Vacation 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, 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.

Antigua Oceanna Oasis near Turners Beach house #2

Situated next to house #1 on Hunt Road and Locasgate Road, this large house have three bedrooms with two double bed each with cooling fans while the largest bedroom have a queen sized bed and air condition(AC). The open dining and living room space have a large fan. The kitchen has a large stove with an oven and utensils for guests use. A large NexGrill is available for the Barbecue enthusiast near the Patio. The house #1 with a double and kingsize bed next door can hold additional guests.

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.

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!

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.

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!

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.

Shell Cottage with leisure pool, near the beach

On route to your temporary home, you will glimpse authentic Caribbean living. Traveling through small villages you will notice colorful chattel homes before arriving at your relaxing retreat. Sugar Fields Holiday Home is perfect for chilling. We are confident that you will enjoy your air-conditioned bedrooms, with private balconies and cozy, open plan indoor, outdoor living space.

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.

Valley Beach new apartment with pool – unit 38

New modern apartment with pool inside a safe and reserved residential resort close to Valley Church Beach and Jolly Harbour. All comforts (AC, Wifi, big screen TV, washer, dishwasher) with a modern Italian style furnishing. Terraces with view on the garden with pool and BBQ area.