Luxury rentals in Cupecoy Beach

Villa Mirabelle

Please note: This property can be booked with less bedrooms. Sun glances off a rock formation and slants through a pergola at this waterfront home on St. Martin’s Simpson Bay Lagoon. The sea feels like it’s lapping at the depths of the pool, and there’s a sunny terrace the width of the home. A covered outdoor living area connects to the French country–inspired kitchen via bar. Follow the path to a dock on the lagoon or walk 300 meters to Baie Rouge beach. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone rain shower, Walk-in closet, Television, Ceiling fan, Terrace, Ocean view • Bedroom 2: King size bed, Ensuite bathroom with stand-alone rain shower, Walk-in closet, Television, Ceiling fan, Terrace, Ocean view • Bedroom 3: King size bed, Ensuite bathroom with stand-alone rain shower, Walk-in closet, Television, Ceiling fan, Terrace, Ocean view • Bedroom 4: King size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Walk-in closet, Television, Desk, Ceiling fan, Ocean view • Bedroom 5: King size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Television FEATURES & AMENITIES • Formal dining areas with seating for 6 • Wine cooler OUTDOOR FEATURES • Alfresco dining areas with seating for 6 • Outdoor living space STAFF & SERVICES Included: • Linen & towel change - weekly • Gardener • Concierge service Extra Cost (advance notice may be required): • Activities and excursions

Hospitality · View · Family · Indoor spaces · Cleanliness · Pool · Kitchen · Comfort · Location · Walkability · Condition · Beach · Air conditioning · Amenities · TV · Accuracy · Outdoor spaces · Bathroom · Grill · Quiet · Layout · Wifi

Villa Allegra

Villa Allegra is luxury living at its finest, this exquisite 5-bedroom villa situated on the serene shores of the picturesque Simpson Bay Lagoon in Sint Maarten; with breathtaking views of the Caribbean Sea. Boasting 5 expansive bedrooms, a fully equipped kitchen ideal for culinary enthusiasts, featuring exquisite Italian porcelain floors, sleek marble bathroom countertops, and elegant granite kitchen countertops. Equipped with top-of-the-line Whirlpool and KitchenAid appliances in both the kit

Hospitality · Nearby

Ocean Breeze B

Welcome to unparalleled luxury at Indigo Bay, Sint Maarten. Nestled in one of the island's most sought-after gated communities, this 3-bedroom villa offers modern elegance with breathtaking views of the Caribbean Sea. The villa is thoughtfully designed with an expansive living room, full kitchen, bar, and a TV room for relaxation. Step outside to your private oasis featuring a private pool, BBQ area, and sun-soaked deck, perfect for alfresco dining or unwinding with a cocktail. The master suite

Hospitality · View · Comfort · Location · Accuracy · Indoor spaces · Cleanliness · Getting around · Decor · Pool · Quiet · Condition · Value · Check-in · Amenities · Outdoor spaces · Bathroom · Kitchen · Layout · Family · Breakfast · Sleep quality · Air conditioning

La Perla Classic- 1 BR Beachfront Luxury Villa

Are you planning a honeymoon, anniversary celebration, or a romantic getaway on the seductive shores of Saint Martin? The newly rebuilt Villa La Perla Classic is the answer to everything you’re looking for: Sweeping ocean views with exclusive beach access, a beachfront terrace with a private pool and a jacuzzi, a spacious plush interior, and a plethora of dining and pampering options a short drive away. Oh, and all the seclusion and sensory calm you and your lovebird need...

Hospitality · Cleanliness · Beach · Accuracy · Getting around · View · Location · Indoor spaces · Pool · Layout · Comfort · Laundry · Condition · Hot tub · Value · Air conditioning · Amenities

15% discount* until August 31, 2026: Villa Litchi

*Contact us to enjoy 15% off our regular rates on all accomodation-only stays completed by August 31, 2026* Treat yourself to the privilege of staying in this beautifully renovated two-bedroom villa, where breathtaking ocean views provide a stunning backdrop at every moment. Designed for couples or small families, it seamlessly blends refined design, exceptional comfort, and the timeless elegance of tropical living, creating the perfect setting for an unforgettable escape.

Hospitality · Pool · View · Location · Outdoor spaces · Kitchen · Comfort · Accuracy · Nearby · Indoor spaces · Cleanliness · Beach · Checkout · Decor · Bathroom · Grill · Wifi · Family · Getting around · Backyard · Sleep quality · Air conditioning · Check-in · Amenities

Villa Josefa SXM · Ocean View Above Friar’s Bay

✨ Located in the secure Mont Choisy residence, one of Saint Martin’s most peaceful and sought-after residential areas, Villa Josefa offers breathtaking panoramic views of Friar’s Bay, Terres Basses, Anguilla and the Caribbean Sea. 🏡 3 master suites with private bathrooms, fully equipped kitchen, pool, spacious deck, pergola and covered sea-view terrace. 🌴 5 minutes from Grand Case, 5-minute walk to Friar’s Bay and 10-minute walk to Happy Bay.

Hospitality · View · Beach · Nearby · Indoor spaces · Location · Pool · Comfort · Cleanliness · Walkability · Amenities · Kitchen · Decor · Family · Sleep quality · Outdoor spaces · Accuracy · Getting around · Condition · Air conditioning · Bathroom · Grill · Hiking · Parking · Long stay · Noise · Shared spaces · Value

Brand NEW - Waterfront Villa - Pool

Come stay in this magnificent waterfront villa. With its elegant architecture, its high-end materials and its warm atmosphere, this property invites you to relax and recharge your batteries. Ideal for families, it has 4 bedrooms, 4 bathrooms, including a very spacious master suite offering everyone independence and privacy in optimal comfort. Also enjoy an idyllic exterior directly on the water with a breathtaking view of the lagoon.

Hospitality · Location · Cleanliness · View · Indoor spaces · Accuracy · Comfort · Pool · Amenities · Decor · Bathroom · Getting around · Beach · TV · Outdoor spaces · Quiet · Nearby · Family · Walkability · Condition · Checkout · Air conditioning · Check-in

15% off* until Agust 31, 2026: Villa Kiwi

*Contact us to enjoy 15% off our regular rates on all accommodation-only stays completed by August 31, 2026* Designed to accommodate up to six guests, this villa features three spacious suites, each with its own en-suite bathroom, in a refined setting where comfort and elegance blend seamlessly. A private pool with jacuzzi invites you to unwind, while the terrace offers breathtaking ocean views and unforgettable sunsets.

Pool · Bathroom · Location · Hospitality · Outdoor spaces · Indoor spaces · Family · Getting around · View · Accuracy · Cleanliness · Condition · Beach · Access · Air conditioning · Decor · Kitchen · Nearby · Walkability · Sleep quality · Amenities

VOGUE ART Sea view / Luxury 5BR Villa

LUXURY & COMFORT 🌊 panoramic sea view of the bay, St. Barth, and Pinel 🏊‍♀️Heated pool 🧹 Daily cleaning (except Sundays and public holidays) ☎️ personalized concierge service 📺 International channels 💡generator 💦 water tank 🛌 premium bedding ❄️ Air conditioning in all bedrooms and the living room 🚗 Private parking for several vehicles 🔐 secure residence ☀️ large terraces with relaxing spaces

Hospitality · Accuracy · View · Pool · Cleanliness · Family · Amenities · Sleep quality · Nearby · Getting around · Condition · Beach · Location · Value · Decor · Bathroom · Comfort · Indoor spaces · Breakfast · Checkout · Air conditioning · Check-in

CoCo Signature Luxurious Villa & Exceptional View

Renovated in 2022 and located in Terres Basses (French side), Villa CoCo Signature features 4 spacious bedrooms and offers breathtaking 180˚ views of the lagoon and the island of Saint-Martin. The warm Mediterranean-style ambiance and the outdoor kitchen the opens onto a private infinity-pool are perfect for enjoying the stunning scenery while relaxing, swimming or cooking.

Hospitality · View · Indoor spaces · Cleanliness · Pool · Accuracy · Location · Decor · Family · Getting around · Amenities · Quiet · Comfort · Bathroom · Nearby · Outdoor spaces · Kitchen · Layout · Laundry · Beach · Check-in · Sleep quality · Checkout · Pets · Walkability · Condition · Noise · Air conditioning

Farniente - Oceanfront villa with pool Cupecoy

Villa Farniente is a stunning beachfront retreat located within the exclusive gated community of Shore Pointe on Cupecoy Beach, St. Maarten. Blending contemporary luxury with tropical charm, this exceptional villa offers the perfect balance of privacy, elegance, and direct access to one of the island's most scenic coastlines.

Hospitality · Condition · View · Bathroom · Wifi · Cleanliness · Family · Amenities

SeaAmore Luxury Condo at The Cliff

Welcome to your Caribbean getaway at The Cliff in Cupecoy, Sint Maarten’s premier oceanfront residence. This elegant 2-bedroom, 2.5-bathroom Seventh floor apartment offers the perfect blend of modern luxury, comfort, and location, making it ideal for families, couples, or friends traveling together.

Hospitality · View · Cleanliness · Nearby · Location · Pool · Walkability · Beach · Comfort · Indoor spaces · Amenities · Decor · Accuracy · Access · Check-in · Kitchen · Quiet · Family · Getting around · Outdoor spaces · Parking · Condition · Sleep quality · Checkout