Waterfront holiday rentals near Doctor's Cave Beach

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Top-rated waterfront rentals near Doctor's Cave Beach

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Superhost
Apartment in Montego Bay
5 out of 5 average rating, 6 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.

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, 67 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 covered outdoor area features a natural wood dining table adorned with decorative flowers. Nearby, comfortable seating is arranged against a backdrop of lush greenery and a waterfront view, complemented by a ceiling fan and large windows allowing for ample light.
Townhouse in Montego Bay
4.79 out of 5 average rating, 29 reviews

Woosah (Achieve a state of calm and relaxation)

Woosah is a spacious and tranquil waterfront 4 bedroom townhouse located in one of Jamaica's most sought after neighborhoods of 22 Freeport, Montego Bay. The unit comes fully furnished and the community boasts amenities such as an infinity edge pool, barbecue area, gym, kids playground and 24 hour security. Residents also enjoy ‘free entry’ to a private beach which is a mere 2 minute walk. Ideally located being close to shopping districts, nightlife, restaurants and the International Airport.

Superhost
Condo in Montego Bay
4.87 out of 5 average rating, 76 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 😎

Guest favourite
A well-appointed studio features two spacious beds, each dressed in soft linens. Mirrored surfaces enhance the light from large windows, while decorative accents in soothing blue tones add a calm ambiance. A functional bar area is visible in the background, contributing to the comfortable layout.
Apartment in Montego Bay
4.96 out of 5 average rating, 106 reviews

Paradise by the Sea

Fully furnished studio apartment, located directly on a white sand beach at Sea Castles Condo along Montego Bay’s elegant corridor. Located on the North Coast highway the complex is 10 minutes from MBJ Airport, 15 minutes from the town center, with access to everywhere on the island. The complex has 24 hours security, swimming pool, beach, bar & local restaurant with a relaxed atmosphere catering to both working professionals & vacationers wanting to enjoy themselves after a long day.

Top Guest favourite
A spacious balcony features a wooden bench adorned with cushions, offering a panoramic view of lush greenery and the ocean. Potted plants enhance the natural ambiance, while a clear blue sky complements the serene coastal scenery in the background.
Townhouse in Montego Bay
4.96 out of 5 average rating, 57 reviews

Shallhome Masterful luxe City Ocean Views *

Prepare for an earthy, spacious, comfortable and experiential stay via our natural yet modern aesthetic and considerate architecture. From our luscious landscape consisting of scrumptious Jamaican delicacies and gardens filled with vibrance to a seaview of the horizon/the suns bed overlooking Montego bay; perfect to rise and shine like the sun, with a limitless mindset and an affirmative environment; reassuring and replenishing your capacity and tenacity to a state of I shall and will.

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, 145 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
Condo in Montego Freeport
4.95 out of 5 average rating, 105 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.

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.
Apartment in Montego Bay
4.97 out of 5 average rating, 160 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.

Guest favourite
Home in Reading
4.85 out of 5 average rating, 34 reviews

Luxury Montego Bay 2BR Villa | Ocean Views & Pool

Luxury Montego Bay 2BR Villa with Ocean Views Ideal for couples or small families, this luxury 2-bedroom villa in Paradise Bay combines ocean views, modern comfort, and resort-style amenities in a peaceful, secure setting just minutes from Montego Bay’s top attractions. 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).

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
4.94 out of 5 average rating, 165 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 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, 56 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