Upper Prince's Quarter holiday lettings

We found 3,263 holiday rentals — enter your dates for availability

Select from 32 houses, 64 apartments and other holiday rentals to find the perfect place for your stay in Upper Prince's Quarter. Whether you're staying in a holiday rental with a group or just with your pet, you'll have the amenities that you expect and more, which might include cable TV and a washer and dryer. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Upper Prince's Quarter

Showing deals for:14 Nov - 21 Nov

Image gallery for Luxury 5 Bedroom Villa

Pool Deck
10 out of 10 rating
Exceptional
(5 reviews)

Luxury 5 Bedroom Villa

Les Terres Basses, Collectivité de Saint-Martin

9% off
Price is £6,775
£968 per night
includes taxes & fees
Luxury 5 Bedroom Villa

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Find out more about Upper Prince's Quarter

Find out more about Upper Prince's Quarter

Book a holiday rental for your Upper Prince's Quarter getaway

Learn about the unique charm of Upper Prince's Quarter with a stay in a holiday home rental. This city has something for everyone. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Sightseeing in and around Upper Prince's Quarter

Do you want to discover things to do in the area? Venture out of your cosy holiday rental and check out everything that makes Upper Prince's Quarter a fun spot to go on holiday. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Aurora International Golf Club (11.7 mi / 18.9 km)
  • Mullet Bay Golf (6 mi / 9.7 km)

Exploring the natural features in Upper Prince's Quarter

Whether you're an active traveller or just want to take in the scenery, Upper Prince's Quarter is a great place to get outside. These are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Orient Bay Beach (4.2 mi / 6.7 km)
  • Dawn Beach (1.4 mi / 2.3 km)
  • Great Bay Beach (1.8 mi / 2.9 km)
  • Little Bay Beach (2.3 mi / 3.7 km)
  • Coconut Grove Beach (2.6 mi / 4.2 km)
  • Flamingo Beach (4.4 mi / 7.1 km)

How to get to and around Upper Prince's Quarter

Fly into Grand Case (SFG-L'Esperance), the closest airport, located 5 mi (8 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Philipsburg (SXM-Princess Juliana Intl.), which is 5.5 mi (8.8 km) away.

Frequently asked questions

What is the best area to stay in Upper Prince'S Quarter when booking a holiday rental?
When considering a holiday rental in Upper Prince's Quarter, Sint Maarten, the Maho area stands out as an excellent choice. Known for its lively atmosphere and proximity to the famous Maho Beach, this neighbourhood offers a unique blend of relaxation and excitement. Visitors can enjoy the stunning views of planes landing just above the beach, making it a popular spot for both locals and tourists.

Additionally, the Maho area is home to several restaurants, bars, and shops, ensuring that guests have plenty of options for dining and entertainment within walking distance. The nearby Sunset Beach Bar is a beloved highlight, where you can sip cocktails while watching the spectacular sunset.

Another appealing area is the Cupecoy beach region, which boasts beautiful stretches of sandy shores and a more tranquil vibe. This neighbourhood is superb for those seeking a peaceful retreat while still being close to vibrant nightlife and attractions. The Cupecoy area is often noted for its luxury villas and apartments, offering a wide variety of rental options for different tastes and budgets.
How much does it cost to rent a holiday home in Upper Prince'S Quarter?
Prices for holiday rentals in Upper Prince'S Quarter vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Upper Prince'S Quarter to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Upper Prince'S Quarter holiday house rentals?
You can find great discounts on house rentals in Upper Prince'S Quarter on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I find long-stay holiday rentals in Upper Prince'S Quarter?
A long-stay holiday rental in Upper Prince'S Quarter is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any Upper Prince'S Quarter holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Upper Prince'S Quarter with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Upper Prince'S Quarter?
In Upper Prince's Quarter, holiday rentals typically offer basic amenities, but specific popular features are not highlighted. Visitors can generally expect accommodations that provide essential comforts such as kitchens for meal preparation and living areas for relaxation. The area is known for its proximity to beaches and local attractions, which may influence the type of amenities available, but no distinctive amenities have been identified as prevalent in the rentals here.
How early should I book a Upper Prince'S Quarter holiday rental?
Book your Upper Prince'S Quarter holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Upper Prince'S Quarter?
In Upper Prince's Quarter, Sint Maarten, visitors can enjoy a variety of attractions that showcase the island's natural beauty and vibrant culture. The area is close to the famous Maho Beach, known for its great experience of watching planes land just above the shoreline. Holiday rentals in this vicinity often provide easy access to this iconic beach, where visitors can relax or enjoy water sports.

Additionally, the nearby Mullet Bay Beach offers a more tranquil atmosphere, ideal for sunbathing and swimming. For those interested in local cuisine, the neighbourhood features numerous restaurants and beach bars that serve delicious Caribbean dishes.
Can I change or cancel my Upper Prince'S Quarter home rental booking on Vrbo?
To find Upper Prince'S Quarter holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Upper Prince'S Quarter holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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