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
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

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$964
includes taxes & fees
9 Oct - 10 Oct
Dawn Beach Club Resort Sint Maarten
A multi-story building with a pool, surrounded by hilly terrain.

2. 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$529
includes taxes & fees
9 Oct - 10 Oct
Singh Luxury Apartments With sea View, Apt.2
A coastal marina with numerous boats docked, a small island with buildings, and a clear view of the ocean.

3. 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$1,049
includes taxes & fees
9 Oct - 10 Oct
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.

4. 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$529
includes taxes & fees
9 Oct - 10 Oct
Singh Luxury Apartments With sea View, Apt.1
A hotel room with a bed, a sofa, a small round table, and a chair. There is a bathroom visible through an open door.

5. July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (254 reviews)
"The property was no frills and the staff super helpful. Would stay again!"
United States
JoyAnn Carolyn
The price is S$124
includes taxes & fees
9 Oct - 10 Oct
July Apartments
A view from inside a building looking out to a beach with clear turquoise water and a distant ship.

6. MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.6 out of 10, Good, (74 reviews)
"It was a wonderful stay and experience"
United States
Yollanda
The price is S$105
includes taxes & fees
14 Oct - 15 Oct
MIDTOWN MOTEL SXM
A resort with a view of sailboats on the water, a beach with palm trees, and a modern building with balconies.

7. 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, (1,312 reviews)
"The staff was very friendly"
United States
Carmelle,
The price is S$200
includes taxes & fees
11 Oct - 12 Oct
Hilton Vacation Club Royal Palm St. Maarten
A clear blue sky, a swimming pool with a view of the sea, and a hillside with buildings.

8. 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$571
includes taxes & fees
19 Oct - 20 Oct
condostmaarten by the sea -Adults Only-
A modern living room with a large sliding glass door leading to a balcony with a view of a coastal town and mountains.

9. The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.4 out of 10, Very good, (171 reviews)
"Very good"
United States
Alyssia
The price is S$364
includes taxes & fees
22 Oct - 23 Oct
The Hills Residence
A high-rise hotel with a view of the sunset over a marina.

10. Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.2 out of 10, Good, (168 reviews)
"Overall good. Location is great."
Canada
Manishkumar
The price is S$193
includes taxes & fees
13 Oct - 14 Oct
Simpson Bay Suites
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, (185 reviews)
"This place was amazing. Perfect experience"
United States
Kenneth
The price is S$459
includes taxes & fees
9 Oct - 10 Oct
Mullet Bay Suites: Your Luxury Stay Awaits
Outdoor dining

12. 4bed Condo - Sleeps 8 - Pool, Bbq, Views, Parking

4bed Condo - Sleeps 8 - Pool, Bbq, Views, Parking
3.5 star property
St. Peters
The price is S$816
includes taxes & fees
1 Nov - 2 Nov
4bed Condo - Sleeps 8 - Pool, Bbq, Views, Parking
A rooftop terrace with a pool, lounge chairs, and a table with a drink.

13. Avenue du lagon

Avenue du lagon
Oyster Pond
The price is S$2,502
includes taxes & fees
13 Oct - 14 Oct
Avenue du lagon
A bedroom with a bed, a TV mounted on the wall, a small fridge, and a bedside table with a lamp.

14. Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
2.0 out of 10, (1 review)
The price is S$298
includes taxes & fees
13 Oct - 14 Oct
Philips Scott House Calinago
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

Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

8/10 Good
"Affordable , clean, good amenities"
Kathleen 7-night trip
Posted 6 hours ago
Sonesta Maho Beach All Inclusive Resort Casino & Spa

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, Front Street District and Oyster Bay Marina 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.