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Our top choices for Little Bay holiday rentals

The Castle ᴷ

The Castle ᴷ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is £113
includes taxes & fees
5 May - 6 May
The Castle ᴷ

The Castle ᴶ

The Castle ᴶ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
"Host was welcoming and the apartment was very clean and inviting. We will Definitely stay here again when we come back. "
United States
Neil C.
The price is £113
includes taxes & fees
6 May - 7 May
The Castle ᴶ

Appartement 1 Chambre face a l'ile de Pinel

Appartement 1 Chambre face a l'ile de Pinel
Cul-de-Sac
10.0 out of 10, Exceptional, (1 review)
"Responsive host. Apartment was very clean and modern and had everything we needed. Enjoyed the little patio outside too. Kids loved the big pool on the property as well. Would definitely recommend and stay again in the future."
United States
Philippe G.
The price is £124
includes taxes & fees
6 May - 7 May
Appartement 1 Chambre face a l'ile de Pinel

The Castle ᴴ

The Castle ᴴ
Downtown Philipsburg
8.0 out of 10, Very good, (2 reviews)
"Absolutely great place to stay. Only downside is there is a bird that treats her 2 AM and then a rooster from about 5 AM to 9 AM so make sure you bring your earplugs."
United States
Denise W.
The price is £125
includes taxes & fees
5 May - 6 May
The Castle ᴴ

MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.2 out of 10, Good, (59 reviews)
"Good rooms at a great location"
United States
Asheed
The price is £76
includes taxes & fees
10 May - 11 May
MIDTOWN MOTEL SXM

The Forest

The Forest
4.0 star property
Anse Marcel
10.0 out of 10, Exceptional, (25 reviews)
"Very happy with our stay, especially the location in Anse Marcel! Breakfast is great and included"
United States
Chi Yan Jane
The price is £274
includes taxes & fees
6 May - 7 May
The Forest

Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
The price is £183
includes taxes & fees
10 May - 11 May
Philips Scott House Calinago

The Castle ᴳ

The Castle ᴳ
Downtown Philipsburg
The price is £113
includes taxes & fees
11 May - 12 May
The Castle ᴳ

The Castle L - Twin Studio

The Castle L - Twin Studio
Downtown Philipsburg
The price is £113
includes taxes & fees
7 May - 8 May
The Castle L - Twin Studio

July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (235 reviews)
"Check in process was smooth as always and the rooms were spotless. Would definitely stay again."
United States
Megan
The price is £72
includes taxes & fees
4 May - 5 May
July Apartments

condostmaarten by the sea -Adults Only-

condostmaarten by the sea -Adults Only-
4.0 star property
Indigo Bay
9.2 out of 10, Wonderful, (40 reviews)
"We loved everything about this spot and the staff. We will definitely stay here again. The property is very clean, safe and comfortable."
Canada
Rozana
The price is £252
includes taxes & fees
3 Jun - 4 Jun
condostmaarten by the sea -Adults Only-

Mullet Bay Suites: Your Luxury Stay Awaits

Mullet Bay Suites: Your Luxury Stay Awaits
4.0 star property
Maho
9.8 out of 10, Exceptional, (143 reviews)
"Beautiful and clean suite. The staff was friendly and accommodating. You can order taxis from front desk which was very convenient. The view was immaculate and the hotel is right off the beach. No complaints."
United States
chanel marie
The price is £239
includes taxes & fees
5 May - 6 May
Mullet Bay Suites: Your Luxury Stay Awaits

Singh Luxury Apartments With sea View, Apt.2

Singh Luxury Apartments With sea View, Apt.2
3.5 star property
Oyster Pond
The price is £305
includes taxes & fees
4 May - 5 May
Singh Luxury Apartments With sea View, Apt.2

Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.2 out of 10, Good, (155 reviews)
"AC worked well the room was cleaned daily and the staff was always friendly and made great suggestions for dinning and places to see."
United States
Michael
The price is £111
includes taxes & fees
5 May - 6 May
Simpson Bay Suites

Charming studio with splendid Caribbean Sea view & pool/beach access

Charming studio with splendid Caribbean Sea view & pool/beach access
Marigot
9.0 out of 10, Wonderful, (2 reviews)
"Beautiful view and the host was very welcoming."
United States
Dasha A.
The price is £150
includes taxes & fees
9 May - 10 May
Charming studio with splendid Caribbean Sea view & pool/beach access

Quiet cozy flat in the centre of the island.

Quiet cozy flat in the centre of the island.
Weymouth Hill, Sint Maarten
7.0 out of 10, Good, (4 reviews)
"Large. Great views, welcoming. Just the internet doesn’t work very well."
Canada
Aayan S.
The price is £160
includes taxes & fees
6 May - 7 May
Quiet cozy flat in the centre of the island.

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 £137
includes taxes & fees
31 May - 1 Jun
Charming studio with the beach at your feet & pool access

Hillside Penthouse

Hillside Penthouse
South Reward
10.0 out of 10, Exceptional, (3 reviews)
"The host was very welcoming and kind. The apartment was very clean, it has very large bedrooms, kitchen and living room space. I will definitely book this place again on my next trip to St. Maarten. "
Canada
Diana M.
The price is £176
includes taxes & fees
5 May - 6 May
Hillside Penthouse

Dawn Beach Club Resort Sint Maarten

Dawn Beach Club Resort Sint Maarten
4.0 star property
Oyster Pond
8.8 out of 10, Excellent, (33 reviews)
"Large rooms with great ocean views! Helpful staff and good beach access!"
United States
Gavin
The price is £510
includes taxes & fees
10 May - 11 May
Dawn Beach Club Resort Sint Maarten
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

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 £72 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 of 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 4 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.