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Waterfront vacation rentals near Doctor's Cave Beach

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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, 65 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 ($)

Top guest favorite
A spacious bedroom features large windows that allow natural light to fill the room. The neutral-toned bedding complements the light wood furniture, including a desk and armchair. A flat-screen TV is positioned for easy viewing, enhancing the cozy atmosphere.
Apartment in Montego Bay
5 out of 5 average rating, 10 reviews

Luxury Oceanfront 1 Bedroom/Pool

Ocean views meet luxurious condominium living. With views of the Caribbean Sea, wide open to the balcony, this apartments' open concept living room invites Jamaica's beautiful scenery inside. Located in Montego Bay's most coveted neighborhood, walking distance to the beach, 20 minutes from the airport, this is luxury living at its finest with a jetted pool, spa room, gym, tennis court and more. Enjoy the beauty of the sunrise while sipping coffee on the balcony, it will tickle your senses.

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
Condo in Montego Freeport
4.95 out of 5 average rating, 102 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 favorite
A bright living area features a plush white sofa facing a flat-screen TV mounted on the wall. Natural light floods in through sliding glass doors that open to a patio. A bar counter is visible in the background, alongside a decorative green vase and wooden shelves.
Apartment in Montego Bay
4.88 out of 5 average rating, 34 reviews

Hospitality Expert SWF104 - Pool, Beach, Chef

H/E SWF104 is a stunning 1 bedroom apartment in the most luxurious part of MoBay. The apartment has all the amenities you need for comfortable living, it's based in a great community with swimming pools, BBQ facility, socialising area and access to yachts. Located next to MoBay Yacht Club, this is a top notch neighbourhood with restaurants, bars, beaches and entertainment. It's also great for people on business travel. Contact us for chef, transfers, pre-stocking, massages & tours.

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, 158 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
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.

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.

Guest favorite
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
4.94 out of 5 average rating, 162 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.

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, 55 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.

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, 117 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 the beach at The Hard Rock Cafe. The complex is surrounded by two major hotels, Secrets Resorts and Sunscape Resorts 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.

Popular amenities for waterfront rentals near Doctor's Cave Beach