Upper Prince's Quarter Vacation Rentals

Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Upper Prince's Quarter vacation rentals

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
$723 nightly
The price is $755
Jun 3 - Jun 4
Total with taxes and fees
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
$392 nightly
The price is $409
Jun 28 - Jun 29
Total with taxes and fees
Singh Luxury Apartments With sea View, Apt.1
Outdoor dining

1-Bedroom Loft Apartment in Point Blanche

1-Bedroom Loft Apartment in Point Blanche
Point Blanche
$171 nightly
The price is $178
Jun 5 - Jun 6
Total with taxes and fees
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)
$4,386 nightly
The price is $4,386
Jun 3 - Jun 4
Total with taxes and fees
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
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
$126 nightly
The price is $130
Jun 9 - Jun 10
Total with taxes and fees
Lovely Studio Apartment with Pool & Nature Views!
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)
$743 nightly
The price is $778
Jun 7 - Jun 8
Total with taxes and fees
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
$392 nightly
The price is $409
Jun 28 - Jun 29
Total with taxes and fees
Singh Luxury Apartments With sea View, Apt.2
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
$1,673 nightly
The price is $1,673
Jun 7 - Jun 8
Total with taxes and fees
Your half-day cruise with scenic Zephyr and water activities
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
$997 nightly
The price is $1,032
Jun 7 - Jun 8
Total with taxes and fees
UNIQUE EXPERIENCE: OVERNIGHT ON A CATAMARAN WITH DINNER AND BREAKFAST INCLUDED
Outdoor dining

Unusual night in catamaran with dinner

Unusual night in catamaran with dinner
Grand-Case
$1,174 nightly
The price is $1,174
Jun 7 - Jun 8
Total with taxes and fees
Unusual night in catamaran with dinner
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.
$155 nightly
The price is $166
Jun 3 - Jun 4
Total with taxes and fees
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.
$140 nightly
The price is $150
Jun 3 - Jun 4
Total with taxes and fees
The Castle ᴶ
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.
$140 nightly
The price is $150
Jun 3 - Jun 4
Total with taxes and fees
The Castle f
Deluxe Studio Suite, Garden View | Living area

FIDEMAM

FIDEMAM
Anse Marcel
$694 nightly
The price is $721
Jun 3 - Jun 4
Total with taxes and fees
FIDEMAM
1 bedroom, iron/ironing board, WiFi, bed sheets

The Castle ᴳ

The Castle ᴳ
Downtown Philipsburg
$140 nightly
The price is $150
Jun 3 - Jun 4
Total with taxes and fees
The Castle ᴳ
Comfort Room, 1 King Bed, Non Smoking, Ocean View | Iron/ironing board, free WiFi

MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.4 out of 10, Good, (62 reviews)
"Good rooms at a great location"
United States
Asheed
$78 nightly
The price is $82
Jun 11 - Jun 12
Total with taxes and fees
MIDTOWN MOTEL SXM
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
4.0 star property
Maho
9.8 out of 10, Exceptional, (153 reviews)
"Location perfect and perfect beach"
United States
Anthony
$302 nightly
The price is $312
Jun 8 - Jun 9
Total with taxes and fees
Mullet Bay Suites: Your Luxury Stay Awaits
Terrace/patio

The Forest

The Forest
4.0 star property
Anse Marcel
10.0 out of 10, Exceptional, (26 reviews)
"Very happy with our stay, especially the location in Anse Marcel! Breakfast is great and included"
United States
Chi Yan Jane
$339 nightly
The price is $354
Jun 11 - Jun 12
Total with taxes and fees
The Forest
Outdoor pool

condostmaarten by the sea -Adults Only-

condostmaarten by the sea -Adults Only-
4.0 star property
Indigo Bay
9.2 out of 10, Wonderful, (40 reviews)
"We loved everything about this spot and the staff. We will definitely stay here again. The property is very clean, safe and comfortable."
Canada
Rozana
$378 nightly
The price is $395
Jun 3 - Jun 4
Total with taxes and fees
condostmaarten by the sea -Adults Only-
Deluxe Double Room | Down comforters, free WiFi, bed sheets

July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (242 reviews)
"Absolutely wonderful stay!! The host for this place is a true gem, so helpful, kind and is what makes this place so special:)"
Canada
Tanya
$78 nightly
The price is $82
Jun 4 - Jun 5
Total with taxes and fees
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.
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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

10/10 Excellent
"Excellent"
Manoj 3-night trip
Posted less than an hour ago
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Price trends for vacation rentals in Upper Prince's Quarter

Less expensive
More expensive
This month
Next month
September
December
$514
$529
Month
Price
January
$582
February
$505
March
$839
April
$779
May
$678
June
$514
July
$529
August
$542
September
$502
October
$696
November
$735
December
$868
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Upper Prince's Quarter. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Upper Prince's Quarter

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

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Upper Prince's Quarter vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Upper Prince's Quarter vacation 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 low season months. For more hustle and bustle, you may prefer to visit Upper Prince's Quarter in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $82 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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 vacation 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 vacation.

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 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?

Philips Scott House Calinago: This vacation home rental outside Upper Prince's Quarter is in a shopping district and equipped with air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Amenities like a microwave and free parking are also available for your convenience. Some other homes for rent in Upper Prince's Quarter include LUXURY VILLA! HIGHEST GUEST RATINGS ON ISLAND! DISCOUNTED SUMMER RATES! and Villa Flagrantia, Paradise at your pleasure.

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

Choose from 32 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, Oyster Bay Marina and Guana Bay 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.