Holiday rentals in Jennings

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Jennings

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Top guest favourite
A serene outdoor space features a modern freestanding bathtub overlooking the ocean. A stylish hanging chair is positioned nearby, surrounded by potted plants. Natural light illuminates the deck, enhancing the views of the landscape and sea beyond.
Tiny home in Willoughby Bay
4.98 out of 5 average rating, 130 reviews

Cozy Stargazer Pod - Ocean View/No Cleaning Fee

Escape the ordinary vacation; immerse yourself in nature and reconnect with your body's natural rhythm. At Coastal Escape Antigua's stargazer pod, experience vacationing at its romantic, luxurious best overlooking breathtaking Willoughby Bay. This unique getaway is perfect to recharge from the stresses of life or to reconnect with that special someone. There are no alarm clocks here; natures orchestra of birds, crickets and grasshoppers will lull you to sleep and welcome you into the new day.

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, 33 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, 171 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
Flat in Jolly Harbour
5 out of 5 average rating, 10 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
Home in Deep Bay Beach
5 out of 5 average rating, 11 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, 49 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
A private plunge pool is framed by a wooden deck, featuring a seating area with a table and four chairs. Sun loungers are placed nearby, and lush greenery provides a natural backdrop, enhancing the space's tranquility.
Home in Valley Church
4.9 out of 5 average rating, 114 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, 126 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
Cottage in Saint John's
4.86 out of 5 average rating, 99 reviews

Pinkshack Studio Cottage

Optional return ground transfers from VC Bird Airport. Free Fibre Optics wifi and Netflix streaming included **Please note Air-conditioning is an extra 15US per night and is not included in the nightly rate ** you can pay on arrival in USD or local currency. Pinkshack Studio is a beautifully appointed cottage set outside the sleepy village of Five Islands and offers an easy walking distance to the pristine Five Islands beaches and Antiguan rural village life

Superhost
Villa in Ffreye's Estate
4.84 out of 5 average rating, 103 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.

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.

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 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.

Popular amenities for Jennings holiday rentals