Little Bay Holiday Rentals, Philipsburg: Private House Rentals

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

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Our top choices for Little Bay hotels

A swimming pool with a red roof, surrounded by potted plants and a white fence.

A spacious living area with a red sofa, wooden chairs, a coffee table, and various potted plants.

A living room with a sofa, a glass table with chairs, a TV, and a balcony with plants.

A spacious indoor area with wicker furniture, a television, and potted plants.

1. L'Esperance Hotel

Philipsburg

Linda

3.525.660 ₫

4.054.509 ₫ total

includes taxes & fees

30 Aug - 31 Aug

A resort pool with lounge chairs, palm trees, and a view of the ocean.

A rooftop bar with outdoor seating, overlooking a coastal area.

An aerial view of a resort with beachfront villas, a pier, and clear turquoise waters.

A modern dining area with glass partitions, buffet-style food service, and contemporary lighting fixtures.

2. Divi Little Bay Beach Resort

Philipsburg

sidney

4.552.019 ₫

5.914.169 ₫ total

includes taxes & fees

7 Sept - 8 Sept

An aerial view of a beach resort with rows of sun loungers and umbrellas, a pool, and a building with a blue facade.

A spacious living room with a large window overlooking a tropical garden and the ocean. There are two sofas, a coffee table, and a TV on a stand.

A beachfront hotel with multiple balconies, palm trees, and beach umbrellas.

A pool area with a waterfall feature, surrounded by wooden deck chairs and covered seating areas.

3. Belair Beach Hotel

Belair

Imran

5.304.925 ₫

6.405.697 ₫ total

includes taxes & fees

7 Sept - 8 Sept

A pool area with lounge chairs, palm trees, and a view of the ocean.

A modern hotel dining area with a buffet, seating arrangements, and a glass partition.

A spacious lounge area with a large window overlooking the sea, featuring a modern sofa set, a round coffee table, and a decorative vase.

4. Oceans at Divi Little Bay

Philipsburg

BRYAN C

5.925.067 ₫

7.615.376 ₫ total

includes taxes & fees

7 Sept - 8 Sept

A swimming pool with clear blue water, steps leading into the pool, and a few lounge chairs by the poolside.

A green building with a sign reading "Welcome to The Paradise Inn Your Home away from Home."

A hotel room with a bed, a wooden table with a fruit basket, and a window with curtains.

A Mini Mart with a green facade, outdoor seating area with black chairs and tables, and potted plants.

5. The Paradise Inn

Philipsburg

Nathan

2.703.006 ₫

2.838.156 ₫ total

includes taxes & fees

26 Aug - 27 Aug

A hotel room with a large bed, two bedside tables with lamps, a chair, and two wall-mounted pictures.

A banquet hall with round tables set for a formal event, white tablecloths, and red sashes on chairs.

A patio area with a small plant, a chair, and an umbrella.

A compact kitchen with a microwave, sink, and refrigerator.

6. Carls Unique Inn

Cole Bay

Samantha

2.663.832 ₫

3.249.875 ₫ total

includes taxes & fees

26 Aug - 27 Aug

A wooden deck with a view of a beach and ocean.

A hotel room with a bed, a desk, a chair, a desk lamp, and a window with curtains.

A hotel entrance with a tiled staircase, red potted plants, and a sign welcoming guests.

A balcony with a view of a beach and hotel buildings.

7. Baker's Suites

Simpson Bay

Jamil

2.748.945 ₫

3.364.709 ₫ total

includes taxes & fees

27 Aug - 28 Aug

A high-rise hotel with a view of the sunset over a marina.

A living room with a sofa, coffee table, and TV stand.

A multi-story hotel with a central courtyard, balconies, and a variety of shops on the ground floor.

A marina with boats, a white building with a red dome, and a hillside with houses.

8. Simpson Bay Suites

Simpson Bay

Tirichmir

3.173.094 ₫

3.554.126 ₫ total

includes taxes & fees

29 Aug - 30 Aug

A beach with a clear view of the ocean, a sandy shore, and a mountainous backdrop.

A hotel room with a dining area, kitchenette, and a sofa.

A room with a sofa, a glass table with a bottle, curtains, a TV, and a view of the ocean.

A reception area with a white counter, a grey sofa, and a TV mounted on the wall.

9. Horizon View Beach Hotel

Downtown Philipsburg

Jean

3.551.776 ₫

4.262.131 ₫ total

includes taxes & fees

28 Aug - 29 Aug

A resort with multiple hotel buildings, a marina, and a clear blue ocean.

A balcony with two chairs overlooking a swimming pool and a marina with boats.

A buffet setup with various food items and a view of the marina through large windows.

A coastal hotel with a marina, clear turquoise water, and a backdrop of lush mountains.

10. The Villas at Simpson Bay Resort

Pelican Key

Paul

5.706.015 ₫

6.847.218 ₫ total

includes taxes & fees

14 Sept - 15 Sept

A bedroom with a bed, a ceiling fan, a TV, a door, and a wall-mounted artwork.

A lush green landscape with dense foliage and a clear blue sky.

A two-story building with a green and white exterior, a gated entrance, and a dirt driveway.

A balcony with white balustrades overlooking a garden with various trees and a blue car parked in the background.

11. Diamond Gem Residence

Cole Bay

jim

2.526.723 ₫

3.032.068 ₫ total

includes taxes & fees

26 Aug - 27 Aug

A beachside lounge with lounge chairs and umbrellas, overlooking the sea.

A person relaxing on a beach chair with a drink, overlooking a clear blue sea and a distant shoreline.

A Holland House Beach Hotel reception area with a wooden deck, potted plants, and a signboard.

A multi-story hotel with a grand entrance, a pool area, and outdoor seating.

12. Holland House Beach Hotel

Downtown Philipsburg

Lexie Elizabeth

6.176.956 ₫

7.412.504 ₫ total

includes taxes & fees

29 Aug - 30 Aug

A beach view from a covered area with palm trees and a clear blue sea.

A spacious kitchen with a dining area, a large mirror, and a view of the outside.

A beach view with palm trees, a sandy area, and a clear blue sky.

A swimming pool with tiled edges, surrounded by tropical vegetation and a building labeled "Departure Lounge".

13. Mary's Boon Beach Resort & Spa

Simpson Bay

Elroy

3.264.500 ₫

3.917.400 ₫ total

includes taxes & fees

26 Aug - 27 Aug

A modern house with a hot tub in the backyard, surrounded by outdoor furniture and plants.

14. Commodore Suites, SureStay Collection by Best Western

Simpson Bay

Xiomara

3.760.704 ₫

4.512.845 ₫ total

includes taxes & fees

26 Aug - 27 Aug

A beach with rows of blue and white sun loungers under large blue umbrellas, a hotel building in the background, and a clear blue sky.

A modern bedroom with a large bed, a wooden ceiling, and a painting on the wall.

A coastal hotel with multiple floors, a prominent hill in the background, and a body of water in the foreground.

A spa interior with a reception desk, a blue chair, and a wall with a sign reading "Aquarius Spa".

15. The Atrium Beach Resort and Spa, an Ascend Collection Resort

Simpson Bay

Ornella

3.630.124 ₫

4.642.119 ₫ total

includes taxes & fees

30 Aug - 31 Aug

A hotel room with a bed, a sofa, a small round table, and a chair. There is a bathroom visible through an open door.

A hotel with a balcony, large windows, and a view of a mountain range.

A hotel room with a bed, a sofa, a rug, and a patterned wall.

A spacious lobby with a reception desk, seating area with sofas and chairs, a coffee machine, and a refrigerator.

16. July Apartments

Madame's Estate

JoyAnn Carolyn

2.420.953 ₫

2.542.131 ₫ total

includes taxes & fees

31 Aug - 1 Sept

A marina with various boats, including sailboats and a yacht, surrounded by lush green hills and a coastal town with red-roofed buildings.

A hotel with a balcony and a sign that reads "Travel Inn Hotel".

A modern kitchen with a black granite countertop, a refrigerator stocked with beverages, and a dining area with wicker chairs.

A reception area with a brick wall, a large mirror, and wicker furniture.

17. Travel Inn Hotel

Simpson Bay

Sabreena

2.326.936 ₫

2.606.377 ₫ total

includes taxes & fees

26 Aug - 27 Aug

A beachfront hotel with a pool, palm trees, and a clear blue sky.

A room with a bed, a dining table, a kitchen area, and a view of greenery outside.

A courtyard with statues, a small pool, and lush greenery.

A terrace with wooden furniture, a view of the beach, and green umbrellas.

18. Azure Hotel and Art Studio

Simpson Bay

Ebony

3.055.572 ₫

3.469.511 ₫ total

includes taxes & fees

8 Sept - 9 Sept

A resort with a view of sailboats on the water, a beach with palm trees, and a modern building with balconies.

A modern outdoor bar area with a pool, bar stools, and a view of the pool.

A beach with lounge chairs and a thatched umbrella.

A hotel pool area with lounge chairs, a covered seating area, and a sign for 'Calama'.

19. Hilton Vacation Club Royal Palm St. Maarten

Simpson Bay

Shawn

4.993.379 ₫

5.928.593 ₫ total

includes taxes & fees

26 Aug - 27 Aug

A beach with thatched umbrellas and lounge chairs, a palm tree, and a building in the background.

A table set for two with a view of the sea and mountains at sunset.

An aerial view of a resort with multiple red-roofed buildings, a beach, and a clear blue sea.

A restaurant with tables set for dining, large windows offering a view of the sunset over the ocean, and a ceiling fan.

20. Simpson Bay Resort, Marina & Spa

Pelican Key

veronica

4.146.392 ₫

4.975.671 ₫ total

includes taxes & fees

23 Sept - 24 Sept

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Stay near popular Little Bay attractions

Fort Amsterdam

8.8/10 (245 reviews)

You can find out about the history of Little Bay with a trip to Fort Amsterdam. Stroll along the seaside in this romantic area or visit its top-notch restaurants.

See properties

Learn more about Little Bay

Head to sights like Little Bay Beach and Great Bay Beach as you discover Little Bay.

See all hotels in Little Bay

A beach with white umbrellas, lounge chairs, and a clear blue sky.

Top Little Bay Hotel Reviews

The Morgan Resort Spa Village

10/10 Excellent

"Perfect"

Sonesta Maho Beach All Inclusive Resort Casino & Spa

8/10 Good

"Overall very clean room and resort. Service overall was good and friendly. Entertainment team members like Kennedy were funny and friendly. Also the bartenders like Ramon in lobby bar were awesome. Definitely would go back! Only opportunities were shower drain had issues and water backed up where we needed facility team to come. Also wifi limited to only 6 devices. Lastly they had a rule where "kids" under 18 could not be in the swim up pool bar area - however - it was random and inconsistently enforced."

Simpson Bay Resort, Marina & Spa

10/10 Excellent

"i enjoyed the fact that my room was cleaned up nice every day"

The Atrium Beach Resort and Spa, an Ascend Collection Resort

8/10 Good

"Great location in Simpson Bay. The staff was very attentive and quick to resolve issues (like a broken faucet and broken hairdryer). They are investing in new elevators, which will be great since the current one that works (of two) has no AC and is super slow. I applaud their investment in updating these but wish it was fixed when I was there. The laundromat is reasonable at $2 to wash and $2 to dry - average smaller washer and good dryer. Would come back but maybe not for 10 days like last time."

Hilton Vacation Club Royal Palm St. Maarten

8/10 Good

"Location is prime!"

Holland House Beach Hotel

10/10 Excellent

"Most helpful and friendly staff. Very nice lounge area. And a nice restaurant. Food was amazing"

Seaview Beach Hotel

10/10 Excellent

"I liked the fact that you were able to get food from downstairs."

Belair Beach Hotel

8/10 Good

"Great property"

Hommage Hotel & Residences

10/10 Excellent

"Very clean, friendly and helpful staff."

More cheap stays in Little Bay

Adonis Cupecoy

Jordan Road Lowlands

1.964.968 ₫

2.063.216 ₫ total

1 Sept - 2 Sept

includes taxes & fees

7.2/10 Good! (512 reviews)

MIDTOWN MOTEL SXM

Kruythoffsteeg#10 Philipsburg

2.008.686 ₫

2.410.423 ₫ total

26 Aug - 27 Aug

includes taxes & fees

Alicia's Inn

Backstreet 42 Philipsburg

2.298.208 ₫

2.872.759 ₫ total

17 Sept - 18 Sept

includes taxes & fees

Carls Unique Inn

18 Orange Grove Rd Cole Bay

2.663.832 ₫

3.249.875 ₫ total

26 Aug - 27 Aug

includes taxes & fees

8.6/10 Excellent! (445 reviews)

Cocovaa

34 white sands rd Simpson Bay

3.207.196 ₫

3.848.635 ₫ total

14 Sept - 15 Sept

includes taxes & fees

L'Esperance Hotel

4 Tiger Road Philipsburg

3.525.660 ₫

4.054.509 ₫ total

30 Aug - 31 Aug

includes taxes & fees

Frequently asked questions

What's the seasonal weather like in Little Bay?

The hottest months are usually September and August, with an average temperature of 27°C, while the coldest months are February and March, with an average of 25°C. Average annual precipitation for Little Bay is 945 mm.

Find hotels in Little Bay from 2.063.216 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Little Bay

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Little Bay hotels

1. L'Esperance Hotel

2. Divi Little Bay Beach Resort

3. Belair Beach Hotel

4. Oceans at Divi Little Bay

5. The Paradise Inn

6. Carls Unique Inn

7. Baker's Suites

8. Simpson Bay Suites

9. Horizon View Beach Hotel

10. The Villas at Simpson Bay Resort

11. Diamond Gem Residence

12. Holland House Beach Hotel

13. Mary's Boon Beach Resort & Spa

14. Commodore Suites, SureStay Collection by Best Western

15. The Atrium Beach Resort and Spa, an Ascend Collection Resort

16. July Apartments

17. Travel Inn Hotel

18. Azure Hotel and Art Studio

19. Hilton Vacation Club Royal Palm St. Maarten

20. Simpson Bay Resort, Marina & Spa

Stay near popular Little Bay attractions

Fort Amsterdam

Learn more about Little Bay

Top Little Bay Hotel Reviews

The Morgan Resort Spa Village

Sonesta Maho Beach All Inclusive Resort Casino & Spa

Simpson Bay Resort, Marina & Spa

The Atrium Beach Resort and Spa, an Ascend Collection Resort

Hilton Vacation Club Royal Palm St. Maarten

Holland House Beach Hotel

Seaview Beach Hotel

Belair Beach Hotel

Hommage Hotel & Residences

More cheap stays in Little Bay

Adonis Cupecoy

MIDTOWN MOTEL SXM

Alicia's Inn

Carls Unique Inn

Cocovaa

L'Esperance Hotel

Frequently asked questions

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