Upper Prince's Quarter Holiday 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

Tonight
15 Jan - 16 Jan
Tomorrow
16 Jan - 17 Jan
This weekend
16 Jan - 18 Jan
Next weekend
23 Jan - 25 Jan

Our top choices for Upper Prince's Quarter holiday rentals

Terrace/patio

Villa de 10 Chambres les Pieds Dans L'eau à Guana Bay

Villa de 10 Chambres les Pieds Dans L'eau à Guana Bay
Sint Maarten
The price is AU$6,311
includes taxes & fees
16 Jan - 17 Jan
Villa de 10 Chambres les Pieds Dans L'eau à Guana Bay
Pool

Lovely Studio Apartment with Pool & Nature Views!

Lovely Studio Apartment with Pool & Nature Views!
Oyster Pond
8.0 out of 10, Very good, (1 review)
"The feature of the unit is the view! For the price it’s a great deal - especially if you have a car. The unit is clean - but the shower only runs really hot. "
United States
Jennifer
The price is AU$197
includes taxes & fees
22 Jan - 23 Jan
Lovely Studio Apartment with Pool & Nature Views!
Outdoor pool

Dawn Beach Club Resort Sint Maarten

Dawn Beach Club Resort Sint Maarten
4.0 star property
Oyster Pond
8.6 out of 10, Excellent, (24 reviews)
"Very clean , beautiful pool , great food at the restaurant pool side , amazing service by everyone especially Ramon and Serge !! Such a pleasure to be around them ! Coffee shop was also great ! A beautiful Place for a family or a couples getaway ! "
Canada
Melissa
Dawn Beach Club Resort Sint Maarten
Interior

SunThan Rentals.

SunThan Rentals.
Point Blanche
The price is AU$375
includes taxes & fees
16 Jan - 17 Jan
SunThan Rentals.
Exterior

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 AU$823
includes taxes & fees
16 Jan - 17 Jan
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
3.0 star property
Oyster Pond
The price is AU$823
includes taxes & fees
16 Jan - 17 Jan
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
3.0 star property
Oyster Pond
2.0 out of 10, (1 review)
The price is AU$1,431
includes taxes & fees
16 Jan - 17 Jan
Singh Luxury Apartments With sea View, Apt.3
Outdoor dining

Tintamarre exclusive dinner and night at anchor

Tintamarre exclusive dinner and night at anchor
Grand-Case
10.0 out of 10, Exceptional, (2 reviews)
"Wow. We can’t say enough about this amazing experience. The hosts are wonderful. We were just on their fantastic boat for one night - the last night of our trip, but it was perfect. We had a sail out to Tintamarre, a pristine and beautiful little deserted (amd conservation protected) island. We snorkeled, had apps and Karim’s signature cocktail as the sun went down. Then Sophie served us a great dinner out on the deck of the boat, including her delicious homemade bread! We stargazed and slept...
United States
Sheri W.
The price is AU$3,812
includes taxes & fees
17 Jan - 18 Jan
Tintamarre exclusive dinner and night at anchor
Outdoor dining

UNIQUE EXPERIENCE: OVERNIGHT ON A CATAMARAN WITH DINNER AND BREAKFAST INCLUDED

UNIQUE EXPERIENCE: OVERNIGHT ON A CATAMARAN WITH DINNER AND BREAKFAST INCLUDED
Grand-Case
UNIQUE EXPERIENCE: OVERNIGHT ON A CATAMARAN WITH DINNER AND BREAKFAST INCLUDED
Interior

Your half-day cruise with scenic Zephyr and water activities

Your half-day cruise with scenic Zephyr and water activities
Collectivité de Saint-Martin
The price is AU$2,505
includes taxes & fees
17 Jan - 18 Jan
Your half-day cruise with scenic Zephyr and water activities
Iron/ironing board, free WiFi

MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
6.2 out of 10, (10 reviews)
"The room was very clean and tidy. The staff were very helpful. Request for taxi service to the airport waited for over an hour. With the help of a neighbor a taxi was flagged down "
United States
Carol
The price is AU$134
includes taxes & fees
27 Jan - 28 Jan
MIDTOWN MOTEL SXM
On the beach, beach towels

VILLA 47 SXM - ORIENT BAY-BEACH ACCESS 🌸🌴🐚

VILLA 47 SXM - ORIENT BAY-BEACH ACCESS 🌸🌴🐚
Orient Bay
9.8 out of 10, Exceptional, (6 reviews)
"This was an amazing property and the host was wonderful and easy to work with. We will definitely stay here in the future."
United States
Jan S.
The price is AU$1,875
includes taxes & fees
20 Jan - 21 Jan
VILLA 47 SXM - ORIENT BAY-BEACH ACCESS 🌸🌴🐚
Outdoor dining

Lovely room in a nice villa , close to Friars bay and happy bay

Lovely room in a nice villa , close to Friars bay and happy bay
Saint-martin
9.0 out of 10, Wonderful, (9 reviews)
"Great place to stay. Will definitely be staying again next year! "
United States
Kurt
The price is AU$148
includes taxes & fees
9 Feb - 10 Feb
Lovely room in a nice villa , close to Friars bay and happy bay
Beach nearby, white sand, sun-loungers, beach umbrellas

Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.0 out of 10, Good, (131 reviews)
"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 AU$283
includes taxes & fees
22 Jan - 23 Jan
Simpson Bay Suites
On the beach, sun-loungers, beach towels

Charming studio with splendid Caribbean Sea view & pool/beach access

Charming studio with splendid Caribbean Sea view & pool/beach access
Marigot
9.0 out of 10, Wonderful, (2 reviews)
"Great communication from host. Had a warm welcome, easy check in and easy check out. Walkable to many restaurants and the harbor. View was a huge bonus. Great value if you need a centrally located place. "
United States
Andy K.
The price is AU$255
includes taxes & fees
28 Jan - 29 Jan
Charming studio with splendid Caribbean Sea view & pool/beach access
Beach nearby

Soualiga Goddess Studio

Soualiga Goddess Studio
Baie Orientale
9.8 out of 10, Exceptional, (9 reviews)
"Sabrina was a wonderful host to our quick stay in Orient Bay. The property was as advertised and we loved the short walk to the beach. Would definitely stay again if we had a short stay there!"
United States
Maggie B.
The price is AU$276
includes taxes & fees
12 Feb - 13 Feb
Soualiga Goddess Studio
Deluxe Double Room

July Apartments

July Apartments
3.0 star property
Madame's Estate
9.2 out of 10, Wonderful, (166 reviews)
"Room was clean. Staff was friendly. Location was close to shopping and restaurant with a taxi. "
United States
DANICA
July Apartments
Beach nearby, sun-loungers, beach towels

Charming studio with the beach at your feet & pool access

Charming studio with the beach at your feet & pool access
Marigot
The price is AU$255
includes taxes & fees
18 Jan - 19 Jan
Charming studio with the beach at your feet & pool access
Amazing Top Floor Apartment | Balcony

The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.6 out of 10, Excellent, (69 reviews)
"Good location, walkable area, great views. "
United States
Tiffany
The Hills Residence
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

JW Marriott St. Maarten Beach Resort & Spa

JW Marriott St. Maarten Beach Resort & Spa

10/10 Excellent
"I thoroughly enjoyed my stay. The property was well maintained and my room was luxurious. I especially enjoyed the sunrise yoga session. The instructor was amazing, making sure I had the perfect start to each day while on vacation. The staff was all around very lovely. I would recommend this hotel for couples, friends and families. "
Vanessa 4-night trip
Posted 2 days ago
JW Marriott St. Maarten Beach Resort & Spa

Find out more about Upper Prince's Quarter

Everything you need to know about Upper Prince's Quarter holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Upper Prince's Quarter holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Upper Prince's Quarter holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Upper Prince's Quarter holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Upper Prince's Quarter. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Upper Prince's Quarter holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Upper Prince's Quarter holiday rentals we have selected for you start as low as AU$375 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Upper Prince's Quarter rentals

At Expedia, we put the best Upper Prince's Quarter holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Upper Prince's Quarter rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Upper Prince's Quarter holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Upper Prince's Quarter. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.

What are some of the best holiday rentals that Upper Prince's Quarter has to offer?

Villa Flagrantia, Paradise at your pleasure: This highly rated holiday home rental in Upper Prince's Quarter is located by the ocean, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of games in this rental home to help you unwind. Some other top choices in Upper Prince's Quarter are DawnBeach Club 4 Bed/4Bath Villa With Swimming Pool, Beach and Resorts Access. and LUXURY VILLA! Open nights in January on SALE!.

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

Choose from 27 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, Guana Bay 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.