Upper Prince's Quarter Vacation Rentals from AED 300: Search Short-Term Rentals

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Our top choices for Upper Prince's Quarter vacation rentals

A large swimming pool surrounded by palm trees and lounge chairs, with a hotel building in the background.

1. Dawn Beach Club Resort Sint Maarten

Oyster Pond

Gavin

AED 2,773 total

includes taxes & fees

30 Sep - 1 Oct

A multi-story building with a pool, surrounded by hilly terrain.

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

Oyster Pond

AED 1,521 total

includes taxes & fees

30 Sep - 1 Oct

A view through a window with a pool and a mountainous landscape.

3. Lovely Studio Apartment with Pool & Nature Views!

Oyster Pond

Jennifer

AED 477 total

includes taxes & fees

9 Oct - 10 Oct

A covered outdoor area with a pool, chairs, and a table.

4. 1-Bedroom Loft Apartment in Point Blanche

Point Blanche

AED 600 total

includes taxes & fees

30 Sep - 1 Oct

A rooftop terrace with a pool, lounge chairs, and a view of the sea.

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

Sint Maarten

A coastal marina with numerous boats docked, a small island with buildings, and a clear view of the ocean.

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

Oyster Pond

AED 3,016 total

includes taxes & fees

30 Sep - 1 Oct

A coastal marina with numerous boats docked, a small island with buildings, and a clear view of the sea.

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

Oyster Pond

AED 1,521 total

includes taxes & fees

30 Sep - 1 Oct

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

8. July Apartments

Madame's Estate

JoyAnn Carolyn

AED 358 total

includes taxes & fees

30 Sep - 1 Oct

A view from inside a building looking out to a beach with clear turquoise water and a distant ship.

9. MIDTOWN MOTEL SXM

Downtown Philipsburg

Yollanda

AED 300 total

includes taxes & fees

13 Oct - 14 Oct

A bedroom with a red bedspread, white headboard, and two red pillows. There are two paintings on the wall, a closet with a sliding door, and a bathroom visible in the background.

10. The Castle ᴷ

Downtown Philipsburg

AED 549 total

includes taxes & fees

30 Sep - 1 Oct

A bedroom with a bed, bedside table, chair, and artwork on the walls.

11. The Castle ᴶ

Downtown Philipsburg

Neil C.

AED 549 total

includes taxes & fees

30 Sep - 1 Oct

A dining area with a table, chairs, a small potted plant, a framed picture on the wall, and a mounted TV.

12. The Castle f

Downtown Philipsburg

Pat R.

AED 549 total

includes taxes & fees

30 Sep - 1 Oct

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

13. condostmaarten by the sea -Adults Only-

Indigo Bay

Muneca

AED 1,641 total

includes taxes & fees

14 Oct - 15 Oct

A compact, white front-loading washer and dryer unit in a corner of a room with a tiled floor and a small potted plant.

14. The Castle ᴴ

Downtown Philipsburg

Denise W.

AED 609 total

includes taxes & fees

6 Oct - 7 Oct

A resort with a view of sailboats on the water, a beach with palm trees, and a modern building with balconies.

15. Hilton Vacation Club Royal Palm St. Maarten

Simpson Bay

Erika

AED 519 total

includes taxes & fees

11 Oct - 12 Oct

A modern living room with a large sliding glass door leading to a balcony with a view of a coastal town and mountains.

16. The Hills Residence

Simpson Bay

Alyssia

AED 1,045 total

includes taxes & fees

4 Oct - 5 Oct

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

17. Simpson Bay Suites

Simpson Bay

Manishkumar

AED 500 total

includes taxes & fees

30 Sep - 1 Oct

A living room with a brown sofa, two red pillows, a small white table, and a floor lamp.

18. The Castle ᴳ

Downtown Philipsburg

AED 549 total

includes taxes & fees

30 Sep - 1 Oct

A modern living room with large windows, a purple sofa, and a view of the beach and ocean.

19. Mullet Bay Suites: Your Luxury Stay Awaits

Maho

Kenneth

AED 1,215 total

includes taxes & fees

11 Oct - 12 Oct

A hallway with a decorative gate, potted plants, and a fire extinguisher.

20. The Castle ᴵ

Downtown Philipsburg

AED 609 total

includes taxes & fees

30 Sep - 1 Oct

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Top Upper Prince's Quarter Hotel Reviews

Divi Little Bay Beach Resort

10/10 Excellent

"The hotel was very nice.individuals was very nice and helpful"

Villa Angelina with Amazing Panoramic Views. Enjoy the quiet at Oyster Pond

8/10 Good

"The view was definitely the showstopper. You could not beat the views of the Oyster Bay, the Atlantic Ocean, St. Barth to the east and Anguilla to the north.The inside of the house was clean but needed to be updated. Beds were comfortable and they had all the essentials for the house.The location was great. It was in a quiet neighborhood.And let's face it, Saint Maarten is not that big so you could drive from one point of the island to the other in about 20 to 30 minutes, depending on traffic.We were disappointed upon arrival, how the outside of the property looked. It looked like no one had clean the patio, area where the grill was or the pool area in anticipation of our arrival. There were broken chairs from the patio set laying out.I got up the next morning and washed off those areas myself so that we could use them without feeling like we was stepping in dirty areas. I say all of this the say, the view made up for all of this. I think the property was recently bought, so I just think it needs a little work and they would have a gem on their hands.If you ask, what I stay there again? I would.The view!!"

Panorama Residences at Monte Vista

10/10 Excellent

"I a wonderful stay! The place was clean, comfortable, and exactly as described. The location was convenient, and everything we needed was provided. The host was friendly, responsive, and made the whole experience easy and enjoyable. We really appreciated the attention to detail and would definitely stay here again. Highly recommend!"

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

10/10 Excellent

"This was an excellent property and was exactly as advertised. Beautiful villa, very roomy and comfortable. We did not rent a car and used a taxi for the week. The expense was about the same and this way we didn’t have to drive. Communication with everyone was so easy and pleasant. We didn’t get to access the ocean because the sargassum was very heavy but they removed as much as they could every morning and there was never an unpleasant smell. By the end of the week, the winds had changed and kept the seaweed to a minimum. My family really enjoyed the quiet area of Oyster Bay/Dawn Beach and the space of the villa for a family of six. Overall, we had an excellent time and enjoyed our stay!!"

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.

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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. Lovely Studio Apartment with Pool & Nature Views!

4. 1-Bedroom Loft Apartment in Point Blanche

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

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

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

8. July Apartments

9. MIDTOWN MOTEL SXM

10. The Castle ᴷ

11. The Castle ᴶ

12. The Castle f

13. condostmaarten by the sea -Adults Only-

14. The Castle ᴴ

15. Hilton Vacation Club Royal Palm St. Maarten

16. The Hills Residence

17. Simpson Bay Suites

18. The Castle ᴳ

19. Mullet Bay Suites: Your Luxury Stay Awaits

20. The Castle ᴵ

Find vacation rentals that suit your style

Top Upper Prince's Quarter Hotel Reviews

Divi Little Bay Beach Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

The Morgan Resort Spa Village

Simpson Bay Resort, Marina & Spa

Villa Angelina with Amazing Panoramic Views. Enjoy the quiet at Oyster Pond

JW Marriott St. Maarten Beach Resort & Spa

Panorama Residences at Monte Vista

FantaSea beachfront, every bedroom facing ocean! Remodeled 2024

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

Frequently asked questions

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