Upper Prince's Quarter Holiday Rentals from €768: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Upper Prince's Quarter has to offer?

Aura : This holiday home rental outside Upper Prince's Quarter offers a private beach, a terrace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of garden in this rental home to help you unwind. Some other homes for rent in Upper Prince's Quarter include Oceanside Estate! Resort Amenities, Stunning Views, Beach Access! GENERATOR and Dawn Beach Club 2 Bed / 2Bath Villa, With Resort Swimming pool & Beach Access .

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Holiday Rentals in Upper Prince's Quarter

"Beautiful property! Nice staff! "

includes taxes & fees

23 Mar - 24 Mar

"Beautiful property, the view is amazing. Communication was very good and everyone took great care of the property while we were there. Host left us a wonderful welcome basket full of goodies, Cleaning service excellent, pool service and Pierre was delightful to converse with.We had just a little difficulty finding the address the first time because the GPS says the house number is 33 but in the villa, the number has 45. But that was minor and we had a wonderful time!!!!We were a group of 4...

On the beach, sun-loungers, beach towels

"The house was absolutely beautiful with an amazing view. There were so many amenities it felt like you were staying at a hotel. We stayed for 10 days so the house was cleaned three times. I highly recommend staying here. "

"we had a group of 12 of us visit for the week. The house exceeded our expectations. We were comfortable, had beach access , and everything we needed. Would defiantly stay here again. "

"Great property and great location. "

"Very friendly and helpful owners, very clean and beautiful pool, large terrace, view from the property is astonishing and 100% privacy. Very relaxing stay. "

Standard Apartment, 2 Bedrooms | Balcony view

"Clean. Nice. Need car."

"We had a 7 night relaxing stay in this lovely, private apartment. The patio is particularly pleasant. We were out by the private pool and lounging as much as possible. The views are outstanding. On a clear day you can see St. Barts, Saba and St Kitts islands. The cool breezes were so nice and the crashing waves always lulled us to sleep. We were extremely lucky to have the heineken regatta happening while we were there right in front of us. The location to downtown Phillipsburg is...

"The villa was great and the view was amazing. We loved staying there. Beaches were beautiful and the food was great. Only downside was the traffic."

"Do NOT believe the listing. The person listing this 5 bedroom beachfront villa stole photos from another owner and owns a one week time share at a 3 Bedroom villa NOT on the water. He accepted my online booking for dates he did not even own and then told me for a “deal” I could rent it for another week (which he had no access to nor does he own the next week as a time share) and I would be all set. Flights were booked and 7 of us arrived to not a beach front villa and he charged me for 6 Nights...

"We had an amazing time at this property! The location is perfect—peaceful and quiet, yet not too far from bustling Phillipsburg. There’s a little grocery store nearby, which made it easy to pick up essentials. You definitely need a car to get around, but the beach is just 10 steps away from the pool, which is so convenient! The beach was pristine with soft, clean sand—ideal for relaxing.Communication with Christoph, the property manager, was excellent. He was incredibly responsive, always ready...

"Hidden gem. We stayed for 4 nights and it was the perfect quick getaway to reset and recharge. Waking up to the phenomenal view of St. Barths on our balcony was completely breathtaking. The property grounds were beautiful and safe. The host was accommodating, quick to reply and she gave us a list of wonderful and delicious restaurants for us to visit. We will certainly be back!"

"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...

"My husband and I stayed at the Waves for 7 nights in early February. As described, it does feel like you're on a cruise without the rocking. We enjoyed listening and watching the waves. Aside from the paint color outside (it's white now instead of pink) the inside pictures are accurate. Frank, the owner, was very responsive when we inquired about booking. He has even created a very informative booklet of attractions/restaurants on the island. Although helpful, we felt the booklet could use an...

"If you are looking for the trip of a lifetime visit Sint Maarten and stay at the Jewel. From the moment you walk into the home you will be amazed by the breathtaking views and the spaciousness of the home. The outdoor areas are meticulously maintained. Our family of 10 ranging from ages 8 to 66 had such an amazing time. The property is located that you can easily explore both sides of the island. Ginny was absolutely wonderful. All I can say is if you stay at the Jewel you will not be...

"The villa was very comfortable and well equipped. The view is awesome. The property management and staff were very helpful. Thank YouBob & Rose"

"Beautiful views, beaches, quite area of St. Maarten,on the border with the French side.Very comfortable, lovely pool and lovely hostsand manager. Magnifique, and great bakeryand restaurants 5 minutes away."

"Time spent with family is away from home is very enjoyable, we were so blessed to have David & Lewis share their Villa."

"On the beach in Guana Bay, beautiful pool. Outdoor area is very nice. 6 bedrooms - more than we needed but we really wanted the other amenities of this property. The Property Manager, Chris, was the best! Response time was immediate and he was helpful in his restaurant suggestions. He even helped us find a way to watch the Super Bowl in the house which was a huge plus! We had a rental car and everything was close enough. Kitchen was stocked well. We only had 6 adults but we...

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Other types of properties in Upper Prince's Quarter you may be interested in

Outdoor pool, pool cabanas (surcharge), pool umbrellas

"The hotel has an excellent location, the view from our room was awesome and the property is new and clean. It was a bit too cold in the restaurants and corridors on floor 1. There is also room for improvement with regard to entertainment and sport activities options in the hotel, especially for children and teenagers. Overall, the hotel is great."

includes taxes & fees

18 Mar - 19 Mar

Outdoor pool, pool umbrellas, pool loungers

"Wasn’t given map of property or even told what building our room was in. Granted the lobby was very crowded and chaotic. When we finally got a map, it did not show where the 2nd restaurant or market were. Very odd. "

includes taxes & fees

15 Mar - 16 Mar

"Condo was secure, clean with the perfect view of the ocean and excellent customer service. I suggest having a car as the property is located on top of a hill. "

includes taxes & fees

17 Mar - 18 Mar

Find out more about Upper Prince's Quarter

Everything you need to know about Upper Prince's Quarter holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Upper Prince's Quarter holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Upper Prince's Quarter holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Upper Prince's Quarter holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Upper Prince's Quarter holiday rentals we have selected for you start as low as €768 per night. Entering your travel dates in the search wizard 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 holiday 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 holiday.

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.

Recent reviews of Upper Prince's Quarter properties

Princess Heights Luxury Boutique Condo Hotel

5/5 Excellent

"Condo was secure, clean with the perfect view of the ocean and excellent customer service. I suggest having a car as the property is located on top of a hill. "

A verified traveller stayed at Princess Heights Luxury Boutique Condo Hotel

Posted 2 days ago

REVE DE LA MER. Ocean Front Modern Condo Facing St. Barth.

5/5 Excellent

"Hidden gem. We stayed for 4 nights and it was the perfect quick getaway to reset and recharge. Waking up to the phenomenal view of St. Barths on our balcony was completely breathtaking. The property grounds were beautiful and safe. The host was accommodating, quick to reply and she gave us a list of wonderful and delicious restaurants for us to visit. We will certainly be back!"

A verified traveller stayed at REVE DE LA MER. Ocean Front Modern Condo Facing St. Barth.

Posted 9 days ago

JW Marriott St. Maarten Beach Resort & Spa

5/5 Excellent

"The hotel has an excellent location, the view from our room was awesome and the property is new and clean. It was a bit too cold in the restaurants and corridors on floor 1. There is also room for improvement with regard to entertainment and sport activities options in the hotel, especially for children and teenagers. Overall, the hotel is great."

A verified traveller from Den Haag stayed at JW Marriott St. Maarten Beach Resort & Spa

Posted 10 days ago

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

5/5 Excellent

Beautiful home

"The house was absolutely beautiful with an amazing view. There were so many amenities it felt like you were staying at a hotel. We stayed for 10 days so the house was cleaned three times. I highly recommend staying here. "

A verified traveller stayed at Luxury Villa, Walk to beach, BRAND NEW 55KW BACKUP GENERATOR

Posted 13 days ago

FantaSea beachfront, Survived the hurricane, low low prices take advantage!

5/5 Excellent

BEAUTIFUL

"we had a group of 12 of us visit for the week. The house exceeded our expectations. We were comfortable, had beach access , and everything we needed. Would defiantly stay here again. "

A verified traveller stayed at FantaSea beachfront, Survived the hurricane, low low prices take advantage!

Posted 2 weeks ago

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

4/5 Good

The Waves- a small oceanfront villa

"My husband and I stayed at the Waves for 7 nights in early February. As described, it does feel like you're on a cruise without the rocking. We enjoyed listening and watching the waves. Aside from the paint color outside (it's white now instead of pink) the inside pictures are accurate. Frank, the owner, was very responsive when we inquired about booking. He has even created a very informative booklet of attractions/restaurants on the island. Although helpful, we felt the booklet could use an update; especially the directions on how to get from the airport to the villa. Luckily, Google was able to direct us, so we had no issues. Other things we loved about The Waves: the sheets were fresh and clean, the towels- both bath and beach/pool were plentiful. Speaking of pool, there's a great shared pool and it was never busy. The beach umbrella and pool noodles were great to have available. The water in the shower had excellent pressure and it was nice and hot. A few items to note we did like the fact that The Waves was away from the hustle and bustle of town, with that you'll need a rental car to make the most of our stay.We also loved the waves and ocean, however, there is a fair amount of sea spray and a constant breeze that comes with being so close to the ocean. The concrete driveway was our biggest complaint. It is REALLY rough. I was a bit concerned our rental car was going to bottom out and be damaged. Frank said to drive slowly and we did, but it was still pretty bad"

A verified traveller from Cedar Rapids, Iowa stayed at The Waves; Oceanfront 2 Bedroom. Gorgeous Sunrises. Relax With The Wave Rythyms

Posted 1 month ago

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?

Aura: This holiday home rental outside Upper Prince's Quarter offers a private beach, a terrace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of garden in this rental home to help you unwind. Some other homes for rent in Upper Prince's Quarter include Oceanside Estate! Resort Amenities, Stunning Views, Beach Access! GENERATOR and Dawn Beach Club 2 Bed / 2Bath Villa, With Resort Swimming pool & Beach Access .

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

Choose from 33 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.

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Holiday Rentals in Upper Prince's Quarter

Plan, book, stay with confidence

Check prices for these dates

Holiday Rentals in Upper Prince's Quarter

Dawn Beach Club Resort Sint Maarten

Dawn Beach Club Resort Sint Maarten

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

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

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

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

FantaSea beachfront, Survived the hurricane, low low prices take advantage!

FantaSea beachfront, Survived the hurricane, low low prices take advantage!

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

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

Private pool, quiet deck for this Loft with 180° ocean view; close to beaches

Private pool, quiet deck for this Loft with 180° ocean view; close to beaches

Cozy one-bedroom & mezzanine apartment

Cozy one-bedroom & mezzanine apartment

Magnificent one-bedroom apartment - 80m2, private pool Terrasse, deck on Océan

Magnificent one-bedroom apartment - 80m2, private pool Terrasse, deck on Océan

Stunning Views High On The Hill Above Phillipsburg

Stunning Views High On The Hill Above Phillipsburg

Luxury Luxury Luxury Villa living right on the beach ...

Luxury Luxury Luxury Villa living right on the beach ...

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

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

REVE DE LA MER. Ocean Front Modern Condo Facing St. Barth.

REVE DE LA MER. Ocean Front Modern Condo Facing St. Barth.

Oceanfront 2 Bedroom Villa in Guana Bay Sint Maarten; Ocnfrt Deck

Oceanfront 2 Bedroom Villa in Guana Bay Sint Maarten; Ocnfrt Deck

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

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

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

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

Villa Angelina With Amazing Panoramic Views

Villa Angelina With Amazing Panoramic Views

Carpe Diem, magnificent view of the marina

Carpe Diem, magnificent view of the marina

Villa Oyster Pearl - Beach Front - Luxury Villa - 16 Person - Hot Tub & Pool

Villa Oyster Pearl - Beach Front - Luxury Villa - 16 Person - Hot Tub & Pool

The Coastal Condo: Beautiful Luxury 3 Bed 2.5 bath

The Coastal Condo: Beautiful Luxury 3 Bed 2.5 bath

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

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

Other types of properties in Upper Prince's Quarter you may be interested in

JW Marriott St. Maarten Beach Resort & Spa

JW Marriott St. Maarten Beach Resort & Spa

Oyster Bay Beach Resort

Oyster Bay Beach Resort

Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

Find out more about Upper Prince's Quarter

Find out more about Upper Prince's Quarter

Recent reviews of Upper Prince's Quarter properties

Recent reviews of Upper Prince's Quarter properties

Princess Heights Luxury Boutique Condo Hotel

Frequently asked questions