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Waterfront holiday rentals near Doctor's Cave Beach

Find and book unique waterfront accommodation on Airbnb

Top-rated waterfront rentals near Doctor's Cave Beach

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost
Apartment in Montego Bay
4.73 out of 5 average rating, 11 reviews

No problem Mon!

This special place is close to everything! Newly renovated, open-floor, light-filled Studio apartment with a fully equipped kitchen new AC & washer in a safe and secure building with a large balcony and stunning view. Ideally located on the Hip Strip, right across from Doctor's Cave Beach, Starbucks, Post Office, and an ATM. A short walk from local restaurants, casinos, smoking lounges, and clubs, 10 minutes drive from the Airport. Rooftop Pool TBA , 24/7 security, free Wi-Fi, and free parking.

Superhost
Apartment in Reading
5.0 out of 5 average rating, 3 reviews

Metal on Mist | Industrial Luxe Ocean Views Pool

Metal on Mist blends bold industrial design with modern comfort in the peaceful area of Reading, Montego Bay. Thoughtfully curated with unique themed rooms, custom artwork, community pool, pool table, ocean views, high speed internet, hot water, washer / dryer, 4k TV's, board games, gym, yoga equipment and elevator, it's more than a place to stay, it's an experience. 10 to 15 minutes from beaches, the Hip Strip, and the airport, it's perfect for relaxation, adventure, and unforgettable memories.

Guest favourite
A tranquil swimming pool offers crystal-clear water, framed by lush tropical plants. The serene ocean view stretches beyond, showcasing gentle waves and distant hills under a partly cloudy sky. Lounge chairs are positioned nearby, inviting relaxation by the water's edge.
Home in Montego Bay
4.93 out of 5 average rating, 73 reviews

"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 ($)

Superhost
A serene swimming pool is surrounded by palm trees and lounge chairs, with a covered pavilion in the background. The water reflects the sky and offers views of the coastline, creating a tranquil outdoor space for relaxation.
Townhouse in Montego Bay
4.85 out of 5 average rating, 91 reviews

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 beach club 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, recommending and organizing excursions and even a traditional Jamaican home cooked meal in the comfort of your kitchen!

Guest favourite
Condo in Montego Bay
4.88 out of 5 average rating, 81 reviews

CoastalGem: Pool, Waterfront, Beach, Gated, 3rd Fl

• High-speed Wi-Fi & Netflix • AC & Hot Water • Waterfront Pool & Private Beach access • Gym • 3rd floor private condo (entry, kitchen, bathroom, living room, bedroom, balcony, washer/dryer) • 24/7 security in gated, upscale community • Free parking • Kitchen supplies (coffee/tea maker, blender, pots, utensils, fridge, microwave, oven) • Toiletries • Near Montego Bay airport, hip strip, restaurants, lounges, bars, shopping centers, golf courses, excursions (within 20 minutes) Book now 😎

Top Guest favourite
A spacious bedroom features a large bed with soft linens and decorative accents in shades of green. Two plush armchairs are situated nearby, and large windows offer a panoramic view of the Caribbean Sea, allowing natural light to fill the room.
Home in Montego Bay
4.97 out of 5 average rating, 151 reviews

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.

Top Guest favourite
Condo in Montego Bay
4.95 out of 5 average rating, 110 reviews

Oceanfront Paradise Views 2Br Penthouse beach Pool

Escape to luxury at Westport, Jamaica's premier gated waterfront residence. Indulge in the ultimate Caribbean experience in this stunning 2-bedroom, 2-bathroom penthouse boasting a spacious balcony with breathtaking views of the Bay and Caribbean Sea. Features: Open-concept living and dining area, well-equipped kitchen, separate laundry room, Relax and unwind in the Oceanfront pool, Gym, kids play area, Chef on request, Spa Services, Concierge services, Full time driver on request.

Guest favourite
The kitchen area features modern cabinetry with a glossy finish, complemented by a quartz countertop. Stainless steel appliances, including an oven and a sink, are visible. Two metal stools are positioned at the counter, with natural light entering through the window.
Condo in Reading
4.91 out of 5 average rating, 70 reviews

The Edge Montego Bay (Mobay) BEST Seafront!

Discover the sights and sounds of Mobay and Jamaica from this contemporary, comfortable apartment with partial sea view (full view from outside space). Conveniently located to activities, beaches, restaurants and shops in a small, private and secure gated complex. Natural light and air floods this apartment, step out onto the balcony to breathe easy. Ceramic floors, quartz kitchen countertop and rain shower. Smart TV, Queen size bed, A/C in the bedroom, washing machine and dryer.

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, 164 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.

Superhost
A well-furnished sleeping area features a spacious bed adorned with a white quilt and accent pillows in hues of blue. Two dark wooden nightstands with lamps are positioned on either side. Colorful artwork hangs above the headboard against a vibrant teal accent wall.
Apartment in Montego Bay
4.92 out of 5 average rating, 118 reviews

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.

Guest favourite
A spacious bedroom is highlighted by large windows that allow natural light to flow in. The room features a king-sized bed with a neutral-toned quilt and decorative pillows. A fan is mounted on the wall, while a pair of bedside lamps and a colorful chest add character to the space.
Apartment in Montego Bay
4.89 out of 5 average rating, 103 reviews

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.

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 Bay
4.94 out of 5 average rating, 169 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 waterfront rentals near Doctor's Cave Beach