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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
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, 40 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 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.
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 favourite
Place to stay in Urlings
5 out of 5 average rating, 6 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.

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!

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, 38 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.

Superhost
A modern kitchen area features sleek cabinetry in light wood tones and a contrasting dark countertop. A dining table with four white chairs sits in the foreground. Essential appliances, including a microwave and a kettle, are positioned on the countertop, with a sink and cooking area visible.
Apartment in Valley Church Bay
4.83 out of 5 average rating, 36 reviews

Valley Church Apartment

Great location for this brand-new, cozy one-bedroom apartment in Valley Church, Antigua. Just a short walk to the beautiful Valley Church Beach. Close to Jolly Harbour with all amenities: large supermarket, bars, restaurants, golf course, gym, and sports center with tennis and squash courts. Guests can enjoy the shared pool with loungers. Other stunning beaches like Jolly Beach, Ffryers, Darkwood, and Turner are also nearby. The perfect base to explore and enjoy all that Antigua offers!

Superhost
Villa in Antigua
5 out of 5 average rating, 4 reviews

Modern Waterfront Oasis Sleeps 5

Escape to tranquility at Villa Playa 418E, a chic retreat on Jolly Harbour’s serene North Finger. This two-story gem features modern touches and offers a fully equipped kitchen, bright living area with a sectional sofa and smart TV, plus a partially covered patio perfect for dining or sunbathing. Upstairs, two welcoming bedrooms ensure restful nights, with air-conditioning for ultimate comfort. A private balcony, Wi-Fi, and on-site parking complete your ideal Caribbean getaway.

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
4.91 out of 5 average rating, 117 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
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.

Superhost
A serene pool area features a large salt-water pool surrounded by lounge chairs and a shaded daybed. Lush tropical plants and palm trees frame the space, accented by a clear blue sky overhead, creating a tranquil retreat for relaxation.
Villa in Jolly Harbour
5 out of 5 average rating, 3 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.

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 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.

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
4.9 out of 5 average rating, 112 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.

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