Little Bay Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Little Bay holiday rentals

A hotel room with a bed, a desk with chairs, a television, and a balcony with curtains.

1. MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.6 out of 10, Good, (76 reviews)
"The place was amazing"
United States
brenton
The price is AU$125
includes taxes & fees
18 Nov - 19 Nov
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, (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 AU$804
includes taxes & fees
14 Dec - 15 Dec
condostmaarten by the sea -Adults Only-
A beach with lounge chairs and a thatched umbrella.

3. 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, (1,339 reviews)
"It was nice"
United States
Prem
The price is AU$411
includes taxes & fees
12 Dec - 13 Dec
Hilton Vacation Club Royal Palm St. Maarten
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 AU$186
includes taxes & fees
2 Dec - 3 Dec
July Apartments
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, (169 reviews)
"Overall good. Location is great."
Canada
Manishkumar
The price is AU$221
includes taxes & fees
17 Nov - 18 Nov
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 AU$315
includes taxes & fees
18 Nov - 19 Nov
Philips Scott House Calinago
A beach with rows of umbrellas and lounge chairs, a marina with boats, and a cruise ship docked in the background.

7. 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 AU$291
includes taxes & fees
14 Nov - 15 Nov
Cozy flat on the boardwalk!
A spacious room with a dining area, a sofa, and a TV.

8. Luxury 4BR Villa w/ Private Pool & Ocean Views

Luxury 4BR Villa w/ Private Pool & Ocean Views
Indigo Bay
10.0 out of 10, Exceptional, (1 review)
"This property has a breathtaking view and is in the perfect location—close to stores and just minutes from the beaches.Fritz, the host, was amazing! The island had just gone through a major storm the day before we arrived, and despite the circumstances, Fritz was always available and ready to help with anything we needed. He even offered us an extra day to make up for any inconvenience, which was so thoughtful and appreciated.I would absolutely stay here again and would highly recommend this...
United States
Ms Light T.
Luxury 4BR Villa w/ Private Pool & Ocean Views
A dining area with a view of the ocean, a white sofa, and a TV on the wall.

9. 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 AU$1,578
includes taxes & fees
27 Nov - 28 Nov
Villa Solandra – 3BR Oceanfront Sunset w/ Pool
A beach with palm trees, a pier, and a mountain in the background.

10. Panoramic Ocean View Flat: St Maarten

Panoramic Ocean View Flat: St Maarten
Downtown Philipsburg
Panoramic Ocean View Flat: St Maarten
A modern living room with a large window, a sofa, a coffee table, and a wicker chair.

11. B221 - Beautiful Cosy 2 Bedroom

B221 - Beautiful Cosy 2 Bedroom
Sint Maarten
B221 - Beautiful Cosy 2 Bedroom
A hallway with a decorative gate, potted plants, and a fire extinguisher.

12. The Castle ᴵ

The Castle ᴵ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is AU$232
includes taxes & fees
26 Nov - 27 Nov
The Castle ᴵ
A modern living room with a glass table, blue sofas, and a view of the sea.

13. 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, (186 reviews)
"Breakfast was good. Some of the staff were ok, others were fantastic!"
Canada
Susan
The price is AU$485
includes taxes & fees
25 Nov - 26 Nov
Mullet Bay Suites: Your Luxury Stay Awaits
A modern living room with a large window overlooking a marina and hills.

14. B225 - Incredible Lagoon View

B225 - Incredible Lagoon View
Sint Maarten
The price is AU$439
includes taxes & fees
14 Nov - 15 Nov
B225 - Incredible Lagoon View
A white building with a gated entrance, surrounded by lush green foliage.

15. SXM Hillside Retreat large 3-bed/bath condo, tucked in the hills but central

SXM Hillside Retreat large 3-bed/bath condo, tucked in the hills but central
South Reward
The price is AU$423
includes taxes & fees
19 Nov - 20 Nov
SXM Hillside Retreat large 3-bed/bath condo, tucked in the hills but central
A pool area with two lounge chairs, a door, and a stone-tiled floor.

16. 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 AU$861
includes taxes & fees
16 Nov - 17 Nov
4bed Condo - Sleeps 8 - Pool, Bbq, Views, Parking
A pool area with lounge chairs and a stone wall.

17. Modern apartment with shared pool and generator (2-2B)

Modern apartment with shared pool and generator (2-2B)
Simpson Bay
The price is AU$318
includes taxes & fees
15 Nov - 16 Nov
Modern apartment with shared pool and generator (2-2B)
A modern living room with a large window offering a view of a coastal town and mountains.

18. D417 - One Bedroom Apartment with Lagoon View

D417 - One Bedroom Apartment with Lagoon View
Cole Bay
D417 - One Bedroom Apartment with Lagoon View
A beach with rows of sun loungers and umbrellas, a clear sky, and sailboats in the background.

19. Beautiful spacious Studio with spectacular view

Beautiful spacious Studio with spectacular view
Pelican Key
8.6 out of 10, Excellent, (4 reviews)
"The property is quaint with a beautiful view! "
United States
Linda H.
The price is AU$298
includes taxes & fees
21 Nov - 22 Nov
Beautiful spacious Studio with spectacular view
A beachfront property with multiple buildings, a beach, and a red arrow pointing to a specific building.

20. 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 AU$222
includes taxes & fees
26 Nov - 27 Nov
Beach Front Studio C3
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.
View all properties

Find holiday rentals that suit your style

Apartment image
Apartments
Apartments
villa image
Villas
Villas

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, 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 favourite 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 depend 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 AU$124 per night. Entering your travel dates in the search wizard might find you 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.