Upper Prince's Quarter Vacation Rentals

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Vacation Rentals in Upper Prince's Quarter

Our top choices for Upper Prince's Quarter vacation rentals

Dawn Beach Club Resort Sint Maarten
Sundeck

Dawn Beach Club Resort Sint Maarten

4.0 star property
8.8 out of 10, Excellent, (21)
"Wonderful vacation spot in st maarten"
Dawn Beach Club Resort Sint Maarten
Luxury Villa, Walk to beach, BRAND NEW 55KW BACKUP GENERATOR
On the beach, sun loungers, beach towels

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

10.0 out of 10, Exceptional, (104)
"The house was stunning. We took a group of 10 with us and all had plenty of space, large rooms and comfortable beds. The pool was fantastic with the most beautiful view. We will be back and would love to stay at the Villa Funtime again. "
Luxury Villa, Walk to beach, BRAND NEW 55KW BACKUP GENERATOR
Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (O)
Outdoor pool

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

10.0 out of 10, Exceptional, (23)
"The property is Wonderfull. Plenty of space, The Pool Beautiful, and convince to the beach is great. Chris the property manager was very easy to work with and gave great advice for places to go and Things to do!!!"
Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (O)
LITERALLY OCEANFRONT VILLA ALABASTER, DAWN BEACH w private pool ~ Owners' site
Outdoor pool

LITERALLY OCEANFRONT VILLA ALABASTER, DAWN BEACH w private pool ~ Owners' site

9.8 out of 10, Exceptional, (90)
"Location was wonderful, beach was beautiful, everyone was lovely. "
LITERALLY OCEANFRONT VILLA ALABASTER, DAWN BEACH w private pool ~ Owners' site
Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (J)
Outdoor dining

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

10.0 out of 10, Exceptional, (3)
"Beautiful property and location. Chris was awesome and very attentive to our needs. "
Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (J)
FantaSea beachfront, every bedroom facing ocean! Remodeled 2024
Property grounds

FantaSea beachfront, every bedroom facing ocean! Remodeled 2024

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. "
FantaSea beachfront, every bedroom facing ocean! Remodeled 2024
Luxury Villa w Spectacular Ocean Views, private pool/Hottub, Walk to Beach
Outdoor pool

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

10.0 out of 10, Exceptional, (134)
"Beautiful place, very responsive owner, helpful employees/caretakers. "
Luxury Villa w Spectacular Ocean Views, private pool/Hottub, Walk to Beach
Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (H)
Outdoor pool

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

10.0 out of 10, Exceptional, (22)
"We were more than pleased with our stay at Villa Hibiscus! This was our first trip to Sint Maarten and we could not have picked a better spot. The host, Chris, was very accommodating and helpful during our stay. He made the whole process of arrival and departure so easy and was available to help throughout our entire vacation! We hope to return again and stay at Villa Hibiscus!"
Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (H)
Cozy one-bedroom & mezzanine apartment
Standard Apartment, 2 Bedrooms | Balcony

Cozy one-bedroom & mezzanine apartment

3.0 star property
9.4 out of 10, Exceptional, (19)
"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. "
Cozy one-bedroom & mezzanine apartment
Villa Angelina with Amazing Panoramic Views. Enjoy the quiet at Oyster Pond
Pool

Villa Angelina with Amazing Panoramic Views. Enjoy the quiet at Oyster Pond

9.6 out of 10, Exceptional, (55)
"This house has the best views on the island, without question! My wife and I personally loved this house. We felt like we were at our own home, that was relocated to paradise! The management company is extremely attentive and informative. I would stay here again anytime we are able to visit the island! Thoroughly enjoyed this house, location, and the wonderful staff!"
Villa Angelina with Amazing Panoramic Views. Enjoy the quiet at Oyster Pond
Alizee by Island Properties Online
Outdoor dining

Alizee by Island Properties Online

3.5 star property
Alizee by Island Properties Online
The Waves; Oceanfront 2 Bedroom. Gorgeous Sunrises. Relax With The Wave Rythyms
Dining

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

9.0 out of 10, Wonderful, (18)
"Interesting stay. The ambiance of the waves outside was amazing. But we had a few other problems while staying there...including bathroom doors that wouldn't close (half our stay), leaks in the kitchen and bedroom, and some bugs upon arrival. Otherwise, nice stay next to a secluded beach."
The Waves; Oceanfront 2 Bedroom. Gorgeous Sunrises. Relax With The Wave Rythyms
Singh Luxury Apartments With sea View, Apt.3
Beach

Singh Luxury Apartments With sea View, Apt.3

3.0 star property
2.0 out of 10, (1)
$750 nightly
The price is $785
Oct 1 - Oct 2
Total with taxes and fees
Singh Luxury Apartments With sea View, Apt.3
Gorgeous ocean views! Spend your days in pure bliss at a perfect paradise!
Pool

Gorgeous ocean views! Spend your days in pure bliss at a perfect paradise!

10.0 out of 10, Exceptional, (172)
"We stayed at the Jewel for a week with 4 adults and 4 young kids. We had the best time, if not for the adults wanting to explore the island the kids would have been fine swimming and hanging out at the house. The view is incredible, the house provides everything you could need, and Ursula was so kind making us a meal for the evening we arrived, pina coladas, muffins for the kids. We will only stay at the Jewel when we return. "
Gorgeous ocean views! Spend your days in pure bliss at a perfect paradise!
Beach House Younes by Island Properties Online
Beach/ocean view

Beach House Younes by Island Properties Online

3.5 star property
Beach House Younes by Island Properties Online
Villa Amalia
Exterior

Villa Amalia

5.0 star property
Villa Amalia
Singh Luxury Apartments With sea View, Apt.2
Outdoor pool

Singh Luxury Apartments With sea View, Apt.2

3.5 star property
$382 nightly
The price is $398
Oct 1 - Oct 2
Total with taxes and fees
Singh Luxury Apartments With sea View, Apt.2
Hilton Vacation Club Royal Palm St. Maarten
Outdoor pool, sun loungers

Hilton Vacation Club Royal Palm St. Maarten

4.0 star property
9.0 out of 10, Wonderful, (1106)
"Most convenient hotel to stay, due to an array of shopping and dinning options near the property."
$139 nightly
The price is $146
Sep 7 - Sep 8
Total with taxes and fees
Hilton Vacation Club Royal Palm St. Maarten
Fourteen at Mullet Bay
Deluxe Condo, 1 Bedroom, Balcony, Beach View | Terrace/patio

Fourteen at Mullet Bay

3.5 star property
9.2 out of 10, Wonderful, (342)
"Great location "
Fourteen at Mullet Bay
The Hills Residence
Amazing Top Floor Apartment | Balcony

The Hills Residence

3.0 star property
9.0 out of 10, Wonderful, (42)
"Love the view first of all. Property was in a great location. "
$259 nightly
The price is $271
Oct 3 - Oct 4
Total with taxes and fees
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

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

10/10 Excellent
"Clean and beautiful "
Niala 3-night trip
Posted 10 hours ago
Simpson Bay Resort, Marina & Spa

Price trends for vacation rentals in Upper Prince's Quarter

Price trends for vacation rentals in Upper Prince's Quarter

Less expensive
More expensive
This month
Next month
September
December
$332
$406
Month
Price
January
$452
February
$452
March
$470
April
$393
May
$379
June
$335
July
$380
August
$342
September
$332
October
$406
November
$395
December
$553
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

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 $146 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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?

Villa Amalia: Visitors like this Upper Prince's Quarter vacation home rental. It is located near the beach and has an outdoor pool, a balcony, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and an oven. You and your friends and family can relax into your vacation with amenities like a terrace. Some other homes for rent in Upper Prince's Quarter include LUXURY VILLA! Resort Amenities, Stunning Views, Beach Access! GENERATOR and DawnBeach Club 4 Bed/4Bath Villa With Swimming Pool, Beach and Resorts Access. .

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

Choose from 30 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.