Holiday rentals in Woodlands

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Woodlands

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

%{current} / %{total}1 / 1
Guest favourite
Villa in Urlings
4.91 out of 5 average rating, 75 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 and zip line

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 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, 37 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.

A refreshing swimming pool reflects the clear blue sky, with the villa visible in the background. The two-story structure features a balcony with seating and an umbrella, while palm trees provide a tropical ambiance. Lounge chairs are positioned beside the pool, enhancing the relaxing setting.
Villa in Woodlands
4.84 out of 5 average rating, 25 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.

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 St Peter's Village
5 out of 5 average rating, 22 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.

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 out of 5 average rating, 5 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.

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 in Saint Peter's
4.91 out of 5 average rating, 35 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
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.
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 (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.

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, 29 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
4.94 out of 5 average rating, 77 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 in Old Town
4.63 out of 5 average rating, 8 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
The image captures a sunlit pool area with a sparkling pool surrounded by patio tiles. White lounge chairs with blue and white stripes are arranged nearby. Lush greenery is visible at the pool's edge, with the expansive Caribbean Sea in the background under a bright sky.
Home in Woodlands
4.83 out of 5 average rating, 23 reviews

Crows Nest Villa...2 bed with pool

Secluded 2 bedroom villa with pool and amazing panoramic views out over the Caribbean Sea. Relax on the veranda or in the pool, and escape the hustle and bustle of modern life. A little bit of paradise on this idyllic forgotten island

Popular amenities for Woodlands holiday rentals

  1. Airbnb
  2. Montserrat
  3. Saint Peter
  4. Woodlands