Holiday rentals with a pool in Trelawny

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Top-rated rentals with a pool in Trelawny

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
A private pool area is showcased, featuring a sparkling blue pool bordered by a stone deck. Lounge chairs in vibrant orange are positioned for relaxation, with a grass-like surface nearby. A decorative wall displays the Villa Di-Nae name, enhancing the overall inviting atmosphere.
Home in Falmouth
4.82 out of 5 average rating, 51 reviews

Villa Di-Nae, The luxury getaway

Nestled in Falmouth, Jamaica, Villa Di-Nae is a true gem that embodies the essence of authentic Jamaican culture, 10 mins away from Martha brae river rafting and 25 mins from MBJ airport. We offer a sparkling pool that beckons guests to take a refreshing dip. The villa boasts an exceptional private chef extra cost dedicated to crafting authentic Jamaican cuisine. Guests are treated to indulge in traditional dishes bursting with flavors Each meal is a celebration of Jamaica's culinary heritage

Guest favourite
A black bench offers a comfortable seating area overlooking a scenic view of the Caribbean Sea. The expansive stone wall frames the lush green landscape, while the distant horizon features a clear blue sky. The peaceful outdoor setting invites relaxation.
Home in Falmouth
4.9 out of 5 average rating, 63 reviews

Serene 180° Valley Ocean View! Solar Powered Home!

Experience the epitome of Caribbean luxury at Serene 180° Valley Ocean View! Perched atop a hill with a breeze, this villa offers breathtaking views of the Caribbean Sea within a 24hrs gated secured community, making it the perfect retreat for relaxation and exploration. With resort-style amenities and proximity to popular attractions, it's an ideal base for your Jamaican adventure. Book now for an unforgettable stay! To maintain a pristine environment, smoking is strictly prohibited indoors.

Superhost
A private swimming pool sits surrounded by textured stone tiles, with steps leading into the clear water. The shaded outdoor seating area features a dining table and comfortable chairs, blending seamlessly with the home's exterior, characterized by a light blue facade and a green tiled roof.
Villa in Falmouth
4.72 out of 5 average rating, 39 reviews

Solar Powered Luxury Villa & Private Pool Oasis

Experience uninterrupted paradise at Villa Maison de Soleil. While many travellers worry about utility reliability our newly installed solar- power system, and ensures your AC stay cool, your lightlights stay on, and your Wi-Fi remains active even if the local grid doesn’t. Backyard Oasis: Step out into your completely private sanctuary featuring a sparkling plunge pool and a tranquil waterfall. Modern Interior: Enjoy a open concept, living area with high ceiling, a cosy loft for extra space

Guest favourite
A light-filled living area features two comfortable sofas adorned with decorative pillows. A central table with decorative items is positioned on a patterned rug, while large windows with sheer curtains allow natural light to fill the space.
Villa in Florence Hall Village
4.96 out of 5 average rating, 28 reviews

Lynnhood Villa

Keep it simple at this peaceful and centrally-located place. Lynnhood Villa is set in a friendly gated community, with 24/7 security. Take a short stroll to the clubhouse where you can enjoy the beautiful well maintained gardens and gain access to the luxurious pool and the fully equipped gym. The local beach is a 2 minute drive away and the friendly locals will make you comfortable. Montego Bay is the nearest town 30 minutes drive. Go shopping or enjoy a selection of restaurants and bars.

Top Guest favourite
Home in Florence Hall Village
4.9 out of 5 average rating, 30 reviews

Sea View Stay - Pool, Gym and Tennis Court Access

Escape to our inviting home nestled in the heart of Trelawny, Jamaica. Our pristine, modern 2 bedroom, 2 bathroom home is the ideal retreat for couples, families, or groups of up to 6 people in search of both comfort and style. Located within the secure gated community of Stonebrook Manor, our home is your gateway to a truly relaxing vacation with access to a refreshing pool, a fully-equipped gym, and top-notch amenities, complemented by stunning ocean views. We can't wait to host you!

Top Guest favourite
A modern living area is presented with a large sectional sofa adorned with decorative pillows. A marble-topped coffee table occupies the center, with a vase of sunflowers adding a cheerful touch. The room is illuminated by soft natural light filtered through elegant wooden blinds.
Home in Falmouth
4.98 out of 5 average rating, 109 reviews

Villa Renee'

This modern eco friendly house is your perfect getaway space offering comfort, 24 hrs security and tranquility. The property is in close proximity to the highway which makes it the ultimate vacation location/home. All the best attractions on the islands north coast are minutes away (Glistening Waters, Green Grotto Caves, 876 Beach, Burwood Beach, Pueto Seco beach, Dunn's River fall's, Dolphin Cove, Chukka Adventure Park and many more). Perfect for family, friends or work travel.

Superhost
A spacious living area features a large blue sectional sofa with decorative pillows. Bright light filters through sheer curtains, illuminating the glossy floor. A modern ceiling fan hangs above, and a dining space with black chairs and a table is visible in the background.
Holiday home in Stonebrook Manor
4.88 out of 5 average rating, 16 reviews

Luxury Vacation Oasis

Hello! Thank you for your interest in staying at Stonebrook Manor in Falmouth 🌴 Near Dunns River Falls, and the cruise port Just a quick reminder: ✔ The base price is for 2 guests, which includes one private bedroom. ✔ Reservations for 3–4 guests include access to the entire home with an additional nightly fee. Please confirm the total number of guests staying so I can ensure the home is properly prepared for your arrival. Looking forward to hosting you! Best regards, Jenise

Guest favourite
A private pool glistens under the bright sun, surrounded by a terrace featuring lounge chairs. Two villas are visible in the background, showcasing a well-maintained landscape with lush green foliage and a clear blue sky enhancing the serene setting.
Villa in Duncans
4.8 out of 5 average rating, 50 reviews

SUNSET 1 SilverSands Jamaica - 2 or 3 bedroom opt

Welcome to Sunset 1, your perfect island escape just a 2-minute stroll from the pristine private beaches of Silver Sands, Jamaica. This charming 3-bedroom, 3-bathroom family-owned villa offers the ultimate blend of relaxation and comfort, featuring its own private pool and gazebo. Ideal for entertaining both adults and children. Whether you’re looking to unwind from the hustle and bustle or enjoy quality time with loved ones, Sunset 1 is the perfect getaway.

Superhost
The living area features a spacious layout with comfortable gray sofas, accented by gold cushions. A large flat-screen TV is mounted on the wall, while a round coffee table sits centrally. Sunlight streams through the windows, illuminating the tiled floor.
Home in Florence Hall Village
4.84 out of 5 average rating, 116 reviews

Oasis at the Manor w/ King Bed, shared pool & gym

Step into a beautiful 2-bed/2-bath home adorned with modern transitional decor, crafting the ultimate sanctuary for rejuvenation and tranquility. Indulge in this modern oasis boasting black stainless-steel appliances, smart TVs, a serene front door patio, and a cozy backyard gazebo. Enjoy countless scenic views within a secure, gated community with 24-hour security. Community perks include a pool, gym, clubhouse, and scenic walking trail.

Superhost
A swimming pool is framed by a stone patio and surrounded by lush greenery. The clear blue water reflects the sky, and lounge chairs are positioned nearby. A shaded area with seating is visible in the background, enhancing the outdoor experience.
Home in Falmouth
4.76 out of 5 average rating, 70 reviews

Seven Serene Pleasure,Tranquillity at your leisure

Relax in a tranquil 2 Bedroom Residential Home, located in the Beautiful Town of Falmouth Trelawny. We are located 20 minutes from the Sangster international airport, 5 to 10 minutes from all major Beaches and 5 minutes from Major Shopping complex. Nearby attractions includes Chukka adventures, Rafting on the Martha Brae and Rose Hall great house tour. Relax with the whole family at this peaceful place to stay.

Superhost
Home in Florence Hall Village
5 out of 5 average rating, 3 reviews

Brand new house with a pool and gym in the complex

Your family will be close to everything when you stay at this centrally-located place. 3 bedroom with 3 bathroom brand new. The complex have a pool with a gym. close to a beach and resturants. Only 30 mins from montego bay airpprt. Chef and driver on request

Guest favourite
A spacious retreat is framed by palm trees, featuring a large swimming pool surrounded by lounge chairs. The two-story home displays a mix of traditional architecture with a wide balcony, while manicured hedges and a green lawn enhance the serene outdoor environment.
Home in Martha Brae
5 out of 5 average rating, 6 reviews

The Retreat at Martha Brae (4)

Forget your worries in this spacious and serene space. The Retreat at Martha Brae, is a secluded Home perched on the top of a ridge, overlooking the serene Martha Brae River as well as the Hills and valley's of the World famous Cockpit Country.

Popular amenities for Trelawny rentals with a pool

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