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Waterfront vacation rentals in Little Bay

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Little Bay

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Rental unit in Point Pirouette

4.92 out of 5 average rating, 100 reviews

Secret View amazing apartment- Private pool

Secret View, amazing apartment directly on the lagoon with private pool. Totally and newly renovated apartment with one separate bedroom, 1,5 bath, full equipped kitchen, huge terrace, private pool, directly on the lagoon. Very quiet and secure location, next to Maho, Mullet Bay , golf course , supermarket, bars, restaurants, casinos. A really relaxing place, it will be the best part of your holidays. Private and free parking. Sint Maarten is currently experiencing some daily power outages

Rental unit in Simpson Bay

5 out of 5 average rating, 191 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

Rental unit in Simpson Bay

4.94 out of 5 average rating, 110 reviews

Le Petit Paradis - Beachfront 1 Bedroom Apartment

"Petit Paradis" (Little Paradise), a genuine Caribbean getaway. A spacious one-bedroom Beachfront apartment right on beautiful Simpson Bay Beach and in the center of all the happenings. Relaxing terrace, five stairs away from the Beach, and within walking distance from great Restaurants, Nightlife, Activities, and Watersports. This modern, fully furnished, and equipped apartment has everything you need for a dream vacation, Hope to invite you soon in our Paradise, Elodie

Condo in Maho

4.89 out of 5 average rating, 188 reviews

Serene Oasis: Unwind by the Rooftop Pool & Hot Tub

This charming, cozy, and tranquil tropical nest is located where all the action is! The golf course, iconic bars, the unprecedented landing strip, the popular Maho and Mullet bay beaches, Maho market with daily fresh take away breakfast/lunch buffets and a divine selection of exotic restaurants are all in walking distance! If you wish to just lounge and relax by the pool, jacuzzi, and private gazebo bar or enjoy the nightlife; it’s all readily available, at your fingertips!

Rental unit in Simpson Bay

4.97 out of 5 average rating, 178 reviews

Lilly's Beach

This is a very SPECIAL SMAll RESIDENCE known as Ocean Edge . Beach Front located directly on beautiful Simpson Bay Beach! Enjoys one of the best locations on the island . Panoramic sea views with your toes in the sand and balmy Caribbean breezes. A clear turquoise sea dazzles in tropical sun, powdery white sands stretching along one of St. Maarten's longest beaches. New totally refurbished modern apartment with modern amenities and comforts. A perfect vacation spot !

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.

Loft in Marigot

4.99 out of 5 average rating, 136 reviews

Sea Loft Stunning View - Private Pool

* 200m² Loft * Exceptional sea views * Private pool * 250 meters to small beach Galisbay * Terrace with sun loungers, garden furniture, garden furniture, outdoor table, and BBQ * Desk area * 100 Mbps WiFi * TV with thousands of channels from all over the world * A 250m walk to Marina Fort Louis de Marigot * 5 min walk to the city center of Marigot with its restaurants, shops and other shops * 5 min from the pier for St. Barts and Anguilla, and the taxi station

Villa in Cul-de-Sac

4.95 out of 5 average rating, 100 reviews

VILLA JADE3: 2 BEDROOMS & POOL FEET IN THE WATER

VILLA JADE is a complex of 3 villas , feet in the water. VILLA JADE 3, our 2 bedroom villa is located in the Bay of Cul de Sac, facing the Ilet PINEL and the nature reserve with turquoise waters. Life is peaceful, kayak outings, idleness, BBQ ... You are 5 minutes from the fabulous Oriental Bay, its restaurants, bars and water activities... The 3 villas are terraced but very intimate and quiet, your only view is the sea....your only goal is to " enjoy"......

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.

Rental unit in Simpson Bay

5 out of 5 average rating, 114 reviews

Simpson bay beach, spacious, beautiful views!

Amazing spacious 3 bedroom, 2 bathroom apartment with awesome location in the heart of Simpson Bay. location, location, location in the middle of it all. Right across the 2.5 mile beautiful Simpson Bay Beach. All the beach necessities are there to enjoy, beachchairs, snorkeling gear, fishing rod and even 2 kayaks. You can walk to many nearby restaurants, grocery stores and other shops. Public transportation is also steps away.

Rental unit in Philipsburg

5 out of 5 average rating, 3 reviews

Studio Ocean Front, 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 put you at awe. It is perfectly situated for easy access to all SXM has to offer; restaurants, beaches, grocery stores, downtown shopping, bars and entertainment.

Villa in Little Bay

5 out of 5 average rating, 39 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.

Vacation rentals for every style

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Apartments

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Houses

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Popular amenities for Little Bay waterfront rentals

Free parking on premises

Air conditioning

Waterfront apartment rentals

Rental unit in Simpson Bay

5 out of 5 average rating, 30 reviews

Le Papillon -Modern, beachfront, 550sq. ft terrace

Rental unit in Marigot

4.91 out of 5 average rating, 33 reviews

Pearl de Coco à Oyster Pond

Rental unit in Rue des Terres-Basses, Baie Nettlé

5 out of 5 average rating, 11 reviews

The Captain's Quarters (1 bedroom)

Rental unit in Grand-Case

5 out of 5 average rating, 19 reviews

Charming appartment on the beach, 1 or 2 bedrooms

Rental unit in Collectivity of Saint Martin

4.93 out of 5 average rating, 46 reviews

Orient Bay Studio, Oriental Bay

Rental unit in Grand Case

5 out of 5 average rating, 16 reviews

OCEAN SOUNDS

Rental unit in Simpson Bay

5 out of 5 average rating, 6 reviews

*NEW* Modern Boho-Steps to the Beach & Has It All!

Rental unit in Collectivité de Saint-Martin

5 out of 5 average rating, 27 reviews

New a dream on the beach!

Waterfront house rentals

Home in Collectivity of Saint Martin

4.98 out of 5 average rating, 42 reviews

New! On La Plage Villa 2ch sea view pool

Home in Lowlands

4.9 out of 5 average rating, 71 reviews

Sapphire Fantasy : Oceanfront paradise

Home in Upper Prince's Quarter

5 out of 5 average rating, 22 reviews

Peaceful secluded 2BR apt w. sunrise & ocean views

Home in Collectivity of Saint Martin

4.87 out of 5 average rating, 62 reviews

ALMOND BLUE ...Pinel bay view - caribbean feeling

Home in Les Terres Basses

5 out of 5 average rating, 6 reviews

Slowlife - Villa Wellness 4 beds

Home in Orient Bay

5 out of 5 average rating, 8 reviews

Mahi Mahi, direct access to Orient Bay beach

Home in Upper Prince's Quarter

4.97 out of 5 average rating, 62 reviews

Villa Tamarind | Luxury Oasis | Ocean views | 4BDR

Home in Upper Prince's Quarter

4.92 out of 5 average rating, 25 reviews

Teresa’s Ocean Paradise

Waterfront condo rentals

Condo in Simpson Bay

4.94 out of 5 average rating, 48 reviews

Hamaka condo, a beachfront retreat on Simpson Bay

Condo in Saint Martin

4.86 out of 5 average rating, 118 reviews

2 Bedroom Duplex up to 5 guests right on the beach

Condo in Grand-Case

4.81 out of 5 average rating, 16 reviews

Paradis Caraibes 1BR * On the Beach!

Condo in Marigot

4.95 out of 5 average rating, 95 reviews

Studio "SeaBird" with your feet in the beach

Condo in Anse Marcel

4.85 out of 5 average rating, 27 reviews

Tropical Charm - Ocean View

Condo in Collectivity of Saint Martin

5 out of 5 average rating, 67 reviews

Holidays in the Paradise on the Beach

Condo in Marigot

5 out of 5 average rating, 18 reviews

Beautiful sea view duplex with pool and beach access

Condo in Lowlands

4.95 out of 5 average rating, 106 reviews

Sint Maarten La Terrasse Maho

Quick stats about waterfront rentals in Little Bay

Total rentals
30 properties
Nightly prices starting at
$80 before taxes and fees
Total number of reviews
890 reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
10 properties have a dedicated workspace

Destinations to explore