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Waterfront holiday 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
Flat in Montego Bay
4.8 out of 5 average rating, 226 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 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
4.92 out of 5 average rating, 63 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 favourite
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.
Apartment in Montego Bay
4.93 out of 5 average rating, 149 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 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
4.98 out of 5 average rating, 138 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 favourite
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.
Flat in Montego Bay
4.87 out of 5 average rating, 31 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 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.
Flat in Montego Bay
4.97 out of 5 average rating, 155 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
4.83 out of 5 average rating, 139 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.
Apartment in Montego Bay
4.75 out of 5 average rating, 16 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 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.
Flat in Montego
4.94 out of 5 average rating, 158 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 favourite
A spacious bedroom is furnished with a king-size bed, layered with soft linens and decorative pillows. A wall-mounted TV is positioned opposite the bed. Large windows allow natural light to filter in, offering a view of palm trees outside. A light rug adds warmth to the floor.
Apartment in Montego Bay
4.95 out of 5 average rating, 96 reviews

Oceanfront Apt w/ Beach Access, Pool, & Gym

This luxury apartment is newly built and situated within The Soleil Residences. Soleil is located in the enclave of Freeport Montego Bay and is notably the first residence of its kind in Jamaica. Guest will have access to a beach park, pool, kids playground, spa, gym and tennis court. It is walking distance to a rustic beach, restaurants, entertainment and 16 mins drive from the Sangster's International airport. Welcome to paradise!

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.
Apartment in Montego Bay
4.96 out of 5 average rating, 53 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.
Flat in Montego Bay
4.93 out of 5 average rating, 115 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