Vacation rentals with a pool in Saint Mary

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Top-rated rentals with a pool in Saint Mary

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

A modern living area is highlighted by a large, L-shaped white sofa adorned with decorative pillows. A round gold coffee table sits on a light-colored rug. The space features a sleek ceiling fan, elegant lighting fixtures, and an open layout leading to the dining area.

Apartment in Jolly Harbour

4.89 out of 5 average rating, 19 reviews

Stella Vista - Luxury Jolly Harbour Condo

Nestled on the north finger in Jolly Harbour, sits this amazing newly renovated waterfront villa. Stella Vista boasts scenic views of the mountain range, Harbour Island and is ideally located within walking distance to the North Beach. Jolly Harbour is a gated community with 24 hour security, 2 beaches, restaurants, hair salon, supermarket and countless other amenities to make your holiday stress free. Included with your stay is an electric golf cart for added convenience. Adults Only. No kids.

Superhost

A two-story villa is situated by the water, featuring balconies adorned with colorful towels. A wooden dock extends from the patio, leading to the calm, reflective water. Lush greenery and decorative plants enhance the outdoor space, providing a serene retreat.

Home in Jolly Harbour

4.6 out of 5 average rating, 5 reviews

Few Minutes walk to Jolly Beach!

Relax with your family & friends at this tranquil villa on the water in gated Jolly Harbour. Three minute walk from Jolly Beach you will find this comfortable two storey, two bedroom villa. Pool, gym ($) and tennis courts are available on the resort for keeping fit. There is a golf course for avid golfers ($). There are a number of restaurants with nightly entertainment to enjoy. Walk the beach as the sun sets for a magical experience. Rent a car to explore the island. Adventure awaits!

Top guest favorite

An infinity pool extends toward the horizon, reflecting the bright blue sky. The turquoise waters blend with the Caribbean Sea, framed by lush green hills in the background. Clear vistas and serene surroundings create a tranquil outdoor space for relaxation.

Villa in Hermitage

5 out of 5 average rating, 34 reviews

Luxe Sea View & Infinity Pool. 10min walk to beach

Amazed Sea View Villa This luxury holiday villa is located high up on the beautiful Sleeping Indian hills. Sitting on half an acre of tropical land, the location allows for spectacular vistas across the turquoise waters of the Caribbean. A stunning infinity pool, open terraces, tropical gardens, luxurious, peaceful, and private. Amazed is a must to experience! Just a 10 min walk to stunning Hermitage Bay beach and a 10 min drive to Jolly Harbour, for the grocery store, restaurants, and shops.

Top guest favorite

The outdoor space features a private pool surrounded by sun beds, providing a relaxing area to enjoy the sunshine. A spacious patio is adorned with a dining table and chairs, with views of the villa's vibrant exterior and lush greenery in the background.

Home in Jolly Harbour

4.95 out of 5 average rating, 22 reviews

Villa Sophie w/pool & near beach

Look no further for a peaceful, relaxing get away in the sunshine with your own pool and the beach a short walk away! A recently refurbished villa with private pool and spacious living space. The house is also equipped with a fully centralised AC. Short walk to Jolly Harbour for shops, restaurants and buggy rentals. From gorgeous beaches, dipping in the pool and sunshine every day you won't get disappointed. Villa Sophie is the perfect holiday destination for a relaxing sunny get away.

Guest favorite

An inviting outdoor lounge area features a private pool surrounded by a stony border. Comfortable sun loungers are positioned beside the water, with a hammock hanging nearby. Sunlight reflects off the crystal-clear surface of the pool under a blue sky dotted with a few clouds.

Villa in Urlings

4.9 out of 5 average rating, 70 reviews

Sugar Moon,spectacular Antiguan Villa with pool

Secluded villa ideal for romantic getaways. Nestled atop Johnson's Point, this blissful house offers spacious, luxury accommodation with breathtaking views of the ocean and the nearby islands. The property is also conveniently located within easy reach of the most beautiful beaches of the island as well as the popular Jolly Harbour with easy access to bars, restaurants and shops. This brand new space is only a short distance from the iconic English Harbour and Antigua's rain forest.

Guest favorite

An outdoor deck features two lounge chairs with cushions, a small table adorned with potted plants, and a pitcher beside glasses. The setting is illuminated by a warm sunset, creating a serene ambiance over the water.

Townhouse in Jolly Harbour

4.95 out of 5 average rating, 100 reviews

Waterfront Villa – Designer Tropical Getaway

Townhome with 2 bedrooms, 2.5 bathrooms, 1200 sq. feet (111 sq. meters). Water facing private deck and 2 balconies with western sunset views. Fully stocked and equipped kitchen. On-site private parking for smaller cars; parking for larger vehicles a few steps away. Gated community with restaurants, bars and cafes, golf course, marina, supermarket, banks and rental car agencies. 10-minute walk to North Beach and golf course, 20-minute walk to restaurants, shops, other amenities.

Guest favorite

The exterior of the cottage is shown, featuring light gray wood siding and blue shutters. A welcoming front door is visible, surrounded by potted plants. The grass lawn leads to a scenic view of the water, enhancing the peaceful atmosphere.

Home in Antigua

5 out of 5 average rating, 9 reviews

Hall's Waterfront Cottage

Unwind with the whole family at this peaceful retreat, nestled in the heart of Jolly Harbour, on the island’s breathtaking west coast. The cottage boasts a spacious living area with comfortable seating and a fully equipped kitchen. With three cozy bedrooms and one bathroom, it’s designed to ensure a comfortable stay. Outside private patio with outdoor seating, ideal for enjoying morning coffee or a sunset BBQ. The fenced yard offers privacy and a safe space for children.

Superhost

A modern cottage is set atop a hill, surrounded by lush greenery. A private pool features clear water and is framed by wooden decking. Seating areas with blue chairs are positioned on the patio, providing a serene spot to enjoy the landscape.

Apartment in AG

4.88 out of 5 average rating, 26 reviews

Sheer View Hill, Pineapple Room, Valley Church

This stylish unique place sets the stage for a memorable trip. 3 separate cottage studio apartments set in a hill top amongst beautiful surroundings and a stunning picture postcard landscape. Each cottage overlooks 3 caribbean beaches and natural authentic gardens. Two of the cottages share a brand new pool with individual access. All have has been recently renovated with a modern finish and are in a peaceful location. Ideal for individual or group bookings.

Guest favorite

An open-plan living area features a comfortable gray couch and a wooden dining table with four chairs. A bookshelf filled with books is present, along with a lamp on a side table. The kitchen is visible in the background, showcasing modern appliances.

Townhouse in Jolly Harbour

4.93 out of 5 average rating, 30 reviews

Modern Waterfront Villa in Jolly Harbour

Located in the serene North Finger area of Jolly Harbour, you will be just a 3 minute walk from one of the two beautiful beaches in Jolly Harbour. You will enjoy relaxing in our comfortable, modern, equipped and recently updated 3 bedroom and 3 bath house on 2 floors. With amenities such as swimming pool, tennis courts, supermarket, restaurants, golf course, tour offices present in Jolly Harbour, this is the perfect base for your island adventures.

Guest favorite

A private plunge pool is framed by a wooden deck, featuring a seating area with a table and four chairs. Sun loungers are placed nearby, and lush greenery provides a natural backdrop, enhancing the space's tranquility.

Home in Valley Church

4.91 out of 5 average rating, 108 reviews

Shell Cottage with leisure pool, near the beach

Price reduced for 2 guests, 1 room for September On route to your temporary home you will glimpse authentic Caribbean living. Traveling through small villages you will notice colorful chattel homes before arriving at your relaxing retreat. Sugar Fields Holiday Home is Perfect for chilling. We are confident that you will enjoy your air-conditioned bedrooms, with private balconies and cozy, open plan indoor, outdoor living space.

Superhost

A private swimming pool sparkles under the sun, surrounded by a sleek deck with outdoor dining furniture. Scenic views of the Caribbean Sea and rolling hills create a vibrant backdrop, while the clear blue sky complements the tranquil surroundings.

Home in Valley Church Bay

4.67 out of 5 average rating, 3 reviews

Oceanview & Pool 3Bdr Escape

Valley Villa - A Modern Caribbean Escape in Ffreye's Estate Welcome to Valley Villa, a stunning brand-new construction, 3 Bedroom 2 bath house, sleeping 6, nestled in the serene Ffreye's Estate, offering breathtaking views of the Caribbean Sea and rolling hills beyond. Designed with a modern Caribbean aesthetic and earthy tones, this villa is a true oasis of tranquility and luxury.

Superhost

A serene outdoor space features a clear swimming pool surrounded by loungers and abundant tropical greenery. The villa's light-colored façade and large windows reflect natural light, while the inviting blue sky adds to the ambiance.

Villa in Jolly Harbour

5 out of 5 average rating, 3 reviews

Idyllic Tropical Retreat

Coco House is an absolutely stunning three-bedroom luxury villa nestled within the exclusive Hamilton Estate, just a minute away from the vibrant Jolly Harbour. This picturesque retreat has been meticulously designed to offer a perfect blend of tranquility, elegance, and Caribbean charm, ensuring an unparalleled experience of comfort and privacy.<br><br>