Vacation rentals with a pool in Saint Mary

Find and book unique homes with a pool on Airbnb

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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Superhost

An aerial view displays a spacious outdoor deck featuring lounge chairs and a central seating area, surrounded by lush greenery. A boat dock is visible, alongside calm waters reflecting the vibrant surroundings. The layout promotes relaxation and scenic views of the waterfront.

Apartment in Jolly Harbour

4.9 out of 5 average rating, 20 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

4.5 out of 5 average rating, 6 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.

Guest favorite

The villa is set amidst lush palm trees, featuring a spacious swimming pool flanked by sun loungers. A well-maintained garden surrounds the property, with a patio area offering outdoor seating. The roof is a distinctive green, complementing the serene environment.

Villa in Saint John's

4.94 out of 5 average rating, 16 reviews

Villa Lazy Daze - Private villa with large pool

This recently renovated 4-bed, 3-bath vacation home comes equipped with all the modern amenities, perfectly suited for a relaxing holiday. Secluded in the residential community of Harbour View, you are within walking distance of Jolly Harbour Marina featuring restaurants, bars, banks (ATMs), shopping, supermarket, water-sports and a host of vacation activities. The property is also < 8 min walk from Jolly Beach, a mile long stretch of powdery white sands, turquoise waters and cool winds.

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

4.96 out of 5 average rating, 24 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.

Superhost

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, 103 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

A covered outdoor patio is visible, featuring a glass-top table surrounded by black metal chairs. Light reflects off the table's surface. Open blue shutters frame the nearby doorway, revealing a glimpse of warm wood details inside the cottage.

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.

Superhost

An open living area features a sectional sofa with accent cushions, a TV on a media console, and dining space with light wood chairs. Natural light fills the room through large windows and double French doors that lead to an outdoor patio area.

Townhouse in Jolly Harbour

4.69 out of 5 average rating, 13 reviews

"Just Beachy" Well Situated Apartment

"Just Beachy" is a quaint yet comfortable 1 bedroom apartment very well situated on Jolly Harbour's South Finger. The south beach is a 2 minute walk along a straight path. You are also within minutes from the sports complex and large olympic-size communal pool and the marina/ commercial center. Here you will find several restaurants, bars, large grocery store, various shops, among many other stores.

Guest favorite

A brown pelican perches on a dock railing, its feathers displaying shades of gray and brown. The bird's long bill is prominently featured, while the backdrop reveals calm, turquoise waters gently rippling.

Townhouse in Jolly Harbour

5 out of 5 average rating, 14 reviews

Pelican View

We are very happy to share our little piece of paradise with you. Jolly Harbour is a tremendous resort with all the conveniences nearby. We are sure you will fall in love with Antigua and the people as quickly as we did. The gentle trade winds and the ocean waves will provide an exceptional environment for you to relax and enjoy your holiday. Relax, kick back, you are now on island time!

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

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.