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, 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, 62 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.

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 spacious living area features a modern sectional sofa adorned with decorative cushions in various colors. A glass coffee table sits in the center, topped with a floral arrangement. Natural light filters in through large windows, draped with stylish, dark curtains.
Condo in Portmore
4.92 out of 5 average rating, 13 reviews

Bayfront Villas and Apartment - Portmore

Modern 2 Bedroom Condo Beach, Airport & Malls near-by Steps from the beach and minutes from the airport and top shopping malls, this sleek modern condo features a 2 queen size bedroom, living room with a pull out sofa bed, a full kitchen and in-unit laundry. Enjoy the shared pool, 65 inch TV and high-speed Wi-Fi. Perfect for couples, families, or remote work. The sound of the waves is a welcome addition to the stay. Pool Access 24 hours security Ample parking

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 1 hour 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 pool, basketball and tennis court. I welcome you to be part of the family at I Love the Oasis.

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
4.91 out of 5 average rating, 45 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
A cozy living area features a circular coffee table surrounded by two gray sofas and an armchair, all adorned with decorative cushions. The room showcases vibrant orange curtains complementing earthy brown ones, with light reflecting off the glossy tiled floor.
Home in Portmore
4.9 out of 5 average rating, 20 reviews

Oak Haven - Getaway in Portmore

Cozy Stay in Oak Estate, Portmore! Enjoy a modern, comfortable home in a safe and peaceful community, located Oak Estate, a gated community. Approximately 15 minutes from Kingston and close to malls, restaurants, supermarkets, beaches, etc. With Wi-Fi, air conditioning, and all essentials, it’s perfect for work or leisure. Nearby attractions include Sovereign Village,Hungway Mall, PriceSmart, Hellshire Beach, etc. Book now for a relaxing stay!

Guest favourite
A well-maintained pool area features a sparkling blue swimming pool surrounded by a neatly landscaped garden. Lush green foliage frames the scene, adding a touch of nature to the inviting outdoor space. Soft sunlight reflects off the water, creating a serene atmosphere.
Home in Spanish Town
4.72 out of 5 average rating, 127 reviews

Comfort Cottage | private pool | 24hr security

Our place is close to major thoroughfares, town centre, hospital and transportation. Restaurants, supermarkets and shopping are just minutes away. The community has a kids park, adults park with jogging trail, club house, playfield, tennis court, and basketball court. The home is fully furnished and air-conditioned for your comfort. Our place is good for couples, solo adventurers, business travelers, and families (with kids).

Top Guest favourite
A decorative entrance sign displaying 'Colbeck Manor' is mounted on a beige wall. Surrounding greenery features well-maintained flowering plants, adding a touch of color against the background of a clear blue sky.
Home in Old Harbour
5 out of 5 average rating, 16 reviews

Colbeck364 Comfort Stay

Colbeck364 Comfort Stay – Relax in Style! Welcome to Colbeck364 Comfort Stay, a fully air-conditioned retreat in Colbeck Manor, Old Harbour, St. Catherine. Enjoy a community pool, gym, high-speed Wi-Fi, and Smart TV. The home features a fully equipped kitchen, stylish interiors, and a secure gated community. Just minutes from Old Harbour town, shopping, and major highways. Book now for a relaxing and comfortable stay!

Popular amenities for Saint Catherine rentals with a pool