Upper Prince's Quarter Holiday Rentals from NZ$477: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Upper Prince's Quarter has to offer?

Philips Scott House Calinago : This holiday home rental outside Upper Prince's Quarter is in a shopping district, and equipped with air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Amenities such as a microwave and free parking are also available for your convenience. Some other homes for rent in Upper Prince's Quarter include Dawn Beach Club Villa. With Beach access. and Tropical Oasis in St. Martin 5 min to beach! Huge private pool+panoramic views!! .

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Upper Prince's Quarter holiday rentals

Dawn Beach Club Resort Sint Maarten

Oyster Pond

Gavin

includes taxes & fees

2 May - 3 May

Singh Luxury Apartments With sea View, Apt.2

Oyster Pond

includes taxes & fees

25 Apr - 26 Apr

Villa de 10 Chambres les Pieds Dans L'eau à Guana Bay

Sint Maarten

includes taxes & fees

6 Apr - 7 Apr

Lovely Studio Apartment with Pool & Nature Views!

Oyster Pond

Jennifer

includes taxes & fees

10 Apr - 11 Apr

1-Bedroom Loft Apartment in Point Blanche

Point Blanche

includes taxes & fees

30 Apr - 1 May

Singh Luxury Apartments With sea View, Apt.1

Oyster Pond

includes taxes & fees

26 Apr - 27 Apr

Singh Luxury Apartments With sea View, Apt.3

Oyster Pond

includes taxes & fees

26 Apr - 27 Apr

Your half-day cruise with scenic Zephyr and water activities

Collectivité de Saint-Martin

includes taxes & fees

7 Apr - 8 Apr

UNIQUE EXPERIENCE: OVERNIGHT ON A CATAMARAN WITH DINNER AND BREAKFAST INCLUDED

Grand-Case

includes taxes & fees

5 Apr - 6 Apr

Unusual night in catamaran with dinner

Grand-Case

includes taxes & fees

7 Apr - 8 Apr

Appartement 1 Chambre face a l'ile de Pinel

Cul-de-Sac

Philippe G.

includes taxes & fees

6 Apr - 7 Apr

The Castle ᴷ

Downtown Philipsburg

includes taxes & fees

20 Apr - 21 Apr

Philips Scott House Calinago

Downtown Philipsburg

includes taxes & fees

18 Apr - 19 Apr

1 bedroom, iron/ironing board, WiFi, bed sheets

The Castle ᴴ

Downtown Philipsburg

Denise W.

includes taxes & fees

5 Apr - 6 Apr

The Castle ᴶ

Downtown Philipsburg

Neil C.

includes taxes & fees

10 Apr - 11 Apr

Beach nearby, sun-loungers, beach towels

Charming studio with the beach at your feet & pool access

Marigot

Brad W.

includes taxes & fees

5 Apr - 6 Apr

MIDTOWN MOTEL SXM

Downtown Philipsburg

Asheed

includes taxes & fees

21 Apr - 22 Apr

July Apartments

Madame's Estate

Irma

includes taxes & fees

22 Apr - 23 Apr

The Forest

Anse Marcel

Chi Yan Jane

includes taxes & fees

9 Apr - 10 Apr

The Castle f

Downtown Philipsburg

Pat R.

includes taxes & fees

11 Apr - 12 Apr

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Top Upper Prince's Quarter Hotel Reviews

Simpson Bay Resort, Marina & Spa

10/10 Excellent

"My overall experience staying at the Simpson Bay Resort and Spa was excellent. "

Fourteen at Mullet Bay

10/10 Excellent

"We had beautiful views of the beach, sunset, & town through full floor to ceiling windows in the living room and bedroom! Concierge was able to provide a beautiful 30th anniversary display in the bedroom before our arrival😍 Staff was very courteous and attentive to our requests. Parking was never an issue as well. "

Hilton Vacation Club Flamingo Beach St. Maarten

8/10 Good

"No communication upon arrival. No daily cleaning but we are supposed to know from a paper in room we found a days later. Need to ask in advance to get room cleaned. You can ask for clean towels. Washer and drier was helpful but no vacuum for sandy floors. well kept hotel and property overall was great. "

The Morgan Resort Spa Village

10/10 Excellent

"I recently stayed at The Morgan Resort & Spa and had an amazing experience overall. From the moment we landed, everything felt seamless—the shuttle was waiting within minutes at the airport, which instantly set the tone for a stress-free and enjoyable stay. What truly made this trip special was the exceptional service. The entire staff made us feel right at home from day one. Special shoutout to Devin (shuttle), Amina and Trinity (front desk), Carlos (bell hop), Mariame and Kennesha (pool waitresses), Omar (pool server), Maarten (pool bartender), McKenley (restaurant server), and Ash (Guy Ash)—every single one of them was welcoming, attentive, and genuinely kind. The front desk team was especially helpful with recommendations, which made exploring the island even better. The pool area was a highlight—the bar was lively, the drinks were great, and the poolside service was consistently excellent. The food at the restaurant was also surprisingly amazing and exceeded expectations. While I enjoyed my stay, a few areas fell short. The gym was quite small, and the public restrooms could have been better maintained and stocked. For the price point, I expected more amenities typical of a luxury resort. Overall, I’d rate the facilities closer to a 3.5–4 star experience. That said, what the resort may lack in amenities, it more than makes up for in top-tier customer service. The warmth and hospitality of the staff truly elevated the entire experience. I would absolutely return!"

Panorama Residences at Monte Vista

8/10 Good

"The place is exactly like the pictures. It was beautiful. The host greeted us well when it was check in. Only issue was the shower water was very cold. The water went out when we first check in but the host was able to reach out to the water company. We was able to get back up water but it was cold. "

Find out more about Upper Prince's Quarter

Everything you need to know about Upper Prince's Quarter holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Upper Prince's Quarter holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Upper Prince's Quarter holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Upper Prince's Quarter holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Upper Prince's Quarter. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Upper Prince's Quarter holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Upper Prince's Quarter holiday rentals we have selected for you start as low as NZ$477 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Upper Prince's Quarter rentals

At Expedia, we put the best Upper Prince's Quarter holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Upper Prince's Quarter rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Upper Prince's Quarter holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Upper Prince's Quarter. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there holiday rentals in Upper Prince's Quarter?

Yes, there are holiday rentals close to the most popular sights in Upper Prince's Quarter, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Upper Prince's Quarter has to offer?

Philips Scott House Calinago: This holiday home rental outside Upper Prince's Quarter is in a shopping district, and equipped with air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Amenities such as a microwave and free parking are also available for your convenience. Some other homes for rent in Upper Prince's Quarter include Dawn Beach Club Villa. With Beach access. and Tropical Oasis in St. Martin 5 min to beach! Huge private pool+panoramic views!!.

How many holiday rentals will I find in Upper Prince's Quarter?

Choose from 30 Expedia holiday rentals in Upper Prince's Quarter for a memorable holiday.

What can I see and do in Upper Prince's Quarter?

Dawn Beach and Guana Bay Beach are a couple of lovely local spots to get outside and enjoy nature. While here, Oyster Bay Marina and Guana Bay are other places worth a visit.

What are holiday rentals like in Upper Prince's Quarter?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Upper Prince's Quarter. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a family trip or a small group gathering.

Upper Prince's Quarter Holiday Rentals

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Check prices for these dates

Our top choices for Upper Prince's Quarter holiday rentals

Dawn Beach Club Resort Sint Maarten

Singh Luxury Apartments With sea View, Apt.2

Villa de 10 Chambres les Pieds Dans L'eau à Guana Bay

Lovely Studio Apartment with Pool & Nature Views!

1-Bedroom Loft Apartment in Point Blanche

Singh Luxury Apartments With sea View, Apt.1

Singh Luxury Apartments With sea View, Apt.3

Your half-day cruise with scenic Zephyr and water activities

UNIQUE EXPERIENCE: OVERNIGHT ON A CATAMARAN WITH DINNER AND BREAKFAST INCLUDED

Unusual night in catamaran with dinner

Appartement 1 Chambre face a l'ile de Pinel

The Castle ᴷ

Philips Scott House Calinago

The Castle ᴴ

The Castle ᴶ

Charming studio with the beach at your feet & pool access

MIDTOWN MOTEL SXM

July Apartments

The Forest

The Castle f

Find holiday rentals that suit your style

Top Upper Prince's Quarter Hotel Reviews

Simpson Bay Resort, Marina & Spa

Find out more about Upper Prince's Quarter

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