Vacation rentals in Five Islands Harbour

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.

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.

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.

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.

LUXE Panoramic Sea View - near Hermitage Bay Beach

Amazed Sea View Villa Perched high on the stunning Sleeping Indian hills, this luxury villa sits on half an acre of lush tropical land, offering breathtaking views across the turquoise Caribbean Sea. With its infinity pool, open-air terraces, & vibrant gardens, the property blends luxury, tranquility, & complete privacy—making Amazed an experience in itself. A scenic 10-minute walk to the pristine Hermitage Bay, while Jolly Harbour is just a short drive away for dining, shopping, & groceries.

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.

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.

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.

Rum Jungle - English Harbour

Rum Jungle is one of seven, open-air, one-bedroom, West Indian cottages with kitchens, bathroom and Wi-Fi to rent in English Harbour, Antigua at Pineapple House, owned by Libby Nicholson. Rum Jungle has a private sitting room, kitchen and bathroom and sleeps two. Guests are invited to share sundowners with Libby and guests in the main house each evening. Located nearby are French and Italian restaurants, night life, beaches, beach bars, yachts, and Nelson's Dockyard.

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.

Sunsets & Views

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) This condo has a beautiful ocean view and sunset view from Deep Bay beach.

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.