
Waterfront vacation rentals in Upper Prince's Quarter
Find and book unique waterfront accommodations on Airbnb
Top-rated waterfront accommodations in Upper Prince's Quarter
Guests agree: these waterfront accommodations are highly rated for location, cleanliness, and more.

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.

Villa Sophia: Oceanfront w/ Generator & Pool
Welcome to Villa Sophia, a stunning, luxurious, and elegant 4-bedroom oceanfront villa in Tamarind Hill Estates, combining the best of indoor and outdoor living in traditional St. Maarten style. Expansive sea views, a private pool, and tons of amenities. Just minutes from Great Bay Beach, Philipsburg, and the island’s best attractions, Villa Sophia is ideal for families and groups seeking a unique, and unforgettable Caribbean retreat. Book your stay and enjoy a luxury experience in paradise!

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

Lilly's Beach
This is a very SPECIAL SMAll RESIDENCE known as Ocean Edge . Beach Front located directly on beautiful Simpson Bay Beach! Enjoys one of the best locations on the island . Panoramic sea views with your toes in the sand and balmy Caribbean breezes. A clear turquoise sea dazzles in tropical sun, powdery white sands stretching along one of St. Maarten's longest beaches. Apartment with modern amenities and comforts. A perfect vacation spot ! Back up system installed to insure electricity.

VILLA JADE3: 2 CHAMBRES & PISCINE PIEDS DANS L'EAU
VILLA JADE est un complexe de 3 villas , les pieds dans l'eau. VILLA JADE 3, notre villa 2 chambres est située dans la Baie de Cul de Sac, face à l'Ilet PINEL et la réserve naturelle aux eaux turquoises. La vie y est paisible, sorties kayaks, farniente, BBQ ... Vous êtes à 5 minutes de la fabuleuse Baie Orientale, ses restaurants, bars et activités nautiques... Les 3 villas sont mitoyennes mais très intimes et calmes, votre unique vue est la mer....votre unique but est de " profiter"......

Beachfront/6 bdrs en-suite/ Maid included (h)
This impressive beachfront luxurious villa, direct private access to the beach, is located in Guana Bay, offering large & spacious living space, with terrace, patio & pool. There are 6 bedrooms, each with en-suite bathrooms. 5 bedrooms with king size beds & 1 bedroom with 2 twin beds. Daily maid service (max 4h) is included. Secure area, quiet place, the villa offers BBQ & games. Ideal for friends & families. COVID Thermometer. 24/7 Maintenance & service. Meeting at car rentals possible.

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

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

Amethyst Cove: Serene oceanfront getaway 2BR/2BA
Charming and cozy oceanfront apartment, located in Point Blanche, is ideal for a getaway from the busy life. The apartment is fully air-conditioned, featuring two cozy bedrooms and two bathrooms, suitable for two to four people. The fully equipped kitchen makes meal preparation enjoyable while indoors or patio dinning take you to unobstructed ocean view, with St. Barths, Saba and Statia in the distance. The apartment is located is minutes away from shops, restaurants and beaches.

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

Secret View amazing apartment- Private pool
Welcome to Secret View, a stunning, fully renovated, stylish and modern apartment located directly on the lagoon with a private pool and breathtaking views. Quiet and secure area, next by Maho, Mullet Bay, the golf course, supermarket, bars, restaurants, and casinos. A true sanctuary, it’s sure to be the highlight of your holiday. Private and free parking Your ultimate vacation retreat. Sint Maarten is currently experiencing some daily power outages

«La Vue SXM» Luxe "Villa La Vue" + Beach/Bar/Food
Located in private gated community Indigo Bay, minutes from beach. Villa has private infinity pool and is neighbored by large communal pool. Modern art déco 2 floor villa has 3 bedrooms, 3 full bathrooms, equipped kitchen, balcony, and terrace with ocean views. **Construction of new hotel began in Indigo Bay as of March 2025 which impacts the entire bay** Free : - Champagne on arrival - 1 Mid Housekeeping Services
Popular amenities for Upper Prince's Quarter waterfront rentals
Waterfront apartment rentals

Coup de coeur à Baie Orientale. Sur la plage! Pool

Studio Coconut vue mer

NEW 1BR apt lagoon & sunset view 2/3p

Les Oiseaux du Pirate

Beachfront 2 bedroom apt in Philipsburg

Top of the art penthouse

Simpson bay beach, spacious, beautiful views!

La Papilule Beach front Studio - Mont Vernon
Waterfront house rentals

Villa Coco • 3BR waterfront with kayaks, Wi-Fi, AC

New-Sunset Place Villa w Stunning Waterfront Views

Charmante maison au coeur d'oyster pond

La plus belle vue de l'ile !

Villa Tamarind | Luxury Oasis | Ocean views | 4BDR

2 Bedroom Ocean Front Villa, Private Infinity Pool

Paradise Keys, Cul-de-sac: Nice equipped studio

Ocean view villa at Dawn beach
Waterfront condo rentals

2 Bedroom Duplex up to 5 guests right on the beach

Studio «SeaBird» les pieds dans l’eau sur la plage

Beachfront Condo| Pool View + Private Beach Access

PARADISE ONE TO LAS BRISAS

Studio neuf superbe vue sur la mer des Caraïbes

Casa Nova, Indigo Bay SXM

Coral Villa- Steps From BEACH!

Sint Maarten La Terrasse Maho
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 | $516 CAD | $494 CAD | $536 CAD | $416 CAD | $410 CAD | $403 CAD | $381 CAD | $402 CAD | $395 CAD | $563 CAD | $381 CAD | $489 CAD |
| 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 waterfront rentals in Upper Prince's Quarter

Total vacation rentals
Explore 100 vacation rentals in Upper Prince's Quarter

Nightly prices starting at
Upper Prince's Quarter vacation rentals start at $99 CAD per night before taxes and fees

Verified guest reviews
Over 1,220 verified reviews to help you choose

Family-friendly vacation rentals
90 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation 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 vacation rentals include wifi 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!
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