
Vacation 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.

Orient Bay Dream Studio 2, vue mer
Renovated (August 2024) for intelligent and maximum comfort, this air-conditioned and fully equipped studio is located on the top floor of the most wanted building (Tortola) of the Mt Vernon Secured Residence with swimming pool on the edge of Orient Bay beach. Cool (tiled) and shaded terrace, exceptional panoramic view including the entire Orient Bay beach and part of the nature reserve, with St Barth on the horizon! South oriented, calm and protected from the wind. Maintained with great care.

Studio «SeaBird» les pieds dans l’eau sur la plage
Le « studio SeaBird » est idéalement situé avec une vue magnifique sur la mer Caraïbes et une plage idyllique rien que pour vous! Il offre beaucoup de confort et de rangement avec une décoration raffinée et originale. La résidence est parfaitement sécurisée avec une grande piscine et jardin tropical. Tout est accessible à pied: épicerie, marché local, boutiques, restaurants traditionnels ou gastronomiques, gare maritime vers les autres îles, etc... Wifi haut débit et télé Europe et Amérique.

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.

Appartement cosy, piscine & terrasse privatives
Appartement de charme situé face à l'ilet Pinel. Au cœur de cul-de-sac. Entre Orient Bay & Grand Case les deux plages incontournables de notre île pour sa gastronomie. Expérience inoubliable pour vos papilles sous fond de sable blanc & mer turquoise. Appartement neuf, totalement indépendant de "la maison des îles". Suite spacieuse et confortable. Lit double. Draps et serviettes 100%coton.Toilettes séparées. Un pas entre le salon et la piscine et terrasse aménagée. Parties privatisées.

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

Maho Love Shack:Unwind by the Rooftop Pool&Hot Tub
This charming, cozy, and tranquil tropical nest is located where all the action is! The golf course, iconic bars, the unprecedented landing strip, the popular Maho and Mullet bay beaches, Maho market with daily fresh take away breakfast/lunch buffets and a divine selection of exotic restaurants are all in walking distance. If you wish to just lounge and relax by the pool, jacuzzi, and private gazebo bar or enjoy the nightlife; it’s all readily available for you to indulge.

Aman Oceanview
The Aman Oceanview 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

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.

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.

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

Villa Taïana - Oyster Pond

Seadream, Oyster Pond

SeaRenity Villa With Private Pool Indigo Bay

Luxury Bungalow with Amazing Seaview & Pool

LODGE Cocon Élégant, Terrasse Tropicale, Vue Mer

Préstige - Luxurious 3 bedroom by the Beach

Villa Monchal, 1 minute à pieds de la plage

Infinite Blue – Elegant Villa & Turquoise Views
Condo rentals with a pool

Oceanfront studio on orient bay

Appartement 1 chambre au cœur d’Orient Bay

Feet in the ocean, Orient Bay, Beach apartment

Oceanfront w Pool | Maho Beach area

Villa Belharra, amazing view

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

cosy apartment

Princess Mahault,Orient Bay, piscine, sur la plage
Other vacation rentals with a pool

Villa Solandra – 3BR Oceanfront Sunset w/ Pool

Gorgeous 2 bedroom-17th floor, Fourteen Mullet Bay

Nouveau un Paradis sur la plage !

Brand new! - Slowlife - Enjoy Villa

Modern Bungalow With Pool - 3 Min Walk To Beach

Cozy Boho Studio | Orient Bay

Cozy Cabanita, in lush tropical garden with pool

Alamanda - Orient bay - Apartment Oceanview
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$94,096 GYD | G$84,478 GYD | G$109,361 GYD | G$94,305 GYD | G$94,096 GYD | G$94,305 GYD | G$94,096 GYD | G$86,360 GYD | G$85,732 GYD | G$90,123 GYD | G$93,887 GYD | G$94,096 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 vacation rentals with a pool in Upper Prince's Quarter

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

Nightly prices starting at
Upper Prince's Quarter vacation rentals start at G$12,546 GYD per night before taxes and fees

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

Family-friendly vacation rentals
290 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
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 vacation 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!
Destinations to explore
- Apartment rentals Upper Prince's Quarter
- Smoking-friendly rentals Upper Prince's Quarter
- Luxury rentals Upper Prince's Quarter
- Waterfront rentals Upper Prince's Quarter
- Rentals with a washer and dryer Upper Prince's Quarter
- Rentals with a hot tub Upper Prince's Quarter
- Rentals with beach access Upper Prince's Quarter
- Fitness-friendly rentals Upper Prince's Quarter
- Rentals with a patio Upper Prince's Quarter
- Serviced apartment rentals Upper Prince's Quarter
- House rentals Upper Prince's Quarter
- Pet-friendly rentals Upper Prince's Quarter
- Rentals with outdoor seating Upper Prince's Quarter
- Condo rentals Upper Prince's Quarter
- Family-friendly rentals Upper Prince's Quarter
- Beachfront rentals Upper Prince's Quarter
- Villa rentals Upper Prince's Quarter
- Rentals with pools Sint Maarten




