Little Bay Holiday Rentals

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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Little Bay holiday rentals

Iron/ironing board, free WiFi
MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
8.0 out of 10, Very good, (1)
"The staff was extremely helpful "
United States
Joycelyn
The price is S$115
includes taxes & fees
27 Dec - 28 Dec
MIDTOWN MOTEL SXM
Balcony
The Hills Residence

The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.8 out of 10, Excellent, (55)
"Enjoyed my stay "
United States
Shakia
The Hills Residence
Beach nearby, white sand, sun-loungers, beach umbrellas
Simpson Bay Suites

Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
6.8 out of 10, (125)
"No issues. Staff were very welcoming and accommodating. Was a pleasant stay. "
United States
Sharmain
The price is S$243
includes taxes & fees
13 Jan - 14 Jan, 2026
Simpson Bay Suites
Outdoor pool, pool loungers
Hilton Vacation Club Royal Palm St. Maarten

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, (1164)
"One of my favorite places to stay."
United States
Carlos
The price is S$552
includes taxes & fees
6 Jan - 7 Jan, 2026
Hilton Vacation Club Royal Palm St. Maarten
Terrace/patio
Mullet Bay Suites: Your Luxury Stay Awaits

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, (114)
"Fantastic place to stay. Clean, great views, excellent amenities"
Canada
Oleksii
The price is S$545
includes taxes & fees
9 Jan - 10 Jan, 2026
Mullet Bay Suites: Your Luxury Stay Awaits
Front of property
July Apartments

July Apartments

July Apartments
3.0 star property
Madame's Estate
9.2 out of 10, Wonderful, (156)
"Amazing place. "
United States
Cristina
July Apartments
Balcony view
Sea Palace

Sea Palace

Sea Palace
3.0 star property
Downtown Philipsburg
8.6 out of 10, Excellent, (111)
"Great staff. Excellent room. Awesome views. The young lady with the glasses at the front desk is the best ever. Didn't get her name unfortunately. "
United States
Elizabeth
The price is S$291
includes taxes & fees
1 Jan - 2 Jan, 2026
Sea Palace
Exterior
FLAMINGO BEACH

FLAMINGO BEACH

FLAMINGO BEACH
3.5 star property
Pelican Key
The price is S$619
includes taxes & fees
19 Jan - 20 Jan, 2026
FLAMINGO BEACH
Sun deck
Dawn Beach Club Resort Sint Maarten

Dawn Beach Club Resort Sint Maarten

Dawn Beach Club Resort Sint Maarten
4.0 star property
Oyster Pond
8.8 out of 10, Excellent, (21)
"Wonderful vacation spot in st maarten"
United States
Debasis
Dawn Beach Club Resort Sint Maarten
Beach
condostmaarten by the sea -Adults Only-

condostmaarten by the sea -Adults Only-

condostmaarten by the sea -Adults Only-
4.0 star property
Indigo Bay
9.6 out of 10, Exceptional, (23)
"Good location easy access to a private beach "
United States
All About
The price is S$663
includes taxes & fees
20 Jan - 21 Jan, 2026
condostmaarten by the sea -Adults Only-
Exterior
The Forest

The Forest

The Forest
4.0 star property
Anse Marcel
10.0 out of 10, Exceptional, (15)
"Great boutique hotel in anse Marcel. Owners are hands on and very pleasant. Look forward to going again. "
Canada
Nadalina
The price is S$590
includes taxes & fees
25 Dec - 26 Dec
The Forest
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

Oyster Bay Beach Resort

Oyster Bay Beach Resort

10/10 Excellent
"Clean room. Good food. Beautiful."
Sandra 2-night trip
Posted 2 days ago
Oyster Bay Beach Resort

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.

How many holiday rentals will I find in Little Bay?

Expedia has 5 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.