
Apartment holiday rentals in Upper Prince's Quarter
Find and book unique apartments on Airbnb
Quick stats about apartment rentals in Upper Prince's Quarter

Total holiday rentals
Explore 240 holiday rentals in Upper Prince's Quarter

Nightly prices starting at
Upper Prince's Quarter holiday rentals start at $84 NZD per night before taxes and fees

Verified guest reviews
Over 2,690 verified reviews to help you choose

Family-friendly holiday rentals
130 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Holiday rentals with a pool
140 properties feature pools

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wi-Fi availability
240 of Upper Prince's Quarter holiday 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 apartment rentals in Upper Prince's Quarter
Guests agree: These apartments are highly rated for location, cleanliness and more.

Villa Mango SXM - Ocean View • Modern • 3BD • Pool
Wake up to sweeping ocean views of St. Barths, Saba, St. Kitts & Nevis, and Anguilla. Enjoy your morning coffee poolside in the ocean breeze or stroll through the villa’s lush private tropical gardens. Inside, find a fully stocked gourmet kitchen perfect for entertaining and three king suites designed as a personal retreats—featuring private en-suite baths, luxury hotel-grade linens and individually controlled air conditioning - for ultimate privacy and comfort. A true luxury Villa experience.
LocationValueTV
5.0 out of 5 average rating, 22 reviews
Relaxing Hideaway w/ Great Views
Escape to tranquility in our remote 2-bedroom modern apartment perched atop a hill for those who desire serenity in a contemporary clutter free haven. From our expansive terrace, soak in the breathtaking sunrises, sunsets and unparalleled vistas of the Caribbean Sea. This meticulously designed space offers unobstructed panoramic ocean views of St. Barts, Saba, and Statia. Immerse yourself in the beauty of nature while still enjoying modern amenities in this secluded yet accessible haven.
LocationFamilyView
4.89 out of 5 average rating, 104 reviews
Ocean's Edge
Kick back and relax in this calm, stylish space and tune into to the symphony of waves kissing the shore. This gorgeous home is located within a 10 minute drive from the shopping capital of the Caribbean, Philipsburg and yet it's serene location guarantees the peace and quite you expect from a home. Meticulously designed interiors and open expanse of its balconies is truly captivating. A fully equipped modern kitchen, private car park and other amenities blend into each other to welcome you.
LocationValueDecor
4.94 out of 5 average rating, 31 reviews
The Loft at Simpson Bay Yacht Club
Welcome to The Loft at SBYC. Located in the heart of Simpson Bay in walking distance to the beach, great restaurants, grocery stores, shopping, salons/spas and more. In this fully renovated loft-style apartment, you will find high quality amenities throughout including a European kitchen and an amazing rainfall shower. The SBYC property offers 3 swimming pools, a hot tub, tennis courts and plenty of outdoor space for relaxing, all under 24-hour gated security. Free concierge service included.
LocationValueSolo travel
5.0 out of 5 average rating, 82 reviews
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.
FamilyLocationLong stay
4.95 out of 5 average rating, 245 reviews
Lima's Penthouse
Wake up to breathtaking panoramic ocean views at Lima's Penthouse. This elegant 1-bedroom/1.5-bathroom condo is located in the peaceful, upscale neighborhood of Point Blanche. With stunning hillside and seafront views, this condo offers a serene escape just minutes from Philipsburg, the Boardwalk, restaurants, casinos, and the island's best shopping. Kick back and relax in this calm, stylish space. Perfect for couples, families, or solo guests looking for a relaxing base in St. Maarten.
FamilyLocationWi-Fi
4.84 out of 5 average rating, 19 reviews
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
ValueFamilyAir conditioning
5.0 out of 5 average rating, 252 reviews
Aman_Luna
The unique Aman_Luna 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
FamilyLocationAmenities
5.0 out of 5 average rating, 15 reviews
Lovely Studio Apartment with Pool & Nature Views!
Take a break and unwind at this peaceful studio apartment, perfect for your Caribbean getaway! This fully equipped studio is located just 7-10 minutes away from the capital, Philipsburg, and a few minutes away from several beautiful beaches. It also has gorgeous scenic views and an inviting and relaxing pool! As well as a rooftop terrace with scenic 360 views. Baby crib and grill available upon request for small fee and washer & dryer available on premise for free use.
ValueLocationOutdoor spaces
4.86 out of 5 average rating, 166 reviews
Aman Serene - new listing
This unique place has a style all its own, newly built, contemporary retreat features two elegant master bedrooms, each with its own private bathroom, a spacious living area seamlessly connected to a fully equipped kitchen, an inviting outdoor terrace. Every bedroom and the living room offer uninterrupted vistas of the mesmerizing ocean. The heart of Aman is its spectacular infinity pool and sun-drenched deck, inviting you to relax while soaking in breathtaking panoramas.
FamilyLocationComfort
5.0 out of 5 average rating, 16 reviews
The Perch - A unique jungle experience.
Welcome to The Perch, a different side of St. Martin! Discover breathtaking views and be surrounded by nature. A unique experience with iguanas in the trees and the sound of monkeys echoing through the valley. This exclusive property is the nature lover's paradise, perfect for those seeking to get away from it all while being centrally located only 10 mins from the beach. *Spa services *No children *No parties Social Media: #theparadisepeak
ValueFamilyBathroom
4.92 out of 5 average rating, 106 reviews
Secret View amazing apartment- Private pool
Welcome to Secret View! An elegant and intimate retreat with a private pool and a spacious terrace set directly on the lagoon. Designed for couples seeking calm, romance and discretion, just minutes from vibrant Maho with its restaurants, bars and casinos, and Mullet Bay Beach, one of the island’s finest beaches with stunning turquoise waters. Free private parking. This hidden gem is the perfect setting for unforgettable moments together.
LocationFamilyParking
4.9 out of 5 average rating, 148 reviewsPopular amenities for Upper Prince's Quarter apartment rentals
Weekly apartment rentals

Sunrise 21
FamilyLocationPool
4.99 out of 5 average rating, 70 reviews
07 yellow cliff
FamilyLocationBeach
5.0 out of 5 average rating, 26 reviews
La Kaz Apartment - Cul-de-Sac
LocationCheckoutBeach
5.0 out of 5 average rating, 27 reviews
702 w/ a view at Princess Heights
FamilyLocationCheckout
4.91 out of 5 average rating, 97 reviews
Charming apartment on the beach, 1 or 2 bedrooms
LocationFamilyPool
5.0 out of 5 average rating, 74 reviews
Villa Harmony Haven
LocationFamilyKitchen
5.0 out of 5 average rating, 69 reviews
Sunny Marina Residence
LocationFamilyAmenities
4.83 out of 5 average rating, 29 reviews
Pachador, a few steps from Orient Bay Beach
LocationFamilySleep quality
5.0 out of 5 average rating, 32 reviewsPrivate apartment rentals

Beach Apartment, 3 Bedrooms, Unique in NBBC
LocationFamilyNearby
4.76 out of 5 average rating, 17 reviews
The Rock 1 Duplex Apartment Sea View with Jacuzzi
LocationFamilyHospitality
4.95 out of 5 average rating, 59 reviews
Luxurious Hidden Pearl - Private Pool
ValueLocationAccuracy
5.0 out of 5 average rating, 24 reviews
Beautiful 3 bedroom with water view, Porto Cupecoy
LocationFamilyCondition
4.94 out of 5 average rating, 18 reviews
Cherry Blossom, Oyster Pond, St. Maarten
LocationValuePool
5.0 out of 5 average rating, 22 reviews
CONDOSTmaarten by the sea (Adults Only)
LocationBeachPool
4.9 out of 5 average rating, 20 reviews
La Vie Luxury Getaway
FamilyLocationCondition
5.0 out of 5 average rating, 21 reviews
Modern Indigo Bay Studio 3 Min Walk To Beach
ValueLocationBeach
4.98 out of 5 average rating, 50 reviewsApartment rentals with a hot tub

Top of the art penthouse
ValueFamilySleep quality
4.95 out of 5 average rating, 112 reviews
New listing! Ocean Vibes Luxury appt ocean front
FamilyLocationCleanliness
5.0 out of 5 average rating, 11 reviews
The Pineapple Suite
LocationValueWalkability
4.96 out of 5 average rating, 48 reviews
Sea view & private jacuzzi • Happy Bay within walking distance
FamilyLocationCleanliness
5.0 out of 5 average rating, 9 reviews
Azure Heaven, Breathtaking views, Pool, Gym, Maho
LocationQuietBathroom
4.96 out of 5 average rating, 27 reviews
Simpsonbay Studio Stunning Views 24/7 Security
LocationPoolOutdoor spaces
4.76 out of 5 average rating, 17 reviews
Studio - Simpson Bay Yacht Club
LocationFamilyParking
4.97 out of 5 average rating, 29 reviews
Le Colibri, Baie Orientale, Private Jacuzzi
LocationFamilyBeach
5.0 out of 5 average rating, 29 reviewsWhen is the best time to visit Upper Prince's Quarter?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $279 NZD | $270 NZD | $262 NZD | $263 NZD | $263 NZD | $262 NZD | $228 NZD | $228 NZD | $218 NZD | $243 NZD | $236 NZD | $258 NZD |
| 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
- House rentals Upper Prince's Quarter
- Rentals with beach access 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
- Apartment rentals Sint Maarten





