
Waterfront holiday rentals in Upper Prince's Quarter
Find and book unique waterfront rentals on Airbnb
Quick stats about waterfront rentals in Upper Prince's Quarter

Total holiday rentals
Explore 110 holiday rentals in Upper Prince's Quarter

Nightly prices starting at
Upper Prince's Quarter holiday rentals start at €61 per night before taxes and fees

Verified guest reviews
Over 1,710 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
80 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
100 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 waterfront rentals in Upper Prince's Quarter
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

Oceanfront Guana Bay Villa with View of St. Barts
This contemporary oceanfront Villa is fully air conditioned and overlooks both Guana Bay & the Atlantic Ocean. Spectacular morning views of the sunrise and panoramic views of St. Barts. Villa Star has been newly renovated in 2025. Luxury 2 BR/2 BA with high tech fixtures. This gorgeous Villa has full cooking facilities, living area, dedicated workspace & wrap-around deck. A 5 minute drive to both Philipsburg and the French side. Tranquil and exclusive neighborhood. This truly is paradise!
4.83 out of 5 average rating, 92 reviews
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.
4.96 out of 5 average rating, 78 reviews
Modern Oceanview 2-Bedroom Condo on Mullet Bay
Welcome to Fourteen, one of the most luxurious beachfront residences in St Maarten located directly on the famous Mullet Bay beach and golf course. Located on the 9th floor, You will find this spacious 2 bedroom condo offering beautiful ocean views, great for a group, family, or romantic getaway. Indulge yourself in all of the amenities, outstanding concierge services and dining experience Fourteen has to offer. We aim to make your stay unforgettable. $5 per night resort fee not included
4.9 out of 5 average rating, 156 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
Indigo Oceanfront Condo Poolside - Unit 1
Welcome to Indigo Bay Oceanview Villa, in Indigo Bay, Sint Maarten. This spacious condo offers stunning ocean views, modern amenities, and easy access to pristine beaches. With 3 elegant bedrooms, each featuring en-suite bathrooms, an open-concept living area with plush seating, and a gourmet kitchen equipped with state-of-the-art appliances, you’ll find everything you need for a perfect stay. Step outside to your private pool, sun deck, and shaded patio for alfresco dining.
4.98 out of 5 average rating, 48 reviews
Aman_Aria
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.
4.98 out of 5 average rating, 47 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, 155 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
Amethyst Cove: Serene oceanfront getaway 2BR/2BA
Amethyst Cove is an idyllic, cozy oceanfront getaway with unobstructed ocean view and sights of St. Barths, Saba, and Statia in the distance, all visible right from the patio. Located on the ground floor of a two-story condo of other holiday/residential units, this charming and serene oasis offers a retreat from the busy everyday life. It rests on an outlying bank in Point Blanche, just minutes away from Philipsburg, shops, restaurants, and beaches.
4.91 out of 5 average rating, 79 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 reviewsPopular amenities for waterfront rentals in Upper Prince's Quarter
Waterfront apartment rentals

Top of the art penthouse
4.95 out of 5 average rating, 113 reviews
Lilly's Beach
4.95 out of 5 average rating, 247 reviews
Amazing "Colosseo" duplex ocean view
4.93 out of 5 average rating, 138 reviews
Le Petit Paradis – Beachfront 1 Bedroom Apartment
4.93 out of 5 average rating, 159 reviews
Simpson bay beach, spacious, beautiful views!
5.0 out of 5 average rating, 157 reviews
The Loft at Simpson Bay Yacht Club
5.0 out of 5 average rating, 84 reviews
Stunning oceanfront condo
4.98 out of 5 average rating, 40 reviews
Beachfront Luxury Suite with Sea View Grand Case
5.0 out of 5 average rating, 36 reviewsWaterfront house rentals

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
Villa Tamarind | Luxury | Spectacular Views | 4BDR
4.96 out of 5 average rating, 83 reviews
Villa Leones spectacular view, authentic charm
4.76 out of 5 average rating, 25 reviews
Villa Pandora
4.95 out of 5 average rating, 38 reviews
Villa ELIOS 2BR SeaView
5.0 out of 5 average rating, 7 reviews
Villa Tonka
4.92 out of 5 average rating, 13 reviews
The best view on the island!
5.0 out of 5 average rating, 33 reviewsWaterfront apartment rentals

2 Bedroom Duplex up to 5 guests right on the beach
4.86 out of 5 average rating, 168 reviews
Maho Love Shack:Unwind by the Rooftop Pool&Hot Tub
4.91 out of 5 average rating, 259 reviews
Green Lemon - A Seaside Garden
4.95 out of 5 average rating, 106 reviews
Tropical Charm - Beach Private Access
4.82 out of 5 average rating, 120 reviews
2 BR 2 BA beachfront, amazing view, beach access
4.84 out of 5 average rating, 105 reviews
Hayabelle SXM
4.93 out of 5 average rating, 28 reviews
4 Bedroom Beachfront Condo with Private Pool C2.1
4.86 out of 5 average rating, 22 reviews
Casa Nova, Indigo Bay SXM
4.95 out of 5 average rating, 40 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 | €326 | €326 | €275 | €303 | €274 | €296 | €236 | €249 | €245 | €263 | €262 | €272 |
| 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
- Rentals with a hot tub Upper Prince's Quarter
- Serviced apartment rentals Upper Prince's Quarter
- House rentals Upper Prince's Quarter
- Rentals with beach access Upper Prince's Quarter
- Rentals with pools 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
- Flat rentals Upper Prince's Quarter
- Pet-friendly rentals Upper Prince's Quarter
- Apartment rentals Upper Prince's Quarter
- Waterfront rentals Sint Maarten





