
Villa holiday rentals in Upper Prince's Quarter
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Top-rated villa rentals in Upper Prince's Quarter
Guests agree: these villas are highly rated for location, cleanliness and more.

Villa Solandra – 3BR Oceanfront Sunset w/ Pool
Welcome to Villa Solandra, a western facing ocean front luxury 3BR/3BA home with a private pool in Indigo Bay. Enjoy romantic & epic sunsets, this cliffside escape blends indoor-outdoor living with sweeping Sea & Bay views, two large oceanfront balconies, and designer interiors. Enjoy a chef inspired kitchen, luxury king suites w/ ensuite baths, private garden just minutes from beaches, dining, Simpson Bay and Maho’s iconic plane spotting. Perfect for families, friends, or romantic getaways.

VILLA I LOVE VIEW – Luxury villa with sea view
Villa I LOVE VIEW is an oasis of tranquility – with its private pool (naturism possible), large terrace and luxurious kitchen area. Come and discover its view with multiple shades of blue while relaxing on the deckchairs by the pool with zen natural stone reflections Located in Cul de Sac, facing Saint Barth, Pinel Island and the Eastern Bay. Close to the most beautiful beaches of the island, restaurants, water sports, it is the ideal place for your vacation.

EXQUISITE 5-STAR BEACHFRONT VILLA
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.

The Blue Door Villa - 4 bed ocean view home
At the Blue Door Villa, we offer our guests all the creature comforts of being in a well-equipped vacation home. We are located on the Dutch side, minutes from the French border in a quiet gated community. The Blue Door Villa is a perfect place to relax while you listen to ocean waves and swim in the infinity pool. There are multiple outdoor spaces offering privacy or space to gather. We are now offering our guests an exclusive, free concierge service.

Villa Bella sea view pool and jacuzzi 3 bedrooms
Wake up every morning facing Pinel Island, in a modern villa bathed in light, with a private pool and a quiet and green environment. The Villa is located in the Horizon Pinel residence overlooking Îlet Pinel, Petite Clef, Orient Bay, Tintamarre and Saint Barthélemy. It overlooks the incredible and famous Cul de Sac Bay Nature Reserve, known for its population of turtles, rays and pelicans. The shallow and always calm bay is ideal for snorkeling

Sea Haven Villa - Breathtaking Views of Dawn Beach
Sea Haven is a 3 bedroom, 3 1/2 bath villa overlooking Dawn Beach on beautiful St. Maarten. Every room and patio in the villa has an ocean view except the bathrooms. The main floor is an open concept living area with the living room, kitchen, dining area and half bath. There are 3 outdoor patios on the main floor. The large patio off of the living room is furnished with lounge chairs and also leads to the infinity edge pool.

Sunrise 12
Villa Anahata is directly located on the beach of Orient Bay in a residence with swimming pool and tropical garden. The beach access is 1 minute walk, and restaurants and shops are just next door, a real comfort der vacation !! This villa has incredible charm and an N1 location in the heart of the Orient Bay. Happy holidays, Caribbean idleness and a great moment of relaxation will make your stay an unforgettable experience!

Villa on Grand-Case Beach
Welcome to Grand-Case! This pretty villa welcomes you with a magnificent view of the bay, and beautiful memories to collect. This accommodation is cozy and thanks to the many amenities you feel at home! Ideally located, you are close to the best restaurants on the island and trendy bars (Rainbow Café, Captain Frenchy, Le Temps des Cerises...) Want to swim in the calm waters of Grand-Case? Go down 5 steps, you're there!

Ocean Dream Villa
Indulge in luxury at a two-bedroom villa in Indigo Bay, Sint Maarten. Enjoy modern elegance, a private pool, and ocean views. Relax indoors or outdoors, savor gourmet meals, and unwind under starlit skies. Luxurious bedrooms offer ocean vistas. Whether for romance or family, this villa promises a memorable Caribbean escape at Ocean Dream, where luxury meets natural beauty. Book now for an extraordinary island retreat.

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.

Modern house, cocktail pool, ocean view
Stay at a beautiful duplex home in Oyster Pond. With a cocktail pool, a breathtaking ocean view and a modern interior design, this spacious and fully equipped home is ideal for a couple. Enjoy the peace of the neighborhood and also benefit from a 24/7 gated security. This home will offer everything you need for an amazing stay in Sint Maarten / Saint Martin.

Barefoot Villas GreatBay View in Hot Tub & Balcony
Wake up to stunning panoramic views of Philipsburg and Great Bay. Sip your morning coffee as cruise ships glide into port, all while soaking in the refreshing ocean breeze. This centrally located property puts you just minutes away from Philipsburg’s vibrant shopping scene, local supermarkets, restaurants, and some of the island’s best beaches.
Popular amenities for villa rentals in Upper Prince's Quarter
Private villa rentals

Luxury 1 bedroom at VILLA KIMON + AMAZING PATIO!

Oceanfront Villa

Villa Indigo Dream, Indigo Bay SXM

Villa Azur, great view of the Orient Bay

Villa Elysian: Luxurious Ocean View in Indigo Bay

Palm Paradise - Tropical Villa in Oyster Pond

DV Real Philoxenia Villa Large terrace & Pool

Villa Sunset View – Steps from Friar’s & Happy Bay
Luxury villa rentals

** New ** VILLA ZAMI, magnificent villa of 1500 sq ft on the second line of Orient Bay beach !

NEW Les Terres Basses - Villa Coco Paillette - Sxm

Villa Tropical Heaven

Luxury villa, swimming pool and panoramic sea view

Villa Pure • 3BR waterfront with kayaks, Wi-Fi, AC

Marewa - Breathtaking sea view luxury villa 4hp

Architect-designed villa with sea view, private pool, 2 suites

Villa Plum Bay
Villa rentals with a pool

Indigo Sunset Villa, Indigo Bay Saint Maarten

LIFE IS GOOD IN CUL DE SAC

Villa Sea Forever @ Pelican Key - Paradise Awaits!

Villa Lavinia #9 at The Villas on Great Bay

Villa Bella Vista – Vue mer, charme caribéen

Baie Nettle Beach Villa 2160

Villa KALYA -3 bedrooms - Orient Bay - SXM

ORIENT BAY 🌴BEACH VILLA 3🌴FEET IN THE SAND 🌴🌸🐚
When is the best time to visit Upper Prince's Quarter?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £684 | £575 | £618 | £558 | £511 | £556 | £566 | £507 | £477 | £395 | £554 | £637 |
| Avg. temp | 26°C | 26°C | 26°C | 27°C | 28°C | 29°C | 29°C | 29°C | 29°C | 29°C | 28°C | 27°C |
Quick stats about villa rentals in Upper Prince's Quarter

Total holiday rentals
Explore 50 holiday rentals in Upper Prince's Quarter

Nightly prices starting at
Upper Prince's Quarter holiday rentals start at £137 per night before taxes and fees

Verified guest reviews
Over 970 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Upper Prince's Quarter holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Upper Prince's Quarter rentals

4.9 Average rating
Upper Prince's Quarter stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Rentals with a hot tub Upper Prince's Quarter
- House rentals Upper Prince's Quarter
- Waterfront rentals Upper Prince's Quarter
- Rentals with pools Upper Prince's Quarter
- Apartment rentals Upper Prince's Quarter
- Smoking-friendly rentals Upper Prince's Quarter
- Flat rentals Upper Prince's Quarter
- Rentals with a washing machine and dryer Upper Prince's Quarter
- Family-friendly rentals Upper Prince's Quarter
- Rentals with a patio Upper Prince's Quarter
- Serviced apartment rentals Upper Prince's Quarter
- Fitness-friendly rentals Upper Prince's Quarter
- Pet-friendly rentals Upper Prince's Quarter
- Rentals with outdoor seating Upper Prince's Quarter
- Rentals with beach access Upper Prince's Quarter
- Luxury rentals Upper Prince's Quarter
- Beachfront rentals Upper Prince's Quarter
- Villa rentals Sint Maarten




