
Apartment vacation rentals in Upper Prince's Quarter
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Quick stats about apartment rentals in Upper Prince's Quarter

Total vacation rentals
Explore 230 vacation rentals in Upper Prince's Quarter

Nightly prices starting at
Upper Prince's Quarter vacation rentals start at G$10,444 GYD per night before taxes and fees

Verified guest reviews
Over 2,360 verified reviews to help you choose

Family-friendly vacation rentals
130 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
140 properties feature pools

Rentals with dedicated workspaces
100 properties have a dedicated workspace

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

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.

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.

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.

Apartment on the beach
Let this tranquil, centrally located, 1 bedroom apartment become your home away from home. This beachfront property is located on the BEST and WIDEST stretch of Simpson Bay beach with gentle waves and no rocks, which makes it a perfect spot for swimming. Although this property is tucked away, and there are never many people on this part of the beach, it is in a heart of Simposn Bay. Simpson Bay beach offers one of the longest stretches of uninterrupted sandy, white coastline on Sint Maarten.

Villa Mango SXM 3BD • Ocean View • Modern • 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

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.

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

Le Petit Paradis – Beachfront 1 Bedroom Apartment
"Petit Paradis" (Little Paradise), a genuine Caribbean getaway. A spacious one-bedroom Beachfront apartment right on beautiful Simpson Bay Beach and in the center of all the happenings. Relaxing terrace, five stairs away from the Beach, and within walking distance from great Restaurants, Nightlife, Activities, and Watersports. This modern, fully furnished, and equipped apartment has everything you need for a dream vacation. Hope to invite you soon in our Paradise, Elodie

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.

Aman_Aria
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.

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.

07 yellow cliff
07 YELLOW CLIFF is a brand-new, stylish two-bedroom with breathtaking views of the ocean and a beautiful panoramic of Cul de sac, Orient bay, Tintamarre island and St. Barths from your private terrace. Bright, fully equipped, and tastefully decorated, it offers comfort and elegance with easy access and parking at your door. Enjoy a tranquil setting close to beaches, restaurants, and shops — the perfect spot for couples, friends, or family to relax and soak in paradise
Popular amenities for Upper Prince's Quarter apartment rentals
Weekly apartment rentals

2 Bedroom Luxury Condo

La Kaz Apartment - Cul-de-Sac

La Vie Luxury Getaway

1 bd Grand-Case beach

The Rock 2 Duplex Sea View Apartment with Jacuzzi

Maracudja 12 close to the beach

CONDOstmaarten panoramic (Adults Only)

702 w/ a view at Princess Heights
Private apartment rentals

Sea view terrace - Beachfront Studio

Apartment in tranquil, gated community.

Penthouse! 3-Bdr. Apartment with Stunning Views!

Escape to Tranquility 1 Bedroom

Sea view apartment in Point Blanche!

Cherry Blossom, Oyster Pond, St. Maarten

Villa Mar Azul Apartment

Secret View amazing apartment- Private pool
Apartment rentals with a hot tub

New listing! Ocean Vibes Luxury appt ocean front

New ! Blue Dream apartment with swimming pool

The Cliff View

Sea View - Hot Tub - Sunset - Happy Bay

Studio - Simpson Bay Yacht Club

Azure Heaven, Breathtaking views, Pool, Gym, Maho

Top of the art penthouse

Le Colibri, Baie Orientale, Private Jacuzzi
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 | G$34,466 GYD | G$33,421 GYD | G$32,377 GYD | G$31,959 GYD | G$30,288 GYD | G$28,408 GYD | G$28,199 GYD | G$28,199 GYD | G$26,946 GYD | G$30,079 GYD | G$29,244 GYD | G$31,959 GYD |
| 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
- Rentals with a washer and dryer Upper Prince's Quarter
- Rentals with a hot tub Upper Prince's Quarter
- Waterfront rentals Upper Prince's Quarter
- Serviced apartment rentals Upper Prince's Quarter
- House rentals Upper Prince's Quarter
- Fitness-friendly rentals Upper Prince's Quarter
- Rentals with a patio Upper Prince's Quarter
- Rentals with beach access Upper Prince's Quarter
- Smoking-friendly 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
- Rentals with outdoor seating Upper Prince's Quarter
- Condo rentals Upper Prince's Quarter
- Apartment rentals Sint Maarten





