House vacation rentals in Upper Prince's Quarter

Teresa’s Ocean Paradise

St. Maarten’s best kept secret with breathtaking ocean views from every room! Step into Teresa’s Ocean Paradise where you’ll wake up to panoramic views of turquoise water. Nestled in a private gated community with a communal pool overlooking the ocean, fully equipped kitchen, and two king bedrooms – each with private bathrooms. Perfectly located to enjoy the best of the Dutch and French side’s beaches and restaurants. A one-of-a-kind property to make your vacation an unforgettable retreat.

The Island House

Welcome to our home away from home! Sint Maarten has been our favorite island getaway for several years and we are excited to share it with you! This spacious 6 bedroom newly renovated home has panoramic Caribbean Sea views and breezes. Spend the day at the pool watching boats pass by with distant views of St Barths. The home is located in a gated community in Dawn Beach, close to the French line and some amazing quaint, local restaurants and tucked away from the tourist hustle-bustle.

Villa Tamarind | Luxury Oasis | Ocean views | 4BDR

Villa Tamarind is a unique luxury rental property. It truly is our home away from home and outfitted with fun and comfort in mind. We are located on the Dutch side, minutes from the French border, in a quiet gated community with the best views of the whole island. This is the perfect place to build memories with friends & family while you listen to the soothing sound of the waves, relax in the property's pool surrounded by swaying palms, and enjoy the villa's fantastic cooking equipment.

Infinite Blue – Elegant Villa & Turquoise Views

Infinite Blue is an elegant 3-bedroom, comfortable villa with the perfect relaxing atmosphere. The kitchen is fully equipped, and all social areas are comfortable spaces, with a nice design and excellent ocean views. The terrace area has a spacious dining room (area), Inf. pool, outside BBQ, outside shower, and a jacuzzi 37 to 39 C degrees depending on the weather. For couples or families. The community location is great and safe! It is close to the main sites of interest.

Peaceful secluded 2BR apt w. sunrise & ocean views

This guesthouse is a hidden gem! The most southern house on the island, secluded and peaceful with breathtaking ocean and sunrise views. It provides ultimate relaxation. Let the ocean breeze refresh your mind, body, soul. The large patio area is perfect to enjoy the gorgeous sunrises. The hiking trail to the natural pools is nearby. Shopping & the port for day trips to St. Barths & Saba is a 5 minute drive away. Rental car is a must as guesthouse is located in the hills.

"La Vue SXM" Paradise "Villa Rosa" 5 bedroom rate

Check LAVUESXM site for more pricing for 3 & 4 bedrooms. Charming 5 bed/ 4.5 bath villa in the gated community of Red Pond Estates. Offering breathtaking 270 degree ocean views and St. Barths. Outdoor area includes a paradise infinity pool and spacious area with gas BBQ grill. Main level offers spacious, open concept living and dining. Fully equipped kitchen boasts modern state-of-the-art deluxe appliances. Inquire about our Private Chef! Villa managed by LaVueSXM.

THE HILL HOUSE, 2 Bdr, pool, panoramic view

Your private oasis with pool and breathtaking views Treat yourself to a dream break at this stylish home, nestled in the secure Almond Grove Estate neighborhood. Enjoy 2 air-conditioned bedrooms, a bright living room, a full kitchen, and especially an idyllic outdoor space with a pool and panoramic views of Simpson Bay. Just 5 min from Marigot, 10 min from the airport and 15 min from the beaches, it is the perfect address for an unforgettable stay!

Ocean view villa at Dawn beach

Enjoy stunning ocean view in a peaceful location free of traffic and crowds. Villa Seascapes is a fully renovated luxury villa with a 180 degree unobstructed ocean view, surrounded by a lush garden. 3 beautiful bedrooms 8 min walk to Dawn beach, bar and restaurant. Salt water infinity pool. Large terrace overlooking the ocean. Each bedroom has en suite bathroom, walk in closet and magnificent ocean view.

Préstige - Luxurious 3 bedroom by the Beach

Nestled on the hills of Indigo Bay, Préstige is located midway between Philipsburg and the Simpson Bay touristic hangout. Préstige exudes relaxation the minute you walk through the door, elegant and distinguished! The 3-bedroom spacious residence sleeps six! Overlooking Indigo Beach with private swimming pool! Caribbean living, yours to enjoy!