
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 $288 NZD per night before taxes and fees

Verified guest reviews
Over 1,120 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

4.9 Average rating
Upper Prince's Quarter stays are highly rated by guests—averaging 4.9 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.

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.

Villa Kyanéa | Vue océan St Barth · Piscine privée
Face à l’océan et sans aucun vis-à-vis, Villa Kyanéa offre l’impression rare de vivre entre ciel et mer. Vue panoramique sur St-Barth, piscine privée, terrasse avec transats et table face à l’horizon. Idéal pour un séjour à 4 personnes : deux chambres, deux salles de bain, cuisine équipée, salon lumineux, climatisation dans chaque pièce, TV 65’’ et wifi haut débit. Résidence calme et sécurisée, parking privé, proche de la Baie Orientale. Restaurants et commerces à proximité immédiate.

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.

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

VILLA JADE3: 2 BEDROOMS & POOL FEET IN THE WATER
VILLA JADE is a complex of 3 villas, on the waterfront. VILLA JADE 3, our 2 bedroom villa is located in Cul de Sac Bay, facing PINEL Island and the turquoise water nature reserve. Life is peaceful there, kayaking, relaxing, BBQ... You are 5 minutes from the fabulous Baie Orientale, its restaurants, bars and water activities... The 3 villas are adjoining but very private and quiet, your only view is the sea... your only goal is to "enjoy"......

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.

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.

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.
Popular amenities for Upper Prince's Quarter villa rentals
Private villa rentals

VILLA I LOVE VIEW – Luxury villa with sea view

Waterfront "Bonjour" Beacon Hill St Maarten

Oceanfront Guana Bay Villa with View of St. Barts

Secret Harbor Villa, private escape in Anse Marcel

Villa Zircon in Pelican Key awaits you - Generator

Water access, heated pool, kayaks & snorkeling

Private Orient Bay Villa with Spectacular Views

Spectacular sea view, direct access to the beach
Luxury villa rentals

NEW Les Terres Basses - Villa Coco Paillette - Sxm

Bayview Resort, Beachfront villa w/ Stunning Views

Villa SEA VIEW, 5' from Grand Case beach, privacy

Villa Plum Bay

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

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

Villa Posidonie — Luxury Living by the Sea

Villa Litchi | Collection Villas Saint-Martin
Villa rentals with a pool

Luxury Villa - Best Views in the Caribbean!

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

Seaside elegance - Luxury villa in Oyster Pond

MagnoliaForever prestigious villa with full sea view

Villa Indigo Dream, Indigo Bay SXM

Villa Azur, great view of the Orient Bay

Villa Ancre Bleue, beautiful view of Ilet Pinel

Carpe Diem, beautiful villa
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 | $1,600 NZD | $1,346 NZD | $1,448 NZD | $1,305 NZD | $1,195 NZD | $1,302 NZD | $1,324 NZD | $1,187 NZD | $1,116 NZD | $1,202 NZD | $1,202 NZD | $1,707 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 washing machine and dryer Upper Prince's Quarter
- Apartment rentals Upper Prince's Quarter
- Serviced apartment rentals Upper Prince's Quarter
- Condo rentals Upper Prince's Quarter
- Rentals with outdoor seating Upper Prince's Quarter
- Smoking-friendly rentals Upper Prince's Quarter
- Rentals with a patio Upper Prince's Quarter
- Rentals with beach access Upper Prince's Quarter
- Luxury rentals Upper Prince's Quarter
- Rentals with a hot tub Upper Prince's Quarter
- Fitness-friendly rentals Upper Prince's Quarter
- House rentals Upper Prince's Quarter
- Pet-friendly rentals Upper Prince's Quarter
- Rentals with pools Upper Prince's Quarter
- Beachfront rentals Upper Prince's Quarter
- Family-friendly rentals Upper Prince's Quarter
- Villa rentals Sint Maarten





