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.

Hipstrip Horizon At Montego Bay Club - Montego Bay
No reviews

Hipstrip Horizon At Montego Bay Club

apartment, Montego Bay
This Montego Bay flat is situated within the Montego Bay Club, a 7-minute walk from Doctor's Cave Beach and 1.9 kilometres from Sangster International Airport.
This 56 square metre flat accommodates up to five guests, offering air conditioning, Wi-Fi, a kitchen, and a private balcony, with parking also provided.
Grace @ The Lagoons  Stylish 2br Retreat In Montego Bay - Montego Bay
10 1 review

Grace @ The Lagoons Stylish 2br Retreat In Montego Bay

apartment, Montego Bay
This two-bedroom flat in Montego Bay's exclusive Lagoons community is situated just 500 metres from Hard Rock Beach and offers convenient access to dining, shopping, and the airport.
This apartment for four guests boasts two king suites, a balcony with lagoon views, a fully-equipped kitchen, in-home laundry, and access to communal amenities including a swimming pool and gym.
Crimson Berry Studio At Montego Bay Club - Montego Bay
No reviews

Crimson Berry Studio At Montego Bay Club

studio, Montego Bay
Crimson Berry Studio is located in the Montego Bay Club area, a 7-minute walk from Doctor's Cave Beach and 1.9 kilometres from Sangster International Airport.
This 56 square metre studio apartment offers air conditioning, Wi-Fi, a fully equipped kitchen, and a private balcony, accommodating up to five guests with a check-out between 08:00 and 11:00.
Daisy Suite At Montego Bay Club - Montego Bay
No reviews

Daisy Suite At Montego Bay Club

apartment, Montego Bay
The Daisy Suite at Montego Bay Club is located in Montego Bay, a 7-minute walk from Doctor's Cave Beach and 1.9 kilometres from Sangster International Airport.
This 60 square metre flat offers one bedroom and one bathroom, accommodating up to three guests with a fully equipped kitchen, air conditioning, free WiFi, and complimentary private parking.

Best family friendly Montego Bay holiday rentals

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

The Urban Haven,close To Beach And City - Montego Bay
9.4 19 reviews

The Urban Haven,close To Beach And City

apartment
Leela's Manor is a five-bedroom, five-bathroom luxury villa located in a peaceful, upscale Montego Bay neighbourhood, a short 1.6km taxi ride from the city centre and within walking distance of supermarkets like MegaMart and Burger King.
This spacious property sleeps up to ten guests and boasts a private garden, jacuzzi, fitness centre, and offers access to laundry facilities (additional cost applies), plus organised tours to Negril, Ocho Rios, Kingston (including the Bob Marley Museum), and local excursions showcasing Montego Bay's cultural heritage.
Skylark Villa, 4br, Pool, Fully Staffed - Montego Bay
9.2 36 reviews

Skylark Villa, 4br, Pool, Fully Staffed

house
Skylark Villa enjoys a prestigious location overlooking the Half Moon Resort in Montego Bay, offering easy access to the Rose Hall Beach Club.
This four-bedroom, four-bathroom luxury property sleeps eight guests and boasts an infinity pool, jacuzzi, private chef, housekeeper, and groundskeeper, alongside amenities including WiFi, cable TV, and a fully equipped kitchen.
1 Bdr Apt #3 At Ramparts Near Sangster Airport - Montego Bay
8.4 5 reviews

1 Bdr Apt #3 At Ramparts Near Sangster Airport

apartment, Montego Bay
This Ramparts apartment in Montego Bay is situated 1.9 kilometres from Sangster International Airport and 2.4 kilometres from Doctor's Cave and Closed Harbour Beaches.
This one-bedroom, one-bathroom flat offers 52 square metres of space, sleeping up to seven guests and boasting a terrace, garden, swimming pool, free Wi-Fi, and free private parking; a fully equipped kitchen with oven and kettle is also provided.
Pines Vacation Rentals- Excellent Location, Minutes From Everything. - Montego Bay
9.8 44 reviews

Pines Vacation Rentals- Excellent Location, Minutes From Everything.

apartment, Montego Bay
This apartment is just a short distance from downtown Montego Bay, offering easy access to the city centre and stunning mountain views. It is highly rated by guests, receiving excellent reviews for its comfortable accommodation and convenient location. The property is spacious and can comfortably sleep up to nine people. It offers a range of amenities, including a swimming pool, Jacuzzi, and a large garden, perfect for relaxing and enjoying the Jamaican sunshine.

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.

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.
Kotch N Chill, Montego Bay Gated Complex With Pool - Montego Bay
10 86 reviews

Kotch N Chill, Montego Bay Gated Complex With Pool

house, Montego Bay
This two-bedroom, one-bathroom house, part of the secure Kotch n Chill complex in Montego Bay, is a short 8-kilometre drive from Sangster International Airport and close to shopping, nightlife, and restaurants.
The property offers a private screened porch, landscaped garden, swimming pool, high-speed WiFi, a washer/dryer, air conditioning, and a complimentary grocery run for stays of five nights or more; it sleeps four guests and includes access to an on-site café and small grocery store within the complex.
Ultimate Relaxation - Montego Bay
No reviews

Ultimate Relaxation

apartment, St. James Parish
This Montego Bay apartment, located within 1.6km of SuperClubs Ironshore Golf & Country Club and Jamaica's beaches, and 4.8km from Half Moon Bay Equestrian Centre and Blue Diamond Shopping Centre, offers convenient access to various attractions in St. James Parish.
The self-catering flat boasts a private pool, terrace, free Wi-Fi, a fully equipped kitchen, parking, and sleeps up to four guests, making it ideal for a relaxing Jamaican getaway.
Bayfront Studio: Pvt Beach, Pool, Gated Community - Montego Bay
No reviews

Bayfront Studio: Pvt Beach, Pool, Gated Community

studio, Montego Bay
This studio apartment in Montego Bay offers a prime location within a secure gated community, just 300 meters from a private beach and providing harbour views from the communal centre.
Guests can enjoy a communal swimming pool, air conditioning, Wi-Fi, a kitchen with a fridge and microwave, and parking, with the Montego Bay Yacht Club, Secrets Wild Orchid, and various shopping and cultural sites all within easy walking distance.

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.

Bella Vista Villa - Montego Bay
No reviews

Bella Vista Villa

apartment
This Montego Bay house, sleeping up to 16 guests in 2 bedrooms and 12 bathrooms, is located in an unspecified area of Montego Bay; further details regarding its proximity to specific landmarks such as Doctor's Cave Beach or the Hip Strip are unavailable.
The property boasts a swimming pool, garden, parking, and full kitchen facilities including a fridge and microwave, alongside air conditioning and internet access; pets are welcome.
Majorvilla@west Village_cozy 1-bedroom Apartment In Adorable Montego Bay With Ac - Montego Bay
No reviews

Majorvilla@west Village_cozy 1-bedroom Apartment In Adorable Montego Bay With Ac

apartment, Montego bay
This one-bedroom flat in Montego Bay is located within easy reach of the Museum of St. James and the Rastafari Indigenous Village, offering a convenient base for exploring local culture.
This abode accommodates two guests and features air conditioning, Wi-Fi, and a queen-size bed, with the Museum of St. James being 1.2 kilometres away and Ahhh...Ras Natango Gallery & Garden 2.5 kilometres distant.
Amazing Mobay Country Club Rental!fresh Decor. Perfectly Priced. - Montego Bay
9.0 16 reviews

Amazing Mobay Country Club Rental!fresh Decor. Perfectly Priced.

apartment, Montego Bay, St. James
This two-bedroom townhouse is conveniently located in a gated community just five minutes from Montego Bay Airport, local beaches, and the town centre. It has received very good ratings from previous guests.
The property spans 111 square metres and comfortably accommodates up to five guests. It features a fully equipped kitchen, air conditioning, a private terrace, and access to a swimming pool, tennis court, and spa within the community.
Angels Hideaway Blue Room - Montego Bay
9.6 5 reviews

Angels Hideaway Blue Room

apartment, Montego Bay
This Montego Bay apartment is conveniently located within a 2.4km walk of the Blue Diamond Shopping Centre and Jamaica's beaches, and within 3.2km of Whitter Village and the SuperClubs Ironshore Golf and Country Club.
The self-catering flat offers free Wi-Fi, on-site parking, a swimming pool, and amenities including a flat-screen TV and iron, providing a relaxing base for exploring Montego Bay's attractions.

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.

Falcon Islandview - Airport Pickup Available - 24security - Montego Bay
9.1 49 reviews

Falcon Islandview - Airport Pickup Available - 24security

apartment, Montego Bay

Best Montego Bay holiday rentals with a balcony

Hospitality Expert Cb3 Pool Beach Chef - Montego Bay
9.3 1422 reviews

Hospitality Expert Cb3 Pool Beach Chef

house, Montego Bay
Hospitality Expert Sf Private Pool Beach Chef - Montego Bay
9.7 545 reviews

Hospitality Expert Sf Private Pool Beach Chef

house, Montego Bay
Marshan Villa - Montego Bay
8.7 121 reviews

Marshan Villa

studio, Montego Bay
Sunset Arms 2: 1 Brm, Airport, Beach, Hip Strip - Montego Bay
9.5 203 reviews

Sunset Arms 2: 1 Brm, Airport, Beach, Hip Strip

apartment, 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.

Entire Cozy Luxury Meadows With Free Wifi,parking&hottub - Montego Bay
8.0 5 reviews

Entire Cozy Luxury Meadows With Free Wifi,parking&hottub

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

Shallhome Luxe Apt#1 - 2 Bedrooms

apartment
Mystic Cozy Crib - Montego Bay
10 1 review

Mystic Cozy Crib

apartment, Montego Bay
Montego Bay Apartment In The Tourist Hot Spot - Montego Bay
9.5 224 reviews

Montego Bay Apartment In The Tourist Hot Spot

apartment

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.

The Sun Seeker Villa Ja. 7 Bedroom Villa With Butler & Chef, And Housekeeping. - Montego Bay
10 35 reviews

The Sun Seeker Villa Ja. 7 Bedroom Villa With Butler & Chef, And Housekeeping.

house, Montego Bay
A & G Harmony Quilt - Montego Bay
9.9 22 reviews

A & G Harmony Quilt

apartment
White Château In Montego Bay - Montego Bay
No reviews

White Château In Montego Bay

house
All-inclusive 5br Luxury Villa - Montego Bay
No reviews

All-inclusive 5br Luxury Villa

house

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.

All Inclusive Hotel- Montego Bay, Jamaica - Montego Bay
No reviews

All Inclusive Hotel- Montego Bay, Jamaica

house, Montego Bay
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