
Villa vacation rentals in Upper Prince's Quarter
Find and book unique villas on Airbnb
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.

Bella Vista – Pool & Sea View, 5 Minutes from Grand Case
Welcome to Villa Bella Vista, your haven of peace nestled in the heart of a private and popular area of La Savane. From the moment you arrive, the magic happens: the villa overlooks the turquoise waters of Grand Case Bay and reveals a 180° panoramic sea view, one of the most spectacular on the island. Staying here is to experience an enchanted break, where discreet luxury and Caribbean authenticity come together to create unforgettable memories. Your vacation starts here.

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.

Modern Bungalow With Pool - 3 Min Walk To Beach
Immerse yourself in nature during your stay at The Bungalow, a tropical open-air villa perched amongst the trees on the island of Anguilla. Enjoy breath-taking ocean views from your private pool, take a quick walk down to the beach for a dip in Rendezvous Bay, and wind down while watching the sunset from your expansive roof deck. Nature lovers will delight in the property’s indoor-outdoor feel, surrounded by lush gardens and with visits from native birds.

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

VILLA I LOVE VIEW – Luxury villa with sea view

Slowlife Harmony - Caribbean Villa Three Bedrooms!

Waterfront "Bonjour" Beacon Hill St Maarten

Your Paradise Villa

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

Private Orient Bay Villa with Spectacular Views

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

Wonderfull 180° view, from Orient Bay to Pinel
Luxury villa rentals

NEW Les Terres Basses - Villa Coco Paillette - Sxm

Luxury villa, swimming pool and panoramic sea view

Bayview Resort, Beachfront villa w/ Stunning Views

15% off until Agust 31, 2026: Villa Kiwi

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

Caribbean View Villa - Sea - Sunset - Location#1

Villa Coralia — Luxury Living by the Sea

Spacious Villa - Saint Martin - Pool & 4 Bedrooms
Villa rentals with a pool

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

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

Charming 3-Bed Villa in Maho

Villa Indigo Dream, Indigo Bay SXM

ORIENT BAY 🌴BEACH VILLA 3🌴FEET IN THE SAND 🌴🌸🐚
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$206,105 GYD | G$168,232 GYD | G$180,996 GYD | G$161,327 GYD | G$147,726 GYD | G$160,908 GYD | G$163,629 GYD | G$146,680 GYD | G$137,892 GYD | G$148,563 GYD | G$148,563 GYD | G$210,918 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$35,571 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
- Waterfront rentals Upper Prince's Quarter
- Condo rentals Upper Prince's Quarter
- Rentals with beach access Upper Prince's Quarter
- Pet-friendly rentals Upper Prince's Quarter
- House rentals Upper Prince's Quarter
- Fitness-friendly rentals Upper Prince's Quarter
- Rentals with a patio Upper Prince's Quarter
- Rentals with a washer and dryer Upper Prince's Quarter
- Rentals with outdoor seating Upper Prince's Quarter
- Beachfront rentals Upper Prince's Quarter
- Rentals with pools Upper Prince's Quarter
- Apartment rentals Upper Prince's Quarter
- Smoking-friendly rentals Upper Prince's Quarter
- Serviced apartment rentals Upper Prince's Quarter
- Family-friendly rentals Upper Prince's Quarter
- Luxury rentals Upper Prince's Quarter
- Rentals with a hot tub Upper Prince's Quarter
- Villa rentals Sint Maarten





