Vacation rentals in Montserrat

147 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Montserrat vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Best Vacation rentals and Airbnb offers in Montserrat

Best family friendly Montserrat vacation rentals

Among the 147 accommodations in Montserrat, here are the 4 best family friendly rentals

Royal 2 - Chez Mango Villas 4 Bedroom Suite - Montserrat
No reviews

Royal 2 - Chez Mango Villas 4 Bedroom Suite

apartment
This beachfront three-bedroom apartment rental in Saint Peter Parish, Barbados, offers magnificent ocean views and easy access to Saint Peter Parish's beaches and attractions.
The 3-bedroom, 1-bathroom unit sleeps 7, includes a kitchen with a refrigerator, air conditioning, internet, a swimming pool, fitness center, parking, and is near basketball and pickleball courts.
Silk Cotton Villa - Montserrat
10 2 reviews

Silk Cotton Villa

apartment
Silk Cotton Villa is located in the Woodlands district of Montserrat, offering stunning Caribbean Sea views and privacy on a private road shared with only two other villas. This peaceful area is known for its natural beauty and offers easy access to hiking trails, beaches, and volcanic landscapes.
The villa is spacious and can accommodate up to 10 guests. Amenities include a private pool, garden, parking, internet, and a kitchen with a fridge.
4br Villa With Breathtaking View And Pool - Montserrat
8.3 7 reviews

4br Villa With Breathtaking View And Pool

house
This Garibaldi Hill home is located minutes from the beach, local bars, and the buried city of Plymouth, offering a convenient and exciting base for exploring the island. It consistently receives high ratings for cleanliness, location, and overall guest experience.
This 4-bedroom, 4-bathroom home comfortably sleeps 8 guests. Enjoy the full kitchen, BBQ, garden, washer, dishwasher, TV, sound system, books, games, and a weekly cleaning service.
Riverside Suite, Urban Retreat - Montserrat
9.9 21 reviews

Riverside Suite, Urban Retreat

apartment
This one-bedroom apartment is located in Davy Hill, just a short distance from Little Bay and Brades, making it easy to explore shops, the airport, and the seaport. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment is designed for comfort, accommodating up to two guests. It includes a modern kitchen, a dedicated workspace, and a private patio, along with access to a shared garden.

Best Montserrat vacation rentals with a pool

Among the 147 accommodations in Montserrat, here are the 4 best rentals with a pool

Alfred Suite - Chez Mango Villa - Montserrat
8.0 7 reviews

Alfred Suite - Chez Mango Villa

house
This Salem house is located in a tranquil beachfront area, close to popular attractions like the Salem Witch Museum, the House of the Seven Gables, and the Salem Maritime National Historic Site. The house has received very good ratings for cleanliness, location, and user experience.
The two-bedroom suite is perfect for families or groups of up to six guests. The house offers a range of amenities, including a private laundry, access to a pool, BBQ grills, a fire pit, and free bikes for exploring the area.
Silk Cotton Villa - Montserrat
9.5 4 reviews

Silk Cotton Villa

house
Silk Cotton Villa is located in the Woodlands district of Montserrat, offering stunning views of the Caribbean Sea and situated on a private road with only two other villas, ensuring peace and quiet. This secluded villa is just a short drive from the island's main attractions, including Plymouth and the Montserrat Volcano Observatory.
This two-bedroom home can comfortably accommodate up to four guests. Amenities include a fully equipped kitchen, laundry facilities, air conditioning, a swimming pool, a Jacuzzi, a garden, and a fitness center.
Villa 2860 - Montserrat
10 3 reviews

Villa 2860

house
This 2-bedroom, 2-bathroom condo is located in the peaceful village of Woodlands, a short walk from its black-sand beaches and the natural landmark Runaway Ghaut.
This apartment accommodates up to 4 guests and features air conditioning, a kitchen, internet, and a swimming pool, with parking available.
Isles Bay Villa - Montserrat
9.4 29 reviews

Isles Bay Villa

house
This three-bedroom villa sits on Garibaldi Hill, overlooking Belham Valley and Old Road Bay, with Hank's Beach Bar just below. The property boasts excellent user, location, and cleanliness ratings.
This vacation rental comfortably accommodates six guests and features three bedrooms and three bathrooms. Enjoy panoramic views, a private setting, cooling trade winds, easy beach access, a pool deck, and the sounds of the ocean.

Frequently Asked Questions about vacation rentals in Montserrat

  • What are the must-see places in Montserrat?

    For a truly memorable trip, you shouldn't miss the Montserrat Volcano Observatory, offering stunning views and insights into the island's geological history. Exploring the Plymouth area, though largely abandoned due to volcanic activity, provides a poignant glimpse into the past. The Montserrat National Trust manages several sites worth visiting, including the beautiful rainforest trails and historical landmarks. Don't forget to check out the charming villages like Little Bay and St. John's, experiencing the local life and culture.
  • What are the best Airbnb and vacation rentals in Montserrat?

    Blue Lime Cottage, Luxurious Villa With Panoramic Ocean Views and Woodland Suite - Urban Retreat are the most popular Airbnb and vacation rentals in Montserrat among travelers.

  • What are the typical activities to do in Montserrat?

    Hiking is a popular activity, with trails ranging in difficulty. You can explore the island's lush rainforest, taking in breathtaking views. Visitors frequently enjoy boat tours around the coastline, offering a unique perspective of the island. Snorkeling and diving are also popular, showcasing the vibrant underwater world. For a more relaxing experience, simply unwind on one of Montserrat's beautiful beaches.
  • What are the most popular Airbnbs in Montserrat?

    Among the Airbnbs in Montserrat, Blue Lime Cottage, Crows Nest Villa...2 Bed With Pool and Lime Cliff are the most popular ones.

  • Which part of Montserrat offers the most pleasant climate?

    The higher elevations of Montserrat tend to have a more pleasant climate, particularly in areas away from the coast, offering cooler temperatures and a refreshing breeze.
  • What are the best vacation rentals with a pool in Montserrat?

  • Are there specific challenges to driving in Montserrat that visitors should know?

    Driving in Montserrat can be challenging due to narrow, winding roads, particularly in the mountainous regions. Some roads may be steep and require careful navigation. It's advisable to have a vehicle suitable for these conditions and to drive cautiously.
  • What are the best rentals for families and kids in Montserrat?

  • What currency is used in Montserrat?

    The official currency of Montserrat is the Eastern Caribbean dollar (EC$). US dollars are also widely accepted in many establishments.
  • What are the best rentals or Airbnbs with a jacuzzi in Montserrat?

  • What are the top festivals to experience in Montserrat?

    Montserrat celebrates various festivals throughout the year. The St. Patrick's Day celebrations are particularly vibrant, featuring parades and cultural events. Other local festivals often highlight the island's rich musical and cultural heritage, though specific dates vary from year to year.
  • What is the best time of year to visit Montserrat?

    The best time to visit Montserrat is during the dry season, typically from December to May, offering pleasant weather and ideal conditions for outdoor activities. However, hurricane season runs from June to November.
  • What are some local dishes to try in Montserrat?

    You should definitely sample the local seafood, especially fresh fish prepared in various Caribbean styles. Callaloo soup, a hearty vegetable stew, is another local favorite. Also, try the delicious local fruits and desserts, reflecting the island's unique culinary heritage.
  • What emergency numbers should you know in case of a medical or security issue in Montserrat?

    For medical emergencies, dial 911. For police assistance, contact the Royal Montserrat Police Force's emergency number, which is also 911.
  • What etiquette tips are important when visiting Montserrat?

    As in many Caribbean islands, it's polite to greet people with a friendly smile and 'Good morning,' 'Good afternoon,' or 'Good evening.' Respectful behavior towards locals and their customs is always appreciated. Dress modestly when visiting churches or other religious sites.
  • What are the best areas to spend a week in Montserrat?

    For a week-long stay, you could base yourself in St. John's, providing easy access to various attractions and amenities. Alternatively, explore different areas of the island, experiencing the diverse landscapes and charming villages.
  • What are the best areas to spend a weekend in Montserrat?

    A weekend in Montserrat could be spent exploring St. John's and its surroundings, enjoying the island's natural beauty and local culture. Consider a stay near Little Bay for easy access to the beach and other activities.
  • What are the top shopping destinations in Montserrat?

    Shopping in Montserrat is primarily focused on local crafts, souvenirs, and essential goods. You'll find small shops and boutiques in St. John's offering a range of items. The local markets are a great place to find unique handicrafts and local produce.
  • What are some off-the-beaten-path places to explore in Montserrat?

    Venture beyond the main tourist areas to discover hidden gems. Explore the less-visited trails in the rainforest, offering a more secluded and immersive experience. Explore some of the smaller villages away from the main towns for a more authentic feel of Montserrat's culture.

Best Montserrat vacation rentals with parking

Rosedale Suite: Rooftop Sunset Viewing And Dinner - Montserrat
10 2 reviews

Rosedale Suite: Rooftop Sunset Viewing And Dinner

apartment
This Salem, Massachusetts oceanfront suite offers a private rooftop terrace with sunset views and is conveniently located near Salem's waterfront attractions, though the precise distance isn't specified.
The one-bedroom, one-bathroom suite includes a kitchen with a fridge, freezer, microwave, and dishwasher, accommodates two guests, and features a private entrance and potential access to a villa pool (availability dependent on other guests); handicap access is available.
Hibiscus Suite - Private 1 Bed - Montserrat
9.7 7 reviews

Hibiscus Suite - Private 1 Bed

house
This Salem house is located in a peaceful, private area, offering a tranquil escape from the city center. It has consistently received excellent ratings for cleanliness, location, and overall user experience.
The house is perfect for a couple, with one bedroom and one bathroom. Guests can enjoy a range of amenities, including a swimming pool, Jacuzzi, fitness center, and a garden, making it ideal for both relaxation and exploration.
Bananaquit At The Beach! - Montserrat
10 4 reviews

Bananaquit At The Beach!

apartment
This charming villa is situated in Old Town, Montserrat, offering breathtaking views of two nearby beaches, hills across the valley, and lush mountains. The peaceful location provides a tranquil escape from the hustle and bustle of everyday life.
The villa features three bedrooms, including a one-bedroom suite, accommodating up to six guests. Enjoy a private garage, a spacious patio perfect for relaxing, a landscaped garden, and a swimming pool.
Luxury Spacious Villa With Aircon And Pool Table - Montserrat
9.0 5 reviews

Luxury Spacious Villa With Aircon And Pool Table

house, Olveston
This luxurious villa is located in Olveston, just a short drive from the John A. Osborne Airport and offering access to a private beach area. Enjoy the peace and quiet of this charming coastal town, perfect for a relaxing getaway.
This spacious house features 3 bedrooms and 3 bathrooms, comfortably accommodating up to 8 guests. The house offers a range of amenities, including a private pool, a hot tub, a fully equipped kitchen, a bar, and a terrace with stunning sea views.

Best Montserrat vacation rentals with a balcony

Seaview Guesthouse Apt#1 - Montserrat
8.0 1 review

Seaview Guesthouse Apt#1

apartment, Bank Level
Seaview Guesthouse Apt#1 is an apartment located in Bank Level, 1.9 miles from John A. Osborne Airport.
This 1000 square foot rental accommodates up to 7 guests in 2 bedrooms, featuring a fully equipped kitchen, a terrace with sea views, and complimentary WiFi and parking.
Montserrat Mountain View Retreat - Montserrat
10 1 review

Montserrat Mountain View Retreat

apartment, Cudjoe Head
Montserrat Mountain View Retreat, a two-bedroom apartment near Cudjoe Head, Montserrat, is conveniently located 2.5 miles from John A. Osborne Airport.
This Cudjoe Head rental offers free parking, Wi-Fi, a fully equipped kitchen with oven and microwave, a balcony, washer, linens, and accommodates up to seven guests.
©2026 cozycozy.com