Some info has been automatically translated. Show original language

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 $251 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, 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.

1 of 1 pages1 / 1
Superhost
Villa in Upper Prince's Quarter
4.84 out of 5 average rating, 37 reviews

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 - different listing) 10min walk to Dawn beach. Salt water infinity pool. Large terrace overlooking the ocean. EACH bedroom has en-suite, walk in closet and ocean view. Bedroom 4 is fully private with own entrance, kitchen and living room Instagr@m: @Seascapes_sxm Total price includes cleaning fees and 15.5% Air BNB fee

Top Guest favourite
Villa in Philipsburg
5.0 out of 5 average rating, 17 reviews

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.

Guest favourite
An aerial view showcases the villa surrounded by lush greenery and vibrant tropical flowers. The private pool, with a curved shape, is bordered by lounge chairs. The sloped roof of the main house and separate structure add architectural interest.
Villa in Oyster Pond
5.0 out of 5 average rating, 11 reviews

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!

Top Guest favourite
The villa features a modern design with two levels, surrounded by lush greenery. An infinity pool is situated in front, with reclining chairs positioned nearby. The outdoor dining area is visible, and the expansive glass windows reflect the vibrant surroundings, inviting natural light into the space.
Villa in Indigo Bay
5.0 out of 5 average rating, 33 reviews

Life's Good

Located in the only planned community in Sint Maarten in the beautiful and gated “Indigo Bay”. The whole villa to yourself and just 10 minutes from the airport. Villa "Life’s Good" with infinity pool is located on the mountainside with a 180 degree view of the sea and view of the Islands, Saba, St Kitts & Nevis and Sint Eustatius.. A spectacle of breathtaking sunrises and sunsets. Just a 3 minute drive from the villa: are beaches, restaurants and all amenities.

Guest favourite
A private pool is situated on a wooden deck, surrounded by lush greenery and palm trees. Sun loungers are positioned nearby, offering a view of the sea and distant boats. The clear water of the pool reflects the vibrant blue sky.
Villa
5.0 out of 5 average rating, 109 reviews

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.

Top Guest favourite
Villa in Upper Prince's Quarter
4.94 out of 5 average rating, 87 reviews

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.

Superhost
A private pool is framed by wooden decking, complemented by two lounge chairs and a side table. A scenic view of azure waters and distant islands is visible, with sailboats dotting the horizon. Lush palm trees provide a tropical ambiance.
Villa in Cul-de-Sac
4.84 out of 5 average rating, 154 reviews

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

Guest favourite
An infinity edge pool reflects the clear blue sky, surrounded by a spacious stone patio. Comfortable lounge chairs are positioned nearby, under an umbrella. The ocean view extends along the horizon, with gentle waves visible in the distance.
Villa in Upper Prince's Quarter
4.99 out of 5 average rating, 93 reviews

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.

Guest favourite
A private pool is set in a serene outdoor area, surrounded by lush greenery and palm trees. The pool features a tiled edge, with a wooden tray holding tropical fruits floating in the clear water. A spacious lawn complements the inviting atmosphere.
Villa in Indigo bay, Sint Maarten
4.94 out of 5 average rating, 70 reviews

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.

Guest favourite
An infinity pool with crystal-clear water extends alongside the terrace, offering views of the lagoon and surrounding landscape. Palm trees and sun loungers can be seen at the water's edge, with blue skies and fluffy clouds reflecting on the water's surface.
Villa in Les Terres Basses
4.98 out of 5 average rating, 45 reviews

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.

Top Guest favourite
A panoramic view captures the serene turquoise waters of Great Bay, framed by rolling hills and lush greenery. The horizon features a blend of clouds and sunlight, creating a tranquil coastal atmosphere. Cruise ships are subtly visible along the shoreline.
Villa in Little Bay
4.99 out of 5 average rating, 103 reviews

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.

Guest favourite
Villa in Upper Prince's Quarter
4.92 out of 5 average rating, 25 reviews

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

When is the best time to visit Upper Prince's Quarter?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$1,647 NZD$1,345 NZD$1,447 NZD$1,403 NZD$1,274 NZD$1,330 NZD$1,308 NZD$1,172 NZD$1,102 NZD$1,187 NZD$1,187 NZD$1,686 NZD
Avg. temp26°C26°C26°C27°C28°C29°C29°C29°C29°C29°C28°C27°C