Vacation rentals in Gerald's

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Top-rated vacation rentals in Gerald's

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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, 160 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.

Superhost

The exterior of the apartment is presented, featuring a vibrant yellow facade. A covered porch area is visible with green railings, providing an inviting entrance. Windows are fitted with shutters, and landscaped greenery lines the ground, enhancing the overall charm of the space.

Apartment in Barzeys

4.88 out of 5 average rating, 26 reviews

Lovely two bedroom apartment

Welcome to your Caribbean bolthole. This is a lovely two bedroom apartment set in the hills of beautiful Montserrat. The apartment is set on the edge of a valley (Ghaut ) with unblocked views of the sea towards Redonda and Nevis and a cool breeze in the evenings. You will have exclusive use of our apartment, with a separate entrance for you to come and go at your leisure. The Host lives in the apartment above, and will therefore be on hand by phone or email if you run into any difficulties.

Top guest favorite

A sheltered patio area features a dark wooden table surrounded by four black plastic chairs. Lush green foliage can be seen in the background, providing a natural ambiance. Bright sunlight illuminates the space, enhancing the inviting setting for outdoor relaxation.

Apartment in Davy Hill

5 out of 5 average rating, 26 reviews

Relax-In 2BR | Central Location + Jeep Rental

Our property is centrally located and just a short walk from everything you need—supermarkets, cookshops, bars, salons, and variety stores are all within 2–3 minutes. The beach is only a 10-minute walk away! We offer free airport/seaport pickup, high-speed Wi-Fi, and thoughtful amenities like a coffee machine to make your stay comfortable. Need help exploring? We can arrange local tours, hiking adventures, or taxi services for you. A rental Jeep is also available for an additional daily rate.

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, 162 reviews

Villa on a Hill

Villa is COVID-19 Certified. A/C NOW INCLUDED! Villa Sur Colline 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 Sur Colline is only a 20 minute drive away from over 5 beaches!

Top guest favorite

A comfortable studio space is presented with a spacious bed adorned in neutral tones. A dining area features a round table set with two chairs. A flat-screen television is mounted on the wall, and natural light enters through the doorway, enhancing the calm atmosphere.

Apartment in Saint George

4.97 out of 5 average rating, 74 reviews

The Heartland Studio

We invite you to stay at our cozy Heartland Studio during your next stay. The Heartland is a short-term suite that is centrally located in a very safe and convenient area, that is 10 minutes away from St. John’s and less than 15 minutes from the historic English Harbour and most beaches. Also, its location provides easy access to great local eating spots. Whether it is for leisure, a quick stay-over or business travel, our super hosts will ensure that you have a comfortable stay.

Superhost

A macramé hammock is suspended from a covered terrace, showcasing intricate fringe detailing. A soft yellow towel is casually placed on the hammock. The background reveals a serene twilight sky filled with soft clouds, enhancing the peaceful ambiance.

Villa in Urlings

4.9 out of 5 average rating, 71 reviews

Sugar Moon,spectacular Antiguan Villa with pool

Secluded villa ideal for romantic getaways. Nestled atop Johnson's Point, this blissful house offers spacious, luxury accommodation with breathtaking views of the ocean and the nearby islands. The property is also conveniently located within easy reach of the most beautiful beaches of the island as well as the popular Jolly Harbour with easy access to bars, restaurants and shops. This brand new space is only a short distance from the iconic English Harbour and Antigua's rain forest.

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, 28 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.

Top guest favorite

A cozy sleeping area is displayed, featuring a spacious bed with neutral-colored linens. A vibrant floral painting adorns the wall above the bed. Light streams in through a window draped with turquoise curtains, enhancing the room's inviting ambiance.

Apartment in Saint John's

5 out of 5 average rating, 21 reviews

Elianna’s Apt | Modern, Cozy Studio

Escape to our modern Caribbean retreat! Nestled in the countryside, this sleek, stylish apartment offers a relaxing experience & stunning sunset views from a rooftop balcony. In addition, we provide affordable car rentals & local excursions for your holiday adventures. Enjoy the open-concept living space with contemporary decor, a kitchen area, and a comfy queen-sized bed. Unwind in the peaceful surroundings, explore the Antigua, or just relax & savor the vibrant sunsets.

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

4.95 out of 5 average rating, 103 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

The bungalow is surrounded by lush greenery, featuring a combination of palm and other tropical plants. A wide driveway leads to the staircase, which ascends to an elevated porch that offers outdoor seating. The structure is complemented by a inviting red roof under a cloudy sky.

Home in Woodlands

4.82 out of 5 average rating, 11 reviews

Family Beachside Living with Oceanviews & Pool

Pristine Caribbean beaches, lush palm trees, and exhilarating island breezes await at this gorgeous 3-bedroom, 3-bath Montserrat stay. The bungalow is nestled in the secluded paradise of the West Indies, offering unbeatable panoramic views of Woodlands Bay and is just steps to the yellow sands of Woodlands Beach. Endless adventure awaits on this heavenly island, where you can explore volcanoes, tropical rainforest hiking trails, and local restaurants, all within arm's reach!

Top guest favorite

An aerial view of a historic Caribbean house highlights its spacious covered verandah and private pool. Lush greenery surrounds the property, with palm trees and ornamental plants creating a tranquil atmosphere. The design features open spaces and direct access to the pool deck.

Home in St Peter's Village

5 out of 5 average rating, 20 reviews

Providence: Paul McCartney's former hideaway

Providence Estate House, a unique historic Caribbean house, was the home of Paul McCartney and his family when he recorded "Tug of War" and "Ebony and Ivory" with Stevie Wonder in 1981. Originally built in 1918, it was rebuilt following 1989's Hurricane Hugo. Completely private, set in 10 acres on a breezy hilltop with sunset views overlooking the Caribbean from almost 600 feet, you will love the space, peace and serenity of this classical home and its beautiful setting.

Guest favorite

A small dining area features a round table with two white chairs, positioned next to large windows framed by wooden shutters. Lush greenery from outside is visible, bringing natural light into the space and creating a serene atmosphere.

Apartment in Antigua

4.86 out of 5 average rating, 84 reviews

Boutique style on a budget in a central location

Welcome to your perfect getaway! This cozy self-contained apartment features a renovated modern kitchen, a queen bed, and a private bathroom. The charming bedroom boasts French doors, stone tile floors, and a small private screened in verandah—perfect for enjoying your morning coffee or relaxing in the fresh air. Centrally located, you’ll be just moments from local attractions and dining. Comfort, style, and convenience await!