Vacation rentals in Montego Bay

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Top-rated vacation rentals in Montego Bay

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Superhost
Two lounge chairs are positioned by a private pool, offering views of the coastline and lagoon. The chairs feature bright, colorful fabrics, inviting relaxation under clear blue skies. Lush greenery and vibrant flowers adorn the surrounding area, enhancing the tranquil setting.
Condo in Montego Bay
4.82 out of 5 average rating, 387 reviews

Modern apartment with a pool & amazing views!

Modern, 1BR, ground level apartment with all the modern amenities you will need for a perfect stay. Start your day having coffee on the patio gazing at the awe-inspiring coastline and turquoise lagoon. The property is part of a secure, gated development with a private community pool for guests to laze away while perfecting their tan, or hide in the shade sipping on a cold drink. You're close enough to the airport, shopping malls and nightlife - but nestled on the outskirts for quiet relaxation.

Guest favourite
Apartment in Montego Bay
4.81 out of 5 average rating, 210 reviews

Seawind On The Bay Studio

Seawind On The Bay is a safe gated community. A semi-private beach is across the street a short distance beside Secrets Hotel. The property has a pool and shared bar and grill with a covered community centre or cabana. A spectacular view of Montego Bay Harbor with cruise ships in the back yard view. Montego Bay Yacht Club is next door with great food and bar. Also, within walking distance is Secrets Wild Orchid, Breathless Resorts and Spa. Montego Bay Cruise Ship terminal less than 2 miles away.

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.
Condo in St. James Parish
4.9 out of 5 average rating, 137 reviews

Luxury In Paradise: Pool, Jacuzzi, Gated, 3rd Flr

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, lounge, pool, and rooftop views. Book now 😁

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, 185 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.

Top guest favourite
A spacious studio apartment features a cozy bed with white bedding and a contemporary sofa in gray. Bright accents of yellow and green decor create a lively atmosphere. Large glass doors lead to a balcony, allowing natural light to fill the space and offering views of the surrounding area.
Condo in Montego Bay
5 out of 5 average rating, 126 reviews

The Palm - Studio Apartment

Enjoy stylish experience at our centrally-located studio apartment. The apartment is freshly renovated and has everything you need to feel like home. We are located within walking distance to Harmony Beach Park, Hip Strip (Gloucester Ave./Jimmy Cliff Blvd.,), Doctor’s Cave Beach Club, KFC, local crafts market and much more! Airport pick up & drop off can be arranged at additional cost. Tours and excursions, provided by our reliable partners, are available and can be booked upon request.

Top guest favourite
A bright bedroom is featured, showcasing a spacious bed adorned with soft pillows. Large windows provide panoramic views of the bay, allowing natural light to illuminate the area. A ceiling fan enhances airflow, while modern furnishings add to the inviting atmosphere.
Condo in Montego Bay
4.94 out of 5 average rating, 144 reviews

Oceanfront 1BR Lux Apt Pool Beach Gym Pickleball

Discover the ultimate tropical retreat at the Soleil Residences, where luxury meets serenity. This elegant oceanfront one-bedroom condominium features a stunning balcony with 180-degree views of the Bay, inviting you to bask in the beauty of Jamaica's coastline. 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

Guest favourite
A two-story cottage is surrounded by lush greenery, featuring a blue-tiled roof and large balconies. Below, a pool area is highlighted with sun loungers, inviting relaxation. The property is set within a vibrant landscape, showcasing palm trees and well-maintained gardens.
Cottage in Mango Walk
4.92 out of 5 average rating, 229 reviews

Glory @ Montego Bay

Welcome to “Glory”. The cottage is situated on the grounds of our home “Victory“. We invite you to experience our concept of “Jamaican Home Living”. Glory overlooks the Sangster International Airport and the Caribbean Sea and is 5 mins from world-famous Doctors Cave Beach. We are also conveniently 5 minutes drive from the airport. We own the SeaGull @ Little Bay Country Club in Negril, and are Airbnb SuperHosts; we know how to take care of our guests. Join us for a special experience.

Guest favourite
A serene beachfront view showcases palm trees swaying in the breeze, with a pathway leading to the sandy beach. The calm ocean reflects the clear blue sky, while shaded seating areas and a gazebo are visible along the coast.
Condo in Montego Bay
4.85 out of 5 average rating, 101 reviews

Caribbean Diamond Ocean front 1 Bedrm Condo.

This apartment is a privately owned suite onsite the Jewel Grande Resort property.We are located on the sixth floor of the Silver building directly overlooking the sea. Our condo offers luxury and the feel of paradise. Getting to us is easy from the Sangster's International airport as we are 15 mins drive away. The property is entirely secured with 24hrs gated and electronic security as well as free parking. Accessible to Guests are: Elevator WI-FI AC Hot water Pool Gym Restaurants Bar

Guest favourite
A compact studio features a spacious bed with white linens and a blue throw, positioned near a well-equipped kitchenette. Light-colored cabinetry contrasts with the tiled floor, while framed artwork adds subtle decor to a bright, airy ambiance.
Condo in Montego Bay
4.92 out of 5 average rating, 104 reviews

Coastal Charm Hideaway

We strive to provide our guests with an exceptional experience, our attentive team is readily available to assist throughout your stay. From our doorstep, you'll have easy access to an array of local attractions, restaurants, airport, nightlife spots, and breathtaking beaches such as the popular Doctor's Cave Beach. Whether you're seeking adventure, relaxation, or cultural experiences, our centrally located apartment serves as an ideal starting point for your Caribbean escapades.

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.
Apartment in Montego Bay
4.96 out of 5 average rating, 142 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.

Top guest favourite
A charming two-story pink house is surrounded by lush green grass and tropical plants. Tall palm trees provide shade, and a walkway leads to the front entrance. A water tank is visible on the roof, enhancing the functional aspect of the property.
Guesthouse in Montego Bay
4.97 out of 5 average rating, 104 reviews

Always Home

This cozy and private hideaway is located in Bogue Village Montego Bay minutes away from Sangster International Airport, restaurants and shopping center. Although off the beaten path you'll want for nothing. Fantastic for first time or returning vacationers. The outdoor area is equipped with seasonal fruits, BBQ area, swing,hammock, green area, outdoor dining and privacy. The chirping birds, awesome sun rise and sunset add tranquility and peace of mind to each day.

Superhost
A cozy lounge area is showcased, featuring a comfortable blue armchair beside a stylish white coffee table. A Smart TV is mounted on the wall, while decorative elements like plants and lanterns add a touch of charm. Natural light filters through sheer curtains.
Apartment in Montego Bay
4.78 out of 5 average rating, 265 reviews

Seawind on the Bay Studio

A 300 square feet studio in the safest, prestigious residential neighborhood of Montego Bay. Steps away from a few restaurants. About 15 minutes drive from famous Hip Strip. 5 min drive to Fairview Plaza with multiple grocery stores, restaurants, movie theater, 24 hour pharmacy etc. Free parking and swimming pool and 24 hour security. Secrets spa is 5 minutes walk from us. The nearest beach is 5 minutes walk (formerly Hard Rock Café beach).

Popular amenities for Montego Bay vacation 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.

All about Montego Bay

Montego Bay is an idyllic Caribbean vacation spot with year-round blue skies, white sandy beaches, and a vibrant nightlife on Jamaica’s North Coast. The famous Doctor’s Cave Beach lies at the heart of the city and features a historic bathing club overlooking a 300-metre stretch of sand with calm emerald waters patrolled by lifeguards. You can try parasailing and jet skiing or go snorkelling with colourful reefs to explore. Next door is the quiet Cornwall Beach with loungers for soaking up the sun, and Walter Fletcher Beach nearby is great fun, with a go-kart track and an aquatic park with blow-up slides.

Along the oceanfront is Gloucester Avenue, a two-mile strip of shops and restaurants with authentic jerk chicken. At night the strip is where you’ll find bars, reggae shows, and nightclubs where you can dance all night. Just off the coast is Montego Bay Marine Park, a protected area full of coral reefs and mangroves. A scuba diving or glass-bottom boat will take you to see swarms of tropical fish swimming around the reefs, including groupers, barracudas, and stripy sergeant majors.

What are the top things to do in Montego Bay?

Martha Brae River

Head 30 minutes inland to Martha Brae River where you can take a traditional bamboo raft journey through beautiful jungle scenery. You’ll sit on top of a double-seat throne on the raft decorated with colourful flowers while a guide steers you along a three-mile stretch of the calm river. Bars and shops are available to stop at along the way. There’s even a zipline if you fancy whizzing across the river.

Montego Bay Cultural Centre

Visit the city’s cultural centre in Sam Sharpe Square to gain a fascinating insight into Jamaican culture and heritage. It is home to the National Museum West, which features Jamaica’s most prominent contemporary artists and includes paintings, sculptures, and photos. There’s a gift shop on-site where you can buy authentic Jamaican pieces crafted by locals, and the centre often holds events, including folk concerts.

Negril

You may want to visit the nearby town of Negril, home to Seven Mile Beach — regarded as one of the best beaches in the world. As the name suggests, this is a long stretch of beautiful white sand lined with palm trees and clear warm waters. For a spot of shopping, make your way to Norman Manley Boulevard, which is full of restaurants and reggae bars, as well as small stalls on the pavement selling crafts and jerk chicken.

Quick stats about vacation rentals in Montego Bay

  • Total vacation rentals

    Explore 1,940 vacation rentals in Montego Bay

  • Nightly prices starting at

    Montego Bay vacation rentals start at $14 CAD per night before taxes and fees

  • Verified guest reviews

    Over 47,040 verified reviews to help you choose

  • Family-friendly vacation rentals

    890 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 190 rentals that welcome pets

  • Vacation rentals with a pool

    740 properties feature pools

  • Rentals with dedicated workspaces

    850 properties have a dedicated workspace

  • Wifi availability

    1,890 of Montego Bay vacation 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