Waterfront vacation rentals near Doctor's Cave Beach

Find and book unique waterfront rentals 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
4.79 out of 5 average rating, 228 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 favorite
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
4.92 out of 5 average rating, 64 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 ($)

Guest favorite
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
4.93 out of 5 average rating, 150 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

Top guest favorite
A spacious living area is illuminated by natural light through large sheer curtains. A light beige sofa is accompanied by a blue patterned chair and a wooden coffee table, creating a relaxed seating arrangement. Decorative elements include a vase of flowers on the side table.
Condo in Montego Bay
4.96 out of 5 average rating, 151 reviews

Idle Time On The Bay Relaxing beautiful serene

IDLE TIME ON THE BAY - Welcome to your vacation home at Seawind On The Bay and enjoy our warm and friendly Jamaican hospitality. The apartment is located in a secured gated community on the Freeport Peninsula in a lush garden setting. The drive from Sangster International Airport is approximately 15 minutes. This is a gated property and you are sure to meet new acquaintances. Seawind hosts a number of Airbnb guests and long lasting friendships are always guaranteed..peaceful and relaxing

Top guest favorite
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
4.98 out of 5 average rating, 141 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.

Guest favorite
Villa in Reading
4.89 out of 5 average rating, 76 reviews

Luxury Montego Bay 3BR Villa | Ocean Views & Pool

Luxury Montego Bay 3BR Villa with Ocean Views Welcome to your private retreat at Paradise Bay. This luxury 3-bedroom villa in Montego Bay offers breathtaking ocean views with private plunge pool, and a beautifully designed space perfect for families or small groups seeking comfort, privacy, and Caribbean elegance. Our guest will enjoy the expansive views from this well appointed villa and the luxury amenities it has to offer. Just 15 minutes away from Donald Sangster's airport (MBJ).

Top guest favorite
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
4.97 out of 5 average rating, 157 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 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
4.9 out of 5 average rating, 97 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.

Superhost
Two wooden lounge chairs are positioned on a grassy area, overlooking tranquil waters. A green umbrella stands next to the chairs, providing shade. In the background, lush hills and a clear blue sky are visible, creating a serene setting by the water's edge.
Townhouse in Montego Bay
4.82 out of 5 average rating, 142 reviews

SeeSea Waterfront Villa

SeeSea Waterfront Villa is an unique, recently renovated, beachfront townhouse located in Montego Bay's most prestigious gated community Lagoons. This exquisite villa offers it's own sandy beach overseeing Montego Bay. Spacious patio coupled with tropical garden creates private relaxing atmosphere. Large public swimming pool is right outside of the house. In addition, guests have access to kids playground, 3 more pools, tennis courts, 24 hour security.

Guest favorite
A spacious living area features a light-colored sofa and cozy armchairs arranged around a circular coffee table. Large windows allow natural light, while tropical views are visible through the six-paneled door. A dining area with a round table and warm lighting completes this inviting space.
Apartment in Montego Bay
4.92 out of 5 average rating, 13 reviews

Grace @ Lagoons Montego Bay

Welcome to Grace—a serene, designer 2-bedroom oasis in Montego Bay’s exclusive Lagoons community. Relax in luxurious master suites, stunning lagoon views from the balcony, and calming ambient lighting. Enjoy a fully-equipped kitchen, convenient laundry area with washer/dryer, and amenities including a pool, tennis court, playground, gym, and Hard Rock beach just a 5-minute walk away. Close to shopping, dining, beaches, and the airport. Paradise awaits!

Superhost
A spacious bedroom is adorned with a colorful patterned blanket over the bed, complemented by soft pillows. A vibrant turquoise wall creates a calming backdrop. Natural light floods the space through sliding glass doors, which open to a balcony with views of the ocean.
Condo in Montego Bay
4.76 out of 5 average rating, 17 reviews

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.

Top guest favorite
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
4.96 out of 5 average rating, 54 reviews

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.

Popular amenities for waterfront rentals near Doctor's Cave Beach