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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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, 214 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

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
4.79 out of 5 average rating, 38 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.

Top 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.
Flat in Portmore
4.94 out of 5 average rating, 122 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
4.88 out of 5 average rating, 152 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, 136 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 spacious living area features high ceilings with a modern fan and an open layout. A large flat-screen television is positioned in front of a sleek coffee table. Circular dining is available, surrounded by black chairs. Ocean-themed artwork adorns the walls, complementing the light color palette.
Home in St. Catherine Parish
4.8 out of 5 average rating, 45 reviews

Caymanas Sea Breeze

My home is nestled in the Caymanas Country Club Estate, an upscale sub-urban gated community whose amenities include tennis courts, swimming pools, and a basketball court. It is just outside of the golf and pony clubs and close to a natural mineral river. You'll be only 12 minutes from the capital Kingston, 10 minutes from local beaches, and just off the highway, giving you easy access to Ocho Rios. I hope you love my home as much as I do and I look forward to having you as my guest!

Guest favourite
The entrance of Kyah Place is framed by lush greenery, featuring a decorative front door with intricate carvings. Arched entries lead to a spacious porch, while tropical flowers provide a natural canopy, creating a serene and inviting approach to the home.
Home in Guys Hill
4.84 out of 5 average rating, 114 reviews

Beauty & Serenity at Kyah Place

At Kyah Place you can put a little distance between yourselves and the rest of the world. The lifestyle here is pure Jamaican in rhythm and tempo, "easy." We offer you a window to local culture and a different way of living. Markets, cook shops, and taxis are just steps away. Here you'll have an authentic Jamaican experience in a contemporary but homey setting, with Ocho Rios and world famous Dunn's River Falls only about an hour away. We look forward to hosting you. One Love

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, 100 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.

Top 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
4.92 out of 5 average rating, 48 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.

Guest favourite
Apartment in Portmore
5 out of 5 average rating, 14 reviews

Beachfront Condo w|Amazing Views |2Pools & Gated.

Enjoy a stylish experience at this centrally-located place. We have carefully designed this unit to be your escape from reality. This condo sits on a beachfront property with large windows that showcase breathtaking views of the Kingston Harbor and Port Royal. Guests have access to a private beach and a large pool deck facing the sea. This complex is gated community and provides 24hrs security. The unit is equipped with everything you need for a memorable stay.

Guest favourite
A well-appointed bedroom features a spacious bed with a cozy blanket and decorative pillows. The green curtains frame the window, while a sleek dresser is positioned against the wall. An air conditioning unit is mounted above, providing comfort during warm days. Inset is an image of the pool area.
Home in Old Harbour
4.92 out of 5 average rating, 48 reviews

Chillax Manor Your Private Oasis for Relaxation

Get this entire space with Pool access! Nestled in a gated community, Chillax Manor is perfect for your next getaway. The Manor offers you a luxury hotel feel. It is the getaway that your family will enjoy while being centrally located place to everything. You deserve to chill in this impeccable two-bedroom, one-bathroom peaceful spot with a pergola. Chillax Manor is also equipped with the necessary toiletries and a few complimentary beverages/snacks.

Guest favourite
The studio apartment features a spacious bed adorned with neutral-toned linens and an accent pillow. A small round table with a plant stands nearby, and a folding table is positioned close, enhancing the functional layout. Beach-themed artwork decorates the wall, adding a subtle coastal touch.
Flat in Portmore
4.79 out of 5 average rating, 28 reviews

5-Min Beach Walk Studio w/Pool & 24/7 Security

Welcome to your Jamaican Beachfront Escape in Portmore! This cozy studio offers the perfect mix of comfort and convenience with 24-hour security. Relax by the outdoor pool or explore nearby restaurants, shops, and entertainment just minutes away. For added ease, we provide car rentals with drop-off service perfect for exploring Portmore, Kingston, and beyond. Contact for more information and rate. Your unforgettable Jamaican stay starts here!

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