Title: Cupecoy Villas from CA $430 | Expedia.ca [Cupecoy Travel Guide](https://expedia.ca/Cupecoy.dx602829)[Hotels in Cupecoy](https://expedia.ca/Cupecoy-Hotels.d602829.Travel-Guide-Hotels)[Vacation Rentals in Cupecoy](https://expedia.ca/Cupecoy-Vacation-Rentals.d602829.Travel-Guide-VacationRentals)[Things to do in Cupecoy](https://expedia.ca/Things-To-Do-In-Cupecoy.d602829.Travel-Guide-Activities)[Cupecoy Car Rentals](https://expedia.ca/Car-Rentals-In-Cupecoy.d602829.Car-Rental-Guide)[Cupecoy Vacation Packages](https://expedia.ca/Cupecoy.d602829.Destination-Travel-Guides) ![Cupecoy showing general coastal views and a coastal town](https://images.trvl-media.com/place/602829/c82a0433-2881-4056-9ebc-e471d9ee105f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Cupecoy Villa Rentals from CA $430 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=602829&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=602829&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=602829&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=602829&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Cupecoy villas ![Property grounds](https://images.trvl-media.com/lodging/111000000/110700000/110696300/110696233/5c1c24b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110700000/110696300/110696233/dcf33698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110700000/110696300/110696233/4fdc919a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110700000/110696300/110696233/2304410e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Koolbai [](https://www.expedia.ca/Cole-Bay-Hotels-Diamond-Retreat-Master-Chambre.h110696233.Hotel-Information) CA $331 CA $481 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Cole-Bay-Hotels-Diamond-Retreat-Master-Chambre.h110696233.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/62000000/61410000/61407800/61407744/cbcc5118.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/62000000/61410000/61407800/61407744/b9db74ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/62000000/61410000/61407800/61407744/0a94705f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/62000000/61410000/61407800/61407744/790117db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Sint Maarten [](https://www.expedia.ca/Philipsburg-Hotels-SEA-True-Villa.h61407744.Hotel-Information) 9.0/10 Wonderful (7) "Everything about this property is perfect, the villa is beautiful in a great location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Troy N. CA $516 CA $634 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Philipsburg-Hotels-SEA-True-Villa.h61407744.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/113000000/112880000/112876600/112876523/6d4e23ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112880000/112876600/112876523/b041040e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, stereo](https://images.trvl-media.com/lodging/113000000/112880000/112876600/112876523/2b6a1091.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/113000000/112880000/112876600/112876523/6673ddfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Indigo Bay [](https://www.expedia.ca/Philipsburg-Hotels-Luxury-4BR-Villa-W-Private-Pool-Ocean-Views.h112876523.Hotel-Information) 10/10 Exceptional (1) "This property has a breathtaking view and is in the perfect location—close to stores and just minutes from the beaches.Fritz, the host, was amazing! The island had just gone through a major storm the day before we arrived, and despite the circumstances, Fritz was always available and ready to help with anything we needed. He even offered us an extra day to make up for any inconvenience, which was so thoughtful and appreciated.I would absolutely stay here again and would highly recommend this... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ms Light T. CA $1,015 CA $2,020 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Philipsburg-Hotels-Luxury-4BR-Villa-W-Private-Pool-Ocean-Views.h112876523.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101910000/101901000/101900981/1c12636f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/102000000/101910000/101901000/101900981/d3848b76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/102000000/101910000/101901000/101900981/e645a0ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101910000/101901000/101900981/8c230434.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Saint Martin [](https://www.expedia.ca/Orient-Bay-Hotels-Villa-Norman-Unique-3-Bedroom.h101900981.Hotel-Information) 10/10 Exceptional (3) "We had an amazing stay and enjoyed the villa very much! The host Romario is very kind, friendly ,and was available any time. We truly enjoyed our stay and looking forward to coming back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roman A. CA $806 CA $1,138 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Orient-Bay-Hotels-Villa-Norman-Unique-3-Bedroom.h101900981.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/102000000/101230000/101228000/101227999/30755e97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/102000000/101230000/101228000/101227999/eb0c6458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/102000000/101230000/101228000/101227999/02e87036.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/102000000/101230000/101228000/101227999/be674c6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Sint Maarten [](https://www.expedia.ca/Philipsburg-Hotels-Villa-De-10-Chambres-Les-Pieds-Dans-Leau-A-Guana-Bay.h101227999.Hotel-Information) CA $5,335 CA $6,032 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Philipsburg-Hotels-Villa-De-10-Chambres-Les-Pieds-Dans-Leau-A-Guana-Bay.h101227999.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116030000/116024100/116024014/37571686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/117000000/116030000/116024100/116024014/34fbd755.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/117000000/116030000/116024100/116024014/c76bf36c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116030000/116024100/116024014/1dda8b17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Indigo Bay [](https://www.expedia.ca/Philipsburg-Hotels-Villa-Solandra-3BR-Oceanfront-Sunset-W-Pool.h116024014.Hotel-Information) CA $631 CA $1,287 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Philipsburg-Hotels-Villa-Solandra-3BR-Oceanfront-Sunset-W-Pool.h116024014.Hotel-Information) ![Villa | Living area](https://images.trvl-media.com/lodging/100000000/99330000/99330000/99329919/w1236h830x5y6-0f9eea9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99330000/99330000/99329919/w1245h827x0y6-1fc4761b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa | Private kitchen](https://images.trvl-media.com/lodging/100000000/99330000/99330000/99329919/w1239h830x0y3-8cc866bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa](https://images.trvl-media.com/lodging/100000000/99330000/99330000/99329919/w1233h834x8y5-610a17b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Oyster Pond [](https://www.expedia.ca/Oyster-Pond-Hotels-Avenue-Du-Lagon.h99329919.Hotel-Information) CA $3,443 CA $4,200 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Oyster-Pond-Hotels-Avenue-Du-Lagon.h99329919.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117620000/117618400/117618332/038bcdb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/118000000/117620000/117618400/117618332/829036fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/118000000/117620000/117618400/117618332/b69c4dda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/118000000/117620000/117618400/117618332/44c00ca2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Tamarind Hill Estates [](https://www.expedia.ca/Oyster-Pond-Hotels-BOTJE-Beautiful-4-Bedroom-Villa-With-AC.h117618332.Hotel-Information) CA $1,171 CA $1,443 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Oyster-Pond-Hotels-BOTJE-Beautiful-4-Bedroom-Villa-With-AC.h117618332.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-28&endDate=2025-12-29®ionId=602829&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FCupecoy-Villas.d602829-aaVillas.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCupecoy-Villas.d602829-aaVillas.Travel-Guide-Accommodation) ## Top Cupecoy Hotel Reviews ![Hilton Vacation Club Flamingo Beach St. Maarten](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/67b50717_y.jpg) ### Hilton Vacation Club Flamingo Beach St. Maarten 10/10 Excellent "Room was beautiful and beach wonderful" [](https://expedia.ca/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.Hotel-Information) ![Sonesta Maho Beach All Inclusive Resort Casino & Spa](https://images.trvl-media.com/lodging/1000000/570000/565700/565666/45414036_y.jpg) ### Sonesta Maho Beach All Inclusive Resort Casino & Spa 10/10 Excellent "Right on beach close to the plane landings. Five minutes from airport" [](https://expedia.ca/Lowlands-Hotels-Sonesta-Maho-Beach-All-Inclusive-Resort-Casino-Spa.h565666.Hotel-Information) ![Fourteen at Mullet Bay](https://images.trvl-media.com/lodging/83000000/82870000/82868300/82868222/7de7c76b_y.jpg) ### Fourteen at Mullet Bay 10/10 Excellent "Great hotel" [](https://expedia.ca/Lowlands-Hotels-Fourteen-At-Mullet-Bay.h82868222.Hotel-Information) ![Simpson Bay Resort, Marina & Spa](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg) ### Simpson Bay Resort, Marina & Spa 10/10 Excellent "Great staff, easy check in, clean room with daily cleaning, full kitchen. Amenities at resort were great including several restaurants, grocery, several pools, beach area, pool towels provided. Easy walk or short drive to additional variety of other off-site restaurants and shopping. . " [](https://expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information) ![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/7e74429d_y.jpg) ### The Villas at Simpson Bay Resort 10/10 Excellent "Love it " [](https://expedia.ca/Simpson-Bay-Hotels-The-Villas-At-Simpson-Bay-Beach-Resort-And-Marina.h4553784.Hotel-Information) ![Oyster Bay Beach Resort](https://images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/00eb22aa_y.jpg) ### Oyster Bay Beach Resort 10/10 Excellent "Nivea at the front desk took very good care of us. The whole experience was great. We'd love to go back." [](https://expedia.ca/Oyster-Pond-Hotels-Oyster-Bay-Beach-Resort.h1095348.Hotel-Information) ![Oceans at Divi Little Bay](https://images.trvl-media.com/lodging/75000000/74270000/74267800/74267774/fee04e6c_y.jpg) ### Oceans at Divi Little Bay 10/10 Excellent "This was our second stay and it didn’t disappoint. We were sad that Seabreeze restaurant and pool were shut as we liked that area but there was a new a la carte in the buffet . The food was good and the resort was clean . My only criticism would be the staff as the majority weren’t particularly friendly. " [](https://expedia.ca/Philipsburg-Hotels-Oceans-At-Divi-Little-Bay.h74267774.Hotel-Information) ![The Morgan Resort Spa Village](https://images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/bf19cc27_y.jpg) ### The Morgan Resort Spa Village 10/10 Excellent "This resort is the epitome of quiet luxury. Ec" [](https://expedia.ca/Simpson-Bay-Hotels-The-Morgan-Resort-Spa-Village.h17524915.Hotel-Information) ![The Atrium Beach Resort and Spa, an Ascend Collection Resort](https://images.trvl-media.com/lodging/2000000/1750000/1746400/1746391/3e2b89c6_y.jpg) ### The Atrium Beach Resort and Spa, an Ascend Collection Resort 10/10 Excellent "The room was spacious. There was a large, fully-equipped kitchen. There was a separate living and diningvarea and a large balcony" [](https://expedia.ca/Simpson-Bay-Hotels-Atrium-Beach-Resort-And-Spa-St-Maarten-A-Ramada-By-Wyndham.h1746391.Hotel-Information) ## Find out more about Cupecoy ## Cupecoy Villas information | Number of reviews | 8 | | ----------------- | ---------- | | Accommodation | 764 Villas | | Lowest Price | CA $430 | | Highest Price | CA $6,032 | ## Frequently asked questions ### How much do villas in Cupecoy cost? ### What are the best villas in Cupecoy? ### How many villas are there in Cupecoy? ### What are the best cheap villas in Cupecoy? ### Are there any family-friendly villas in Cupecoy? ### Are there any 5-star villas in Cupecoy? ### Why book your villa in Cupecoy with Expedia? ### How can I find cheap villas in Cupecoy? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [Hotels near American University of the Caribbean ](https://www.expedia.ca/American-University-Of-The-Caribbean-Hotels.0-l6079633-0.Travel-Guide-Filter-Hotels) - [Beacon Hill Hotels ](https://www.expedia.ca/Beacon-Hill-Hotels.d6342098.Travel-Guide-Hotels) - [Hotels near Casino Royale ](https://www.expedia.ca/Casino-Royale-Hotels.0-l6079637-0.Travel-Guide-Filter-Hotels) - [Hotels near Cupecoy Beach ](https://www.expedia.ca/Cupecoy-Beach-Hotels.0-l6079639-0.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Lowlands ](https://www.expedia.ca/Lowlands-Hotels-All-Inclusive-Hotel.0-0-d6338924-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Lowlands Hotels ](https://www.expedia.ca/Lowlands-Hotels.d6338924.Travel-Guide-Hotels) - [Hotels near Maho Beach ](https://www.expedia.ca/Maho-Beach-Hotels.0-l6079649-0.Travel-Guide-Filter-Hotels) - [Maho Hotels ](https://www.expedia.ca/Maho-Lowlands-Hotels.0-n553248635976398598-0.Travel-Guide-Filter-Hotels) - [Condo Rentals in Maho Reef ](https://www.expedia.ca/Maho-Reef-Condos.d55037-aaCondos.Travel-Guide-Accommodation) - [Maho Reef Hotels ](https://www.expedia.ca/Maho-Reef-Hotels.d55037.Travel-Guide-Hotels) - [Hotels near Mullet Bay Beach ](https://www.expedia.ca/Mullet-Bay-Beach-Hotels.0-l506439-0.Travel-Guide-Filter-Hotels) - [Hotels near Mullet Bay Golf ](https://www.expedia.ca/Mullet-Bay-Golf-Hotels.0-l553248621533159309-0.Travel-Guide-Filter-Hotels) - [Hotels near Mullet Bay ](https://www.expedia.ca/Mullet-Bay-Hotels.0-l553248635976196232-0.Travel-Guide-Filter-Hotels) - [Hotels near Princess Juliana Intl. ](https://www.expedia.ca/Princess-Juliana-Intl-Airport-Hotels.0-aSXM-0.Travel-Guide-Filter-Hotels) - [Resorts in Simpson Bay ](https://www.expedia.ca/Simpson-Bay-Resort-Hotels.d8941-aaResortHotels.Travel-Guide-Accommodation) - [Flights to Beacon Hill ](https://www.expedia.ca/Cheap-Flights-To-Beacon-Hill.d6342098.Travel-Guide-Flights) - [Flights to Maho Reef ](https://www.expedia.ca/Cheap-Flights-To-Maho-Reef.d55037.Travel-Guide-Flights) - [Flights to Princess Juliana Intl. ](https://www.expedia.ca/Cheap-Flights-To-Princess-Juliana-Intl.d5068883.Travel-Guide-Flights) - [Flights from Princess Juliana Intl. ](https://www.expedia.ca/lp/airports/sxm/flights-from-princess-juliana-intl-airport) - [Flights from Lowlands ](https://www.expedia.ca/lp/flights/6338924/flights-from-lowlands) - [Flights from Amsterdam (AMS) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/ams/sxm/amsterdam-to-philipsburg) - [Flights from St. John's (ANU) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/anu/sxm/st-johns-to-philipsburg) - [Flights from Bridgetown (BGI) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/bgi/sxm/bridgetown-to-philipsburg) - [Flights from Boston (BOS) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/bos/sxm/boston-to-philipsburg) - [Flights from Burlington (BTV) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/btv/sxm/burlington-to-philipsburg) - [Flights from Buffalo (BUF) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/buf/sxm/buffalo-to-philipsburg) - [Flights from Cancun (CUN) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/cun/sxm/cancun-to-philipsburg) - [Flights from Dallas (DFW) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/dfw/sxm/dallas-to-philipsburg) - [Flights from Detroit (DTW) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/dtw/sxm/detroit-to-philipsburg) - [Flights from Tortola (EIS) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/eis/sxm/tortola-to-philipsburg) - [Flights from Newark Liberty Intl. 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