

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Nearest beach 3 mi
  • Swimming pool
  • Child friendly
The Sun Studio Gwada is part of an apartment in a quiet residential area. The accommodation is a 5-minute walk from shopping (bakeries, supermarkets) and the bus stop. Guests have access to 5 min drive from the beach Bois Jolan and the village of Saint-Anne. …see more

from $27 / night

$190 - $258 / week

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from $27 / night

(28) 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 rental als …see more

from $80 / night

$500 / week

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avg. 49 minutes

from $80 / night

(1) Very Good 

29

Apartment rental in Caribbean with shared pool

Grande-Terre Island / Saint Francois

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
A few kilometres from the seaside resort of Saint-François, in the Anse des Rochers, we propose you 2 rentals for your holidays in Guadeloupe, at the Zabrico 1 & 2 studios, located in a beautiful area of creole architecture a unique preserved site (tropical Park) with a …see more

from $102 / night

$713 / week

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from $102 / night

(3) Very Good 

6

Vacation studio rental

Arrondissement of Le Marin / Les Anses d'Arlet

Studio 2 7 nights min

  • Studio
  • Sleeps 2
  • 7 nights min
  • Nearest beach 0.3 mi
  • Child friendly
  • Air conditioning
Studio located on the ground floor at 5 min walk from the village center and the beach, in a quiet residential area. Apartment of 29 m2 with 9 m2 terrace. kitchen, 2 electric hotplates, refrigerator-type table-top, electric oven, kettle, toaster. Featuring a double bed …see more

from $58 / night

$403 - $504 / week

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avg. 3 hours 47 minutes

from $58 / night

6

Guadeloupe Vacation home rental

Saint-Claude / Matouba

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
The wooden house offers large openings. There are no windows, useless in this tropical climate. It is fitted with wooden shutters and blinds. The terrace also wood is vast (over 40 m2). You will find a comfortable sitting area, a hammock and a dining area. Enjoy the vie …see more

from $185 / night

$1,290 / week

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from $185 / night

(1) Excellent 

5

Vacation apartment with shared pool in Caribbean

Castries Quarter / Marigot Bay

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Luxurious and spacious Apartment arranged over 2 floors with uninterrupted views of Marigot Bay and the Marina. Part of the newly refurbished 5 * Capella Marigot Bay Resort and Marina which is idyllically set in a lush tropical hillside. Combines the space, benefits an …see more

from $450 / night

$3,150 - $5,250 / week

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from $450 / 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 $125 / night

$874 - $1,231 / week

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avg. 3 hours 5 minutes

from $125 / night

(6) Very Good 

21

Vacation villa rental

Saint James Parish / Holetown

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
LARGE VILLA CAN BE BOOKED AS 4 BEDROOMS OR SEPARATELY WITH 2 BEDROOMS. DISCOUNT BETWEEN MAY AND OCTOBER IF USING ONLY ONE BEDROOM (2 PERSONS).PLEASE EMAIL FOR QUOTE. The villa is situated in Jamestown Park, Holetown, in the heart of Barbados' west coast. The villa is on …see more

from $156 / night

$1,092 - $2,163 / week

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avg. 3 hours 8 minutes

from $156 / night

8

Vacation bungalow rental

Basse-Terre Island / Bouillante

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • 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 $86 / night

$541 - $731 / week

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from $86 / night

(11) Excellent 

23

Vacation villa with swimming pool in St. Kitts and Nevis

Nevis / Barnes Ghaut

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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 minutes …see more

from $240 / night

$1,650 - $1,800 / week

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from $240 / night

(4) Excellent 

22

Vacation apartment with shared pool in Caribbean

Saint James Parish / Holetown

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning
SPECIAL OFFER MAY - OCTOBER, BOOK 2 CONSECUTIVE WEEKS AND RECEIVE THE 3RD WEEK FREE. 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 di …see more

from $154 / night

$871 - $1,085 / week

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avg. 3 hours 8 minutes

from $154 / night

7

Apartment rental in Guadeloupe with shared pool

Grande-Terre Island / Sainte-Anne

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 3 mi
  • Swimming pool
  • Child friendly
Canna The apartment is part of an apartment in a quiet residential area. The accommodation is a 5-minute walk from shopping (bakeries, supermarkets) and the bus stop. Guests have access to 5 min drive from the beach Bois Jolan and the village of Saint-Anne. …see more

from $62 / night

$430 - $628 / week

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from $62 / night

(26) Excellent 

Certificate of Excellence

14

Studio rental in Martinique with shared pool

Arrondissement of Le Marin / Sainte-Luce

Studio 2 6 nights min

  • Studio
  • Sleeps 2
  • 6 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning
In a quiet and secure residence with private parking, charming luxury studio fully equipped for you to enjoy a pleasant stay (kitchen, bathroom with walk-in shower, flat screen TV, internet WIFI). You can dine in peace on the terrace overlooking the pool and the wooded …see more

Certificate of Excellence

from $70 / night

$430 / week

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avg. 2 hours 26 minutes

from $70 / night

19

Guadeloupe Vacation home rental

Iles des Saintes / Terre-de-Haut

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
A Terre high, ideally located 5 minutes walk from the village center, close to all amenities and shops, but away from the bustle in a quiet and well ventilated environment. The range of a larger loop 100 m leading to the small wild cove of Rodrigo handle for quiet bathi …see more

from $113 / night

$725 / week

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from $113 / night

(1) Very Good 

10

Home rental in Caribbean with shared pool

Arrondissement of Saint-Pierre / Le Carbet

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
House furnished in Carbet in the North Caribbean and the Carbet peaks ... Includes: THE PRICE SHOWN IS BASED ON TWO PEOPLE. - an air conditioned room - Fully equipped kitchen (fridge, hob, oven, microwave oven, coffee maker, toaster, kettle, TV) - A bathroom (shower, to …see more

from $74 / night

$516 / week

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from $74 / night

17

Vacation apartment with shared pool in Caribbean

Arrondissement of La Trinite / Le Robert

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Nearest beach 8 mi
  • Swimming pool
  • Air conditioning
The art of living in Martinique Rentals Madeleine are designed to allow you to spend a pleasant stay. Holidays or business stays in Martinique in an enchanting Rentals the madeleine is ideal for a good holiday. • A personalized welcome • An apartment or a comfortable …see more

from $57 / night

$393 / week

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avg. 3 hours 45 minutes

from $57 / night

18

Vacation bungalow rental

Arrondissement of La Trinite / La Trinite

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 0.5 mi
  • Child friendly
  • Air conditioning
We welcome you in two comfortable bungalows surrounded by a garden of Three Miles Square Meters, a very quiet place nearby walk from the city center, bakery, local market, gas station, five minutes from beaches, shopping centers and Nautical activities. Bungalows that a …see more

from $56 / night

$387 / week

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avg. 1 hour 39 minutes

from $56 / night

(11) Very Good 

15

Gite rental in Caribbean with shared pool, golf nearby

Grande-Terre Island / Saint Francois

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child friendly
We offer 6 flats of colorful charms and secured in a residence close to the beach and the lagoon of St Francis. Each unit consists of two double bedrooms (two of them have a triple (3 single beds), a kitchen, a shower room with WC, and a terrace overlooking a tropical g …see more

from $123 / night

$516 - $1,038 / week

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from $123 / night