
Waterfront vacation rentals in Little Bay
Find and book unique waterfront rentals on Airbnb
Quick stats about waterfront rentals in Little Bay

Total vacation rentals
Explore 30 vacation rentals in Little Bay

Nightly prices starting at
Little Bay vacation rentals start at G$23,011 GYD per night before taxes and fees

Verified guest reviews
Over 1,220 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Little Bay vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Little Bay rentals

4.9 Average rating
Little Bay stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated waterfront rentals in Little Bay
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

Studio «SeaBird» les pieds dans l’eau sur la plage
Le « studio SeaBird » est idéalement situé avec une vue magnifique sur la mer Caraïbes et une plage idyllique rien que pour vous! Il offre beaucoup de confort et de rangement avec une décoration raffinée et originale. La résidence est parfaitement sécurisée avec une grande piscine et jardin tropical. Tout est accessible à pied: épicerie, marché local, boutiques, restaurants traditionnels ou gastronomiques, gare maritime vers les autres îles, etc... Wifi haut débit et télé Europe et Amérique.

The Loft at Simpson Bay Yacht Club
Welcome to The Loft at SBYC. Located in the heart of Simpson Bay in walking distance to the beach, great restaurants, grocery stores, shopping, salons/spas and more. In this fully renovated loft-style apartment, you will find high quality amenities throughout including a European kitchen and an amazing rainfall shower. The SBYC property offers 3 swimming pools, a hot tub, tennis courts and plenty of outdoor space for relaxing, all under 24-hour gated security. Free concierge service included.

VILLA JADE3: 2 CHAMBRES & PISCINE PIEDS DANS L'EAU
VILLA JADE est un complexe de 3 villas , les pieds dans l'eau. VILLA JADE 3, notre villa 2 chambres est située dans la Baie de Cul de Sac, face à l'Ilet PINEL et la réserve naturelle aux eaux turquoises. La vie y est paisible, sorties kayaks, farniente, BBQ ... Vous êtes à 5 minutes de la fabuleuse Baie Orientale, ses restaurants, bars et activités nautiques... Les 3 villas sont mitoyennes mais très intimes et calmes, votre unique vue est la mer....votre unique but est de " profiter"......

Sea Loft Vue imprenable - piscine privée
* Loft de 200m² * Vue mer exceptionnelle * Piscine privée * A 250 mètres de la petite plage de Galisbay * Terrasse avec chaises longues, salon de jardin, table d'extérieur et BBQ * Espace bureau * Wifi 100 Mbps * TV avec milliers de chaines du monde entier * A 250 m à pied de la marina Fort Louis de Marigot * A 5 min à pied du centre ville de Marigot avec ses restaurants, boutiques et autres commerces * A 5 min de l'embarcadère pour Saint-Barth et Anguilla, et de la station de taxis

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

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

Hamaka condo, a beachfront retreat on Simpson Bay
Escape to the ultimate beachfront retreat at Hamaka, a fully equipped condo recently renovated to offer the perfect private beach escape with easy walking distance access to restaurants, bars, and nightly entertainment in Simpson Bay, Saint-Martin. Experience waking up to the sound of the waves and having your morning drink to the sight of the endless shades of the ocean. At the end of your day, unwind and enjoy the magnificent sunsets that this beautiful island has to offer.

Indigo Oceanfront Condo Poolside - Unit 1
Welcome to Indigo Bay Oceanview Villa, in Indigo Bay, Sint Maarten. This spacious condo offers stunning ocean views, modern amenities, and easy access to pristine beaches. With 3 elegant bedrooms, each featuring en-suite bathrooms, an open-concept living area with plush seating, and a gourmet kitchen equipped with state-of-the-art appliances, you’ll find everything you need for a perfect stay. Step outside to your private pool, sun deck, and shaded patio for alfresco dining.

Aman_Aria
This unique place has a style all its own, newly built, contemporary retreat features two elegant master bedrooms, each with its own private bathroom, a spacious living area seamlessly connected to a fully equipped kitchen, an inviting outdoor terrace. Every bedroom and the living room offer uninterrupted vistas of the mesmerizing ocean. The heart of Aman is its spectacular infinity pool and sun-drenched deck, inviting you to relax while soaking in breathtaking panoramas.

Serenity Seascape | 2BR Retreat, 270° Oceanviews
Wake up to a jaw-dropping panoramic view of the Caribbean Sea from this chic oceanfront gem in Point Blanche! Bask in 270° views, picture-perfect sunrises, and views of St. Barths from your own private terrace. The space features modern coastal interiors and hotel-quality bathrooms, blending luxury with cliffside serenity. Located just five minutes from Philipsburg, it offers easy access to beaches, restaurants, and shopping while preserving tranquility.

Beachfront Loft in Grand Case - Sea View
An exceptional beachfront loft on Grand Case Beach, offering majestic ocean views and a prime position above the iconic Rainbow Café. In high season, a stylish and trendy atmosphere sets the tone until about 11 p.m. Sunbeds can be reserved either directly or through us—but guests who book with our help enjoy privileged touches. A luminous, sophisticated retreat steps from Grand Case’s finest venues.

The best view on the island!
Casa Victoire is fully equipped with everything you might need for a comfortable and relaxing stay! Enjoy relaxing moments while taking in the view from your private terrace or relaxing in the heated pool while enjoying stunning ocean views. Canoes and kayaks are available for an unforgettable experience in the Cul de Sac Bay Nature Reserve Looking forward to hosting you at La Casa Victoire!
Popular amenities for Little Bay waterfront rentals
Waterfront apartment rentals

Lilly's Beach

Secret View amazing apartment- Private pool

Amazing "Colosseo" duplex ocean view

"Blue beach" On the beach with a AMAZING VIEW

Simpson bay beach, spacious, beautiful views!

CondoSTmaarten panoramic (Adults Only)

Stunning oceanfront condo

Charming apartment on the beach, 1 or 2 bedrooms
Waterfront house rentals

Villa Pandora

Teresa’s Ocean Paradise

3 Bedroom Ocean Front Villa, Private Infinity Pool

Villa Josefa SXM · Ocean View Above Friar’s Bay

Slowlife - Villa Wellness 4 beds

Villa Areca • 3BR waterfront with kayaks, WiFi, AC

The Beach House

PALM BLUE Caribbean Pinel Bay View
Waterfront condo rentals

Modern Oceanview 2-Bedroom Condo on Mullet Bay

Maho Love Shack:Unwind by the Rooftop Pool&Hot Tub

2 Bedroom Duplex up to 5 guests right on the beach

Princess Anouk, Orient Bay, pool, on the beach

Sint Maarten La Terrasse Maho

Casa Nova, Indigo Bay SXM

Indigo~2 KingSuites, Priv Pool, 2 Min Walk 2 Beach

CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub
When is the best time to visit Little Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$91,207 GYD | G$90,998 GYD | G$87,860 GYD | G$66,941 GYD | G$62,967 GYD | G$62,130 GYD | G$62,130 GYD | G$60,456 GYD | G$51,461 GYD | G$55,226 GYD | G$64,012 GYD | G$89,952 GYD |
| Avg. temp | 26°C | 26°C | 26°C | 27°C | 28°C | 29°C | 29°C | 29°C | 29°C | 29°C | 28°C | 27°C |
Destinations to explore
- Rentals with beach access Little Bay
- Villa rentals Little Bay
- Serviced apartment rentals Little Bay
- Pet-friendly rentals Little Bay
- Fitness-friendly rentals Little Bay
- Family-friendly rentals Little Bay
- Luxury rentals Little Bay
- Rentals with outdoor seating Little Bay
- Rentals with a washer and dryer Little Bay
- Beachfront rentals Little Bay
- Rentals with a patio Little Bay
- Apartment rentals Little Bay
- House rentals Little Bay
- Rentals with pools Little Bay
- Waterfront rentals Sint Maarten





