A beach with clear turquoise water, rows of blue lounge chairs, and a mountain in the background.

Little Bay Vacation Rentals

Q: 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.

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Dates

November 2026

December 2026

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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

Downtown Philipsburg

brenton

NT$2,850 total

includes taxes & fees

Nov 7 - Nov 8

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

2. Hilton Vacation Club Royal Palm St. Maarten

Simpson Bay

Carmelle,

NT$6,354 total

includes taxes & fees

Nov 11 - Nov 12

A swimming pool with clear water, a grassy area, and a view of a coastal landscape with buildings.

3. condostmaarten by the sea -Adults Only-

Indigo Bay

Elouise

NT$17,928 total

includes taxes & fees

Nov 7 - Nov 8

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

Madame's Estate

JoyAnn Carolyn

NT$4,185 total

includes taxes & fees

Nov 5 - Nov 6

A modern living room with a large sliding glass door leading to a balcony with a view of a coastal town and mountains.

5. The Hills Residence

Simpson Bay

Harold

NT$11,279 total

includes taxes & fees

Nov 5 - Nov 6

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

Downtown Philipsburg

NT$7,013 total

includes taxes & fees

Nov 6 - Nov 7

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

7. Simpson Bay Suites

Simpson Bay

Manishkumar

NT$4,927 total

includes taxes & fees

Nov 7 - Nov 8

A modern living room with large windows, a purple sofa, and a view of the beach and ocean.

8. Mullet Bay Suites: Your Luxury Stay Awaits

Maho

Kenneth

NT$11,778 total

includes taxes & fees

Nov 10 - Nov 11

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Top Little Bay Hotel Reviews

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

Belair Beach Hotel

Belair

10/10 Excellent

Have been going to Sint Maarten for 7 years now. Stayed at a few places, next door at Divi twice. Last year, Divi changed exchange rules.Would not let us exchange.(3-5 yr rule?) We loved that area/the employees at Divi.Knew Belair was next door. I was very tentative about how our unit at Belair was going to compare. I can now tell you-I have already booked my exchange for this year back at Belair!! The fact that all unit are RIGHT ON THE BEACH is great. Even if you don't like being in the water,...

luvsintmaaten

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

Oceans at Divi Little Bay

Philipsburg

10/10 Excellent

All the staff members were amazing, like Ms. Sandrine at the reception desk. Everybody was very helpful and patient with us. The hotel is new and clean, the beach is nice although it was rarely cleaned. We had an All-Inclusive package. The food was good, there were no lines, just some waiting time, as usual. The only part that we did not like was the entertainment. The music by the Gizmo's bar was very loud, it was not pleasant to eat there. The only outdated schedule for the entertainment was...

Sofiya

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

L'Esperance Hotel

Philipsburg

10/10 Excellent

juana

A glass table with a white mug and a loaf of bread, a decorative vase, and a poolside lounge area with a view of purple flowers and palm trees.

Pomme Cannelle Luxury Suites & Spa

Orient Bay

10/10 Excellent

Pauline & Jeremy!!! Fantastic warm welcome! You can tell that these owners absolutely love their guests. Too many details to mention from the private jacuzzi to concierge services provided by Pauline. Beautiful interiors, comfortable beds. Gated neighborhood 5 minutes on foot to Orient Bay beaches and restaurants. Good old fashioned bed and breakfast atmosphere. Oh!! The amazing, not-to-miss breakfast! Highly recommended.

Lara Abigail

A person sitting at a table with a book, a croissant, and a cup.

Le Martin Boutique Hôtel

Cul de Sac

10/10 Excellent

Elizabeth

A wooden deck with a swimming pool, lounge chairs, and a bar area overlooking a mountainous landscape.

Villa Jwi Lavi Boutique Hotel

Cul de Sac

10/10 Excellent

My wife and I loved this place. It was smaller and quieter than your typical hotel or resort. The hosts provide a nice little breakfast each morning (croissants and baguettes with local jams, plus fresh fruit and juice). The pool is nice, as are the views. The property is a good location on the island, in my opinion. Easy drive to Anse Marcel on the northern tip (phenomenal beach up there). Also easy drive to Grand Case (best food ever) and Orient Beach (great scene in general). The hosts were...

Cameron

A beach resort with palm trees, a pathway, and a view of the ocean.

Orient Beach Hotel

Orient Bay

10/10 Excellent

This is the perfect place to have an ocean view room that is beautifully done. The hotel doesn’t offer a ton of amenities, but it’s in a great location on a beautiful beach. Come here to enjoy time with a partner, have access to beach restaurants and activities and rent a car to explore the island. Our concierge, Junior, was amazing and saved us by getting our passports to us after we had already arrived to the airport!

Anonymous traveler

Mullet Bay Suites: Your Luxury Stay Awaits

Maho

10/10 Excellent

I highly recommend Mullet Bay Suites for its cleanliness, modern amenities, and comfort. The suites offer stunning views, especially in the morning, and feature convenient parking and robust security. The property is just a short walk to the beach, adding to its appeal. The management is excellent, and we received a warm welcome from the property manager, Emmanuel, who greeted us with cold towels and local banana rum—a delightful touch! Emmanuel is attentive, kind, and responsive, providing...

Juanita

A balcony with a view of the sea, a bed with towels, and two white wicker chairs.

Le Temps des Cerises Hotel Beach

Grand Case

10/10 Excellent

The hotel, which is only a few weeks old, and which is owned by the same people who own Sol E Luna nearby, is a classy, first rate property, right on the beach in Grand Case, with a staff that couldn't have been more friendly and helpful. All nine rooms have balconies with full ocean views. The design and styling are very contemporary and absolutely perfect. And, oh, the dining scene in Grand Case can't be beat!

Len

A coastal resort with a swimming pool, beach access, and lush greenery.

Grand Case Beach Club

Grand Case

10/10 Excellent

First time to the island. This resort was absolutely beautiful. Two areas for sun and beach. Beach chairs and umbrellas, water sports… we never had to wake up super early to get a chair which was awesome! We snorkeled around the resort, saw lots of fish, star fish, and found about 10 whole sand dollars! Food was very reasonably priced and delicious. Drinks were good - not watered down. Staff was very helpful and kind, check in was easy and our room was ready when we arrived. Rooms had all the...

Karrie

A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a gazebo.

Hotel L'Esplanade

Grand Case

10/10 Excellent

My wife and I stayed at the Hotel L'Esplanade for a week! And it was out first time here on the French side and we enjoyed it a lot. Very comfortable and spacious accommodations with large bedroom, bathroom and Living/dining room with the full kitchen if you decide to ignore all of the restaurants nearby and decide to make a meal yourself. Big, beautiful terrace to enjoy breakfast or sip wine while watching the sunset. The pool is peaceful, and the food is freshly grilled right before you, while...

Mikhail

A covered outdoor seating area with wicker furniture and a view of the sea.

La Villa Hibiscus

Orient Bay

10/10 Excellent

We spent 4 nights at La Hibiscus. Really enjoyed everything about it. Florian gave us a free upgrade to the Jasmine suite. Large, comfortable bed, great shower and bathroom. Great terrace for sunning and looking at the mountains. We had the pool to ourselves which we loved. Very hands off approach by management which meant great privacy which we like. Only 5 minutes to Orient Beach….great choice of restaurants including a couple of breakfast places. Will definitely come back. FYI….renting a car...

Sid

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

Azure Hotel and Art Studio

Simpson Bay

10/10 Excellent

Mitchell

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

La Samanna, A Belmond Hotel, St Martin

Les Terres Basses

10/10 Excellent

Eduardo

condostmaarten by the sea -Adults Only-

Indigo Bay

10/10 Excellent

Had a wonderful time at Condo St. Maarten. The views were astounding and the space was huge. The pool was also wonderful as was the nearby Indigo Beach. The concierges were also wonderful and were very quick to answer questions, coordinate making the stay on the island easier, and help us out. If you'll be staying here, and you are looking for a quiet and relaxing escape, you wont be disappointed. One thing important to note: if you plan on traveling around the island or visiting more...

Jason

A balcony with a view of a beach and ocean.

Holland House Beach Hotel

Downtown Philipsburg

10/10 Excellent

Ellen Wyszynski

Find out more about Little Bay

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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.

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.

Little Bay Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Little Bay vacation rentals

1. MIDTOWN MOTEL SXM

2. Hilton Vacation Club Royal Palm St. Maarten

3. condostmaarten by the sea -Adults Only-

4. July Apartments

5. The Hills Residence

6. Philips Scott House Calinago

7. Simpson Bay Suites

8. Mullet Bay Suites: Your Luxury Stay Awaits

Find vacation rentals that suit your style

Top Little Bay Hotel Reviews

Belair Beach Hotel

10/10 Excellent

Find out more about Little Bay

Frequently Asked Questions

Are there vacation rentals in Little Bay?

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

How many vacation rentals will I find in Little Bay?

What’s there to see and do in Little Bay?

What’s a vacation rental in Little Bay like?