Home rentals with a pool near Doctor's Cave Beach

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Top-rated rentals with a pool near Doctor's Cave Beach

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Superhost
Two lounge chairs are positioned by a private pool, offering views of the coastline and lagoon. The chairs feature bright, colorful fabrics, inviting relaxation under clear blue skies. Lush greenery and vibrant flowers adorn the surrounding area, enhancing the tranquil setting.
Apartment in Montego Bay
4.82 out of 5 average rating, 391 reviews

Modern apartment with a pool & amazing views!

Modern, 1BR, ground level apartment with all the modern amenities you will need for a perfect stay. Start your day having coffee on the patio gazing at the awe-inspiring coastline and turquoise lagoon. The property is part of a secure, gated development with a private community pool for guests to laze away while perfecting their tan, or hide in the shade sipping on a cold drink. You're close enough to the airport, shopping malls and nightlife - but nestled on the outskirts for quiet relaxation.

Top guest favourite
A serene pool area is visible, featuring lounge chairs arranged beside a clear blue pool. Palm trees and lush greenery frame the space, while a covered gazebo is provided in the background, enhancing the outdoor relaxation experience.
Townhouse in Montego Bay
4.98 out of 5 average rating, 189 reviews

2BR Townhouse with staff, gym, pool & beach access

Escape@20 is a lovely townhome that guarantees a truly relaxing and memorable experience. A friendly housekeeper/cook is included at NO EXTRA COST!! You just need to purchase the groceries. The townhome has an open floor plan with living and dining room opening out to a covered patio and a backyard. Guests can enjoy breathtaking views of the neighboring yacht docking area, swimming pool, gazebo/bbq grill space, gym, playground for kids, 24 hour security and complimentary beach access nearby.

Guest favourite
A bright living area features modern furnishings in neutral tones, accented by a vibrant yellow sofa. Large windows offer views of the ocean, while indoor plants add a touch of greenery. A sleek television sits on a low console, enhancing the open atmosphere.
Flat in Reading
4.81 out of 5 average rating, 115 reviews

Sunset Serenity - Stunning Ocean View 2 Bedroom

This exquisite 2-bedroom, 2-bathroom apartment with a pool & 24-hour security is ideally situated in Mo Bay. Providing breath taking ocean views close to the city's shopping and attractions. The fully equipped kitchen boasts all modern appliances. Rooms are luxuriously appointed & at your request the King bed in the 2nd bedroom can be converted into 2 twins. The washroom includes a washing machine and dryer. Stay connected with high-speed Wi-Fi throughout the apartment and smart televisions.

Guest favourite
Apartment in Montego Bay
4.82 out of 5 average rating, 154 reviews

Panoramic Studio with Ocean & Mountain Views

WE ARE READY FOR YOU!!! Wah Gwan! (“What’s going on?”) Come stay at my cozy condo in the heart of MoBay — location, location, location! This quiet 3rd-floor ocean-view studio sleeps up to 4 guests, with a mini separated sleeping area. Fully equipped with a full-size fridge, blender, microwave, gas stove, washer & dryer. Relax by the pool with panoramic ocean and mountain views, enjoy a drink or meal at the pool bar, and grab essentials at the on-site mini mart. You'll love your stay❤️🇯🇲

Guest favourite
The kitchen features modern cabinetry and stainless steel appliances, including an LG refrigerator, microwave, and stove. A blender and smaller kitchen tools are visible. White countertops complement the sleek design, while sunlight enters through window blinds, enhancing the bright atmosphere.
Flat in St. James Parish
4.81 out of 5 average rating, 114 reviews

Luxe 1 Bdrm Apt in Montego Bay!

Beautiful, spacious well situated luxe condo in Montego Bay. You get : Roof top Infiniti pool & jacuzzi 24 hr Security Fitness Centre Movie & Games Rooms Parking Boardroom AC Ceiling fans Wifi Smart TVs with 100+channels Luxe Air Mattress BEDROOM King bed with gel top mattress for perfect comfort. Bed side tables and large closet Smart TV BATHROOM Double sinks well lit mirrors Glass shower with rainfall shower head KITCHEN LG refrigerator Microwave Stove Blender & magic bullet

Top 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
4.95 out of 5 average rating, 147 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

Guest favourite
A two-story cottage is surrounded by lush greenery, featuring a blue-tiled roof and large balconies. Below, a pool area is highlighted with sun loungers, inviting relaxation. The property is set within a vibrant landscape, showcasing palm trees and well-maintained gardens.
Cottage in Montego Bay
4.92 out of 5 average rating, 229 reviews

Glory @ Montego Bay

Welcome to “Glory”. The cottage is situated on the grounds of our home “Victory“. We invite you to experience our concept of “Jamaican Home Living”. Glory overlooks the Sangster International Airport and the Caribbean Sea and is 5 mins from world-famous Doctors Cave Beach. We are also conveniently 5 minutes drive from the airport. We own the SeaGull @ Little Bay Country Club in Negril, and are Airbnb SuperHosts; we know how to take care of our guests. Join us for a special experience.

Guest favourite
A spacious living area features elegant bamboo furniture, including a two-seat sofa and comfortable chairs. Natural light floods in through large windows, highlighting decorative elements like a starburst mirror and potted greenery. A textured rug anchors the space, with a coffee table positioned centrally.
Flat in Montego Bay
4.92 out of 5 average rating, 130 reviews

2BR Getaway w/Pool, Near Beach in Montego Bay

This gorgeous apartment has been furnished to feel like a true getaway. It’s the ideal retreat for an adventurous & up-scale stay, located in a gated community that is close to the absolute heart of Montego Bay. We believe it’s the ultimate location to experience this part of the island. At only 10 minutes walking distance from Doctor's Cave Beach and the main Hip Strip, you will be very close to all the action. Settle in by zoning out with family or friends and enjoy your getaway.

Guest favourite
A refreshing swimming pool occupies the foreground, with clear blue water reflecting the sky. In the background, the Caribbean Sea stretches out under a bright blue sky, punctuated by wispy clouds. A wooden deck surrounds the pool, providing panoramic ocean views.
Flat in Montego Bay
4.91 out of 5 average rating, 117 reviews

Comfortable 1bedroom, 1 bath, rooftop pool

Listing description PLEASE READ LISTING DESCRIPTION BEFORE BOOKING! Wake up and pull away your curtains to a breathtaking view of the Caribbean Sea whilst you relax and unwind in your spacious and modern home away from home. The apartment is palatial, cool and central to all major locations. The property is 5mins by car from the airport and 20mins walk or 5mins by car to the Hip Strip. Enjoy the roof top pool overlooking the ocean and watch as the planes land at the airport.

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, 144 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.

Guest favourite
A modern dining area features a dark wooden table with seating for six. Bright yellow and blue cushions adorn the nearby sofa, while large windows allow natural light to fill the room. A decorative vase sits on the table, adding a pop of color.
Flat in Montego Bay
4.89 out of 5 average rating, 105 reviews

The Hyacinth, 2 Bd/pool & walk to Hipstrip & Beach

For an authentic Jamaican Experience while vacationing or on business in Montego Bay, this two Bedroom / 2 Bathroom unit is located at the 24 hour gated community Chatham Palms, nestled amid tropical foliage and is also in walking distance to: • Margaritaville (8 min walk) • Coral Cliff Gaming/Entertainment Lounge (8 min walk) • Restaurants (Usain Bolt’s Tracks and Records, Burger King, Pot Pit etc.) • Doctors Office and Pharmacy

Superhost
A cozy lounge area is showcased, featuring a comfortable blue armchair beside a stylish white coffee table. A Smart TV is mounted on the wall, while decorative elements like plants and lanterns add a touch of charm. Natural light filters through sheer curtains.
Flat in Montego Bay
4.79 out of 5 average rating, 274 reviews

Seawind on the Bay Studio

A 300 square feet studio in the safest, prestigious residential neighborhood of Montego Bay. Steps away from a few restaurants. About 15 minutes drive from famous Hip Strip. 5 min drive to Fairview Plaza with multiple grocery stores, restaurants, movie theater, 24 hour pharmacy etc. Free parking and swimming pool and 24 hour security.

Popular amenities for rentals with a pool near Doctor's Cave Beach