Waterfront holiday rentals in Montego Bay

2 BR townhouse, 24 hour security, gym, pool, ocean

Book and leave the rest to us! This spacious 2 bedroom, 2.5 bath townhouse is centrally located in the Freeport resort area close to Secrets and Breathless hotels. We are a 5 minute walk to a private but basic beach (next to Secrets) and less than 15 minute drive to the airport and Montego Bay's hotspots and night life. Our knowledgeable team is here to assist with organizing transportation, organizing excursions and even a traditional Jamaican home cooked meal in the comfort of your kitchen

View · Beach · Decor

"Smallah" 4-br seaside villa own pool, resort area

Welcome to Smallah Villa, our spacious and elegantly designed 4-bedroom, 4.5-bathroom oceanfront townhouse in the Freeport Area of Montego Bay! This stunning property is the perfect getaway for families or groups of friends looking for a relaxing retreat in Caribbean Paradise. It comfortably accommodates up to 10 guests. With private infinity pool and a pier for private boat pickup. Premium Services ($ - Additional Fee) • Grocery Shopping & Delivery Service ($) • Cook & Clean ($) • Driver ($)

View · Beach · Hospitality

Casa G Stylish Montego Bay Escape with pool & gym

Welcome to Casa G, a modern 2BR/2BA apartment in Reading, Montego Bay. Set on the 4th floor of a secure gated community, it features a spacious private balcony with beautiful ocean and mountain views. This 1,364 sq ft home offers an open layout, full kitchen, and comfortable living spaces. Enjoy access to a pool and gym, and you’re less than 5 minutes from Fairview Plaza for shopping and dining. Perfect for a relaxing, convenient island stay. Ideal for couples, families, or business travelers.

Beach · View · Amenities

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

View · Beach · Laundry

Slippers Villa Montego Bay Beachfront Property

Welcome to Slippers Villa, where the vacation of your dreams awaits you. Beachfront view with breathtaking sunsets, a luxurious home that is fully air conditioned, come experience personalized service that are designed to spoil you. Step from your bedroom right into the Caribbean Sea where time stand seems to stand still. Connect with nature and create lasting memories as you experience the love and warmth of communal living. Don't just dream, live your best life at Slippers Villa.

Beach · View · Access

"Paradise" on the Waterfront!

Escape to Paradise! Discover your dream Jamaican getaway in this beautifully remodeled 3 bedroom, 3 bathroom apartment. Imagine unwinding in your luxurious home away from home on the water next to the Montego Bay Yacht Club. Enjoy panoramic views of the stunning water & majestic mountains in our secure, gated community. Minutes from the airport (15), Hip Strip, and Doctor's Cave Beach (10). Explore vibrant restaurants & attractions. Your unforgettable Jamaican memories start here!

View · River · Comfort

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.

View · Beach · Access

Anna's Joye Seawind - Montego Bay

This well appointed, air-conditioned studio is located in the Seawind On The Bay complex in the upscale Montego Freeport area with full access to a private beach next door to the Secrets Hotel. The complex is surrounded by two major hotels, Secrets Resorts and Sunscape Resorts (currently closed for reno) and is next door to the Montego Bay Yacht Club. It is about 15 mins from the Sangster Int'l Airport with easy access to restaurants, supermarket and entertainment.

River · Beach · Getting around

Pollyanna Tropical Retreat Ocean front property.

Pollyanna "the happy place" as the name suggests is a newly renovated spacious 1 bedroom luxury apartment, with enclosed balcony, in close proximity to all Montego Bay has to offer. Nestled in the lush gardens of "Seawind on the Bay" the property is flooded with natural light, 24 -hour security, gated, oceanfront, salt water pool, etc.Pollyanna is the perfect spot for vacationers, extended stays, small families, couples, solo adventurers and business travelers.

View · Beach · Walkability

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.

View · Beach · Check-in

Kusha Penthouse - Ultimate Luxury Experience

What you'll love about Kusha *Picture waking up to your beautiful grand living room overlooking the ocean * Secure 24-hour gated security. *Panoramic view of the ocean from the Penthouse!! *Infinity pool off the Master Bedroom Balcony. *Minutes from the airport and all major beaches. * Transportation for airport and excursions (independent contractor) *Chef services (independent contractor) *Complimentary tea/coffee/ Beer/water

View · Beach · Access

Cozy Modern 1BR Oceanfront

Luxury Condo in an upscale, gated community with 24-hour security, located in Freeport, Montego Bay. Located only 15min from Sangster International Airport. Stunning views. Features beach park, pool, gym, spa, tennis court, and an outdoor dining pavilion. Centrally located and close to some of the best attractions from world-class golf to deep-sea fishing. Enjoy an upscale experience with a laid back, relaxed vibe — Jamaican style.

Beach · View · Indoor spaces