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Holiday 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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Guest favourite
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.
Flat in Jolly Harbour
4.91 out of 5 average rating, 23 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.

Guest favourite
A macramé hammock is suspended from a covered terrace, showcasing intricate fringe detailing. A soft yellow towel is casually placed on the hammock. The background reveals a serene twilight sky filled with soft clouds, enhancing the peaceful ambiance.
Villa in Urlings
4.9 out of 5 average rating, 72 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 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
5 out of 5 average rating, 34 reviews

Luxe Panoramic Sea View - near Hermitage Bay 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 favourite
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
4.94 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 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
4.96 out of 5 average rating, 25 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
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
4.97 out of 5 average rating, 32 reviews

Cactus House. Uber Peace, Tranquility & OMG Views

COVID LICENCED & IS A COVID UK FREE QUARANTINE TRAVEL PROPERTY. Cactus House, situated on lush hillside was built with the intention of providing tranquil luxury accommodation for up to 8 people. Only finished a few years ago & 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.

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
4.95 out of 5 average rating, 105 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
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 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
4.96 out of 5 average rating, 28 reviews

AntiguaSoleil - Panoramic Sea view, Pool, Kayaks

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.

Guest favourite
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, 7 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>

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, 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.

Superhost
A comfortable lounge area features wooden seating with vibrant cushions and a wooden coffee table. The space includes a ceiling fan for ventilation, a small TV on a stand, and light streaming through the French doors that open to the patio, enhancing the inviting ambiance.
Flat in Jolly Harbour
5 out of 5 average rating, 3 reviews

Quaint One Bedroom Apartment with AC

Situated in the highly sought after Jolly Harbour complex, just at the entrance of the South Finger, this attractive ground-floor apartment is one of 4 units of it’s kind. In less than two minutes, you can find yourself walking along the powder-white sands of South Beach looking out at the azure waters of the Caribbean Sea.

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