
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 $255 NZD 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, Wi-Fi 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 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.
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Oceanfront Guana Bay Villa with View of St. Barts
This contemporary oceanfront Villa is fully air conditioned and overlooks both Guana Bay & the Atlantic Ocean. Spectacular morning views of the sunrise and panoramic views of St. Barts. Villa Star has been newly renovated in 2025. Luxury 2 BR/2 BA with high tech fixtures. This gorgeous Villa has full cooking facilities, living area, dedicated workspace & wrap-around deck. A 5 minute drive to both Philipsburg and the French side. Tranquil and exclusive neighborhood. This truly is paradise!
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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.
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Villa Kyanéa | Ocean View St. Barth · Private Pool
Facing the ocean and without any opposite neighbors, Villa Kyanéa offers the rare impression of living between sky and sea. Panoramic view of St-Barth, private swimming pool, terrace with deckchairs and table facing the horizon. Ideal for a stay of 4 people: two bedrooms, two bathrooms, equipped kitchen, bright living room, air conditioning in each room, 65'' TV and high-speed Wi-Fi. Quiet and secure residence, private parking, close to the Eastern Bay. Nearby restaurants and shops.
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AZUR 4BR 4.5BA Walk to Indigo Beach- Sea Side Dr.
Welcome to AZUR, the newest luxury villa at Indigo Bay, Sint Maarten. Stunning property features 4 BR, 4.5 BA each with a king bed, and en-suite full baths and fitted wardrobes. Guests can enjoy inside and outside dining, each room controlled AC , WiFi, Infinity pool, 3 large terraces, BBQ grill, rooftop lounge, tropical garden, turquoise sea, and sunsets. This captivating spacious villa has gourmet kitchen with island for casual dining. AZUR is your exclusive sanctuary by the sea.
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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.
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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.
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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
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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.
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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.
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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.
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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.
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Popular amenities for Upper Prince's Quarter villa rentals
Private villa rentals

Luxe 3BR Villa: Pool & Sweeping Ocean Views
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Ocean Pearl - Spacious Villa in Dawn Beach
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Sea view 3BR Spring Sea Villa w/ pool, St Maarten
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Villa Elysian in Indigo Bay
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Villa Indigo Dream, Indigo Bay SXM
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Life's Good
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SEA TRUE VILLA,Lavish,Sea view near Maho&Mulletbay
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SeaSoleil LuxuryVilla With Private Pool IndigoBay
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Luxury villa rentals

Water access, snorkeling gear & kayaks
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Private Orient Bay Villa with Spectacular Views
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Waterfront "Bonjour" Beacon Hill St Maarten
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Brand new! - Slowlife - Enjoy Villa
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Marewa - Breathtaking sea view luxury villa 4hp
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Sunset View – Steps from Friar’s & Happy Bay
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Caribbean View Villa - Sea - Sunset - Location#1
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AquaZen – Exceptional villa with private access to the sea
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Villa rentals with a pool

Modern 2 bedroom luxury beachside villa with pool
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Idyllic stay amidst sea, sky, and nature reserve
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Private villa / beautiful View next to La Samanna
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NEW Villa Joséphine, a few steps from Orient Beach
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Villa Tibo
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Secret Harbor Villa, private escape in Anse Marcel
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Villa Koala, heated pool, sea view, Cul de Sac
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Villa Sonrisa, Beachfront and stunning ocean view
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When is the best time to visit Upper Prince's Quarter?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,674 NZD | $1,366 NZD | $1,470 NZD | $1,426 NZD | $1,295 NZD | $1,351 NZD | $1,329 NZD | $1,191 NZD | $1,120 NZD | $1,206 NZD | $1,206 NZD | $1,713 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 |
Destinations to explore
- Waterfront rentals Upper Prince's Quarter
- Rentals with a hot tub Upper Prince's Quarter
- House rentals Upper Prince's Quarter
- Serviced apartment 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





