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

Upper Prince's Quarter Vacation 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
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Upper Prince's Quarter vacation 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 P39,390
P47,269 total
includes taxes & fees
Sep 9 - Sep 10
Dawn Beach Club Resort Sint Maarten
Beach

2. 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 P20,215
P25,922 total
includes taxes & fees
Sep 9 - Sep 10
Singh Luxury Apartments With sea View, Apt.1
Beach

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 P44,486
P51,406 total
includes taxes & fees
Sep 9 - Sep 10
Singh Luxury Apartments With sea View, Apt.3
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 P20,215
P25,922 total
includes taxes & fees
Sep 9 - Sep 10
Singh Luxury Apartments With sea View, Apt.2
Down comforters, WiFi (free), bed sheets

5. 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 P5,804
P6,095 total
includes taxes & fees
Sep 9 - Sep 10
July Apartments
Iron/ironing board, WiFi

6. MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.4 out of 10, Good, (72 reviews)
"It was a wonderful stay and experience"
United States
Yollanda
The price is P4,816
P5,779 total
includes taxes & fees
Sep 10 - Sep 11
MIDTOWN MOTEL SXM
On the beach, sun loungers, beach umbrellas, beach towels

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, (1,285 reviews)
"Fantastic location. Great little beach right next to hotel"
United States
Kevin
The price is P7,464
P9,480 total
includes taxes & fees
Sep 10 - Sep 11
Hilton Vacation Club Royal Palm St. Maarten
Balcony

8. The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.4 out of 10, Very Good, (169 reviews)
"Very good"
United States
Alyssia
The price is P10,606
P17,818 total
includes taxes & fees
Oct 4 - Oct 5
The Hills Residence
Terrace/patio

9. Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.2 out of 10, Good, (165 reviews)
"Overall good. Location is great."
Canada
Manishkumar
The price is P7,608
P8,521 total
includes taxes & fees
Sep 11 - Sep 12
Simpson Bay Suites
Outdoor pool

10. 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 P21,602
P31,182 total
includes taxes & fees
Oct 5 - Oct 6
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 Morgan Resort Spa Village

The Morgan Resort Spa Village

8/10 Good
"Room was decent. Bed was extremely hard but the property is beautiful. Can be cleaned more effectively"
Sharon 4-night trip
Posted less than an hour ago
The Morgan Resort Spa Village

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
  • Use the map to find apartments and other holiday homes in the Upper Prince's Quarter neighbourhood you prefer
  • 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 vacation rentals in Upper Prince's Quarter?

Yes, you can find vacation rentals near the most popular local attractions in Upper Prince's Quarter, or you can go with a more secluded option if you want a relaxing place to stay.

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

Choose from 31 Expedia vacation rentals in Upper Prince's Quarter for a memorable vacation.

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 vacation rentals like in Upper Prince's Quarter?

Vacation rentals are privately owned accommodations you can reserve for several days or more in Upper Prince's Quarter. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family trip or a small group gathering.