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
4.94 out of 5 average rating, 34 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.

Top Guest favourite
The image features a wooden deck with two lounge chairs positioned for relaxation. A cabin with wooden shingles and wide steps leads into the greenery. Large windows and balcony railing provide a panoramic view of the surrounding trees and natural landscape.
Cabin in Sawcolts Village
4.98 out of 5 average rating, 172 reviews

Tranquil Farm - Secluded Woodland Eco Cabin

The wooden shingled cabin is totally off the grid. To reach the cabin is a short walk up through a small wood on a narrow winding path from the parking area. Built on stilts the cabin over looks farmland and woods with a long view down the valley to the hills of English Harbour. The cabin has a large bedroom with wooden four poster bed with mosquito net. Barn doors open onto a side balcony, an open air bathroom with rain water shower heated by solar and a full kitchen. Wonderful night skies.

Top Guest favourite
Home in Hermitage Bay
5 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.

Top Guest favourite
Apartment in Jolly Harbour
5 out of 5 average rating, 11 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.

Guest favourite
A bright living area is presented with vaulted ceilings and large glass doors that open to reveal expansive views of rolling hills. A comfortable sofa is positioned near a wooden coffee table, while a bowl of fresh fruit adds a touch of color to a nearby countertop.
Villa in Saint John's
4.85 out of 5 average rating, 175 reviews

Villa Surr Coline

Villa is COVID-19 Certified. 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 with cocktails on the large deck or enjoy the outdoor floating bed. The entire property is yours to enjoy! The property also includes a rental car for ONLY $55us per day! (Payment on arrival if required). Villa Surr Coline is only a 20 minute drive away from over 5 beaches!

Guest favourite
Home in Deep Bay Beach
5 out of 5 average rating, 12 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 out of 5 average rating, 50 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.

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, 128 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
Villa in Ffreye's Estate
4.85 out of 5 average rating, 104 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.

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, 187 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.

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.
Apartment in Saint Mary
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.

Top Guest favourite
Cottage in Saint Philip
4.98 out of 5 average rating, 203 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.

Popular amenities for Jennings holiday rentals