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.

1 of 1 pages1 / 1
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
4.93 out of 5 average rating, 27 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.

FamilyLocationOutdoor spaces

Guest favourite
Villa in Urlings
4.92 out of 5 average rating, 84 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

LocationFamilyWifi

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 Bay
5 out of 5 average rating, 45 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.

LocationFamilyQuiet

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, 116 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.

LocationFamilyAir conditioning

Top 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
4.93 out of 5 average rating, 135 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.

FamilyLocationLayout

Superhost
A serene view of a private pool surrounded by smooth stone decking and lush greenery. Palm trees and vibrant flowering plants provide a tropical feel under a partially cloudy sky, with sunlight reflecting off the water's surface, creating a tranquil atmosphere.
Villa in Jennings
4.92 out of 5 average rating, 39 reviews

Summer Breeze | Private Pool Villa Near the Beach

Welcome to Summer Breeze – your private tropical retreat between Jolly Harbour and Hermitage Bay. A spacious 2-bedroom, 2-bathroom villa for up to 5 guests, featuring a private pool, lush tropical garden, and partial sea view, just minutes from some of Antigua’s most beautiful beaches. Perfect for families, couples, and remote workers seeking comfort, privacy, and island lifestyle, with very reliable Starlink high-speed Wi-Fi ideal for working remotely.

FamilyLocationLayout

Superhost
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.

FamilyLocationCondition

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.

FamilyCleanlinessBeach

Guest favourite
Villa in Jolly Harbour
4.9 out of 5 average rating, 29 reviews

Beach Getaway Villa Jolly Harbour

Newly fully refurbished villa. 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.

FamilyLocationDecor

Superhost
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.

Indoor spacesViewAmenities

Guest favourite
Villa in Saint John's
4.85 out of 5 average rating, 178 reviews

Villa Surr Coline

NEWLY RENOVATED. POOL AND A/C NOW INCLUDED! Villa Surr Coline is a unique luxury villa nestled on the hilltop of McGuire Park. This private lush villa boast 180 degree views of the rolling hills of Buckleys. Relax in the infinity pool or enjoy a cocktail on the outdoor floating bed. The entire property is yours to enjoy! Villa Surr Coline is only a 20 minute drive away from over 5 beaches!

ValueLocationPool

Superhost
Home in Jolly Harbour
5 out of 5 average rating, 4 reviews

Amazing Villa - Amazing Views

Forget your worries in this spacious and serene space. Villa Amazing is a bright and beautiful Caribbean style villa, set in it's own 3/4 acre tropical garden. This gorgeous villa over looks blue and pristine waters of the Caribbean sea. Villa Amazing is the perfect place to unwind with a cocktail or two while watching the stunning sunsets.

Popular amenities for Saint Mary rentals with a pool