Holiday rentals in Woodlands

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.

The Pearl: Gorgeous, Gated, 3BD/2BTH Villa w/AC

Welcome to The Pearl, your dream Caribbean getaway villa! This gated, air-conditioned sanctuary boasts a large master suite, two spacious bedrooms, modern entertainment, and an outdoor patio with a half-size basketball court. With breathtaking views, The Pearl features a fully equipped kitchen, laundry room, and a modern home office. Keyless entry, complimentary WiFi, and optional chef-prepared local dishes ensure a hassle-free stay. Book today and enjoy both adventure, relaxation, & luxury!

Sweet Lime Beachside Cottage

!!COVID INSPECTED, CERTIFIED & OPEN!! Agave Landings are affordable, one and two bedroom apartments and a studio cottage less than 165 yards from one of Antigua's best beaches. Located on Antigua’s Southwest coast, they are within minutes of a variety of restaurants, shopping, and entertainment facilities; while allowing easy access to St. Johns, Betty's Hope, English Harbour, and other sites; and providing a relaxing retreat to end your day with beautiful sunsets and star-filled skies.

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.

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!

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.

Darkwood Sea View #1/ Car rentals $45-$55 US

Built from Greenheart lumber, this cozy property boasts views of beautiful Darkwood Beach and the Caribbean Sea, which is just a 5 minute walk away. Restaurants & other amenities e.g. supermarkets, banks & tours are within a 5 - 10 min drive. Our location is scenic with lots of greenery and lush vegetation . Guests can venture around for morning hikes and then stroll down to the beach.

Oceanview & Pool 3Bdr Escape

Valley Villa - A Modern Caribbean Escape in Ffreye's Estate Welcome to Valley Villa, a stunning brand-new construction, 3 Bedroom 2 bath house, sleeping 6, nestled in the serene Ffreye's Estate, offering breathtaking views of the Caribbean Sea and rolling hills beyond. Designed with a modern Caribbean aesthetic and earthy tones, this villa is a true oasis of tranquility and luxury.

2 bed apt w/ beautiful views-5 min to the beach!

$135 per night special rate June 1st - August 31st, 2025. $163 per night will resume October 16th, 2025! Ixora Vacational Rental is our 900-sq ft downstairs apartment. The space is completely separate from the upstairs portion where my husband and I reside. There is a separate entrance and patio.