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Home rentals with a pool near Doctor's Cave Beach

Find and book unique homes with a pool on Airbnb

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.
Condo in Montego Bay
4.82 out of 5 average rating, 387 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.

Guest favorite
Apartment in Montego Bay
4.81 out of 5 average rating, 209 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
An expansive view of the Caribbean Sea is captured from the rooftop patio, highlighting the serene blue water and sandy beach. Lush greenery borders the shoreline, while distant hills provide a picturesque backdrop under an overcast sky.
Condo in Montego Bay
4.82 out of 5 average rating, 152 reviews

Panoramic Studio with Ocean & Mountain Views

Wah Gwan, a.k.a "What's going on? " Come and stay at my newly updated condo!! It is in a great spot, close to all the action and Harmony Beach! It has a great view on the private 3rd floor, it is a good size & can accommodate 4 people with a mini separate bedroom area, blocked off by curtains. I love the full size fridge, the night views, (especially down by the pool area). I love that you can get a beer or a meal anytime. We also have a Mini Mart on the property!! You will enjoy your stay:)

Top guest favorite
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.
Condo in Montego Bay
4.94 out of 5 average rating, 144 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 favorite
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 favorite
The pool area showcases a serene saltwater pool surrounded by lounge chairs and umbrellas. Lush palm trees and vibrant greenery frame the space, creating a tropical atmosphere ideal for relaxation.
Apartment in Montego Bay
4.84 out of 5 average rating, 116 reviews

LionHideVilla GD: salt water pool&ocean view roof

The Green Door apartment is a modern space with lots of amenities: A/C, hot water, Wi-Fi, ceiling fans, flat screen smart TV/cable, blue tooth speaker, linens/towels, full kitchen with granite countertops. It has its own patio with seating & is fully grilled with screened windows. The property is fully gated. The lot is well fruited with mango, ackee, june plum, orange, lime, cherry, breadfruit & avocado trees. There is currently construction next door during week day, daytime hours.

Superhost
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.
Apartment 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 favorite
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.
Apartment in Montego Bay
4.91 out of 5 average rating, 116 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.

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.
Apartment in Montego Bay
4.78 out of 5 average rating, 264 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. Secrets spa is 5 minutes walk from us. The nearest beach is 5 minutes walk (formerly Hard Rock CafĂŠ beach).

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, 140 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 favorite
A colorful fishing boat is anchored in clear turquoise waters, surrounded by gentle waves. The bright blue sky features wispy clouds, creating a serene coastal atmosphere. The horizon is visible in the distance, enhancing the tranquil setting of the scene.
Apartment in St. James Parish
4.96 out of 5 average rating, 125 reviews

HideAway By the Sea - Your HOME away from Home

Welcome to HideAway by the Sea, where you will be able to relax and enjoy the island. This studio apartment offers all the comforts of home with AC, room fan, hot water on demand, a washer, Smart TV, WIFI, comfy Queen bed and a fully equipped cooking space to make meals. This space is great for working professionals, travelers, singles, or a couple. It is very safe with 24-hour security. Smoking is permitted on patios only.

Guest favorite
A screened-in patio area features an outdoor dining table with black metal chairs. Potted plants add greenery, and a gentle view of the Caribbean Sea is visible through the large windows, allowing natural light to fill the space.
Condo in Montego Bay
4.94 out of 5 average rating, 114 reviews

1 Bdrm. Ocean view Condo, Sea Castles, Montego Bay

Light, airy condo caressed by the cool breeze from the Caribbean Sea. The Condo boast as breathtaking view of the Caribbean Sea the area is quiet and peaceful and allows for relaxation for the busy traveller. The condo is fully contained with all the amenities needed to keep you comfortable throughout your stay.

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

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  3. Saint James
  4. Montego Bay
  5. Doctor's Cave Beach
  6. Rentals with pools