Holiday houses in Jennings

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Top-rated holiday rentals in Jennings

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Top Guest favourite
The entrance features a modern white facade with a covered porch, complemented by potted palms on either side. A set of steps leads to a glass door, framed by large windows that provide natural light. Black accents enhance the overall contemporary design.
Home in St Mary’s
4.95 out of 5 average rating, 38 reviews

Star Light View

In a quiet area overlooking Jolly Harbor, located in Jennings, new extension, this newly built masterpiece featuring 4bedrooms with 4 spa like bathrooms with modern finishes, exquisite kitchen with stainless steel appliances, On a clear day, awake to the volcanic isle of Monserrat. For special occasions, the property boasts two decks( upper and lower) consisting of Bluetooth speakers for entertaining The property is located 10-15 minutes from the popular Jolly Beach and Epicurean supermarket.

Guest favourite
Home in Hermitage Bay
5.0 out of 5 average rating, 10 reviews

Eden Roc–Sea View near Hermitage Bay-Jolly Harbour

Welcome to Eden Roc Hermitage Bay Antigua Sea View Retreat. Just a 5-minute walk from Hermitage Bay and close to Pearns Point, this private apartment combines modern comfort with stunning sea views. Relax on your oceanfront terrace and immerse yourself in the island’s beauty. In less than 10 minutes you’ll reach Jolly Harbour with its supermarket and amenities, while Jennings offers small groceries and local eateries for an authentic Caribbean touch. The ideal base for your Antigua escape.

Superhost
Apartment in Bolands
5.0 out of 5 average rating, 3 reviews

1 - South Shore Studios Near Jolly Beach

Stay in this newly built, stylish studio just a 3-minute walk from Jolly Harbour on Antigua’s stunning southwest coast. Jolly Beach is only 13 minutes away on foot, with other beautiful beaches within 20–30 minutes. The Epicurean supermarket is a convenient 10-minute walk, and a nearby bus stop makes trips to St. John’s and surrounding beaches quick and easy. Numerous restaurants are within walking distance. 3 other similar studios are on this property which has a roof top recreation area.

Top Guest favourite
The exterior of a charming cottage is framed by vibrant red and pink flowers. A covered balcony extends from the white structure, surrounded by lush greenery. A certification sign indicating adherence to COVID-19 protocols is displayed prominently.
Cottage
4.96 out of 5 average rating, 106 reviews

Sweet Lime Beachside Cottage

!!COVID INSPECTED, CERTIFIED & OPEN!! Agave Landings are affordable, one and two bedroom apartments and a studio cottage less than 165 yards from one of Antigua's best beaches. Located on Antigua’s Southwest coast, they are within minutes of a variety of restaurants, shopping, and entertainment facilities; while allowing easy access to St. Johns, Betty's Hope, English Harbour, and other sites; and providing a relaxing retreat to end your day with beautiful sunsets and star-filled skies.

Guest favourite
Home in Deep Bay Beach
5.0 out of 5 average rating, 13 reviews

Hilltop Villa Private Pool 180°Panoramic Beachview

Wake up to comfort, space and beautiful views in this family and pet-friendly 2 bedroom -Villa Beamish. Featuring 1 Master king size bed with bathroom and 2 full sized beds with large modern bathroom, a spacious living room with TV, and chef style kitchen perfect for home-cooked meals. Relax on the outdoor patio with BBQ & beach chairs then soak in the scenery & enjoy the convenience of being close to the City, the University of the West Indies ( Main Campus) & Royalton Antigua.

Top Guest favourite
A private patio area is accessed through glass double doors, shaded by a sail awning. Potted flowers in vibrant colors frame the entrance, complemented by a small dining table and chairs, creating a welcoming outdoor space.
Home in Crabbe Hill Village
5.0 out of 5 average rating, 55 reviews

Peaceful Village Beach Apartment

Immerse in the natural beauty of a local Caribbean village just 1-2 minutes walk from Crabbe Hill Beach, one of the best beaches in Antigua. Private double doors take you into a downstairs open plan studio with a fully equipped kitchen, double bed, shower room and A/C. Enjoy a glass of wine and sunset from the patio with a day bed and BBQ. Beach loungers and umbrellas at Crabbe Hill Beach Rentals are also included. Perfect for a creative retreat, solo traveller or romantic getaway.

Top Guest favourite
A charming Caribbean cottage is nestled among lush greenery, with sunlight filtering through the surrounding trees. A wooden deck is visible at the front, leading to the entrance, while varied tropical plants provide a vibrant backdrop.
Guesthouse in Swetes
4.98 out of 5 average rating, 105 reviews

Tranquil Farm - Woodland Eco Cottage

Tranquil Farm cottage totally off the grid. An open plan spacious cabin in a small woodland surrounded by nature. Ducks and chickens meander around, and my dogs will visit on a regular basis. The valley is in an area that is fairly central on the island - giving easy access to the calm Caribbean beaches on the West coast of Antigua, but still only 20 minutes to English Harbour and its evening fun with lots of bars and restaurants or 20 minutes North to St. John's the capital.

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, 118 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.

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
4.92 out of 5 average rating, 137 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.

Superhost
A view from the villa's terrace showcases the turquoise waters of the Caribbean Sea, bordered by lush greenery. The white railing contrasts with the vibrant blue of the sea and clear sky, while a tall palm tree provides a touch of tropical foliage.
Home in Five Islands village
4.85 out of 5 average rating, 134 reviews

Aloe Villa in Galley Bay, Pool & Stunning Views

Aloe Villa is a detached property located on a hillside behind Galley Bay Beach, a stone's throw from Giorgio Armani's cliffside estate. The villa is 5 minutes walking to the Galley Bay Beach and 3 minutes driving to Hawksbill Beach, both included on the list for the most beautiful secluded beaches in Antigua. Aloe accommodates up to 5 people on a picture perfect setting, 10 minutes drive from St. John's, home to restaurants and shopping.

Top Guest favourite
The exterior of Boulder Cottage showcases a covered patio area with wooden louvers, overlooking Falmouth Harbour. Lush greenery and stone accents frame the scene, while the tranquil water and sailing boats are visible in the background under a softly lit sky.
Cottage in Cobbs Cross Hill
4.95 out of 5 average rating, 188 reviews

Private cottage stunning view!

Nestled in a woodland forest overlooking Falmouth Harbour, 10 min from Historic Nelsons Dockyard, 3 Marinas, Beach and all amenities. Boulder Cottage is very private, has a King sized bed, full kitchen, patio dining, plunge pool and stunning views! Also on property is Antilles Stillhouse, a Craft Distillery! The first of its kind in the region, David, master distiller, focuses on making high quality spirits utilising local botanicals.

Superhost
Home in Jennings
5.0 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.

Popular amenities for Jennings holiday rentals