Holiday rentals 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, 37 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.

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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.

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Top guest favourite
Flat in Jolly Harbour
5.0 out of 5 average rating, 12 reviews

Wadadli Breeze - Laid back island elegance

Escape to Wadadli Breeze, a stunning waterfront villa on Jolly Harbour's North Finger. This 2-bed, 2.5-bath retreat blends modern luxury with Caribbean charm. Enjoy two terraces with marina views and seamless indoor-outdoor living. Optional concierge services, a captained boat at your private dock (for charter), and a golf cart (for rent) enhance your stay. Minutes from white-sand beaches, dining, a market, tennis, golf, and fitness facilities, Wadadli Breeze is your refined island gateway.

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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.

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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.

LocationFamilyOutdoor spaces

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, 54 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.

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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.

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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.

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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.

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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!

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Guest favourite
The exterior of a two-story house features a wraparound balcony with wooden railings and red accents. Multiple large windows are visible, surrounded by lush greenery and rocky terrain. A set of stone steps leads up to the entrance, complemented by potted plants.
Flat
4.92 out of 5 average rating, 125 reviews

Darkwood Sea View #1/ Car rentals $45-$55 US

Built from Greenheart lumber, this cozy property boasts views of beautiful Darkwood Beach and the Caribbean Sea, which is just a 5 minute walk away. Restaurants & other amenities e.g. supermarkets, banks & tours are within a 5 - 10 min drive. Our location is scenic with lots of greenery and lush vegetation . Guests can venture around for morning hikes and then stroll down to the beach.

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Guest favourite
A hammock hangs on a covered outdoor deck, offering a serene view of the surrounding bay and sunset. The gentle curves of the hammock's woven design complement the lush greenery nearby, creating a peaceful retreat amid nature.
Cottage
4.98 out of 5 average rating, 209 reviews

Charming Coastal Cottage Amazing Ocean Views

No Cleaning Fee* Charming Coastal Cottage with spectacular ocean views in a quiet neighborhood. The cottage is attentively appointed with all the amenities to ensure you have an enjoyable stay. It features an ultra comfortable Serta hotel collection mattress and air conditioning for your comfort.

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