
Villa holiday rentals in Upper Prince's Quarter
Find and book unique villas on Airbnb
Top-rated villa rentals in Upper Prince's Quarter
Guests agree: These villas are highly rated for location, cleanliness and more.

Villa Seascapes, Stunning 180° Ocean view
Villa Seascapes is a fully renovated luxury 4 bedroom villa with a 180 degree unobstructed ocean view, surrounded by a lush garden. (3 bedroom option available for booking - it is a different listing) 7min walk to Dawn beach, bar and restaurant. Salt water infinity pool. Large terrace overlooking the ocean. EACH of our 4rooms have private bathroom, walk in closet and magnificent ocean view. Bedroom 4 is fully private with own entrance, kitchen and living room. Instagr@m: @Seascapes_sxm

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.

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.

Villa Blue Roc
This luxurious villa is located in a secure residence with a breathtaking view, facing the ocean and the island of St Barthelemy, perched on the heights of Dawn Beach, 15 minutes from the famous beaches/restaurants of Orient Bay and Grand Case in the French part. The villa is also 5 minutes from the Dutch capital, Philipsburg, a must for shopping. Thanks to the large outdoor spaces and the infinity pool, this villa will offer you an unforgettable stay.

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.

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.

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.

Séjour idyllique entre mer, ciel et nature
This house, on the seafront, is ideal for 4 people. It is an absolutely unique place, warm, calm and regenerating. Its exceptional 180 degree view of the Atlantic Ocean with its permanent white foam, its large terrace overlooking the Oyster Pond nature reserve, "the Babit Point", its small private swimming pool, its interior which is both modern, comfortable and elegant tick all the square for an idyllic stay.

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 Upper Prince's Quarter villa rentals
Private villa rentals

VILLA I LOVE VIEW – Luxury villa with sea view

NEW Les Terres Basses - Villa Coco Paillette - Sxm

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

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

Villa Indigo Dream, Indigo Bay SXM

Villa Elysian: Luxurious Ocean View in Indigo Bay

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

Villa Moringa sea view - 2 minutes Orient Bay
Luxury villa rentals

Villa Tropical Heaven

Your Paradise Villa

Villa Turquoise — Luxury Living by the Sea

Marewa - Breathtaking sea view luxury villa 4hp

Blue Sailing (3 bedrooms) - Stunning villa with oc

Villa Plum Bay

Caribbean View Villa - Sea - Sunset - Location#1

Villa Azur, great view of the Orient Bay
Villa rentals with a pool

Luxury Villa - Best Views in the Caribbean!

Villa Lavinia #9 at The Villas on Great Bay

Seaside elegance - Luxury villa in Oyster Pond

Villa Bella Vista – Vue mer, charme caribéen

Villa BO Beach, private pool, 2+1 bedrooms

Diamond Retreat Master Chambre

Private Orient Bay Villa with Spectacular Views

DV Real Philoxenia Villa Large terrace & Pool
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 | $1,572 NZD | $1,323 NZD | $1,422 NZD | $1,283 NZD | $1,175 NZD | $1,279 NZD | $1,301 NZD | $1,166 NZD | $1,096 NZD | $1,181 NZD | $1,181 NZD | $1,677 NZD |
| 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 $316 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
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

Wi-Fi availability
50 of Upper Prince's Quarter holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Serviced apartment rentals Upper Prince's Quarter
- Condo rentals Upper Prince's Quarter
- Smoking-friendly rentals Upper Prince's Quarter
- Family-friendly rentals Upper Prince's Quarter
- Rentals with pools Upper Prince's Quarter
- Rentals with a patio Upper Prince's Quarter
- Rentals with outdoor seating Upper Prince's Quarter
- Luxury rentals Upper Prince's Quarter
- Waterfront rentals Upper Prince's Quarter
- Rentals with a hot tub Upper Prince's Quarter
- Rentals with a washing machine and dryer Upper Prince's Quarter
- Apartment rentals Upper Prince's Quarter
- Rentals with beach access Upper Prince's Quarter
- Pet-friendly rentals Upper Prince's Quarter
- House rentals Upper Prince's Quarter
- Beachfront rentals Upper Prince's Quarter
- Fitness-friendly rentals Upper Prince's Quarter
- Villa rentals Sint Maarten




