Upper Prince's Quarter Holiday Rentals

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Check prices for these dates

In two weeks
28 Nov - 30 Nov
In two months
9 Jan - 11 Jan
In three months
6 Feb - 8 Feb
In four months
6 Mar - 8 Mar

Holiday Rentals in Upper Prince's Quarter

Sun deck
Dawn Beach Club Resort Sint Maarten

Dawn Beach Club Resort Sint Maarten

4.0 star property
Oyster Pond
8.8 out of 10, Excellent, (21)
"Wonderful vacation spot in st maarten"
United States
Debasis
Dawn Beach Club Resort Sint Maarten
Standard Apartment, 2 Bedrooms | Balcony
Cozy one-bedroom & mezzanine apartment

Cozy one-bedroom & mezzanine apartment

3.0 star property
Point Blanche
9.2 out of 10, Wonderful, (20)
"The host was incredibly communicative throughout our entire stay, from pre-arrival to departure. The location was perfect, with supermarkets and shopping centers nearby, and just a 12-minute walk to the town center. The apartment was beautifully presented, featuring a lovely shared pool and equipped with everything we needed. We'll definitely be staying here again on our next visit. "
United States
Kevin
Cozy one-bedroom & mezzanine apartment
On the beach, sun-loungers, beach towels
Luxury Villa, Walk to beach, BRAND NEW 55KW BACKUP GENERATOR

Luxury Villa, Walk to beach, BRAND NEW 55KW BACKUP GENERATOR

Oyster Pond
10.0 out of 10, Exceptional, (104)
"My family and I enjoyed our stay at the amazing Villa Fantome. My family did not want to leave the Villa when it was time to go, I would recommend the Villa Fantome to my family and friends."
United States
Sonya G.
Luxury Villa, Walk to beach, BRAND NEW 55KW BACKUP GENERATOR
Dining
The Waves; Oceanfront 2 Bedroom. Gorgeous Sunrises. Relax With The Wave Rythyms

The Waves; Oceanfront 2 Bedroom. Gorgeous Sunrises. Relax With The Wave Rythyms

Philipsburg
9.0 out of 10, Wonderful, (18)
"First off, we could only stay one night because of Covid 19 and had to evacuate. We paid for four nights but only stayed one. (Of course no refund). Amazing water view with crashing waves. Beautiful view of St Barts. The pool was terrific. We were not happy with the cleanliness of the unit as there was hair and dirt on the floor and on the furniture. Restoration from Irma was a bit poor in my opinion with some hazards on the floor, like rebar sticking up from the floor. It was ground down but...
United States
Michael H.
The Waves; Oceanfront 2 Bedroom. Gorgeous Sunrises. Relax With The Wave Rythyms
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 NZ$712
includes taxes & fees
18 Nov - 19 Nov
Singh Luxury Apartments With sea View, Apt.1
Outdoor pool
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 NZ$712
includes taxes & fees
18 Nov - 19 Nov
Singh Luxury Apartments With sea View, Apt.2
Outdoor pool
Luxury Villa w Spectacular Ocean Views, private pool/Hottub, Walk to Beach

Luxury Villa w Spectacular Ocean Views, private pool/Hottub, Walk to Beach

Oyster Pond
10.0 out of 10, Exceptional, (135)
"The house was perfect for our family. Views were spectacular. The house itself is very accommodating for a large group. Very spacious and everyone was so nice. "
United States
Jane S.
Luxury Villa w Spectacular Ocean Views, private pool/Hottub, Walk to Beach
Property grounds
DawnBeach Club 4 Bed/4Bath Villa With Swimming Pool, Beach and Resorts Access.

DawnBeach Club 4 Bed/4Bath Villa With Swimming Pool, Beach and Resorts Access.

Oyster Pond
10.0 out of 10, Exceptional, (3)
"The house was amazing, and our host was even more amazing. The host greeted us at check in and even gave recommendations. He was very friendly, and super responsive to messages. The house was lovely, and had everything we needed. Will stay here again the next time we visit the island."
United States
Ty R.
DawnBeach Club 4 Bed/4Bath Villa With Swimming Pool, Beach and Resorts Access.
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)
The price is NZ$1,407
includes taxes & fees
18 Nov - 19 Nov
Singh Luxury Apartments With sea View, Apt.3
Interior
HIDDEN TREASURE

HIDDEN TREASURE

Point Blanche
9.4 out of 10, Exceptional, (11)
"Situated at the end of the road and close to the shore, this place was the perfect quiet retreat. The 2 bedroom apartment was nicely decorated with all the comforts needed."
United States
Robert M.
HIDDEN TREASURE
Outdoor dining
Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (J)

Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (J)

Sint Maarten
10.0 out of 10, Exceptional, (4)
"The house is gorgeous the view is breath taking its very quiet. Chris is awesome any questions or concerns he was a phone call away. The house is 15-30 away from everything... Don't hesitate to book this villa there is more than enough space for everyone we had a party of 8."
United States
Indigo J.
Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (J)
Property grounds
FantaSea beachfront, every bedroom facing ocean! Remodeled 2024

FantaSea beachfront, every bedroom facing ocean! Remodeled 2024

Oyster Pond
9.8 out of 10, Exceptional, (61)
"we had a group of 12 of us visit for the week. The house exceeded our expectations. We were comfortable, had beach access , and everything we needed. Would defiantly stay here again. "
United States
Tori W.
FantaSea beachfront, every bedroom facing ocean! Remodeled 2024
Beach/ocean view
Paradiso by Island Properties Online

Paradiso by Island Properties Online

4.0 star property
Oyster Pond
Paradiso by Island Properties Online
Deluxe Condo, 1 Bedroom, Balcony, Beach View | Terrace/patio
Fourteen at Mullet Bay

Fourteen at Mullet Bay

3.5 star property
Maho
9.2 out of 10, Wonderful, (379)
"Great stay"
United States
Sherlon
Fourteen at Mullet Bay
Outdoor pool, pool loungers
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, (1151)
"Beautiful vacation "
Canada
alonzo
The price is NZ$297
includes taxes & fees
17 Dec - 18 Dec
Hilton Vacation Club Royal Palm St. Maarten
Amazing Top Floor Apartment | Balcony
The Hills Residence

The Hills Residence

3.0 star property
Simpson Bay
9.0 out of 10, Wonderful, (49)
"Love the view first of all. Property was in a great location. "
United States
Kevin
The Hills Residence
Front of property
July Apartments

July Apartments

3.0 star property
Madame's Estate
9.2 out of 10, Wonderful, (153)
"Amazing place. "
United States
Cristina
July Apartments
Terrace/patio
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, (106)
"Nice rooms - late check in is awkward"
United States
James
The price is NZ$535
includes taxes & fees
25 Nov - 26 Nov
Mullet Bay Suites: Your Luxury Stay Awaits
Exterior
Tradewinds at Simpson Bay

Tradewinds at Simpson Bay

3.5 star property
Simpson Bay
9.4 out of 10, Exceptional, (30)
"We enjoyed the stay to the fullest"
United States
Andreas
Tradewinds at Simpson Bay
Room, 2 Bedrooms | Balcony view
Sea Palace

Sea Palace

3.0 star property
Downtown Philipsburg
8.6 out of 10, Excellent, (108)
"Great place to stay!"
United States
REGINA
The price is NZ$257
includes taxes & fees
18 Nov - 19 Nov
Sea Palace
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

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

10/10 Excellent
"The room and the whole resort was very clean! All the staff were very friendly and helpful. "
BARBARA 4-night trip
Posted 2 days ago
The Villas at Simpson Bay 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 favorite 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 depends 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 NZ$257 per night. Entering your travel dates in the search wizard you might find 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 Tropical Oasis in St. Martin 5 min to beach! Huge private pool+panoramic views!!.

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.