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Villa holiday rentals in Cupecoy Beach

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Top-rated villa rentals in Cupecoy Beach

Guests agree: these villas are highly rated for location, cleanliness and more.

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Villa in Lowlands, Sint Maarten

4.9 out of 5 average rating, 42 reviews

Villa Sonrisa, Beachfront and stunning ocean view

As the plane lands in St. Martin, your soul lifts. To preserve that feeling, where you stay is important. Look no further because you have found your dream vacation destination. Villa Sonrisa is a 2400 sq. ft. (250 sq. m), two-level villa located in Cupecoy. The main living space is on the first floor, both bedrooms with ensuite baths are on the second. This VERY private villa is perched on a bluff overlooking Cupecoy Beach. Enjoy an unobstructed panorama of the islands of Saba, Statia, and St

21–28 Sep

€ 434 per night

Guest favourite

Villa in Upper Prince's Quarter, Sint Maarten

5.0 out of 5 average rating, 36 reviews

EXQUISITE 5-STAR BEACHFRONT VILLA

SPECIAL: MARCH 18-30 @ $800/NIGHT Guaranteed to create a 5-Star experience! Fully air-conditioned 3 BR, 3 1/2 bath Beachfront Villa w/private pool. If you love the ocean & spectacular views, but fine living & comfort are important to you, we have it all! My home offers Personal housekeeper, Private Chef for hire, full Concierge Service, private garage, and gym. Also, food and groceries delivered prior to your arrival, access to all the services and amenities next door at the Oyster Bay Hotel.

24–31 Aug

€ 942 per night

Guest favourite

Villa in Indigo Bay, Sint Maarten

4.95 out of 5 average rating, 100 reviews

Villa Life is Good

Sint Maarten Indigo Bay: One whole villa to yourself at 10 minutes from Princess Julianna airport the Villa "Life is Good" with infinity pool is located on the mountainside with a 180 degree view of the sea. View of the Islands, Saba, St Kitts & Nevis and Sint Eustatius. A spectacle of breathtaking sunrises and sunsets. Far from the noise and hustle of the city, you will find peace and quiet guaranteed. You will find 5 minutes drive from the villa: beaches, restaurants and all amenities.

24–31 Aug

€ 538 per night

Guest favourite

Villa in Upper Prince's Quarter, Sint Maarten

5.0 out of 5 average rating, 22 reviews

Villa Blue Roc

Cette villa luxueuse , est situee dans une residence securisee avec une vue epoustouflante , face a l ocean et l ile de St Barthelemy, Perchee sur les hauteurs de Dawn Beach, a 15 minutes des fameuses plages/restaurants d Orient Bay et Grand Case en partie francaise. La villa est egalement a 5 minutes de la capital hollandaise , Philipsburg, un incontournable du shopping. Grace aux grands espaces exterieurs et a la piscine a debordement , cette villa vous offrira un sejour inoubliable.

27 Feb – 6 Mar

€ 806 per night

Guest favourite

Villa in Oyster Pond , Sint Maarten

5.0 out of 5 average rating, 32 reviews

Ultra Modern Tropical Villa w. stunning sea views

Villa Helios overlooks the Ocean with 210 degree views, including St. Barts. Views from every room. Private and secure, the villa is suitable for an extended family or three/four couples - rooms are well separated. The wind provides a steady cooling breeze on the Atlantic side of the island. Open the sliding door in the morning and enjoy the topical breeze all day. Located on the prestigious quiet and peaceful Plateau, a small gated community of only 6 homes.

22–29 Apr

€ 781 per night

Guest favourite

Villa in Les Terres Basses, St. Martin

4.99 out of 5 average rating, 77 reviews

"La Maison de Vacances", Nearby Baie Longue

Relax in the Caribbean in the charming and comfortable "Maison de Vacances" near the most beautiful unspoiled beaches of the Antilles. ( Long Bay Beach- Plum Bay Beach - Red Bay Beach) Within the privileged and secured Domaine des "Terres Basses", Long Bay beach, 500m from the house by foot, where you can swim in peace, and you will enjoy exceptional sunsets. Take advantage of the renowned activities on the Dutch side or the excellent restaurants on the French side.

16–23 Nov

€ 388 per night

Villa in Simpson Bay, Sint Maarten

4.84 out of 5 average rating, 37 reviews

Modern 2 bedroom luxury beachside villa with pool

Your own private paradise. Modern 2 bedroom luxury villa in safe gated community with security. New appliances with air conditioning, WIFI, security cameras, and secured free parking including Smart TV with free NetFlix, HBO Max, and Prime access. Private pool with adjacent outdoor dining/lounge area. Perfect for families or couples. Maid and private chef service available if needed. Walking distance from dining, night clubs, and shopping. Steps away from the beach.

12–19 Mar

€ 432 per night

Guest favourite

Villa in Indigo Bay, Sint Maarten

4.92 out of 5 average rating, 25 reviews

Villa Elysian: Luxurious Ocean View in Indigo Bay

Villa Elysian is a very well appointed 3 Bedroom Villa with spectacular views of the Caribbean Sea nestled in the highly sought-after neighborhood of Indigo Bay. It is very centrally located close to all SXM has to offer. A definite top-tier choice for the savvy Sint Maarten traveller. We also include a nice starter kit of Soap, Shampoo & Body Lotion in each bathroom and basics like Toilet Paper, Paper Towels, Laundry Pods and Dishwasher Detergent.

16–23 Oct

€ 722 per night

Guest favourite

Villa in Cul-de-Sac, St. Martin

4.99 out of 5 average rating, 116 reviews

VILLA JADE 1: WATERFRONT SUITE/ POOL

VILLA JADE is located in the bay of "FRENCH CUL DE SAC". It is a beachfront complex composed of 3 private villas. VILLA JADE 1 is a suite for 2 people with private pool. The villas are calm and intimate...your unique view is the sea. The bay of "FRENCH CUL DE SAC" is 5 minutes from ORIENT BAY, tourist with restaurants, bars, water activities, but also a few minutes from GRAND CASE, our small typical village with gourmet restaurants by the sea....

5–12 Sep

€ 251 per night

Guest favourite

Villa in Collectivité de Saint-Martin, St. Martin

4.94 out of 5 average rating, 51 reviews

Slowlife Harmony - Caribbean Villa Three Bedrooms!

Harmony is your perfect vacation home, will give you the feeling of being at home in the Caribbean, this spacious 3-bedroom Caribbean style villa, we can accommodate a family, couples and friends. Harmony will be your home away from home, and at the same time you will have a personalized service for requests and to guide you with information about all the activities and places that you must experience on our island.

9–16 Dec

€ 617 per night

Guest favourite

Villa in Collectivity of Saint Martin, St. Martin

5.0 out of 5 average rating, 17 reviews

Beach villa, pool, terrace, safety water tank.

Enjoy your stay in paradise, close to the beach, feet in the sand and the sea, under the tropics. We will welcome you to Nettle Bay. Located on the French side, this quiet neighborhood is located on a strip of sand linking Terres-Basses to Marigot. Discover a magnificent panoramic view of the ocean and the hills of our Friendly Island, Saint-Martin. It is the ideal place for an unforgettable holiday.

14–21 Aug

€ 183 per night

Guest favourite

Villa in Les Terres Basses, St. Martin

5.0 out of 5 average rating, 18 reviews

Brand new! - Slowlife - Enjoy Villa

Completely NEW Villa!! Enjoy is a beautiful house that we «placed» on the sand. Thinking on every detail for your greatest comfort, you will appreciate its unique location, an exceptional interior design, and its extraordinary outdoor spaces. In the very exclusive and secure residence of Terre Basses, very close to the beach of Baie Longue, experience an incomparable holiday.

21–28 Feb

€ 711 per night

Holiday rentals for every style

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Popular amenities for villa rentals in Cupecoy Beach

Free parking on premises

Air conditioning

Private villa rentals

Guest favourite

Villa in Upper Prince's Quarter, Sint Maarten

4.96 out of 5 average rating, 99 reviews

The Blue Door Villa - 4 bed ocean view home

2–9 Aug

€ 882 per night

Guest favourite

Villa in Indigo Bay, Sint Maarten

5.0 out of 5 average rating, 5 reviews

*New* SeaBreeze Luxury Villa Indigo Bay St Maarten

5–12 Dec

€ 724 per night

Guest favourite

Villa in Collectivité de Saint-Martin, St. Martin

4.86 out of 5 average rating, 7 reviews

Reine-de-Saba 3BR peaceful home near the beach

22–29 May

€ 494 per night

Guest favourite

Villa in Collectivity of Saint Martin, St. Martin

5.0 out of 5 average rating, 39 reviews

VILLA I LOVE VIEW - Luxury villa with sea view

18–25 Apr

€ 416 per night

Guest favourite

Villa in Collectivity of Saint Martin, St. Martin

5.0 out of 5 average rating, 50 reviews

Villa Tibo

8–15 Mar

€ 375 per night

Villa in Sint Maarten, Sint Maarten

4.84 out of 5 average rating, 51 reviews

Villa Indigo Dream, Indigo Bay SXM

18–25 Apr

€ 792 per night

Guest favourite

Villa in Koolbaai, Sint Maarten

5.0 out of 5 average rating, 20 reviews

3 Bed & 3 Bath Villa Domila with Private Pool SXM

29 Sep – 6 Oct

€ 377 per night

Villa in Collectivity of Saint Martin, St. Martin

5.0 out of 5 average rating, 3 reviews

Nouveau! Merveilleux 5 chambres, plage, piscines

21–28 Nov

€ 683 per night

Luxury villa rentals

Guest favourite

Villa in MF, St. Martin

4.96 out of 5 average rating, 51 reviews

Private Orient Bay Villa with Spectacular Views

30 Jul – 6 Aug

€ 620 per night

Guest favourite

Villa in Upper Prince's Quarter, Sint Maarten

4.98 out of 5 average rating, 44 reviews

Sea Haven Villa - Breathtaking Views of Dawn Beach

13–20 Apr

€ 673 per night

Guest favourite

Villa in Marigot, St. Martin

4.96 out of 5 average rating, 26 reviews

ORIENT BAY 🌴BEACH VILLA 3🌴FEET IN THE SAND 🌴🌸🐚

17–24 Oct

€ 717 per night

Guest favourite

Villa in Philipsburg, Sint Maarten

5.0 out of 5 average rating, 18 reviews

Luxury 6 BR. Ocean View - Villa Kimon With a Pool.

26 Oct – 2 Nov

€ 1,086 per night

Guest favourite

Villa in Upper Prince's Quarter, Sint Maarten

4.9 out of 5 average rating, 10 reviews

Villa Seascapes, Stunning 180° Ocean view

4–11 Aug

€ 742 per night

Villa in Cul-de-Sac, St. Martin

4.86 out of 5 average rating, 21 reviews

Villa Chloé SXM - Beachfront & Pinel view 🌴☀️🐬

9–16 Nov

€ 600 per night

Villa in Upper Prince's Quarter, Sint Maarten

4.78 out of 5 average rating, 40 reviews

"Villa Le Point" Design/Heated Pool/ view St Barth

28 Apr – 5 May

€ 951 per night

Guest favourite

Villa in MF, St. Martin

4.99 out of 5 average rating, 76 reviews

Your Paradise Villa

21–28 Jan

€ 622 per night

Villa rentals with a pool

Guest favourite

Villa in Collectivity of Saint Martin, St. Martin

4.96 out of 5 average rating, 27 reviews

Villa KALYA - Orient Bay - 3 bedrooms

12–19 Feb

€ 497 per night

Guest favourite

Villa in Pelican Key, Sint Maarten

5.0 out of 5 average rating, 16 reviews

Villa Sea Forever @ Pelican Key - Paradise Awaits!

27 Oct – 3 Nov

€ 226 per night

Guest favourite

Villa in Saint Martin, St. Martin

5.0 out of 5 average rating, 11 reviews

Villa Véronica - Orient Bay

5–12 Sep

€ 466 per night

Villa in Koolbaai, Sint Maarten

4.85 out of 5 average rating, 53 reviews

Pelican Key "Shoreline" Villa 3BD+Sofa

5–12 Jul

€ 543 per night

Guest favourite

Villa in Upper Princess Quarter, Sint Maarten

5.0 out of 5 average rating, 10 reviews

Luxury Villa Twin Palms

11–18 Aug

€ 349 per night

Guest favourite

Villa in Cul-de-Sac, St. Martin

4.97 out of 5 average rating, 34 reviews

Spacious Villa - Saint Martin - Pool/4 Bedrooms

21–28 Sep

€ 307 per night

Villa in Collectivity of Saint Martin, St. Martin

4.93 out of 5 average rating, 15 reviews

Villa Paradis - Unbeatable views of the island.

Villa in Orient Bay, St. Martin

4.91 out of 5 average rating, 43 reviews

Villa Ti Bo Beach, plage 250m, piscine privée

7–14 Sep

€ 209 per night

Destinations to explore