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Upper Prince's Quarter Holiday Rentals

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Check prices for these dates

In two weeks
31 July - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Upper Prince's Quarter holiday rentals

Pool

Lovely Studio Apartment with Pool & Nature Views!

Lovely Studio Apartment with Pool & Nature Views!
Oyster Pond
9.4 out of 10, Exceptional, (3 reviews)
"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$189
includes taxes & fees
27 July - 28 July
Lovely Studio Apartment with Pool & Nature Views!
Outdoor dining

1-Bedroom Loft Apartment in Point Blanche

1-Bedroom Loft Apartment in Point Blanche
Point Blanche
The price is AU$273
includes taxes & fees
29 July - 30 July
1-Bedroom Loft Apartment in Point Blanche
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
10.0 out of 10, Exceptional, (2 reviews)
The price is AU$5,951
includes taxes & fees
15 Aug - 16 Aug
Villa de 10 Chambres les Pieds Dans L'eau à Guana Bay
Outdoor pool

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 AU$1,079
includes taxes & fees
15 Aug - 16 Aug
Dawn Beach Club Resort Sint Maarten
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$592
includes taxes & fees
20 July - 21 July
Singh Luxury Apartments With sea View, Apt.1
Property grounds

Villa Esperanza Ocean View Villa |Private Pool | Gated Community | Walk to Beach

Villa Esperanza Ocean View Villa |Private Pool | Gated Community | Walk to Beach
Dawn Beach Estates
The price is AU$1,602
includes taxes & fees
23 July - 24 July
Villa Esperanza Ocean View Villa |Private Pool | Gated Community | Walk to Beach
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$1,113
includes taxes & fees
20 July - 21 July
Singh Luxury Apartments With sea View, Apt.3
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$592
includes taxes & fees
20 July - 21 July
Singh Luxury Apartments With sea View, Apt.2
Pool

Appartement 1 Chambre face a l'ile de Pinel

Appartement 1 Chambre face a l'ile de Pinel
Cul-de-Sac
10.0 out of 10, Exceptional, (1 review)
"Responsive host. Apartment was very clean and modern and had everything we needed. Enjoyed the little patio outside too. Kids loved the big pool on the property as well. Would definitely recommend and stay again in the future."
United States
Philippe G.
Appartement 1 Chambre face a l'ile de Pinel
Interior

The Castle ᴷ

The Castle ᴷ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is AU$217
includes taxes & fees
23 July - 24 July
The Castle ᴷ
Interior

The Castle f

The Castle f
Downtown Philipsburg
8.0 out of 10, Very good, (1 review)
"After a bit of confusion about checking in, we arrived and after that everything was great. It was a surprise to find the window was onto a corridor, but the air con was good so no need to open a window, and also helped to make the room quiet."
United Kingdom
Pat R.
The price is AU$217
includes taxes & fees
23 July - 24 July
The Castle f
1 bedroom, iron/ironing board, WiFi, bed sheets

The Castle ᴴ

The Castle ᴴ
Downtown Philipsburg
8.0 out of 10, Very good, (2 reviews)
"Absolutely great place to stay. Only downside is there is a bird that treats her 2 AM and then a rooster from about 5 AM to 9 AM so make sure you bring your earplugs."
United States
Denise W.
The price is AU$240
includes taxes & fees
23 July - 24 July
The Castle ᴴ
1 bedroom, iron/ironing board, WiFi, bed sheets

The Castle ᴶ

The Castle ᴶ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
"Host was welcoming and the apartment was very clean and inviting. We will Definitely stay here again when we come back. "
United States
Neil C.
The price is AU$217
includes taxes & fees
23 July - 24 July
The Castle ᴶ
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
10.0 out of 10, Exceptional, (2 reviews)
"Everything was great"
Canada
Brad W.
The price is AU$332
includes taxes & fees
24 July - 25 July
Charming studio with the beach at your feet & pool access
Comfort Room, 1 King Bed, Non Smoking, Ocean View

MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.4 out of 10, Good, (66 reviews)
"All in all it was a great experience. Close to the beach. Clean environment. Kind staff"
United States
James
The price is AU$129
includes taxes & fees
26 July - 27 July
MIDTOWN MOTEL SXM
702: Grand Apartment, 1 Queen Bed, Balcony, Sea View | Living area

Mullet Bay Suites: Your Luxury Stay Awaits

Mullet Bay Suites: Your Luxury Stay Awaits
4.0 star property
Maho
9.6 out of 10, Exceptional, (171 reviews)
"Great stay! Beautiful suite"
United States
Crystal Alana
The price is AU$473
includes taxes & fees
22 July - 23 July
Mullet Bay Suites: Your Luxury Stay Awaits
Deluxe Double Room

July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (248 reviews)
"Great stay"
United States
Drunisha
The price is AU$139
includes taxes & fees
19 July - 20 July
July Apartments
Terrace/patio

Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.2 out of 10, Good, (159 reviews)
"AC worked well the room was cleaned daily and the staff was always friendly and made great suggestions for dinning and places to see."
United States
Michael
The price is AU$195
includes taxes & fees
21 July - 22 July
Simpson Bay Suites
1 bedroom, iron/ironing board, WiFi, bed sheets

The Castle L - Twin Studio

The Castle L - Twin Studio
Downtown Philipsburg
The price is AU$217
includes taxes & fees
24 July - 25 July
The Castle L - Twin Studio
Amazing Top Floor Apartment | Balcony

The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.4 out of 10, Very good, (158 reviews)
"Comfortable room and ac was a welcome after a hot day."
United States
Maria
The price is AU$407
includes taxes & fees
12 Aug - 13 Aug
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

Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

8/10 Good
"Overall good resort, the restaurants weren't the best but we had a fun time"
Gaspard 6-night trip
Posted less than an hour ago
Sonesta Maho Beach All Inclusive Resort Casino & 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 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! HIGHEST GUEST RATINGS ON ISLAND! DISCOUNTED SUMMER RATES!: 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 Charming 2-bedrooms Dream Cottage tranquil retreat in Pointe Blanche 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. While here, Oyster Bay Marina and Front Street District 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.