
Beachfront vacation rentals in Upper Prince's Quarter
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Top-rated beachfront rentals in Upper Prince's Quarter
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

Oceanfront w Pool | Maho Beach area
Location , Location Location ! You can not get any closer to the ocean than in this cliff side apartment. The sound of waves crashing below and incredible ocean views from every room. The sunrise is magical everyday and by night the glowing lights of Simpson bay. This cliff side apartment has everything you need for a dream stay away from the crowds. . Just steps from 4 beaches Simpson bay, Mullet bay, burgeux bay and a 5minute walk to the world famous Maho Beach with its famous plane landings

Beautiful 1 bedroom beach front apartment #
Our Apartment is located on the first floor ( only floor ) in one of saint-martin's most popular areas Grand case Boulevard, 2 min from Grand case airport, walking distance from a variety of popular restaurants, local dishes, boutiques and of course just a few steps from the private yard you'll be toes deep on the beach porch is roadside! .We also offer the possibility to rent a car with us ( airport transfer offered !) so that you can get around easily on the island- contact us for more info

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.

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!

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"......

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.

Sea Loft, Breathtaking View – Private Pool
* 200 m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with deckchairs, garden furniture, outdoor table and BBQ * Office space * 100 Mbps WiFi * 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, shops and other stores * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station

"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

Préstige - Luxurious 3 bedroom by the Beach
Nestled on the hills of Indigo Bay, Préstige is located midway between Philipsburg and the Simpson Bay touristic hangout. Préstige exudes relaxation the minute you walk through the door, elegant and distinguished! The 3-bedroom spacious residence sleeps six! Overlooking Indigo Beach with private swimming pool! Caribbean living, yours to enjoy!
Popular amenities for Upper Prince's Quarter beachfront rentals
Pet-friendly beachfront home rentals

Waterfront "Bonjour" Beacon Hill St Maarten

Feet in the ocean, Orient Bay, Beach apartment

"Paradise Beach" - Impressive 2 bedrooms seafront

Lovely quiet accommodation with private garden

Maho Beach House: 1-Bedroom, Oceanfront Lifestyle

Hillside Beach Townhouse Simpson Bay

Bungalow on White Sand Beach, Beach Cottage

Coral Villa- Steps From BEACH!
Beachfront home rentals with a pool

New beautiful sea view 2 P renovated

VILLA I LOVE VIEW – Luxury villa with sea view

ALMOND BLUE ...Pinel bay view - caribbean feeling

Villa SEA VIEW, 5' from Grand Case beach, privacy

Villa close to the beach

Vacation in Paradise on the Beach

Luxury Sea View Apartment Mont Vernon

Villa Elysian: Luxurious Ocean View in Indigo Bay
Private beachfront home rentals

Hamaka condo, a beachfront retreat on Simpson Bay

Villa Belharra, amazing view

Favorite on the beach Sublime sea view. Pool

Beachfront , Luxury 2 Bedroom Apartment

Mullet Bay Suite 802 - Your luxury vacation in SXM

Love beach loft

The beach house

Natural Lodge, space and comfort.
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 | $412 | $650 | $600 | $600 | $561 | $561 | $650 | $542 | $444 | $532 | $350 | $389 | 
| Avg. temp | 79°F | 79°F | 79°F | 80°F | 82°F | 84°F | 84°F | 84°F | 84°F | 83°F | 82°F | 80°F | 
Quick stats about beachfront rentals in Upper Prince's Quarter
 - Total vacation rentals- Explore 70 vacation rentals in Upper Prince's Quarter 
 - Nightly prices starting at- Upper Prince's Quarter vacation rentals start at $80 per night before taxes and fees 
 - Verified guest reviews- Over 790 verified reviews to help you choose 
 - Family-friendly vacation rentals- 60 properties offer extra space & kid-friendly amenities 
 - Pet-friendly vacation rentals- Find 10 rentals that welcome pets 
 - Vacation rentals with a pool- 60 properties feature pools 
 - Rentals with dedicated workspaces- 40 properties have a dedicated workspace 
 - Wi-Fi availability- 60 of Upper Prince's Quarter vacation rentals include wi-fi 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! 
Destinations to explore
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- Waterfront rentals Upper Prince's Quarter
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- Beachfront rentals Sint Maarten
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