
Waterfront vacation 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

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.

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.

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

CondoSTmaarten panoramic (Adults Only)
Condo st Maarten se trouve dans le lotissement calme et sécurisé de Indigo Bay. 8 miles ou 5km de l'aéroport de juliana. Idéalement situé entre la capitale hollandaise Phillipsburg avec sa magnifique baie bordée d’une longue plage de sable blanc, ses boutiques duty free, ses bateaux de croisières et Simpson Bay réputée pour la vie nocturne, ses casinos, restaurants et night clubs. Des supermarchés se trouvent à 5 minutes en voiture.

"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

"Black Pearl"

Gorgeous 2 bedroom-17th floor, Fourteen Mullet Bay

Direct Beach Access – Modern Stay with Hill View

Jade – The rare gem of Anse Marcel

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

The Pirate's Birds

View of the sea and the Marina, not overlooked

Cozy flat on the boardwalk!
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 condo rentals

2 Bedroom Duplex up to 5 guests right on the beach

Favorite on the beach Sublime sea view. Pool

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

Beachfront Condo| Pool View + Private Beach Access

Casa Nova, Indigo Bay SXM

Coral Villa- Steps From BEACH!

Sint Maarten La Terrasse Maho

Tropical Charm - Beach Private Access
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 | $366 | $350 | $380 | $295 | $291 | $286 | $270 | $285 | $280 | $399 | $270 | $347 |
| 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 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 $70 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 & 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

Wi-Fi availability
100 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

4.8 Average rating
Upper Prince's Quarter stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Rentals with a washer and dryer Upper Prince's Quarter
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- Villa rentals Upper Prince's Quarter
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- Rentals with beach access Upper Prince's Quarter
- Smoking-friendly rentals Upper Prince's Quarter
- Family-friendly rentals Upper Prince's Quarter
- Rentals with pools Upper Prince's Quarter
- Condo rentals Upper Prince's Quarter
- Beachfront rentals Upper Prince's Quarter
- Waterfront rentals Sint Maarten
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