Montego Bay holiday rentals

We found 1,355 holiday rentals — enter your dates for availability

Discover a selection of 25 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:2 Oct - 9 Oct

Image gallery for MADISON BAY BEACH GETAWAY-PRIVATE POOL-HOT TUB- FIRE PIT- WEEKLY STAY DISCOUNT

Patio, grill, saltwater pool
10 out of 10, Exceptional, (14 reviews)
Exceptional
(14 reviews)

MADISON BAY BEACH GETAWAY-PRIVATE POOL-HOT TUB- FIRE PIT- WEEKLY STAY DISCOUNT

Ocean City

8% off
Price is AU$13,652
for 7 nights, 1 home
AU$1,950 per night
includes taxes & fees
MADISON BAY BEACH GETAWAY-PRIVATE POOL-HOT TUB- FIRE PIT- WEEKLY STAY DISCOUNT

Find spaces that suit your style

  • Peace of mind

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  • More quality time

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why visit Montego Bay

  • Sandy Beach Escapes: Relax on Montego Bay’s scenic shores for a rejuvenating outdoor retreat.
  • Charming Esplanade: Enjoy strolls along a delightful esplanade that captures the local spirit.
  • Marine Park Adventures: Experience the vibrant marine park and its outdoor amenities.
  • Local Cultural Vibes: Immerse yourself in the neighbourhood’s friendly, trendy atmosphere.
  • Flexible Holiday Homes: Find a cosy base with diverse options for exploring local attractions.

Popular types of accommodation around Montego Bay

Discover Montego Bay, Ocean City, Maryland, a charming neighbourhood offering a variety of holiday home options. Whether you prefer a cosy private holiday home, a stylish condo, or a comfortable apartment, you'll find the perfect base to explore local attractions and experiences. Enjoy the transparency, savings and reassurance our platform delivers while you uncover the unique delights of Montego Bay.

  • Private Holiday Homes: Enjoy the ultimate privacy and comfort by booking a spacious private home, perfect for families or groups seeking a homely atmosphere.
  • Condos: Experience modern living in stylish condominiums, offering convenient amenities and often stunning views of the coastline.
  • Apartments: Find cosy apartments that provide a home-away-from-home feel, ideal for couples or solo travellers looking for flexibility.
  • Cottages: Delight in charming cottages that offer a quaint and intimate setting, perfect for a romantic getaway.
  • Villas: Indulge in luxury with spacious villas, complete with private pools and lush gardens for a lavish holiday experience.**

Top attractions near Montego Bay

Montego Bay in Ocean City, Maryland offers a charming blend of outdoor, romantic, and beach holiday experiences. Visitors can enjoy its sandy beaches, a delightful esplanade, and attractions that celebrate local culture. Ideal for those seeking outdoor adventures and a relaxed ambience, the area also features a marine park and various outdoor amenities to enhance your holiday experience.

  • Maryland Beach: Enjoy the seaside ambience at this charming beach, located 1km from Montego Bay, perfect for a relaxing day by the sea and invigorating strolls along the shore.
  • Jolly Roger Amusement Park: Experience outdoor adventures with family-friendly attractions, situated 10km from Montego Bay, offering thrilling rides and exciting activities.
  • Bethany Beach Boardwalk: Discover a romantic and family-oriented esplanade, 11km from Montego Bay, ideal for leisurely walks and delightful seaside moments.

Things to do recommended for couples

Experience romance in Montego Bay with a sunset catamaran cruise, exploring the stunning coastline. Enjoy a candlelit dinner at a beachfront restaurant, or unwind together at the tranquil Doctor's Cave Beach, where you can relax in the warm Caribbean waters and soak up the sun.

Things to do recommended for families

Families will love the vibrant atmosphere of Montego Bay's Doctor's Cave Beach, perfect for swimming and sunbathing, or exploring the nearby Rose Hall Great House for a glimpse into Jamaica's history and folklore.

Things to do recommended for groups

In Montego Bay, groups can savour the local culture at vibrant street markets, embark on a scenic boat cruise along the coast, and explore historical sites, ensuring a memorable experience for all travellers.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

If you're planning a trip with a group, family, or pets, or if you're considering an extended stay, be sure to apply the appropriate filters to suit your needs. Here are some helpful booking tips for using Stayz.

  • Traveling to Montego Bay with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options and more on Stayz.
  • Traveling to Montego Bay with young kids: Traveling with young children can be demanding. You must prioritise their comfort and safety, ensuring access to age-appropriate facilities such as a private swimming pool. It is also wise to consider your closeness to attractions that cater to families.
  • Taking your pets with you to Montego Bay: For many, a family holiday isn't truly satisfying without their furry companion by their side. If this resonates with you, take a look at Stayz properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds to ensure that everyone feels completely at home.
  • Planning for a long term stay visiting Montego Bay: If you’re seeking holiday lets with special offers for month-long stays, you’ve come to the right place. By applying the appropriate filter, you can effortlessly locate and secure savings on monthly rentals. Also, consider including a parking space, a well-appointed kitchen, or a private pool in your search criteria.

Where to stay near Montego Bay

Montego Bay in Ocean City, Maryland, offers a delightful blend of outdoor, romantic beach escapes and family-friendly experiences. Wander through the vibrant community, relax on scenic shores, and enjoy the friendly atmosphere that defines this trendy neighbourhood. Whether seeking a peaceful retreat or active exploration, Montego Bay in Ocean City provides a charming setting for every traveller.

  • Ocean City: Ocean City is a vibrant city where Montego Bay is located, offering an enticing blend of outdoor adventures and family-friendly attractions. Visitors can delight in leisurely strolls along the boardwalk, indulge in retail therapy in its shopping area, or enjoy the thrills of a water park. The local landmarks, including a scenic esplanade and a picturesque beach, set the stage for a memorable romantic outing or a fun family day.
  • North Ocean City: Located a mere 161m from Montego Bay, North Ocean City is a charming neighbourhood that perfectly embodies the coastal spirit. The area is celebrated for its outdoor, romantic, and beach experiences, with a welcoming boardwalk and a bustling shopping area. A nearby recreation park provides additional opportunities for relaxation, while the attractive beach and family beach ensure that every visitor finds something to delight in.
  • Fenwick Island: Fenwick Island, naturally graced as an island and positioned 3km from Montego Bay, offers a serene escape with a focus on outdoor, beach and romantic experiences. Here, visitors can enjoy a leisurely walk along the boardwalk or try their hand at golf at a local golf course. The charming local landmarks, including a beautiful beach, family beach and esplanade, further enhance the appeal of this picturesque coastal city.

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 iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 Stayz is a breeze

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can really help, as prices can vary quite a bit. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Stayz property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Effortless planning

Stayz's cutting-edge Trip Board offers you a dedicated area to plan new journeys, pick up right where you left off, or review and arrange your travel plans. You can easily access properties you've previously saved or booked, now categorised under Potential, Upcoming, or Current Trips. To make the most of the Trip Boards, simply visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday home accommodation in Montego Bay?
According to our data, houses are the most sought-after type of holiday home in Montego Bay. But naturally, everyone's idea of an epic trip is bound to be different. Stayz has holiday homes in a variety of sizes and shapes, and we'll help you discover your perfect match.
How much does it cost to rent a holiday home in Montego Bay?
Property type, length of stay and time of year are some of the things that can determine the price of a holiday home. Simply enter your dates of travel to find your perfect escape. From comfy cottages to sprawling luxury villas, all Stayz holiday homes offer amazing value.
How much does it cost to rent a beach house in Montego Bay?
The average price for a holiday home close to the beach in Montego Bay depends on when you're travelling and the style and size of property you're searching for. Find prices quickly and easily on Stayz by entering your preferred travel dates. Then use the handy filter tool to select the number of bedrooms and amenities important to you, such as a pool, air conditioning and WiFi.
Are there pet-friendly holiday homes in Montego Bay?
You're in luck! There are. You can choose from 46 holiday homes that allow pets in Montego Bay. Plenty of our pet-friendly holiday homes come with an area outdoors for your four-legged friend to have fun in, complimentary treats, doggie beds and proximity to parks or green space. Apply the "Pets allowed" filter to find a pad that'll set tails wagging on Stayz.
Can I rent a house with a pool in Montego Bay?
Tick the "pool" box in our handy filter tool and pick from 41 houses with private pools in Montego Bay on Stayz. Gentle soak, ball games or noodle joust? Leisure time is your call when your holiday home comes with its own pool.
What are popular home amenities in Montego Bay?
A nearby waterfront, an ocean view and a nearby river are the most popular home amenities in Montego Bay. Whether you're planning to travel by yourself, with a partner or a group of family members, Stayz will help you find a holiday home that suits your tastes with all the features you'll enjoy.
Are there large group holiday homes in Montego Bay?
Montego Bay has 11 holiday homes that can fit 10 or more guests. These properties come with the space you need to enjoy good times with your favourite people.
Are there holiday homes in Montego Bay that welcome kids?
Gather your entire family for an epic adventure in Montego Bay at one of our 46 family-friendly holiday properties. Many of these stays offer conveniences that are ideal for trips with youngsters, such as dining rooms, extra bedrooms and private pools. Just check the "Properties good for families" filter and pick your favourite.
What are the top attractions for families in Montego Bay?
Keeping the kiddos entertained during your holiday in Montego Bay is easy with these fabulous family-friendly attractions:

  • Ocean City Beach
  • Jolly Roger Amusement Park
  • Maryland Beach

Are there one-bedroom holiday homes in Montego Bay?
Yes, you can choose from two one-bedroom homes in Montego Bay. Whether you'd like a townhouse or a fancy condo, Stayz's one-bedroom properties are perfect if you don't require a lot of space. One of the perks of having your own digs? You'll never have to share your trip with strangers.
Can I find two-bedroom holiday homes in Montego Bay?
Montego Bay has seven two-bedroom holiday properties that you can choose from. Enjoy a holiday home with all the space and comfort you need at a price you'll love on Stayz.
Are there holiday homes with WiFi in Montego Bay?
Montego Bay has 16 holiday homes with WiFi, so you can stay connected while you're on holiday. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movie blockbusters to catching up on social media, these Stayz homes make it a breeze to go online.
How can I find holiday homes with air conditioning in Montego Bay?
You'll have your pick of 46 holiday homes with air conditioning in Montego Bay giving you that cooling breeze and extra bit of comfort. Enter your chosen travel dates and then make use of our filter tool to help you book properties with air conditioning.
How old do you have to be to rent a holiday home in Montego Bay?
We advise checking with the Montego Bay holiday home you'd like on Stayz as age restrictions differ. However, generally it's 16, 18 or 21.
How long can I rent a holiday home in Montego Bay for?
The amount of time you can stay in a Montego Bay holiday home for differs depending on the property. Simply tap in your preferred travel dates to see options offering extended stays. They feature all the things you need to make your extended trip more comfortable and enjoyable, such as kitchens and air conditioning. Some Stayz holiday properties may also offer weekly or monthly discounted prices, so you can stay even longer for less.