
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$10,461 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.

lovely 1 bedroom beach front property
Come stay in one of our comfortable apartments! our Apartment is located on the first floor ( and only floor) in one of saint-martin's most popular areas Grand case Boulevard, 2 min from Grand case airport, walking distance from a variety of popular restaurants, local dishes, boutiques and of course just a few steps from the private yard you'll be toes deep on the beach. You can also rent a car with us ( airport pick up included) so that you can get around the island. contact us for more info

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

Luxurious Hidden Pearl - Private Pool
This luxurious studio has been remodeled in 2025 and is ready for guests seeking a stylish studio with pool. The room has a brand-new kitchen and bathroom and has everything you might need during your vacation. Enjoy the private saltwater pool and relax on the deck on the lounge chairs and comfortable seating areas. The outdoor space is beautifully set up and we offer a BBQ if you like a home cooked meal. The gorgeous tropical garden and breathtaking ocean views complete the experience.

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.

Turtle Den YOUR Maho Escape!
Welcome to Turtle Den, an enchanting ocean-inspired studio in the heart of Maho, St. Maarten. More than a stay, it's an immersive experience. Dive into a tranquil palette of oceanic hues, playful turtle motifs, and serene vibes. Just steps from Maho Beach, where planes land and take off, it's a front-row seat to breathtaking moments. Immerse in Maho's lively scene, surrounded by clubs and restaurants. Turtle Den is an invitation to savor the ocean's beauty and celebrate a world of whimsy.

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

702 w/ a view at Princess Heights
Forget your worries in this spacious and serene luxurious condo on the top floor . Wake up to the breathtaking view of the blue ocean with St. Barts on the horizon. 702 offers the best amenities with relaxation in mind. Lounge on the balcony, BBQ in the courtyard or take a stroll on the beach, there is no wrong way to experience this condo on the beautiful and friendly island of St. Maarten. NO WORRIES ...THERE IS A GENERATOR ON PREMISES IN CASE OF POWER OUTAGES
Popular amenities for Upper Prince's Quarter apartment rentals
Weekly apartment rentals

B-1602 Luxury two bedroom unit oceanview with balc

Creative Suite: Modern Studio Unit

La Vie Luxury Getaway

The Rock 2 Duplex Sea View Apartment with Jacuzzi

CondoSTmaarten panoramic (Adults Only)

The View, piscine, vue mer, balcons d'Oyster Pond

The Loft at Simpson Bay Yacht Club

NEW: Unmatched Oceanfront Living in Grand Case
Private apartment rentals

2 Bedroom Luxury Condo

Sea view terrace - Beachfront Studio

La Kaz Apartment - Cul-de-Sac

Penthouse! 3-Bdr. Apartment with Stunning Views!

1 bd Grand-Case beach

Cozy 2BR Apartment w/Sofa Bed

Luxury apartment, sea view

Maracudja 12 close to the beach
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

Le Colibri, Baie Orientale, Private Jacuzzi

(HeavenlyHideAway) MEcasaMEnavia Hidden Gems
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$34,522 GYD | G$33,476 GYD | G$32,430 GYD | G$32,011 GYD | G$30,337 GYD | G$28,454 GYD | G$28,245 GYD | G$28,245 GYD | G$26,990 GYD | G$30,128 GYD | G$29,291 GYD | G$32,011 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
- Pet-friendly rentals Upper Prince's Quarter
- Family-friendly rentals Upper Prince's Quarter
- Beachfront rentals Upper Prince's Quarter
- Villa rentals Upper Prince's Quarter
- Serviced apartment rentals Upper Prince's Quarter
- Waterfront rentals Upper Prince's Quarter
- Rentals with pools Upper Prince's Quarter
- Condo rentals Upper Prince's Quarter
- Rentals with a washer and dryer Upper Prince's Quarter
- Rentals with beach access Upper Prince's Quarter
- Rentals with a patio Upper Prince's Quarter
- House rentals Upper Prince's Quarter
- Smoking-friendly rentals Upper Prince's Quarter
- Luxury rentals Upper Prince's Quarter
- Fitness-friendly rentals Upper Prince's Quarter
- Rentals with outdoor seating Upper Prince's Quarter
- Rentals with a hot tub Upper Prince's Quarter
- Apartment rentals Sint Maarten





