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
Villa in Urlings
4.92 out of 5 average rating, 84 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 and zip line

LocationFamilyWi-Fi

Guest favourite
An outdoor patio features a round wooden dining table with striped chairs, accompanied by two lounge chairs. A barbecue grill is positioned nearby, with waterfront views visible beyond the patio. Potted plants add greenery to the space, enhancing the relaxing atmosphere.
Villa in Antigua
5.0 out of 5 average rating, 6 reviews

3-Bdr Gem Full Waterfront View

Villa Seaton’s in Jolly Harbour is a rare gem offering 3 bdr and 3 bathrooms with unobstructed waterfront views of the harbor. Located on the quiet North Finger, it features an open-concept kitchen, dining, and living area leading to a spacious waterfront deck. The downstairs includes a twin-size en-suite bedroom, while upstairs boasts two air-conditioned en-suite bedrooms with serene views. Fully air-conditioned, this villa promises modern comfort and tranquility, making it the perfect escape.

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Top Guest favourite
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 Bay
5.0 out of 5 average rating, 45 reviews

LUXE Panoramic Sea View - near Hermitage Bay Beach

Amazed Sea View Villa Perched high on the stunning Sleeping Indian hills, this luxury villa sits on half an acre of lush tropical land, offering breathtaking views across the turquoise Caribbean Sea. With its infinity pool, open-air terraces, & vibrant gardens, the property blends luxury, tranquility, & complete privacy—making Amazed an experience in itself. A scenic 10-minute walk to the pristine Hermitage Bay, while Jolly Harbour is just a short drive away for dining, shopping, & groceries.

LocationFamilyQuiet

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, 39 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.

FamilyLocationLong stay

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
4.91 out of 5 average rating, 118 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.

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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, 138 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.

LocationFamilyPool

Superhost
A table set beneath a large umbrella features two colorful drinks, overlooking the tranquil Caribbean Sea. The surrounding area is adorned with vibrant pink flowers and lush greenery, with gentle hills visible in the background.
Villa in St. Marys
4.94 out of 5 average rating, 33 reviews

High Demand. Pool, Walk Beach, Overlooks Jolly Hbr

PARADISE AWAITS YOU AT ANTIGUASOLEIL. Short walk to beach. NEW saltwater, lap Pool. Kayak. Beach chairs. Cooler. Grill. Hiking. Relaxation. Smart TV's. Wifi. Spectacular, panoramic views of the tranquil Caribbean Sea will take your breath away! This luxurious, spa-like, gated 3-bedroom home is on Sleeping Indian overlooking Jolly Harbour & multiple islands including the volcanic island of Montserrat. All nationalities, cultures & religions are welcome at AntiguaSoleil.

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Guest favourite
An infinity pool merges with ocean views, offering a tranquil setting. A gazebo is visible in the background, accompanied by outdoor dining furniture. Sun loungers are arranged around the pool, topped with rolled green towels. The landscape features hills and the shoreline, under a clear blue sky.
Home in Bolands
4.95 out of 5 average rating, 43 reviews

Jaw-dropping views from Villa Sea Glass

Villa Sea Glass is set high on a hill overlooking Jolly Harbour and the Caribbean Sea with 180-degree ocean and mountain views. The villa features four ensuite bedrooms and an open plan Living/Kitchen/Dining room for gatherings. There are three 12’ wide glass doors that fully retract into the walls for true indoor/outdoor living. The indoor living room flows out to the terraces and infinity pool, with outdoor dining and seating options … and truly amazing views!

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Superhost
Villa in Ffreye's Estate
4.84 out of 5 average rating, 108 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.

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Guest favourite
Villa in Jolly Harbour
5.0 out of 5 average rating, 9 reviews

Boutique Barefoot Luxury

Welcome to Villa Coby a stunning new, fully refurbished property, just waiting to become your very own tropical haven in paradise. Located a short stroll from the lively heart of Jolly Harbour, close enough to be convenient, but not too close to disturb your serenity. Entering the property through the sliding electric gate, the first thing you will see is the incredible pool and sundeck, surrounded by Caribbean fauna and mountain views.

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Superhost
A private pool is framed by a spacious wooden deck, surrounded by lush palm trees. Two loungers, featuring colorful cushions, are positioned near the pool's edge, inviting relaxation under the clear blue sky.
Villa
4.53 out of 5 average rating, 51 reviews

Villa with pool antigua

Traditional Caribbean villa with private pool in lovely tropical gardens. Newly renovated bathrooms and exterior in 2024.Jolly Harbour beach is 1km away.Marina,golf course restaurants and supermarket all even closer. Darkwood beach with views of Montserrat 10 mins drive. Many lovely beaches and beach restaurants close.Transport from the airport can be arranged.Taxi and car hire are close Checkin after 4pm and checkout by 1030am

FamilyLocationHospitality

Superhost
Home in Jennings
5.0 out of 5 average rating, 3 reviews

Aqua Vista Villa, Hermitage

Discover tranquility in this private Hidden Hills villa overlooking the ocean. Just 5 minutes from Hermitage Bay Hotel and beach, this open-concept retreat blends island charm with modern luxury. Enjoy 2 serene bedrooms, 2 bathrooms, and an infinity pool perfect for sunset views. Surrounded by lush hills and ocean breeze, it’s the ideal escape for couples, families, or anyone seeking refined island living.

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