
Holiday rentals with a pool in Upper Prince's Quarter
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Upper Prince's Quarter

Total holiday rentals
Explore 410 holiday rentals in Upper Prince's Quarter

Nightly prices starting at
Upper Prince's Quarter holiday rentals start at $86 AUD per night before taxes and fees

Verified guest reviews
Over 3,590 verified reviews to help you choose

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

Pet-friendly accommodation
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
210 properties have a dedicated workspace

Wi-Fi availability
400 of Upper Prince's Quarter holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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!
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.

Endless Views @ Acqua Bleu
Nestled in the heart of Saint Martin, Acqua Bleu offers breathtaking views of turquoise waters and pristine beaches. You'll have direct access to some of the most gorgeous spots on the island, ensuring endless fun in the sun. You’ll enjoy access to various amenities, including a fully equipped kitchen, spacious living areas, a refreshing swimming pool, and much more! Acqua Bleu features two king bedrooms, each accompanied by a private bathroom. Get ready to enjoy a truly rejuvenating vacation!
4.99 out of 5 average rating, 108 reviews
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.
4.98 out of 5 average rating, 47 reviews
Horizon (Apt3) – Sea & Pool View, Terrace
Stylish triplex with 3 bedrooms, all with sea and pool view. Located in Black Palm, an elegant residence of 7 apartments in Indigo Bay, a calm and exclusive neighborhood. Indigo Beach is just a 5-minute walk away. Enjoy the shared pool with sea view. Ideal for up to 5 guests: couples, friends or families looking for relaxation. - 5 minutes’ walk from Indigo Beach - 5 minutes’ drive from the nearest supermarket - Private parking on site - Concierge service available for any request.
4.81 out of 5 average rating, 103 reviews
Stunning Panoramic Views Of The Ocean & St Barth!
“Villa Senorita” is located in the private residential and secured Mandara Residences. This brand new modern condominium features 164sqm/1766 sqft of interior and exterior space with WIFI throughout. The Condo consists of two master bedrooms with two bathrooms, living room with kitchen area, exterior terrace, and laundry area. All two bedrooms, the living room have unobstructed and breathtaking views of the ocean, Guana Bay Beach, Saint Barthélémy and the beautiful island nature.
5.0 out of 5 average rating, 48 reviews
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
5.0 out of 5 average rating, 36 reviews
Aman Serene - new listing
This unique place has a style all its own, newly built, contemporary retreat features two elegant master bedrooms, each with its own private bathroom, a spacious living area seamlessly connected to a fully equipped kitchen, an inviting outdoor terrace. Every bedroom and the living room offer uninterrupted vistas of the mesmerizing ocean. The heart of Aman is its spectacular infinity pool and sun-drenched deck, inviting you to relax while soaking in breathtaking panoramas.
5.0 out of 5 average rating, 21 reviews
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.
5.0 out of 5 average rating, 110 reviews
Serenity Seascape | 2BR Retreat, 270° Oceanviews
Wake up to a jaw-dropping panoramic view of the Caribbean Sea from this chic oceanfront gem in Point Blanche! Bask in 270° views, picture-perfect sunrises, and views of St. Barths from your own private terrace. The space features modern coastal interiors and hotel-quality bathrooms, blending luxury with cliffside serenity. Located just five minutes from Philipsburg, it offers easy access to beaches, restaurants, and shopping while preserving tranquility.
5.0 out of 5 average rating, 11 reviews
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
5.0 out of 5 average rating, 202 reviews
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
4.85 out of 5 average rating, 158 reviews
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 !
4.99 out of 5 average rating, 189 reviews
Préstige - Luxurious 3 bedroom by the Beach
Nestled on the hills of Indigo Bay, Préstige is located midway between Philipsburg and the Simpson Bay touristic hangout. Préstige exudes relaxation the minute you walk through the door, elegant and distinguished! The 3-bedroom spacious residence sleeps six! Overlooking Indigo Beach with private swimming pool! Caribbean living, yours to enjoy!
4.83 out of 5 average rating, 216 reviewsPopular amenities for Upper Prince's Quarter rentals with a pool
House rentals with a pool

ALMOND BLUE ...Pinel bay view - caribbean feeling
4.89 out of 5 average rating, 100 reviews
Blue mornings, pool, superb view
4.9 out of 5 average rating, 104 reviews
Teresa’s Ocean Paradise
4.96 out of 5 average rating, 78 reviews
Breathtaking views of St Barth - 8 people
4.96 out of 5 average rating, 26 reviews
Villa Tonka
4.92 out of 5 average rating, 13 reviews
Villa Leones spectacular view, authentic charm
4.76 out of 5 average rating, 25 reviews
Villa Tamarind | Luxury | Spectacular Views | 4BDR
4.96 out of 5 average rating, 83 reviews
SeaRenity Villa With Private Pool Indigo Bay
4.97 out of 5 average rating, 38 reviewsCondo rentals with a pool

"SeaBird" studio, feet in the water on the beach
4.96 out of 5 average rating, 155 reviews
Beach front luxury! Huge 2BR that has it all! 😍🤩😍
4.96 out of 5 average rating, 109 reviews
Green Lemon - A Seaside Garden
4.95 out of 5 average rating, 106 reviews
Maho Love Shack:Unwind by the Rooftop Pool&Hot Tub
4.91 out of 5 average rating, 259 reviews
Sea view, Anse Marcel
4.92 out of 5 average rating, 120 reviews
Brand New- Maho Condo Studio with Seaview and Pool
4.98 out of 5 average rating, 120 reviews
Loft Condo - STEPS FROM BEACH!
4.75 out of 5 average rating, 120 reviews
Ocean View Residence
5.0 out of 5 average rating, 14 reviewsOther holiday rentals with a pool

Villa Marant - Elegant Luxury Caribbean Escape
4.93 out of 5 average rating, 27 reviews
Villa Blue Roc
4.94 out of 5 average rating, 88 reviews
Sea Haven Villa - Breathtaking Views of Dawn Beach
4.99 out of 5 average rating, 94 reviews
Lima's Penthouse
4.85 out of 5 average rating, 20 reviews
The Loft at Simpson Bay Yacht Club
5.0 out of 5 average rating, 86 reviews
Villa Mango SXM - Ocean View • Modern • 3BD • Pool
4.96 out of 5 average rating, 23 reviews
"Villa Le Point" Design/Heated Pool/View St Barth
4.7 out of 5 average rating, 66 reviews
Villa Kyanéa | Ocean view, St Barth · Private pool
4.94 out of 5 average rating, 32 reviewsWhen is the best time to visit Upper Prince's Quarter?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $668 AUD | $642 AUD | $571 AUD | $571 AUD | $571 AUD | $571 AUD | $642 AUD | $590 AUD | $585 AUD | $615 AUD | $641 AUD | $642 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 |
Destinations to explore
- Waterfront rentals Upper Prince's Quarter
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- Apartment rentals Upper Prince's Quarter
- Luxury rentals Upper Prince's Quarter
- Family-friendly rentals Upper Prince's Quarter
- Beachfront rentals Upper Prince's Quarter
- Villa rentals Upper Prince's Quarter
- Pet-friendly rentals Upper Prince's Quarter
- Condo rentals Upper Prince's Quarter
- Rentals with pools Sint Maarten





