
House holiday 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.

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!*

Ocean Pearl - Spacious Villa in Dawn Beach
Welcome to our stunning & modern villa in the gated community of Dawn Beach! This spacious retreat offers 6 large, comfy bedrooms (4-bedroom option available), with gorgeous bathrooms. Relax in the huge open plan living/dining area and updated kitchen. Step out to the expansive patio with an infinity pool and breathtaking views of both the Dutch and French sides. Plus, a backup generator ensures your stay is hassle-free. 2-car garage and extra parking included. Perfect for your island getaway!

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.

The beachcomber
Welcome to your perfect island retreat! Located in the heart of Beacon Hill, this cozy unit offers the ideal home base for exploring all that Sint Maarten has to offer. Just steps away from the island’s top attractions, you'll be within walking distance to: Maho Beach, Casinos,Restaurants & Bars. This unit is perfect for couples or solo travelers. Don’t miss out on the best location on the island – book your stay in Beacon Hill today and live like a local just steps from the action!

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 house rentals in Upper Prince's Quarter
House rentals with a pool

Fantastic 2 bedroom villa, swimming pools, tennis

Slowlife! Blooming Villa! Your ideal vacation home

C&S Home ; Spacious 2 BDR 2.5 BTHR with Sea View

Villa Coco • 3BR waterfront with kayaks, Wi-Fi, AC

ALMOND BLUE ...Pinel bay view - caribbean feeling

Prestigious Villa with Breathtaking Ocean View

Villa Tukan, Baie Orientale Village

Luxurious villa with magnificent view ALSO 6bedr!
Weekly house rentals

AnnetsBB, ComfyBed, Gated, Garden, Parking, Washer

Townhouse Villa LX

*NEW* SeaRenity Villa With Private Pool Indigo Bay

3-Bedroom Home In Philipsburg, Near the Beach

Caribbean Style Family Home

La Cool & Douce SXM, Orient Bay.

5B Oceanview villa near Philipsburg

Atypik Villa
Private house rentals

Sunrise Over St. Barths

Sky Blue Residence - Home away from home #2

Newly Renovated 2 Bedroom Villa

Modern artist's villa

Bungalow surrounded by nature

Villa Flagrantia

AQUILLA VILLA- Hill Top/Ocean View, in Philipsburg

Charming Saint-Martin accommodation
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 | $927 SGD | $873 SGD | $873 SGD | $795 SGD | $715 SGD | $715 SGD | $666 SGD | $715 SGD | $715 SGD | $715 SGD | $715 SGD | $961 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 house rentals in Upper Prince's Quarter
 - Total holiday rentals- Explore 60 holiday rentals in Upper Prince's Quarter 
 - Verified guest reviews- Over 660 verified reviews to help you choose 
 - Family-friendly holiday rentals- 60 properties offer extra space & child-friendly amenities 
 - Pet-friendly holiday rentals- Find 10 rentals that welcome pets 
 - Holiday 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 holiday 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! 
Destinations to explore
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- House rentals Sint Maarten
