Photo by Third Avenue Lady

Upper Prince's Quarter Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • 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
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Upper Prince's Quarter vacation rentals

Outdoor pool
Dawn Beach Club Resort Sint Maarten

Dawn Beach Club Resort Sint Maarten

Dawn Beach Club Resort Sint Maarten
4.0 star property
Oyster Pond
8.6 out of 10, Excellent, (23)
"Housing was good. To be able to use JW Marriott is excellent "
United States
Shana
Dawn Beach Club Resort Sint Maarten
Exterior
Singh Luxury Apartments With sea View, Apt.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 NT$14,245
NT$17,318 total
includes taxes & fees
Jan 15 - Jan 16
Singh Luxury Apartments With sea View, Apt.2
Beach
Singh Luxury Apartments With sea View, Apt.1

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 NT$14,245
NT$17,318 total
includes taxes & fees
Jan 10 - Jan 11
Singh Luxury Apartments With sea View, Apt.1
Beach
Singh Luxury Apartments With sea View, Apt.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)
The price is NT$26,420
NT$30,103 total
includes taxes & fees
Jan 15 - Jan 16
Singh Luxury Apartments With sea View, Apt.3
702: Grand Apartment, 1 Queen Bed, Balcony, Sea View | Living area | 55-inch Smart TV with satellite channels, Netflix, Hulu
Mullet Bay Suites: Your Luxury Stay Awaits

Mullet Bay Suites: Your Luxury Stay Awaits

Mullet Bay Suites: Your Luxury Stay Awaits
4.0 star property
Maho
9.8 out of 10, Exceptional, (121)
"Great apartment and great location!"
United States
Miljan
The price is NT$8,722
NT$12,501 total
includes taxes & fees
Jan 18 - Jan 19
Mullet Bay Suites: Your Luxury Stay Awaits
On the beach, sun loungers, beach umbrellas, beach towels
Hilton Vacation Club Royal Palm St. Maarten

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, (1169)
"Room was great, resort was great, staff was great"
Canada
Gisele
The price is NT$12,061
NT$13,491 total
includes taxes & fees
Jan 15 - Jan 16
Hilton Vacation Club Royal Palm St. Maarten
Amazing Top Floor Apartment | Balcony
The Hills Residence

The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.6 out of 10, Excellent, (66)
"Good location, walkable area, great views. "
United States
Tiffany
The Hills Residence
Outdoor pool
condostmaarten by the sea -Adults Only-

condostmaarten by the sea -Adults Only-

condostmaarten by the sea -Adults Only-
4.0 star property
Indigo Bay
9.2 out of 10, Wonderful, (25)
"Good location easy access to a private beach "
United States
All About
The price is NT$11,336
NT$16,248 total
includes taxes & fees
Jan 11 - Jan 12
condostmaarten by the sea -Adults Only-
Beach nearby, white sand, sun loungers, beach umbrellas
Simpson Bay Suites

Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.0 out of 10, Good, (131)
"It is 'value priced', has a convenient location and the AC works :) But be realistic in your expectations, this is not competing with the Hiltons and Morgans on the island. Great for an overnight layover. Huge rooms - Really it's a full sized apartment with all the amenities. "
United States
Roger
The price is NT$5,321
NT$5,960 total
includes taxes & fees
Jan 10 - Jan 11
Simpson Bay Suites
Deluxe Double Room | Down comforters, free WiFi, bed sheets
July Apartments

July Apartments

July Apartments
3.0 star property
Madame's Estate
9.2 out of 10, Wonderful, (162)
"Amazing place. "
United States
Cristina
July Apartments
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

Oyster Bay Beach Resort

Oyster Bay Beach Resort

10/10 Excellent
"The staff members were very nice and helpful. The resort was beautiful and my oceanfront room was gorgeous with a vuew of a few islands. I plan to stay at resort in May 2026."
Lucy 6-night trip
Posted 2 days ago
Oyster Bay Beach Resort

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.

What are some of the best vacation rentals in Upper Prince's Quarter?

Villa Amalia: This Upper Prince's Quarter vacation home rental is located near the beach and has an outdoor pool, a balcony, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and an oven. You and your friends and family can relax into your vacation with amenities like a terrace.

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

Choose from 28 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, Guana Bay and Oyster Bay Marina 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.