Holiday houses in Montego Bay

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Top-rated holiday rentals in Montego Bay

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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, 209 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, 183 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.

Guest favourite
An expansive view of the Caribbean Sea is captured from the rooftop patio, highlighting the serene blue water and sandy beach. Lush greenery borders the shoreline, while distant hills provide a picturesque backdrop under an overcast sky.
Condo in Montego Bay
4.82 out of 5 average rating, 152 reviews

Panoramic Studio with Ocean & Mountain Views

Wah Gwan, a.k.a "What's going on? " Come and stay at my newly updated condo!! It is in a great spot, close to all the action and Harmony Beach! It has a great view on the private 3rd floor, it is a good size & can accommodate 4 people with a mini separate bedroom area, blocked off by curtains. I love the full size fridge, the night views, (especially down by the pool area). I love that you can get a beer or a meal anytime. We also have a Mini Mart on the property!! You will enjoy your stay:)

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, 125 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 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, 99 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 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.

Guest favourite
A well-appointed bedroom features a spacious bed with crisp white linens and additional pillows. Next to the bed, a nightstand holds a lamp. A cozy armchair is positioned in the corner, contributing to a relaxing atmosphere with soft natural light filtering through the curtains.
Apartment in Montego Bay
4.82 out of 5 average rating, 208 reviews

Sunset Arms 1: 1 brm, Airport, Beach, Hip Strip

Greatest Location! Walking distance from the airport, to the beach and famous Hip Strip. Our building is situated right next to Summit Police Station. Also the closest restaurant and convenience store are less than 2 minutes walk. Gloriana hotel is a few minutes walk from us. Please note, the apartment is located on the main street with a passing traffic noise. If you are a light sleeper, this place and this area in general is not for you. It's not a gated community.

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.

Guest favourite
A bright and airy studio space features a spacious bed with patterned pillows, complemented by a cozy seating area adorned with decorative cushions. Natural light filters through a large window, showcasing lush greenery outside. A stylish light fixture adds a modern touch to the ambiance.
Apartment in Montego
4.94 out of 5 average rating, 140 reviews

SERENITY ON THE BAY

Serenity On The Bay is located on the exclusive Freeport Peninsula, nestled between The Secrets and Sunscape Resorts. This is a safe community. The Montego Bay Yacht Club offers fine dining and an excellent bar, property borders the club. Along the Peninsula, there is a jogging trail, for your early morning or sunset run. At Serenity On The Bay one can take opportunity to visit the attractions/adventures as well as relaxation at every turn.

Popular amenities for Montego Bay holiday rentals

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Quick stats about holiday rentals in Montego Bay

  • Total holiday rentals

    Explore 1,940 holiday rentals in Montego Bay

  • Nightly prices starting at

    Montego Bay holiday rentals start at $15 AUD per night before taxes and fees

  • Verified guest reviews

    Over 47,040 verified reviews to help you choose

  • Family-friendly holiday rentals

    890 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 190 rentals that welcome pets

  • Holiday rentals with a pool

    740 properties feature pools

  • Rentals with dedicated workspaces

    850 properties have a dedicated workspace

  • Wi-Fi availability

    1,890 of Montego Bay holiday rentals include Wi-Fi 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

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  3. Saint James
  4. Montego Bay