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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Superhost

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

4.89 out of 5 average rating, 19 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

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 Sea View & Infinity Pool. 10min walk to 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 favorite

The villa is set amidst lush palm trees, featuring a spacious swimming pool flanked by sun loungers. A well-maintained garden surrounds the property, with a patio area offering outdoor seating. The roof is a distinctive green, complementing the serene environment.

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 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

4.95 out of 5 average rating, 22 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 inviting outdoor lounge area features a private pool surrounded by a stony border. Comfortable sun loungers are positioned beside the water, with a hammock hanging nearby. Sunlight reflects off the crystal-clear surface of the pool under a blue sky dotted with a few clouds.

Villa in Urlings

4.9 out of 5 average rating, 69 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.

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

5 out of 5 average rating, 8 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 serene outdoor space features a sparkling saltwater pool with a view of the Caribbean Sea, framed by vibrant bougainvillea. Comfortable seating under a pergola invites relaxation, while multiple sailboats dot the tranquil water 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.

Superhost

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>

Superhost

A modern cottage is set atop a hill, surrounded by lush greenery. A private pool features clear water and is framed by wooden decking. Seating areas with blue chairs are positioned on the patio, providing a serene spot to enjoy the landscape.

Apartment in AG

4.88 out of 5 average rating, 26 reviews

Sheer View Hill, Pineapple Room, Valley Church

This stylish unique place sets the stage for a memorable trip. 3 separate cottage studio apartments set in a hill top amongst beautiful surroundings and a stunning picture postcard landscape. Each cottage overlooks 3 caribbean beaches and natural authentic gardens. Two of the cottages share a brand new pool with individual access. All have has been recently renovated with a modern finish and are in a peaceful location. Ideal for individual or group bookings.

Guest favorite

An open-plan living area features a comfortable gray couch and a wooden dining table with four chairs. A bookshelf filled with books is present, along with a lamp on a side table. The kitchen is visible in the background, showcasing modern appliances.

Townhouse in Jolly Harbour

4.93 out of 5 average rating, 30 reviews

Modern Waterfront Villa in Jolly Harbour

Located in the serene North Finger area of Jolly Harbour, you will be just a 3 minute walk from one of the two beautiful beaches in Jolly Harbour. You will enjoy relaxing in our comfortable, modern, equipped and recently updated 3 bedroom and 3 bath house on 2 floors. With amenities such as swimming pool, tennis courts, supermarket, restaurants, golf course, tour offices present in Jolly Harbour, this is the perfect base for your island adventures.

Guest favorite

A private plunge pool is framed by a wooden deck, featuring a seating area with a table and four chairs. Sun loungers are placed nearby, and lush greenery provides a natural backdrop, enhancing the space's tranquility.

Home in Valley Church

4.91 out of 5 average rating, 107 reviews

Shell Cottage with leisure pool, near the beach

Price reduced for 2 guests, 1 room for September 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.

Guest favorite

A large swimming pool is set within a sunlit area, surrounded by vibrant greenery and lounge chairs. The clear water reflects the clouds and blue sky above, creating a calming and inviting atmosphere for relaxation and leisure.

Villa in Jolly Harbour

4.9 out of 5 average rating, 20 reviews

Summer Special! Beach Getaway Villa Jolly Harbour

BRAND NEW!!! 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.