Montego Bay holiday lettings

We found 1,301 holiday rentals — enter your dates for availability
Discover a selection of 32 homes and other holiday rentals in Montego Bay that are perfect for your trip. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a garden. No matter what you're looking for, you'll find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Montego Bay

Showing deals for:15 Jan - 22 Jan

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Find out more about Montego Bay

Why visit Montego Bay

  • Stunning beaches: Montego Bay boasts picturesque beaches perfect for sunbathing and relaxation.
  • Outdoor adventures: Engage in a variety of activities such as snorkeling, diving, and hiking in beautiful surroundings.
  • Luxury resorts: Experience top-notch accommodation options, from private villas to modern condos.
  • Family-friendly attractions: Enjoy amusement parks and cultural events that cater to visitors of all ages.
  • Romantic getaways: Unwind in jacuzzis and explore the intimate atmosphere ideal for couples.

Popular types of accommodation around Montego Bay

If you’re planning a getaway to Montego Bay, the excitement begins with selecting the perfect accommodation. From charming houses to modern condos and cosy apartments, there’s a wide range of holiday rentals to suit your needs. Explore our selection of holiday lettings and holiday apartments in Montego Bay, and enjoy a stay that offers both comfort and convenience. Your ideal home away from home awaits!

  • Houses: The top choice for holidaymakers in Montego Bay, offering spacious and comfortable settings perfect for families or groups.
  • Condos: A popular option for those seeking a blend of home-like amenities and resort-style living, ideal for a relaxing stay.
  • Apartments: A great selection for couples or solo travellers looking for a convenient and cosy base in the heart of the city.
  • Cottages: Charming and quaint, these are perfect for a tranquil getaway surrounded by nature.
  • Villas: Luxurious and spacious, offering upscale amenities and stunning views, ideal for an indulgent escape.**

Top attractions near Montego Bay

Montego Bay offers a delightful mix of outdoor adventures, stunning beaches, and romantic getaways. Visitors can explore a variety of attractions, including scenic beaches, amusement parks, and event venues that cater to culture and relaxation. Don't miss the opportunity to unwind in a jacuzzi while taking in the beautiful surroundings. Whether travelling solo or with loved ones, Montego Bay promises an unforgettable experience filled with diverse activities.

  • Maryland Beach: Enjoy the quintessential beach vibes at this picturesque spot, located a mere 435m from Montego Bay. With soft sands and gentle waves, it's perfect for sunbathing, swimming, or a leisurely stroll along the shore.
  • Roland E. Powell Convention Center: Situated 3.1km away, this venue exudes a professional atmosphere. It's ideal for conferences and events, featuring modern facilities that cater to a variety of business needs.
  • Jolly Roger Amusement Park: A family-friendly destination just 3.7km from Montego Bay, this amusement park offers thrilling rides and outdoor adventures, making it a perfect day out for all ages.

Things to do recommended for couples

For a romantic getaway in Montego Bay, try your hand at mini-golf at Lost Treasure Golf, just 311m away. Consider an exhilarating adventure at Shark's Cove Marina, one mile from the town, and unwind with a wine tasting at Costa Ventosa Vineyard, 6.8km away, for a truly enchanting experience.

Things to do recommended for families

Families holidaying in Montego Bay can unwind at Northside Park, enjoy thrilling adventures at the Carousel Ice Skating Rink, and splash about at Thunder Lagoon Waterpark, all within 1.6km's radius, ensuring a vibrant mix of relaxation and fun for everyone.

Things to do recommended for groups

Experience the vibrant atmosphere at Seacrets Distilling Company, just 3.1km from Montego Bay, or enjoy a round of golf at the Bayside Resort Golf Club, located 1.9km away. Don't miss the Montego Bay Shopping Center, only 249m away, perfect for family fun and local treasures.

What do I need to keep in mind when booking a vacation around Montego Bay

When planning your trip, whether it's with a group, family, pets, or for an extended stay, be sure to use the appropriate filters to match your priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Montego Bay with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Montego Bay with young kids: Travelling with young children can present its difficulties. It’s essential to prioritise their comfort and safety, along with suitable facilities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Montego Bay: For many, a family holiday wouldn’t feel whole without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels completely at home.
  • Planning for a long term stay visiting Montego Bay: If you're in search of holiday rentals that offer discounts for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include preferences such as a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Montego Bay

Montego Bay offers an idyllic escape, perfect for outdoor enthusiasts and romantic getaways alike. With its stunning beaches and luxurious resorts, visitors can soak up the sun while enjoying the friendly atmosphere. Explore nearby attractions and experience the family-friendly charm of the region, making it an ideal destination for your next holiday rental. Discover the breathtaking scenery and relaxation that Montego Bay has to offer, ensuring your trip is nothing short of exceptional.

  • North Ocean City: Nestled a mere 62m away from Montego Bay, North Ocean City is a delightful neighbourhood that beckons visitors with its charming beach atmosphere. Ideal for those seeking outdoor adventures and romantic getaways, it boasts a vibrant boardwalk, enticing shopping areas, and recreation parks. The nearby beach and family beach offer perfect spots for sunbathing and swimming, while the esplanade provides a scenic walkway for leisurely strolls. North Ocean City is a perfect blend of relaxation and fun for all ages.
  • Bethany Beach: Located 4.3km from Montego Bay, Bethany Beach is a quaint seaside town known for its laid-back charm and natural beauty. The beach here is perfect for families, with soft sands and gentle waves making it an ideal spot for swimming and sunbathing. Visitors can enjoy the lively boardwalk and a variety of shopping options, as well as nearby golf courses for those looking to tee off. The picturesque esplanade adds to the town's charm, making it a delightful destination for a romantic retreat or a family holiday.
  • Fenwick Island: Just 1.2km from Montego Bay, Fenwick Island is a serene coastal haven that perfectly embodies the essence of beach life. This island city is renowned for its stunning beaches and outdoor activities, making it a favourite for beach lovers and nature enthusiasts alike. Visitors can explore the local boardwalk, play a round of golf, or simply relax on the pristine sands. With family-friendly beaches and scenic esplanades nearby, Fenwick Island is an idyllic spot for creating lasting memories with loved ones.

Best time to go to Montego Bay

If you're planning a trip to Montego Bay, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like December to February tend to have fewer bookings and better deals.

Calendar MonthTemperaturePrecipitationCloudinessOccupancyPricing
January38.8°F (3.8°C)Light RainMostly SunnyLowSlightly Low
February40.5°F (4.7°C)Light RainMostly SunnyLowSlightly Low
March45.3°F (7.4°C)Light RainMostly SunnyAverageSlightly Low
April54.3°F (12.4°C)Light RainMostly SunnyAverageAverage
May63.0°F (17.2°C)Light RainMostly SunnyAverageAverage
June72.0°F (22.2°C)Light RainMostly SunnyHighSlightly High
July77.7°F (25.4°C)Light RainMostly SunnyHighSlightly High
August76.6°F (24.8°C)Light RainMostly SunnyHighSlightly High
September72.0°F (22.2°C)Light RainMostly SunnyAverageAverage
October63.0°F (17.2°C)Light RainMostly SunnyAverageAverage
November52.0°F (11.1°C)Light RainMostly SunnyAverageAverage
December45.0°F (7.2°C)Light RainMostly SunnyLowAverage

Booking with Vrbo is a breeze

Are you keen to save on your next getaway? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, opting for a longer stay can lead to considerable savings. To discover a Vrbo property that suits your budget, take advantage of our filters to sort by price, location, and type of holiday accommodation.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a user-friendly platform for planning your journeys, allowing you to easily start new trips, resume previous ones, or manage your travel arrangements. You'll be able to see the properties you've saved or reserved, sorted into categories such as Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently Asked Questions

What is the most popular type of holiday rental in Montego Bay?

In Montego Bay, condos are the most popular type of holiday rental, with about 124 available throughout the area. These condos are often situated in vibrant neighbourhoods close to the beach, offering easy access to local attractions like the Hip Strip and Doctor's Cave Beach. Most units come equipped with modern amenities, including fully fitted kitchens, spacious living areas, and balconies or terraces that provide stunning ocean views.

In addition to condos, there are several apartments and holiday houses available for those seeking alternative accommodations. These properties typically offer a homely atmosphere, with many featuring multiple bedrooms, outdoor spaces, and amenities such as swimming pools or BBQ areas, suiting families or groups.

Are there any beach house rentals in Montego Bay?

In Montego Bay, there are about 35 beach house holiday rentals available, offering a variety of options for travellers. These properties are typically situated near the stunning waterfront, providing easy access to local attractions such as Doctor's Cave Beach and the vibrant Hip Strip. Holiday homes often feature spacious living areas, fully equipped kitchens, and multiple bedrooms, making them ideal for families or larger groups. Many also come with outdoor spaces, such as decks or patios, where guests can relax and enjoy the beautiful coastal views.

How much does it cost to rent a holiday home in Montego Bay?

Prices for holiday rentals in Montego Bay vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Montego Bay to more spacious homes. To get the best value, book early and take advantage of Vrbo’s free rewards program.

Are there any discounts for Montego Bay holiday house rentals?

You can find great discounts on house rentals in Montego Bay on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.

What are popular rental amenities in Montego Bay?

In Montego Bay, popular holiday rental amenities include fully equipped kitchens, which allow travellers to prepare their own meals, and balconies that provide a lovely space to enjoy the views and fresh air. Many rentals also feature onsite parking, making it convenient for those who wish to explore the area by car. For additional comfort, some properties come with sofa beds, ideal for accommodating extra guests. Coffee and tea makers are also commonly found, ensuring that guests can enjoy a warm beverage at their leisure.

Can I find family house rentals in Montego Bay?

In Montego Bay, there are 28 family-friendly house rentals available, making it a wonderful destination for groups looking to enjoy a memorable holiday. These homes often come equipped with spacious living areas, full kitchens ideal for preparing family meals, and outdoor spaces where children can play and adults can relax. Many properties also feature amenities such as air conditioning and Wi-Fi to ensure a comfortable stay.

The area boasts proximity to various attractions, including the stunning beaches of Doctor's Cave and the vibrant Hip Strip, where visitors can explore local shops and restaurants. Additionally, families can enjoy activities like water sports and excursions to nearby attractions, ensuring there's something for everyone.

Can I rent a holiday home with a pool or hot tub in Montego Bay?

In Montego Bay, there are plenty of holiday homes available for rent that come with either pools or hot tubs, with around 26 options featuring pools and several properties equipped with hot tubs. This vibrant coastal town offers a range of neighbourhoods, including the popular Ironshore area, known for its beautiful beaches and proximity to local attractions.

Travellers can expect a wide variety of amenities in these rentals, including private swimming pools superb for relaxing under the sun, hot tubs ideal for unwinding in the evenings, and spacious outdoor areas for entertaining. Many properties also feature fully equipped kitchens, allowing guests to prepare their own meals, and comfortable living spaces designed for family gatherings or socialising with friends.

Are there any Montego Bay holiday rentals with parking?

Vrbo offers a wide selection of holiday rentals in Montego Bay with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the “Parking available” filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.

Can I book pet-friendly holiday rentals in Montego Bay?

In Montego Bay, there are several pet-friendly holiday rentals available, suiting travellers seeking accommodations that welcome their furry companions. The area offers a variety of properties, including charming cottages and spacious homes, many of which come equipped with modern amenities such as fully stocked kitchens, outdoor spaces, and comfortable living areas.

While enjoying your stay, you can take advantage of the nearby parks and open spaces that are superb for walks with pets. The local environment is quite friendly towards pets, enhancing the overall experience for those travelling with animals.

Can I find long-stay holiday rentals in Montego Bay?

A long-stay holiday rental in Montego Bay is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

When is the best time to visit Montego Bay for a holiday rental?

The best time to visit Montego Bay for a holiday rental is during the peak season from June to August, with July being the most popular month. This period attracts sun-seekers and families looking to enjoy the beautiful beaches, vibrant culture, and lively option. The warm temperatures, typically ranging from 24 to 32 degrees Celsius, create great conditions for outdoor activities, including swimming, snorkelling, and exploring the stunning coastal scenery.

While July is bustling with tourists, it also offers a range of exciting events and festivals that highlight the local culture. Visitors can immerse themselves in the rhythm of Jamaican life, enjoying music, dance, and delicious cuisine right by the sea.

For those seeking a more budget-friendly experience, November is a fantastic month to visit Montego Bay. This low season presents an opportunity to enjoy the stunning landscapes and attractions with fewer crowds, allowing for a more relaxed exploration of the area. The weather remains pleasant, making it an ideal time for sightseeing and enjoying the natural beauty of the coastline without the hustle and bustle of peak tourist season.

Ultimately, the choice of when to visit Montego Bay will depend on your preference for vibrant summer experiences or a quieter getaway in November.

Are there any remote work holiday rentals in Montego Bay?

In Montego Bay, Maryland, there are a substantial number of remote work-friendly holiday rentals available, with around 132 options to choose from. Many of these properties offer essential amenities for those looking to work remotely, such as free Wi-Fi in the rooms, ensuring that you can stay connected while enjoying your getaway.

These rentals often feature comfortable workspaces within the living areas, and some may even include dedicated office setups. Guests can expect additional conveniences like fully equipped kitchens for preparing meals, spacious living rooms for relaxation, and outdoor spaces that provide a pleasant environment for breaks or informal meetings.

Moreover, Montego Bay's picturesque surroundings and access to local attractions create a friendly space for balancing work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.

How early should I book a Montego Bay holiday rental?

Book your Montego Bay holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.

What are the top attractions in Montego Bay, Maryland, United States of America?

In Montego Bay, Maryland, visitors can enjoy a range of attractions that highlight the area's natural beauty and recreational opportunities. The nearby Sandy Point State Park is a popular destination, offering scenic views of the Chesapeake Bay, sandy beaches, and picnic areas, great for a day of relaxation or outdoor activities.

The historic downtown area features charming shops and eateries, and visitors can explore the local culture at the Montego Bay Museum. For those interested in boating or fishing, the waters around the town provide ample opportunities, with marinas offering various services.

Additionally, the nearby Chesapeake Bay Bridge offers stunning views and serves as a gateway to explore further attractions on the eastern shore.

Can I change or cancel my Montego Bay home rental booking on Vrbo?

To find Montego Bay holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.

Why should I join Vrbo as a host?

Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

Are all fees included in the Montego Bay holiday rental prices shown on Vrbo?

Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

What is VrboCare™ and how does it work?

Vrbo’s mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you’re protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can’t resolve, we’ll help you address it, find a similar property, or get your reservation refunded if applicable. That’s our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.

What can I expect from Vrbo customer service and VrboCare™ support?

Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.

Can I plan a group trip on Vrbo?

Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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