
Holiday rentals with a pool in Upper Prince's Quarter
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Upper Prince's Quarter
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Cozy apartment, private pool & terrace
Charming apartment located opposite Pinel Island. In the heart of a cul-de-sac. Between Orient Bay & Grand Case, the two must-see beaches on our island for its gastronomy. Unforgettable experience for your taste buds against a backdrop of white sand & turquoise sea. New apartment, totally independent of "la maison des îles". Spacious and comfortable suite. Double bed. 100% cotton sheets and towels. Separate toilet. One step between the living room and the swimming pool and furnished terrace. Private areas.

Sunrise Over St. Barths
BRAND NEW CONDO in a quiet gated community! "Sunrise Over St. Barths" is an oasis of luxury and elegance, built into the hillside overlooking the Atlantic Ocean and St Barth. Enjoy the sunrise every morning in this modern property consisting of 2 master bedrooms with 2 bathrooms, living room with fully equipped kitchen, exterior terrace and laundry area. Each bedroom and the living room have unobstructed panoramic views of the ocean. A breathtaking infinity pool and a sundeck overlook the ocean.

Teresa’s Ocean Paradise
St. Maarten’s best kept secret with breathtaking ocean views from every room! Step into Teresa’s Ocean Paradise where you’ll wake up to panoramic views of turquoise water. Nestled in a private gated community with a communal pool overlooking the ocean, fully equipped kitchen, and two king bedrooms – each with private bathrooms. Perfectly located to enjoy the best of the Dutch and French side’s beaches and restaurants. A one-of-a-kind property to make your vacation an unforgettable retreat.

Panoramic View Terrace Infinity Pool Top Penthouse
Wake up to the magnificent panoramic view of the lagoon on the top floor, rejuvenate your body with a refreshing dip in the private rooftop infinity pool with a coffee or tropical drink. Take a 10 mins stroll to the famous Mullet bay Beach and grab a few freshly French croissants by the Square. After sunset, enjoy the plentiful neighborhood bars and restaurants or take 5 mins drive to Maho where you will find a vast variety of restaurants, casino and clubs or Porto Cupecoy for romance spot.

2 Bedroom Ocean Front Villa, Private Infinity Pool
Clearwater is a cliffside waterfront property with one of the most spectacular views on the island! Overlooking Great Bay, Philipsburg, Divi Little Bay, the turquoise Caribbean Sea and the magnificent cruise ships, this one-of-its-kind location will be sure to Wow you. It is perfectly situated for easy access to all SXM has to offer; 2 nearby beaches, restaurants, grocery stores, downtown shopping, bars and entertainment. If you are interested, checkout the 3 Bedroom option here on Airbnb.

Aman_Sky
The unique Aman_Sky is an oasis of calm, luxury and elegance, built into the hillside overlooking the sublime and sparkling Atlantic Ocean and Saint Barth. This a brand new modern property consists of two master bedrooms with two bathrooms, living room with fully equipped kitchen, exterior terrace and laundry area. All two bedrooms, the living room have unobstructed views of the ocean. A breathtaking infinity pool and a sundeck overlook the ocean, form the focal point of Aman

702 w/ a view at Princess Heights
Forget your worries in this spacious and serene luxurious condo on the top floor . Wake up to the breathtaking view of the blue ocean with St. Barts on the horizon. 702 offers the best amenities with relaxation in mind. Lounge on the balcony, BBQ in the courtyard or take a stroll on the beach, there is no wrong way to experience this condo on the beautiful and friendly island of St. Maarten. NO WORRIES ...THERE IS A GENERATOR ON PREMISES IN CASE OF POWER OUTAGES

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.

Sea Loft, Breathtaking View – Private Pool
* 200 m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with lounge chairs, garden furniture, outdoor table and BBQ * Office area * 100 Mbps Wi-Fi * TV with thousands of channels from around the world * 250 m walk to Fort Louis de Marigot Marina * 5 min walk to Marigot city center with its restaurants, boutiques and other shops * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station

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

The Coastal Condo: Beautiful Luxury 3 Bed 2.5 bath
Stylish and spacious condo located in a quiet neighborhood . This unit offers sweeping Atlantic Ocean views, wrap around balcony, a modern kitchen with breakfast bar, comfortable lounge living room, TV with Netflix access, dining area with seating for 6, spacious bedrooms and baths, free private parking and a gorgeous infinity pool. It is ideal for couples and families alike. WE HAVE A BACK UP GENERATOR that keeps the power on all the times

Stunning 2 BD Ocean View - Terraces Lt Bay
Treat yourself to the utmost stylish and modern ocean view apartment located in the exclusive Little Bay Hill . This spacious environment, is designed to be enjoyed as a family, has a terrace with stunning sea views, private pool, one master suites ( Japanese king bed and a walking closet), one bedroom suite with two twin size beds ( could be converted to king size bed ) . Welcome to Terraces Little Bay !
Popular amenities for Upper Prince's Quarter rentals with a pool
House rentals with a pool

Ocean View Villa-Indigo Bay W/Private Pool/0 Steps

Modern Bungalow with Stunning Seaview & Pool

Beautiful villa with private swimming pool.

The best view on the island!

Villa Suzanna en plein cœur le la baie orientale

Villa Kanoa - 4 bedroom Secluded Paradise Villa

Modern 3BR with Private Pool

Villa Pandora
Condo rentals with a pool

Loft Condo - STEPS FROM BEACH!

CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub

Oceanfront w Pool | Maho Beach area

Villa Belharra, amazing view

"SeaBird" studio, feet in the water on the beach

Luxury Condo "The Q" + Huge Pool Patio + Beach/Bar

cosy apartment

Apt5 (2 bedrooms, terrace & sea view)
Other holiday rentals with a pool

Ocean Breeze B

B1401 @ Fourteen, luxurious & cosy 2 bedroom apt

CONDOstmaarten standard (Adults Only)

Beachfront/6 bdrs en-suite/ Maid included (h)

Beautiful sea view studio

Villa Marant - Elegant Luxury Caribbean Escape

Affordable St. Maarten Escape

Villa Indigo Dream, Indigo Bay SXM
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 | $640 AUD | $575 AUD | $744 AUD | $642 AUD | $640 AUD | $642 AUD | $640 AUD | $588 AUD | $583 AUD | $613 AUD | $639 AUD | $640 AUD |
| 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 holiday rentals with a pool in Upper Prince's Quarter

Total holiday rentals
Explore 370 holiday rentals in Upper Prince's Quarter

Nightly prices starting at
Upper Prince's Quarter holiday rentals start at $85 AUD per night before taxes and fees

Verified guest reviews
Over 2,650 verified reviews to help you choose

Family-friendly holiday rentals
290 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
190 properties have a dedicated workspace

Wi-Fi availability
360 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!
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