Upper Prince's Quarter Vacation Rentals from AED 249: Search Short-Term Rentals

A hill with a yellow building and flags, palm trees, and a sign with a pelican and 'Hope to See You Again Soon!' text.

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Our top choices for Upper Prince's Quarter vacation rentals

A pool area with lounge chairs and umbrellas, overlooking the ocean.

1. Dawn Beach Club Resort Sint Maarten

Oyster Pond

Gavin

AED 3,170 total

includes taxes & fees

22 Nov - 23 Nov

A hotel entrance with a yellow facade, a paved walkway, and various plants and flowers.

2. Singh Luxury Apartments With sea View, Apt.2

Oyster Pond

AED 1,521 total

includes taxes & fees

15 Nov - 16 Nov

A beach with white sand and clear blue water. There are palm trees and a volleyball net visible.

3. Singh Luxury Apartments With sea View, Apt.3

Oyster Pond

AED 3,016 total

includes taxes & fees

15 Nov - 16 Nov

4. Singh Luxury Apartments With sea View, Apt.1

Oyster Pond

AED 1,521 total

includes taxes & fees

15 Nov - 16 Nov

A hotel room with a bed, a sofa, a small round table, and a chair. There is a bathroom visible through an open door.

5. July Apartments

Madame's Estate

JoyAnn Carolyn

AED 451 total

includes taxes & fees

15 Dec - 16 Dec

A hotel room with a bed, a desk with chairs, a television, and a balcony with curtains.

6. MIDTOWN MOTEL SXM

Downtown Philipsburg

brenton

AED 303 total

includes taxes & fees

18 Nov - 19 Nov

A beach with lounge chairs and a thatched umbrella.

7. Hilton Vacation Club Royal Palm St. Maarten

Simpson Bay

Prem

AED 875 total

includes taxes & fees

2 Dec - 3 Dec

A clear blue sky, a swimming pool with a view of the sea, and a hillside with buildings.

8. condostmaarten by the sea -Adults Only-

Indigo Bay

Elouise

AED 2,021 total

includes taxes & fees

15 Nov - 16 Nov

A rooftop terrace with a pool, lounge chairs, and a table with a drink.

9. Avenue du lagon

Oyster Pond

AED 7,192 total

includes taxes & fees

15 Nov - 16 Nov

A high-rise hotel with a view of the sunset over a marina.

10. Simpson Bay Suites

Simpson Bay

Manishkumar

AED 555 total

includes taxes & fees

15 Nov - 16 Nov

A modern living room with a glass table, blue sofas, and a view of the sea.

11. Mullet Bay Suites: Your Luxury Stay Awaits

Maho

Susan

AED 1,279 total

includes taxes & fees

15 Nov - 16 Nov

A pool area with two lounge chairs, a door, and a stone-tiled floor.

12. 4bed Condo - Sleeps 8 - Pool, Bbq, Views, Parking

St. Peters

AED 2,347 total

includes taxes & fees

16 Nov - 17 Nov

A bedroom with a bed, a TV mounted on the wall, a small fridge, and a bedside table with a lamp.

13. Philips Scott House Calinago

Downtown Philipsburg

AED 791 total

includes taxes & fees

15 Nov - 16 Nov

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Top Upper Prince's Quarter Hotel Reviews

A glass table with a white mug and a loaf of bread, a decorative vase, and a poolside lounge area with a view of purple flowers and palm trees.

Pomme Cannelle Luxury Suites & Spa

Orient Bay

10/10 Excellent

Pauline & Jeremy!!! Fantastic warm welcome! You can tell that these owners absolutely love their guests. Too many details to mention from the private jacuzzi to concierge services provided by Pauline. Beautiful interiors, comfortable beds. Gated neighborhood 5 minutes on foot to Orient Bay beaches and restaurants. Good old fashioned bed and breakfast atmosphere. Oh!! The amazing, not-to-miss breakfast! Highly recommended.

Lara Abigail

A pool area with lounge chairs, umbrellas, and inflatable rings.

Le Martin Boutique Hôtel

Cul de Sac

10/10 Excellent

Elizabeth

A swimming pool with lounge chairs and a table on a wooden deck, surrounded by greenery and a mountain view.

Villa Jwi Lavi Boutique Hotel

Cul de Sac

10/10 Excellent

My wife and I loved this place. It was smaller and quieter than your typical hotel or resort. The hosts provide a nice little breakfast each morning (croissants and baguettes with local jams, plus fresh fruit and juice). The pool is nice, as are the views. The property is a good location on the island, in my opinion. Easy drive to Anse Marcel on the northern tip (phenomenal beach up there). Also easy drive to Grand Case (best food ever) and Orient Beach (great scene in general). The hosts were...

Cameron

A pathway leading to a beach with palm trees and a clear blue sky.

Orient Beach Hotel

Orient Bay

10/10 Excellent

This is the perfect place to have an ocean view room that is beautifully done. The hotel doesn’t offer a ton of amenities, but it’s in a great location on a beautiful beach. Come here to enjoy time with a partner, have access to beach restaurants and activities and rent a car to explore the island. Our concierge, Junior, was amazing and saved us by getting our passports to us after we had already arrived to the airport!

Anonymous traveler

A pool with a view of the sunset and mountains.

The Paradise Peak - Adults Only

Marigot

10/10 Excellent

Everything about this Inn was excellent! The owners greet you with a smile. My stay started with happy hour in the veranda overlooking the pool. During my three night stay, happy hour was the place to connect, meet the other guests staying at this unique B&B, and make new friends. The breakfasts were simple, but filling with lots of choices for varied tastes, including delicious island marmalades. In fact, I went to the supermarket to bring home the guava one — so delicious. This is a place...

Vincent

A beach with rows of sun loungers under umbrellas, a clear blue sky, and a distant airplane.

Le Temps des Cerises Hotel Beach

Grand Case

10/10 Excellent

The hotel, which is only a few weeks old, and which is owned by the same people who own Sol E Luna nearby, is a classy, first rate property, right on the beach in Grand Case, with a staff that couldn't have been more friendly and helpful. All nine rooms have balconies with full ocean views. The design and styling are very contemporary and absolutely perfect. And, oh, the dining scene in Grand Case can't be beat!

Len

A coastal resort with a swimming pool, beach access, and lush greenery.

Grand Case Beach Club

Grand Case

10/10 Excellent

First time to the island. This resort was absolutely beautiful. Two areas for sun and beach. Beach chairs and umbrellas, water sports… we never had to wake up super early to get a chair which was awesome! We snorkeled around the resort, saw lots of fish, star fish, and found about 10 whole sand dollars! Food was very reasonably priced and delicious. Drinks were good - not watered down. Staff was very helpful and kind, check in was easy and our room was ready when we arrived. Rooms had all the...

Karrie

A wooden deck with a pool, surrounded by palm trees and a covered seating area.

La Villa Hibiscus

Orient Bay

10/10 Excellent

We spent 4 nights at La Hibiscus. Really enjoyed everything about it. Florian gave us a free upgrade to the Jasmine suite. Large, comfortable bed, great shower and bathroom. Great terrace for sunning and looking at the mountains. We had the pool to ourselves which we loved. Very hands off approach by management which meant great privacy which we like. Only 5 minutes to Orient Beach….great choice of restaurants including a couple of breakfast places. Will definitely come back. FYI….renting a car...

Sid

Mullet Bay Suites: Your Luxury Stay Awaits

Maho

10/10 Excellent

I highly recommend Mullet Bay Suites for its cleanliness, modern amenities, and comfort. The suites offer stunning views, especially in the morning, and feature convenient parking and robust security. The property is just a short walk to the beach, adding to its appeal. The management is excellent, and we received a warm welcome from the property manager, Emmanuel, who greeted us with cold towels and local banana rum—a delightful touch! Emmanuel is attentive, kind, and responsive, providing...

Juanita

A hotel room with a large bed, a balcony with a view of the sea, and a small table with a bowl of fruit and flowers.

Princess Heights Luxury Boutique Condo Hotel

Oyster Pond

10/10 Excellent

Third stay in St Maarten/Martin since 1993. By far the nicest hotel of my 3 stays. While not directly on a beach, a short drive to Orient, or across the street to Dawn Beach at the Westin. We were on the upper level, building B and had a great view of the ocean across the street. Actually you can drove about anywhere on the island in 30 to 45 minutes depending on traffic. We stayed the first week of November 2015 and full season had not kicked in. The traffic is slow and you have to be...

Island visitor

A balcony with a view of a beach and ocean.

Holland House Beach Hotel

Downtown Philipsburg

10/10 Excellent

Ellen Wyszynski

A compact kitchen with a refrigerator, microwave, toaster, sink, and cabinets.

Azure Hotel and Art Studio

Simpson Bay

10/10 Excellent

Mitchell

A poolside area with palm trees, a covered seating area, and a view of the ocean.

La Samanna, A Belmond Hotel, St Martin

Les Terres Basses

10/10 Excellent

Eduardo

A buffet setup with various food items and a view of the marina through large windows.

The Villas at Simpson Bay Resort

Pelican Key

10/10 Excellent

Angelice

A beach with clear turquoise waters, a sandy shore, and several blue umbrellas.

Hilton Vacation Club Flamingo Beach St. Maarten

Pelican Key

10/10 Excellent

We rented a two bedroom unit (really two one bedroom units connected by a short hallway) with our 21 year-old triplets. It was a perfect setup for us. My wife and I took one unit, and our kids took the other. The resort is in a very convenient location- also very well-maintained. There are a number of restaurants and bars within walking distance, which our kids really liked because they could go out without waiting for us to drive them somewhere. There is a small grocery store about 100...

John

A beach with clear turquoise waters, a sandy shore, and several beach umbrellas.

Palm Court Residence & Hotel at Orient Beach

Orient Bay

10/10 Excellent

Great staff! Had trouble with our rental car company and staff arranged to have different company drop car at hotel for us, such a breeze! Awesome morning breakfast, chocolate croissants were very tasty! Great proximity to the beach and a variety of restaurants in Orient Village. You MUST dine at La Table d'Antoine; best onion soup and duck breast w/5 vinegars, to die for!! Hotel has arrangement with Kakoa Beach Bar, so it as easy to get lounge chairs and umbrella each morning. If you're...

Pam

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?

LUXURY VILLA! KILLER VIEWS! HIGHEST GUEST RATINGS ON ISLAND!: This highly rated vacation home rental in Upper Prince's Quarter offers an outdoor pool, a balcony, and a barbecue grill 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 you can cook with friends or family. It offers a terrace, a garden, and a selection of games so you can immerse yourself in your vacation. Some other top choices in Upper Prince's Quarter are Villa Flagrantia, Paradise at your pleasure 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, Front Street District and Oyster Bay Marina 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.

Upper Prince's Quarter Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Upper Prince's Quarter vacation rentals

1. Dawn Beach Club Resort Sint Maarten

2. Singh Luxury Apartments With sea View, Apt.2

3. Singh Luxury Apartments With sea View, Apt.3

4. Singh Luxury Apartments With sea View, Apt.1

5. July Apartments

6. MIDTOWN MOTEL SXM

7. Hilton Vacation Club Royal Palm St. Maarten

8. condostmaarten by the sea -Adults Only-

9. Avenue du lagon

10. Simpson Bay Suites

11. Mullet Bay Suites: Your Luxury Stay Awaits

12. 4bed Condo - Sleeps 8 - Pool, Bbq, Views, Parking

13. Philips Scott House Calinago

Find vacation rentals that suit your style

Top Upper Prince's Quarter Hotel Reviews

Pomme Cannelle Luxury Suites & Spa

10/10 Excellent

Frequently Asked Questions

Are there vacation rentals in Upper Prince's Quarter?

What are some of the best vacation rentals in Upper Prince's Quarter?

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

What can I see and do in Upper Prince's Quarter?

What are vacation rentals like in Upper Prince's Quarter?