
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.

Tropical Flamboyant Villa with Jacuzzi & Seaview
Relax in your calm, elegant Kombawa Tropical House set in a garden with a splendid sea view. Enjoy the large covered terrace with the comfortable hot tub or swim in the huge pool with its breathtaking view. Relax in the waxed concrete bathtub with its view of the sea and the island of Saba. Prepare your meal in the fully equipped open kitchen. The rooms are comfortable and restful for a rejuvenating stay. Come and recharge your batteries in this unique place in the heart of Terres Basses

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.

Indigo Oceanfront Condo Poolside - Unit 1
Welcome to Indigo Bay Oceanview Villa, in Indigo Bay, Sint Maarten. This spacious condo offers stunning ocean views, modern amenities, and easy access to pristine beaches. With 3 elegant bedrooms, each featuring en-suite bathrooms, an open-concept living area with plush seating, and a gourmet kitchen equipped with state-of-the-art appliances, you’ll find everything you need for a perfect stay. Step outside to your private pool, sun deck, and shaded patio for alfresco dining.

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.

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

Waterfront "Bonjour" Beacon Hill St Maarten

Villa Pure • 3BR waterfront with kayaks, Wi-Fi, AC

Oceanfront Guana Bay Villa with View of St. Barts

Secret Harbor Villa, private escape in Anse Marcel

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

Villa Ancre Bleue, beautiful view of Ilet Pinel

Villa Marine, waterfront, facing Îlet Pinel

Private Orient Bay Villa with Spectacular Views
Luxury villa rentals

Villa Tropical Heaven

Luxury villa, swimming pool and panoramic sea view

Your Paradise Villa

Marewa - Breathtaking sea view luxury villa 4hp

15% off until Agust 31, 2026: Villa Kiwi

Water access, heated pool, kayaks & snorkeling

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

Caribbean View Villa - Sea - Sunset - Location#1
Villa rentals with a pool

Luxury Villa - Best Views in the Caribbean!

[Sunset Place] 3BR Oceanfront Villa, Private Pool

Villa Norman 3.5 Bedrooms 3.5 En-suite Bathrms

Contemporary Villa/Condo - Ocean View-St Martin

Villa Indigo Dream, Indigo Bay SXM

Villa Tibo

Villa Suzanne with sea view 4 bedrooms - 8 beds

Spacious Villa - Saint Martin - Pool & 4 Bedrooms
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$206,044 GYD | G$168,182 GYD | G$180,943 GYD | G$161,279 GYD | G$147,683 GYD | G$160,861 GYD | G$163,580 GYD | G$146,637 GYD | G$137,851 GYD | G$148,519 GYD | G$148,519 GYD | G$210,856 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$35,561 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
- Rentals with a hot tub Upper Prince's Quarter
- Condo rentals Upper Prince's Quarter
- Rentals with outdoor seating Upper Prince's Quarter
- Fitness-friendly rentals Upper Prince's Quarter
- Serviced apartment rentals Upper Prince's Quarter
- Family-friendly rentals Upper Prince's Quarter
- Smoking-friendly rentals Upper Prince's Quarter
- Rentals with a patio Upper Prince's Quarter
- Apartment rentals Upper Prince's Quarter
- Rentals with a washer and dryer Upper Prince's Quarter
- Beachfront rentals Upper Prince's Quarter
- Luxury rentals Upper Prince's Quarter
- Pet-friendly rentals Upper Prince's Quarter
- Rentals with beach access Upper Prince's Quarter
- Rentals with pools Upper Prince's Quarter
- House rentals Upper Prince's Quarter
- Villa rentals Sint Maarten





