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House vacation rentals in Upper Prince's Quarter

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Top-rated house rentals in Upper Prince's Quarter

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Guest favorite
An open-plan living area showcases a modern kitchen with a marble countertop and sleek cabinetry. Large glass doors provide expansive ocean views and access to an outdoor terrace. A comfortable seating area includes neutral-toned furnishings, while dining space is set for meals with panoramic vistas.
Home in Upper Prince's Quarter
5 out of 5 average rating, 20 reviews

Sunrise Over St. Barths

BRAND NEW CONDO in a quiet gated community! "Sunrise Over St. Barths" is an oasis of luxury and elegance, built into the hillside overlooking the Atlantic Ocean and St Barth. Enjoy the sunrise every morning in this modern property consisting of 2 master bedrooms with 2 bathrooms, living room with fully equipped kitchen, exterior terrace and laundry area. Each bedroom and the living room have unobstructed panoramic views of the ocean. A breathtaking infinity pool and a sundeck overlook the ocean.

Top guest favorite
An outdoor dining area is set for a meal with an expansive table that accommodates eight or more guests. The space features sleek chairs and offers unobstructed views of the ocean and horizon, framed by clear skies. The surrounding area reflects a serene coastal ambiance.
Home in Sint Maarten
5 out of 5 average rating, 51 reviews

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!*

Guest favorite
A spacious bedroom is showcased with a large bed featuring neutral-toned linens. A panoramic window offers stunning views of the ocean and coastline, framed by soft drapes. A bedside table holds a lamp, and a television is positioned across the room, enhancing the modern decor.
Home in Upper Prince's Quarter
5 out of 5 average rating, 82 reviews

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!

Guest favorite
An outdoor lounge area features a modern pergola with plush seating and neatly arranged towels. The infinity pool, with its seamless edge, reflects the vibrant blue of the ocean under a clear sky, providing expansive views of the coastline and surrounding landscape.
Home in Upper Prince's Quarter
4.97 out of 5 average rating, 58 reviews

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.

Guest favorite
Home in Indigo Bay
5 out of 5 average rating, 14 reviews

SeaRenity Villa With Private Pool Indigo Bay

Welcome to SeaRenity Villa, your private escape in the exclusive gated community of Indigo Bay. This modern and tastefully decorated villa offers the perfect balance of comfort, style, and Caribbean charm. Wake up to breathtaking ocean views from the airy, light-filled living spaces, and step outside to your own private pool surrounded by lush privacy. Whether you’re lounging with a book, sharing meals on the terrace, or watching the sunset over the bay, every moment here feels effortless.

Top guest favorite
A refreshing pool area is surrounded by palm trees and colorful tropical plants. Lounge chairs are positioned near the pool, offering views of the turquoise Caribbean Sea and nearby coastline. Natural light illuminates the space, emphasizing the vibrant outdoor environment.
Home in Philipsburg
5 out of 5 average rating, 29 reviews

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.

Top guest favorite
A shaded terrace is surrounded by lush greenery, featuring a comfortable seating area with light-colored chairs and a low table. Natural light filters through the leaves, creating a serene and inviting space for relaxation.
Home in Cul-de-Sac
4.92 out of 5 average rating, 48 reviews

LODGE Elegant Cocoon, Tropical Terrace, Sea View

Welcome to the LODGE, a unique, bright and refined style accommodation, nestled in a green setting in Cul-de-Sac, with stunning views of Îlet Pinel, Saint-Barth and the Caribbean Sea. A real cocoon for two, ideal for a romantic stay or a quiet getaway: * Terrace with panoramic view * Bright living room with TV and air conditioning * Fully equipped open kitchen * Large bedroom * Shaded terrace with dining area and outdoor lounge * Small private pool (2x2)

Guest favorite
A spacious verandah features a comfortable seating area with a light-colored couch and a dark wicker coffee table. Lush greenery is displayed in a yellow planter, with panoramic views of the hills and bright blue sky in the background.
Home in Indigo Bay
4.78 out of 5 average rating, 194 reviews

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!

Top guest favorite
A private pool area features a clear blue swimming pool surrounded by a spacious patio. Lounge chairs are set beside the pool, while the bungalow's exterior is visible in the background, along with a dining set under an overhead structure. Lush greenery provides a natural backdrop.
Home in Collectivité de Saint-Martin
5 out of 5 average rating, 14 reviews

MAHI-MAHI Logde, private pool, Orient Bay

MAHI-MAHI LODGE is a bungalow for 2 + 1 people, located in a green setting within ORIENT BAY RESORT! Ideal for a couple or small family, steps from the beach, its activities, shops and restaurants! Composed of an air-conditioned bedroom, its en-suite bathroom, then a bright living room (sofa bed). The kitchen and breakfast area open onto a terrace with table and BBQ! The private pool and sun loungers will invite you to relax!

Top guest favorite
Home in saint martin
5 out of 5 average rating, 12 reviews

Villa Josefa SXM · Ocean View Above Friar’s Bay

✨ Perched above Friar’s Bay, this villa offers a breathtaking view from Maho to Anguilla. 🏡 3 ocean-view master suites, kitchen ready for a private chef. Upstairs, a covered terrace becomes a peaceful refuge facing the sea for up to 10 guests. 🌊 Pool surrounded by a suspended deck, pergola & evening serenity. 🌴 Gated residence, beaches within walking distance. Here, luxury, nature and sunsets are lived more than described.

Guest favorite
An infinity pool and a lounge area are positioned on a deck overlooking the ocean. The pool features clear blue water, and the seating area is wrapped in bright blue cushions, providing a comfortable space to enjoy the expansive sea view under the clear sky.
Home in Upper Prince's Quarter
5 out of 5 average rating, 11 reviews

Kanoa - 3 bedroom Remote Luxe Escape

✨ Villa Kanoa with IRE Vacations✨ is a stunning high-end villa located in Mandara Residences at Red Pond in St. Maarten, offering breathtaking sunrise ocean views. This fully air-conditioned luxurious villa features 3 bedrooms and 2 bathrooms, making it the perfect retreat for families and friends. This villa also has a backup generator. Please note this is a remote villa that requires a rental car or dedicated driver.

Superhost
Home in Upper Prince's Quarter
4.91 out of 5 average rating, 22 reviews

Ocean view villa at Dawn beach

Enjoy stunning ocean view in a peaceful location free of traffic and crowds. Villa Seascapes is a fully renovated luxury villa with a 180 degree unobstructed ocean view, surrounded by a lush garden. 3 beautiful bedrooms 8 min walk to Dawn beach, bar and restaurant. Salt water infinity pool. Large terrace overlooking the ocean. Each bedroom has en suite bathroom, walk in closet and magnificent ocean view.

Popular amenities for Upper Prince's Quarter house rentals

When is the best time to visit Upper Prince's Quarter?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$149,091 GYDG$140,517 GYDG$140,517 GYDG$127,971 GYDG$115,007 GYDG$115,007 GYDG$116,680 GYDG$111,870 GYDG$105,179 GYDG$98,697 GYDG$105,179 GYDG$142,190 GYD
Avg. temp26°C26°C26°C27°C28°C29°C29°C29°C29°C29°C28°C27°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 640 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & 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

  • 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!