Holiday rentals in Old Town

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Top-rated holiday rentals in Old Town

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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.
Flat 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 favourite
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.
Flat 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.

Superhost
A bright living room features a large window with sheer curtains allowing natural light to filter in. A comfortable armchair is positioned beside a coffee table, while a flat-screen TV sits on a stand. Decorative plants add a touch of greenery to the space.
Flat in Cudjoe Head
4.9 out of 5 average rating, 10 reviews

Luxurious Penthouse w/ Breathtaking Views & Jeep

Experience the simple luxuries in life in a place that is simply extraordinary. Affordable & luxurious, VIP Penthouse & Suites is one of its kind sitting approx. 900ft above sea level on the hillsides of Baker Hill, Montserrat, WI. We are just 7 minutes away from the airport. Well-kept gardens, sparkling pool, outdoor kitchen w/ dining area & charming pergola. Close to the local bank, pharmacy, supermarket, restaurant/ bars, beauty salon. Jeep rental is available and we also arrange tours.

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
5 out of 5 average rating, 34 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.

Guest favourite
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
4.5 out of 5 average rating, 12 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!

Guest favourite
A tropical setting is depicted, showcasing the white exterior of a spacious house surrounded by lush green palm trees and foliage. The roof is gently sloped, blending harmoniously with the natural landscape.
Flat
4.94 out of 5 average rating, 32 reviews

Lucy's Sunny Villa Studios ll

Take an early evening stroll to Bunkum Bay and enjoy the Sunset in the warmth of the Caribbean sea, we are ideally placed for those with a fondness for nature a perfect place to stay for couples. This spacious studio apartment will also accommodate up to 3 adults if required, with all modern amenities stylish shower room and furnishings, Come kickback and relax with us at any one of Lucy's Sunny Villa Studios

Superhost
A serene beach scene is depicted, featuring several shaded structures with green roofs. Soft, sandy stretches meet calm, turquoise waters, under a clear blue sky, providing an inviting atmosphere for relaxation.
Cottage in Saint John's
4.79 out of 5 average rating, 28 reviews

TURNER'S BEACH - 1 Bedroom Beachfront cottage

One minute's walk to one of the most beautiful beaches in Antigua at this charming one bedroom cottage at Turner's Beach. Turner's Beach Cottage # 3 is a one bedroom unit suitable for a COUPLE Unit features one bed, cannot be converted to twin Follow us on IG @starfishantigua Free parking WIFI available on site, but cottage is better suited for a DIGITAL DETOX

Guest favourite
Aerial view of a coastal landscape featuring serene waters reflecting the sky. The image captures a mix of sandy and vegetated areas, with gentle waves meeting the shoreline. Distant hills and a few coastal homes are visible in the background, framing the picturesque setting.
Flat in Saint Mary
4.93 out of 5 average rating, 75 reviews

Darkwood Sea View #2, Darkwood , St Marys

Built from Greenheart lumber, this cozy property boasts views of beautiful Darkwood Beach and the Caribbean Sea, just a 5-minute walk away. Restaurants & other amenities e.g. supermarkets, banks & tours are within a 5 - 10 min drive. The space is very private and scenic, with lots of greenery.

Superhost
A spacious sleeping area features a comfortable double bed with crisp white linens and two pillows. A TV is positioned on a low stand, while a small dining table with chairs is visible in the background, beside a pair of doors leading outside.
Home
4.5 out of 5 average rating, 6 reviews

Old Town Studio w/Separate Affiliated Pool House

We require a USD$50 damage deposit [Fully refunded if no damage] A 1 bedroom with 3 beds and 1 bathroom downstairs Flat. Access to pool from affiliated pool house with advanced notice. [The pool house is a completely separate property. 2 minutes walk from the advertised one]

Guest favourite
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.
Flat in Davy Hill
5 out of 5 average rating, 35 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 favourite
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 Town holiday rentals

  1. Airbnb
  2. Montserrat
  3. Saint Peter
  4. Old Town