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

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Upper Prince's Quarter holiday rentals

Outdoor pool

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 ฿20,844
฿25,013 total
includes taxes & fees
8 Aug - 9 Aug
Dawn Beach Club Resort Sint Maarten
Beach

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 ฿23,511
฿27,169 total
includes taxes & fees
15 Aug - 16 Aug
Singh Luxury Apartments With sea View, Apt.3
Beach

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 ฿10,684
฿13,700 total
includes taxes & fees
8 Aug - 9 Aug
Singh Luxury Apartments With sea View, Apt.1
Exterior

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 ฿10,684
฿13,700 total
includes taxes & fees
12 Aug - 13 Aug
Singh Luxury Apartments With sea View, Apt.2
Deluxe Double Room | Down duvets, free WiFi, bed sheets

5. July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (251 reviews)
"Great stay"
United States
Drunisha
The price is ฿3,071
฿3,225 total
includes taxes & fees
12 Aug - 13 Aug
July Apartments
Comfort Room, 1 King Bed, Non Smoking, Ocean View | Iron/ironing board, WiFi

6. MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.4 out of 10, Good, (70 reviews)
"All in all it was a great experience. Close to the beach. Clean environment. Kind staff"
United States
James
The price is ฿2,545
฿3,054 total
includes taxes & fees
8 Aug - 9 Aug
MIDTOWN MOTEL SXM
Terrace/patio

7. Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.2 out of 10, Good, (161 reviews)
"AC worked well the room was cleaned daily and the staff was always friendly and made great suggestions for dinning and places to see."
United States
Michael
The price is ฿4,021
฿4,503 total
includes taxes & fees
9 Aug - 10 Aug
Simpson Bay Suites
Outdoor pool

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 ฿11,417
฿16,480 total
includes taxes & fees
24 Aug - 25 Aug
condostmaarten by the sea -Adults Only-
Deluxe Apartment, Courtyard View | Blackout curtains, free WiFi

9. Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
The price is ฿5,063
฿7,730 total
includes taxes & fees
9 Aug - 10 Aug
Philips Scott House Calinago
Amazing Top Floor Apartment | Balcony

10. The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.4 out of 10, Very good, (162 reviews)
"Comfortable room and ac was a welcome after a hot day."
United States
Maria
The price is ฿5,250
฿8,821 total
includes taxes & fees
19 Aug - 20 Aug
The Hills Residence
Villa | Living area

11. Avenue du lagon

Avenue du lagon
Oyster Pond
The price is ฿47,983
฿64,794 total
includes taxes & fees
23 Aug - 24 Aug
Avenue du lagon
On the beach, sun-loungers, beach umbrellas, beach towels

12. 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, (1,264 reviews)
"It was a great stay"
United States
Shawn
The price is ฿5,004
฿6,122 total
includes taxes & fees
25 Aug - 26 Aug
Hilton Vacation Club Royal Palm St. Maarten
702: Grand Apartment, 1 Queen Bed, Balcony, Sea View | Living area | 55-inch Smart TV with satellite channels, Netflix, Hulu

13. 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, (176 reviews)
"Great stay! Beautiful suite"
United States
Crystal Alana
The price is ฿8,472
฿11,881 total
includes taxes & fees
16 Aug - 17 Aug
Mullet Bay Suites: Your Luxury Stay Awaits
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.
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Top Upper Prince's Quarter Hotel Reviews

Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

10/10 Excellent
"The hotel is very"
D'Asia 1-night trip
Posted 3 hours ago
Princess Heights Luxury Boutique Condo Hotel

Find out more about Upper Prince's Quarter

Search for holiday rentals in Upper Prince's Quarter on Expedia! You can easily find your home rentals, villas, holiday apartments in Upper Prince's Quarter using one of the methods below:

  • View our selection of featured holiday rentals in Upper Prince's Quarter
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  • Enter your travel dates to view the best deals on holiday rentals in Upper Prince's Quarter while they last

Look no further and take a look at our great range of rental properties in Upper Prince's Quarter!

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. In the wider area, you’ll find popular places such as Maho Beach and Mullet Bay Beach.

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.