
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.

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.

The Loft at Simpson Bay Yacht Club
Welcome to The Loft at SBYC. Located in the heart of Simpson Bay in walking distance to the beach, great restaurants, grocery stores, shopping, salons/spas and more. In this fully renovated loft-style apartment, you will find high quality amenities throughout including a European kitchen and an amazing rainfall shower. The SBYC property offers 3 swimming pools, a hot tub, tennis courts and plenty of outdoor space for relaxing, all under 24-hour gated security. Free concierge service included.

VILLA JADE 1: SUITE PIEDS DANS L'EAU / PISCINE
VILLA JADE est située dans la baie de "FRENCH CUL DE SAC". C'est un complexe en bord de mer composé de 3 villas privées. VILLA JADE 1 est une suite pour 2 personnes avec piscine privée. Les villas sont calmes et intimes...votre unique vue est la mer. La baie de "FRENCH CUL DE SAC" est à 5 minutes de ORIENT BAY, touristique avec restaurants, bars, activités nautiques, mais aussi à quelques minutes de GRAND CASE, notre petit village typique avec restaurants gastronomiques en bord de mer....

Sea Loft Vue imprenable - piscine privée
* Loft de 200m² * Vue mer exceptionnelle * Piscine privée * A 250 mètres de la petite plage de Galisbay * Terrasse avec chaises longues, salon de jardin, table d'extérieur et BBQ * Espace bureau * Wifi 100 Mbps * TV avec milliers de chaines du monde entier * A 250 m à pied de la marina Fort Louis de Marigot * A 5 min à pied du centre ville de Marigot avec ses restaurants, boutiques et autres commerces * A 5 min de l'embarcadère pour Saint-Barth et Anguilla, et de la station de taxis

Appartement indépendant bas de villa - Indigo Bay
L'appartement de la Villa Stella vous accueille dans un cadre unique avec une vue spectaculaire sur la mer des Caraïbes. Située dans une résidence sécurisée 24h/24, la tranquillité est au rendez-vous. Vous serez à seulement 8 min à pied de la plage d'Indigo Bay et proche des commerces et restaurants de la partie néerlandaise. Composée de 2 chambres et de 2 salles de bain, vous pourrez vous détendre dans la piscine/jacuzzi surplombant la baie .

Secret View amazing apartment- Private pool
Welcome to Secret View! An elegant and intimate retreat with a private pool and a spacious terrace set directly on the lagoon. Designed for couples seeking calm, romance and discretion, just minutes from vibrant Maho with its restaurants, bars and casinos, and Mullet Bay Beach, one of the island’s finest beaches with stunning turquoise waters. Free private parking. This hidden gem is the perfect setting for unforgettable moments together.

NEW heights of Orient Bay - Full unit 1BDR 4p
NEW! One-bedroom apartment located in a recently built residence, accommodating up to 4 people on the ground floor in the heights of Orient Bay. The bedroom features a large double bed and an open-concept bathroom. The living area includes a fully equipped kitchen, a sofa bed, a separated toilet and a terrace with sea view. Secured residence, WIFI, A/C, Infinity pool Orient Bay Beach and Gallion Beach are a 15-minute walk away.

Studio Ocean Front, 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 put you at awe. It is perfectly situated for easy access to all SXM has to offer; restaurants, beaches, grocery stores, downtown shopping, bars and entertainment.

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 !

Green Balaou 15 min à pied Orient-Bay
Located in the Les Hauts de la Baie residence, the Green Balaou apartment is just a 15-minute walk from Orient Bay beach and Galion beach, a natural reserve perfect for nature lovers and those seeking tranquility. You can also reach these beaches in just 4 minutes by car. It’s the ideal setting to enjoy the fine sand, crystal-clear waters, and the stunning landscapes of the island.

Maison moderne, piscine cocktail, vue sur l’océan
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 Upper Prince's Quarter rentals with a pool
House rentals with a pool

Pelican key - BEACH FRONT Villa

Ocean View House 3 Terraces/2BR/2BA - Shared Pool

Villa Bahia

Paradise View, Maison créole avec piscine privée

Préstige - Luxurious 3 bedroom by the Beach

Villa Monchal, 1 minute à pieds de la plage

Ocean view villa at Dawn beach

Villa Areca • 3BR waterfront with kayaks, WiFi, AC
Apartment rentals with a pool

Loft Condo - STEPS FROM BEACH!

Appartement 1 chambre au cœur d’Orient Bay

Oceanfront w Pool | Maho Beach area

Studio Iguana

Studio «SeaBird» les pieds dans l’eau sur la plage

Villa Bora Bora - Beach and Caribbean Sea

Casa Nova, Indigo Bay SXM

Sint Maarten La Terrasse Maho
Other holiday rentals with a pool

Orient Bay Dream Studio 2, vue mer

Studio MACAO au coeur d'Orient Bay Resort

Brand new! - Slowlife - Enjoy Villa

Indigo Bay Villa Poolside - Ocean 14

Modern Bungalow With Pool - 3 Min Walk To Beach

Apartment Orient Bay-Ti Paradise

Studio d’exception au bord de la mer rénové 2024 !

Sea View Studio with Infinity Pool – Romantic Stay
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 | $578 SGD | $519 SGD | $672 SGD | $580 SGD | $578 SGD | $580 SGD | $578 SGD | $531 SGD | $527 SGD | $514 SGD | $514 SGD | $578 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 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 $77 SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
190 properties have a dedicated workspace

Wifi availability
360 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

4.8 Average rating
Upper Prince's Quarter stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Rentals with a washing machine and dryer Upper Prince's Quarter
- Rentals with a hot tub Upper Prince's Quarter
- Serviced apartment rentals Upper Prince's Quarter
- Flat rentals Upper Prince's Quarter
- Fitness-friendly rentals Upper Prince's Quarter
- Beachfront rentals Upper Prince's Quarter
- Smoking-friendly rentals Upper Prince's Quarter
- Rentals with a patio Upper Prince's Quarter
- Waterfront rentals Upper Prince's Quarter
- Family-friendly rentals Upper Prince's Quarter
- Rentals with outdoor seating Upper Prince's Quarter
- Apartment rentals Upper Prince's Quarter
- House rentals Upper Prince's Quarter
- Villa rentals Upper Prince's Quarter
- Pet-friendly rentals Upper Prince's Quarter
- Rentals with beach access Upper Prince's Quarter
- Rentals with breakfast Upper Prince's Quarter
- Rentals with pools Sint Maarten




