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.

Tropical Retreat Villas Miramar - Montego Bay
9.8 57 reviews

Tropical Retreat Villas Miramar

apartment
This luxurious three-bedroom villa is situated within the Miramar gated community in Montego Bay, a 32km drive from Sangster International Airport and 1km from Fairview Shopping Centre, offering easy access to the 'Hip Strip' on Gloucester Avenue.
The property boasts a fully equipped kitchen, three bathrooms (including a master suite with jacuzzi), a private patio with ocean views, use of a communal infinity pool and fitness centre, and sleeps up to six guests.
Montego Bay Condo By The Hip Strip - Montego Bay
9.7 92 reviews

Montego Bay Condo By The Hip Strip

apartment
This Montego Bay condo is ideally situated near the Hip Strip, within 0.8 km of Dead End Beach and 1.6 km of Doctor's Cave Beach.
The one-bedroom apartment sleeps three, offering a fully equipped kitchen, air conditioning, a flat-screen TV with HBO streaming, private parking, and a tranquil garden view.
Beautiful Luxury Oceanfront Property Montego Bay Property - Montego Bay
10 143 reviews

Beautiful Luxury Oceanfront Property Montego Bay Property

apartment, Montego Bay
This yacht is located in Baypointe, a gated community next to the Montego Bay Yacht Club, offering a quiet retreat with stunning water and mountain views, just 15 kilometres from the airport and 10 kilometres from the Hip Strip and Doctors Cave Beach. The yacht has received excellent user, location and cleanliness ratings.
The vessel has 3 bedrooms and 3 bathrooms, accommodating up to 6 guests. It offers a range of amenities including a swimming pool, a terrace, a garden, a spa, parking, internet access and a fully equipped kitchen with a fridge, microwave oven and dishwasher.
Island Comfort Two-bedroom - Montego Bay
No reviews

Island Comfort Two-bedroom

apartment, Montego Bay
Island Comfort Two-Bedroom is a 1-bedroom flat in Montego Bay, located a 3-minute walk from Doctor's Cave Beach and 1.9 kilometres from Sangster International Airport.
This 69 square metre apartment offers air conditioning, WiFi, a kitchen, a balcony, and parking for up to 7 guests, with the Luminous Lagoon situated 35.4 kilometres away.

Best family friendly Montego Bay holiday rentals

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

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
This property is situated in a family-friendly neighbourhood in Montego Bay, just 1.5 kilometres from Blue Diamond Shopping Centre and Whitter Village, and within 3 kilometres of Jamaica Beaches and SuperClubs Ironshore Golf and Country Club. It has received excellent user ratings.
The property is spacious and ideal for families, with a fully equipped kitchen, a dining area, and a washing machine. Guests can enjoy a private pool, a fitness centre, a spa tub, a garden, and barbecue grills.
Chateau Gloria Luxury Villa, Private Pool, Chef And Ocean View - Montego Bay
No reviews

Chateau Gloria Luxury Villa, Private Pool, Chef And Ocean View

house, Montego Bay
This Montego Bay villa is situated a 4.5km drive from the Blue Diamond Shopping Centre and a 7km drive from Jamaica's beaches.
The seven-bedroom, seven-bathroom property sleeps fourteen guests and boasts a private pool, garden, BBQ grill, and fully equipped kitchen, alongside free Wi-Fi and air conditioning.
Beautiful, Well-appointed Villa With Excellent Staff And Magnificent Sea Views - Montego Bay
10 3 reviews

Beautiful, Well-appointed Villa With Excellent Staff And Magnificent Sea Views

house, Montego Bay
This beachfront villa in Montego Bay offers direct access to the sea and is conveniently located 720 metres from Half Moon Golf Course and 1 kilometre from Golf Three Palms Ocean Course.
This 465 square metre holiday home accommodates up to eight guests with four bedrooms and five bathrooms, featuring a private swimming pool, a terrace, air conditioning, Wi-Fi, and a fully equipped kitchen.
Coastal Gem In Gated Community. Waterfront, Pool, 20 Mins From Airport - Montego Bay
9.0 2 reviews

Coastal Gem In Gated Community. Waterfront, Pool, 20 Mins From Airport

apartment, Montego Bay
This Freeport, Montego Bay condo is situated in a gated waterfront community, a 3.2km drive from Sangster International Airport and a 2.4km drive from Doctor's Cave Beach.
The one-bedroom apartment, sleeping two guests, boasts a private balcony with palm tree views, an infinity pool, access to a private beach and gym, plus in-unit amenities including Wi-Fi, Netflix, and a washer/dryer.

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.

Deja Resort All Inclusive - Montego Bay
8.1 2896 reviews

Deja Resort All Inclusive

resort, Montego Bay
Deja Resort All Inclusive in Montego Bay is located on the "Hip Strip", adjacent to Doctors Cave Beach and less than 1 kilometre from Sangster International Airport.
This resort offers one bedroom and one bathroom units, featuring air conditioning, a swimming pool, jacuzzi, and on-site restaurants, with recreational activities including a fitness centre and billiards.
Hospitality Expert Sf Private Pool Beach Chef - Montego Bay
9.7 545 reviews

Hospitality Expert Sf Private Pool Beach Chef

house, Montego Bay
This villa is situated in Montego Bay, just a short distance from Rose Hall and the airport, offering easy access to both the vibrant city and the beautiful Jamaican coastline. It consistently receives excellent ratings for its location, cleanliness, and overall user experience.
The two-bedroom property provides 100 square metres of comfortable living space. Guests can enjoy a private pool, a garden, a tennis court, and a range of other amenities, including a fully equipped kitchen, a spa, and a bar, ensuring a relaxing and enjoyable stay.
Apartment 5 @ Top Bay Apartments - Montego Bay
9.7 53 reviews

Apartment 5 @ Top Bay Apartments

apartment
This Montego Bay apartment, part of the Top Bay Apartments complex on Upton Hill (Howard Hill), is conveniently located a short drive (approximately 0.8-1.6 km) or a 1.6-2.4 km walk from Harmony Beach Park, near the Richmond Hill Hotel and accessible from King Street.
The self-catering flat offers one bedroom, one bathroom, sleeping up to two guests, and includes a fridge, microwave, air conditioning, internet access, parking, and a garden; pets are welcome.
Yd Rooftop Lounge Ocean View Salt Water Pool With Mountain View Large 2bdrm - Montego Bay
9.8 369 reviews

Yd Rooftop Lounge Ocean View Salt Water Pool With Mountain View Large 2bdrm

apartment, Montego Bay
This flat is ideally located in central Montego Bay, within easy reach of Westgate Shopping Centre, Cornwall Regional Hospital, and Jarret Park, offering a convenient base for exploring the city. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment is spacious and comfortable, perfect for families or groups. You'll enjoy a range of amenities including a fully equipped kitchen, air conditioning, a swimming pool, a terrace, and a garden, as well as free Wi-Fi and parking.

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.

Signature - Montego Bay
No reviews

Signature

apartment, Montego Bay
This Montego Bay flat, Signature, is located 2.6 kilometres from Half Moon Point Beach and 29 kilometres from the Luminous Lagoon, offering a convenient base for exploring the area.
This one-bedroom flat provides accommodation for up to five guests, featuring air conditioning, a balcony, a fully equipped kitchen with a microwave and oven, free WiFi, and on-site car rental, with private parking available.
Total Relaxation - Montego Bay
No reviews

Total Relaxation

apartment, Montego Bay
This newly built two-bedroom flat in Montego Bay offers convenient access, situated within a 24-hour secured complex just 10 kilometres from Sangster International Airport (MBJ) and a short distance from Doctor's Cave Beach and Rose Hall Great House.
This family-friendly apartment accommodates up to four guests, featuring air conditioning, a fully equipped kitchen with a fridge and microwave, and a patio, though the communal swimming pool is currently unavailable.
1 Bdr Apt #3 At Ramparts Near Sangster Airport - Montego Bay
9.4 3 reviews

1 Bdr Apt #3 At Ramparts Near Sangster Airport

apartment, Montego Bay
This Montego Bay apartment is situated a 0.4km from Sangster International Airport, and a 2km walk from Doctor's Cave Beach and Margaritaville, offering easy access to the Hip Strip.
The 52 square metre self-catering flat sleeps four, boasting a swimming pool, garden, spa, parking, and amenities including air conditioning, Wi-Fi, and a kitchen with a fridge and microwave.
Luxury Seaview 2 Br Near Beach | Pool| Wifi - Montego Bay
9.7 54 reviews

Luxury Seaview 2 Br Near Beach | Pool| Wifi

apartment, Reading
This Reading apartment is ideally located, offering easy access to local amenities and transport links.
The 2-bedroom, 2-bathroom flat comfortably sleeps 4 guests and boasts a fully equipped kitchen, free Wi-Fi, and a private balcony; nearby attractions include various restaurants, shops, and transport links.

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.

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

Best Montego Bay holiday rentals with a balcony

Nickels Garden Villas - Montego Bay
8.7 48 reviews

Nickels Garden Villas

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

Hospitality Expert Cb All: Pool, Beach & Chef

house, Montego Bay
Comfy Seaview 1 Bedroom Apartment - Montego Bay
9.4 9 reviews

Comfy Seaview 1 Bedroom Apartment

apartment, Montego Bay
Serenity's Condo 2 Bedroom Apartment - Montego Bay
No reviews

Serenity's Condo 2 Bedroom Apartment

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.

Top Bay Apartments - All 5 Units - Montego Bay
10 3 reviews

Top Bay Apartments - All 5 Units

apartment
Bella Vista Villa - Montego Bay
No reviews

Bella Vista Villa

apartment
Mendez Guesthouse Cottage Montego Bay Villa - Montego Bay
No reviews

Mendez Guesthouse Cottage Montego Bay Villa

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

Skyline Suites, Queen, Ocean Views Condo

apartment, 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.

Luxurious Angels @Ironshore - Montego Bay
9.2 5 reviews

Luxurious Angels @Ironshore

apartment
Hospitality Expert Vsv 9br Pool Beach - Montego Bay
No reviews

Hospitality Expert Vsv 9br Pool Beach

house, Montego Bay
Half Moon - Montego Bay
9.4 823 reviews

Half Moon

resort, Montego Bay
Jamaica Seaview Chateau Montego Bay Villa - Montego Bay
10 3 reviews

Jamaica Seaview Chateau Montego Bay Villa

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.

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

Hospitality Expert Cb3 Pool Beach Chef

house, Montego Bay
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