
House vacation rentals in Upper Prince's Quarter
Find and book unique houses on Airbnb
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 870 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

4.8 Average rating
Upper Prince's Quarter stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated house rentals in Upper Prince's Quarter
Guests agree: these houses are highly rated for location, cleanliness, and more.

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.

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!

Caribbean Style Family Home
This lovely dwelling is a Caribbean style home with a modern tropical twist; Ideal for groups/families looking for real Caribbean experience. located in a quiet residential area (+valley view) with a private enclosed yard, parking and backyard with home grown organic herbs for natural teas. Come and live like a local among the locals: A 7 minute drive to our beautiful boardwalk beach in Philipsburg and its duty free shops. 7-10 mins to the famous orient beach. Small supermarket close by

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.

ALMOND BLUE ...Pinel bay view - caribbean feeling
Relaxez-vous aux Caraïbes dans cette superbe maison avec sa vue extraordinaire sur la baie de Pinel, élue 3ème plus belle destination des Caraïbes. Au milieu d'une réserve naturelle avec vue sur St Barthélémy, vous nagerez avec les tortues et les poissons exotiques. Avec un accès à la mer en contre-bas de la maison, vous profiterez des kayaks mis à disposition pour aller déguster une langouste ou un cocktail dans l'un des 2 restaurants sur l'ilet Pinel. St Martin - La perle des Caraïbes !

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 | Spectacular 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.

Stunning Panoramic Views Of The Ocean & St Barth!
“Villa Senorita” is located in the private residential and secured Mandara Residences. This brand new modern condominium features 164sqm/1766 sqft of interior and exterior space with WIFI throughout. The Condo consists of two master bedrooms with two bathrooms, living room with kitchen area, exterior terrace, and laundry area. All two bedrooms, the living room have unobstructed and breathtaking views of the ocean, Guana Bay Beach, Saint Barthélémy and the beautiful island nature.

Villa Leones vue spectaculaire, charme authentique
Avec sa terrasse panoramique offrant une vue fabuleuse sur la mer des Caraïbes et jusqu’à Saint-Barth, la Villa Leones vous promet un séjour inoubliable dans un cadre unique. Elle dispose de : * 4 chambres avec salles de bain privatives * Un vaste salon lumineux * Une cuisine entièrement équipée * Une grande terrasse avec coin lounge et espace repas * Une piscine avec horizon bleu infini * Une atmosphère authentique et conviviale, parfaite pour partager des moments uniques

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 Pandora
Charmante Maison avec Vue sur Mer et Piscine à Cul-de-Sac pour 4 Personnes Bienvenue dans notre grande maison de deux chambres située dans le quartier de Cul-de-Sac à proximité de l’ile Pinel et à quelques minutes de Anse Marcel, la plage de Orient Bay ou de Grand Case sur la partie française de l'île. Idéale pour des vacances reposantes, notre maison offre tout le confort nécessaire pour un séjour inoubliable.

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
House rentals with a pool

Vista Azul SXM

Upscale Villa Hideaway in Orient Bay

Villa Josefa SXM · Ocean View Above Friar’s Bay

SeaRenity Villa With Private Pool Indigo Bay

Spacious 3BR with Private Cozy Pool

Tropical Oasis/Million $ Views!

Fleur De Lis, Private POOL,2 bed. 2 bath

Ocean View Villa-Indigo Bay W/Private Pool/0 Steps
Weekly house rentals

3-Bedroom Home In Philipsburg, Near the Beach

3BR Townhouse in Pelican Key

Tropicale Cottage 2 Chambres

Private 3bdr ocean view villa in Almond Grove

Maison SABLE, 2 pers. Vue mer, piscine privée.

Townhouse Villa LX

Villa Louisiana, Orient Bay

Slowlife - Villa Wellness 4 beds
Private house rentals

Villa Madame

LODGE Cocon Élégant, Terrasse Tropicale, Vue Mer

Macassi Beach Paradise, villa 3 chambres

Villa Paradis - The best views of the island!

3 Bed 3 Bath Villa | Private Pool | Pelican | SXM

Paradise Island retreat

Bungalow luxueux avec piscine privée

Sweet Home on the Beach rdc
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 | ﺩ.ﺇ 1,568 | ﺩ.ﺇ 1,631 | ﺩ.ﺇ 1,465 | ﺩ.ﺇ 1,476 | ﺩ.ﺇ 1,847 | ﺩ.ﺇ 1,851 | ﺩ.ﺇ 2,049 | ﺩ.ﺇ 1,965 | ﺩ.ﺇ 1,847 | ﺩ.ﺇ 1,733 | ﺩ.ﺇ 1,847 | ﺩ.ﺇ 2,497 |
| 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 |
Destinations to explore
- Waterfront rentals Upper Prince's Quarter
- Rentals with a hot tub Upper Prince's Quarter
- Serviced apartment rentals Upper Prince's Quarter
- Rentals with beach access Upper Prince's Quarter
- Apartment rentals Upper Prince's Quarter
- Rentals with pools Upper Prince's Quarter
- Luxury rentals Upper Prince's Quarter
- Family-friendly rentals Upper Prince's Quarter
- Beachfront rentals Upper Prince's Quarter
- Villa rentals Upper Prince's Quarter
- Pet-friendly rentals Upper Prince's Quarter
- Condo rentals Upper Prince's Quarter
- House rentals Sint Maarten





