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Vacation rentals in Little Bay

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Top-rated vacation rentals in Little Bay

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Apartment in Simpson Bay

4.87 out of 5 average rating, 178 reviews

Apartment on the beach

Let this tranquil, centrally located, 1 bedroom apartment become your home away from home. This beachfront property is located on the BEST and WIDEST stretch of Simpson Bay beach with gentle waves and no rocks, which makes it a perfect spot for swimming. Although this property is tucked away, and there are never many people on this part of the beach, it is in a heart of Simposn Bay. Simpson Bay beach offers one of the longest stretches of uninterrupted sandy, white coastline on Sint Maarten.

Oct 10 – 17

ﺩ.ﺇ583 per night

Villa in Indigo Bay

4.95 out of 5 average rating, 100 reviews

Villa Life is Good

Sint Maarten Indigo Bay: One whole villa to yourself at 10 minutes from Princess Julianna airport the Villa "Life is Good" with infinity pool is located on the mountainside with a 180 degree view of the sea. View of the Islands, Saba, St Kitts & Nevis and Sint Eustatius. A spectacle of breathtaking sunrises and sunsets. Far from the noise and hustle of the city, you will find peace and quiet guaranteed. You will find 5 minutes drive from the villa: beaches, restaurants and all amenities.

Apr 18 – 25

ﺩ.ﺇ2,214 per night

Home in Great Bay Beach, Sint Maarten

4.85 out of 5 average rating, 54 reviews

PrivateHome In Greatbay FreeWi-fi &Private Parking

The Cosy’Nest is located just one minute away from the Great Bay beach; four minutes away from the boardwalk. The Bobby's Marina for boat excursions and water transfers is also in the area. Explore Historic sites like Fort Amsterdam and Fort Willem. Experience Island Style living on this ideal family estate. This Unique, Single Family Home is perfect for that romantic getaway or retreat of 2 to 4 persons. With its Franco-Dutch essence, you will love this modern Caribbean experience.

May 16 – 23

ﺩ.ﺇ385 per night

Apartment in Simpson Bay

5.0 out of 5 average rating, 171 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

Oct 6 – 13

ﺩ.ﺇ1,114 per night

Guesthouse in Little Bay

4.9 out of 5 average rating, 31 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.

Sep 2 – 9

ﺩ.ﺇ210 per night

Villa in Little Bay, Sint Maarten

4.93 out of 5 average rating, 46 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.

Sep 12 – 19

ﺩ.ﺇ527 per night

Home in Philipsburg, Sint Maarten

5.0 out of 5 average rating, 6 reviews

2 Bedroom Ocean Front Villa

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.

Jul 9 – 16

ﺩ.ﺇ1,897 per night

Apartment in Little Bay

4.98 out of 5 average rating, 113 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 !

Nov 8 – 15

ﺩ.ﺇ1,440 per night

Villa in Little Bay, Sint Maarten

5.0 out of 5 average rating, 34 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.

Jan 6 – 13

ﺩ.ﺇ528 per night

Villa in Philipsburg

4.99 out of 5 average rating, 224 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.

Oct 16 – 23

ﺩ.ﺇ1,683 per night

Guesthouse in Little Bay, Sint Maarten

4.85 out of 5 average rating, 214 reviews

Great view w/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

Apr 23 – 30

ﺩ.ﺇ1,156 per night

Apartment in Indigo bay

4.94 out of 5 average rating, 66 reviews

Sea, Sun & Dream in Indigo bay - villa Stella

La villa Stella vous accueille dans un cadre unique avec une vue spectaculaire sur la mer des caraibes. Située dans une résidence sécurisée, la tranquillité est au rendez-vous. Composée de 2 chambres et de 2 sdb, vous pourrez vous détendre dans le grand Jacuzzi surplombant la baie .

Feb 28 – Mar 7

ﺩ.ﺇ1,268 per night

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Villas

Luxurious estates for the ultimate escape

Apartments

Convenient locations with everyday essentials

Popular amenities for Little Bay vacation rentals

Free parking on premises

Air conditioning

Stay near Little Bay's top sights

Carrefour Market21 locals recommend

Cost U Less6 locals recommend

Mark's Place5 locals recommend

Other great vacation rentals in Little Bay

Villa in Sint Maarten

5.0 out of 5 average rating, 13 reviews

Villa Vanille Luxury 3 Bedroom Indigo Bay

Aug 29 – Sep 5

ﺩ.ﺇ2,967 per night

Apartment in Marigot, St. Martin

4.91 out of 5 average rating, 45 reviews

Cozy apartment in a local neighbourhood

Jun 18 – 25

ﺩ.ﺇ215 per night

Villa in Sint Maarten

4.84 out of 5 average rating, 51 reviews

Villa Indigo Dream, Indigo Bay SXM

Nov 9 – 16

ﺩ.ﺇ2,523 per night

Villa in Indigo Bay

5.0 out of 5 average rating, 13 reviews

Indigo Bliss Villa SXM

Oct 2 – 9

ﺩ.ﺇ1,611 per night

Home in Sint Maarten

5.0 out of 5 average rating, 10 reviews

*New* The Beach House at Indigo Bay

Sep 12 – 19

ﺩ.ﺇ2,943 per night

Condo in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 56 reviews

Beach front luxury! Huge 2BR that has it all! 😍🤩😍

Sep 4 – 11

ﺩ.ﺇ2,231 per night

Villa in Indigo Bay

4.92 out of 5 average rating, 25 reviews

Villa Elysian: Luxurious Ocean View in Indigo Bay

Apr 8 – 15

ﺩ.ﺇ2,843 per night

Townhouse in Billy Folly Hill

4.96 out of 5 average rating, 69 reviews

Pelican Sea View 1bdrm Maison Mazu

Jul 5 – 12

ﺩ.ﺇ564 per night

Quick stats about vacation rentals in Little Bay

Total rentals
160 properties
Rentals with a pool
120 properties have a pool
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
100 properties are a good fit for families
Total number of reviews
2.8K reviews
Nightly prices starting at
ﺩ.ﺇ220 before taxes and fees

Destinations to explore