Holiday rentals with a pool in Saint Catherine

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Top-rated rentals with a pool in Saint Catherine

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Top Guest favourite
A comfortable living area is presented, featuring two gray sofas with decorative cushions in shades of green and blue. A large flat-screen television sits atop a sleek glass stand. Bright curtains in alternating colors frame the windows, enhancing the room's cheerful ambiance.
Home in Saint Catherine Parish
4.99 out of 5 average rating, 98 reviews

Sleep Easy, Relax in Comfort

Welcome to my home! A new two bedroom house located near the border of St. Catherine and Kingston, in a quiet and relaxing country style gated community. This location provides 12 minutes access to Kingston, 8 minutes to Portmore, 10 minutes to Spanish Town, and in about 3 minutes you’ll be able to access the highway leading to Ocho Rios. This means you could be climbing Dunn's River Falls in 45 minutes. The space is fully equipped to make your stay as comfortable as possible. Come and enjoy!

Superhost
An outdoor seating area features dark wicker furniture with bright turquoise cushions, providing a comfortable space for relaxation. The view includes a landscaped yard with palm trees and a swimming pool, outlined by a wooden pergola and surrounded by vibrant greenery.
Home in Portmore
4.86 out of 5 average rating, 207 reviews

🏝🏝HIDDEN GEMS 💎 💎 🏝🏝 Vacation Home 🏡🏞

This carefully designed house is ideal for persons looking for a cool refreshing modern and comfortable vacation stay . It is perfectly located in quiet and secure gated community Phoenix park village ,in the well developed sunshine city of portmore st catharine . It is most suitable for you because of its convenient access to all it has to offer around it ,its famous helshure beach, movie theater ,shopping malls ,clubs ,restaurants etc . it is the place for families ,couples, or just friends

Guest favourite
A spacious backyard is showcased with a large pool surrounded by a tiled deck. A cedar wood gazebo is visible, featuring seating and umbrellas for shade. Lounge chairs are positioned beside the pool, inviting relaxation. The house is seen in the background with a door leading to a utility area.
Home in Portmore
4.95 out of 5 average rating, 63 reviews

Chillax Island Stay

Welcome to our upgraded retreat! Unwind in our spacious backyard, featuring a large pool and a cedarwood gazebo with soft lighting—perfect for relaxation. Our property offers unparalleled privacy with a high wall and intimate layout for your peace of mind. Important Note: All amenities are exactly as shown in the photos and described here. The property does not include a garden or landscaped yard. Refunds will not be provided for amenities or features not listed or pictured in the description.

Guest favourite
The outdoor space is characterized by a lush green lawn surrounded by flowering plants. A large pool is visible in the background, with a covered seating area featuring multiple chairs and a table. Garden paths made of stone lead through the well-landscaped area.
Home in Portmore
5 out of 5 average rating, 10 reviews

3D's Comfort Villa w/ Pool

Enjoy this peaceful and comfortable villa with a large pool and lots of amenities in the centrally-located gated community of Phoenix Park Village. Perfect for a refreshing vacation or staycation. The property is less than 10 mins from Hellshire Beach, KFC, Starbucks, theatre & more, 45 mins from Ocho Rios, Dunns River Falls and Norman Manley Airport. Take advantage of our fully stocked mini bar (3 night min stay required) and our beautifully landscaped outdoor space with lots of room for fun.

Superhost
The living room showcases comfortable seating with textured cushions on a pair of beige sofas. A unique wooden coffee table with a geometric design is centered on a patterned area rug. Natural light enters through the window, complemented by light curtains and indoor plants.
Home in Caymanas Estates
4.77 out of 5 average rating, 35 reviews

The Vistas Caymanas

Escape to tranquility in this tastefully decorated single family home (4 persons limit). Nestled amidst rolling hills and serene landscape, this idyllic retreat offers a haven of peace and comfort. Surrounded by nature's beauty, this gated community boasts a beautiful communal space with facilities such as a pool, jogging/ walking track, football field, basketball court, tennis court and multiple gazebos for relaxation. Just minutes away, there is an inviting golf/ country club and a polo club.

Guest favourite
A dining area is seen with a glass table set for four, featuring colorful bowls and glassware. The living space is furnished with a dark sofa, highlighted by vibrant cushions. Light filters in through sheer curtains, adding warmth to the inviting atmosphere.
Apartment in Portmore
4.94 out of 5 average rating, 118 reviews

Phil's Hideaway*Spacious, 2 BR Apt*Gated + Pool*

Phil's Hideaway is a fully furnished apartment with air conditioned rooms. Located in the recently constructed Cedar Manor Palms community, this is a quiet, gated complex that has a very spacious courtyard with swimming pool, ample green spaces and parking amenities. Situated just 20 minutes from Kingston the apartment has easy access to restaurants, shops and public transportation. The hideaway provides a relaxed environment that is well suited for couples, families and business travelers

Guest favourite
The living room features a colorful three-piece suite arranged around a glass coffee table, with a natural sheepskin rug beneath. Large windows are adorned with roman blinds, allowing natural light to fill the space. A ceiling fan enhances the comfort of the area.
Bungalow in Portmore
4.89 out of 5 average rating, 149 reviews

Luxury 2 bedroom beach villa in gated community

53 Bay Front is a stunningly furnished 2 bed 2 bath villa beside Forum beach. The secure gated community features 24/7/365 manned entrance gates & is centrally located in Port Henderson, Portmore. The villa has high-speed wireless internet, cable and Smart TVs. Air-conditioning in both bedrooms, a fully-equipped kitchen, spacious living room, breakfast bar, open plan dining area and a utility room with washer & dryer. You will also enjoy the outside areas: back patio, front garden & lawn.

Top Guest favourite
A modern home is surrounded by well-maintained landscaping, featuring a manicured lawn and colorful flower beds. A curved pathway of stones leads to the entrance, which is highlighted by a decorative lantern. Nearby palm trees add to the inviting outdoor setting.
Home in Saint Catherine Parish
4.9 out of 5 average rating, 135 reviews

The Caymanas Villa

My place is a modern country side home that is close to golf resorts, polo clubs, beaches, the city center, with mountain side views. My place is good for couples, solo adventurers, business travelers, and families. This is a secure facility that is centrally located in Jamaica with within 1km from both north-south and east-west high way 2hrs drive to Montego bay and 20 min to Kingston. This facility has recreational spaces, such as jogging trail, swing pool, basket ball and tennis court.

Guest favourite
A private outdoor area features a rectangular plunge pool surrounded by lush green grass. Comfortable seating areas are arranged under a wooden pergola and gazebo, complemented by pool lounge chairs. The bright sky and light clouds create an inviting ambiance.
Home in Hellshire
5 out of 5 average rating, 18 reviews

Sandhill's Private Pool and Gym, Luxxe 2 Bed Villa

Escape to your private oasis! Enjoy a private plunge pool, a large gym, private backyard; entire ground floor, and easy access to Hellshire’s beautiful beaches. Our fully air-conditioned villa features high-speed WiFi, smart TVs, and all the comforts of a modern home—perfect for families or groups. Stock up on groceries or savor fresh seafood from Hellshire’s famous food stalls. Relax, unwind, and create unforgettable memories in this cozy retreat. Save now and book later.

Top Guest favourite
Home in Old Harbour
4.95 out of 5 average rating, 63 reviews

Elegant 2BR, Pool, Gym & Games Room - Book Now

Make lasting memories with your loved ones at this family-friendly 2-bedroom retreat! The home is fully furnished with modern comforts and features a vibrant games room for endless fun, plus access to a pool and gym for all ages to enjoy. With plenty of room for everyone, the home combines relaxation, entertainment, and convenience. Located just minutes from town, you’ll have quick access to restaurants, shops, and local attractions, making it easy to plan family outings.

Guest favourite
A modern living area features a bold red accent wall, complemented by white accents and natural light. A large television is mounted on a sleek black media unit, which holds decorative plants and books. Comfortable seating includes a red armchair and a dining area visible in the background.
Home in Saint Catherine Parish
4.92 out of 5 average rating, 98 reviews

The Oasis @ Caymanas Country Club b/w Portmore/Kgn

The property is located in the quiet and peaceful Caymanas Country Club gated community with 24x7 security. The community is centrally located and is 15 minutes away from Kingston, 5 minutes away from Portmore and 45 minutes drive to Ocho Rios via the nearby entrance of the North-South Highway. Some of the amenities in the community includes jogging trail, adult and kids size swimming pool, basketball and tennis court. I welcome you to be part of The Oasis family.

Guest favourite
A single-story home is set in a spacious yard with well-maintained grass and potted plants. The front porch features a welcoming seating area under an archway. The backdrop includes rolling hills under a clear blue sky, emphasizing the serene surroundings.
Home in Caymanas Estates
4.91 out of 5 average rating, 44 reviews

Serene Vistas, Caymanas Country Club

Relax in this fully air-conditioned 3-bedroom home on a private quarter-acre lot with a huge backyard and fruit trees—perfect for kids to explore and for picking fresh fruit. Inside the secure, gated Caymanas Country Club, you’ll enjoy 24/7 security plus resort-style amenities: pools, tennis, basketball, football, and a running track. Only 20 minutes from Kingston and 45 from Ocho Rios, it’s the perfect spot for families to enjoy both adventure and relaxation.

Popular amenities for Saint Catherine rentals with a pool