Vacation rentals in Jennings

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Top-rated vacation rentals in Jennings

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Top guest favorite
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 favorite
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 favorite
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 favorite
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 favorite
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 favorite
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 favorite
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
4.9 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 favorite
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.

Top guest favorite
A private infinity pool is situated on a wooden deck, surrounded by lounge chairs and an umbrella. The clear blue waters of Deep Bay are visible in the background, framed by lush greenery and a serene sky. A nearby dining area with a table enhances the outdoor space.
Home in Galley Bay
5 out of 5 average rating, 16 reviews

Polaris villa. Stunning view, pool, beach nearby.

Polaris villa offers an exclusive location and stunning views of Deep Bay. The Galley Bay beach is within walking distance. The lovely private infinity pool with deck and barbeque area is perfect for relaxation. The 2 bedrooms with AC and attached bathrooms have circular windows with stunning views of the bay. The veranda is spacious and overlooking the water. Ideal for a couple who need extra privacy or for a group of 4.

Guest favorite
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.

Guest favorite
A wooden dining table with four slatted chairs is positioned on a covered terrace. The scene is enhanced by a view of the ocean and palm trees, with the sun setting in the background, casting warm hues across the sky.
Condo in Saint John's
4.89 out of 5 average rating, 165 reviews

Halcyon Dream

This apartment enjoys the best location in Halcyon Heights Condominium, a charming private community consisting of one and two story buildings surrounded by lush gardens and beautiful landscaping that wrap around a large pool overlooking the Caribbean Sea. Onsite and free parking. Convenient also to restaurants and bars and only a few minutes away from beautiful Dickenson Bay.

Guest favorite
Condo in Yepton Beach
4.88 out of 5 average rating, 123 reviews

Breeze by the sea

The Condo in Pillar Rock located on Yepton beach, it's a 10-minute ride to St. John's downtown (local markets) and 20-minute ride from airport. On the property have a shared swimming pool, BBQ grill and 2 walking distance beaches. (Yepton and deep bay) Sunrise on Yepton beach and sunset on Deep Bay beach.

Popular amenities for Jennings vacation rentals