Vacation rentals in Little Bay

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Top-rated vacation rentals in Little Bay

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Guest favorite

Rental unit in Simpson Bay

5 out of 5 average rating, 188 reviews

The Beach House Apartment

A stylishly modern one bedroom apartment directly located on the beautiful white sand beach of Simpson Bay. Enjoy the crystal clear waters by day and explore the Caribbean charm of our bustling nightlife. Our island getaway provides you with the full relaxation experience complete with beach chairs, umbrellas, outdoor shower, snorkel gear and paddle boards to complete beach side experience Amenities include free WIFI, kitchen, king size bed, beach chairs, umbrella's and much more

Superhost

Guesthouse in Little Bay

4.91 out of 5 average rating, 32 reviews

Studio near the beach

Small lovely studio in a quiet, peaceful and secure neighborhood. The studio is air-conditioned and perfect for the budget traveler and with about 25m2 it is spacious enough for 2 guests. The studio is equipped with a small kitchenette and a full bathroom. Located within a 10-minute walk to Belair beach and a 5-minute walk to the hospital. Philipsburg is a 5 minute drive away. Note: The studio has a shared entrance and is located next to the main house where the host resides.

Guest favorite

Villa in Little Bay

4.94 out of 5 average rating, 47 reviews

Luxury 1 bedroom at VILLA KIMON + AMAZING PATIO!

Villa Kimon is the largest and most spectacular villa overlooking Great Bay harbor. Your beautiful 1 bedroom apartment with all the amenities of home awaits your arrival. A fully equipped kitchen, laundry room and beautiful large deck where you will have unrestricted panoramic views of Philipsburg, Great Bay Harbor, the Cruise terminal are all part of this property. Shopping, beaches, restaurants, water sports and other activities are within walking distance.

Guest favorite

Rental unit in Philipsburg

4.98 out of 5 average rating, 131 reviews

Hibiscus-Large 1 bed Beachfront apartment 1st flr

This modernly decorated apartment home is centrally located in the capital of the Dutch side, Philipsburg. The area is full of life during the day and quiet and relaxing in the evening. This home away from home will make your daydreams of island life a reality. Enjoy the lovely courtyard garden downstairs, relax on the balcony looking out to the beautiful garden and plan your day’s adventure on and around this dual nation Island.

Guest favorite

Home in Philipsburg

5 out of 5 average rating, 10 reviews

2 Bedroom Ocean Front Villa, Private Infinity Pool

Clearwater is a cliffside waterfront property with one of the most spectacular views on the island! Overlooking Great Bay, Philipsburg, Divi Little Bay, the turquoise Caribbean Sea and the magnificent cruise ships, this one-of-its-kind location will be sure to Wow you. It is perfectly situated for easy access to all SXM has to offer; 2 nearby beaches, restaurants, grocery stores, downtown shopping, bars and entertainment.

Guest favorite

Home in Calabash Rd, Cole Bay

4.93 out of 5 average rating, 124 reviews

THE HILL HOUSE, 2 Bdr, pool, panoramic view

The house consists of 2 beautiful bedrooms with pool in the residential area of Almond Grove Estate, secured 24 hours a day, (luxury residence), the villa is completely private, you will not share the pool and its yard. You will appreciate the charm of this house. The view is just magnificent, green hills and views of Simpson Bay, a place both discreet and close to tourist hustle and bustle, shopping and beaches.

Guest favorite

Rental unit in Little Bay

4.98 out of 5 average rating, 125 reviews

Stunning 2 BD Ocean View - Terraces Lt Bay

Treat yourself to the utmost stylish and modern ocean view apartment located in the exclusive Little Bay Hill . This spacious environment, is designed to be enjoyed as a family, has a terrace with stunning sea views, private pool, one master suites ( Japanese king bed and a walking closet), one bedroom suite with two twin size beds ( could be converted to king size bed ) . Welcome to Terraces Little Bay !

Guest favorite

Rental unit in Indigo bay

4.94 out of 5 average rating, 79 reviews

Independent low villa apartment - Indigo Bay

Villa Stella's apartment welcomes you in a unique setting with spectacular views of the Caribbean Sea. Located in a 24-hour secure residence, tranquility is at the rendezvous. You will be just an 8 min walk to Indigo Bay beach and close to shops and restaurants in the Dutch part. Consisting of 2 bedrooms and 2 bathrooms, you can relax in the pool/hot tub overlooking the bay .

Guest favorite

Villa in Little Bay

5 out of 5 average rating, 38 reviews

Sugarbird Nest: Sunrise Ocean Views | Great Bay

We offer the ideal location close to everything but far away from it all. Enjoy a rustic barn house feel, with a few perks including assisted airport pickup/drop off (complimentary for stays of 2 weeks or more), shopping and walking access to Philipsburg and beaches. Our goal is to provide you with a relaxing and seamless stay.

Guest favorite

Villa in Philipsburg

4.98 out of 5 average rating, 243 reviews

Villa Dream View Belair Sint Maarten SXM

Embrace the tranquility in a friendly tropical caribbean modern designed private villa with spacious rooms that are sure to keep you comfortable and feeling at home. Enjoy the sunny day with infinity pool overlooking caribbean sea or enjoy the sea view while watching the sailing huge cruise ships.

Superhost

Guesthouse in Little Bay

4.86 out of 5 average rating, 222 reviews

Your oasis with spectacular views and private pool

Long idelness by the infinity pool. Two bedrooms each with its own bathroom and seperate toilette. A few minutes from the beach, shops and nightlife and yet in a quiet and safe area. The guests has the entire home with a private pool. Please check “villa_pi” on instagram for more photos