Holiday rentals with outdoor seating near Doctor's Cave Beach

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.

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.

Chatham Tropical Garden Hip Strip Hideaway

Well appointed brand new townhome in gated community with 24 hour security. The home is located just off the hip strip walking distance to beaches, restaurants, shopping and nightlife. The Townhouse has 3 large bedrooms with en-suite bathrooms and built in closets. Well equipped kitchen and laundry room and rear yard. Comfortable spaces to relax indoor and outdoor. As hosts we make every effort to ensure an enjoyable stay. This is a new listing but we believe in good old fashioned hospitality.

Panoramic Studio with Ocean & Mountain Views

WE ARE READY FOR YOU!!! Wah Gwan! (“What’s going on?”) Come stay at my cozy condo in the heart of MoBay — location, location, location! This quiet 3rd-floor ocean-view studio sleeps up to 4 guests, with a mini separated sleeping area. Fully equipped with a full-size fridge, blender, microwave, gas stove, washer & dryer. Relax by the pool with panoramic ocean and mountain views, enjoy a drink or meal at the pool bar, and grab essentials at the on-site mini mart. You'll love your stay❤️🇯🇲

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.

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

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.

2BR Getaway w/Pool, Near Beach in Montego Bay

This gorgeous apartment has been furnished to feel like a true getaway. It’s the ideal retreat for an adventurous & up-scale stay, located in a gated community that is close to the absolute heart of Montego Bay. We believe it’s the ultimate location to experience this part of the island. At only 10 minutes walking distance from Doctor's Cave Beach and the main Hip Strip, you will be very close to all the action. Settle in by zoning out with family or friends and enjoy your getaway.

Villa Ginger: Food paradise/Beach/Pool/keycode

Private Retreat for close friends and family in the safety of a pristine garden-like gated community. New and dazzlingly beautiful, the oversize sectional will be your favorite place to lounge. Linger on the patio for breakfast, go across the street for snorkeling, tour the nearby beaches and waterfalls, or make your birthday celebration extra special with a spectacular private dinner. Savor the candlelight reflecting from wine glasses as you toast your amazing good luck.

Cozy Ocean Front Condo on Hip Strip Montego Bay

Escape to your own slice of paradise at Turquoise Haven, a charming studio apartment nestled along Mobay's vibrant Hip Strip. Offering unparalleled views of the azure ocean, this haven promises an unforgettable stay. Only 5 mins from the airport,steps away from the Doctor's Cave Beach. For those seeking adventure, iconic attractions such as Usain Bolt's Tracks and Records, Margaritaville, and Coral Cliff Gaming Lounge are within walking distance.

Luxury Oceanview 4BR Villa w/ Balcony, Pool & BBQ

Welcome to BayWatch Villa – a 4BR luxury retreat in Montego Bay. Marvel at breathtaking views of the harbor and Caribbean Sea both day and night. Share unforgettable moments with family and friends. Enjoy spacious living spaces, a modern kitchen, and laundry convenience on premises. Stay connected with Wi-Fi throughout, even by the pool. With solar backup, you’ll always have power for the essentials. Note: AC is not available on backup power.

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.