Upper Prince's Quarter Vacation Rentals

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Check prices for these dates

In two weeks
Dec 5 - Dec 7
In two months
Jan 16 - Jan 18
In three months
Feb 13 - Feb 15
In four months
Mar 13 - Mar 15

Vacation Rentals in Upper Prince's Quarter

Sundeck
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)
"Amazing vacation! "
United States
Jon P.
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)
"Wonderful private site off the busy areas. Right next to the pool and quick walk to a beach that was almost deserted MostOf the time. Only twenty two minute drive to our favorite beach at orient bay. Would love to go back, maybe next year."
United States
Patrick A.
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 ￥50,701
￥65,014 total
includes taxes & fees
Nov 24 - Nov 25
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 ￥50,821
￥65,168 total
includes taxes & fees
Nov 22 - Nov 23
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)
"What a great vacation rental. Spacious and all of the amenities. Wonderful outdoor spaces to share with friends."
United States
Maureen T.
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 ￥111,836
￥129,234 total
includes taxes & fees
Nov 22 - Nov 23
Singh Luxury Apartments With sea View, Apt.3
Fridge, microwave, oven, stovetop
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)
"Beautiful property and location. Chris was awesome and very attentive to our needs. "
United States
Lisa B.
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)
"The place was amazing and had everything we needed. It was very quiet here and was great for relaxing. Our family enjoyed this location very much. "
United States
Eric K.
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, (382)
"Great stay"
United States
Sherlon
Fourteen at Mullet Bay
Outdoor pool, sun 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, (1152)
"Beautiful vacation "
Canada
alonzo
The price is ￥21,384
￥26,585 total
includes taxes & fees
Dec 17 - Dec 18
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)
"This apartment was nice, clean, modern, walking distance to restaurants and shops. "
United States
Lionel
The Hills Residence
Front of property
July Apartments

July Apartments

3.0 star property
Madame's Estate
9.2 out of 10, Wonderful, (154)
"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)
"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 ￥38,093
￥51,754 total
includes taxes & fees
Nov 25 - Nov 26
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)
"This place is amazing. Great price. Super helpful and flexible owner and staff. They truly did everything to help and make my stay perfect. The room was clean. The bed was very comfortable. There's beautiful sunset view from this property. Great seafood restaurant next door. I'll definitely be back. 10 out of 10"
United States
hanan
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)
"Will stay here again for sure.💕"
United States
Gina
The price is ￥22,541
￥23,668 total
includes taxes & fees
Nov 23 - Nov 24
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
"Large comfortable room. Amazing beach!"
Andrea 5-night trip
Posted 8 hours ago
The Villas at Simpson Bay Resort

Find out more about Upper Prince's Quarter

Search for holiday rentals in Upper Prince's Quarter on Expedia! You can easily find your home rentals, villas, holiday apartments in Upper Prince's Quarter using one of the methods below:

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Look no further and take a look at our great range of rental properties in Upper Prince's Quarter!

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?

LUXURY VILLA! Resort Amenities, Stunning Views, Beach Access! GENERATOR: This highly rated vacation home rental in Upper Prince's Quarter offers an outdoor pool, a balcony, and a barbecue grill 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 you can cook with friends or family. It offers a terrace, a garden, and a selection of games so you can immerse yourself in your vacation. 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 vacation rentals will I find in Upper Prince's Quarter?

Choose from 31 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. In the larger area, you’ll find popular places like Orient Bay Beach and Maho Beach.

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.