Holiday rentals in Montego Bay

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Top-rated holiday rentals in Montego Bay

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Guest favourite
A spacious villa is depicted with a large swimming pool surrounded by sun loungers and umbrellas. Lush greenery and well-maintained gardens enhance the outdoor space, while the villa's expansive windows reflect natural light. A patio area is visible for outdoor dining, capturing a serene atmosphere.
Villa in Montego Bay
4.93 out of 5 average rating, 191 reviews

VIBES COVE enjoy your stay while getting pampered

FREE Arrival meal, the first day you arrive to Vibes Cove you’ll receive a complementary arrival meal by our personal chef on the property. Vibes Coves Villa is super Spacious and Private. Enjoy your vacation while getting pampered. This property comes with a personal chef, Butler, and Housekeeper. Enjoy V.I.P services your entire stay. Property staff stays in their helpers quarters ( not attached to your living area of the property ) only those listed on the Airbnb is allowed at the property

Superhost
A modern living space features a light-colored couch and a round coffee table with a decorative golden base. A large area rug in shades of blue anchors the room, while a breakfast bar with seating is visible. Natural light streams through large windows adorned with blue curtains.
Flat in Reading
4.72 out of 5 average rating, 53 reviews

New Beach-Life 2BR Condo w/Seaview | WIFI | Pool

Beach Life (G9) Our Spacious and Modern 2 BR apartment adds luxury to your stay. Enjoy Beautiful ocean views from your private balcony. Indulge in paradise with free high speed WIFI, Smart TVs in a fully equipped apartment. Located minutes from Montego Bay's Airport, inside an exclusive gated community with 24 HR security, pool, gym, tennis court, secure key card building entry, elevator access and complimentary parking. Very close to beaches, restaurants, golf courses. **Free Airport Pick-up**

Top guest favourite
A serene pool area is visible, featuring lounge chairs arranged beside a clear blue pool. Palm trees and lush greenery frame the space, while a covered gazebo is provided in the background, enhancing the outdoor relaxation experience.
Townhouse in Montego Bay
4.98 out of 5 average rating, 193 reviews

2BR Townhouse with staff, gym, pool & beach access

Escape@20 is a lovely townhome that guarantees a truly relaxing and memorable experience. A friendly housekeeper/cook is included at NO EXTRA COST!! You just need to purchase the groceries. The townhome has an open floor plan with living and dining room opening out to a covered patio and a backyard. Guests can enjoy breathtaking views of the neighboring yacht docking area, swimming pool, gazebo/bbq grill space, gym, playground for kids, 24 hour security and complimentary beach access nearby.

Superhost
An infinity-edge pool is framed by modern lounge chairs and plush seating. Lush greenery and an expansive lawn create a serene environment, while the Caribbean Sea is visible in the distance under a clear blue sky.
Villa in Montego Bay
4.85 out of 5 average rating, 135 reviews

Hospitality Expert EL1: Private Pool, Beach, Chef

This property has electricity, water and internet. Eden Luxe 1 is set on a beautiful hillside offering panoramic views of the sparkling Caribbean Sea. This 2 BR ultra luxurious villa is part of the HOSPITALITYEXPERT Eden Estate, set in the heart of Spring Farm, an upscale Montego Bay community, right above the Half Moon Golf Club. Luxe 1 sleeps up to 6 guests, a private chef is available for hire and we offer pre-stocking services. Includes complimentary access to Tropical Bliss Beach Club.

Guest favourite
A bright living area features modern furnishings in neutral tones, accented by a vibrant yellow sofa. Large windows offer views of the ocean, while indoor plants add a touch of greenery. A sleek television sits on a low console, enhancing the open atmosphere.
Flat in Reading
4.81 out of 5 average rating, 121 reviews

Sunset Serenity - Stunning Ocean View 2 Bedroom

This exquisite 2-bedroom, 2-bathroom apartment with a pool & 24-hour security is ideally situated in Mo Bay. Providing breath taking ocean views close to the city's shopping and attractions. The fully equipped kitchen boasts all modern appliances. Rooms are luxuriously appointed & at your request the King bed in the 2nd bedroom can be converted into 2 twins. The washroom includes a washing machine and dryer. Stay connected with high-speed Wi-Fi throughout the apartment and smart televisions.

Guest favourite
Townhouse in Montego Bay
5 out of 5 average rating, 10 reviews

3BR Tranquil Townhome w/ Beach Access, Pool & Gym.

This 3BR tranquil home is located in a safe gated community in Freeport Montego Bay. It is 5 min walking distance to an infinity edge pool and 15 mins walk to the beach. An outdoor patio area is nestled in the back yard where one can lounge or dine surrounded by beautiful plants and foliage. There is also 24 hour security, a gym, and a gazebo. This home is 13 mins drive away from the airport and walking/driving distance to numerous restaurants and shopping centers. Tranquility at its best.

Superhost
An infinity-edge pool stretches into the serene Marina, surrounded by palm trees and sun loungers. Clear blue skies and fluffy white clouds reflect on the water's surface, creating a peaceful ambiance. The picturesque surroundings enhance the sense of relaxation and tranquility.
Apartment in Montego Bay
4.91 out of 5 average rating, 423 reviews

Jus' Beachy A Luxury Apt in a B/front Gated Cmnty.

This new beach theme apartment is located in 22 Freeport – A gated community in Freeport Montego Bay. 22 Freeport is a beach front complex on a Marina that features 24 hour security, a gym, infinity edge pool and playground; whilst the unit on the ground floor opens onto a cozy back yard space that flows into an open green space. Be sure to check out my other units in this community on my profile if your dates are not available or if you would like to book them all for your large group.

Top guest favourite
Apartment in Montego Bay
4.96 out of 5 average rating, 48 reviews

Oceanfront 1BR SkyView Lux Condo Pool/Gym/Beach

Experience luxury at its finest in our new stunning 1-bedroom oceanfront apartment, sitting on the 9th floor soaring high above the shore. Enjoy breathtaking views of the turquoise sea and unwind in style. Highlights- Lge Waterfront Pool & Pool Deck * Private Beach Access * Gym * Tennis/Pickleball* Kids Play Area * Gated Community * Fast Fibre WiFi* Chef on request * Spa Services * Concierge Services * Full Time Driver Upon Request* Please add to your wishlist by clicking ❤️ top right.

Guest favourite
A spacious bedroom features a plush bed dressed in white bedding, complemented by colorful wall art above. Mirrored side tables are positioned on either side of the bed. Natural light enters through sheer curtains, enhancing the modern atmosphere.
Apartment in St. James Parish
4.9 out of 5 average rating, 143 reviews

Luxury In Paradise: Pool, Gym, Gated, Rooftop Deck

Whether you’re in Jamaica for work or vacation, this condo will check all your boxes. Located in Ironshore, one of Montego Bay’s most prominent communities, sits Dream 36. A luxury condominium complex that’s close to entertainment, beaches, restaurants, and airport (12 mins). This one bedroom condo is extremely spacious at 900 sq ft. It boasts modern furnishings with a warm feel. You can truly relax with amazing amenities such as gated 24/7 security, pool, and rooftop views. Book now 😁

Top guest favourite
An outdoor patio area features a spacious seating arrangement with blue cushions and dark wicker furniture. A large umbrella provides shade, while a jacuzzi is visible in the background, surrounded by lush greenery. Sliding glass doors lead to the interior space.
Home in Montego Bay
4.98 out of 5 average rating, 113 reviews

modern home solar power, king-size bed, hot tub

About this space Sunset club resort with 3 BR, 3 BA, Sleeps 6. This home is located in west village, 15 minutes from the Donald Sangster Int'Airport and 10 minutes away from the famous Hip strip, gated community is also located between the cities of Ocho Rios and Negril . A Gated community with 24-hour security. This home is ideal for a small Family setting, fun, or business. Long-term or short-term, Conveniently located close to all major shopping, restaurants, theatre, and nightlife.

Top guest favourite
A modern living area features a dark sofa adorned with decorative pillows, positioned beside a small table. Large windows provide natural light, framed by blue curtains. A potted plant adds a touch of greenery, while wooden accents contribute to the overall decor.
Flat in Montego Bay
4.97 out of 5 average rating, 148 reviews

Luxury studio apartment on the Hip strip

Ultra modern and gated complex located 2 minutes drive from the Sangsters Intl. airport and walking distance from Montego Bay's world renowned Hip Strip and beaches. This unit also retains excellent privacy and quietness despite the hip strip basically being at your doorstep. Who says you can't have it all?! The unit has a fully stocked kitchen and wardrobe amenities and a free parking spot. What are you waiting on? Your dream destination awaits you at this lovely and cozy unit.

Guest favourite
An outdoor pool area features a serene infinity edge, complemented by a stone deck and lush greenery. Lounge chairs are spaced around the pool, while water features create a tranquil ambiance. The setting is illuminated by soft lighting as the sun sets in the background.
Flat in Montego Bay
4.88 out of 5 average rating, 50 reviews

Bordeaux Suites #2

Nestled in the beautiful town of Ironshore, Montego Bay. Our complex is a one minute walk from Whitter Village, there you can find everything you need for food, shopping, business and entertainment .We are minutes away from the airport and several beautiful beaches. We offer adequate parking, a fully equipped gym , 360° external video surveillance and 24hr security on property.Our 2bedroom unit is fully air conditioned, equipped with WIFI and cable/smart tv.

Popular amenities for Montego Bay holiday rentals

When is the best time to visit Montego Bay?

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Frequently Asked Questions

  • What are the best places to stay in Montego Bay?

    Montego Bay has a variety of areas to explore for your stay, including the lively Hip Strip, the upscale Ironshore district, and local guesthouses nestled around Rose Hall. Neighborhoods near the waterfront are frequently suggested for convenient access to beaches and entertainment.

  • What are the best things to do in Montego Bay with kids?

    Families often explore waterfront parks, safe swimming beaches, and nature adventure parks around Montego Bay. Guided boat tours and interactive wildlife encounters are also frequently suggested for visitors with children.

  • What are some of the best things to do in Montego Bay?

    Montego Bay has activities from relaxing on Doctor's Cave Beach and exploring the Hip Strip’s shops, to discovering the history at Rose Hall Great House. Guided rafting trips and local food tours are also often recommended.

  • How is the weather in Montego Bay?

    Montego Bay has warm, tropical weather year-round, with temperatures typically between 72–92°F (22–33°C). Rainfall is higher in late spring and autumn, while most days bring abundant sunshine.

  • What are the best places to visit in Montego Bay?

    Explore Doctor's Cave Beach for gentle waves, Rose Hall Great House for historic interpretation, and Greenwood Great House for period collections. The Hip Strip is also frequently suggested for local shopping and entertainment.

  • What are some hiking trails in Montego Bay?

    Montego Bay has nature trails around the Montego Bay Marine Park and forested paths on the grounds of historic estates like Greenwood Great House. Nearby hills and gardens often offer scenic walks and birdwatching opportunities.

  • What are some family activities we can do in Montego Bay?

    Families often explore local beaches, visit animal farms, or try guided river raft tours together. Many parks and adventure centers around Montego Bay have activities for a range of ages.

  • What are some of the best day trip ideas from Montego Bay?

    Consider exploring the natural beauty at Dunn's River Falls, joining tours to scenic Martha Brae River, or visiting historic sites around Negril. Guided excursions to plantation estates and art villages are also often recommended.

  • Are there any pet friendly accommodations available in Montego Bay?

    Montego Bay has various stays that welcome pets, including beachfront rentals and guesthouses in areas like Ironshore and Spring Garden. Always check individual property policies for current details about pets.

  • What are some local tips for visiting Montego Bay?

    Exploring local markets for crafts or fresh produce provides a glimpse into daily life. Light clothing, sun protection, and respectful attire for visiting historic or sacred sites are often suggested by locals.

  • What is Montego Bay known for?

    Montego Bay is known for its lively beaches, reggae culture, and a waterfront area called the Hip Strip filled with shops and entertainment. The city’s history includes significant sites like Rose Hall Great House and bustling local markets.

  • What are the best hidden gems to explore in Montego Bay?

    Seek out local art galleries, tranquil garden estates, and family-run food stands nestled along residential streets. Montego Bay also has smaller, lesser-known beaches and scenic picnic spots near woodland areas.

  • What are the best foods to try in Montego Bay?

    Montego Bay has jerk chicken, fresh-caught fish prepared seaside, and fried plantains as frequently suggested dishes. Patties filled with spiced meat or vegetables and coconut-infused desserts are also local favorites.

  • What should I bring for a trip to Montego Bay?

    Pack lightweight clothing, sunscreen, and a sun hat for protection, plus sandals suitable for the beach. Insect repellent and a reusable water bottle are also useful for outdoor outings.

  • What is the nightlife in Montego Bay like?

    The Hip Strip area is known for beachside lounges, live reggae performances, and casual bars. Many venues have outdoor patios, and open-air music is a frequent part of local nightlife.

  • What are the most popular events or festivals in Montego Bay?

    The Jamaica Jazz and Blues Festival is a frequently suggested event drawing international talent, while Carnival brings colorful celebrations during the spring. Reggae Sumfest is another major festival celebrated by locals and visitors.

  • Are there family friendly vacation rentals in Montego Bay?

    Many vacation rentals in areas like Ironshore and the Rose Hall corridor provide extra space and amenities for families. Look for listings with secure outdoor areas or nearby access to beaches and parks.

  • When is the best time to visit Montego Bay?

    Late winter through spring is often recommended for milder temperatures and less rainfall, while autumn brings lush scenery and tropical showers. Festivals and cultural events are more frequent during the spring and summer months.

Quick stats about holiday rentals in Montego Bay

  • Total holiday rentals

    Explore 1,900 holiday rentals in Montego Bay

  • Nightly prices starting at

    Montego Bay holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 46,890 verified reviews to help you choose

  • Family-friendly holiday rentals

    860 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 190 rentals that welcome pets

  • Holiday rentals with a pool

    730 properties feature pools

  • Rentals with dedicated workspaces

    810 properties have a dedicated workspace

  • Wifi availability

    1,840 of Montego Bay holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Montego Bay rentals

  • 4.7 Average rating

    Montego Bay stays receive an average rating of 4.7 out of 5 from guests

Destinations to explore

  1. Airbnb
  2. Jamaica
  3. Saint James
  4. Montego Bay