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1 Aug - 3 Aug
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22 Aug - 24 Aug
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19 Sept - 21 Sept

Featured Villas in Cupecoy

Stunning Beach Front Villa With Infinity Pool
Relax by the pool with a clear view of the sea, surrounded by lounge chairs and a wooden deck.

Stunning Beach Front Villa With Infinity Pool

9.4 out of 10, Exceptional, (13)
"Loved the property. Location was fantastic. Views from the house and description of property really didn’t do it justice. Would definitely recommend to anyone visiting the island. "
Stunning Beach Front Villa With Infinity Pool
Luxury Villa, Walk to beach, BRAND NEW 55KW BACKUP GENERATOR
Escape to a serene beach surrounded by lush greenery, perfect for swimming, sunbathing, and sailing.

Luxury Villa, Walk to beach, BRAND NEW 55KW BACKUP GENERATOR

10.0 out of 10, Exceptional, (102)
"The property was perfect for our family of five, my parents and a sister. Beautiful property!"
Luxury Villa, Walk to beach, BRAND NEW 55KW BACKUP GENERATOR
LITERALLY OCEANFRONT VILLA ALABASTER, DAWN BEACH w private pool ~ Owners' site
Relax by the serene pool surrounded by palm trees and enjoy a clear view of the ocean.

LITERALLY OCEANFRONT VILLA ALABASTER, DAWN BEACH w private pool ~ Owners' site

9.8 out of 10, Exceptional, (88)
"Great experience hope to come again"
LITERALLY OCEANFRONT VILLA ALABASTER, DAWN BEACH w private pool ~ Owners' site
Villa Pinel Waterfront property, Sea View Villa, heated swimming pool, beach
Relax by the pool with a clear view of the sea and boats.

Villa Pinel Waterfront property, Sea View Villa, heated swimming pool, beach

10.0 out of 10, Exceptional, (89)
"Talk about paradise! Villa Pinel is a great house in an amazing location. The views were gorgeous. Kids loved the pool! We were able to hop in kayaks and explore. We also loved the well equipped kitchen and outdoor grill."
Villa Pinel Waterfront property, Sea View Villa, heated swimming pool, beach
Villa Crystal Clear - Luxury Villa with Private Pool
Relax by the ocean with a swim in our pool, featuring a basketball hoop and comfortable lounge seating.

Villa Crystal Clear - Luxury Villa with Private Pool

10.0 out of 10, Exceptional, (18)
"Great location in community with a beautiful beach and restaurant. Comfortable beds, well equipped, great pool and very clean! Had a great stay"
Villa Crystal Clear - Luxury Villa with Private Pool
Romantic Luxurious Peaceful Getaway For A Couple With 200° Sea And Sunset View
Overlooking the beach, this tropical paradise offers serene views of turquoise waters and a sandy shore.

Romantic Luxurious Peaceful Getaway For A Couple With 200° Sea And Sunset View

10.0 out of 10, Exceptional, (122)
"Completely equipped, beautiful location, fabulous view, comfortable bed, excellent barbecue, so many things to enjoy. But what stood out above all was the Supreme Hospitality of our hosts."
Romantic Luxurious Peaceful Getaway For A Couple With 200° Sea And Sunset View
Villa Bonjour water front villa next to Maho
Relax by the ocean with a clear view, surrounded by lush greenery and a small pool.

Villa Bonjour water front villa next to Maho

10.0 out of 10, Exceptional, (13)
"We had a wonderful time celebrating a 50th birthday. Location was perfect. It was close to the airport, airport beach and restaurants. The house was perfect for four couples. The sun came out on the pool deck by 9:00am so plenty of time for swimming and tanning. The house manager was attentive and always available. We highly reccomend staying at Villa BonJour. "
Villa Bonjour water front villa next to Maho
Stunning Villa Movina with Gym, Two Pools, and Breathtaking Views of St. Barts
Relax by the ocean with a clear view from this poolside area, surrounded by lounge chairs and palm trees.

Stunning Villa Movina with Gym, Two Pools, and Breathtaking Views of St. Barts

2.0 star property
10.0 out of 10, Exceptional, (8)
"We absolutely loved our stay at Villa Movina. The home is gorgeous with incredible views of St. Barths. The pictures don’t do it justice. The spaces inside are well appointed with no details missed and the whole home feels like a luxury resort. We stayed for a week with 10 total adults for a birthday celebration and could not have been more pleased with the home. We highly recommend and would come back in a heartbeat to stay again. "
Stunning Villa Movina with Gym, Two Pools, and Breathtaking Views of St. Barts
DREAM 5-Star Premier BEACHFRONT 3 Bedroom Villa + Private Pool
Relax by the serene pool surrounded by lush greenery and palm trees, with a scenic beach view.

DREAM 5-Star Premier BEACHFRONT 3 Bedroom Villa + Private Pool

10.0 out of 10, Exceptional, (100)
"This property is a Home Run! It’s everything it’s advertised as and beyond. Location is GREAT! It is close to many places and good restaurants.We were there for 12 days but wish we were there several more. The host is a gem to work with. We definitely will be back. "
DREAM 5-Star Premier BEACHFRONT 3 Bedroom Villa + Private Pool
Luxury Luxury Luxury Villa living right on the beach ...
Relax by the ocean with a shaded seating area and lounge chairs overlooking the pool.

Luxury Luxury Luxury Villa living right on the beach ...

6.0 out of 10, (2)
"The unit is located in the Coral Beach Resort complex on Dawn Beach. The resort staff were all wonderful and it was amazing to have the additional services - housecleaning, evening turn down, beach attendants, pool cleaners, and concierge services. We also arranged with a local catering company, Fabulous Feasts, for a few catered meals in our villa. You also have access to the Oyster Bay Resort next door. There are 3 restaurants within walking distance, including one right on the beach where you...
Luxury Luxury Luxury Villa living right on the beach ...
One Hundred Million Dollar Yacht On Land 5 star Villa on the ocean
Relax in comfort with a lounge chair and umbrella on the beach.

One Hundred Million Dollar Yacht On Land 5 star Villa on the ocean

9.8 out of 10, Exceptional, (72)
"We loved this house with the sound of the waves and the ocean front view. Pool was great and was a wonderful place to hang out. The house is Close to many things but still feels very private. House was clean and had everything we needed to cook most our meals. "
One Hundred Million Dollar Yacht On Land 5 star Villa on the ocean
FantaSea beachfront, every bedroom facing ocean! Remodeled 2024
Enjoy breathtaking ocean views from the balcony with lush greenery and vibrant flowers.

FantaSea beachfront, every bedroom facing ocean! Remodeled 2024

9.8 out of 10, Exceptional, (61)
"The place was amazing and had everything we needed. It was very quiet here and was great for relaxing. Our family enjoyed this location very much. "
FantaSea beachfront, every bedroom facing ocean! Remodeled 2024
3 BR/3 bath. Sint Maarten DIRECT BEACHFRONT WITH POOL! Rates start at $225/nt!!
Relax by the pool overlooking the ocean, where you can enjoy a refreshing swim and access to the beach.

3 BR/3 bath. Sint Maarten DIRECT BEACHFRONT WITH POOL! Rates start at $225/nt!!

10.0 out of 10, Exceptional, (101)
"Super great time. Best location for all activities. Would stay again."
3 BR/3 bath. Sint Maarten DIRECT BEACHFRONT WITH POOL! Rates start at $225/nt!!
Luxurious 4bdr/4 1/2 bath Villa Rental in Orient Bay
Relax on the balcony with a scenic view, featuring a pair of comfortable rocking chairs.

Luxurious 4bdr/4 1/2 bath Villa Rental in Orient Bay

10.0 out of 10, Exceptional, (68)
"We had an amazing stay at this property. It is as beautiful as the pictures and descriptions!! Livid was a wonderful addition to this property keeping everything clean and beautiful!! "
Luxurious 4bdr/4 1/2 bath Villa Rental in Orient Bay
Oceanfront amazing 2 BR Villa - 2 min from the beach
Relax by the pool surrounded by a deck and lounge chairs, with a serene view of the water and distant hills.

Oceanfront amazing 2 BR Villa - 2 min from the beach

9.4 out of 10, Exceptional, (95)
"Good stay nice place property is comfortable, quiet, private, easily accessible, amenities worked well, kitchen very well equipment. Enjoyed my stay so did my group."
Oceanfront amazing 2 BR Villa - 2 min from the beach
Gorgeous ocean views! Spend your days in pure bliss at a perfect paradise!
Relax by the serene pool surrounded by lush greenery and a scenic mountain view.

Gorgeous ocean views! Spend your days in pure bliss at a perfect paradise!

10.0 out of 10, Exceptional, (172)
"We stayed at the Jewel for a week with 4 adults and 4 young kids. We had the best time, if not for the adults wanting to explore the island the kids would have been fine swimming and hanging out at the house. The view is incredible, the house provides everything you could need, and Ursula was so kind making us a meal for the evening we arrived, pina coladas, muffins for the kids. We will only stay at the Jewel when we return. "
Gorgeous ocean views! Spend your days in pure bliss at a perfect paradise!
House / Villa - Cul-de-Sac
Enjoy a serene swim with a clear view of the ocean and distant hills from our pool.

House / Villa - Cul-de-Sac

10.0 out of 10, Exceptional, (33)
"This expertly designed and situated home was the perfect home for our vacation with extended family. We were in SXM for 10 days and couldnt have asked for a better experience "
House / Villa - Cul-de-Sac
Villa Angelina with Amazing Panoramic Views. Enjoy the quiet at Oyster Pond
Relax by the ocean-view pool surrounded by a deck and lounge chairs.

Villa Angelina with Amazing Panoramic Views. Enjoy the quiet at Oyster Pond

9.6 out of 10, Exceptional, (55)
"The villa was very comfortable and well equipped. The view is awesome. The property management and staff were very helpful. Thank YouBob & Rose"
Villa Angelina with Amazing Panoramic Views. Enjoy the quiet at Oyster Pond
Ancre Bleue, charming villa with a stunning view of Pinel Island
Relax on the beach with sun loungers and umbrellas, surrounded by a sailboat and a natural rocky hill.

Ancre Bleue, charming villa with a stunning view of Pinel Island

10.0 out of 10, Exceptional, (76)
"Staying at this breezy home was so relaxing and comfortable, our family of six loved it. Being on the French side is perfect for those who want to explore beaches, restaurants and rest. Rooms were comfortable especially with air conditioning at night and the covered patio was great for dining, reading and enjoying the views. We highly recommend this property and the thoughtful hosts."
Ancre Bleue, charming villa with a stunning view of Pinel Island
Villa Olisa, dream villa with a breathtaking view and private pool.
Relax on the beachside deck with a sofa, chairs, and table, surrounded by palm trees and a decorative cow statue.

Villa Olisa, dream villa with a breathtaking view and private pool.

10.0 out of 10, Exceptional, (24)
"Great location and very relaxing with great views "
Villa Olisa, dream villa with a breathtaking view and private pool.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cupecoy Hotel Reviews

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

10/10 Excellent
"Beautiful area, walking distance to several restaurants. The pool area is very loud in the evenings that was the only thing we didn't care for. "
Elizabeth 7-night trip
Posted 9 hours ago
The Villas at Simpson Bay Resort

Frequently asked questions

How much do villas in Cupecoy cost?
Villas in Cupecoy cost between and per night. These getaways give you the privacy of your own space at a price that doesn't break the bank. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Cupecoy?
Make use of your holiday days and choose from 709 villas in Cupecoy. For a holiday with the family, a getaway with pals and everything in between, Expedia will help you find the ideal place in a few easy clicks.
What are the best cheap villas in Cupecoy?
Villas start from only per night, so your Cupecoy holiday doesn't need to take a big chunk out of your finances! Villa Etoile De Mer is a thrifty option that offers lots of amenities, including a swimming pool and a marina. Villa Etoile De Mer is another cheap stay in this sought-after destination. Amenities here include a swimming pool and a marina. Seeing free attractions in Cupecoy will stretch your travel dollars even further. Maho Beach and Mullet Bay Beach are favourites. With the dollars you save, why not sightsee some more? This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.