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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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, 192 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, 121 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
4.83 out of 5 average rating, 158 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❤️🇯🇲

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
The spacious bedroom features a large bed with decorative pillows set against a vibrant blue wall. A seating area with a sofa is included, and a desk is positioned next to a window offering views of the outside. Light fills the space through large glass doors.
Flat in Montego Bay
4.91 out of 5 average rating, 104 reviews

Ocean Caribe Upper Deck: 1BR Apt

Welcome to Ocean Caribe spacious 1 BR Apt that recently renovated, which boast a breathtaking view that is centrally located at Upper Deck gated Apt complex with just 3 mins drive from the Sangster's Intl Airport, mins walk to harmony beach park and the famous hip strip. The Apt is perfect base for exploring the rich culture,stunning Landscapes . you'll have access to a fully equipped kitchen & utensils. this vintage apt complex have pool access, bar, restaurant & laundry services.

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
4.93 out of 5 average rating, 134 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
An infinity-edge pool is framed by a spacious deck made of wood, set amidst lush palm trees and landscaped greenery. Comfortable lounge chairs are arranged around the pool area, inviting relaxation under the sun.
Apartment in Montego Bay
4.88 out of 5 average rating, 154 reviews

Jus' Beachy Deux Luxury Apt in B/Frnt Gated Comnty

Introducing Jus Beachy Deux - The 2nd beach theme apartment of our Jus Beachy units located on the upper floor in 22 Freeport – A gated community in Freeport Montego Bay. 22 Freeport is a beach front complex on a Marina that features 24 hour security, a gym, infinity edge pool and playground. Be sure to check out my other units in this community on my profile if your dates are not available here or if you would like to book both units for a party of up to 8 people.

Guest favourite
An infinity edge swimming pool glistens under a clear blue sky, offering expansive views of the ocean and distant shoreline. Sun loungers are positioned along the poolside, inviting relaxation and enjoyment of the breathtaking scenery.
Home in St. James Parish
4.99 out of 5 average rating, 122 reviews

Luxury Oceanview 4BR Villa w/ Balcony, Pool & BBQ

Welcome to BayWatch Villa – a 4BR luxury retreat in Montego Bay. Marvel at breathtaking views of the harbor and Caribbean Sea both day and night. Share unforgettable moments with family and friends. Enjoy spacious living spaces, a modern kitchen, and laundry convenience on premises. Stay connected with Wi-Fi throughout, even by the pool. With solar backup, you’ll always have power for the essentials. Note: AC is not available on backup power.

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
4.95 out of 5 average rating, 150 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, 106 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

Guest favourite
A rooftop pool is surrounded by a wooden deck and lush greenery, offering an inviting space for relaxation. Lounge chairs are positioned at the pool's edge, enhancing the outdoor setting. A white swan float adds a playful touch to the clear blue water, inviting guests to unwind.
Flat in Montego Bay
4.91 out of 5 average rating, 209 reviews

Cozy 2bedrooms, 1 bathroom, rooftop pool

PLEASE READ DESCRIPTION BEFORE BOOKING! With only 5 mins from the Montego Bay airport & 20mins walk /5 mins by car to the Hip Strip the apartment is nestled in a quiet and secure neighborhood. Get ready to wake up to a breathtaking ocean view from your apartment. The apartment is palatial, cool and central to all major attractions. Enjoy the roof top pool overlooking the ocean and watch as the planes land at the airport.

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