
Villa holiday 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 Breeze B
Welcome to unparalleled luxury at Indigo Bay, Sint Maarten. Nestled in one of the island's most sought-after gated communities, this 3-bedroom villa offers modern elegance with breathtaking views of the Caribbean Sea. The villa is thoughtfully designed with an expansive living room, full kitchen, bar, and a TV room for relaxation. Step outside to your private oasis featuring a private pool, BBQ area, and sun-soaked deck, perfect for alfresco dining or unwinding with a cocktail. The master suite

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 - it is a different listing) 7min walk to Dawn beach, bar and restaurant. Salt water infinity pool. Large terrace overlooking the ocean. EACH of our 4rooms have private bathroom, walk in closet and magnificent ocean view. Bedroom 4 is fully private with own entrance, kitchen and living room. Instagr@m: @Seascapes_sxm

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 | Ocean View in St. Barth · Private Pool
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.

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 villa rentals in Upper Prince's Quarter
Private villa rentals

Waterfront "Bonjour" Beacon Hill St Maarten

Oceanfront Guana Bay Villa with View of St. Barts

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

15% off until Agust 31, 2026: Villa Kiwi

Infinity Views Private Apartment Indigo Bay

Private Orient Bay Villa with Spectacular Views

Sea view 3BR Spring Sea Villa w/ pool, St Maarten

Sunset View – Steps from Friar’s & Happy Bay
Luxury villa rentals

VILLA I LOVE VIEW – Luxury villa with sea view

NEW Les Terres Basses - Villa Coco Paillette - Sxm

Bayview Resort, Beachfront villa w/ Stunning Views

Villa Zircon in Pelican Key awaits you - Generator

Villa Plum Bay

5BR Modern Caribbean Luxury with Pool & Bay Views

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

Spacious Villa - Saint Martin - Pool & 4 Bedrooms
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

Contemporary Villa/Condo - Ocean View-St Martin

Villa Indigo Dream, Indigo Bay SXM

Villa Tibo

Beach House: beach villa in the Eastern Bay

Villa Ancre Bleue, beautiful view of Ilet Pinel
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 | $1,249 SGD | $1,020 SGD | $1,097 SGD | $978 SGD | $895 SGD | $975 SGD | $992 SGD | $889 SGD | $836 SGD | $900 SGD | $900 SGD | $1,278 SGD |
| 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 holiday rentals
Explore 50 holiday rentals in Upper Prince's Quarter

Nightly prices starting at
Upper Prince's Quarter holiday rentals start at $216 SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
50 of Upper Prince's Quarter holiday rentals include wifi 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!
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- Villa rentals Sint Maarten





