Holiday rentals in Cudjoehead

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Top-rated holiday rentals in Cudjoehead

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

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Guest favourite

A cozy living room features a small dining table surrounded by four chairs, positioned against a vibrant yellow wall. A framed artwork of wine glasses adds a decorative touch, while a comfortable sofa invites relaxation to one side of the room.

Flat in Davy Hill

5.0 out of 5 average rating, 29 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, AC 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.

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Superhost

A bright living area features a white sofa with contrasting black and white cushions, positioned beside a glass coffee table. A wall-mounted TV displays a selection of channels. Natural light enters through large windows, and an open door leads to a green outdoor landscape.

Flat in Davy Hill

4.75 out of 5 average rating, 4 reviews

King Bed Studio Chess Apartments

Experience peaceful, family-friendly comfort in our unique, stylish and spacious retreat. We're centrally located, just a 1-min walk from banks, restaurants, supermarkets, and more, plus a short walk to the beach! Free parking, Breathtaking views of Montserrat's landscapes and beaches. Refreshing Breezes (no AC needed here!). Ideal for singles, couples, friends, and small families. King Bed/Two Twin Bed, plus a sofa bed. We offer airport/seaport transfers, car rentals, tours, pool access

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Superhost

The exterior of the villa is framed by lush tropical landscaping, featuring vibrant green plants and colorful flowers. A paved driveway leads up to the entrance, where the two-story white building is highlighted under a clear blue sky.

Home in Woodlands

5.0 out of 5 average rating, 3 reviews

Stylish Caribbean 3 Bdrm Villa Nestled in Nature

This incredible 3 bedroom Villa's garden grounds stretches over 100 yards of unobstructed panoramic views, abundant in colour with blooming florals and lush with towering mahogany trees under which hammocks swing in the ever present view of the Caribbean Sea. From corner to corner, this estate has one of the most beautiful, vistas with the sound of waves lapping on its shoreline below -plus views of neighbouring islands Nevis, Redonda & the tip of St. Kitt's - a constant reminder of paradise.

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Guest favourite

A sandy beach scene features sheltered loungers under green and red umbrellas. Gentle waves lap at the shore, and a rocky coastline is visible in the background, framed by a clear blue sky.

Cottage in Saint John's

4.89 out of 5 average rating, 18 reviews

TURNER'S BEACH - 2 Bedroom Beachfront Cottage

Quite literally one minute walk from your cottage to the beach Turner's Beach Cottage #1 is the perfect beach cottage of for a family of 4 Follow us on IG @starfishantigua This two bedroom cottage can comfortably fit a family of 4, maximum. Main bedroom: queen size bed, Second bedroom: Two twin beds Separate living and kitchen area with outdoor patio WIFI and cable tv available on site, but we are better suited to a DIGITAL DETOX. Beach loungers and umbrellas available on site Free parking

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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

5.0 out of 5 average rating, 55 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.

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A view from the garden captures the lush greenery framing a panoramic scene of the Caribbean Sea. The villa's architecture is visible alongside vibrant palm trees and tropical foliage, all set against a clear blue sky, creating a serene atmosphere.

Villa in Woodlands

4.85 out of 5 average rating, 26 reviews

Secluded Caribbean retreat with a spectacular view

Nestled in Montserrat's rainforest-covered hills, with breathtaking views over the Caribbean Sea and a ten-minute walk to an often-deserted beach, this secluded hideaway is perfect for those seeking a restorative and utterly peaceful vacation. Because it is west-facing, sunset cocktails on either of the 60ft balconies or pool deck are a must. I can send a drone video of the villa and garden (kindly sent to me by a guest) once a booking has been made and email addresses exchanged.

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Guest favourite

A spacious balcony is furnished with a wooden dining table and four chairs. A potted plant adds a touch of greenery. Panoramic views of lush hills and the coastline are visible in the background under a clear blue sky.

Villa in Saint Peter

5.0 out of 5 average rating, 12 reviews

Villa Isotica: Scenic and Breathtaking Views

Within 5 minutes of being whisked away from the air or sea port, your brief journey will terminate at the entrance of our Caribbean styled villa with its cute garden accents. Strategically located on a cascading ridge, Villa Isotica is home in a village setting, that offers panoramic views from mountain top to coastal horizon with awesome sunsets. This is the tranquilizing setting that helps you to unwind, lulls you into your best sleep, triggers your imagination and creativity.

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Guest favourite

A villa is set amidst lush greenery, with palm trees surrounding its edges. The house features a light-colored exterior and a sloped roof. Large windows invite natural light, creating a connection with the tropical environment.

Villa in Saint Peter

5.0 out of 5 average rating, 10 reviews

Lucy's Sunshine Villa Palm Loop, 3 Bed 2 bathroom

Bring the whole family over, with lots of room for fun & Surrounded by nature this villa is approximately ten minute walk to the closest beach. this villa offers the best for both worlds for the sea lovers or for those who prefer to simply relax at home on the veranda and take in the warm sunshine and take in beautiful Sunsets the Caribbean offers? then this is sure to meet your holiday needs. As a self-catering villa, you'll find all the amenities needed for a perfect stay.

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Top guest favourite

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 Saint Peter

5.0 out of 5 average rating, 26 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.

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Top guest favourite

The cozy clubhouse is situated close to the shoreline and surrounded by lush palm trees. The structure features a porch with seating, offering views of the beach and the nearby rocks. A gentle slope leads from the clubhouse to the water, integrating nature with the living space.

Guest house in Little Bay

5.0 out of 5 average rating, 15 reviews

The Clubhouse

Welcome to Montserrat's first eco-conscious clubhouse by the sea. We are located on the northwest coast of our small but incredible island, in the centre of the Little Bay, steps away from the surf. We are only five minutes drive from the the new town “ brades’ , and just 3 mins walk to Marine Village, a collection of small bars, a couple restaurants an a dive shop. The Clubhouse is nestled between coconut trees in the heart of our beach community.

LocationFamilyQuiet

Guest favourite

A tranquil scene featuring a shimmering pool reflecting the colors of the sunset. Lush palm trees are visible at the pool's edge, while the calm sea and colorful clouds create a serene backdrop.

Villa in Woodlands

4.87 out of 5 average rating, 23 reviews

Oceanfront luxury, king bed,AC,WiFi,4beds,3bedroom

Private, gated luxury villa leaves Nothing between you and the Carribean blue sea. You can view turtles and dolphins from the comfort and privacy of your pool deck. You will never get tired of the sunsets and the moonlight views. Wake up to the sound of waves and birds every morning. Free WiFi, cable tv and fire stick. 5 minutes to 3 of the island’s premier restaurants, supermarkets, and the village rum bars.

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Superhost

Flat in Cudjoe Head

4.75 out of 5 average rating, 16 reviews

Cozy Apartment w/ Jeep & Prime Locatio

The VIP Queen Suite is a fully furnished private unit in a prime location, featuring a queen-size bed, kitchenette, living area, and optional AC -US$15 per day). Located on the ground floor of VIP Penthouse & Suites, guests enjoy full access to a courtyard with a pool and dining area. Walking distance to supermarket, pharmacy, restaurants, bars & more. Jeep rental available at an additional cost.

LocationAmenitiesHospitality