
Villa holiday rentals in Upper Prince's Quarter
Find and book unique villas on Airbnb
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 $211 AUD per night before taxes and fees

Verified guest reviews
Over 1,240 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, Wifi and Pool across Upper Prince's Quarter rentals

4.8 Average rating
Upper Prince's Quarter stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated villa rentals in Upper Prince's Quarter
Guests agree: These villas are highly rated for location, cleanliness and more.

Villa Kyanéa | Ocean view, St Barth · Private pool
Overlooking the ocean and with no neighbours in sight, Villa Kyanéa offers the rare experience of living between the sky and the sea. Panoramic view of St Barth, private pool, terrace with deckchairs and table overlooking the horizon. Perfect for a stay for four people: two bedrooms, two bathrooms, a fully equipped kitchen, a bright living room, air conditioning in each room, a 65-inch TV and high-speed Wi-Fi. Quiet and secure residential complex, private parking, close to Baie Orientale. Nearby restaurants and shops.

Villa Ocean - Indulge Yourself in Paradise
A three-bedroom, two-bathroom beauty overlooking beach/vast views of the ocean in Indigo Bay. Sunset viewing on the deck, private pool or down to the beach 10 min by walking. 10 min to airport, night life, other popular beaches. Close to town. groceries, restaurants. All the bedrooms have a view of beach and the ocean. There is free wireless internet, TV, air conditioning, a dishwasher, refrigerator, microwave, wine refrigerator, coffee maker, washer dryer, outdoor gas grill and private parking.

Ocean View Villa Little Bay
🌴 Villa Little Bay – Oceanview Bliss With 360° Views Enjoy the peaceful sound of the waves and a serene, private atmosphere that’s still close to everything. We’re located within walking distance to Philipsburg, the vibrant heart of SXM—Front Street, top shopping, restaurants, and the island’s best casinos. The beach is just 5 minutes away, Step outside to your private patio for sunbathing, and shimmering ocean‑view pool. Villa offers the perfect blend of tranquility and convenience.

Palm Paradise - Tropical Villa in Oyster Pond
Welcome to Palm Paradise! This 4-bedroom, 4.5-bathroom villa in Oyster Pond, Sint Maarten, is your perfect Caribbean getaway. Sleeps 10 guests, featuring a private pool, backup generator, and fully equipped kitchen. One bedroom is in the separate Coconut Cottage, with its own kitchen and living room. This villa is ideal for families or groups. Enjoy modern amenities, outdoor dining and lounging, and a newly renovated interior. Your tropical oasis awaits—book now for an unforgettable stay!

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.

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.

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.

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.

Villa Marant - Elegant Luxury Caribbean Escape
Experience the perfect blend of elegance and comfort at Villa Marant, where modern design meets tranquil relaxation. Nestled in a prime location, our villa offers a stylish retreat for travelers seeking the ultimate escape. Plus, with a backup generator in place, you’ll never have to worry about power outages—your comfort is always ensured.

VILLA JADE 2: WATERFRONT SUITE/POOL
VILLA JADE is a complex of 3 villas located in the bay of CUL DE SAC and its islets... VILLA JADE 2 is a spacious/sea view suite for 2 people on the water, with a private pool. The 3 villas are adjoining but very quiet and private. Your unique view is the sea... Direct access to the sea via a pontoon, and kayaks at your disposal.
Popular amenities for Upper Prince's Quarter villa rentals
Private villa rentals

Waterfront "Bonjour" Beacon Hill St Maarten

Life's Good

Oceanfront Guana Bay Villa with View of St. Barts

Belle Lurette • 3BR waterfront with kayaks, pool

Brand new! - Slowlife - Enjoy Villa

Bella Vista – Pool & sea view, 5 minutes from Grand Case

SEA TRUE VILLA,Lavish,Sea view near Maho&Mulletbay

Villa Indigo Dream, Indigo Bay SXM
Luxury villa rentals

Luxury villa, swimming pool and panoramic sea view

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

Marewa - Breathtaking sea view luxury villa 4hp

OOF, Maison d’architecte vue mer, piscine privée.

Villa Mallory, 3 bdr, private pool and ocean view!

Water access, heated pool, kayaks & snorkeling

Private villa / beautiful View next to La Samanna

Spacious Villa - Saint Martin - Pool & 4 Bedrooms
Villa rentals with a pool

Luxury Villa - Best Views in the Caribbean!

[Sunset Place] 3BR Oceanfront Villa, Private Pool

Luxury villa facing Pinel panoramic Ocean Views

Modern Pristine Villa, Stunning Views-Private pool

Little Paradise 2, private pool, beautiful view

Villa Tibo

Villa Suzanne with sea view 4 bedrooms - 8 beds

Villa Sunset Heights - La Savane
When is the best time to visit Upper Prince's Quarter?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,383 AUD | $1,129 AUD | $1,214 AUD | $1,178 AUD | $1,070 AUD | $1,116 AUD | $1,098 AUD | $984 AUD | $925 AUD | $997 AUD | $997 AUD | $1,415 AUD |
| 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 |
Destinations to explore
- Waterfront rentals Upper Prince's Quarter
- Rentals with a hot tub Upper Prince's Quarter
- Serviced apartment rentals Upper Prince's Quarter
- House rentals Upper Prince's Quarter
- Rentals with beach access Upper Prince's Quarter
- Apartment rentals Upper Prince's Quarter
- Rentals with pools Upper Prince's Quarter
- Luxury rentals Upper Prince's Quarter
- Family-friendly rentals Upper Prince's Quarter
- Beachfront rentals Upper Prince's Quarter
- Pet-friendly rentals Upper Prince's Quarter
- Condo rentals Upper Prince's Quarter
- Villa rentals Sint Maarten





