Luxury rentals in Little Bay

Find and book unique accommodations on Airbnb

Top-rated luxury vacation rentals in Little Bay

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

1 of 1 pages1 / 1
Luxe
An outdoor view of a villa features a shimmering pool surrounded by lounge chairs. The covered seating area can be seen in the background, alongside lush greenery and distant views of the turquoise sea and sandy shore under a partly cloudy sky.
Villa in Les Terres Basses
4.87 out of 5 average rating, 15 reviews

Maison de Reve

The centerpiece of this very private estate property is an elegant 8000 square foot, six-bedroom villa filled with spacious indoor and outdoor living. Lush and colorful tropical gardens, grand entry courtyard and expansive lawns surround the house. The mood is tropical exotic and inviting with the feel of a private home in Bali. The villa’s stunning panoramic views are accented by the brilliant turquoise sea, sandy beaches, sloping mountains and the charming town of Marigot. Multi-level sitting areas for dining or relaxing, both covered and open, surround the pool to take full advantage of the variegated view from dawn to dusk. The exotic rainforest style pool, complete with waterfall, adds visual interest by day and by night via fiber optics. At pool level is the barbeque and bar plus an additional dining space. The flow of the house creates a perfect villa for large family gathering, good friends or small corporate retreats. The interiors are serene and comfortable. The main living space features a large, open plan room with soaring ceilings, Indonesian style seating and accessories, a modern high end fully equipped kitchen plus a state of the art sound system and media facilities. Tumbled travertine floors flow throughout the interior and exterior spaces. Bedrooms include two off the living room, one upper and one lower, each with private sitting areas. Descend the outside stairs to the two bedroom suite with a shared media room and terrace. Two more bedrooms are in private casitas surrounded by lush gardens. Every bedroom is furnished Indonesian style in soft creams, whites and sand beige tones. Each has a soothing marble, spa-style bathroom featuring big walk-in showers and carved stone sinks. Although you might never wish to leave the house, you are walking distance to Baie Rouge Beach, ten minutes to Porto Cupecoy’s fabulous restaurants and seven minutes to the charming French capital of Marigot with restaurants, the Creole Market, galleries and shopping. Only 10 minutes from the International SXM airport and 30 minutes to both Grand Case and Phillipsburg. BEDROOM & BATHROOM  • Bedroom 1: King size bed, Ensuite bathroom with stand-alone rain shower, Safe, Ocean view • Bedroom 2: King size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Safe • Bedroom 3: King size bed, Ensuite bathroom with stand-alone rain shower, Safe, Shared access to media room with bedroom 4, Shared access to terrace • Bedroom 4: King size bed, Ensuite bathroom with stand-alone rain shower, Safe, Shared access to media room with bedroom 3, Shared access to terrace Casita • Bedroom 5: King size bed, Ensuite bathroom with stand-alone rain shower, Safe • Bedroom 6: King size bed, Ensuite bathroom with stand-alone rain shower, Safe Staff & Services Included: • Gardener • Welcome breakfast basket • 24/7 On-site maintenance & emergency services At Extra Cost – advance notice may be required: • Additional housekeeping

HospitalityIndoor spacesPoolGetting aroundOutdoor spacesFamilyViewBeachAccuracyBathroomLayoutWalkabilityConditionLocationAccessAir conditioningKitchenGrillQuietComfortLaundryCleanlinessSleep qualityAmenities

Luxe
A spacious terrace features white loungers and seating, facing a serene lagoon. Decorative outdoor tables are placed alongside the loungers. Large umbrellas provide shade, and an inviting pool reflects the bright blue sky, enhancing the tranquil waterfront view.
Villa in Les Terres Basses
4.86 out of 5 average rating, 14 reviews

Villa Mirabelle

Please note: This property can be booked with less bedrooms. Sun glances off a rock formation and slants through a pergola at this waterfront home on St. Martin’s Simpson Bay Lagoon. The sea feels like it’s lapping at the depths of the pool, and there’s a sunny terrace the width of the home. A covered outdoor living area connects to the French country–inspired kitchen via bar. Follow the path to a dock on the lagoon or walk 300 meters to Baie Rouge beach. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone rain shower, Walk-in closet, Television, Ceiling fan, Terrace, Ocean view • Bedroom 2: King size bed, Ensuite bathroom with stand-alone rain shower, Walk-in closet, Television, Ceiling fan, Terrace, Ocean view • Bedroom 3: King size bed, Ensuite bathroom with stand-alone rain shower, Walk-in closet, Television, Ceiling fan, Terrace, Ocean view • Bedroom 4: King size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Walk-in closet, Television, Desk, Ceiling fan, Ocean view • Bedroom 5: King size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Television FEATURES & AMENITIES • Formal dining areas with seating for 6 • Wine cooler OUTDOOR FEATURES • Alfresco dining areas with seating for 6 • Outdoor living space STAFF & SERVICES Included: • Linen & towel change - weekly • Gardener • Concierge service Extra Cost (advance notice may be required): • Activities and excursions

HospitalityViewFamilyIndoor spacesCleanlinessPoolKitchenComfortLocationWalkabilityConditionBeachAir conditioningAmenitiesTVAccuracyOutdoor spacesBathroomGrillQuietLayoutWifi

Luxe
An inviting infinity pool reflects the clear blue sky and ocean, creating a seamless horizon. A floating tray with refreshments is positioned in the water, while a contemporary chair is seen at the pool's edge, enhancing the tranquil atmosphere.
Villa
5.0 out of 5 average rating, 16 reviews

Ocean Breeze B

Welcome to unparalleled luxury at Indigo Bay, Sint Maarten. Nestled in one of the island's most sought-after gated communities, this 3-bedroom villa offers modern elegance with breathtaking views of the Caribbean Sea. The villa is thoughtfully designed with an expansive living room, full kitchen, bar, and a TV room for relaxation. Step outside to your private oasis featuring a private pool, BBQ area, and sun-soaked deck, perfect for alfresco dining or unwinding with a cocktail. The master suite

HospitalityViewLocationComfortAccuracyIndoor spacesCleanlinessGetting aroundDecorPoolQuietConditionValueCheck-inAmenitiesOutdoor spacesBathroomKitchenLayoutFamilyBreakfastSleep qualityAir conditioning

Luxe
Villa in Les Terres Basses
4.83 out of 5 average rating, 12 reviews

Villa Pamplemousse

Located in the exclusive community of Les Terres Basses, Pamplemousse is a stunning 6 bedroom villa offering breathtaking views of the Caribbean Sea and neighboring island Anguilla. Pamplemousse is a refuge of peace and serenity where visitors experience luxury in the heart of the Caribbean. A romantic stone path pulls you to the house where the majestic entry provides a flowing river all through the Villa. Inside, the main space is spectacular with elegant furnishings. A refined and comfor

HospitalityCleanlinessAccuracyIndoor spacesPoolNearbyConditionLocationAmenitiesLayoutComfortFamilyGetting aroundViewValueCheck-inOutdoor spacesBathroomKitchenLaundryBeachSleep qualityAccessCheckout

Luxe
Villa in Baie Rouge Residence
5.0 out of 5 average rating, 10 reviews

La Perla Classic- 1 BR Beachfront Luxury Villa

Are you planning a honeymoon, anniversary celebration, or a romantic getaway on the seductive shores of Saint Martin? The newly rebuilt Villa La Perla Classic is the answer to everything you’re looking for: Sweeping ocean views with exclusive beach access, a beachfront terrace with a private pool and a jacuzzi, a spacious plush interior, and a plethora of dining and pampering options a short drive away. Oh, and all the seclusion and sensory calm you and your lovebird need...

HospitalityCleanlinessBeachGetting aroundViewAccuracyLocationPoolIndoor spacesConditionHot tubValueLayoutComfortAir conditioningLaundryAmenities

Luxe
Villa
4.93 out of 5 average rating, 14 reviews

15% discount* until August 31, 2026: Villa Litchi

*Contact us to enjoy 15% off our regular rates on all accomodation-only stays completed by August 31, 2026* Treat yourself to the privilege of staying in this beautifully renovated two-bedroom villa, where breathtaking ocean views provide a stunning backdrop at every moment. Designed for couples or small families, it seamlessly blends refined design, exceptional comfort, and the timeless elegance of tropical living, creating the perfect setting for an unforgettable escape.

HospitalityPoolOutdoor spacesViewLocationKitchenComfortNearbyAccuracyIndoor spacesCleanlinessBeachCheckoutDecorBathroomGrillWifiFamilyGetting aroundBackyardSleep qualityAir conditioningCheck-inAmenities

Luxe
Home in saint martin
5.0 out of 5 average rating, 29 reviews

Villa Josefa SXM · Ocean View Above Friar’s Bay

✨ Located in the secure Mont Choisy residence, one of Saint Martin’s most peaceful and sought-after residential areas, Villa Josefa offers breathtaking panoramic views of Friar’s Bay, Terres Basses, Anguilla and the Caribbean Sea. 🏡 3 master suites with private bathrooms, fully equipped kitchen, pool, spacious deck, pergola and covered sea-view terrace. 🌴 5 minutes from Grand Case, 5-minute walk to Friar’s Bay and 10-minute walk to Happy Bay.

HospitalityBeachViewNearbyIndoor spacesLocationPoolComfortCleanlinessWalkabilityAmenitiesKitchenDecorFamilySleep qualityOutdoor spacesAccuracyGetting aroundConditionAir conditioningBathroomGrillHikingParkingLong stayNoiseShared spacesValue

Luxe
Home in Lowlands
5.0 out of 5 average rating, 28 reviews

Brand NEW - Waterfront Villa - Pool

Come stay in this magnificent waterfront villa. With its elegant architecture, its high-end materials and its warm atmosphere, this property invites you to relax and recharge your batteries. Ideal for families, it has 4 bedrooms, 4 bathrooms, including a very spacious master suite offering everyone independence and privacy in optimal comfort. Also enjoy an idyllic exterior directly on the water with a breathtaking view of the lagoon.

HospitalityLocationCleanlinessViewIndoor spacesAccuracyComfortPoolAmenitiesDecorBathroomGetting aroundBeachTVOutdoor spacesQuietNearbyFamilyWalkabilityConditionCheckoutAir conditioningCheck-in

Luxe
Villa in Cul-de-Sac
5.0 out of 5 average rating, 25 reviews

VOGUE ART Sea view / Luxury 5BR Villa

LUXURY & COMFORT 🌊 panoramic sea view of the bay, St. Barth, and Pinel 🏊‍♀️Heated pool 🧹 Daily cleaning (except Sundays and public holidays) ☎️ personalized concierge service 📺 International channels 💡generator 💦 water tank 🛌 premium bedding ❄️ Air conditioning in all bedrooms and the living room 🚗 Private parking for several vehicles 🔐 secure residence ☀️ large terraces with relaxing spaces

HospitalityAccuracyViewPoolCleanlinessFamilyAmenitiesIndoor spacesSleep qualityValueNearbyGetting aroundConditionBeachLocationDecorBathroomComfortBreakfastCheckoutAir conditioningCheck-in

Luxe
Villa in Indigo Bay
5.0 out of 5 average rating, 17 reviews

Villa Emeraude | Ocean View & Heated Infinity Pool

Perched on the hills of Indigo Bay, Villa Emeraude offers breathtaking views of the Caribbean Sea and the island of Saba. This modern 5-bedroom home is designed for an unforgettable tropical getaway, blending elegance, comfort, and high-end amenities. The stylish and inviting living room reflects the deep hues of the ocean, while the large solid-wood dining table seamlessly connects to the fully equipped kitchen.

HospitalityComfortViewOutdoor spacesFamilyGetting aroundLocationAccuracyIndoor spacesPoolBeachBathroomKitchenLayoutNearbyCleanlinessBreakfastBackyardCheck-inAmenities

Luxe
Villa in Indigo
5.0 out of 5 average rating, 9 reviews

Villa Aqua Dream, Indigo Bay

Discover Villa Aqua Dream: Your gateway to unrivalled luxury in St. Maarten. Nestled in the picturesque coastal enclave of Indigo Bay on the captivating island of Sint Maarten, Villa Aqua Dream stands as a testament to modernity and luxury. This 6-bedroom villa is a true masterpiece of contemporary design, offering an exquisite blend of minimalism and opulence that promises an unforgettable Caribbean escape.

HospitalityViewComfortGetting aroundAccuracyBathroomSleep qualityIndoor spacesPoolConditionLocationAccessCheckoutCheck-inFamilyCleanlinessAmenities

Luxe
The villa is positioned on the edge of a cliff, showcasing sweeping views of the turquoise Caribbean Sea. Lush greenery surrounds the property, and the coastline is punctuated by rocky formations. The distant shoreline features gentle curves and hints of nearby buildings and hills.
Villa in Les Terres Basses
5.0 out of 5 average rating, 5 reviews

Esprit de la Mer - Cliffside Villa, Terres Basses

Perched dramatically on the cliffs of Terres Basses, Villa Esprit de la Mer (Spirit of the Sea in French) perfectly embodies its name, offering sweeping panoramas that capture the Caribbean's beauty, energy, and tranquility. Overlooking Baie Rouge, this elegant five bedroom residence invites guests to experience St. Martin's most captivating scenery from sunrise to its spectacular, flame-hued sunsets.

HospitalityLocationGetting aroundViewFamilyCleanliness

Popular amenities for Little Bay luxury vacation rentals

Other great luxury vacation rentals in Little Bay

Luxe
Villa in Terres Basses

Ambiance

PoolLocationSleep qualityWifiHospitalityOutdoor spacesFamilyBathroom

Luxe
The outdoor area showcases a central pool framed by a wooden deck, surrounded by lounge chairs. Covered verandas extend from the main house, offering shaded seating and dining areas. The turquoise sea and lush landscape are visible in the background under a clear sky.
Villa in Les Terres-Basses
5.0 out of 5 average rating, 11 reviews

Casa Cervo

HospitalityLocationPoolViewBeachAccuracyNearbyIndoor spacesCleanlinessOutdoor spacesLayoutComfortFamilyGetting aroundConditionKitchenSleep qualityQuietAir conditioning

Luxe
Villa in Baie Rouge East Road
5.0 out of 5 average rating, 16 reviews

La Perla Bianca

HospitalityBeachCleanlinessAccuracyViewGetting aroundLocationComfortDecorPoolNearbyWalkabilityConditionAccessQuiet

Luxe
Villa in Baie Rouge Residence
5.0 out of 5 average rating, 7 reviews

La Perla Palais - Luxury Villa on Private Beach

HospitalityOutdoor spacesDecorFamilyCleanlinessComfort

Luxe
Villa
4.89 out of 5 average rating, 9 reviews

15% off* until Agust 31, 2026: Villa Kiwi

PoolBathroomLocationHospitalityOutdoor spacesIndoor spacesFamilyGetting aroundViewAccuracyCleanlinessConditionBeachAccessAir conditioningDecorKitchenNearbyWalkabilitySleep qualityAmenities

Luxe
An outdoor terrace is showcased, featuring several lounge chairs positioned on a grassy area beside an infinity pool. The horizon is complemented by a panoramic ocean view, with clear blue skies and scattered clouds creating a serene backdrop.
Villa in Orient Bay
5.0 out of 5 average rating, 7 reviews

Villa Ocean's One | Ocean View | Concierge

HospitalityIndoor spacesCleanlinessLocationFamilyPoolAccuracyViewGetting aroundBackyardConditionOutdoor spacesBathroomCheckoutComfortParkingCheck-in

Luxe
An open living space is filled with natural light, featuring a white sectional sofa and modern furnishings. A ceiling fan hangs above, while large windows offer views of the waterfront. The high ceilings add to the overall spacious feel of the area.
Villa in Lowlands
5.0 out of 5 average rating, 4 reviews

Villa Allegra

HospitalityWalkabilityGetting aroundComfortAccuracyNearbyLaundryCleanliness

Luxe
An expansive infinity pool overlooks the tranquil Caribbean water, framed by lush green hills. Elegant loungers are arranged along the wooden deck, providing a perfect spot for relaxation amid scenic views. The clear blue sky complements the serene atmosphere of the oceanfront setting.
Villa in Cul-de-Sac
5.0 out of 5 average rating, 17 reviews

Mapai

HospitalityViewLocationPoolNearbyDecorConditionOutdoor spacesFamilyWalkabilityBeachSleep qualityIndoor spacesCleanlinessAmenitiesBreakfastGetting aroundAccuracyLayoutLaundry