Upper Prince's Quarter Holiday Rentals

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Check prices for these dates

In two weeks
12 Dec - 14 Dec
In two months
23 Jan - 25 Jan
In three months
20 Feb - 22 Feb
In four months
20 Mar - 22 Mar

Holiday Rentals in Upper Prince's Quarter

Sun deck
Dawn Beach Club Resort Sint Maarten

Condo resort in Oyster Pond

4.0 star property
8.8 out of 10, Excellent, (21)
"Wonderful vacation spot in st maarten"
United States
Debasis
Dawn Beach Club Resort Sint Maarten
Outdoor dining
1-Bedroom Loft Apartment in Point Blanche

Holiday Home in Point Blanche

2.0 star property
1-Bedroom Loft Apartment in Point Blanche
Pool
Lovely Studio Apartment with Pool & Nature Views!

Apartment in Oyster Pond

The price is AU$204
includes taxes & fees
3 Dec - 4 Dec
Lovely Studio Apartment with Pool & Nature Views!
Outdoor dining
Affordable St. Maarten Escape

Apartment in Upper Prince's Quarter

Affordable St. Maarten Escape
Beach
Singh Luxury Apartments With sea View, Apt.1

Apartment in Oyster Pond

3.0 star property
The price is AU$850
includes taxes & fees
28 Nov - 29 Nov
Singh Luxury Apartments With sea View, Apt.1
Interior
SunThan Rentals.

Apartment in Point Blanche

SunThan Rentals.
Pool
Villa de 10 Chambres les Pieds Dans L'eau à Guana Bay

Villa in Sint Maarten

The price is AU$6,628
includes taxes & fees
28 Nov - 29 Nov
Villa de 10 Chambres les Pieds Dans L'eau à Guana Bay
Outdoor dining
BO'TJE - Beautiful 4-bedroom villa with AC, WiFi in lovely Tamarind Hill Estate

Villa in Tamarind Hill Estates

BO'TJE - Beautiful 4-bedroom villa with AC, WiFi in lovely Tamarind Hill Estate
Living area
SunThan Rentals. Unit # 1

Apartment in Point Blanche

2.0 out of 10, (1)
"We chose this property by the advertising photos. When we arrived our taxi driver was unable to find the building. Eventually with the help he found it. The apartment although was nice the whole complex was a health and safety issue it was still under construction. It was built on an industrial estate also where the cruise ships keep there containers. We actually did not stay because of issues going on. Having said this I think once the building work is finished it would be a nice complex just...
United Kingdom
Heather J.
SunThan Rentals. Unit # 1
Outdoor pool
Singh Luxury Apartments With sea View, Apt.2

Apartment in Oyster Pond

3.5 star property
The price is AU$850
includes taxes & fees
28 Nov - 29 Nov
Singh Luxury Apartments With sea View, Apt.2
Beach
Singh Luxury Apartments With sea View, Apt.3

Apartment in Oyster Pond

3.0 star property
2.0 out of 10, (1)
The price is AU$1,477
includes taxes & fees
28 Nov - 29 Nov
Singh Luxury Apartments With sea View, Apt.3
Outdoor dining
Tintamarre exclusive dinner and night at anchor

Houseboat in Grand-Case

10.0 out of 10, Exceptional, (2)
"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.
Tintamarre exclusive dinner and night at anchor
Interior
Your half-day cruise with scenic Zephyr and water activities

Houseboat in Collectivité de Saint-Martin

Your half-day cruise with scenic Zephyr and water activities
Outdoor dining
UNIQUE EXPERIENCE: OVERNIGHT ON A CATAMARAN WITH DINNER AND BREAKFAST INCLUDED

Houseboat in Grand-Case

The price is AU$1,550
includes taxes & fees
14 Dec - 15 Dec
UNIQUE EXPERIENCE: OVERNIGHT ON A CATAMARAN WITH DINNER AND BREAKFAST INCLUDED
Outdoor pool, pool loungers
Hilton Vacation Club Royal Palm St. Maarten

Aparthotel in Simpson Bay

4.0 star property
9.0 out of 10, Wonderful, (1155)
"Beautiful vacation "
Canada
alonzo
The price is AU$261
includes taxes & fees
17 Dec - 18 Dec
Hilton Vacation Club Royal Palm St. Maarten
Front of property
July Apartments

Aparthotel in Madame's Estate

3.0 star property
9.2 out of 10, Wonderful, (154)
"Amazing place. "
United States
Cristina
July Apartments
Room, 2 Bedrooms | Balcony view
Sea Palace

Aparthotel in Downtown Philipsburg

3.0 star property
8.6 out of 10, Excellent, (108)
"Will stay here again for sure.💕"
United States
Gina
The price is AU$258
includes taxes & fees
29 Nov - 30 Nov
Sea Palace
Terrace/patio
Mullet Bay Suites: Your Luxury Stay Awaits

Apartment in Maho

4.0 star property
9.8 out of 10, Exceptional, (107)
"I was warmly welcomed by a great staff who helped me get settled in. The room was fantastic. I very much felt at home. I hope to come back again. "
United States
Jordon
The price is AU$508
includes taxes & fees
4 Dec - 5 Dec
Mullet Bay Suites: Your Luxury Stay Awaits
Beach nearby, white sand, sun-loungers, beach umbrellas
Simpson Bay Suites

Aparthotel in Simpson Bay

3.5 star property
6.8 out of 10, (125)
"No issues. Staff were very welcoming and accommodating. Was a pleasant stay. "
United States
Sharmain
The price is AU$210
includes taxes & fees
1 Dec - 2 Dec
Simpson Bay Suites
Amazing Top Floor Apartment | Balcony
The Hills Residence

Aparthotel in Simpson Bay

3.0 star property
8.8 out of 10, Excellent, (50)
"This apartment was nice, clean, modern, walking distance to restaurants and shops. "
United States
Lionel
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.
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Top Upper Prince's Quarter Hotel Reviews

Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

10/10 Excellent
"My birthday vacation was one for the books! The resort is nice the ocean view and location of my room was spectacular! I would recommend giving Divi Little Bay Resort a try. Don’t get talked into a timeshare seminar of 90 minutes that the only drawback. Vee and Lou the bartenders at Gizmo’s were kind and attentive and please be sure the ask about Gizmo the more than 40 year old parrot name for the place that roams and rules the place."
April Dionne 3-night trip
Posted 3 days ago
Divi Little Bay Beach Resort

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$261 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?

LUXURY VILLA! Resort Amenities, Stunning Views, Beach Access! GENERATOR: This highly rated holiday home rental in Upper Prince's Quarter offers an outdoor pool, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a terrace, a garden and a selection of games so that you can immerse yourself in your holiday. Some other top choices in Upper Prince's Quarter are DawnBeach Club 4 Bed/4Bath Villa With Swimming Pool, Beach and Resorts Access. and Villa Flagrantia, Paradise at your pleasure.

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 Orient Bay Beach and Maho 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.