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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

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Superhost
Apartment in Montego Bay

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.

4.67 out of 5 average rating, 12 reviews
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

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

4.85 out of 5 average rating, 94 reviews
Guest favourite
Condo in Montego Bay

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

4.94 out of 5 average rating, 159 reviews
Guest favourite
Condo in Montego Bay

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 😎

4.88 out of 5 average rating, 86 reviews
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

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.

4.97 out of 5 average rating, 151 reviews
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

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.

4.96 out of 5 average rating, 167 reviews
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

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.

4.93 out of 5 average rating, 120 reviews
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

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.

4.9 out of 5 average rating, 105 reviews
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

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.

4.94 out of 5 average rating, 170 reviews
Superhost
A clear blue swimming pool is set within a landscaped area, surrounded by tall palm trees. Sun loungers and tables are visible near the pool, providing a comfortable space for relaxation. The building in the background features multiple floors and balconies, contributing to a serene atmosphere.
Apartment in Montego Bay

Studio with Beach, Pool, A/C, 24h Security

Welcome to our cozy studio! Perfect for those seeking peace, quiet, and nature. Ideal for one or two guests wanting a tranquil retreat away from the city. Located in a gated community in Montego Freeport, offering easy access to amenities. Enjoy a public swimming pool and free access to a residential beach across the road. Bring a good book, relax in our beautiful patio, unwind, and escape everyday stress. We're excited to be your host.

4.75 out of 5 average rating, 56 reviews
Top Guest favourite
A private balcony showcases stunning turquoise waters, with distant mountains framing a serene view. Potted vibrant pink bougainvillea adds a touch of color. A circular decorative piece is placed on a round table, enhancing the space's minimalist design.
Condo in Montego Bay

Modern Cozy 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.

4.97 out of 5 average rating, 60 reviews
Superhost
Townhouse in Montego Bay

Jasmine Palms at Miramar, gated 3bd/3bth & pool

The Miramar, Spring Garden, Montego Bay is a residential Townhouse Community. It is a modern development featuring 24 hours security, an infinity edge pool, gym, playground and ocean views. It is only 10 minutes from Fairview Shopping, Restaurants & Entertainment. Close to attractions. This 3bed/3bath Townhouse has all necessities for a comfortable stay to spend time with family and friends.

4.75 out of 5 average rating, 53 reviews

Popular amenities for waterfront rentals near Doctor's Cave Beach