50 Best Caribbean Villas on Holiday Lettings - Vacation rentals

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28,700 Vacation rentals

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(6) Excellent 

18

Caribbean Vacation studio rental

Saint-Martin / Baie Nettle

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Air conditioning
This nicely decorated studio is located in the Nettle Bay Beach Club. Very cozy, the ideal getaway for 2. It has a good sized living/bedroom,, and a small but sufficient kitchen, and a beautiful shower room. Completely renovated recently. Studio also features a nic  …see more

from $89 / night

$556 - $801 / week

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from $89 / night

(24) Excellent 

24

Vacation villa with swimming pool in Antigua and Barbuda

Willikies / The Peninsula

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
This villa is for those who enjoy peace and tranquillity. The stunning waterfront location at the Peninsula along with the contemporary style is what sets this holiday home apart from others. The villa looks out from the Peninsula, towards Pelican Island and the reef  …see more

from $216 / night

$1512 - $3024 / week

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from $216 / night

6

Vacation apartment in Caribbean

All Saints / Buckleys Heights

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Ask about children
The Buckleys Country Club has its own distinctive flavour that will exceed your expectations and transform your moments on the island into everlasting memories. Land, water, wind and sun in perfect harmony as nature intended will greet you daily. Indulge yourself and d  …see more

from $70 / night

$441 - $618 / week

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from $70 / night

(23) Excellent 

24

Vacation villa in Caribbean

Speightstown / Heywoods

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
This sunny, bright, spacious villa is set in a tranquil friendly neighbourhood. The villa is surround by beautiful palm and mango trees with it's own lush garden surrounding the villa.The kitchen, dining area and lounge is open plan, with double French doors leading on  …see more

from $126 / night

$813 - $1220 / week

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from $126 / night

(6) Very Good 

21

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
  • Nearest beach 0.001 mi
  • Swimming pool
Welcome to our beautiful Bajan villa, Westshore, an exquisitely built beachfront villa, finished to very high standards.Just a few kilometers North of Holetown, near Weston, this beautiful beach villa makes a perfect vacation home. It's located on one of the most attrac  …see more

from $504 / night

$3150 - $6300 / week

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from $504 / night

(5) Excellent 

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 $348 / night

$2084 - $2679 / week

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from $348 / night

(10) Excellent 

18

Vacation villa with swimming pool in Caribbean

Tobago / Mount Irvine

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
As soon as you walk through the front door you are struck by the sheer tranquillity and elegance of your surroundings. Mot Mot Lodge is beautifully appointed with everything you could wish for to make your stay a relaxing and rejuvenating experience. A short walk throug  …see more

from $290 / night

$2029 / week

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from $290 / night

(15) Excellent 

16

Vacation apartment with swimming pool in Caribbean

Mullins / Beacon Hill

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
Cool Runnings is a fully air conditioned spacious 2 bedroom, 2 en suite bathroom apartment, with separate powder room. It boasts its own spacious private terrace, tropical garden, and private pool .It is situated at the rear and quietest part of the small Beac  …see more

from $189 / night

$1323 - $2892 / week

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from $189 / night

(2) Excellent 

12

Bermuda Vacation apartment rental

Southampton Parish / South Shore

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • 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 $296 / night

$2066 / week

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from $296 / night

(2) Excellent 

14

Bungalow rental in Caribbean

Arrondissement of Le Marin / Ducos

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Beach/lakeside relaxation
  • Car not necessary
  • Air conditioning
Meublé de tourisme classé 2**.Tout confort,TV Canal caraïbes,BBQ,Wifi, literie fourni... entièrement équipé pour deux personnes et un enfant.. Situé à DUCOS, commune du centre sud de l'île. Accès rapide à toute les destinations.Accueil chaleureux  …see more

from $65 / night

$385 / week

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from $65 / night

(17) Excellent 

35

Vacation apartment with swimming pool in Caribbean

Saint Peter Parish / Mullins

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 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 $208 / night

$1449 - $3119 / week

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from $208 / night

(1) Excellent 

15

Vacation apartment in Caribbean

Saint James Parish / Weston

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Lantana 24 is a stunning first floor 3 bedroom, 2 bathroom apartment. Located in the quieter block it enjoys fabulous sea views of the West Coast and is ideal for families or couples. This modern apartment is stylishly furnished and equipped for a very comfortable stay.  …see more

from $126 / night

$882 - $1298 / week

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from $126 / night

(1) Excellent 

10

Arrondissement of Saint-Pierre / Le Precheur

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly

 …see more

from $49 / night

$299 - $389 / week

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from $49 / night

(9) Excellent 

19

Vacation cottage in Caribbean

Trinidad / Maracas Bay

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 9 mi
  • Private garden
La Vapeur Estate is located at the summit at the third highest point in Trinidad, which is located in the southern Caribbean. With stunning sea and mountain views, the property's wood cabin offers a private, luxurious and serene getaway with spectacular views of th  …see more

from $99 / night

$688 / week

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from $99 / night

(10) Excellent 

18

Vacation villa with swimming pool in Caribbean

Bottom Bay / Apple Hall

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
CouCou is the perfect villa for a group of 6 or less, from the bright and airy living and dining room to an extended patio with additional dining furniture, including a family size gas BBQ wich enhances the outdoor experience. The pool and loungers are an added bonu  …see more

from $126 / night

$832 / week

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from $126 / night

20

Grande-Terre Island / Saint Francois

1 4 4 nights min

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

 …see more

from $105 / night

$385 - $496 / week

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from $105 / night

(9) Excellent 

23

Vacation villa accommodation

Saint James Parish / Holder's Hill

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
From the top of the hill a bird's eye view of the Caribbean sea. The Villa is arranged on two floors: a large open plan area on the ground floor with Kitchen, lounge and diner. 3 large air conditioned bedrooms upstairs and 2 bathrooms. swimming pool, gardens and covere  …see more

from $135 / night

$945 - $1134 / week

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from $135 / night

(28) Excellent 

20

Barbados Vacation villa rental

Bottom Bay / Apple Hall

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Sunrise Villa is located at Bottom Bay, St Philip in a small development of 25 properties named Atlantic Rising. To keep the villa fresh and new the owners have upgraded the indoor and outdoor furniture, further adding to the accent on outdoor living and relaxation. Sun  …see more

from $114 / night

$750 - $1279 / week

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from $114 / night

(4) Excellent 

20

Barbados Vacation apartment rental

Saint James Parish / Holetown

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning
SPECIAL OFFER FOR JULY & AUGUST 2016 - BOOK ONE WEEK AND RECEIVE THE SECOND WEEK HALF PRICE- EMAIL FOR QUOTE. This development is situated in Jamestown Park, Holetown, in the heart of Barbados' west coast. The apartments are only a 4 minute walk to Settlers beach; also  …see more

from $93 / night

$649 - $977 / week

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from $93 / night

(44) 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.L  …see more

from $298 / night

$2084 - $4897 / week

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from $298 / night

(15) Very Good 

17

Iles des Saintes / Terre-de-Haut

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from $137 / night

$823 - $1159 / week

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from $137 / night

(1) Excellent 

22

Arrondissement of Fort-de-France / Le Lamentin

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $235 / night

$748 / week

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from $235 / night

(16) Excellent 

17

Vacation townhouse with swimming pool in Caribbean

Saint James Parish / Holetown

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool
With interior spaces inspired by New York lofts,12 ft high ceilings, huge rooms, and plenty of natural light, Hillside Villas at Limegrove is a unique Caribbean environment. With over 3,400 sq feet of internal space, over three floors, with three double bedrooms and bat  …see more

from $353 / night

$2470 - $5028 / week

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from $353 / night

(18) Excellent 

20

Caribbean Vacation villa rental

Castara / Englishman's Bay

5 8 Min stay varies

  • 5 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 $144 / night

$1008 - $1827 / week

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from $144 / night

(15) Excellent 

21

Vacation lodge in Caribbean

Great Exuma / George Town

3 8 5 nights min

  • 3 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Seabreeze Lodge is located on Bonefish Flats in Great Exuma. Step into the sea from the property or use our heated, freshwater swimming pool. It is is ideal for 2 families or groups of fishermen. Located on the water of Bonefish Flats in Great Exuma, wade into the water  …see more

from $417 / night

$2917 / week

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from $417 / night

(14) Excellent 

23

Vacation townhouse with shared pool in Caribbean

Saint James Parish / Fitts

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.25 mi
  • Swimming pool
Welcome! This is a two bedroom holiday villa situated in Fitts Village on the spectacular West Coast of Barbados. It is one of fourteen homes just two miles away from Sandy Lane on a small gated estate. They are set in tropical gardens with a shared pool. The vi  …see more

from $89 / night

$744 / week

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from $89 / night

(4) 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

$794 / week

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from $125 / night

(7) Very Good 

18

Studio rental in Caribbean with shared pool

Marigot / Nettle Bay Beach Club

Studio 2 7 nights min

  • Studio
  • Sleeps 2
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning
Mon Chouchou, romantic hideaway for 2Our pretty studio is located upstairs, second floor, in the 'Nettle Bay Beach Club', a famous residence right on the beach.It was completely renovated and refurbished, works finished beginning March 2015. Brand new  …see more

from $89 / night

$620 - $855 / week

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from $89 / night

(14) Excellent 

15

Vacation villa with swimming pool in Barbados

Saint James Parish / Holetown

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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 $251 / night

$1752 - $3282 / week

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from $251 / night

(10) Excellent 

24

Grande-Terre Island / Sainte-Anne

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $214 / night

$908 - $1602 / week

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from $214 / night

(6) Excellent 

24

Caribbean Vacation villa rental

Saint Paul Parish / Mamora Bay

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
The villa is privately owned, recently renovated and very well maintained. It has terracotta tiled floors and large patio doors to all living rooms, and the cooling Caribbean trade winds blow throughout, so although there is air conditioning to all rooms, there is rarel  …see more

from $179 / night

$1260 - $1890 / week

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from $179 / night

(1) Excellent 

9

Vacation home in Caribbean

Saint Joseph Parish / Bathsheba

2 3 4 nights min

  • 2 bedrooms
  • Sleeps 3
  • 4 nights min
A beautiful wooden house set among the trees in the rural parish of St. John. It´s a beautifully designed home, with an open plan and two levels of decks and terraces with amazing views of the Atlantic coast. Talking Trees is for the more adventurous traveller, who pr  …see more

from $95 / night

$645 - $667 / week

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from $95 / night

(6) Very Good 

23

Samana Province / Las Terrenas

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.15 mi
  • Child friendly

 …see more

from $33 / night

$214 - $396 / week

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from $33 / night

(11) Excellent 

14

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

Antigua / Friars Hill

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary
Situated on the beach on Dickenson Bay, one of the Caribbean's most highly rated beaches, our studio apartment is one of just 98 privately owned, and situated on the same beach and next to Sandals grande Antigua.Furnished with a new king size bed and double  …see more

from $100 / night

$693 - $1103 / week

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from $100 / night

(3) Very Good 

22

Vacation villa rental

Saint James Parish / Holetown

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 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 $162 / night

$1134 - $1947 / week

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from $162 / night

(3) Excellent 

11

Arrondissement of Le Marin / Le Marin

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Air conditioning

 …see more

from $199 / night

$1389 / week

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from $199 / night

13

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, air-conditioned 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 An  …see more

from $75 / night

$521 / week

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from $75 / night

(11) Excellent 

17

Vacation home with swimming pool in Caribbean

Willikies / The Peninsula

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
ABOUT THE HOMEPelican House was principally designed as a family home and has been used as such since it was built approx. 6 years ago. The area was chosen because of the stunning views and for its peaceful and restful ambience being in an area less populated an  …see more

from $341 / night

$2268 - $2514 / week

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from $341 / night

(5) Excellent 

15

Vacation villa in Caribbean

Saint Peter Parish / Gibbes

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Villa Chelbarina is a newly renovated home. It is clean, bright, spacious and enjoys a luxurious breeze most of the year. The home is across the road from the two of the best beaches on the island. The villa is set back from the main road and is quite large and perfect  …see more

from $189 / night

$1228 - $1938 / week

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from $189 / night

6

Sint Maarten / Oyster Pond

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Air conditioning

 …see more

from $121 / night

$845 - $1047 / week

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from $121 / night