
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 70 holiday rentals in Upper Prince's Quarter

Nightly prices starting at
Upper Prince's Quarter holiday rentals start at $89 SGD per night before taxes and fees

Verified guest reviews
Over 990 verified reviews to help you choose

Family-friendly holiday rentals
60 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
70 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
4.96 out of 5 average rating, 109 reviews
2 BR 2 BA beachfront, amazing view, beach access
Wake up early on your first morning, brew a fresh cup of coffee, walk out onto the front patio overlooking a spectacular panoramic oceanview of turquoise clear-blue water lapping gently onto the white sandy shore. Then walk downstairs, through our private access directly onto the beach. Feel the soft white sand under your feet, scrunch your toes in it :). This is a dream come true for you, you worked hard to be here, smile inwardly, live in the moment, it is paradise, own it, you deserve this...
4.84 out of 5 average rating, 104 reviews
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
5.0 out of 5 average rating, 254 reviews
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.
4.95 out of 5 average rating, 106 reviews
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
4.93 out of 5 average rating, 159 reviews
"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.
4.96 out of 5 average rating, 154 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
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!
4.79 out of 5 average rating, 220 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
ALMOND BLUE ...Pinel bay view - caribbean feeling
Relax in the Caribbean in this beautiful house with its extraordinary view of Pinel Bay, voted the 3rd most beautiful destination in the Caribbean. In the middle of a nature reserve overlooking St Barthélémy, you will swim with turtles and exotic fish. With access to the sea below the house, you can enjoy the kayaks available to go and enjoy a lobster or cocktail in one of the 2 restaurants on Pinel Island. St Martin – The Pearl of the Caribbean!
4.89 out of 5 average rating, 100 reviews
VILLA JADE3: 2 BEDROOMS & POOL FEET IN THE WATER
VILLA JADE is a complex of 3 villas, on the waterfront. VILLA JADE 3, our 2 bedroom villa is located in Cul de Sac Bay, facing PINEL Island and the turquoise water nature reserve. Life is peaceful there, kayaking, relaxing, BBQ... You are 5 minutes from the fabulous Baie Orientale, its restaurants, bars and water activities... The 3 villas are adjoining but very private and quiet, your only view is the sea... your only goal is to "enjoy"......
4.96 out of 5 average rating, 137 reviews
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.
4.94 out of 5 average rating, 142 reviewsPopular amenities for beachfront rentals in Upper Prince's Quarter
Pet-friendly beachfront home rentals

Modern studio apartment in Philipsburg
4.88 out of 5 average rating, 107 reviews
Hillside Beach Townhouse Simpson Bay
5.0 out of 5 average rating, 126 reviews
1-BR Beach Front Ocean Condo
4.8 out of 5 average rating, 147 reviews
Beachfront/6 bdrs en-suite/ Maid included (h)
5.0 out of 5 average rating, 16 reviews
Villa Ocean - Indulge Yourself in Paradise
4.95 out of 5 average rating, 81 reviews
Charming apartment on the beach, 1 or 2 bedrooms
5.0 out of 5 average rating, 76 reviews
"Colombe" your Orient Bay beachfront apartment
4.9 out of 5 average rating, 72 reviews
Water access, heated pool, kayaks & snorkeling
4.98 out of 5 average rating, 46 reviewsBeachfront home rentals with a pool

Princess Anouk, Orient Bay, pool, on the beach
4.85 out of 5 average rating, 121 reviews
Villa Sea Fan with Resort Amenities
4.94 out of 5 average rating, 17 reviews
Villa Elysian in Indigo Bay
4.91 out of 5 average rating, 55 reviews
Upscale Villa Hideaway in Orient Bay
4.93 out of 5 average rating, 28 reviews
Luxury 3 Bedroom Condo - Dawn Beach Club
5.0 out of 5 average rating, 4 reviews
Villa Suzanna in the heart of the Baie Orientale
5.0 out of 5 average rating, 7 reviews
Modern 2 bedroom luxury beachside villa with pool
4.87 out of 5 average rating, 89 reviews
Sea view • Private pool • Happy Bay within walking distance
5.0 out of 5 average rating, 5 reviewsPrivate beachfront home rentals

Top of the art penthouse
4.95 out of 5 average rating, 113 reviews
Mont Choisy "Amazing sea view & Spa" 2BD+Sofa
4.87 out of 5 average rating, 77 reviews
Beachfront 2 bedroom apt in Philipsburg
5.0 out of 5 average rating, 17 reviews
Beachfront Apartment Flamant Grand Case
4.91 out of 5 average rating, 47 reviews
Five Star Luxury Beachfront Condo Private Hot Tub
4.94 out of 5 average rating, 88 reviews
Wonderfull 180° view, from Orient Bay to Pinel
4.96 out of 5 average rating, 51 reviews
The BO'M!
4.94 out of 5 average rating, 70 reviews
Private villa / beautiful View next to La Samanna
4.88 out of 5 average rating, 24 reviewsWhen 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 | $614 SGD | $766 SGD | $755 SGD | $653 SGD | $766 SGD | $592 SGD | $716 SGD | $766 SGD | $766 SGD | $766 SGD | $574 SGD | $639 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
- Waterfront rentals Upper Prince's Quarter
- Rentals with a hot tub Upper Prince's Quarter
- House rentals Upper Prince's Quarter
- Serviced apartment rentals Upper Prince's Quarter
- Rentals with beach access Upper Prince's Quarter
- Flat rentals Upper Prince's Quarter
- Luxury rentals Upper Prince's Quarter
- Rentals with pools Upper Prince's Quarter
- Family-friendly rentals Upper Prince's Quarter
- Villa rentals Upper Prince's Quarter
- Pet-friendly rentals Upper Prince's Quarter
- Apartment rentals Upper Prince's Quarter
- Beachfront rentals Sint Maarten





