Villa holiday rentals in Cole Bay

5 out of 5 average rating, 21 reviews

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.

Villa in Indigo Bay

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.

5 out of 5 average rating, 31 reviews

The private pool features clear blue water, surrounded by lounge chairs and lush tropical greenery. An expansive view of the ocean is visible in the background, complemented by a bright blue sky and scattered clouds.

Villa in Pelican Key

Villa Zircon in Pelican Key awaits you - Generator

Gorgeous 4 bedroom - 4 bath villa in the heart of Pelican. This luxurious villa has a beautiful private pool with stunning ocean views and sleeps up to 10 people. It has 4 bedrooms and each bedroom has its own bathroom. 2 lounge areas inside, a dining area and of course all the seating outside on the deck to enjoy the sun, the breeze and the incredible views! We look forward having you. Add my listing to your wishlist by clicking the❤️ in the upper right corner.

Villa in Upper Prince's Quarter

A sunlit outdoor area showcases a serene infinity pool bordered by wooden decking. Lounge chairs are situated under a vibrant red umbrella, offering views of the ocean and lush landscape. Potted plants add a touch of greenery, complementing the peaceful atmosphere.

4.92 out of 5 average rating, 65 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.

Villa in Upper Prince's Quarter

An aerial view of the villa showcases its modern architecture with a terracotta-tiled roof and expansive outdoor spaces. A large infinity pool reflects the surroundings, while shaded areas with loungers and a fire pit area provide spaces for relaxation and gathering.

4.95 out of 5 average rating, 110 reviews

The Blue Door Villa - 4 bed ocean view home

At the Blue Door Villa, we offer our guests all the creature comforts of being in a well-equipped vacation home. We are located on the Dutch side, minutes from the French border in a quiet gated community. The Blue Door Villa is a perfect place to relax while you listen to ocean waves and swim in the infinity pool. There are multiple outdoor spaces offering privacy or space to gather. We are now offering our guests an exclusive, free concierge service.

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.

4.84 out of 5 average rating, 129 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 private pool and a quiet and green environment. The Villa is located in the Horizon Pinel residence overlooking Île Pinel, Petite Clef, Orient Bay, Tintamarre and Saint Barthélemy. It overlooks the incredible and famous nature reserve of Cul de Sac Bay, known for its population of turtles, rays and pelicans. The shallow and always quiet bay is ideal for snorkeling

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.

4.95 out of 5 average rating, 121 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"......

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.

5 out of 5 average rating, 27 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!

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.

5 out of 5 average rating, 34 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.

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.

5 out of 5 average rating, 32 reviews

Brand new! - Slowlife - Enjoy Villa

Completely NEW Villa!! Enjoy is a beautiful house that we «placed» on the sand. Thinking on every detail for your greatest comfort, you will appreciate its unique location, an exceptional interior design, and its extraordinary outdoor spaces. In the very exclusive and secure residence of Terre Basses, very close to the beach of Baie Longue, experience an incomparable holiday.

A spacious dining area features a wooden table surrounded by woven chairs, complemented by natural decor elements. Large glass doors provide an unobstructed view of the outdoor pool and ocean, enhancing natural light throughout the room.

5 out of 5 average rating, 12 reviews

Villa MEWE. Sea view 3 bedrooms

* spectaculaire vue mer à 180° * résidence sécurisée et calme * décoration Raffinée * piscine à débordement * proximité plage Orient Bay, Ance marcel, Pinel Island * climatisation dans le salon et les chambres * 3 chambres avec salle de bain et wc attenants * refais à neuf en 2025 * pas de mitoyenneté, maison individuelle * tv avec chaînes internationales

4.99 out of 5 average rating, 71 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.

A spacious living area is highlighted by large glass doors, allowing natural light to fill the room and offering unobstructed ocean views. Comfortable white sofas complement a wooden coffee table, while vibrant artwork adds a pop of color to the decor. The inviting atmosphere is enhanced by the lush surroundings visible through the windows.

4.85 out of 5 average rating, 13 reviews

Sea view 3BR Spring Sea Villa w/ pool, St Maarten

The luxurious Villa Spring Sea will offer you all the comforts for an unforgettable holiday in a dream setting: fully equipped modern kitchen open to living room and its huge terraces, 3 large bedrooms with their own bathroom, detached villa, private pool, exceptional sea view, 5 min walk to Indigo Bay beach.

Popular amenities for villa rentals in Cole Bay

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

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 out of 5 average rating, 90 reviews

VILLA I LOVE VIEW – Luxury villa with sea view

A clear view of the inviting pool reflects the blue sky, with lush greenery surrounding its edge. In the background, a picturesque coastal landscape features boats anchored in the sparkling water, framed by hills and distant homes.

5 out of 5 average rating, 21 reviews

Luxury villa, swimming pool and panoramic sea view

A spacious living area is framed by large open windows, offering a panoramic view of the nearby hills and bay. A wooden table and seating area are positioned to take in the scenery. A swing hangs from the ceiling, adding a playful touch to the space.

5 out of 5 average rating, 31 reviews

Villa architecte vue mer, piscine privée, 2 suites

4.98 out of 5 average rating, 44 reviews

A sun-drenched terrace features a sparkling pool surrounded by lounge chairs. Lush palms sway gently in the breeze, while distant hills and ocean vistas are visible under a bright blue sky. The area invites relaxation and enjoyment of the tranquil scenery.

Villa in Saint Martin

Villa SEA VIEW, 5' from Grand Case beach, privacy

5 out of 5 average rating, 21 reviews

An outdoor dining area is presented with a modern table set for six, featuring crisp white chairs and colorful plates. A vase with orange flowers adds a touch of vibrancy. The stunning view of the turquoise ocean and distant hills is visible in the background.

Villa in Indigo Bay

Modern Pristine Villa, Stunning Views-Private pool

4.88 out of 5 average rating, 16 reviews

A spacious private pool is bordered by a sun terrace featuring several lounge chairs. The modern architecture of the villa is visible in the background, with expansive glass doors providing a view of surrounding hills and the coastline.

Villa in Lowlands

Reflection Y 5 Star Villa

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.

4.85 out of 5 average rating, 73 reviews

Villa Indigo Dream, Indigo Bay SXM

4.82 out of 5 average rating, 61 reviews

Colorful bougainvillea flowers frame a stunning ocean view filled with sailboats on the horizon. The bright blue waters and varied shades of the sky highlight the vibrant scenery, creating a serene coastal atmosphere.

Villa in Indigo Bay

Infinity Views Private Apartment Indigo Bay

Luxury villa rentals

4.67 out of 5 average rating, 3 reviews

A private pool is framed by a spacious wooden deck, featuring several lounge chairs and umbrellas for shade. Lush palm trees surround the area, with a clear view of the ocean in the background, complemented by a bright blue sky and gentle clouds.

Villa in Marigot

NEW Les Terres Basses - Villa Coco Paillette - SXM

5 out of 5 average rating, 30 reviews

Villa Pure • 3BR waterfront with kayaks, Wi-Fi, AC

5 out of 5 average rating, 7 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

4.92 out of 5 average rating, 64 reviews

An infinity edge pool is set against a backdrop of vibrant blue ocean waters. Comfortable lounge chairs are positioned near the pool, offering ideal spots for relaxation. The expansive terrace features sleek tile flooring, enhancing the outdoor space for enjoyment of panoramic sea views.

Villa in Oyster Pond

Ultra Modern Tropical Villa with stunning sea view

5 out of 5 average rating, 8 reviews

A private pool is surrounded by a spacious stone patio, complemented by an umbrella for shade. Lush tropical greenery frames the scene, with vibrant flowers adding color. In the background, panoramic sea views extend under a clear blue sky.

Villa in Pelican Key

Oceanview Oasis - Villa Del Sol W/Generator

4.87 out of 5 average rating, 31 reviews

The exterior of the contemporary villa is shown, featuring a large deck surrounding a swimming pool. The building design includes a combination of white and gray finishes, with multiple outdoor dining and lounging areas. Lush greenery is visible in the background, creating a private atmosphere.

Villa in Saint Martin

Villa Zabricot with pool- sxm island vacation

5 out of 5 average rating, 10 reviews

Belle Lurette • 3BR waterfront with kayaks, pool

4.71 out of 5 average rating, 7 reviews

An expansive outdoor infinity pool reflects the surrounding greenery, with a wooden deck lining its edge. Lush palm trees and tropical plants frame the area, creating a serene and private atmosphere. Sunlight casts a warm glow, enhancing the peaceful retreat vibe.

Villa in Cole Bay

Villa Livity 5 Bed Luxury Sea view boutique oasis

Villa rentals with a pool

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.

5 out of 5 average rating, 4 reviews

Ocean Breeze B

Villa in Cole Bay

4.84 out of 5 average rating, 44 reviews

Saint-Tropez With Ocean View - Boat Charter

5 out of 5 average rating, 29 reviews

A spacious balcony offers a circular wooden dining table surrounded by four red cushioned chairs, with panoramic views of the ocean and nearby coastline. Bright skies and distant land features enhance the serene outdoor setting, providing an inviting space to enjoy meals or relaxation.

Villa in Pelican Key

Villa Sea Forever @ Pelican Key - Paradise Awaits!

A refreshing pool is surrounded by a tiled deck, offering ocean views. A wooden pergola with decorative plants provides a shaded seating area, complemented by lounge chairs for sunbathing. The tranquil water reflects the clear sky, enhancing the outdoor relaxation space.

Villa in Pelican

4.92 out of 5 average rating, 12 reviews

Oceanfront Villa

A charming villa is surrounded by lush greenery and vibrant flowers. The building features a red roof and light-colored walls, showcasing large windows that invite natural light. A spacious patio area is presented in the foreground, offering an inviting entry to the tranquil surroundings.

Villa in Cole Bay

Diamond Retreat Villa for Events /Relaxation!

Villa in st maartin

4.75 out of 5 average rating, 4 reviews

Villa Solana in Upscale Indigo Bay w/Private Pool

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.

5 out of 5 average rating, 73 reviews

Villa Tibo

A private pool is featured, reflecting the clear sky and surrounded by lush greenery. Outdoor seating, including a table and chairs, is positioned under a pergola, providing a space for relaxation. The villa's exterior showcases large glass doors leading to the interior living areas.