
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$10,447 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.

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.

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.

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

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.

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

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

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.

Stunning 2 BD Ocean View - Terraces Lt Bay
Treat yourself to the utmost stylish and modern ocean view apartment located in the exclusive Little Bay Hill . This spacious environment, is designed to be enjoyed as a family, has a terrace with stunning sea views, private pool, one master suites ( Japanese king bed and a walking closet), one bedroom suite with two twin size beds ( could be converted to king size bed ) . Welcome to Terraces Little Bay !
Popular amenities for Upper Prince's Quarter apartment rentals
Weekly apartment rentals

2 Bedroom Luxury Condo

Luxurious Hidden Pearl - Private Pool

Ocean's Edge

La Vie Luxury Getaway

Apartment in tranquil, gated community.

The Rock 2 Duplex Sea View Apartment with Jacuzzi

Sea view apartment in Point Blanche!

CondoSTmaarten panoramic (Adults Only)
Private apartment rentals

Charming apartment on the beach, 1 or 2 bedrooms

Sea view terrace - Beachfront Studio

La Kaz Apartment - Cul-de-Sac

Escape to Tranquility 1 Bedroom

1 bd Grand-Case beach

Cherry Blossom, Oyster Pond, St. Maarten

Maracudja 12 close to the beach

B-702 Stunning Ocean view corner unit
Apartment rentals with a hot tub

New listing! Ocean Vibes Luxury appt ocean front

The Cliff View

Sea View - Hot Tub - Sunset - Happy Bay

Studio - Simpson Bay Yacht Club

Penthouse! 3-Bdr. Apartment with Stunning Views!

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$34,476 GYD | G$33,432 GYD | G$32,387 GYD | G$31,969 GYD | G$30,297 GYD | G$28,417 GYD | G$28,208 GYD | G$28,208 GYD | G$26,954 GYD | G$30,088 GYD | G$29,253 GYD | G$31,969 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
- Waterfront rentals Upper Prince's Quarter
- Rentals with a washer and dryer Upper Prince's Quarter
- Rentals with a hot tub Upper Prince's Quarter
- Serviced apartment rentals Upper Prince's Quarter
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- 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





