A white gate, a stone wall, and a pink building.

Upper Prince's Quarter Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Upper Prince's Quarter holiday rentals

A large swimming pool surrounded by palm trees and lounge chairs, with a hotel building in the background.

1. Dawn Beach Club Resort Sint Maarten

Dawn Beach Club Resort Sint Maarten
4.0 star property
Oyster Pond
8.8 out of 10, Excellent, (33 reviews)
"Large rooms with great ocean views! Helpful staff and good beach access!"
United States
Gavin
The price is S$958
includes taxes & fees
24 Aug - 25 Aug
Dawn Beach Club Resort Sint Maarten
A coastal marina with numerous boats docked, a small island with buildings, and a clear view of the ocean.

2. Singh Luxury Apartments With sea View, Apt.3

Singh Luxury Apartments With sea View, Apt.3
3.0 star property
Oyster Pond
2.0 out of 10, (1 review)
The price is S$1,042
includes taxes & fees
24 Aug - 25 Aug
Singh Luxury Apartments With sea View, Apt.3
A coastal marina with numerous boats docked, a small island with buildings, and a clear view of the sea.

3. Singh Luxury Apartments With sea View, Apt.1

Singh Luxury Apartments With sea View, Apt.1
3.0 star property
Oyster Pond
The price is S$526
includes taxes & fees
24 Aug - 25 Aug
Singh Luxury Apartments With sea View, Apt.1
A multi-story building with a pool, surrounded by hilly terrain.

4. Singh Luxury Apartments With sea View, Apt.2

Singh Luxury Apartments With sea View, Apt.2
3.5 star property
Oyster Pond
The price is S$526
includes taxes & fees
24 Aug - 25 Aug
Singh Luxury Apartments With sea View, Apt.2
A view from inside a building looking out to a beach with clear turquoise water and a distant ship.

5. MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.4 out of 10, Good, (71 reviews)
"Good rooms at a great location"
United States
Asheed
The price is S$113
includes taxes & fees
24 Aug - 25 Aug
MIDTOWN MOTEL SXM
A hotel room with a bed, a sofa, a small round table, and a chair. There is a bathroom visible through an open door.

6. July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (253 reviews)
"The property was no frills and the staff super helpful. Would stay again!"
United States
JoyAnn Carolyn
The price is S$118
includes taxes & fees
4 Sept - 5 Sept
July Apartments
A high-rise hotel with a view of the sunset over a marina.

7. Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.2 out of 10, Good, (163 reviews)
"It was good value for money."
United States
Tirichmir
The price is S$173
includes taxes & fees
24 Aug - 25 Aug
Simpson Bay Suites
A modern living room with a large sliding glass door leading to a balcony with a view of a coastal town and mountains.

8. The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.4 out of 10, Very good, (166 reviews)
"Comfortable room and ac was a welcome after a hot day."
United States
Maria
The price is S$340
includes taxes & fees
31 Aug - 1 Sept
The Hills Residence
A bedroom with a bed, a TV mounted on the wall, a small fridge, and a bedside table with a lamp.

9. Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
The price is S$297
includes taxes & fees
24 Aug - 25 Aug
Philips Scott House Calinago
A resort with a view of sailboats on the water, a beach with palm trees, and a modern building with balconies.

10. Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten
4.0 star property
Simpson Bay
9.0 out of 10, Wonderful, (1,273 reviews)
"It was a great stay"
United States
Shawn
The price is S$235
includes taxes & fees
27 Aug - 28 Aug
Hilton Vacation Club Royal Palm St. Maarten
A modern living room with large windows, a purple sofa, and a view of the beach and ocean.

11. Mullet Bay Suites: Your Luxury Stay Awaits

Mullet Bay Suites: Your Luxury Stay Awaits
4.0 star property
Maho
9.6 out of 10, Exceptional, (179 reviews)
"All together beautiful will stay again"
United States
Kentorrie
The price is S$420
includes taxes & fees
24 Aug - 25 Aug
Mullet Bay Suites: Your Luxury Stay Awaits
A rooftop terrace with a pool, lounge chairs, and a table with a drink.

12. Avenue du lagon

Avenue du lagon
Oyster Pond
The price is S$2,485
includes taxes & fees
31 Aug - 1 Sept
Avenue du lagon
A clear blue sky, a swimming pool with a view of the sea, and a hillside with buildings.

13. condostmaarten by the sea -Adults Only-

condostmaarten by the sea -Adults Only-
4.0 star property
Indigo Bay
9.2 out of 10, Wonderful, (43 reviews)
"Love love the property was amazing. Will definitely return."
United States
Muneca
The price is S$567
includes taxes & fees
1 Sept - 2 Sept
condostmaarten by the sea -Adults Only-
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Upper Prince's Quarter Hotel Reviews

The Atrium Beach Resort and Spa, an Ascend Collection Resort

The Atrium Beach Resort and Spa, an Ascend Collection Resort

8/10 Good
"Great location in Simpson Bay. The staff was very attentive and quick to resolve issues (like a broken faucet and broken hairdryer). They are investing in new elevators, which will be great since the current one that works (of two) has no AC and is super slow. I applaud their investment in updating these but wish it was fixed when I was there. The laundromat is reasonable at $2 to wash and $2 to dry - average smaller washer and good dryer. Would come back but maybe not for 10 days like last time."
Jason 12-night trip
Posted less than an hour ago
The Atrium Beach Resort and Spa, an Ascend Collection Resort

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.

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

Choose from 31 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 Front Street District 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.