
Waterfront holiday rentals in Upper Prince's Quarter
Find and book unique waterfront accommodation 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 $98 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
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

Wi-Fi availability
100 of Upper Prince's Quarter holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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 accommodation in Upper Prince's Quarter
Guests agree: These waterfront accommodation options 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
VILLA I LOVE VIEW - villa luxe avec vue mer
Villa I LOVE VIEW est une oasis de tranquillité – avec sa piscine privative (naturisme possible), sa grande terrasse et son espace de cuisine luxueux. Venez découvrir sa vue aux multiples nuances de bleues en vous relaxant sur les transats au bord de la piscine aux reflets pierres naturelles zen Située à Cul de Sac, face à Saint Barth , l'ilet Pinel et la Baie Orientale. A proximité des plus belles plages de l'ile, restaurants, divertissements nautiques, c'est le lieu idéal pour vos vacances.
5.0 out of 5 average rating, 110 reviews
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.
4.96 out of 5 average rating, 155 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
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
5.0 out of 5 average rating, 202 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
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 reviewsPopular amenities for Upper Prince's Quarter waterfront rentals
Waterfront apartment accommodation

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
Les matins bleus piscine superbe vue
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 vue spectaculaire, charme authentique
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
La plus belle vue de l'ile !
5.0 out of 5 average rating, 33 reviewsWaterfront condo accommodation

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, 106 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 | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $524 AUD | $524 AUD | $443 AUD | $488 AUD | $441 AUD | $477 AUD | $380 AUD | $401 AUD | $394 AUD | $423 AUD | $422 AUD | $437 AUD |
| 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
- Apartment rentals 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
- Pet-friendly rentals Upper Prince's Quarter
- Condo rentals Upper Prince's Quarter
- Waterfront rentals Sint Maarten





