
Beachfront holiday rental in Upper Prince's Quarter
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Top-rated beachfront accommodation in Upper Prince's Quarter
Guests agree: These beachfront homes are highly rated for location, cleanliness and more.

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

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.

EXQUISITE 5-STAR BEACHFRONT VILLA
Guaranteed to create a 5-Star experience! Fully air-conditioned 3 BR, 3 1/2 bath Beachfront Villa w/private pool. If you love the ocean & spectacular views, but fine living & comfort are important to you, we have it all! My home offers Personal housekeeper, Private Chef for hire, full Concierge Service, private garage, and gym. Also, food and groceries delivered prior to your arrival, access to all the services and amenities next door at the Oyster Bay Hotel.

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.

"Blue beach" On the beach with a AMAZING VIEW
" Blue beach "est un Appartement situé au deuxième étage dans une Résidence les pieds dans l'eau avec une vue exceptionnelle à 180° sur la mer des CARAÏBES et a un accès direct sur la plage de Grand Case. Proche du centre du village bien reconnu pour sa gastronomie , ainsi que de tous les commerces et de l'aéroport coté Français. Idéal pour un couple d'amoureux, entre amis ou pourquoi pas en famille .

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.

Beachfront Orient bay sea view condo 1 BR 4p
BEACHFRONT ORIENT BAY - Renovated apartment on the 2nd floor - Sea and swimming pool view, beach access - Large bedroom with terrace access, king size bed - Bathroom with toilet - Living room with open kitchen, convertible sofa - Large crossing terrace - Wifi, air conditioning, connected TV - Secure residence, parking, swimming pool Beach, shops and restaurants within walking distance!

Ocean sound new owner
Wake up to ocean views 🌊 in this cozy beachfront duplex in Grand Case 🏝️. Enjoy a bright living area, fully equipped kitchen, and a bedroom with a private terrace overlooking Anguilla 🇦🇮. Wi-Fi everywhere – even on the beach! Walk to top-rated restaurants 🍷 or nearby Friar’s & Happy Bay 🌿. Free parking 🚗. Perfect spot for relaxing, dining, and soaking up island charm ☀️.
Popular amenities for Upper Prince's Quarter beachfront rentals
Pet-friendly beachfront home rentals

Gorgeous 2 bedroom-17th floor, Fourteen Mullet Bay

The beachcomber

Water access, heated pool, kayaks & snorkeling

1-BR Beach Front Ocean Condo

Beachfront 1 Bedroom Resort Condo with Terrace, Hot Tub, Breathtaking Views + Extra Sofabed

Hillside Beach Townhouse Simpson Bay

Studio *eleven* Alamanda Resort beach front

The bungalow! Unique! Life on the beach made real.
Beachfront home rentals with a pool

"La Vue SXM" Luxe "Villa La Vue" + Beach / Bar / Food

Studio COCO

Popular Beachfront Property Barefoot /Simpson bay

Villa close to the beach

Vacation in Paradise on the Beach

Beautiful sea view studio !

Exceptional beachfront studio renovated 2024!

Luxury Sea View Apartment Mont Vernon
Private beachfront home rentals

Le Papillon -Modern, beachfront, 550sq. ft terrace

Luxury Seafront Apartment & Panoramic Sea Views

Modern Apt in Beachfront residence - Hill view

WILD-Luxurious apartment with sea view Anse Marcel

Le Colibri, Baie Orientale, Private Jacuzzi

Alamanda 114 – Oceanview 2BR Steps from Orient Bay

Villa Bora Bora - Beach and Caribbean Sea

Coral Villa- Steps From BEACH!
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 | $592 AUD | $934 AUD | $862 AUD | $862 AUD | $806 AUD | $806 AUD | $806 AUD | $862 AUD | $862 AUD | $764 AUD | $503 AUD | $559 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 |
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 $129 AUD per night before taxes and fees

Verified guest reviews
Over 810 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 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!
Destinations to explore
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- Beachfront rentals Sint Maarten




