Villa holiday rentals in Cole 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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5.0 out of 5 average rating, 17 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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4.81 out of 5 average rating, 16 reviews

AZUR 4BR 4.5BA Walk to Indigo Beach- Sea Side Dr.

Welcome to AZUR, the newest luxury villa at Indigo Bay, Sint Maarten. Stunning property features 4 BR, 4.5 BA each with a king bed, and en-suite full baths and fitted wardrobes. Guests can enjoy inside and outside dining, each room controlled AC , WiFi, Infinity pool, 3 large terraces, BBQ grill, rooftop lounge, tropical garden, turquoise sea, and sunsets. This captivating spacious villa has gourmet kitchen with island for casual dining. AZUR is your exclusive sanctuary by the sea.

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4.97 out of 5 average rating, 90 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

This stunning 4-bedrooms, 4 bathrooms villa overlooks Maho Bay and provides a front row seat to beautiful SXM sunsets, and over the famous Maho Beach. Enjoy the views while taking a dip in the home’s infinity pool overlooking the ocean or from its multiple outdoor dining and seating options conveniently and securely located minutes from restaurants, bars, nightlife, Maho Market and more, steps away from direct beach access to Simpson Bay Beach. Back up Diesel Generator

LocationFamilyPool

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.

4.84 out of 5 average rating, 91 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.

ValueFamilyCheck-in

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, 109 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

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.

LocationValueQuiet

4.94 out of 5 average rating, 87 reviews

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, 156 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

ValueFamilyBeach

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.

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.

ValueFamilyBackyard

4.94 out of 5 average rating, 71 reviews

4.99 out of 5 average rating, 104 reviews

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

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.

ValueLocationLong stay

4.68 out of 5 average rating, 44 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

Perched on a hillside promontory high above St. Maarten, our villa offers breathtaking panoramic views and a central location—ideal for exploring the island’s many treasures. Whether you’re seeking serene mornings by the pool, vibrant beach life, or culinary adventures, this home provides the perfect base for your Caribbean escape.

ValueFamilyOutdoor spaces

A private outdoor area features a swimming pool surrounded by lounge chairs, with views of the water and distant hills. Palm trees provide shade, while a wooden structure offers a dining space. Natural stone tiles create a welcoming atmosphere, ideal for relaxation.

4.99 out of 5 average rating, 160 reviews

VILLA JADE 2: WATERFRONT SUITE/POOL

VILLA JADE is a complex of 3 villas located in the bay of CUL DE SAC and its islets... VILLA JADE 2 is a spacious/sea view suite for 2 people on the water, with a private pool. The 3 villas are adjoining but very quiet and private. Your unique view is the sea... Direct access to the sea via a pontoon, and kayaks at your disposal.

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Popular amenities for Cole Bay villa rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private 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

ValueFamilyNearby

4.77 out of 5 average rating, 151 reviews

Villa in Lowlands

SEA TRUE VILLA,Lavish,Sea view near Maho&Mulletbay

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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

LocationValueCheck-in

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, 47 reviews

Villa Solandra – 3BR Oceanfront Sunset w/ Pool

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A serene pathway leads towards the entrance of the villa, flanked by vibrant tropical plants and palm trees. The sunlight filters through the foliage, illuminating the inviting walkway that connects nature to the welcoming doorway.

4.83 out of 5 average rating, 72 reviews

SeaDream Luxury Villa With Private Pool Indigo Bay

LocationFamilyBackyard

4.95 out of 5 average rating, 19 reviews

Villa in GRAND CASE

Bella Vista - Pool & sea view, 5 minutes from Grand Case

LocationFamilyCheckout

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

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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, 37 reviews

Beach-Private Pool-2 Master King Bedrooms

LocationBeachHospitality

Luxury villa rentals

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.

Brand new! - Slowlife - Enjoy Villa

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4.98 out of 5 average rating, 46 reviews

5.0 out of 5 average rating, 8 reviews

Villa in Oyster Pond

Villa Opale, Luxury Living by the Sea

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4.84 out of 5 average rating, 19 reviews

Villa in Saint Martin

Villa Sunset View – Steps from Friar’s & Happy Bay

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An open living area reveals wooden beams overhead and large glass doors that connect to the outdoor space. A light-colored sofa rests on polished wood flooring, accompanied by a coffee table. The serene view of greenery and ocean is visible through the doors.

5.0 out of 5 average rating, 49 reviews

Water access, snorkeling gear & kayaks

FamilyValueBathroom

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!

ValueFamilyBeach

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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5.0 out of 5 average rating, 16 reviews

Belle Lurette • 3BR waterfront with kayaks, pool

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4.96 out of 5 average rating, 26 reviews

The villa's outdoor area features a private pool surrounded by lounge chairs, complemented by vibrant blue towels. The two-story white structure showcases multiple arched windows and balconies, while lush greenery provides a tranquil backdrop under a clear sky.

Villa in Koolbaai

Caribbean View Villa - Sea - Sunset - Location#1

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Villa rentals with a pool

4.9 out of 5 average rating, 40 reviews

Little Paradise 2, private pool, beautiful view

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4.75 out of 5 average rating, 12 reviews

An aerial view showcases the villa surrounded by lush greenery and vibrant tropical flowers. The private pool, with a curved shape, is bordered by lounge chairs. The sloped roof of the main house and separate structure add architectural interest.

Villa in Oyster Pond

Palm Paradise - Tropical Villa in Oyster Pond

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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.

5.0 out of 5 average rating, 25 reviews

Villa Véronica - Orient Bay

FamilyLocationSleep quality

5.0 out of 5 average rating, 3 reviews

Villa in Orient Bay

NEW Villa Joséphine, a few steps from Orient Beach

LocationFamilyHospitality

An outdoor patio area features a dining table set for six and a cozy lounge seating option. A swimming pool reflects the sunlight, while a suspended swing chair adds a relaxing touch. The backdrop showcases a lush, green hillside.

4.99 out of 5 average rating, 87 reviews

Villa Tibo

FamilyLocationBarbecue

4.83 out of 5 average rating, 6 reviews

A spacious poolside area features several lounge chairs, inviting relaxation under the clear blue sky. The pool, set against a backdrop of lush greenery and the ocean, reflects the sunlight, enhancing the serene environment.

Villa in Simpson Bay

Villa Saint-Tropez Breathtaking Sea Views

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A bright living area is highlighted by a light-colored sofa adorned with blue cushions. Large glass doors provide a view of the beach and outdoor seating, while unique wooden side tables complement the decor. Natural light fills the space, enhancing the serene atmosphere.

5.0 out of 5 average rating, 6 reviews

New! Wonderful 5 bedrooms, beach, pools

LocationFamilyHospitality