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Vacation rentals in Old Road Bluff

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Top-rated vacation rentals in Old Road Bluff

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A charming cottage is situated along a winding path, surrounded by lush greenery and rolling hills. The structure features a bright blue exterior with a yellow door, blending harmoniously with the natural landscape.
Guesthouse in Old Town
4.87 out of 5 average rating, 53 reviews

Blue Lime Cottage

Our cottage is located at a walking distance of Lime Kiln Beach. You will like our cottage because of its privacy and the nature surrounding it. As of October 1st Monserrat welcomes visitors who are fully vaccinated with a WHO approved vaccine and a negative Covid test done within the last 72 hours. In addition visitors are required to quarantine for 5 days upon arrival. During the quarantine you can walk around our property and use the swimming pool in addition. Items can be delivered to you.

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.

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

NEW Stylish Caribbean 3 Bdrm Villa

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.

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 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
4.88 out of 5 average rating, 16 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

The image captures a serene outdoor area featuring a swimming pool with an ocean view. Two lounge chairs sit beneath a large umbrella, surrounded by lush greenery. The calm sea and distant hills create a tranquil backdrop against a clear sky.
Villa in Old Town
4.89 out of 5 average rating, 9 reviews

Oceanfront Luxurious Villa Stunning Sunsets Avalon

Villa Avalon is a well appointed luxurious and rare ocean front property. All bedrooms boast a comfortable King size bed and private ensuite bathroom. The kitchen is well equipped with everything you will need. The main living is outdoors in this villa, with 180 degree ocean view as you lounge, dine or sunbathe. Enjoy beach and mountain view from the main patio and breathtaking mountain and volcano views from the lookout. This villa offers ocean front living at it's best.

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.

A vibrant red villa is nestled among lush greenery, showcasing a clear blue sky overhead. A swimming pool is positioned in the foreground, reflecting the surrounding landscape. Steps lead up to the villa's entry, complemented by white railings and tropical plants.
Home in Old Town
5 out of 5 average rating, 3 reviews

Bananaquit at the beach!

Wishing to escape to a delightful villa overlooking a lovely beach on the most tranquil island ever? Planning to spend hours poolside soaking up the sun or just taking cool dips? Want to be footsteps from the shores? Bananaquit says yes to all above! This comfy villa in a prime location on Montserrat has stunning views all around. The villa includes 2 bedrooms upstairs and a lower level 1 bedroom apartment. Lush mature gardens surround this perfect getaway! Book Now!

Superhost
The bedroom contains a spacious queen-size bed with crisp white linens. Natural light streams through a window fitted with sheer curtains, highlighting the minimalist decor. A bedside lamp and a small table are positioned next to the bed, adding functionality to the space.
Apartment 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 (not included in base rate). 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.

Guest favorite
A studio apartment layout is highlighted with a spacious bed dressed in neutral tones. Natural light enters through a set of French doors leading to an outdoor patio. A dining area with tall stools and a compact kitchenette is also visible.
Apartment in Davy Hill
5 out of 5 average rating, 34 reviews

Woodland Suite, Urban Retreat

Centrally located studio apartment with outdoor patio. Ideal for short stays and business travelers. Very close to Little Bay and Brades. One of the few vacation/business travel rentals that has back up power.

Guest favorite
A serene sunset is captured over the ocean, with vibrant hues of orange and pink reflecting on the water. Lush palm trees frame the view, their silhouettes contrasting against the colorful sky, creating a peaceful and relaxing atmosphere.
Home in Salem
5 out of 5 average rating, 9 reviews

Enchanting private retreat

Wonderful apartment in a private house. Amazing sea views, pool, 2mn walk from Lime Kiln Beach. The property manager also rents cars and can meet you at the airport to take you to the house.

Popular amenities for Old Road Bluff vacation rentals