A coastal town with a beach, a mountain, and a clear blue sky.

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

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

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.6 out of 10, Good, (75 reviews)
"The place was amazing"
United States
brenton
The price is £60
includes taxes & fees
19 Nov - 20 Nov
MIDTOWN MOTEL SXM
A resort with a view of sailboats on the water, a beach with palm trees, and a modern building with balconies.

2. Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten
4.0 star property
Simpson Bay
9.0 out of 10, Wonderful, (1,327 reviews)
"The staff was very friendly"
United States
Carmelle,
The price is £161
includes taxes & fees
5 Nov - 6 Nov
Hilton Vacation Club Royal Palm St. Maarten
A clear blue sky, a swimming pool with a view of the sea, and a hillside with buildings.

3. condostmaarten by the sea -Adults Only-

condostmaarten by the sea -Adults Only-
4.0 star property
Indigo Bay
9.2 out of 10, Wonderful, (44 reviews)
"Every thing was perfect, clean , quiet,beautiful views, definitely on my list to revisit.The host was very informative about the whole process he was very polite guy"
United States
Elouise
The price is £411
includes taxes & fees
4 Nov - 5 Nov
condostmaarten by the sea -Adults Only-
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

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (254 reviews)
"The property was no frills and the staff super helpful. Would stay again!"
United States
JoyAnn Carolyn
The price is £90
includes taxes & fees
3 Dec - 4 Dec
July Apartments
A modern living room with a large sliding glass door leading to a balcony with a view of a coastal town and mountains.

5. The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.4 out of 10, Very good, (173 reviews)
"My next stay I’ll be a returning guest at the hills …"
United States
Harold
The price is £247
includes taxes & fees
2 Dec - 3 Dec
The Hills Residence
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

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
2.0 out of 10, (1 review)
The price is £161
includes taxes & fees
6 Nov - 7 Nov
Philips Scott House Calinago
A high-rise hotel with a view of the sunset over a marina.

7. Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.2 out of 10, Good, (169 reviews)
"Overall good. Location is great."
Canada
Manishkumar
The price is £113
includes taxes & fees
6 Nov - 7 Nov
Simpson Bay Suites
A beach with rows of umbrellas and lounge chairs, a marina with boats, and a cruise ship docked in the background.

8. Cozy flat on the boardwalk!

Cozy flat on the boardwalk!
Downtown Philipsburg
10.0 out of 10, Exceptional, (2 reviews)
"Host was very accommodating and helpful. Amenities were abundant."
United States
Robert H.
The price is £155
includes taxes & fees
4 Dec - 5 Dec
Cozy flat on the boardwalk!
A coastal view with a clear beach, a rocky shoreline, and a hillside with buildings.

9. Modern Indigo Bay Studio – 3 Min Walk To Beach!

Modern Indigo Bay Studio – 3 Min Walk To Beach!
Indigo Bay
9.0 out of 10, Wonderful, (2 reviews)
"Beautiful unit, great view, everything fantastic!"
United States
Joseph K.
The price is £277
includes taxes & fees
8 Nov - 9 Nov
Modern Indigo Bay Studio – 3 Min Walk To Beach!
A modern living room with large windows, a purple sofa, and a view of the beach and ocean.

10. Mullet Bay Suites: Your Luxury Stay Awaits

Mullet Bay Suites: Your Luxury Stay Awaits
4.0 star property
Maho
9.6 out of 10, Exceptional, (185 reviews)
"This place was amazing. Perfect experience"
United States
Kenneth
The price is £234
includes taxes & fees
15 Nov - 16 Nov
Mullet Bay Suites: Your Luxury Stay Awaits
A hallway with a decorative gate, potted plants, and a fire extinguisher.

11. The Castle ᴵ

The Castle ᴵ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is £113
includes taxes & fees
4 Dec - 5 Dec
The Castle ᴵ
A balcony with white railings, a bench, and two chairs.

12. Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central

Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central
South Reward
10.0 out of 10, Exceptional, (3 reviews)
"Home away from home "
United States
Trevayne
The price is £173
includes taxes & fees
4 Nov - 5 Nov
Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central
A rooftop pool with a clear view of the sea and distant hills.

13. D443 - One Bedroom with Lagoon view

D443 - One Bedroom with Lagoon view
Cole Bay
The price is £229
includes taxes & fees
10 Nov - 11 Nov
D443 - One Bedroom with Lagoon view
A modern kitchen with a dining area, a grey sofa, and a TV.

14. A View of Airplanes, the Beach, and Lolos in Grand-Case

A View of Airplanes, the Beach, and Lolos in Grand-Case
Grand-Case
The price is £112
includes taxes & fees
4 Nov - 5 Nov
A View of Airplanes, the Beach, and Lolos in Grand-Case
A poolside area with a wooden table, lounge chairs, and a view of the ocean.

15. Blue Sail Apartments - Two-Bedroom Apartments

Blue Sail Apartments - Two-Bedroom Apartments
Pelican Key
6.0 out of 10, (3 reviews)
"Check in was seamless accommodations were exactly as expected and the staff were very friendly. We noticed many things were brand new and we were informed that there was a new owner- appears that they are working hard!"
United States
Heidi
The price is £101
includes taxes & fees
4 Nov - 5 Nov
Blue Sail Apartments - Two-Bedroom Apartments
A modern room with a dining area, large windows, and a view of the sea.

16. Villa Solandra – 3BR Oceanfront Sunset w/ Pool

Villa Solandra – 3BR Oceanfront Sunset w/ Pool
Indigo Bay
10.0 out of 10, Exceptional, (1 review)
"Our stay at Villa Solandra was nothing short of amazing. The check in process was seamless, the communication with the host was always smooth and timely, the villa itself was beautiful. It was clean, great location, and the view is insane. This place was part of the reason we had such a memorable time in St. Maarten. "
United States
Olivia G.
The price is £698
includes taxes & fees
16 Nov - 17 Nov
Villa Solandra – 3BR Oceanfront Sunset w/ Pool
A beachfront property with multiple buildings, a beach, and a red arrow pointing to a specific building.

17. Beach Front Studio C3

Beach Front Studio C3
Simpson Bay
8.8 out of 10, Excellent, (5 reviews)
"Really cool place and the location was prime. The cleaning lady was the nicest person there could be as well. "
Canada
Benjamin
The price is £114
includes taxes & fees
15 Nov - 16 Nov
Beach Front Studio C3
A beachfront property with multiple buildings, a beach, and a red arrow pointing to a specific building.

18. Beach Front 1 Bedroom Flat D3

Beach Front 1 Bedroom Flat D3
Simpson Bay
10.0 out of 10, Exceptional, (3 reviews)
"Great location near Simpson Bay restaurants and nightlife. Accommodations were exactly as pictured with modern furnishings. Car rental is recommended to fully enjoy the island. "
United States
Christopher
The price is £121
includes taxes & fees
15 Nov - 16 Nov
Beach Front 1 Bedroom Flat D3
A wooden deck with a staircase leading to a beach view, surrounded by potted plants and colorful beach toys.

19. Maho Beach House Ocean Front Garden Studio

Maho Beach House Ocean Front Garden Studio
Maho, Sint Maarten
9.4 out of 10, Exceptional, (3 reviews)
"Perfect location for us! We wanted easy access to see the planes coming in and it could not have been more perfect. Close to taxis and buses. Hosts were excellent at communicating. Friendly staff, would recommend!! "
United States
Laura
The price is £172
includes taxes & fees
4 Nov - 5 Nov
Maho Beach House Ocean Front Garden Studio
A beach with palm trees and clear turquoise water.

20. Charming studio with the beach at your feet & pool access

Charming studio with the beach at your feet & pool access
Marigot
10.0 out of 10, Exceptional, (2 reviews)
"Everything was great"
Canada
Brad W.
The price is £154
includes taxes & fees
4 Nov - 5 Nov
Charming studio with the beach at your feet & pool access
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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Top Little Bay Hotel Reviews

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

10/10 Excellent
"Excellent property! Everything you need, supermarket, car rental, island tours, restaurant, gym, laundry room, are right on the property compound. Super helpful staff and several F&B outlets on property."
Gilian 7-night trip
Posted 5 hours ago
Simpson Bay Resort, Marina & Spa

Find out more about Little Bay

Everything you need to know about Little Bay 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 Little Bay 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 Little Bay holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Little Bay holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Little Bay. 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 Little Bay 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 Little Bay holiday rentals we have selected for you start as low as £60 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Little Bay rentals

At Expedia, we put the best Little Bay 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 Little Bay 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 Little Bay 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 Little Bay. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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. Our travellers also rate Private House -GreatBay- Philipsburg - Free Wifi and Free Private Parking. as a favourite home for rent in Little Bay.

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.