
Waterfront holiday rentals in Upper Prince's Quarter
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Top-rated waterfront rentals in Upper Prince's Quarter
Guests agree: these waterfront rentals 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.

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

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.

Sint Maarten La Terrasse Maho
It's a cozy large studio with a king size bed, a queen size sleeper sofa and a big balcony, it is at the second floor at Royal Islander Club Resort La Terrasse in Maho, fully equipped and furnished. Located just in front of Maho Bay beach and few minutes walk from Mullet bay beach. There are few restaurants and boutiques like cigar shops, jewelers and beauty store. Casino Royale is right next door. There are also a supermarket for grocery shopping, a pharmacy, a clinic and more...

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

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"......

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

Romantic Beachfront Loft in Grand Case - Sea View
Romantic loft with sea view from every corner, right on Grand Case Beach. Sip a mojito with your feet in the water, enjoy loungers reserved for guests, and fall asleep to the sound of waves when the music fades around 11 PM. Everything is within walking distance: restaurants, bars, bakery, shops. Modern comfort, air conditioning, and Caribbean charm.
Popular amenities for waterfront rentals in Upper Prince's Quarter
Waterfront apartment rentals

"Black Pearl"

Favorite in Baie Orientale. On the beach! Pool

The Pirate's Birds

Cozy flat on the boardwalk!

Lilly's Beach

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

Charming house in the heart of oyster pond

The best view on the island!

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 apartment rentals

Hamaka condo, a beachfront retreat on Simpson Bay

2 Bedroom Duplex up to 5 guests right on the beach

"SeaBird" studio, feet in the water on the beach

Beachfront Condo| Pool View + Private Beach Access

PARADISE ONE TO LAS BRISAS

New studio with superb view of the Caribbean Sea

Casa Nova, Indigo Bay SXM

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 | $478 SGD | $457 SGD | $496 SGD | $385 SGD | $380 SGD | $374 SGD | $353 SGD | $372 SGD | $366 SGD | $521 SGD | $353 SGD | $453 SGD |
| 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 holiday rentals
Explore 100 holiday rentals in Upper Prince's Quarter

Nightly prices starting at
Upper Prince's Quarter holiday rentals start at $91 SGD per night before taxes and fees

Verified guest reviews
Over 1,220 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

4.8 Average rating
Upper Prince's Quarter stays are highly rated by guests – averaging 4.8 out of 5!
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