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

Tropical Oasis/Million $ Views!
Villa Victoria: Caribbean style villa Oyster Pond Hillside-gated Expansive/panoramic views of ocean+ mountain landscapes 5 min. drive to beach Sunset/sunrise views 3 en-suite king bdrm/4.5 bath 2 level veranda Private infinity pool w/ swim-up bar-heating upon request 2 cleanings included per week Location: Views of Tintamarre+Anguilla Dutch side-5 min.-French side 5 min.-Dawn Beach 15 min.-Orient Bay 10 min.-Philipsburg 20 min.-Grand Case air conditioned bdrms and den bunk beds pull out sofa

Ocean View Villa-Indigo Bay W/Private Pool/0 Steps
Welcome to paradise in Indigo Bay, St. Maarten! Our brand new property offers ultimate indoor-outdoor living with sliders opening to breathtaking sea views. Open-concept layout, fully-equipped kitchen, private pool and courtyard, NO STEPS, and three ocean-view bedrooms. Experience luxury and comfort at our oceanfront villa. Book now for an unforgettable vacation! *There is construction of a new hotel in the bay. Noise has been minimal but is subject to change. Contact us with any questions!*

Endless Views @ Acqua Bleu
Nestled in the heart of Saint Martin, Acqua Bleu offers breathtaking views of turquoise waters and pristine beaches. You'll have direct access to some of the most gorgeous spots on the island, ensuring endless fun in the sun. You’ll enjoy access to various amenities, including a fully equipped kitchen, spacious living areas, a refreshing swimming pool, and much more! Acqua Bleu features two king bedrooms, each accompanied by a private bathroom. Get ready to enjoy a truly rejuvenating vacation!

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.

2 Bedroom Ocean Front Villa, Private Infinity Pool
Clearwater is a cliffside waterfront property with one of the most spectacular views on the island! Overlooking Great Bay, Philipsburg, Divi Little Bay, the turquoise Caribbean Sea and the magnificent cruise ships, this one-of-its-kind location will be sure to Wow you. It is perfectly situated for easy access to all SXM has to offer; 2 nearby beaches, restaurants, grocery stores, downtown shopping, bars and entertainment. If you are interested, checkout the 3 Bedroom option here on Airbnb.

Villa Tamarind | Luxury Oasis | Ocean views | 4BDR
Villa Tamarind is a unique luxury rental property. It truly is our home away from home and outfitted with fun and comfort in mind. We are located on the Dutch side, minutes from the French border, in a quiet gated community with the best views of the whole island. This is the perfect place to build memories with friends & family while you listen to the soothing sound of the waves, relax in the property's pool surrounded by swaying palms, and enjoy the villa's fantastic cooking equipment.

Palm Paradise - Tropical Villa in Oyster Pond
Welcome to Palm Paradise! This 4-bedroom, 4.5-bathroom villa in Oyster Pond, Sint Maarten, is your perfect Caribbean getaway. Sleeps 8 guests, featuring a private pool, backup generator, and fully equipped kitchen. One bedroom is in the separate Coconut Cottage, with its own kitchen and living room. This villa is ideal for families or groups. Enjoy modern amenities, outdoor dining and lounging, and a newly renovated interior. Your tropical oasis awaits—book now for an unforgettable stay!

Infinite Blue – Elegant Villa & Turquoise Views
Infinite Blue is an elegant 3-bedroom, comfortable villa with the perfect relaxing atmosphere. The kitchen is fully equipped, and all social areas are comfortable spaces, with a nice design and excellent ocean views. The terrace area has a spacious dining room (area), Inf. pool, outside BBQ, outside shower, and a jacuzzi 37 to 39 C degrees depending on the weather. For couples or families. The community location is great and safe! It is close to the main sites of interest.

Aman Oceanview
The Aman Oceanview is an oasis of calm, luxury and elegance, built into the hillside overlooking the sublime and sparkling Atlantic Ocean and Saint Barth. This a brand new modern property consists of two master bedrooms with two bathrooms, living room with fully equipped kitchen, exterior terrace and laundry area. All two bedrooms, the living room have unobstructed views of the ocean. A breathtaking infinity pool and a sundeck overlook the ocean, form the focal point of Aman

Life's Good
Located in the only planned community in Sint Maarten in the beautiful and gated “Indigo Bay”. The whole villa to yourself and just 10 minutes from the airport. Villa "Life’s Good" with infinity pool is located on the mountainside with a 180 degree view of the sea and view of the Islands, Saba, St Kitts & Nevis and Sint Eustatius.. A spectacle of breathtaking sunrises and sunsets. Just a 3 minute drive from the villa: are beaches, restaurants and all amenities.

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!

THE HILL HOUSE, 2 Bdr, pool, panoramic view
Accommodation with private pool and breathtaking views Treat yourself to a dream break at this stylish home, nestled in the secure Almond Grove Estate neighborhood. Enjoy 2 air-conditioned bedrooms, a bright living room, a full kitchen, and especially an idyllic outdoor space with a pool and panoramic views of Simpson Bay. Just 5 min from Marigot, 10 min from the airport and 15 min from the beaches, it is the perfect address for an unforgettable stay!
Popular amenities for Upper Prince's Quarter house rentals
House rentals with a pool

Villa Taïana - Oyster Pond

Fantastic 2 bedroom villa, swimming pools, tennis

Slowlife! Blooming Villa! Your ideal vacation home

NEW House 2 bathrooms, 3 terraces and ocean view

*NEW* SeaRenity Villa With Private Pool Indigo Bay

Charming house in the heart of oyster pond

Villa Saba, dream vacation between the sea and the mountains

Villa Allamanda a Indigo Bay
Weekly house rentals

Quiet beachfront house

Townhouse Villa LX

3-Bedroom Home In Philipsburg, Near the Beach

Modern artist's villa

Pelican Pearl Villa with Pool and Generator

MAHI-MAHI Logde, private pool, Orient Bay

Villa Colombe, Orient Bay

Ocean
Private house rentals

Villa Paradis - The best views of the island!

AnnetsBB, ComfyBed, Gated, Garden, Parking, Washer

Peaceful secluded 2BR apt w. sunrise & ocean views

Sunrise Over St. Barths

Villa Kyanéa – Ocean view and private pool

VILLA CECILIA

C&S Spacious 3 BDR 2.5 BTHR with sea view

Casa Moe - An Escape by the Ocea
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 | $1,002 CAD | $945 CAD | $945 CAD | $860 CAD | $773 CAD | $773 CAD | $784 CAD | $752 CAD | $707 CAD | $773 CAD | $773 CAD | $1,039 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 house rentals in Upper Prince's Quarter

Total vacation rentals
Explore 60 vacation rentals in Upper Prince's Quarter

Verified guest reviews
Over 660 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
60 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

4.9 Average rating
Upper Prince's Quarter stays are highly rated by guests—averaging 4.9 out of 5!
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