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Holiday houses in Little Bay

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Top-rated holiday rentals in Little Bay

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

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Guest favourite
A wide view reveals the tranquil turquoise waters of Great Bay, framed by lush green hills. A modern tiled railing encircles the spacious deck area, inviting guests to enjoy the scenic landscape. Fluffy clouds drift above the vibrant seascape.
Apartment in Little Bay
4.95 out of 5 average rating, 19 reviews

Great Bay view charming Apt!

This special place with a Beautiful view of Great Bay! Watch the cruise ships come in with coffee and leave at night with a cocktail! . View Phillipsburg boardwalk from your deck. A short walk down the hill to Little Bay Beach.A mile from Front Street boardwalk shopping. Easy free parking on site. Starlink Wi-fi with a smart Tv and Netflix plus A DVD player with many free DvD’s on site.. Nice Caribbean breezes. 7 night minimum . We suggest renting a car for full enjoyment of touring the island.

Top Guest favourite
Large glass sliding doors open to a sunny outdoor deck with views of the turquoise ocean. Comfortable lounge chairs and a dining table are visible among tropical palm trees. The living area features a soft gray couch and a wall-mounted TV, creating an inviting indoor space.
Apartment in Simpson Bay
5 out of 5 average rating, 220 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
A scenic view showcases lush greenery, with a body of water reflecting the sky and distant hills. The ocean is visible on the horizon, framed by clouds and bright blue sky, creating a serene natural landscape.
Guesthouse in Little Bay
4.91 out of 5 average rating, 46 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.

Top Guest favourite
An infinity pool reflects the bright blue sky and shimmering sea, creating a tranquil contrast. The edges of the pool are lined with clear glass panels, providing unobstructed views of the horizon. The sunlight sparkles on the water's surface, emphasizing the serene setting.
Home in Indigo Bay
5 out of 5 average rating, 20 reviews

Life's Good

Located in the only planned community in Sint Maarten in the beautiful and gated “Indigo Bay”. The whole villa to yourself and just 10 minutes from the airport. Villa "Life’s Good" with infinity pool is located on the mountainside with a 180 degree view of the sea and view of the Islands, Saba, St Kitts & Nevis and Sint Eustatius.. A spectacle of breathtaking sunrises and sunsets. Just a 3 minute drive from the villa: are beaches, restaurants and all amenities.

Superhost
A spacious verandah features a comfortable seating area with a light-colored couch and a dark wicker coffee table. Lush greenery is displayed in a yellow planter, with panoramic views of the hills and bright blue sky in the background.
Home in Indigo Bay
4.77 out of 5 average rating, 180 reviews

La Pearle - Luxurious 1 Bedroom Condo By the Beach

Nestled on the hills of Indigo Bay, La Pearle is located midway between Philipsburg and the Simpson Bay touristic hang out. La Pearle exudes relaxation the minute you walk through the door! Awake to watching the Allure of the Seas make its way into the harbor. La Pearle, elegant, sophisticated and distinguished! The 1- bedroom spacious condo sleeps two! Experience luxury with a huge verandah overlooking the Indigo beach, Caribbean living, yours to enjoy!

Top Guest favourite
An outdoor terrace features comfortable white lounge furniture arranged around a coffee table. Sun loungers are positioned beside a private infinity pool, overlooking the ocean and distant boats. The scene is framed by tropical plants and a clear blue sky, enhancing the serene coastal environment.
Loft in Marigot
4.99 out of 5 average rating, 170 reviews

Sea Loft, Breathtaking View – Private Pool

* 200 m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with deckchairs, garden furniture, outdoor table and BBQ * Office space * 100 Mbps WiFi * TV with thousands of channels from around the world * 250 m walk to Fort Louis de Marigot marina * 5 min walk to Marigot city center with its restaurants, shops and other stores * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station

Guest favourite
A dining area is presented with a modern table surrounded by four black chairs. Above, a colorful artwork adorns the wall, complementing the vibrant decor. Two candles on the table add an elegant touch, while soft lighting from above enhances the welcoming ambiance.
Condo in Cole Bay
4.83 out of 5 average rating, 127 reviews

Convenient, Near Airport, Free Parking + Security.

Cozy 1 bedroom apartment that is centrally located in a gated community in Cole Bay. This area is situated on the Dutch side of the island, but it is near the French side of the island. The apartment is 10 minute drive from the Princess Juliana International Airport. In the area, there is a small supermarket which is 1 minute walking distance and Lagoonies Bistro & Bar which is 2 minute walking distance from the apartment.

Top Guest favourite
A private heated pool is featured at the edge of the terrace, offering views of the ocean and nearby islands. The clear blue water contrasts with the light-colored stone surrounding the pool, while lush greenery can be seen in the background against a clear sky.
Apartment in Little Bay
4.99 out of 5 average rating, 158 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 favourite
An inviting outdoor space features a private pool surrounded by lush greenery and sea views. Comfortable lounge chairs are positioned nearby, providing a serene spot to relax. Sunlight reflects off the water's surface, creating a tranquil atmosphere.
Apartment in Indigo bay
4.95 out of 5 average rating, 108 reviews

Independent apartment at the bottom of the villa – Indigo Bay

The Villa Stella apartment welcomes you in a unique setting with spectacular views of the Caribbean Sea. Located in a 24-hour secure residence, tranquility awaits. You will be just an 8-minute walk to Indigo Bay Beach and close to shops and restaurants in the Dutch side. Composed of 2 bedrooms and 2 bathrooms, you can relax in the pool/jacuzzi overlooking the bay.

Top Guest favourite
A panoramic view captures the serene turquoise waters of Great Bay, framed by rolling hills and lush greenery. The horizon features a blend of clouds and sunlight, creating a tranquil coastal atmosphere. Cruise ships are subtly visible along the shoreline.
Villa in Little Bay
4.99 out of 5 average rating, 67 reviews

Barefoot Villas GreatBay View in Hot Tub & Balcony

Wake up to stunning panoramic views of Philipsburg and Great Bay. Sip your morning coffee as cruise ships glide into port, all while soaking in the refreshing ocean breeze. This centrally located property puts you just minutes away from Philipsburg’s vibrant shopping scene, local supermarkets, restaurants, and some of the island’s best beaches.

Top Guest favourite
An infinity pool extends toward the horizon, offering uninterrupted views of the Caribbean sea. The clear blue water reflects the sky, creating a serene atmosphere. Gentle slopes of greenery frame the scene, with a distant island visible on the water's surface.
Villa in Philipsburg
4.99 out of 5 average rating, 291 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.

Guest favourite
A lively beach promenade is visible, lined with palm trees and shaded umbrellas. Pedestrians can be seen walking along the path, while golden sandy beaches and vibrant blue waters create a scenic backdrop. Lush greenery and distant hills enhance the overall coastal view.
Apartment in Philipsburg
4.93 out of 5 average rating, 120 reviews

Amazing "Colosseo" duplex ocean view

The apartment Colosseo is located on the Great Bay, in Philipsburg, main city of Sint Maarten. Is a Duplex with a fully equipped kitchen, leaving room with sofa bed (for 2 people), laundry room, one bathroom, dressing, bed room with king size bed.

Popular amenities for Little Bay holiday rentals

When is the best time to visit Little Bay?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$696 NZD$658 NZD$672 NZD$667 NZD$646 NZD$582 NZD$571 NZD$520 NZD$490 NZD$532 NZD$563 NZD$717 NZD
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Quick stats about holiday rentals in Little Bay

  • Total holiday rentals

    Explore 150 holiday rentals in Little Bay

  • Nightly prices starting at

    Little Bay holiday rentals start at $35 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,640 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    100 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    140 of Little Bay holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Little Bay rentals

  • 4.9 Average rating

    Little Bay stays are highly rated by guests—averaging 4.9 out of 5!