Vacation rentals in Long Island

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Top-rated vacation rentals in Long Island

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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
An infinity pool extends toward the horizon, reflecting the bright blue sky. The turquoise waters blend with the Caribbean Sea, framed by lush green hills in the background. Clear vistas and serene surroundings create a tranquil outdoor space for relaxation.
Villa in Hermitage Bay
5 out of 5 average rating, 45 reviews

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.

Superhost
An expansive terrace features comfortable seating arrangements, with natural wood furniture and soft cushions. Candlelight flickers against the backdrop of a serene water view at dusk, while the rich architectural details of the vaulted wooden ceiling enhance the open atmosphere.
Home in FreeTown
4.76 out of 5 average rating, 21 reviews

Beautiful Villa Nonsuch Heights, Nonsuch Bay

Conceived as a place to lap up gorgeous vistas, Villa Nonsuch Heights has unobstructed views of the water and tropical landscape below. Get a glimpse of this contemporary villa’s stunning hilltop vantage as you come through the arched hardwood front door. Three luxurious en suite bedrooms open to the terrace through louvered plantation doors, allowing warm sea breezes to flow throughout and melt your stress away. An expansive terrace is an incredible setting for casual island dinners.

Guest favorite
A modern kitchen showcases a spacious island with three sleek, tan bar stools. White cabinetry contrasts with dark accents, and a stainless steel refrigerator and oven are visible. Natural light filters through sheer curtains, enhancing the well-organized layout.
Home in Cassada Gardens
4.97 out of 5 average rating, 33 reviews

Refresh! Gorgeous Island Retreat w/ Private Deck

Refresh and reset at this perfectly appointed 2BR/2BA home with AC and a private yard. Refresh is the ideal rental home for families, students, business travelers, and those returning to the island to visit friends and family. Conveniently located to the airport, beautiful beaches, shopping, and more: 6mins → Cedar Valley Golf 6mins → Epicurean Grocery 10mins → Airport 10mins → Cruise Port 11mins → American University 13mins → Dickenson Bay/Runaway Beach 32mins → English Harbor

Guest favorite
Home in Deep Bay Beach
5 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.

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, 132 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
Home in Cedar Grove
4.96 out of 5 average rating, 75 reviews

Beautiful Sunset Sea View Villa!

The house has been lovingly designed by a London interior design firm to provide the discerning traveller with everything they could want on a Caribbean vacation. Incredible views, a stunning infinity pool overlooking the turquoise sea, oodles of deck space and direct access to a dock and the calm Caribbean sea. The house is located in a private gated development on the favourite sunset side of the island and has a lovely tropical garden and secure covered parking for 2 cars.

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.

Top guest favorite
A cozy entrance is framed by lush, flowering vines, providing shade and privacy. A small wooden table and two chairs are positioned on the tiled veranda, inviting relaxation with views of the surrounding greenery.
Apartment in AG
4.96 out of 5 average rating, 144 reviews

Nicole's BnB with a View of the Caribbean Sea!

We are perched atop a hill with a gorgeous view of the Caribbean Sea and the capital, St. Johns. The apartment is 10 minutes from the airport, downtown St. Johns, and the beach, so it is very well located. The apartment has its own entrance so you have privacy. A bottle of our homemade rum punch awaits you when you arrive! Breakfast is available for order. Just ask! All types of people are welcome. :-)

Superhost
Home in Jennings
5 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.

Guest favorite
Villa in Saint John's
4.85 out of 5 average rating, 177 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!

Guest favorite
Condo in FreeTown
5 out of 5 average rating, 22 reviews

Beachfront 2-Master Suite Villa, Panoramic Views

Discover your luxurious beachfront villa retreat at Nonsuch Bay Resort, Antigua. This stunning property offers panoramic Caribbean Sea views, 2 master suites with private terraces, a fully equipped kitchen, and direct access to 2 resort pools and beach. Comfortably fits 4 guests. Enjoy a tranquil escape near Half Moon Bay and English Harbour, with personalized concierge service.

Popular amenities for Long Island vacation rentals