50 Best Caribbean Villas on Holiday Lettings - Vacation rentals

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21,716 Vacation rentals

28

Apartment rental in Caribbean

Arrondissement of Le Marin / Sainte-Anne

1 5 1 night min

  • 1 bedroom
  • Sleeps 5
  • 1 night min
  • Child friendly
  • Pet friendly
STUDIO LOCATED IN ANSE CARITAN 1 KM OF THE VILLAGE OF SAINT ANN E ALL SHOPS, DOCTORS, NURSES, RESTAURANTS, NIGHTLIFE. 300 M FROM THE BEACH OF THE RESIDENCE AND 10 MINUTES BY CAR AND 1:15 IN TOURING THE MOST BEAUTIFUL BEACH ISLAND "ANSE SALINE". VIEW OF CARIBBEAN SEA, AI …see more

from $82 / night

$581 / week

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from $82 / night

(2) Excellent 

26

Dominican Republic Vacation villa rental

Samana Province / Las Terrenas

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 0.15 mi
  • Swimming pool
  • Child friendly
The Villa is 140 Mq on two floors with a wide garden of another 150 Mq, sharmly decorated with a plenty of tropical plants. The building architecture is distinguished by an elegant and a cosy white colonial style. Located in the heart of one gated that showcases a lush …see more

from $100 / night

$500 - $570 / week

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from $100 / 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 $133 / night

$929 - $1,742 / week

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from $133 / 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 $58 / night

$407 - $594 / week

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from $58 / 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 $135 / night

$941 - $1,858 / week

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from $135 / night

(7) Very Good 

15

Vacation home with swimming pool in Caribbean

Maxwell / Fairholme Gardens

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Swimming pool
19a (property ref 31704) & 19b (property ref 31705) Fairholme Gardens are situated in a quiet residential area just 5 mins walk from Maxwell beach. Nearest bar 2 mins walk, other bars and shops close by. Lively St Lawrence Gap with restaurants and nightlife just 20 mi …see more

from $133 / night

$930 / week

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from $133 / night

(1) Excellent 

10

Vacation bungalow rental

Basse-Terre Island / Lamentin

1 3 4 nights min

  • 1 bedroom
  • Sleeps 3
  • 4 nights min
  • Nearest beach 13 mi
  • Swimming pool
  • Child friendly
Lamentin, beautiful T2 bungalow recently built 35M. Bright and airy it is located in the countryside and you will have a garden and private parking. In privacy enjoy the view over the bay of Grand Cul Sac Marin and panoramic views of the countryside. A dip in the pool a …see more

from $53 / night

$320 / week

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Responds fast!
avg. 1 hour 3 minutes

from $53 / night

(1) Excellent 

27

Vacation condo with shared pool in U.S. Virgin Islands

St. Thomas / St Thomas East

1 7 7 nights min

  • 1 bedroom
  • Sleeps 7
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
WELCOME to the one of the most amazing condos at the Sapphire Beach! Book with us and you will not be disappointed - we treat our guests with the respect they deserve. We are online and ready to help you with any questions before and during your stay. Many of our guests …see more

from $715 / night

$4,999 / week

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from $715 / night

(4) Excellent 

18

Vacation cottage with shared pool, golf nearby in Caribbean

Saint James Parish / Prospect

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Cottage 3 Amazing West Coast location within a sea side compound. About the size of a hotel room, this charming Luxurious Studio Cottage features a pull down queen sized wall bed. Upscale, clean and modern interior design. Also features a fully equipped kitchen a …see more

from $110 / night

$750 / week

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from $110 / night

11

Caribbean Vacation apartment accommodation

Arrondissement of Le Marin / Le Vauclin

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 5 mi
  • Child friendly
  • Air conditioning
rent a beautiful villa top F3 newly renovated quiet in height vauclin, the beach road, and the best kite spots, with beautiful countryside views, air conditioning, wifi. the equipment of this apartment will allow you to only arrive with your suitcases contact us !!! …see more

from $71 / night

$353 / week

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from $71 / night

(22) Very Good 

11

Vacation apartment in St. Lucia

Laborie Quarter / Laborie

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Beach/lakeside relaxation
  • Car not necessary
  • Private garden
Situated in a fantastic location in Laborie in the south of st Lucia. This is new apartment underneath the owners newly renovated greenheart house. Kitchen with cooking facilities, fridge, microwave, wifi, and hot water shower in a wet room and large balcony overlook …see more

from $64 / night

$447 - $465 / week

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Responds fast!
avg. 2 hours 57 minutes

from $64 / night

(1) Very Good 

9

Vacation bungalow rental

Basse-Terre Island / Bouillante

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • 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 $82 / night

$511 - $691 / week

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from $82 / night

9

Caribbean Vacation bungalow accommodation

Basse-Terre Island / Sainte Rose

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Nearest beach 0.6 mi
  • Swimming pool
  • Child friendly
Our bungalow is ideal for lovers of hiking, relaxation and its location allows departures visits to the two wings of this butterfly. The setting and the neighborhood are very nice and quiet. You can reach several beaches within 5 minutes walk. Many restaurants within 15 …see more

from $53 / night

$366 / week

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from $53 / night

(57) 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 12 minutes

from $300 / 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 $93 / night

$651 - $784 / week

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Responds fast!
avg. 50 minutes

from $93 / 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 $58 / night

$407 / week

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from $58 / 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 $119 / night

$829 - $1,168 / week

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Responds fast!
avg. 3 hours 30 minutes

from $119 / 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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Responds fast!
avg. 3 hours 20 minutes

from $150 / 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 $281 / night

$1,963 - $2,021 / week

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from $281 / night

(1) Excellent 

16

Caribbean Vacation apartment rental

Grande-Terre Island / Le Gosier

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
Agréable appartement de 2 à 4 personnes. situé au-rez-de-villa dans un lotissement calme. Il est proche des commerces environ 800 mètres. La plage la plus proche est à 600 mètres. La nationale 4 (axe pointe-a-pitre - gosier - St Anne) est à 45 mètres. L'aéroport est à 1 …see more

from $50 / night

$360 / week

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from $50 / night

(13) Excellent 

23

Vacation villa with swimming pool in Caribbean

Saint James Parish / Weston

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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

$6,650 / week

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from $950 / night

(10) Very Good 

22

Apartment rental in Barbados

Saint Philip Parish / Bel Air

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Child friendly
Our cool and breezy apartment is just 2 minutes walk from famous Crane Beach, the location of Crane Resort, the Caribbean',s first resort hotel. This pink sand beach is perfect for sun bathing and surfing. The apartment comfortably fits four. Great for children of all a …see more

from $90 / night

$625 / week

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from $90 / night

(27) 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 $66 / night

$406 / week

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Responds fast!
avg. 2 hours 21 minutes

from $66 / night

(8) Excellent 

12

Bermuda Vacation apartment rental

Southampton Parish / South Shore

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
A contemporary ocean-front apartment with access to a horizon pool located at the end of a quiet lane on the south shore between West Whale Bay and Church Bay. Ideal for those looking to relax, with panoramic ocean views from every room and a private lawn where you can …see more

from $295 / night

$2,065 / week

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from $295 / night

(5) Excellent 

19

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 $71 / night

$495 - $742 / week

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from $71 / night

5

Caribbean Vacation bungalow rental

Basse-Terre Island / Bouillante

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Moka In the quiet and freshness from the heights of Bouillante, on the edge of the national park. Bungalow with sea view facing the sunset. Close to the Cousteau Reserve paradise for divers. A bath in the middle of the turtles. Small private pool for your punch drink an …see more

from $66 / night

$457 - $537 / week

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from $66 / night

(1) Good 

18

Vacation apartment in Caribbean

Grande-Terre Island / Sainte-Anne

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
Our accommodations are located in the heart of the city, close to all amenities, 200 m from the market and 250 m from the beautiful beach of the village of Sainte-Anne. Enjoy our accommodations for their comfort, their equipment. All rooms are air conditioned. ideal acc …see more

from $84 / night

$502 - $593 / week

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Responds fast!
avg. 2 hours 59 minutes

from $84 / night

(1) Excellent 

36

Vacation apartment in Guadeloupe

Basse-Terre Island / Bouillante

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
CALISSA housing consists of 4 apartments unopposed. It is located between river, mountain and sea, 5 minutes walk from the sea and shops, 5 minutes by car from the beach Malendure and its many leisure (diving, kayaking in the Cousteau reserve) activities. All apartment …see more

from $64 / night

$447 / week

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from $64 / night

(9) Excellent 

13

Vacation apartment accommodation

Basse-Terre Island / Deshaies

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Apartment of 80m2, air conditioned, fully equipped, at the waterfront in the town of Deshaies, panoramic view of the bay, summer kitchen, close to shops and many activities. Terrace overlooking the bay, private access to the small beach at the foot of the apartment, out …see more

from $105 / night

$732 - $2,462 / week

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from $105 / night

14

Studio rental in Martinique

Martinique / Sainte Anne

Studio 3 1 night min

  • Studio
  • Sleeps 3
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
has rent renovated with terrace and sea view studio in new 2014residence with piscineavec kitchenette (fridge, plate induction, microwave, Grill bread, coffee maker, griddle, crockery for 4 personnessalle of shower and wc 2 sleeps 1 person (160 x 200) 1 sleeping 90x190c …see more

from $59 / night

$412 / week

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from $59 / night

(2) Very Good 

16

Caribbean Vacation bungalow rental

Basse-Terre Island / Pointe-Noire

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 3 mi
  • Swimming pool
  • Air conditioning
In a lush garden of 4000m², nestle our 4 charming bungalows in wood. The pool in the shade of royal palms hands you deckchairs to relax after your day of exploring the wonders of our beautiful island. TOULOULOU is ideal for 1 couple, Cross the bridge and you will have 1 …see more

from $93 / night

$691 - $799 / week

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Responds fast!
avg. 2 hours 30 minutes

from $93 / night

24

Vacation condo with shared pool in Caribbean

St. Thomas / East End

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
WELCOME to the one of the most stunning condos at the Sapphire Beach! BOOK with us and you will not be disappointed - we treat our guests with the respect they deserve. We are online and ready to help you with any questions before and during your stay. Many of our guest …see more

from $350 / night

$2,450 / week

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from $350 / 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 $293 / night

$1,860 / week

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Responds fast!
avg. 2 hours 5 minutes

from $293 / night

(2) Excellent 

11

Vacation villa with shared pool in Barbados

Saint Peter Parish / Speightstown

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
LUXURY BEACHFRONT PROPERTY. Schooner Bay 108 is a luxurious west coast beach front villa. It lies on a white sandy beach on the famous west coast of Barbados. Being part of a private residents gated property it includes a shared pool, hot tub jacuzzi, pool deck, gardens …see more

from $300 / night

$2,100 / week

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from $300 / 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 $107 / night

$685 / week

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from $107 / night

(2) Excellent 

32

Vacation apartment with shared pool in Caribbean

Saint-Martin / Baie Nettle

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
It is indeed a wonderful apartment, completely renewed, very well equipped for 4 persons, The bathroom is with a Caribbean shower, a washing machine is available. Sheets, towels and beach towels are included. In the air-conditioned main room, you have a king size bed , …see more

from $99 / night

$691 / week

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from $99 / night

14

Vacation villa in Caribbean

Eleuthera / South Palmetto Point

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Thompson's Seaside Villa can accommodate 12 adults in 4 separate Units., 1. Seagull (2bed/2bath) , 2. Seagrape (1 bed/Shower), 3. Seashell (2bed/2Bath) & 4. Se …see more

from $195 / night

$1,200 / week

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Responds fast!
avg. 2 hours 48 minutes

from $195 / night

(1) Good 

18

Vacation studio rental

Grande-Terre Island / Pointe-a-Pitre

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning
HELLO HELLO AND WELCOME TO ALL AND EVERYONE WELCOME We are making this seasonal rental for a few days, week or month. The studio overlooking the Marina Pointe a Pitre / Gosier is situated on the waterfront close to all the shops, dry cleaners, restaurants, tapas bars, b …see more

from $47 / night

$326 - $407 / week

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from $47 / night

(7) Excellent 

31

Caribbean Vacation villa rental

Saint James Parish / Holetown

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Great quite location in an area with villas only. Within about a 5 minutes walk to the private Beach Club (you have free access to) with pool just by the sea, also close to Sandy Lane beach and other wonderful beaches. Lovely patio - sun from late morning until sunset. …see more

from $253 / night

$1,767 - $2,046 / week

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Responds fast!
avg. 2 hours 34 minutes

from $253 / night

22

Condo rental in St Martin / St Maarten

Saint-Martin / Orient Bay

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Spacious studio located in the Mount Vernon (former hotel) residence with access direct to the beach at Orient Bay, a large swimming pool, 2 tennis courts, parking. Ideal for relax, bask in the Sun, make nautical activities (diving, kit surf...), discovery walks, shoppi …see more

from $87 / night

$604 - $767 / week

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from $87 / night