Villa vacation rentals in Little Bay

A private pool is bordered by a spacious patio area, featuring two lounge chairs. Expansive ocean views are visible in the background, with lush greenery surrounding the space. A dining table is situated under a covered area, providing a shaded option for meals outdoors.

4.95 out of 5 average rating, 81 reviews

Villa Ocean - Indulge Yourself in Paradise

A three-bedroom, two-bathroom beauty overlooking beach/vast views of the ocean in Indigo Bay. Sunset viewing on the deck, private pool or down to the beach 10 min by walking. 10 min to airport, night life, other popular beaches. Close to town. groceries, restaurants. All the bedrooms have a view of beach and the ocean. There is free wireless internet, TV, air conditioning, a dishwasher, refrigerator, microwave, wine refrigerator, coffee maker, washer dryer, outdoor gas grill and private parking.

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An open-concept living space features large sliding glass doors that reveal views of the tranquil bay. A dining area with a wooden table and upholstered chairs sits centrally, complemented by a cozy sofa adorned with colorful throw pillows. A vibrant platter of fresh fruit and charcuterie adds a decorative touch.

4.94 out of 5 average rating, 49 reviews

Villa Solandra – 3BR Oceanfront Sunset w/ Pool

Welcome to Villa Solandra, a western facing ocean front luxury 3BR/3BA home with a private pool in Indigo Bay. Enjoy romantic & epic sunsets, this cliffside escape blends indoor-outdoor living with sweeping Sea & Bay views, two large oceanfront balconies, and designer interiors. Enjoy a chef inspired kitchen, luxury king suites w/ ensuite baths, private garden just minutes from beaches, dining, Simpson Bay and Maho’s iconic plane spotting. Perfect for families, friends, or romantic getaways.

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5.0 out of 5 average rating, 19 reviews

Villa in Philipsburg

Ocean View Villa Little Bay

🌴 Villa Little Bay – Oceanview Bliss With 360° Views Enjoy the peaceful sound of the waves and a serene, private atmosphere that’s still close to everything. We’re located within walking distance to Philipsburg, the vibrant heart of SXM—Front Street, top shopping, restaurants, and the island’s best casinos. The beach is just 5 minutes away, Step outside to your private patio for sunbathing, and shimmering ocean‑view pool. Villa offers the perfect blend of tranquility and convenience.

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An infinity pool is visible in the foreground, its clear water merging with the expansive blue sea. Beyond, the horizon features distant islands under a clear sky, complemented by palm trees swaying gently in the breeze.

4.81 out of 5 average rating, 94 reviews

Villa Indigo Dream, Indigo Bay SXM

Prepare to de-stress and to be mesmerized by the continuous influence of the sunlight and the sea throughout the villa. The villa offers a spectacular indoor-outdoor living experience which opens onto the infinity pool deck and boasts breathtaking views of the islands Saba, St. Eustatius and St.Kitts. The home defines true tranquility. Listen to the surf as sip your coffee in the morning or make a sunset toast watching nature's greatest light show over the sea.

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The villa features a modern design with two levels, surrounded by lush greenery. An infinity pool is situated in front, with reclining chairs positioned nearby. The outdoor dining area is visible, and the expansive glass windows reflect the vibrant surroundings, inviting natural light into the space.

5.0 out of 5 average rating, 34 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.

LocationFamilyDecor

A private pool is situated on a wooden deck, surrounded by lush greenery and palm trees. Sun loungers are positioned nearby, offering a view of the sea and distant boats. The clear water of the pool reflects the vibrant blue sky.

5.0 out of 5 average rating, 110 reviews

VILLA I LOVE VIEW – Luxury villa with sea view

Villa I LOVE VIEW is an oasis of tranquility – with its private pool (naturism possible), large terrace and luxurious kitchen area. Come and discover its view with multiple shades of blue while relaxing on the deckchairs by the pool with zen natural stone reflections Located in Cul de Sac, facing Saint Barth, Pinel Island and the Eastern Bay. Close to the most beautiful beaches of the island, restaurants, water sports, it is the ideal place for your vacation.

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Villa in Upper Prince's Quarter

4.94 out of 5 average rating, 88 reviews

Villa Blue Roc

This luxurious villa is located in a secure residence with a breathtaking view, facing the ocean and the island of St Barthelemy, perched on the heights of Dawn Beach, 15 minutes from the famous beaches/restaurants of Orient Bay and Grand Case in the French part. The villa is also 5 minutes from the Dutch capital, Philipsburg, a must for shopping. Thanks to the large outdoor spaces and the infinity pool, this villa will offer you an unforgettable stay.

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4.93 out of 5 average rating, 27 reviews

Two black lounge chairs are positioned on a spacious terrace, facing stunning views of the coastline and lush greenery. A small table between the chairs holds a pineapple and a drink, offering a relaxing space to enjoy the surrounding scenery.

Villa in Little Bay

Villa Kailani 3 bedroom with Stunning Ocean Views

The moment you enter Villa Kailani ,you will be mesmerized by the stunning views. The villa features 3000 sq ft of outdoor terrace, a private pool, a spacious living room, a gourmet chef’s kitchen with wine fridge, and a covered outdoor dining with seating for 10. Each spacious king bed suite features separate entry, air conditioning and en suite bathroom, making this villa ideal for couples travelling together or family groups that need their space!

LocationFamilyCleanliness

A private pool is framed by wooden decking, complemented by two lounge chairs and a side table. A scenic view of azure waters and distant islands is visible, with sailboats dotting the horizon. Lush palm trees provide a tropical ambiance.

4.85 out of 5 average rating, 157 reviews

Villa Bella sea view pool and jacuzzi 3 bedrooms

Wake up every morning facing Pinel Island, in a modern villa bathed in light, with a private pool and a quiet and green environment. The Villa is located in the Horizon Pinel residence overlooking Îlet Pinel, Petite Clef, Orient Bay, Tintamarre and Saint Barthélemy. It overlooks the incredible and famous Cul de Sac Bay Nature Reserve, known for its population of turtles, rays and pelicans. The shallow and always calm bay is ideal for snorkeling

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An outdoor space features a private pool surrounded by lounge chairs and a dining area with a large table. Palms sway gently in the breeze, framing views of the turquoise waters and lush hills. The deck is paved with light-colored tiles, enhancing the serene atmosphere.

4.96 out of 5 average rating, 137 reviews

VILLA JADE3: 2 BEDROOMS & POOL FEET IN THE WATER

VILLA JADE is a complex of 3 villas, on the waterfront. VILLA JADE 3, our 2 bedroom villa is located in Cul de Sac Bay, facing PINEL Island and the turquoise water nature reserve. Life is peaceful there, kayaking, relaxing, BBQ... You are 5 minutes from the fabulous Baie Orientale, its restaurants, bars and water activities... The 3 villas are adjoining but very private and quiet, your only view is the sea... your only goal is to "enjoy"......

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A heated pool is surrounded by a bright tiled patio, featuring two people on colorful chicken floaties. The backdrop offers expansive ocean views under a clear blue sky, with scattered clouds enhancing the tranquil atmosphere.

4.97 out of 5 average rating, 38 reviews

Beach-Private Pool-2 Master King Bedrooms

Get away from your everyday stress and let the breathtaking views of the Caribbean Sea wash it all away as you enjoy the incomparable blue hues of the sea. Unwind in two sublime master suites, each boasting an inviting king-size bed and private bathrooms where you can melt away your worries like never before. Slip into total relaxation with every dip in a heated pool within a breathtaking courtyard—all at your own leisure!

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Villa in Indigo bay, Sint Maarten

A private pool is set in a serene outdoor area, surrounded by lush greenery and palm trees. The pool features a tiled edge, with a wooden tray holding tropical fruits floating in the clear water. A spacious lawn complements the inviting atmosphere.

4.93 out of 5 average rating, 73 reviews

Ocean Dream Villa

Indulge in luxury at a two-bedroom villa in Indigo Bay, Sint Maarten. Enjoy modern elegance, a private pool, and ocean views. Relax indoors or outdoors, savor gourmet meals, and unwind under starlit skies. Luxurious bedrooms offer ocean vistas. Whether for romance or family, this villa promises a memorable Caribbean escape at Ocean Dream, where luxury meets natural beauty. Book now for an extraordinary island retreat.

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Popular amenities for Little Bay villa rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

A spacious outdoor area is visible, featuring comfortable seating under a shaded awning. Tropical flowers add vibrant color to the scene, and the inviting infinity pool can be seen in the background, surrounded by lush greenery and clear blue skies.

4.91 out of 5 average rating, 70 reviews

Indigo Bliss Villa With Private Pool, Indigo Bay

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An outdoor dining area is displayed, featuring a white table set with blue glassware. Purple chairs provide seating, while panoramic views of the Caribbean Sea and rolling green hills are visible beyond the patio, showcasing the tranquility of the surrounding landscape.

4.91 out of 5 average rating, 55 reviews

Villa Elysian in Indigo Bay

FamilyLocationAir conditioning

4.95 out of 5 average rating, 59 reviews

Two loungers with red cushions are positioned on a spacious deck overlooking the calm turquoise waters of Great Bay harbor. Lush greenery and potted plants add to the serene environment, while a clear blue sky complements the beautiful coastal view.

Villa in Little Bay

Luxury 1 bedroom at VILLA KIMON + AMAZING PATIO!

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4.97 out of 5 average rating, 92 reviews

A stunning sunset is captured over the calm sea, reflecting vibrant colors onto the water's surface. In the foreground, a serene pool mirrors the sky, enhancing the tranquil ambiance of the outdoor space. The silhouette of trees adds a natural element to the scene.

Villa in Simpson Bay

Waterfront "Bonjour" Beacon Hill St Maarten

ValueFamilyBeach

4.69 out of 5 average rating, 45 reviews

A sleek, reflective pool extends towards the horizon, capturing the vibrant sunset. Lush greenery frames the view, adding a natural element to the scene. The setting creates a peaceful ambiance, inviting relaxation amidst the beauty of the surrounding landscape.

Villa in Cole Bay

A heavenly Sint Maarten's retreat

ValueLocationCleanliness

4.94 out of 5 average rating, 32 reviews

Villa in Oyster Pond

Villa Kyanéa | St. Barth Ocean View · Private Pool

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Villa in Upper Prince's Quarter

An outdoor terrace features modern seating arrangements in bright teal, framed by palm trees swaying gently in the breeze. A shaded gazebo is positioned over a private pool, offering a direct view of the ocean and the sky's blue hue, enhancing a serene atmosphere.

5.0 out of 5 average rating, 74 reviews

EXQUISITE 5-STAR BEACHFRONT VILLA

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Villa in Les Terres Basses

An infinity pool with crystal-clear water extends alongside the terrace, offering views of the lagoon and surrounding landscape. Palm trees and sun loungers can be seen at the water's edge, with blue skies and fluffy clouds reflecting on the water's surface.

4.98 out of 5 average rating, 47 reviews

Brand new! - Slowlife - Enjoy Villa

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Luxury villa rentals

A spacious outdoor terrace is furnished with comfortable wicker seating and a dining table, providing panoramic views of the ocean and landscape. The inviting overflow pool is visible nearby, surrounded by lush greenery and vibrant tropical plants, creating an ideal space for relaxation and social gatherings.

4.99 out of 5 average rating, 106 reviews

Your Paradise Villa

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5.0 out of 5 average rating, 14 reviews

Villa in Mont choisy

Sunset View – Steps from Friar’s & Happy Bay

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5.0 out of 5 average rating, 16 reviews

Belle Lurette • 3BR waterfront with kayaks, pool

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A serene pool area is surrounded by a wooden deck, featuring sun loungers. The turquoise water of the pool reflects the bright blue sky, scattered with white clouds. Lush greenery and palm trees frame the scene, providing a tranquil atmosphere.

4.95 out of 5 average rating, 79 reviews

Slowlife Harmony - Caribbean Villa Three Bedrooms!

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Villa in Les Terres Basses

4.92 out of 5 average rating, 12 reviews

Villa Magnolia | Collection Villas Saint-Martin

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An infinity pool extends toward the horizon, creating a seamless view of Orient Bay and its surrounding islands. Comfortable lounge chairs with orange accents are positioned nearby, offering relaxation against a backdrop of vibrant greenery and a clear blue sky.

4.97 out of 5 average rating, 70 reviews

Private Orient Bay Villa with Spectacular Views

FamilyValueWalkability

4.95 out of 5 average rating, 19 reviews

Villa in GRAND CASE

Bella Vista – Pool & Sea View, 5 Minutes from Grand Case

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5.0 out of 5 average rating, 8 reviews

An aerial view showcases the modern villa's sleek white exterior and expansive terraces. Two shimmering pools are highlighted, with stylish loungers arranged for relaxation. The open-plan layout invites outdoor living, seamlessly connecting the indoor and outdoor spaces.

Villa in Grand-Case

Marewa - Breathtaking sea view luxury villa 4hp

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Villa rentals with a pool

4.87 out of 5 average rating, 86 reviews

A modern villa exterior is displayed under a clear blue sky. Sleek white walls are complemented by well-maintained landscaping and palm trees. An outdoor lounge area is visible, featuring comfortable seating and a shaded area for relaxation.

Villa in Simpson Bay

Modern 2 bedroom luxury beachside villa with pool

LocationFamilyGrill

5.0 out of 5 average rating, 17 reviews

A modern villa is depicted in a gated community, featuring a multi-level structure with large windows. An infinity pool is surrounded by several lounge chairs, and a patio area with dining furniture is visible. Lush greenery enhances the outdoor space.

Villa in Dawn Beach

Ocean Pearl - Spacious Villa in Dawn Beach

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An outdoor area features a private pool surrounded by a spacious patio. Lush greenery and palm trees complement the landscape, while a covered seating area provides shade. The villa's contemporary architecture harmonizes with the scenic mountain backdrop and bright blue sky.

4.97 out of 5 average rating, 66 reviews

Spacious Villa - Saint Martin - Pool & 4 Bedrooms

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Villa in Upper Prince's Quarter

A two-story villa stands adjacent to a large swimming pool, surrounded by lush greenery and palm trees. The structure features outdoor stairs leading to a spacious deck, with large windows allowing natural light to illuminate the interior. The tranquil setting offers scenic views of the surrounding landscape.

4.82 out of 5 average rating, 91 reviews

Oceanfront Guana Bay Villa with View of St. Barts

LocationFamilyWifi

4.9 out of 5 average rating, 40 reviews

Little Paradise 2, private pool, beautiful view

ValueFamilyComfort

4.96 out of 5 average rating, 51 reviews

Wonderfull 180° view, from Orient Bay to Pinel

LocationFamilyCondition

4.69 out of 5 average rating, 16 reviews

A serene outdoor area features a private pool beside a wooden table and chairs. The view encompasses the ocean and a clear sky, with clouds creating depth. A sunbed is positioned for relaxation near the pool, enhancing the tranquil setting.

Villa in Oyster Pond

Idyllic stay between sea-sky-nature reserve

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Soft cushions in neutral tones are arranged on a stone ledge, overlooking a heart-shaped pool. Lush greenery surrounds the outdoor area, with patio umbrellas providing shade and sunlight filtering through the clouds. A spacious living area is visible in the background.