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

Little Bay Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Little Bay vacation 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 ￥10,590
￥12,893 total
includes taxes & fees
Nov 4 - Nov 5
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 ￥47,725
￥70,534 total
includes taxes & fees
Oct 14 - Oct 15
condostmaarten by the sea -Adults Only-
A resort with a view of sailboats on the water, a beach with palm trees, and a modern building with balconies.

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, (1,313 reviews)
"The staff was very friendly"
United States
Carmelle,
The price is ￥19,567
￥24,693 total
includes taxes & fees
Oct 11 - Oct 12
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 ￥14,637
￥15,370 total
includes taxes & fees
Oct 11 - Oct 12
July Apartments
A dining area with a table, chairs, a small potted plant, a framed picture on the wall, and a mounted TV.

5. The Castle f

The Castle f
Downtown Philipsburg
8.0 out of 10, Very good, (1 review)
The price is ￥18,948
￥23,622 total
includes taxes & fees
Oct 10 - Oct 11
The Castle f
A compact, white front-loading washer and dryer unit in a corner of a room with a tiled floor and a small potted plant.

6. 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 ￥21,317
￥26,180 total
includes taxes & fees
Oct 20 - Oct 21
The Castle ᴴ
A living room with a brown sofa, two red pillows, a small white table, and a floor lamp.

7. The Castle ᴳ

The Castle ᴳ
Downtown Philipsburg
The price is ￥18,948
￥23,622 total
includes taxes & fees
Oct 10 - Oct 11
The Castle ᴳ
A bedroom with a red bedspread, white headboard, and two red pillows. There are two paintings on the wall, a closet with a sliding door, and a bathroom visible in the background.

8. The Castle ᴷ

The Castle ᴷ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is ￥18,948
￥23,622 total
includes taxes & fees
Oct 14 - Oct 15
The Castle ᴷ
A bedroom with a bed, bedside table, chair, and artwork on the walls.

9. The Castle ᴶ

The Castle ᴶ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is ￥18,948
￥23,622 total
includes taxes & fees
Oct 14 - Oct 15
The Castle ᴶ
A modern living room with a large sliding glass door leading to a balcony with a view of a coastal town and mountains.

10. The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.4 out of 10, Very good, (171 reviews)
"Very good"
United States
Alyssia
The price is ￥26,746
￥44,934 total
includes taxes & fees
Oct 22 - Oct 23
The Hills Residence
A high-rise hotel with a view of the sunset over a marina.

11. 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 ￥21,317
￥23,875 total
includes taxes & fees
Oct 11 - Oct 12
Simpson Bay Suites
A coastal view with a clear beach, a rocky shoreline, and a hillside with buildings.

12. 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 ￥28,738
￥56,944 total
includes taxes & fees
Oct 10 - Oct 11
Modern Indigo Bay Studio – 3 Min Walk To Beach!
A bedroom with a bed, a TV mounted on the wall, a small fridge, and a bedside table with a lamp.

13. Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
2.0 out of 10, (1 review)
The price is ￥21,743
￥34,470 total
includes taxes & fees
Oct 14 - Oct 15
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.

14. Cozy flat on the boardwalk!

Cozy flat on the boardwalk!
Downtown Philipsburg
10.0 out of 10, Exceptional, (2 reviews)
The price is ￥23,685
￥35,370 total
includes taxes & fees
Nov 9 - Nov 10
Cozy flat on the boardwalk!
An infinity pool with a clear view of the sea, a wooden table with food and drinks, and a lounge area with a view.

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 ￥91,526
￥204,458 total
includes taxes & fees
Oct 12 - Oct 13
Luxury 4BR Villa w/ Private Pool & Ocean Views
A modern living room with large windows, a purple sofa, and a view of the beach and ocean.

16. 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 ￥32,763
￥49,043 total
includes taxes & fees
Oct 19 - Oct 20
Mullet Bay Suites: Your Luxury Stay Awaits
A balcony with white railings, a bench, and two chairs.

17. Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central

Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central
South Reward
10.0 out of 10, Exceptional, (3 reviews)
"Home away from home "
United States
Trevayne
The price is ￥17,716
￥36,506 total
includes taxes & fees
Oct 14 - Oct 15
Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central
A beach with palm trees and a clear view of the ocean.

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

Charming studio with splendid Caribbean Sea view & pool/beach access
Marigot
9.4 out of 10, Exceptional, (3 reviews)
"Beautiful view and the host was very welcoming."
United States
Dasha A.
The price is ￥26,018
￥36,439 total
includes taxes & fees
Oct 10 - Oct 11
Charming studio with splendid Caribbean Sea view & pool/beach access
A modern room with a dining area, large windows, and a view of the sea.

19. 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 ￥69,179
￥143,855 total
includes taxes & fees
Oct 28 - Oct 29
Villa Solandra – 3BR Oceanfront Sunset w/ Pool
A beach with rows of sun loungers and umbrellas, a pier with a large ship, and a sailboat in the water.

20. Panoramic Ocean View Flat: St Maarten

Panoramic Ocean View Flat: St Maarten
Downtown Philipsburg
The price is ￥31,580
￥42,475 total
includes taxes & fees
Oct 13 - Oct 14
Panoramic Ocean View Flat: St 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

Oceans at Divi Little Bay

Oceans at Divi Little Bay

10/10 Excellent
"Hands down 1 of my favorite resorts!! The staffs was AMAZING!!! Can’t wait to visit again soon"
Tamajah 3-night trip
Posted 6 hours ago
Oceans at Divi Little Bay

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
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  • 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 vacation rentals in Little Bay?

Yes, we give you a choice of vacation rentals near popular points of interest in Little Bay, or you can select a more secluded option if you want a relaxing place to stay.

What are some of the best vacation rentals in Little Bay?

Philips Scott House Calinago: This vacation 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 like a microwave and free parking are also available for your convenience. Our travelers also rate Private House -GreatBay- Philipsburg - Free Wifi and Free Private Parking. as a favorite home for rent in Little Bay.

How many vacation rentals will I find in Little Bay?

Expedia has 6 vacation 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 larger area, you’ll find Fort Amsterdam and Maho Beach.

What’s a vacation rental in Little Bay like?

Vacation rentals are private accommodations you can reserve for several days or longer in Little Bay. Vacation rentals offer extras like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from public hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for a family trip.