
Villa vacation rentals in Upper Prince's Quarter
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Top-rated villa rentals in Upper Prince's Quarter
Guests agree: these villas are highly rated for location, cleanliness, and more.

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 | St. Barth Ocean View · 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.

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.

Idyllic stay between sea-sky-nature reserve
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.

Villa Sea Fan with Resort Amenities
✨Sea Fan with IRE Vacations ✨ This luxury 3 bedroom villa offers a comfortable modern floor plan with travertine flooring throughout, a fully equipped kitchen, and spacious indoor-outdoor living areas. Guests can enjoy the private pool, outdoor dining area, and access to resort amenities including a gym and spa. Perfect for a serene and upscale Caribbean getaway.

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

Slowlife Harmony - Caribbean Villa Three Bedrooms!

Waterfront "Bonjour" Beacon Hill St Maarten

Oceanfront Guana Bay Villa with View of St. Barts

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

Villa Pineapple - Grand Case Area -5mn Orient Bay

Infinity Views Private Apartment Indigo Bay

Villa Marine, waterfront, facing Îlet Pinel

Private Orient Bay Villa with Spectacular Views
Luxury villa rentals

Luxury villa, swimming pool and panoramic sea view

Bayview Resort, Beachfront villa w/ Stunning Views

Villa Zircon in Pelican Key awaits you - Generator

15% off until Agust 31, 2026: Villa Kiwi

Water access, heated pool, kayaks & snorkeling

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

Spacious Villa - Saint Martin - Pool & 4 Bedrooms

New! Wonderful 5 bedrooms, beach, pools
Villa rentals with a pool

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

VILLA I LOVE VIEW – Luxury villa with sea view

Luxury Villa - Best Views in the Caribbean!

Seaside elegance - Luxury villa in Oyster Pond

Villa Indigo Dream, Indigo Bay SXM

Beach House: beach villa in the Eastern 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 | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$206,054 GYD | G$168,190 GYD | G$180,951 GYD | G$161,287 GYD | G$147,689 GYD | G$160,868 GYD | G$163,588 GYD | G$146,643 GYD | G$137,857 GYD | G$148,526 GYD | G$148,526 GYD | G$210,865 GYD |
| 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 vacation rentals
Explore 50 vacation rentals in Upper Prince's Quarter

Nightly prices starting at
Upper Prince's Quarter vacation rentals start at G$35,563 GYD per night before taxes and fees

Verified guest reviews
Over 1,120 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation 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 vacation 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!
Destinations to explore
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- Villa rentals Sint Maarten





