Little Bay Short-Term Rentals from S$108: Search Holiday Rentals

Q: What are some of the best holiday rentals that Little Bay has to offer?

Philips Scott House Calinago : This holiday home rental outside Little Bay is in a shopping district, and equipped with air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Amenities such as a microwave and free parking are also available for your convenience.

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Our top choices for Little Bay holiday rentals

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

1. MIDTOWN MOTEL SXM

Downtown Philipsburg

brenton

includes taxes & fees

10 Nov - 11 Nov

A swimming pool with clear water, a grassy area, and a view of a coastal landscape with buildings.

2. condostmaarten by the sea -Adults Only-

Indigo Bay

Elouise

includes taxes & fees

11 Nov - 12 Nov

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

3. Hilton Vacation Club Royal Palm St. Maarten

Simpson Bay

martin

includes taxes & fees

11 Nov - 12 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.

4. July Apartments

Madame's Estate

JoyAnn Carolyn

includes taxes & fees

10 Dec - 11 Dec

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

5. Simpson Bay Suites

Simpson Bay

Manishkumar

includes taxes & fees

10 Nov - 11 Nov

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

6. Philips Scott House Calinago

Downtown Philipsburg

includes taxes & fees

10 Nov - 11 Nov

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

7. Mullet Bay Suites: Your Luxury Stay Awaits

Maho

Kenneth

includes taxes & fees

24 Nov - 25 Nov

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

8. Dawn Beach Club Resort Sint Maarten

Oyster Pond

Gavin

includes taxes & fees

22 Nov - 23 Nov

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Top Little Bay Hotel Reviews

Sonesta Ocean Point All Inclusive, Adults Only Resort

8/10 Good

"Adult only property was definitely where you need to be. Rooms are renovated, bathrooms renovated. Had no issues what so ever. Room service was top and just an overall good experience. The family side is outdated and needs renovation. Staff was great in both areas."

Simpson Bay Resort, Marina & Spa

8/10 Good

"Overall I had a great stay at this hotel and felt very safe as a solo traveler. One of the things I appreciated most was how safe I felt throughout my entire stay. The resort has excellent security measures in place, including verifying visitors’ identification and designated waiting areas. I felt comfortable walking around the property alone, and the resort itself was great. I would have easily given this resort five stars if it weren’t for a few unpleasant interactions with staff. One incident involved a security guard at the main entrance who unnecessarily yelled at me when I briefly pulled over near the entrance to access Wi-Fi for my GPS. The signal throughout the island wasn’t great and I heavily relied on my Wi-Fi from the hotel. The behavior from this security guard was unprofessional and completely unwarranted. He could have approached me in a calm manner, but chose to yell at me. I escalated the situation to management, but unfortunately, my concerns were not adequately addressed despite being promised they would. I also encountered a few other employees who made rude or unnecessary remarks. I chose not to engage, but these interactions left a bad impression. Despite these incidents, I genuinely enjoyed my stay and would recommend the resort, especially to solo travelers. However, customer service and accountability could certainly use improvement. With more consistent professionalism and hospitality from staff, this would easily be a five-star experience."

Divi Little Bay Beach Resort

8/10 Good

"Very nice vacation. Rooms were fine, bed very uncomfortable and listed as a king size but definitely not. We had the one bedroom suite, kids said sleeper bed very uncomfortable. But overall rooms were clean and comfortable. Beach was absolutely beautiful. Water was amazing. Seaweed came towards the end of the trip, nothing the hotel can do about that of course, but they didn’t clean it off the beach. As long as you put your stuff out before the cruise ship people came there was no issue getting loungers. And the cruise people were fine, they did not make it feel crowded. My only real issue with the stay was that the buffet never opened all week and it was forever Italian night, menu never changed. We went the first night and although there was only one other table it took over two hours. Food was very good though, better then most hotels that are all inclusive or all inclusive option. There were other options, but having a lack of quick options became annoying. Staff were mostly nice. There were a few that were annoyed at your presence, but most were pleasant. Wendy at the pool bar was great and the guys at the beach bar in particular were great. There was pretty much zero night life and not a lot to do after dinner. Not a big deal to me as I was part of a large group, but could be boring to some. We were told thst it was their off season and thongs would start picking up the week we left. Overall I would recommend and I would definitely come back!"

The Atrium Beach Resort and Spa, an Ascend Collection Resort

10/10 Excellent

"We had a Penthouse unit with a view of Simpson Bay. Awesome sunsets and views of the entire area. Rooms were clean and spacious. Balcony great. Staff was very helpful. One issue was only 1 elevator was working the whole time we were there, but we managed. Lots of things to do and places to eat within walking distance. I've been to this resort a few times before and would continue to go back."

Frequently asked questions

Are there holiday rentals in Little Bay?

Yes, there are holiday rentals close to the most popular sights in Little Bay, 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 Little Bay has to offer?

Philips Scott House Calinago: This holiday home rental outside Little Bay is in a shopping district, and equipped with air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Amenities such as a microwave and free parking are also available for your convenience.

How many holiday rentals will I find in Little Bay?

Expedia has 6 holiday rentals for your stay in Little Bay.

What’s there to see and do in Little Bay?

Little Bay Beach and Great Bay Beach are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Fort Amsterdam and Maho Beach.

What’s a holiday rental in Little Bay like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Little Bay. Holiday rentals offer extras such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.

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