Upper Prince's Quarter Vacation Rentals

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Check prices for these dates

In two weeks
Oct 17 - Oct 19
In two months
Nov 28 - Nov 30
In three months
Dec 26 - Dec 28
In four months
Jan 23 - Jan 25

Vacation 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, (104)
"Amazing vacation! "
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)
Cozy one-bedroom & mezzanine apartment
Standard Apartment, 2 Bedrooms | Balcony

Cozy one-bedroom & mezzanine apartment

3.0 star property
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. "
Cozy one-bedroom & mezzanine apartment
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)
"Beautiful place, very responsive owner, helpful employees/caretakers. "
Luxury Villa w Spectacular Ocean Views, private pool/Hottub, Walk to Beach
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
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)
"We had a fantastic time and loved the accommodations. The Villa is much bigger than the pictures allow and it was perfect. From end to end, the experience was seamless. From the front office staff to the daily pool and home cleaning experts to the beach crew.....everything was seamless and well maintained. I highly recommend Villa Alabaster and will stay there again!!"
LITERALLY OCEANFRONT VILLA ALABASTER, DAWN BEACH w private pool ~ Owners' site
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 (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)
Alizee by Island Properties Online
Outdoor dining

Alizee by Island Properties Online

3.5 star property
Alizee by Island Properties Online
Villa Angelina with Amazing Panoramic Views. Enjoy the quiet at Oyster Pond
Outdoor 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
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 ￥104,575
￥120,843 total
includes taxes & fees
Oct 5 - Oct 6
Singh Luxury Apartments With sea View, Apt.3
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 ￥47,521
￥60,936 total
includes taxes & fees
Oct 5 - Oct 6
Singh Luxury Apartments With sea View, Apt.2
DawnBeach Club 4 Bed/4Bath Villa With Swimming Pool, Beach and Resorts Access.
Property grounds

DawnBeach Club 4 Bed/4Bath Villa With Swimming Pool, Beach and Resorts Access.

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."
DawnBeach Club 4 Bed/4Bath Villa With Swimming Pool, Beach and Resorts Access.
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 ￥569,234
￥641,509 total
includes taxes & fees
Oct 7 - Oct 8
Villa de 10 Chambres les Pieds Dans L'eau à Guana Bay
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
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, (1126)
"Amazing hotel and staff. "
The price is ￥20,336
￥25,225 total
includes taxes & fees
Oct 28 - Oct 29
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, (356)
"Property was nice, great views, beach in walking distance"
Fourteen at Mullet Bay
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

Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten

10/10 Excellent
"Clean room Breath taking view Staff wonderful"
Diana 1-night trip
Posted 2 days ago
Hilton Vacation Club Royal Palm St. Maarten

Find out more about Upper Prince's Quarter

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:

  • View our selection of featured holiday rentals in Upper Prince's Quarter
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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?

Villa Amalia: This Upper Prince's Quarter vacation home rental 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.