Little Bay Vacation Rentals from AED 249: Search Short-Term 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. Our travelers also rate Private House -GreatBay- Philipsburg - Free Wifi and Free Private Parking. as a favorite home for rent in Little Bay.

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

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Our top choices for Little Bay vacation rentals

A hotel room with a bed, a desk with chairs, a television, and a balcony with curtains.

1. MIDTOWN MOTEL SXM

Downtown Philipsburg

brenton

AED 303 total

includes taxes & fees

16 Nov - 17 Nov

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-

Indigo Bay

Elouise

AED 2,021 total

includes taxes & fees

14 Nov - 15 Nov

A beach with lounge chairs and a thatched umbrella.

3. Hilton Vacation Club Royal Palm St. Maarten

Simpson Bay

Prem

AED 875 total

includes taxes & fees

2 Dec - 3 Dec

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

AED 469 total

includes taxes & fees

14 Nov - 15 Nov

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

5. Simpson Bay Suites

Simpson Bay

Manishkumar

AED 555 total

includes taxes & fees

14 Nov - 15 Nov

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

AED 791 total

includes taxes & fees

14 Nov - 15 Nov

A beach with rows of umbrellas and lounge chairs, a marina with boats, and a cruise ship docked in the background.

7. Cozy flat on the boardwalk!

Downtown Philipsburg

Robert H.

AED 723 total

includes taxes & fees

14 Nov - 15 Nov

A spacious room with a dining area, a sofa, and a TV.

8. Luxury 4BR Villa w/ Private Pool & Ocean Views

Indigo Bay

"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...

Ms Light T.

AED 5,198 total

includes taxes & fees

16 Nov - 17 Nov

A dining area with a view of the ocean, a white sofa, and a TV on the wall.

9. Villa Solandra – 3BR Oceanfront Sunset w/ Pool

Indigo Bay

Olivia G.

AED 3,993 total

includes taxes & fees

16 Nov - 17 Nov

A beach with palm trees, a pier, and a mountain in the background.

10. Panoramic Ocean View Flat: St Maarten

Downtown Philipsburg

AED 1,308 total

includes taxes & fees

14 Nov - 15 Nov

A modern living room with a large window, a sofa, a coffee table, and a wicker chair.

11. B221 - Beautiful Cosy 2 Bedroom

Sint Maarten

AED 1,423 total

includes taxes & fees

17 Nov - 18 Nov

A hallway with a decorative gate, potted plants, and a fire extinguisher.

12. The Castle ᴵ

Downtown Philipsburg

AED 580 total

includes taxes & fees

1 Dec - 2 Dec

A modern living room with a glass table, blue sofas, and a view of the sea.

13. Mullet Bay Suites: Your Luxury Stay Awaits

Maho

Susan

AED 1,300 total

includes taxes & fees

21 Nov - 22 Nov

A modern living room with a large window overlooking a marina and hills.

14. B225 - Incredible Lagoon View

Sint Maarten

AED 1,117 total

includes taxes & fees

14 Nov - 15 Nov

A white building with a gated entrance, surrounded by lush green foliage.

15. SXM Hillside Retreat large 3-bed/bath condo, tucked in the hills but central

South Reward

AED 1,070 total

includes taxes & fees

19 Nov - 20 Nov

A pool area with two lounge chairs, a door, and a stone-tiled floor.

16. 4bed Condo - Sleeps 8 - Pool, Bbq, Views, Parking

St. Peters

A pool area with lounge chairs and a stone wall.

17. Modern apartment with shared pool and generator (2-2B)

Simpson Bay

AED 793 total

includes taxes & fees

15 Nov - 16 Nov

A modern living room with a large window offering a view of a coastal town and mountains.

18. D417 - One Bedroom Apartment with Lagoon View

Cole Bay

A beach with rows of sun loungers and umbrellas, a clear sky, and sailboats in the background.

19. Beautiful spacious Studio with spectacular view

Pelican Key

Linda H.

A beachfront property with multiple buildings, a beach, and a red arrow pointing to a specific building.

20. Beach Front Studio C3

Simpson Bay

Benjamin

AED 555 total

includes taxes & fees

14 Nov - 15 Nov

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Find vacation rentals that suit your style

Top Little Bay Hotel Reviews

A beach resort with a clear view of the ocean, a sandy beach, and a building with a row of balconies.

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 resort with beachfront villas, a pier, and clear turquoise waters.

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

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 pool area with lounge chairs, umbrellas, and inflatable rings.

Le Martin Boutique Hôtel

Cul de Sac

10/10 Excellent

Elizabeth

A swimming pool with lounge chairs and a table on a wooden deck, surrounded by greenery and a mountain view.

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 pathway leading to a beach with palm trees and a clear blue sky.

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

A pool with a view of the sunset and mountains.

The Paradise Peak - Adults Only

Marigot

10/10 Excellent

Everything about this Inn was excellent! The owners greet you with a smile. My stay started with happy hour in the veranda overlooking the pool. During my three night stay, happy hour was the place to connect, meet the other guests staying at this unique B&B, and make new friends. The breakfasts were simple, but filling with lots of choices for varied tastes, including delicious island marmalades. In fact, I went to the supermarket to bring home the guava one — so delicious. This is a place...

Vincent

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 beach with rows of sun loungers under umbrellas, a clear blue sky, and a distant airplane.

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 wooden deck with a pool, surrounded by palm trees and a covered seating area.

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

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

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

The Villas at Simpson Bay Resort

Pelican Key

10/10 Excellent

Angelice

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.

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. condostmaarten by the sea -Adults Only-

3. Hilton Vacation Club Royal Palm St. Maarten

4. July Apartments

5. Simpson Bay Suites

6. Philips Scott House Calinago

7. Cozy flat on the boardwalk!

8. Luxury 4BR Villa w/ Private Pool & Ocean Views

9. Villa Solandra – 3BR Oceanfront Sunset w/ Pool

10. Panoramic Ocean View Flat: St Maarten

11. B221 - Beautiful Cosy 2 Bedroom

12. The Castle ᴵ

13. Mullet Bay Suites: Your Luxury Stay Awaits

14. B225 - Incredible Lagoon View

15. SXM Hillside Retreat large 3-bed/bath condo, tucked in the hills but central

16. 4bed Condo - Sleeps 8 - Pool, Bbq, Views, Parking

17. Modern apartment with shared pool and generator (2-2B)

18. D417 - One Bedroom Apartment with Lagoon View

19. Beautiful spacious Studio with spectacular view

20. Beach Front Studio C3

Find vacation rentals that suit your style

Top Little Bay Hotel Reviews

Belair Beach Hotel

10/10 Excellent

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?