Holiday Rentals in Montego Bay

2439 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Montego Bay holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

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.

Oceanfront Paradise Staffed 4 Bedroom Home Views Pool Beach Access Gym Tennis - Montego Bay
10 142 reviews

Oceanfront Paradise Staffed 4 Bedroom Home Views Pool Beach Access Gym Tennis

apartment, Montego Bay
This oceanfront villa in Montego Bay offers direct access to the Caribbean Sea, situated within a secure gated community and a short distance from the Montego Bay Cruise Ship Terminal and Montego Bay Yacht Club.
Boasting 465 square metres of floor area, this family-friendly residence accommodates up to 10 guests with four bedrooms and four bathrooms, featuring a private infinity pool, a fully staffed service including a chef and butler, complimentary sea kayaks, and access to on-site tennis courts and a gym.
Exclusive 4br Designer Waterfront Villa Chef Pool Beach Access Pickleball Gym - Montego Bay
10 27 reviews

Exclusive 4br Designer Waterfront Villa Chef Pool Beach Access Pickleball Gym

house, Montego Bay
This luxurious waterfront villa in Montego Bay enjoys a prime location, a short walk from the Freeport Peninsula and Montego Bay Cruise Ship Terminal, and within 2km of Sunset Beach Resort and the Montego Bay Yacht Club.
The 465 square metre property boasts four bedrooms, five bathrooms, and sleeps eight guests, offering a private pool, access to an outdoor pool, free WiFi, a fully equipped kitchen, and concierge services, plus tennis court and spa facilities.
Triplets On The Bay - Montego Bay
8.2 19 reviews

Triplets On The Bay

house, Montego Bay
Triplets on the Bay, a beachfront property in Montego Bay, Jamaica, offers direct beach access and is a 5-minute walk from Half Moon Point Beach and 4 kilometres from Sangster International Airport.
This family-friendly house boasts a private patio with stunning lake and pool views, a fully equipped kitchen including a fridge, microwave, and dishwasher, plus a swimming pool, garden, bar, and parking; snorkelling and diving opportunities are nearby.
Sandals Royal Caribbean All Inclusive - Montego Bay
No reviews

Sandals Royal Caribbean All Inclusive

resort, Montego Bay
Sandals Royal Caribbean All Inclusive, an adults-only resort in Montego Bay, is located 7 kilometres from the city centre and near Mahoe Bay.
This accommodation offers a spa, sauna, steam room, massage salon, gym, table tennis, dive club, two swimming pools, a restaurant, bar, cafe, and complimentary Wi-Fi and parking.

Best family friendly Montego Bay holiday rentals

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

Mosaic Luxury Villa W/free 1 Way Airport Pick Up - Montego Bay
9.8 44 reviews

Mosaic Luxury Villa W/free 1 Way Airport Pick Up

house, Montego Bay
Mosaic Luxury Villa, a six-bedroom, six-bathroom property, is situated approximately 48 kilometres from Sangster International Airport (MBJ) in Montego Bay.
This luxury villa offers a saltwater pool, jacuzzi, complimentary airport transfers (8 AM to 7 PM), chef service (at extra cost), and event planning assistance, accommodating up to twelve guests and providing free Wi-Fi and parking.
Annas Joye Chatham - Hipstrip 2bed/2bath. Fully A/c, Newly Built, 24h Security - Montego Bay
10 10 reviews

Annas Joye Chatham - Hipstrip 2bed/2bath. Fully A/c, Newly Built, 24h Security

apartment, Montego Bay
Anna's Joye Chatham is a 2-bedroom, 2-bathroom apartment located in the city centre of Montego Bay within the secure Chatham Palms gated community, a 7-minute walk from Doctor's Cave beach and a 5-minute walk from the Usain Bolt Tracks and Records. This 139-square-metre dwelling accommodates up to four guests and offers air conditioning, a fully equipped kitchen with a fridge and microwave, WiFi, Smart televisions, a swimming pool, terrace, garden, and parking.
Tranquil Montego Bay City Getaway With Patio: The Perfect Stay! - Montego Bay
No reviews

Tranquil Montego Bay City Getaway With Patio: The Perfect Stay!

apartment, Montego Bay
This Montego Bay holiday home is situated approximately 2 kilometres from Westgate Shopping Centre, offering convenient access to Jamaica's beaches and the Montego Bay cruise ship terminal (within 5 kilometres), and Fairview Shopping Centre and Jarrett Park (within 3 kilometres).
The 70 square metre property features two bedrooms, one bathroom, and accommodates up to six guests, boasting a fully equipped kitchen, private patio, free Wi-Fi, and air conditioning.
Comfy Seaview 1 Bedroom Apartment - Montego Bay
9.4 9 reviews

Comfy Seaview 1 Bedroom Apartment

apartment, Montego Bay
This one-bedroom flat in Montego Bay is conveniently located 9 kilometres from Sangster International Airport, offering private parking and a seamless check-in process.
This 65 square metre apartment accommodates up to three guests and features air conditioning, complimentary high-speed WiFi, a well-equipped kitchen with a fridge and microwave, and a balcony with sea views, ideal for self-catering and outdoor dining.

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.

2 Bdr Apt At Ramparts #2bc Near Sangster Airport - Montego Bay
8.0 1 review

2 Bdr Apt At Ramparts #2bc Near Sangster Airport

apartment, Montego Bay
This beachfront Montego Bay apartment, near Doctor's Cave Beach, offers direct beach access and is ideally located for exploring this Jamaican resort town.
The 79 square metre property sleeps four guests in two bedrooms and two bathrooms, boasting a fully equipped kitchen, private pool, Wi-Fi, and in-unit laundry facilities.
The Sun Seeker Villa Ja Luxury10 Bedrooms. Fully Staffed. Great For Large Groups - Montego Bay
9.0 2 reviews

The Sun Seeker Villa Ja Luxury10 Bedrooms. Fully Staffed. Great For Large Groups

house, Montego Bay
This ten-bedroom luxury villa is located in the Ironshore district of Montego Bay, Jamaica, approximately 13 kilometres from Sangster International Airport (MBJ) and 24 kilometres from Doctor's Cave Beach.
The property boasts a private pool and hot tub, sleeps twenty guests, includes full staff (chef, butler, and housekeeping), and offers free Wi-Fi, situated close to Rose Hall Great House, Aquasol Beach Park, and Montego Bay Marine Park.
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.
Vacation Spot #2 - Montego Bay
9.7 80 reviews

Vacation Spot #2

apartment
This recently renovated Montego Bay studio apartment is centrally located, a 6.4km drive from Sangster International Airport and within easy reach of Doctor's Cave Beach and the Hip Strip.
The self-catering apartment sleeps two, boasts a fully equipped kitchen, air conditioning, a private bathroom, and access to a swimming pool and garden, plus nearby restaurants and shops.

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.

Skyline Suites, A/c 15 Mins From Airport - Montego Bay
9.8 7 reviews

Skyline Suites, A/c 15 Mins From Airport

apartment, Montego Bay
This Montego Bay holiday home is conveniently located within a 4.8km radius of Cornwall Regional Hospital, Jarrett Park, Westgate Shopping Centre, and Church Street.
The self-catering property offers one bedroom, one bathroom, sleeping up to two guests, and includes amenities such as a kitchenette with a fridge and microwave, Wi-Fi, in-unit laundry, and on-site parking.
Hospitality Expert Stonehenge:5br Villa/chef/beach - Montego Bay
9.3 67 reviews

Hospitality Expert Stonehenge:5br Villa/chef/beach

house
Stonehenge Mansion, located in the Torado Heights area of Montego Bay, is approximately 24km from Sangster International Airport and 16km from Rose Hall Beach.
This five-bedroom, five-bathroom luxury villa sleeps ten guests and boasts a large pool, stunning Coral Gardens and Rose Hall views, access to the Rose Hall Beach Club (subject to availability), and on-site services including a groundsman and housekeeper (chef available at extra cost).
Upperdeck Studio - Montego Bay
9.6 320 reviews

Upperdeck Studio

studio, Montego Bay
This newly renovated Montego Bay studio apartment is located minutes (less than 1.6km) from Sangster International Airport, offering easy access to Montego Bay's city centre, beaches, and nightlife.
The self-contained apartment, sleeping up to two guests, features a queen-size bed, sofa bed, fully equipped kitchen (fridge, microwave), smart TV, Wi-Fi, washer/dryer, air conditioning, a garden, parking, and backup water & power provisions.
Charming & Comfortable 1-bedroom Suite In Montego Bay - Montego Bay
9.3 285 reviews

Charming & Comfortable 1-bedroom Suite In Montego Bay

apartment, Montego Bay
This one-bedroom apartment is located just 5km from Sangster International Airport in Montego Bay, making it a convenient choice for travellers. The property has received excellent ratings for its location, cleanliness and overall experience.
The self-contained apartment can comfortably accommodate two guests and features a fully equipped kitchen with a fridge, microwave and oven, allowing you to prepare your own meals. Enjoy the outdoor patio, relax in the garden, and take advantage of the air conditioning, internet access, and parking facilities.

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.

A Private Cottage Just Steps Away From The Beach And Hip Strip - Montego Bay
10 46 reviews

A Private Cottage Just Steps Away From The Beach And Hip Strip

cottage, Montego Bay

Best Montego Bay holiday rentals with a balcony

Irresistible View-mobay Club 1408 - Montego Bay
9.2 201 reviews

Irresistible View-mobay Club 1408

apartment, Montego Bay
Beautiful Gated Spacious Condo 5 Minute Walk To Beach, Restaurants And Hip Strip - Montego Bay
9.4 28 reviews

Beautiful Gated Spacious Condo 5 Minute Walk To Beach, Restaurants And Hip Strip

apartment, Montego Bay
8br Jamaica Luxury Villa W/ Chef, Hot Tub & Rose Hall Private Beach Access - Montego Bay
No reviews

8br Jamaica Luxury Villa W/ Chef, Hot Tub & Rose Hall Private Beach Access

apartment, Montego Bay
Sky View Villas @ Edmund Ridge Estate - Montego Bay
10 1 review

Sky View Villas @ Edmund Ridge Estate

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.

Mystic Cozy Crib - Montego Bay
10 1 review

Mystic Cozy Crib

apartment, Montego Bay
Safe And Secured Place A Home Away From Home - Montego Bay
No reviews

Safe And Secured Place A Home Away From Home

apartment, Montego Bay
Impeccable Spacious 3 Bedroom Home Near Beach! - Montego Bay
9.0 8 reviews

Impeccable Spacious 3 Bedroom Home Near Beach!

apartment, Montego Bay
Holiday House Second Floor Ste - Montego Bay
No reviews

Holiday House Second Floor Ste

house, Montego Bay

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.

Ama Villas Luxury Collection **Brand New - Montego Bay
No reviews

Ama Villas Luxury Collection **Brand New

house, Rose Hall
Hilltop Singing Birds Villa - Montego Bay
9.8 37 reviews

Hilltop Singing Birds Villa

house
Luxury Montego Bay 3br Villa | Ocean Views & Pool - Montego Bay
9.8 83 reviews

Luxury Montego Bay 3br Villa | Ocean Views & Pool

house, Reading
Modern Home Solar Power, King-size Bed, Hot Tub - Montego Bay
10 128 reviews

Modern Home Solar Power, King-size Bed, Hot Tub

apartment

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.

Montego Bay, Ironshore Luxury Studio - Montego Bay
9.1 40 reviews

Montego Bay, Ironshore Luxury Studio

studio, Montego Bay
©2026 cozycozy.com