Upper Prince's Quarter Holiday Rentals

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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov

Holiday Rentals in Upper Prince's Quarter

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, (103)
"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
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
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)
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)
"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
Standard Apartment, 2 Bedrooms | Balcony

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
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
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
Alizee by Island Properties Online
Outdoor dining

Alizee by Island Properties Online

3.5 star property
Alizee by Island Properties Online
Villa de 10 Chambres les Pieds Dans L'eau à Guana Bay
Pool

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

The price is AU$6,887
includes taxes & fees
25 Aug - 26 Aug
Villa de 10 Chambres les Pieds Dans L'eau à Guana Bay
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!
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)
The price is AU$1,265
includes taxes & fees
25 Aug - 26 Aug
Singh Luxury Apartments With sea View, Apt.3
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)
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.2
Outdoor pool

Singh Luxury Apartments With sea View, Apt.2

3.5 star property
The price is AU$638
includes taxes & fees
25 Aug - 26 Aug
Singh Luxury Apartments With sea View, Apt.2
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, (334)
"Great location "
Fourteen at Mullet Bay
Hilton Vacation Club Royal Palm St. Maarten
Outdoor pool, pool loungers

Hilton Vacation Club Royal Palm St. Maarten

4.0 star property
9.0 out of 10, Wonderful, (1090)
"Perfect for families "
The price is AU$201
includes taxes & fees
21 Sept - 22 Sept
Hilton Vacation Club Royal Palm St. Maarten
The Hills Residence
Amazing Top Floor Apartment | Balcony

The Hills Residence

3.0 star property
9.0 out of 10, Wonderful, (39)
"Love the view first of all. Property was in a great location. "
The Hills Residence
July Apartments
Front of property

July Apartments

3.0 star property
9.0 out of 10, Wonderful, (142)
"Nice hotel"
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
"Love the property had everything we needed. The planes landing next to the beach were very cool to watch! They only land during the day so no loud noise at night. "
George 7-night trip
Posted 2 days ago
Sonesta Maho Beach All Inclusive Resort Casino & Spa

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?

Villa Amalia: This highly rated holiday home rental in Upper Prince's Quarter 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 holiday with amenities such as a terrace. Our travellers also rate SUPER FALL SALE! Resort Amenities, Stunning Views, Beach Access! GENERATOR as a favourite home for rent in Upper Prince's Quarter.

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

Choose from 32 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 Guana Bay 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.