Luxury rentals in Little Bay

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Top-rated luxury vacation rentals in Little Bay

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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 out of 5 average rating, 14 reviews

Mapai

Note: This property can be booked with less bedrooms. This spectacular oceanfront villa in St. Martin is located within Terrasse de Cul de Sac, within minutes of Orient Beach, Anse Beach Club, and Hope Estate. Newly renovated, the villa features a private boat dock and breathtaking views of the Caribbean Sea and Pinel Island. Ample alfresco living and dining spaces along with exquisite interiors set the stage for an unforgettable island escape, while six deluxe bedrooms (all with ensuite bathrooms) comfortably accommodate families, groups of friends, and destination wedding guests. Savor dreamy days in the Caribbean sun, floating in the infinite swimming pool, sipping cool cocktails on elegant loungers or sumptuous sunbeds, and beholding the sublime ocean views. Launch your boat or kayak onto the vast expansive of scintillating sea, and return to a delicious barbeque at the alfresco table. At sunset and at night, linger outdoors in the lanai's ample lounge, relishing the dreamy island breeze. An open wall joins the lanai and the interior living areas, allowing you to savor the ocean's enchanting presence all evening long. Adjacent indoor and alfresco living areas form an expansive, seamless space for entertaining guests. The luminous gourmet kitchen is fully equipped with chef-grade appliances, and one of its windows serves as the lanai's bar. Beside the kitchen, a lovely table is perfect for morning coffee or breakfast. The décor is exquisite in both the lanai and the interior, with gallery-worthy artwork and a bright yet cool palette that echoes the spirit of the sea. The villa includes six extraordinary bedrooms, all with ensuite bathrooms and furnished terrace areas, providing wonderfully placid privates spaces for downtime and rest. Five of the suites feature king beds and one has two twin-size bunk beds. Four of the six bedrooms enjoy ocean views. Mapai balances exquisite seaside privacy with easy access to nearby beaches, dining, and nightlife. The center of Cul de Sac is within walking distance, where you'll find dining options; there is also excellent dining and nightlife at nearby Orient Bay, Grade Case, and Hope Estate, with its renowned Bacchus restaurant. Anse Marcel Beach Club and Orient Beach area also just minutes away. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower, Dual Vanity, Television, Air conditioning, Ceiling fan, Access to terrace, Ocean view • Bedroom 2: King size bed, Ensuite bathroom with stand-alone shower, Television, Air conditioning,Ceiling fan, Access to terrace, Ocean view • Bedroom 3: King size bed, Ensuite bathroom with stand-alone shower, Television, Air conditioning, Ceiling fan, Access to terrace, Ocean view • Bedroom 4: King size bed, Ensuite bathroom with stand-alone shower, Television, Air conditioning, Ceiling fan, Access to terrace • Bedroom 5: 2 Twin size bunk beds, Ensuite bathroom with stand-alone shower, Air conditioning, Access to terrace • Bedroom 6: King size bed, Ensuite bathroom with stand-alone shower, Television, Air conditioning, Ceiling fan, Access to terrace, Ocean view (bedroom is only accesible from the outside) OUTDOOR FEATURES • Private dock • Terrace STAFF & SERVICES Included: • Gardener • Pool Service 2 days a week • 24/7 On-site maintenance and emergency services • Cost of delivery of villa pre-stocking Extra cost (advance notice may be required): • Additional housekeeping

Luxe

An aerial view of a contemporary villa reveals terracotta rooftops and lush tropical landscaping surrounding the property. The infinity pool, adorned with red umbrellas, stands out amidst greenery, while panoramic ocean views stretching beyond the estate highlight the serene environment.

Villa in Les Terres Basses

5 out of 5 average rating, 5 reviews

Just in Paradise

The moment you arrive in the villa’s stunning courtyard; you are in paradise. It’s a perfect stage for this stylish contemporary home with mesmerizing views. Lush gardens are filled with the fragrance of jasmine, colorful allemande and vivid bougainvillea anchored with magnificent palms. The covered walkway, as beautiful in daylight as in night time, is flanked on either side with small pools planted with tropical water foliage. Enter the double door and the panoramic view spreads before you like a dramatic mural. From the main terrace, the sweeping vistas stretch from La Samanna on Long Bay Beach westward to Plum Bay Beach; from the roof top lounge it is 360. The photogenic sunsets are simply spectacular. The layout takes full advantage of the villa’s visual assets. Deep covered loggias, supported by soft grey concrete columns, and sunning terraces flow around the house. Dining and lounging areas are strategically positioned to observe the view. The stunning infinity pool coils like a nautilus shell into an infinity jet tub. The interiors seamlessly connect with the exterior spaces. Floor to ceiling glass pocket doors open completely to the outside. The spacious open plan living and dining room, with unusual high vaulted ceilings, belongs in a design magazine. Sleek, elegant furnishings in grey, taupe, and cream are accented with pops of color. Vibrant modern art appears in every room adding visual interest. A modern gourmet kitchen opens to the view, connecting the chef with the guests. The three bedrooms are equal in size, spacious, and comfortable. Each room has private indoor and outdoor seating. The décor is clean and modern, schemed in taupe, grey and white each room with an individual color scheme. The spa bathrooms are stunning in tumbled travertine, Indonesian river rocks and sleek fixtures. Walk in showers flow into outdoor showers with sea views. Although very secluded, you are very close to amenities. Long Bay and Plum Bay beach are nearby. 10 minute drive brings you to the charming French capital of Marigot with restaurants, shops and galleries, historic buildings and the Creole Market. Drive 25 minutes to Grand Case; 30 to Philipsburg’s shopping haven and a mere 10 to the airport. BEDROOM & BATHROOM • Bedroom 1: King size bed, Ensuite bathroom with stand-alone shower, Alfresco shower, Dual vanity, Air conditioning, Television, Desk, Ceiling fan, Direct access to pool area, Sea view • Bedroom 2: King size bed, Ensuite bathroom with stand-alone shower, Alfresco shower, Dual vanity, Air conditioning, Television, Desk, Ceiling fan, Direct access to pool area, Sea view • Bedroom 3: King size bed, Ensuite bathroom with stand-alone shower, Alfresco shower, Dual vanity, Air conditioning, Television, Desk, Ceiling fan, Direct access to pool area, Sea view FEATURES & AMENITIES • More under “What this place offers” below Included: • Gardener • More under “What this place offers” below Extra Cost (advance notice may be required): • Activities & excursions • More under “Add-on services” below

Luxe

Villa in Les Terres Basses

5 out of 5 average rating, 7 reviews

Giselle

Marvel at the sunset from your private hot tub at this oceanfront villa on St. Martin. Walk barefoot to Plum Bay Beach for a swim in the surf, and return to cocktail parties under the starry sky. Perched in the prestigious Terres Basses area on the island's west coast, Giselle balances vintage Caribbean elegance, state-of-the-art comforts, and an open, free-flowing design that bathes your every moment in the spirit of the sea. The symmetrical house features a capacious central living room opening to a shaded veranda and expansive pool terrace with panoramic ocean views. The terrace is perfect for special parties or carefree days under the immense sky, while the covered lounge area forms a cool retreat for afternoon refreshments or cocktail parties. A light-filled kitchen forms the fulcrum of the home, with a 2-sided window bar serving the veranda and terrace. The main dining room includes a table for 12 beneath vaulted ceilings of whitewashed wood, with wide thresholds creating a breezy, alfresco ambiance. The spacious living room balances an ancient minimalism with vintage modern-chic furniture and Buddhist artwork, perfect for lively gatherings or tranquil relaxation into the wee hours. Four of the villa's bedrooms open directly to the pool terrace, while the fifth suite enjoys extra privacy with its own entrance and kitchenette. All have king beds, ensuite bathrooms, and air conditioning, providing comfortable havens for a family, group of friends, or destination wedding guests. While Giselle's location on the island's westernmost edge offers some of the finest views and beach access on St. Martin, it's also within easy reach of the island's main towns and nightlife spots. Enjoy the vibrant markets of nearby Marigot, the world-class shopping in Philipsburg, and some of the region's most renowned restaurants in Grand Case. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower, Walk-in closet, Television, Safe, Direct access to terrace, Ocean view • Bedroom 2: King size bed, Ensuite bathroom with stand-alone shower, Walk-in closet, Television, Safe, Direct access to terrace, Ocean view • Bedroom 3: King size bed, Ensuite bathroom with stand-alone shower, Walk-in closet, Television, Safe, Direct access to terrace, Ocean view • Bedroom 4: King size bed, Ensuite bathroom with stand-alone shower, Walk-in closet, Safe, Direct access to terrace, Ocean view • Bedroom 5 - Apartment: King size bed, Ensuite bathroom with stand-alone shower, Kitchenette, Private entrance OUTDOOR FEATURES • Terrace STAFF & SERVICES Included: • Gardener • Pool keeper • Welcome breakfast basket • 24/7 onsite maintenance & emergency services Extra Cost (advance notice may be required): • Adventure activities • Swimming pool - heating included from April 16- October 15

Luxe

An elegant villa is showcased with a sparkling blue double pool at the center. Lush palms surround the deck, which features comfortable lounge chairs and a nearby outdoor bar area. The light-colored architecture is complemented by a terracotta roof under a clear blue sky.

Villa in Les Terres Basses

5 out of 5 average rating, 13 reviews

Belle Fontaine

The picturesque approach to Belle Fontaine sets the mood for this elegant French Provence meets Creole style villa. A long stone walled drive, lined with tropical flowers and shrubs, brings you to the entrance filled with architectural beauty. Coral stones embedded with colorful ceramic tiles, Moorish inspired arches and windows trimmed in blue, country style shutters and terracotta roof offer an exotic tropical welcome. From the moment you step inside, the view spans before you. Swaying palms frame the sapphire blue sea, endless sky and the outline of Saba. Colorful tropical gardens surround the house and deck. The mood is very peaceful. Set in expansive epi wood, the new double pool dazzles in blues. The smaller pool is inset with a tiled table, just waiting for your cold beverage. The larger pool is for swimming under the Caribbean sun. Surrounding the pool is crisp blue and white deck furniture that perfectly complements the view. Tall palms and native boulders accent the deck. A large gazebo, set to one side of the terrace, contains generous seating for lounging and dining, plus a built in BBQ. It’s a superb place to relax and watch the colorful sunsets. The cool interiors are designed to take full advantage of the view. Floor to ceiling glass doors, terracotta floors, high vaulted ceilings and arched windows accent the spacious areas for seating and dining. The décor blends modern exotic lines with the softness of Provence. Rattan, teak and bleached woods are adorned with white and blue fabrics. Underfoot, oriental carpets add exotic color; eclectic decorative pieces complement the mood. The large, well equipped kitchen has a French country attitude. Large arched windows bring in the view and connect the kitchen to the terrace. Although quite secluded you are close to the Terres Basses beaches. You are two minutes to Baie Nettle and seven minutes to the charming French capital of Marigot with restaurants, the Creole Market, galleries and shopping. It’s a 10 minute drive to the airport and 30 minutes to both Grand Case and Phillipsburg. BEDROOM & BATHROOM • Bedroom 1: King size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Smart TV • Bedroom 2: King size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Smart TV • Bedroom 3: King size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Smart TV • Bedroom 4: King size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Smart TV • Bedroom 5: King size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Smart TV FEATURES & AMENITIES • Wine cooler OUTDOOR FEATURES • Outdoor living space • Gazebo STAFF & SERVICES Included: • Caretaker - lives on-site • Gardener • Pool maintenance • Welcome basket • Welcome toiletries Extra cost (advance notice may be required): • Additional housekeeping

Luxe

An expansive infinity pool is framed by elegant stone columns and lush greenery. Comfortable lounge chairs are arranged under white umbrellas, with a view of vibrant blue sea and sky in the distance. The terracotta patio below includes landscaped garden areas, enhancing the outdoor space.

Villa in Les Terres Basses

4.88 out of 5 average rating, 8 reviews

Mariposa

Mariposa is an elegant Caribbean style villa with a romantic tropical atmosphere. Terracotta floors edged with painted tiles flow throughout the interior and exterior. White walls, tiled roof, stone columns all add traditional architectural beauty. Lush pink bougainvillea and palm filled gardens, set in green lawns, draw the eye straight to breathtaking panoramic views of the brilliant blue sea and sky. All this being framed by arched walls surrounding the turquoise pool. The house is perfect for outdoor living and entertaining with multi-level terraces that descend from the main level to the large horseshoe shaped pool and beyond to the lawn. Multiple al fresco dining and seating areas take full advantage of the view; whether privately or together with friends and family. If you wish to relax inside, while still enjoying sea views, step into the large comfortable living room with 40” flat screen satellite TV/DVD, stereo system, and full sized pool table. Adjacent to the interior dining and living room is a well-equipped kitchen fitted with fine dinner & glass ware and everything required for a gourmet meal. Open to the view, the kitchen connects the chef with the guests or prepare your al fresco meal on the built in gas barbeque. The four exterior access bedrooms are equal size and air conditioned. Two are placed at each end of the villa; one upper and one lower. The décor in each room is filled with airy, romantic style heightened by high vaulted ceiling and wicker, rattan or dark wood tropical furnishings accented with white and cream fabrics. Every room has sea or pool views plus private terraces and interior seating. The bathrooms are uniquely decorated in richly colored traditional tiles and sinks from Provence. From the oversized double showers, you view the ocean and gardens. Although the villa is well secluded, you are very close to amenities. Walk to Plum Beach. 10 minute drive brings you to the charming French capital of Marigot with restaurants, shops and galleries, historic buildings and the Creole Market. Drive 25 minutes to the Grand Case food scene; 30 to Philipsburg’s shopping haven and a mere 10 to the airport. BEDROOM & BATHROOM Bedroom 1 - Primary: King size bed, En-suite bathroom with shower, Air conditioning, Safe, Private terrace Bedroom 2: King size bed, En-suite bathroom with shower, Air conditioning, Safe, Private terrace Bedroom 3: Twin size beds (can be converted to a King size bed), En-suite bathroom with shower, Air conditioning, Safe, Private terrace Bedroom 4: King size bed, En-suite bathroom with shower, Air conditioning, Safe, Private terrace Features & Amenities • Air conditioned bedrooms Staff & Services Included: • Gardener • Pool maintenance • 1 Arrival airport transfer for up to 8 guests

Luxe

Villa in Les Terres Basses

4.63 out of 5 average rating, 8 reviews

Azur Dream

Gaze upon endless ocean views from this stately house on the eastern tip of Saint Martin’s French side. Work on your vacation tan from one of the poolside sun loungers or settle in for a nap beneath the shaded hammock. At dinner, the alfresco set on the wrap-around terrace is a breezy setting for fresh seafood. Or, drive 10-minutes to Marigot for a wide selection of fusion restaurants. BEDROOM & BATHROOM Upper Level • Bedroom 1: King size bed, Ensuite bathroom with stand-alone rain shower, Television, Air conditioning • Bedroom 2: King size bed, Ensuite bathroom with stand-alone rain shower, Television, Air conditioning, Connected to bedroom 3, Direct access to pool area • Bedroom 3: King size bed, Ensuite bathroom with stand-alone rain shower, Television, Air conditioning, Ceiling fan, Connected to bedroom 2, Private entrance • Bedroom 4: King size bed, Ensuite bathroom with stand-alone rain shower, Television, Safe, Air conditioning, Ceiling fan, Direct access to pool area • Bedroom 5: King size bed, Ensuite bathroom with stand-alone rain shower, Television, Air conditioning, Direct access to pool area, Sea view Lower Level • Bedroom 6: King size bed, Ensuite bathroom with stand-alone rain shower, Air conditioning, Private entrance • Bedroom 7: King size bed, Ensuite bathroom with stand-alone rain shower, Air conditioning, Private entrance OUTDOOR FEATURES • Outdoor lounge area STAFF & SERVICES Included: • Gardener • Pool maintenance Extra Cost (advance notice may be required): • Additional housekeeping • Additional airport transfers • Activities & excursions • Swimming pool - heating included from April 16- October 15 • More under “Add-on services” below

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

4.83 out of 5 average rating, 12 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

Luxe

Villa in Indigo Bay

4.8 out of 5 average rating, 5 reviews

Villa Numa

Perched atop the seaside cliffs of St. Maarten above Indigo Bay, this stunning luxury rental enjoys sweeping ocean views and majestic sunsets from within its gated community. The ocean-facing corner of the villa opens fully to the terrace, creating a space blends inside and out seamlessly for spontaneous dips in the pool, sunbathing sessions, and delicious alfresco meals. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand alone shower, Television, Ocean view • Bedroom 2: Queen size bed, Ensuite bathroom with stand alone shower, Television, Ocean view • Bedroom 3: Queen size bed, Ensuite bathroom with stand alone shower, Television, Ocean view • Bedroom 4: Queen size bed, Ensuite bathroom with stand alone shower, Television, Ocean view • Bedroom 5: Queen size bed, Ensuite bathroom with stand alone shower, Television, Ocean view • Bedroom 6: Queen size bed, Ensuite bathroom with stand alone shower, Kitchenette, Television, Ocean view STAFF & SERVICES Included: • Gardener • Linen change • Concierge service Extra Cost (advance notice may be required): • Activities and excursions • Housekeeping

Luxe

An inviting outdoor area features a curved pool surrounded by sleek lounge chairs adorned with bright orange towels. A large umbrella provides shade, while palm trees sway gently in the breeze. The ocean's vibrant blue hues extend to the horizon, enhancing the serene atmosphere.

Villa in Lowlands

5 out of 5 average rating, 5 reviews

Mumbai - Beachfront Villa w/ Pool + Concierge

In the exclusive Shore Pointe village at Cupecoy, Sint Maarten, Villa Mumbai exudes luxury and elegance within a gated community. Set amidst lush tropical gardens, this gem features contemporary decor, tumbled travertine floors, and a stunning view of the Caribbean Sea. With an open-plan living area, high-end kitchen, and vibrant art and artifacts, it offers an exotic yet soothing atmosphere. Three equally spacious bedrooms boast sea views and spa-style bathrooms, while outdoor spaces include co

Luxe

An expansive living area is highlighted, featuring a spacious modular sofa around a low coffee table. Behind it, a dining table accommodates multiple chairs. Large windows offer panoramic views and natural light, while a modern kitchen is visible in the background, equipped with sleek appliances.

Villa in Simpson Bay

5 out of 5 average rating, 3 reviews

Las Brisas Penthouse A

Welcome to this stunning 3-bedroom penthouse located in the prestigious gated community of Las Brisas, Cole Bay, St. Maarten. This luxurious residence offers an unmatched living experience with breathtaking views and modern amenities. The penthouse features three spacious bedrooms, each designed with elegance and comfort in mind. The master suite boasts an en-suite bathroom and private balcony, perfect for soaking in the serene surroundings. The open-concept living and dining areas flow seamles

Luxe

An outdoor area features a serene swimming pool surrounded by a spacious deck. The covered terrace is adorned with comfortable seating and subtle lighting, creating a relaxed ambiance. Lush greenery lines the background, enhancing the sense of privacy and tranquility.

Villa in Baie Rouge Residence

5 out of 5 average rating, 3 reviews

La Perla Classic

Luxurious Beachfront Villa - very private An exquisite haven nestled in the prestigious gated community of Baie Rouge, offering an intimate and romantic ambiance tailored for couples seeking a tropical retreat. Whether it's a honeymoon or an anniversary celebration, this villa promises an unforgettable experience. Situated directly on Baie Rouge beach, guests are treated to private beach access and breathtaking panoramic views of the ocean, with the allure of Anguilla visible in the distance.

Luxe

An infinity pool reflects the clear blue sky, overlooking the ocean. Sun loungers are arranged neatly on the deck, inviting relaxation. The villa's modern architecture features expansive glass panels, enhancing the connection between indoor and outdoor spaces.

Villa in Indigo

5 out of 5 average rating, 4 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.