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, 41 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
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
4.92 out of 5 average rating, 26 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 favorite
Place to stay in Urlings
5 out of 5 average rating, 7 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.

Guest favorite
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 out of 5 average rating, 5 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.

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!

Guest favorite
The spacious pool glows in blue lighting at dusk, surrounded by palm trees and lush greenery. Red loungers are positioned along the deck, offering a comfortable space to relax while enjoying the serene sunset views.
Villa in Saint John's
4.95 out of 5 average rating, 19 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
4.97 out of 5 average rating, 31 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 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, 119 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
4.93 out of 5 average rating, 14 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.

Guest favorite
A large swimming pool is situated at the forefront, reflecting the clear blue sky above. A spacious covered patio with modern seating is visible behind the pool, providing shaded outdoor living. The villa's light blue exterior complements the vibrant atmosphere.
Villa in Jolly Harbour
5 out of 5 average rating, 9 reviews

Spacious Waterfront Sanctuary

Welcome to Blue Haven, a stunning new three-bedroom luxury villa that promises an unparalleled Caribbean experience. Nestled by the water's edge, this stunning property features a large swimming pool, a beautifully crafted wooden deck with loungers, and a spacious covered patio equipped with dining and lounging areas. Complete with a state-of-the-art built-in Bbq, it’s the perfect setting for al fresco living against the breathtaking backdrop of the waterfront.<br><br>

Superhost
A well-equipped kitchen is showcased with wooden cabinetry and modern appliances. Two chairs are positioned at the bar counter, set with plates and cutlery. Light streams in through a door leading to a garden area adorned with colorful flowers.
Townhouse in St. Mary's
4.79 out of 5 average rating, 24 reviews

Comfy Waterfront Jolly Harbour - Villa Beverly

Come and enjoy this comfortable 2 Bedroom, 2.5 bathroom, waterfront villa. Convenient on site access to all amenities including restaurants, shops, and a white sand beach, it is everything you want in a vacation paradise home. As of December 2025, Jolly Harbour offers a brandnew sports center with pool, lounge area, bar, gym, tennis court and pickle ball court to enjoy. You have free access to pool and courts and you can purchase a membership for the gym.

Guest favorite
A two-story villa is positioned on a lush hillside, surrounded by greenery. The building features a vibrant red roof and spacious balconies that overlook the landscape. Various palm trees and other vegetation are visible in the foreground, enhancing the property’s natural setting.
Home in AG
4.97 out of 5 average rating, 33 reviews

Cactus House. Uber Peace, Tranquility & OMG Views

WORLD CLASS AWARD WINNING PROPERTY. Cactus House is situated on lush hillside was built with the intention of providing tranquil luxury accommodation for up to 8 people. Built virtually regardless of cost, this sumptuous Villa is already regarded as one of the best properties in the area. The 270' Caribbean views are stunning & has the largest private infinity swimming pool locally. Beaches are just the other side of the road.

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