Holiday 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 favourite
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.
Flat in Jolly Harbour
4.93 out of 5 average rating, 27 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.

Top guest favourite
Place to stay in Urlings
5 out of 5 average rating, 8 reviews

NewMoon, cozy and chic, unique villa with pool

Enjoy a memorable visit in this unique place.NewMoon is a cozy space ,immersed in a tropical garden on the hills of the west side of Antigua .Cooled by the caribbean breeze,the villa is situated on 1 acre fenced property, with the beautiful SugarMoon villa ,also on airbnb and lots of vegetation between them . Each villa is totally private , surrounded by a personal garden and private pool.NewMoon is more units merging together around the pool. In proximity of the best beaches and restaurants.

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
4.63 out of 5 average rating, 8 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 favourite
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
4.97 out of 5 average rating, 35 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 favourite
An outdoor deck area features a dining table with white chairs and two loungers positioned beside a private plunge pool. An entrance leads into a light-filled indoor space, complemented by greenery from surrounding trees.
Home in Valley Church
4.9 out of 5 average rating, 114 reviews

Shell Cottage with plunge 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. Please Note: This home is intentionally designed for adult occupancy only. 12 years & over.

Guest favourite
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
4.92 out of 5 average rating, 126 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 favourite
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
4.94 out of 5 average rating, 16 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 tranquil private pool reflects the warm glow of the sunset, surrounded by lush tropical gardens and vibrant flowers. Palm trees sway gently in the breeze, enhancing the serene outdoor setting. Lounge chairs are placed beside the pool, inviting relaxation.
Villa in Jennings
4.92 out of 5 average rating, 39 reviews

Summer Breeze | Private Pool Villa Near the Beach

Welcome to Summer Breeze – your private tropical retreat between Jolly Harbour and Hermitage Bay. A spacious 2-bedroom, 2-bathroom villa for up to 5 guests, featuring a private pool, lush tropical garden, and partial sea view, just minutes from some of Antigua’s most beautiful beaches. Perfect for families, couples, and remote workers seeking comfort, privacy, and island lifestyle, with very reliable Starlink high-speed Wi-Fi ideal for working remotely.

Superhost
Villa in Ffreye's Estate
4.84 out of 5 average rating, 103 reviews

Pool views meet the sea at Starfish House

Starfish House is the perfect getaway spot offering the most stunning, unobstructed views of the Caribbean Sea and Valley Church Beach on the west coast of Antigua. The ocean views can be seen from the entire property. Decorated with stylish tropical furnishings and accents, Starfish offers a laid back and relaxing atmosphere to totally unwind in. There is a lot of natural light flowing through the entire house making it bright as well as airy.

Guest favourite
A private covered terrace is seen with a dining table and four chairs, accompanied by two sun loungers positioned for optimal viewing of the marina. The scene includes boats moored nearby and a clear blue sky, enhancing the outdoor living experience.
Villa in Jolly Harbour
4.9 out of 5 average rating, 29 reviews

Beach Getaway Villa Jolly Harbour

Newly fully refurbished villa. Welcome to Villa Alessandra, a stunning contemporary villa located on the sought-after South Finger of Jolly Harbour on the Western Coast of Antigua and just a 5-minute walk from Jolly Beach, one of Antigua’s most beautiful beaches. It is the perfect vacation rental for couples or families looking to unwind in total comfort and luxury, with all the amenities to help you relax in style.

Superhost
A serene outdoor space features a sparkling swimming pool surrounded by light-colored lounge chairs. Lush tropical greenery is visible in the background, complemented by a stunning view of the turquoise Caribbean Sea under a clear blue sky.
Home in Jolly Harbour
5 out of 5 average rating, 4 reviews

Amazing Villa - Amazing Views

Forget your worries in this spacious and serene space. Villa Amazing is a bright and beautiful Caribbean style villa, set in it's own 3/4 acre tropical garden. This gorgeous villa over looks blue and pristine waters of the Caribbean sea. Villa Amazing is the perfect place to unwind with a cocktail or two while watching the stunning sunsets.

Superhost
An infinity pool overlooks tranquil waters, framed by lush tropical landscaping. Comfortable sun loungers are positioned nearby, inviting relaxation. In the distance, gentle hills rise against a clear blue sky, enhancing the serene ambiance of the waterfront setting.
Villa in Jolly Harbour
4.89 out of 5 average rating, 18 reviews

Glorious Waterfront Villa

Welcome to La Vie Est Belle, an exquisitely stylish and spacious waterfront villa nestled in the exclusive gated community of Jolly Harbour. This stunning detached, single-story property features three beautifully curated bedrooms and an extensive patio that transforms outdoor living into a true paradise.

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