Upper Prince's Quarter Holiday Rentals

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Holiday Rentals in Upper Prince's Quarter

Dawn Beach Club Resort Sint Maarten
Sundeck
Dawn Beach Club Resort Sint Maarten
4.0 star property
8.6 out of 10, Excellent, (14)
"Nice property, but far away from the airport and party area"
The price is AU$1,288
includes taxes & fees
30 Nov - 1 Dec
Dawn Beach Club Resort Sint Maarten
DREAM 5-Star Premier BEACHFRONT 3 Bedroom Villa + Private Pool
Outdoor pool
DREAM 5-Star Premier BEACHFRONT 3 Bedroom Villa + Private Pool
10.0 out of 10, Exceptional, (94)
"What a great place and location. The villa was amazing and had everything you could ask for. The resort next door was very convenient for light grocery shopping as well as enjoying dinner or a cocktail just a short walk away. The island itself was easy to navigate as we visited every part of the island. Overall couldn't ask for much better from this villa."
DREAM 5-Star Premier BEACHFRONT 3 Bedroom Villa + Private Pool
LITERALLY OCEANFRONT VILLA ALABASTER, DAWN BEACH w private pool ~ Owners' site
Outdoor pool
LITERALLY OCEANFRONT VILLA ALABASTER, DAWN BEACH w private pool ~ Owners' site
10.0 out of 10, Exceptional, (76)
"I travel a lot and it is rare that someplace exceeds my expectations on every level, but this place did! The staff is fabulous and the Villa was spectacular. I cannot think of a single thing that was not anticipated. The on property amenities were fantastic and the owner's recommendations were thorough and good. I would definitely stay here again without hesitation."
LITERALLY OCEANFRONT VILLA ALABASTER, DAWN BEACH w private pool ~ Owners' site
Stunning Villa Movina with Gym, Two Pools, and Breathtaking Views of St. Barts
Outdoor pool
Stunning Villa Movina with Gym, Two Pools, and Breathtaking Views of St. Barts
2.0 star property
10.0 out of 10, Exceptional, (4)
"We absolutely loved our stay at Villa Movina. The home is gorgeous with incredible views of St. Barths. The pictures don’t do it justice. The spaces inside are well appointed with no details missed and the whole home feels like a luxury resort. We stayed for a week with 10 total adults for a birthday celebration and could not have been more pleased with the home. We highly recommend and would come back in a heartbeat to stay again. "
Stunning Villa Movina with Gym, Two Pools, and Breathtaking Views of St. Barts
FantaSea beachfront, Survived the hurricane, low low prices take advantage!
On the beach, beach towels
FantaSea beachfront, Survived the hurricane, low low prices take advantage!
9.8 out of 10, Exceptional, (54)
"Pros: Check in process was easy. The house had a great layout and easy for entertaining. There were plenty of pool towels. The house felt secure. The dining room table had plenty of seating. 10 pool lounge chairs available (more than the 8 listed). Things I would want to know: The photos do not accurately reflect the current state of the property. New living room furniture (seats 6 – 8). Turn the alcove furniture around to make more seating. There is no outdoor table anymore (2 picnic table). ...
FantaSea beachfront, Survived the hurricane, low low prices take advantage!
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, (119)
"Great property, very comfortable and clean. Pool was perfect! Short hike to Dawn beach. Roads are a bit challenging to drive but a car is a must. Host is awesome and very easy to communicate with and is very accommodating. Pool service every day and housekeeping 2xs a week. Will definitely be back. "
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
8.8 out of 10, Excellent, (15)
"On the water quiet area. Close to the main areas we wanted. Went out every day hit the places we wanted and only took a half a tank of gas for the week. Frank was great with any question."
The Waves; Oceanfront 2 Bedroom. Gorgeous Sunrises. Relax With The Wave Rythyms
HIDDEN TREASURE
Interior
HIDDEN TREASURE
9.6 out of 10, Exceptional, (8)
"I did not rent a car and had some difficulty getting here with a taxi driver who was asking ME for turn-by-turn directions! Thank goodness for Google maps (even on airplane mode) and the kindness of strangers. I have found the bus and taxi system very difficult to use here. I would highly suggest taking the host’s advice and rent a car. That said, this place is gorgeous! It is like living in a luxury apartment. Two bedrooms, two full bathrooms, plenty of space to store your things, a chef’s...
HIDDEN TREASURE
"Villa Le Point" Contemporary Design / Modern Art / View on St-Barth
Outdoor pool, a heated pool
"Villa Le Point" Contemporary Design / Modern Art / View on St-Barth
8.6 out of 10, Excellent, (9)
"The property was beautiful and had gorgeous views. Property had all amenities that you might need. Bugs were a little crazy and wifi was awful. Overall, it was a nice getaway with family. "
"Villa Le Point" Contemporary Design / Modern Art / View on St-Barth
Escape to Paradise at Acqua Bleu in Saint Martin!
Pool
Escape to Paradise at Acqua Bleu in Saint Martin!
8.0 out of 10, Very good, (4)
"We have stayed at several Caribbean islands and this property was the best we have visited. You are situated on a hillside overlooking a bay on the Dutch side of the island with gorgeous sunrises and spectacular views. Larry was our host and was incredibly responsive to all our questions. Irene was our incredible on-site manager. Between the two the gated property, which would rival any multi star resort, was a fantastic find. While not right on the beach, you are overlooking a beach you can...
Escape to Paradise at Acqua Bleu in Saint Martin!
Caribbean Ocean View - 2bdr Unit #17
Property grounds
Caribbean Ocean View - 2bdr Unit #17
8.0 out of 10, Very good, (5)
"We found the location a little out of the way, requiring a car rental to get in and out to explore the rest of the island. The apt was good, clean, and a great view."
Caribbean Ocean View - 2bdr Unit #17
Spacious, Modern 6-Bedroom Villa in Lovely Dawn Beach
Outdoor dining
Spacious, Modern 6-Bedroom Villa in Lovely Dawn Beach
2.0 star property
Spacious, Modern 6-Bedroom Villa in Lovely Dawn Beach
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, (17)
"We were traveling with three families ages 9 to 63. Property is in an extremely secure and beautiful area. Our host Chris exceeded all of our expectations, and the staff was very friendly and attentive to our needs. The beach is beautiful and we had it to ourselves most days. A car is recommended to see the island and facilitate provisioning and adventuring. House is secluded away from the hustle and bustle of the port. All of our questions, and needs were quickly attended to. The kitchen is...
Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (O)
Oceanfront 2 Bedroom Villa in Guana Bay Sint Maarten; Ocnfrt Deck
Outdoor dining
Oceanfront 2 Bedroom Villa in Guana Bay Sint Maarten; Ocnfrt Deck
9.4 out of 10, Exceptional, (32)
"Casa Leone is a little private paradise. The view of St. Barts and Guana bay are the best. The property is very private even though your neighbors and the pool are only a few steps away. The accommodations are not perfect having weathered numerous hurricanes and the relentless wind and tide, but they are well cared for and perfectly functional. We appreciated the brand new A/C units, dual bathrooms, and an additional bedroom suit that would easily accommodate another couple or a small family if...
Oceanfront 2 Bedroom Villa in Guana Bay Sint Maarten; Ocnfrt Deck
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, (16)
"Villa Hibiscus is a very large, very well-maintained home on a great beach! The bedrooms are large and all have incredible bathrooms and plenty of privacy. There is more than enough gathering space inside and out to enjoy family/friend time. The pool is one of the largest we've seen in a villa rental - complete with noodles and rafts (which were blown up and waiting for us!) The beach is a little windy and waves break close to the shore, but once past the breaking point, the water is...
Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (H)
Magnificent one-bedroom apartment - 80m2, private pool Terrasse, deck on Océan
Outdoor pool
Magnificent one-bedroom apartment - 80m2, private pool Terrasse, deck on Océan
8.8 out of 10, Excellent, (9)
"If you like the luxury of staying in a hotel and having your bed made, your towels changed daily, and mix and mingle with others on the beach and bar, this is not the place for you. If you just want to be left alone and have a really quiet and relaxing vacation in peace, this is definitely an option. The pictures you see in the advertisement are accurate. The place really does look like this. However, it is a little dated and anything metal is corroded because the place is so close to the ocean...
Magnificent one-bedroom apartment - 80m2, private pool Terrasse, deck on Océan
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)
"The house was amazing, and our host was even more amazing. The host greeted us at check in and even gave recommendations. He was very friendly, and super responsive to messages. The house was lovely, and had everything we needed. Will stay here again the next time we visit the island."
DawnBeach Club 4 Bed/4Bath Villa With Swimming Pool, Beach and Resorts Access.
Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (J)
Outdoor pool
Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (J)
10.0 out of 10, Exceptional, (1)
"The house was perfect for the 10 of us. We loved the access to the beach and having the pool right there. Chris, the property manager was very accessible and helpful. We would recommend this property highly."
Direct Beachfront 6 BDR/en-suite /maid included. Excellent service. Rare gem (J)
Special rate for 2024/2025. Panoramic Ocean View Estate Villa with Private Pool!
Outdoor dining
Special rate for 2024/2025. Panoramic Ocean View Estate Villa with Private Pool!
9.6 out of 10, Exceptional, (38)
"We had a great stay - the villa was large, clean, and well-appointed. The pool is very nice. Views are spectacular, and the area is very quiet, especially if you're used to the busier areas of St. Maarten."
Special rate for 2024/2025. Panoramic Ocean View Estate Villa with Private Pool!
Océan Cave
Terrace/patio
Océan Cave
3.5 star property
10.0 out of 10, Exceptional, (2)
"Excelente location, view and hosts. Also very clean. "
Océan Cave
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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Other types of properties in Upper Prince's Quarter you may be interested in

JW Marriott St. Maarten Beach Resort & Spa
Outdoor pool, pool cabanas (surcharge), pool umbrellas
JW Marriott St. Maarten Beach Resort & Spa
5.0 star property
9.2 out of 10, Wonderful, (98)
"We had an amazing time here. Staff gives top tier survive. They make you feel right at home. I will be recommending to family and friends."
The price is AU$781
includes taxes & fees
29 Nov - 30 Nov
JW Marriott St. Maarten Beach Resort & Spa
Oyster Bay Beach Resort
Outdoor pool, pool umbrellas, pool loungers
Oyster Bay Beach Resort
4.0 star property
8.6 out of 10, Excellent, (772)
"It is in a remote location, so a car is necessary for transportation. However, I appreciate the tranquility and serenity of the area."
The price is AU$357
includes taxes & fees
29 Nov - 30 Nov
Oyster Bay Beach Resort
Princess Heights Luxury Boutique Condo Hotel
Outdoor pool, pool umbrellas, pool loungers
Princess Heights Luxury Boutique Condo Hotel
3.5 star property
9.2 out of 10, Wonderful, (817)
"Great stay to relax and be away from daily life. "
The price is AU$301
includes taxes & fees
30 Nov - 1 Dec
Princess Heights Luxury Boutique Condo Hotel
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.
Beautiful view of the beach with palm trees

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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?

DawnBeach Club 4 Bed/4Bath Villa With Swimming Pool, Beach and Resorts Access. : This highly rated holiday home rental in Upper Prince's Quarter offers an outdoor pool, a balcony and a BBQ 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 that you can cook with friends or family. Make the most of terrace in this rental home to help you unwind. Our travellers also rate Villa Flagrantia, Paradise at your pleasure 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 37 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. In the wider area, you’ll find popular places such as Orient Bay Beach and Maho Beach.

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.