Upper Prince's Quarter Vacation Rentals

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Aug 4 - Aug 5
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Aug 15 - Aug 17

Vacation Rentals in Upper Prince's Quarter

Dawn Beach Club Resort Sint Maarten
Relax by the oceanfront pool surrounded by palm trees and lounge chairs.

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
Escape to a serene beach surrounded by lush greenery, perfect for swimming, sunbathing, and sailing.

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

10.0 out of 10, Exceptional, (102)
"The property was perfect for our family of five, my parents and a sister. Beautiful property!"
Luxury Villa, Walk to beach, BRAND NEW 55KW BACKUP GENERATOR
FantaSea beachfront, every bedroom facing ocean! Remodeled 2024
Enjoy breathtaking ocean views from the balcony with lush greenery and vibrant flowers.

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
LITERALLY OCEANFRONT VILLA ALABASTER, DAWN BEACH w private pool ~ Owners' site
Relax by the serene pool surrounded by palm trees and enjoy a clear view of the ocean.

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

9.8 out of 10, Exceptional, (89)
"Great experience hope to come again"
LITERALLY OCEANFRONT VILLA ALABASTER, DAWN BEACH w private pool ~ Owners' site
Luxury Villa w Spectacular Ocean Views, private pool/Hottub, Walk to Beach
Relax by the ocean-view pool surrounded by a low, curved deck and lounge chairs.

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

10.0 out of 10, Exceptional, (132)
"Had a wonderful experience at the villa with beautiful scenery and plenty of entertainment for all ages in our family. "
Luxury Villa w Spectacular Ocean Views, private pool/Hottub, Walk to Beach
Cozy one-bedroom & mezzanine apartment
Surrounded by lush tropical vegetation, this deck offers a tranquil outdoor space with a central table and benches.

Cozy one-bedroom & mezzanine apartment

3.0 star property
9.6 out of 10, Exceptional, (18)
"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
Gorgeous ocean views! Spend your days in pure bliss at a perfect paradise!
Relax by the serene pool surrounded by lush greenery and a scenic mountain view.

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!
Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (H)
Relax by the serene pool surrounded by lush greenery and a distant ocean view.

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)
Villa de 10 Chambres les Pieds Dans L'eau à Guana Bay
Relax by the pool with a clear view of the ocean.

Villa de 10 Chambres les Pieds Dans L'eau à Guana Bay

The price is ￥561,413
￥634,737 total
includes taxes & fees
Aug 18 - Aug 19
Villa de 10 Chambres les Pieds Dans L'eau à Guana Bay
Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (O)
Relax by the ocean-view pool surrounded by lounge chairs and a vibrant float.

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)
FALL/SUMMER SALE! Resort Amenities, Stunning Views, Beach Access! GENERATOR
Enter a serene space with a view of the ocean, a decorative wreath, and a statue of a man in a hat, surrounded by potted plants.

FALL/SUMMER SALE! Resort Amenities, Stunning Views, Beach Access! GENERATOR

10.0 out of 10, Exceptional, (149)
"We LOVED our stay at this beautiful estate. We will definitely be back. "
FALL/SUMMER SALE! Resort Amenities, Stunning Views, Beach Access! GENERATOR
Singh Luxury Apartments With sea View, Apt.3
Stunning marina views surround this serene waterfront retreat.

Singh Luxury Apartments With sea View, Apt.3

3.0 star property
2.0 out of 10, (1)
The price is ￥104,383
￥120,621 total
includes taxes & fees
Aug 17 - Aug 18
Singh Luxury Apartments With sea View, Apt.3
Hilton Vacation Club Royal Palm St. Maarten
Relax by the pool surrounded by palm trees and lounge chairs.

Hilton Vacation Club Royal Palm St. Maarten

4.0 star property
9.0 out of 10, Wonderful, (1068)
"Perfect location for dining, partying and shoping"
The price is ￥30,996
￥36,403 total
includes taxes & fees
Aug 21 - Aug 22
Hilton Vacation Club Royal Palm St. Maarten
Fourteen at Mullet Bay
Enjoy a tranquil ocean view from this balcony, featuring a table and two chairs for relaxing or dining.

Fourteen at Mullet Bay

3.5 star property
9.2 out of 10, Wonderful, (323)
"Easy to access places. "
Fourteen at Mullet Bay
July Apartments
Relax in the serene outdoor space with wicker chairs and a small table, surrounded by lush potted plants and a view of the water.

July Apartments

3.0 star property
9.0 out of 10, Wonderful, (134)
"We enjoyed the friendliness of the staff and how extremely clean and cute the room was. "
July Apartments
Mullet Bay Suites: Your Luxury Stay Awaits
Enjoy breathtaking views of the golf course, beach, and ocean from this balcony.

Mullet Bay Suites: Your Luxury Stay Awaits

4.0 star property
9.8 out of 10, Exceptional, (99)
"Building is very secure. Walking distance to beach and backpack chairs are provided. "
The price is ￥35,555
￥48,305 total
includes taxes & fees
Aug 9 - Aug 10
Mullet Bay Suites: Your Luxury Stay Awaits
The Hills Residence
Relax on the balcony with a scenic view of the coastal town and distant mountains.

The Hills Residence

3.0 star property
9.0 out of 10, Wonderful, (37)
"Love the view first of all. Property was in a great location. "
The Hills Residence
Sea Palace
Enjoy stunning views of the beach and sea from this beachside retreat, where you can relax under the shade of a beach umbrella or lounge on a comfortable chair.

Sea Palace

3.0 star property
8.4 out of 10, Very Good, (105)
"Will stay here again for sure.💕"
Sea Palace
Tradewinds at Simpson Bay
Enjoy breathtaking marina views from our rooftop terrace, featuring lounge chairs and a pool.

Tradewinds at Simpson Bay

3.5 star property
9.4 out of 10, Exceptional, (28)
"We enjoyed the stay to the fullest"
Tradewinds at Simpson Bay
Simpson Bay Suites
Enjoy breathtaking ocean views from this beachside retreat, where sailboats bob gently in the distance.

Simpson Bay Suites

3.5 star property
6.8 out of 10, (123)
"Highly recommended and friendly staff…"
The price is ￥15,867
￥17,771 total
includes taxes & fees
Aug 16 - Aug 17
Simpson Bay Suites
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
"Because it isn’t all inclusive, you do have to pay for everything including using the gym facilities other than that, everything was great "
Kaina 5-night trip
Posted 1 day ago
The Villas at Simpson Bay Resort

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 SUMMER SALE! Resort Amenities, Stunning Views, Beach Access! GENERATOR and 1-Bedroom Loft Apartment in Point Blanche.

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. 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.