
Beachfront holiday rentals in Upper Prince's Quarter
Find and book unique beachfront homes on Airbnb
Quick stats about beachfront rentals in Upper Prince's Quarter

Total holiday rentals
Explore 60 holiday rentals in Upper Prince's Quarter

Nightly prices starting at
Upper Prince's Quarter holiday rentals start at $116 SGD per night before taxes and fees

Verified guest reviews
Over 920 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
60 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

4.9 Average rating
Upper Prince's Quarter stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated beachfront rentals in Upper Prince's Quarter
Guests agree: these beachfront homes are highly rated for location, cleanliness and more.

Beach front luxury! Huge 2BR that has it all! 😍🤩😍
5 star hotel luxury is yours in this modern beach home! 2 guest rooms with en-suite bathrooms and deck access. Enjoy cooking your own meals and dine inside or on the deck (or beach!). Largest deck on Simpson Bay beach has it all: huge daybed, loungers, living and dining areas for your comfort and pleasure. Unwind in the den and enjoy the big screen there or in either bedroom. Your neighbor is a boutique hotel and will gladly serve you meals and drinks right to your deck! Much more info available

Apartment on the beach
Let this tranquil, centrally located, 1 bedroom apartment become your home away from home. This beachfront property is located on the BEST and WIDEST stretch of Simpson Bay beach with gentle waves and no rocks, which makes it a perfect spot for swimming. Although this property is tucked away, and there are never many people on this part of the beach, it is in a heart of Simposn Bay. Simpson Bay beach offers one of the longest stretches of uninterrupted sandy, white coastline on Sint Maarten.

The Beach House Apartment
A stylishly modern one bedroom apartment directly located on the beautiful white sand beach of Simpson Bay. Enjoy the crystal clear waters by day and explore the Caribbean charm of our bustling nightlife. Our island getaway provides you with the full relaxation experience complete with beach chairs, umbrellas, outdoor shower, snorkel gear and paddle boards to complete beach side experience Amenities include free WIFI, kitchen, king size bed, beach chairs, umbrella's and much more

Hamaka condo, a beachfront retreat on Simpson Bay
Escape to the ultimate beachfront retreat at Hamaka, a fully equipped condo recently renovated to offer the perfect private beach escape with easy walking distance access to restaurants, bars, and nightly entertainment in Simpson Bay, Saint-Martin. Experience waking up to the sound of the waves and having your morning drink to the sight of the endless shades of the ocean. At the end of your day, unwind and enjoy the magnificent sunsets that this beautiful island has to offer.

Le Petit Paradis – Beachfront 1 Bedroom Apartment
"Petit Paradis" (Little Paradise), a genuine Caribbean getaway. A spacious one-bedroom Beachfront apartment right on beautiful Simpson Bay Beach and in the center of all the happenings. Relaxing terrace, five stairs away from the Beach, and within walking distance from great Restaurants, Nightlife, Activities, and Watersports. This modern, fully furnished, and equipped apartment has everything you need for a dream vacation. Hope to invite you soon in our Paradise, Elodie

"SeaBird" studio, feet in the water on the beach
The "SeaBird studio" is ideally located with a beautiful view of the Caribbean Sea and an idyllic beach just for you! It offers plenty of comfort and storage with refined and original decoration. The residence is perfectly secure with a large swimming pool and tropical garden. Everything is within walking distance: grocery store, local market, shops, traditional or gourmet restaurants, ferry station to other islands, etc... High-speed Wi-Fi and TV Europe and America.

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.

La Pearle - Luxurious 1 Bedroom Condo By the Beach
Nestled on the hills of Indigo Bay, La Pearle is located midway between Philipsburg and the Simpson Bay touristic hang out. La Pearle exudes relaxation the minute you walk through the door! Awake to watching the Allure of the Seas make its way into the harbor. La Pearle, elegant, sophisticated and distinguished! The 1- bedroom spacious condo sleeps two! Experience luxury with a huge verandah overlooking the Indigo beach, Caribbean living, yours to enjoy!

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

Cupecoy Garden Side 1
Delightful one bedroom appt. Fully furnished with mid century teak furniture. A spacious 70m2 space with large terrace in a mature tropical garden. A brand new fully equipped kitchen was added in October 2022. Located in trendy and safe Cupecoy. CJ1 is a quiet oasis to relax in the luxurious garden, or head for the the renowned beach of Mullet bay within a 3 minute walk. Supermarkets, gym yoga studio very close by. This is the place to be.

Beachfront Loft in Grand Case - Sea View
An exceptional beachfront loft on Grand Case Beach, offering majestic ocean views and a prime position above the iconic Rainbow Café. In high season, a stylish and trendy atmosphere sets the tone until about 11 p.m. Sunbeds can be reserved either directly or through us—but guests who book with our help enjoy privileged touches. A luminous, sophisticated retreat steps from Grand Case’s finest venues.

Villa Sea Fan with Resort Amenities
✨Sea Fan with IRE Vacations ✨ This luxury 3 bedroom villa offers a comfortable modern floor plan with travertine flooring throughout, a fully equipped kitchen, and spacious indoor-outdoor living areas. Guests can enjoy the private pool, outdoor dining area, and access to resort amenities including a gym and spa. Perfect for a serene and upscale Caribbean getaway.
Popular amenities for beachfront rentals in Upper Prince's Quarter
Pet-friendly beachfront home rentals

Waterfront "Bonjour" Beacon Hill St Maarten

2 Bedroom Duplex up to 5 guests right on the beach

Charming apartment on the beach, 1 or 2 bedrooms

Water access, heated pool, kayaks & snorkeling

1-BR Beach Front Ocean Condo

"Colombe" your Orient Bay beachfront apartment

Spectacular sea view, direct access to the beach

Vitamin sea 2
Beachfront home rentals with a pool

Villa Casalilo, private pool, walking distance to the beach

Beachfront Paradise with Pool & Stunning Sunsets

Villa close to the beach

ALMOND BLUE ...Pinel bay view - caribbean feeling

Villa Bora Bora - Beach and Caribbean Sea

Casa Rish-2BR 2.5BH TownHouse with pool in Cupecoy

Love beach loft

Bell'Mare 3 bedroom Beach Front Villa
Private beachfront home rentals

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

Vue mer - Jacuzzi - Coucher de soleil - Happy Bay

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

SeaStar New Home in Cupecoy with Private Pool

Princess Mahault, Orient Bay, pool, on the beach

A-1101 2 bedroom corner balcony ocean view

Beachfront Apartment Flamant Grand Case

Amazing Villa Private pool garden Orient Bay Beach
When is the best time to visit Upper Prince's Quarter?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $621 SGD | $775 SGD | $764 SGD | $775 SGD | $724 SGD | $724 SGD | $724 SGD | $775 SGD | $775 SGD | $775 SGD | $581 SGD | $647 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 |
Destinations to explore
- Pet-friendly rentals Upper Prince's Quarter
- Family-friendly rentals Upper Prince's Quarter
- Villa rentals Upper Prince's Quarter
- Serviced apartment rentals Upper Prince's Quarter
- Waterfront rentals Upper Prince's Quarter
- Rentals with pools Upper Prince's Quarter
- Apartment rentals Upper Prince's Quarter
- Rentals with a washing machine and dryer Upper Prince's Quarter
- Rentals with beach access Upper Prince's Quarter
- Rentals with a patio Upper Prince's Quarter
- House rentals Upper Prince's Quarter
- Smoking-friendly rentals Upper Prince's Quarter
- Luxury rentals Upper Prince's Quarter
- Fitness-friendly rentals Upper Prince's Quarter
- Flat rentals Upper Prince's Quarter
- Rentals with outdoor seating Upper Prince's Quarter
- Rentals with a hot tub Upper Prince's Quarter
- Beachfront rentals Sint Maarten





