Vacation rentals in Old Town

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Old Town

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

0 of 0 items showing

1 of 3 pages

Guest favorite

Guesthouse in Old Town, Montserrat

4.89 out of 5 average rating, 45 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.

Apr 21 – 28

ﺩ.ﺇ338 per night

Guest favorite

Home in Old Road, Antigua & Barbuda

4.92 out of 5 average rating, 25 reviews

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

Perfect for family vacations, remote workers, and group celebrations, The Pearl awaits your travel memories. This luxurious, gated, air-conditioned, 3-bed/2-bath oasis is a COVID certified home that offers spacious rooms with screened windows, modern media entertainment, and an outdoor recreational area with a half-size basketball court. The large gas-equipped kitchen, LG equipped laundry room with large washer/dryer, and a modern home-office make for a private, safe, and relaxing get-away.

Mar 21 – 28

ﺩ.ﺇ624 per night

Apartment in Cudjoe Head, Montserrat

5.0 out of 5 average rating, 7 reviews

Luxurious Penthouse with Breathtaking Views

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.

Aug 15 – 22

ﺩ.ﺇ650 per night

Superhost

Villa in Urlings, Antigua & Barbuda

4.92 out of 5 average rating, 36 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.

Oct 14 – 21

ﺩ.ﺇ1,067 per night

Villa in Woodlands, Montserrat

5.0 out of 5 average rating, 17 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.

Sep 11 – 18

ﺩ.ﺇ817 per night

Guest favorite

Home in St Peter's Village, Montserrat

5.0 out of 5 average rating, 8 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.

Aug 17 – 24

ﺩ.ﺇ842 per night

Guest favorite

Villa in Woodlands, Montserrat

5.0 out of 5 average rating, 9 reviews

Oceanfront luxury, king bed,AC,WiFi,4beds,3bedroom

Private, gated luxury villa leaves Nothing between you and the Carribean blue sea. You can view turtles and dolphins from the comfort and privacy of your pool deck. You will never get tired of the sunsets and the moonlight views. Wake up to the sound of waves and birds every morning. Free WiFi, cable tv and fire stick. 5 minutes to 3 of the island’s premier restaurants, supermarkets, and the village rum bars.

Jun 1 – 8

ﺩ.ﺇ1,057 per night

Cottage in Old Town, Montserrat

5.0 out of 5 average rating, 6 reviews

Oceanfront Luxurious Villa Stunning Sunsets Avalon

Very well appointed luxurious villa. Bedrooms with comfortable Kingsize bed and private ensuite. Well equipped kitchen with coffee maker, toaster, microwave, gas cooktop, wall oven, dishwasher. Linen all included. Laundry room with washing machine and dryer. Iron and ironing board. Private swimming pool, spacious sunbathing deck, great views of the mountain and the beach. Walking distance to beach ( 5 min ).

Aug 26 – Sep 2

ﺩ.ﺇ1,676 per night

Guest favorite

Apartment in Saint Peter's, Montserrat

5.0 out of 5 average rating, 12 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

Jan 24 – 31

ﺩ.ﺇ356 per night

Villa in Garibaldi Hill, Montserrat

4.9 out of 5 average rating, 21 reviews

Isles Bay Villa

Exclusive three bedroom villa overlooking the Belham Valley and Old Road Bay. Our villa overlooks the beach where Hank's Beach Bar is located. You can see and hear the waves breaking on the beach from the pool deck. You’ll love the views, the private location, and the trade winds cooling the house. Our villa is perfect for up to three couples or a family vacation.

Jun 17 – 24

ﺩ.ﺇ640 per night

Guest favorite

Guest suite in Salem, Montserrat

5.0 out of 5 average rating, 8 reviews

Camie's Apartment

Fully furnished unit with Refrigerator, Cooker, Washing Machine, Cable Ready Television and Wifi Access. Within walking distance from two supermarkets and at least three restaurants if you desire to dine out at any time. There is also access to a Bus or Taxi service if prefer not to drive yourself. However, parking is available if you chose to drive.

Oct 24 – 31

ﺩ.ﺇ419 per night

Home in Salem, Montserrat

4.57 out of 5 average rating, 23 reviews

Amazing Villa Tropicasa

Villa Tropicasa is located in Lime Kiln Bay, Olveston on the island of Montserrat. Villa Tropicasa is a Tropical Delight, full of Caribbean color and charm. This two bedroom Luxury Villa is only three minutes away from secluded Lime Kiln Beach.The Villa commands clear views of the Mountains to the South east and the Caribbean Sea to the northwest.

Dec 19 – 26

ﺩ.ﺇ581 per night