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
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 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, (74 reviews)
"It was a wonderful stay and experience"
United States
Yollanda
The price is ฿2,437
฿2,924 total
includes taxes & fees
19 Oct - 20 Oct
MIDTOWN MOTEL SXM
A clear blue sky, a swimming pool with a view of the sea, and a hillside with buildings.

2. condostmaarten by the sea -Adults Only-

condostmaarten by the sea -Adults Only-
4.0 star property
Indigo Bay
9.2 out of 10, Wonderful, (43 reviews)
"Love love the property was amazing. Will definitely return."
United States
Muneca
The price is ฿10,102
฿14,931 total
includes taxes & fees
19 Oct - 20 Oct
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.

3. 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 ฿3,580
฿3,759 total
includes taxes & fees
19 Oct - 20 Oct
July Apartments
A resort with a view of sailboats on the water, a beach with palm trees, and a modern building with balconies.

4. 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, (1,319 reviews)
"The staff was very friendly"
United States
Carmelle,
The price is ฿6,790
฿8,007 total
includes taxes & fees
28 Oct - 29 Oct
Hilton Vacation Club Royal Palm St. Maarten
A high-rise hotel with a view of the sunset over a marina.

5. Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.2 out of 10, Good, (168 reviews)
"Overall good. Location is great."
Canada
Manishkumar
The price is ฿4,512
฿5,054 total
includes taxes & fees
20 Oct - 21 Oct
Simpson Bay Suites
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 ฿5,114
฿7,808 total
includes taxes & fees
19 Oct - 20 Oct
Philips Scott House Calinago
A large swimming pool surrounded by palm trees and lounge chairs, with a hotel building in the background.

7. 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 ฿21,027
฿25,232 total
includes taxes & fees
19 Oct - 20 Oct
Dawn Beach Club Resort Sint Maarten
A modern living room with large windows, a purple sofa, and a view of the beach and ocean.

8. 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 ฿8,557
฿12,001 total
includes taxes & fees
19 Oct - 20 Oct
Mullet Bay Suites: Your Luxury Stay Awaits
Outdoor dining

9. 4bed Condo - Sleeps 8 - Pool, Bbq, Views, Parking

4bed Condo - Sleeps 8 - Pool, Bbq, Views, Parking
3.5 star property
St. Peters
The price is ฿17,798
฿21,358 total
includes taxes & fees
1 Nov - 2 Nov
4bed Condo - Sleeps 8 - Pool, Bbq, Views, Parking
A multi-story building with a pool, surrounded by hilly terrain.

10. 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 ฿10,791
฿13,838 total
includes taxes & fees
19 Oct - 20 Oct
Singh Luxury Apartments With sea View, Apt.2
A rooftop terrace with a pool, lounge chairs, and a table with a drink.

11. Avenue du lagon

Avenue du lagon
Oyster Pond
The price is ฿48,465
฿65,444 total
includes taxes & fees
20 Oct - 21 Oct
Avenue du lagon
A coastal marina with numerous boats docked, a small island with buildings, and a clear view of the ocean.

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

Singh Luxury Apartments With sea View, Apt.3
3.0 star property
Oyster Pond
2.0 out of 10, (1 review)
The price is ฿23,747
฿27,441 total
includes taxes & fees
19 Oct - 20 Oct
Singh Luxury Apartments With sea View, Apt.3
A coastal marina with numerous boats docked, a small island with buildings, and a clear view of the sea.

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

Singh Luxury Apartments With sea View, Apt.1
3.0 star property
Oyster Pond
The price is ฿10,791
฿13,838 total
includes taxes & fees
19 Oct - 20 Oct
Singh Luxury Apartments With sea View, Apt.1
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

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

10/10 Excellent
"Will be be back"
Heather Marie 4-night trip
Posted 17 hours ago
The Villas at Simpson Bay Resort

Find out more about Little Bay

Search for holiday rentals in Little Bay on Expedia! You can easily find your home rentals, villas, holiday apartments in Little Bay using one of the methods below:

  • View our selection of featured holiday rentals in Little Bay
  • Use the map to find apartments and other holiday homes in the Little Bay neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Little Bay while they last

Look no further and take a look at our great range of rental properties in Little Bay!

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.