Holiday Rentals in Montego Bay

2439 available vacation rental offers

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Montego Bay holiday rentals
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Best Holiday rentals and Airbnb offers in Montego Bay

Top-Rated Coastal Holiday Rentals in Montego Bay

Experience relaxing maritime culture at coastal holiday rentals in Montego Bay, situated a short distance from popular beach communities.

Beryls At Seawind On The Bay , Montego Bay , Jamaica - Montego Bay
9.4 100 reviews

Beryls At Seawind On The Bay , Montego Bay , Jamaica

apartment, Montego Bay
This Montego Bay apartment is conveniently located just 1.6 miles from Catherine Hall Beach and 5 miles from Sangster International Airport, making it easy to access both the beach and transportation. It boasts excellent user, location, and cleanliness ratings, ensuring a pleasant stay.
The apartment features one bedroom and one bathroom, covering 37 square metres. Guests can enjoy a range of amenities, including a swimming pool, restaurant, spa, garden, and free parking, making it a perfect choice for families and those seeking a relaxing getaway.
1 Min From Mbj Airport; Cozy Studio; Ac; Wi-fi - Montego Bay
No reviews

1 Min From Mbj Airport; Cozy Studio; Ac; Wi-fi

studio, Montego Bay
This studio apartment is located in the Hip Strip district of Montego Bay, within 500 metres of the Museum of St. James and the Rastafari Indigenous Village.
This self-contained unit accommodates up to four guests and features air conditioning, a swimming pool, a terrace, and Wi-Fi, with attractions such as the Montego Bay Cruise Ship Terminal and the Montego Bay Marine Park also nearby.
Garden-sea View, 2 Bedroom/2bath Montego Freeport - Montego Bay
10 1 review

Garden-sea View, 2 Bedroom/2bath Montego Freeport

apartment, Montego Bay
This family-friendly, ground-floor flat in Montego Bay offers direct access to two swimming pools and is situated within the secure Baypointe Apartments complex, a mere 500 metres from the Montego Bay Yacht Club and 1.2 kilometres from the Museum of St. James.
This well-maintained two-bedroom, two-bathroom apartment accommodates up to four guests, featuring air conditioning, internet, and housekeeping services every other day, with convenient proximity to the Montego Bay Cruise Ship Terminal and Montego Bay Marine Park.
14th Floor Studio With Great View - Montego Bay
9.6 224 reviews

14th Floor Studio With Great View

apartment
This studio flat is located in Montego Bay Club, a 45-year-old building in the city centre, just 5 kilometres from the airport and close to Doctor Cave Beach. The flat has received excellent ratings for location, cleanliness and overall experience.
This studio flat has one bathroom and comfortably accommodates two guests. It includes a kitchen with a fridge, freezer, and microwave, air conditioning, a swimming pool, a garden, parking, and Wi-Fi.

Best family friendly Montego Bay holiday rentals

Among the 2439 accommodations in Montego Bay, here are the 4 best family friendly rentals

Hospitality Expert Cb All: Pool, Beach & Chef - Montego Bay
No reviews

Hospitality Expert Cb All: Pool, Beach & Chef

house, Montego Bay
This five-townhouse complex in Montego Bay's Rose Hall area is minutes from the Hip Strip and major hotels like the Holiday Inn and Half Moon, offering easy access to local amenities and attractions.
The 697-square-metre property sleeps up to 30 guests across fifteen bedrooms and ten bathrooms, boasting an infinity pool, children's playground, 150 Mbps Starlink WiFi, and complimentary Tropical Bliss Beach Club membership.
Hillside Sunrise, 2 Bed 2 Bath In Gated Community, Close To Beach, Food, Clubs & Shopping Free Parking, Free Wi-fi - Montego Bay
8.8 4 reviews

Hillside Sunrise, 2 Bed 2 Bath In Gated Community, Close To Beach, Food, Clubs & Shopping Free Parking, Free Wi-fi

house, Montego Bay
Hillside Sunrise, a two-bedroom house in a gated Montego Bay community, is situated 9km from Sangster International Airport, with beaches, restaurants, and nightlife nearby.
This 93 square metre property sleeps nine, boasts a fully equipped kitchen, private parking, Wi-Fi, a tennis court, and accessibility features, offering a comfortable stay near Luminous Lagoon (43km) and YS Falls (50km).
Top Bay Apartments - All 5 Units - Montego Bay
10 3 reviews

Top Bay Apartments - All 5 Units

apartment
Top Bay Apartments, situated on Upton Hill off King Street in Montego Bay, Jamaica, offer a peaceful retreat close to the city's attractions.
This self-catering property comprises five units—three two-bedroom apartments, one one-bedroom apartment, and a studio—sleeping up to 21 guests, and boasts a private complex with 8 bedrooms, 6 bathrooms, internet, parking, and air conditioning.
1 Bdr Apt #5 At Ramparts Near Sangster Airport - Montego Bay
10 2 reviews

1 Bdr Apt #5 At Ramparts Near Sangster Airport

apartment, Montego Bay
This Montego Bay apartment is situated 0.4 km from Sangster International Airport and 2 km from Doctor's Cave Beach, offering easy access to the Hip Strip (Jimmy Cliff Boulevard) and local amenities.
The self-catering flat comprises two bedrooms, one bathroom, and a 27 square metre floor area, sleeping up to two guests and including a swimming pool, garden, parking, and air conditioning.

Frequently asked questions about holiday rentals in Montego Bay

  • What should a first-time visitor not miss in Montego Bay?

    For a first-time visitor, you've got to check out the iconic Doctor's Cave Beach. It's a must-see, with its beautiful white sand and crystal-clear waters. And if you're looking for a bit of history, head over to the Fort Montego National Monument - it's fascinating.
  • What are the best Airbnb and holiday rentals in Montego Bay?

    Luxury 2br Home Facing Beach W/pool Montego Bay #5, Summerfields Villa - The Sunflower and Mobay Kotch are among the best Airbnb and holiday rentals in Montego Bay.

  • Which neighborhood in Montego Bay should you consider for a vacation rental?

    If you're after a lively atmosphere, then the Hip Strip is a good choice. It's packed with restaurants, bars, and shops. If you prefer a more relaxed vibe, then you might want to look at a rental in the Ironshore area. It's a bit quieter and has some lovely beaches.
  • What are the most popular Airbnbs in Montego Bay?

  • What are the top family-friendly attractions in Montego Bay?

    For families, the Aquasol Theme Park is a great choice. It has a water park with slides and pools, as well as a petting zoo and a mini golf course. Another popular option is the Croydon Plantation. It's a working plantation that offers tours and activities for all ages.
  • What are the best holiday rentals with a pool in Montego Bay?

  • When is the best time to book a vacation rental in Montego Bay?

    The best time to book a vacation rental in Montego Bay is usually during the shoulder seasons, from April to June or September to November. You'll find better prices and fewer crowds during these months.
  • What are the best rentals for families and kids in Montego Bay?

  • What events or festivals should visitors check out in and around Montego Bay?

    The Reggae Sumfest is a huge music festival that takes place in July. It's a great way to experience Jamaican culture. If you're here in February, you might want to check out the Montego Bay Jazz & Blues Festival. It's a popular event with a great line-up of musicians.
  • What are the best rentals or Airbnbs with a jacuzzi in Montego Bay?

  • What are the best budget-friendly activities in Montego Bay?

    A visit to the Sam Sharpe Square is a great way to soak up the local atmosphere. It's a bustling market where you can find all sorts of souvenirs and local crafts. You can also take a walk along the Harbour Street, which is lined with shops and restaurants.
  • What are the best restaurants with local dishes in Montego Bay?

    For authentic Jamaican food, you can't beat the Scotchies in Montego Bay. They're famous for their jerk chicken, which is cooked over an open fire. Another great option is The Pork Pit, which serves up delicious pork dishes.
  • What are the best walking or cycling routes in Montego Bay?

    The Greenwood Great House is a lovely spot for a walk. It's a historic plantation that offers stunning views of the surrounding countryside. If you're looking for a more challenging ride, you could try cycling along the Rose Hall Great House, which is another historic plantation.
  • Are there pet-friendly attractions in Montego Bay?

    There are no specific attractions in Montego Bay that are explicitly pet-friendly. However, many beaches and parks are generally welcoming to well-behaved dogs. It's always a good idea to check with the specific location beforehand.
  • What are the benefits of choosing a vacation rental in Montego Bay?

    Vacation rentals offer more space and privacy than hotels. They're also a great option for families or groups of friends who want to cook their own meals and have more flexibility. Plus, you'll often find that vacation rentals are more affordable than hotels.
  • What are the top sports attractions and facilities in Montego Bay?

    Montego Bay is a popular destination for watersports, with plenty of opportunities for swimming, snorkeling, diving, and sailing. There are also several golf courses in the area, including the Half Moon Golf Course and the Cinnamon Hill Golf Course.

Popular destinations

Compare Self-Catering Holiday Rentals with a Swimming Pool in Montego Bay

A holiday rental or Airbnb with a swimming pool near the water in Montego Bay is a brilliant base for a relaxing swim. View our collection.

1 Bedroom Miramar Condo - Montego Bay
9.6 262 reviews

1 Bedroom Miramar Condo

apartment
This apartment is conveniently located in Montego Bay, just 10km from Jamaica Beaches, Fairview Shopping Center, and Rocklands Bird Sanctuary, making it a great base for exploring the area. The property has received excellent ratings for location, cleanliness, and user experience.
This one-bedroom apartment can accommodate up to four guests and features a kitchen, allowing you to prepare your own meals. Amenities include a swimming pool, a fitness centre, and a garden, providing opportunities for relaxation and recreation.
Anna's Joye Seawind - Montego Bay - Montego Bay
9.8 119 reviews

Anna's Joye Seawind - Montego Bay

apartment
This Montego Bay yacht is situated in the upscale Montego Freeport area, a 24km drive from Sangster International Airport, near the Hard Rock Cafe beach, Secrets & Sunscape Resorts, and the Montego Bay Yacht Club.
The self-catering studio boat offers a swimming pool, garden, and parking, sleeping three guests in one bedroom with one bathroom, boasting modern furnishings and a fully equipped kitchen including a fridge and microwave.
Montego Bay Gem! Six Bedrooms W/ Private Pool - Montego Bay
8.9 13 reviews

Montego Bay Gem! Six Bedrooms W/ Private Pool

apartment
This six-bedroom villa in Coral Gardens, Montego Bay, is just 8km from Sangster International Airport, making it a convenient choice for travellers. The property has excellent user ratings, with guests praising its location, cleanliness, and overall experience.
The spacious villa can accommodate up to 14 guests, offering a comfortable and convenient stay for large families or groups. Amenities include a private swimming pool, a well-equipped kitchen, air conditioning, and a garden, ensuring a relaxing and enjoyable experience.
Gated 2 Bedroom Oasis With Pool / Beaches & Hipstrip In Walking Distance - Montego Bay
9.8 82 reviews

Gated 2 Bedroom Oasis With Pool / Beaches & Hipstrip In Walking Distance

apartment, Montego Bay
This two-bedroom apartment is located in the Hip Strip district of Montego Bay, just a 1 km walk from both Aquasol Beach Park and Doctor’s Cave Beach. The apartment has consistently received excellent ratings for location, cleanliness, and overall user experience.
The apartment comfortably sleeps four guests and comes equipped with a fully fitted kitchen, a private balcony, and access to a shared swimming pool and fitness centre. Guests can also enjoy free Wi-Fi, air conditioning, and parking on site.

Top-Rated Self-Catering Holiday Rentals with Free Parking in Montego Bay

Park up and enjoy the coast and local beaches because these holiday rentals in Montego Bay come with a free car park on-site.

Jamaica At Sunrise - Montego Bay
9.8 9 reviews

Jamaica At Sunrise

house
This luxurious four-bedroom villa is located in the Ironshore district of Montego Bay, Jamaica, a short 3km drive from Sangster International Airport and 1km from the Whitter Village Shopping Centre.
The property boasts a private pool, spacious deck with outdoor grill, huge manicured backyard, fully equipped kitchen, laundry facilities, and accommodates up to 12 guests, offering free airport transfers and optional chef services.
Toniqueluxeguesthouse - Montego Bay
No reviews

Toniqueluxeguesthouse

apartment, Montego Bay
Toniqueluxe Guesthouse in Montego Bay is located 2 kilometres from Sangster International Airport and 30 kilometres from the Luminous Lagoon.
This apartment offers two bathrooms, complimentary WiFi, air conditioning, a fully equipped kitchen, and on-site private parking.
5 Minutes To The Beach! Cozy 2 Bedroom & Bathroom With Balcony & Scenic Views - Montego Bay
No reviews

5 Minutes To The Beach! Cozy 2 Bedroom & Bathroom With Balcony & Scenic Views

apartment, Montego Bay
This two-bedroom apartment in Mango Walk, Montego Bay, offers easy access to Doctor's Cave Beach and the Montego Bay Cruise Ship Terminal, with restaurants and shops nearby.
The 121-square-metre self-catering flat features two bathrooms, a balcony, a jacuzzi, parking, and internet access, comfortably accommodating four guests.
Paradise Palms Jamaica Vacation Rental - Montego Bay
9.6 39 reviews

Paradise Palms Jamaica Vacation Rental

house, Montego Bay
Paradise Palms Jamaica Vacation Rental is located in Montego Bay, just 2.5 miles from Sangster International Airport and 21 miles from the Luminous Lagoon, offering easy access to both the airport and local attractions. The property has received excellent ratings for cleanliness and user experience, and a very good rating for its location.
This rental property offers a comfortable and well-equipped stay with a fully equipped kitchen, a private bathroom with a walk-in shower, a flat-screen TV with satellite channels, and air conditioning in some units. Guests can enjoy the outdoor space with a terrace or balcony, a garden, and a picnic area, as well as amenities like a swimming pool, a tennis court, and free parking.

Luxury Holiday Rentals in Montego Bay

Staying in a luxury holiday rental or Airbnb in Montego Bay ensures every detail of your trip feels considered, with high-end finishes and prime locations.

Apartment 5 @ Top Bay Apartments - Montego Bay
No reviews

Apartment 5 @ Top Bay Apartments

house, Montego Bay

Best Montego Bay holiday rentals with a balcony

Hospitality Expert Swf104 - Pool, Beach, Chef - Montego Bay
10 2 reviews

Hospitality Expert Swf104 - Pool, Beach, Chef

apartment, Montego Bay
Fun For The Entire Family.  Explore The Island From A Down Home Point Of View. - Montego Bay
No reviews

Fun For The Entire Family. Explore The Island From A Down Home Point Of View.

house, Montego Bay
Apartment 4 @ Top Bay Apartments - Montego Bay
6.0 2 reviews

Apartment 4 @ Top Bay Apartments

house, Montego Bay
Hospitality Expert Cp Private Pool Beach Chef - Montego Bay
9.0 11 reviews

Hospitality Expert Cp Private Pool Beach Chef

house, Montego Bay

Explore Pet-Friendly Holiday Rentals in Montego Bay

The dog-friendly holiday rentals below in Montego Bay feature outdoor wash stations and easy access to pet-welcoming beaches.

Skyline Suites, Queen, Ocean Views Condo - Montego Bay
10 2 reviews

Skyline Suites, Queen, Ocean Views Condo

apartment, Montego Bay
Shallhome Luxe Apt#1 - 2 Bedrooms - Montego Bay
10 8 reviews

Shallhome Luxe Apt#1 - 2 Bedrooms

apartment
The Upper Hand At The Upper Deck - Montego Bay
9.1 232 reviews

The Upper Hand At The Upper Deck

apartment
Deja Vu Villa Jamaica - Montego Bay
No reviews

Deja Vu Villa Jamaica

house, St. james

Choose the Right Holiday Rentals with a Hot Tub in Montego Bay

There is nothing quite like a twilight soak after a day on the beach at these Montego Bay holiday rentals with hot tubs.

Labelle Airport Condo - Montego Bay
9.0 2 reviews

Labelle Airport Condo

apartment, Montego Bay
Hotel Riu Palace Jamaica - Adults Only - All Inclusive - Montego Bay
8.8 1854 reviews

Hotel Riu Palace Jamaica - Adults Only - All Inclusive

resort, Montego Bay
Half Moon - Montego Bay
9.4 816 reviews

Half Moon

resort, Montego Bay
Riu Montego Bay - Adults Only - All Inclusive - Montego Bay
8.6 6413 reviews

Riu Montego Bay - Adults Only - All Inclusive

resort, Montego Bay

Browse Holiday Rentals with a Spa in Montego Bay

After enjoying everything Montego Bay has to offer, a spa session at your holiday rental is the ideal way to finish the day.

Sunset Arms 3: 2brm/2wsr, Airport-beach-hipstrip - Montego Bay
9.5 344 reviews

Sunset Arms 3: 2brm/2wsr, Airport-beach-hipstrip

apartment, Montego Bay
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