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
An open-air pavilion overlooks the calm sea, featuring a large infinity pool with a wooden deck. A single blue bean bag chair rests on the edge, facing the expansive horizon. Lush palm trees frame the serene view under a clear sky with distant clouds.
Villa in Jolly Harbour
4.95 out of 5 average rating, 44 reviews

Unique Caribbean Secluded Open Air Villa 1 Bedroom

Perched at the very tip of Reeds Point, this open-air villa offers a unique escape for non-luxury seekers who value privacy, natural beauty and true seclusion. From sunrise to sunset, enjoy uninterrupted sea views on both sides of the coastline and distant islands. Spread across multiple levels, the villa offers intimate in/outdoor spaces designed to make most of the views. Stairs lead to the rocky shoreline, offering private access to the sea for swimming and snorkeling just outside your door.

Guest favorite
Villa in Urlings
4.92 out of 5 average rating, 83 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

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 Bay
5 out of 5 average rating, 44 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.

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
4.97 out of 5 average rating, 37 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.

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Home in St Mary's
4.8 out of 5 average rating, 5 reviews

BRAND NEW! Luxe 4-Bdr Villa with Private Pool

Salty Kisses is a newly renovated, contemporary 4-bedroom, 4-bathroom villa featuring three ensuite bedrooms. Bright, spacious and tastefully appointed, it is fully air-conditioned, showcasing a gourmet kitchen equipped with every essential appliance and utensil, a sizeable swimming pool, BBQ, gazebo, large deck with covered patio and outdoor dining for eight. Situated next to Jolly Harbour’s beaches, shops, and restaurants, Salty Kisses offers an exceptional modern retreat in Antigua.

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 at this comfortable villa on the water in Jolly Harbour. Three minute walk from Jolly Beach you will find this two storey, two bedroom villa. Pool, gym ($) , pickle ball and tennis courts are available. There is a golf course for avid golfers ($). Walk the beach as the sun sets. Rent a car to fully explore the island. Note: There are some major renovations going on at Jolly Harbour 2026-2027. They are revitalizing the marina and building a new resort on the beachfront.

Guest favorite
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, 115 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 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
4.92 out of 5 average rating, 130 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
4.94 out of 5 average rating, 17 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.

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Villa in Ffreye's Estate
4.84 out of 5 average rating, 106 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.

Superhost
An inviting outdoor pool area is complemented by comfortable lounge chairs positioned near the edge. Lush tropical palm trees surround the space, and a covered outdoor dining area is visible in the distance, offering a perfect spot for relaxation under the clear blue sky.
Villa in Jolly Harbour
5 out of 5 average rating, 3 reviews

Private Pool Tropical Escape

Welcome to Villa Cool Breeze, a stunning luxury retreat in the picturesque Harbourview, just moments from the vibrant heart of Jolly Harbour. This elegant three-bedroom, three-bathroom villa offers the perfect blend of sophistication, comfort, and tropical indulgence, perfectly suited to those looking for the ultimate island getaway.<br><br>Step inside this beautiful sanctuary of style and comfort, where modern elegance meets Caribbean charm.

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

HiddenHills Escape, Private Villa, Hermitage Bay

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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