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

Little Bay Holiday Rentals

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Little Bay holiday rentals

Room

1. July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (253 reviews)
"The property was no frills and the staff super helpful. Would stay again!"
United States
JoyAnn Carolyn
The price is HK$727
HK$763 total
includes taxes & fees
14 Sept - 15 Sept
July Apartments
Room

2. MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.4 out of 10, Good, (73 reviews)
"It was a wonderful stay and experience"
United States
Yollanda
The price is HK$603
HK$724 total
includes taxes & fees
14 Sept - 15 Sept
MIDTOWN MOTEL SXM
Private kitchen

3. The Castle ᴷ

The Castle ᴷ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is HK$941
HK$1,173 total
includes taxes & fees
14 Sept - 15 Sept
The Castle ᴷ
Pool

4. 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 HK$2,370
HK$3,503 total
includes taxes & fees
14 Oct - 15 Oct
condostmaarten by the sea -Adults Only-
Interior

5. 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 HK$941
HK$1,173 total
includes taxes & fees
14 Sept - 15 Sept
The Castle ᴶ
Balcony

6. The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.4 out of 10, Very good, (169 reviews)
"Very good"
United States
Alyssia
The price is HK$1,328
HK$2,232 total
includes taxes & fees
16 Sept - 17 Sept
The Hills Residence
Interior

7. The Castle f

The Castle f
Downtown Philipsburg
8.0 out of 10, Very good, (1 review)
"After a bit of confusion about checking in, we arrived and after that everything was great. It was a surprise to find the window was onto a corridor, but the air con was good so no need to open a window, and also helped to make the room quiet."
United Kingdom
Pat R.
The price is HK$941
HK$1,173 total
includes taxes & fees
14 Sept - 15 Sept
The Castle f
Beach

8. 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, (1,292 reviews)
"Fantastic location. Great little beach right next to hotel"
United States
Kevin
The price is HK$1,127
HK$1,389 total
includes taxes & fees
4 Oct - 5 Oct
Hilton Vacation Club Royal Palm St. Maarten
Terrace/patio

9. Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.2 out of 10, Good, (165 reviews)
"Overall good. Location is great."
Canada
Manishkumar
The price is HK$953
HK$1,067 total
includes taxes & fees
14 Sept - 15 Sept
Simpson Bay Suites
Interior

10. 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 HK$1,059
HK$1,300 total
includes taxes & fees
30 Sept - 1 Oct
The Castle ᴴ
Room

11. Modern Cozy Condo - Central Location - Near Shops & Beaches

Modern Cozy Condo - Central Location - Near Shops & Beaches
St Martin
10.0 out of 10, Exceptional, (1 review)
"TOP"
France
BIDET B.
The price is HK$735
HK$1,262 total
includes taxes & fees
20 Sept - 21 Sept
Modern Cozy Condo - Central Location - Near Shops & Beaches
Dining

12. 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 HK$4,070
HK$7,901 total
includes taxes & fees
6 Oct - 7 Oct
Villa Solandra – 3BR Oceanfront Sunset w/ Pool
Private kitchen

13. The Castle L - Twin Studio

The Castle L - Twin Studio
Downtown Philipsburg
The price is HK$941
HK$1,173 total
includes taxes & fees
14 Sept - 15 Sept
The Castle L - Twin Studio
Living area

14. The Castle ᴳ

The Castle ᴳ
Downtown Philipsburg
The price is HK$941
HK$1,173 total
includes taxes & fees
14 Sept - 15 Sept
The Castle ᴳ
Pool

15. 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.
The price is HK$5,187
HK$10,902 total
includes taxes & fees
16 Sept - 17 Sept
Luxury 4BR Villa w/ Private Pool & Ocean Views
Beach

16. 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 HK$1,176
HK$1,757 total
includes taxes & fees
14 Sept - 15 Sept
Cozy flat on the boardwalk!
Living area

17. 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, (183 reviews)
"This place was amazing. Perfect experience"
United States
Kenneth
The price is HK$2,023
HK$2,833 total
includes taxes & fees
1 Oct - 2 Oct
Mullet Bay Suites: Your Luxury Stay Awaits
Interior

18. The Castle ᴵ

The Castle ᴵ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is HK$1,059
HK$1,300 total
includes taxes & fees
14 Sept - 15 Sept
The Castle ᴵ
Room

19. Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
2.0 out of 10, (1 review)
The price is HK$1,200
HK$1,832 total
includes taxes & fees
14 Sept - 15 Sept
Philips Scott House Calinago
Beach

20. 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 HK$1,297
HK$2,676 total
includes taxes & fees
18 Sept - 19 Sept
Modern Indigo Bay Studio – 3 Min Walk To Beach!
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

8/10 Good
"Staff was super helpful and rooms were clean."
Akira 2-night trip
Posted 3 hours ago
Simpson Bay Resort, Marina & Spa

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.