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Holiday rentals with a pool in Trelawny

Find and book unique homes with a pool on Airbnb

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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Superhost
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
4.81 out of 5 average rating, 48 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, 60 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.

Top guest favourite
A single-story building with a green exterior is surrounded by a well-maintained lawn and flower beds. A driveway leads to the entrance, flanked by decorative planters. The nearby area features similar houses under a clear blue sky, with distant views of the ocean.
Home in Falmouth
4.89 out of 5 average rating, 97 reviews

Getaway Home

Escapada a Casa (Getaway home) is centrally located in beautiful Stonebrook Manor, Falmouth, Jamaica, in a quiet and safe gated community with 24 hour security. In close proximity to restaurants, popular local entertainment, beaches and attractions such as: Blue Water Beach Club; Hampden Estate; Jamaica Swamp Safari Village; Historic Falmouth Cruise Port; Burwood Beach; Rafting on the Martha Brae River; Good Hope Plantation etc. All are welcome to experience this wonderful accommodation.

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, 104 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 private pool featuring illuminated water jets creates a relaxing ambiance. Surrounding the pool, lounge chairs invite comfort, while colorful lights accent the area, adding a vibrant touch to the tranquil setting.
Home in Trelawny Parish
4.85 out of 5 average rating, 53 reviews

NC Cozy Estate with Private Pool, AC, & WI-FI

Escape to your own private slice of paradise. This tranquil getaway is ideally located just 2 minutes from Ocean Coral Spring Resort and 30 minutes from Sangster International Airport. Top attractions include rafting on the Martha Brae River, horseback riding, and ATV experiences. The lively Falmouth Pier is only a 7-minute drive away for dining, shopping, and entertainment. A comfortable space designed for relaxation, complete with essential amenities including reliable hot water.

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 vibrant pool area is depicted, featuring several people enjoying the water. Splashes are captured mid-action, highlighting a lively atmosphere. Lounge chairs are positioned in the background, while greenery outlines the space, enhancing the outdoor experience.
Villa in Stonebrook Manor
4.95 out of 5 average rating, 92 reviews

Jhadano*3BR*Oceanview*Pool*Shuttle-Gym*Gated

🌴✨ Luxurious Retreat in Paradise! 🌴✨ The whole group will love this centrally located ocean view getaway in upscale gated community. Spacious, stylish, clean and fully equipped with modern amenities. Leave all your worries at home and unwind Jamaican style enjoying our warm sunshine. We offer free airport shuttle (up to 2 guests, 2 nt. min). We even offer transportation to attractions and meal plans. Nothing to do but pack and show up. We look forward to your escape✨

Superhost
A large swimming pool is surrounded by well-maintained greenery and palm trees. Bright blue water reflects the clear sky, while lounge chairs are positioned around the pool area for relaxation. A signboard can be seen in the background, indicating pool rules and information.
Home in Falmouth
4.91 out of 5 average rating, 44 reviews

Kl Hidden Gem-Ocean view

Bring the whole family to this great place with lots of room for fun. Located 35 minutes from the Montego Bay Airport and 40 minutes away from Ocho Rios, this relaxing retreat will make you feel right at home. We offer 24-hr security along with security cameras on the premises. A swimming pool, gym and jogging trail are some of the amenities offered. All located within 8 minutes is the 876 Beach, Margaritaville, Rafting at Martha Brae and the Falmouth Cruise Pier.

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
4.83 out of 5 average rating, 115 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.

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.

Superhost
The villa's exterior is showcased with a spacious pool area featuring sun loungers and umbrellas. A white railing encases the upstairs balcony, which overlooks the inviting pool. Lush greenery surrounds the property, contributing to a serene atmosphere.
Home in Duncans
4.8 out of 5 average rating, 155 reviews

Butterfly Villa, Silver Sands.

The beautiful Butterfly Villa is situated in the exclusive Silver Sands estate with it's own pool and private white sand beach and there's a supermarket a 5 minute drive away. Its only a 30 minute drive from Sangster Montego Bay Airport.

Superhost
A cozy seating area features a gray sectional sofa adorned with decorative pillows in blue and silver. A navy accent chair complements the arrangement. A stylish ottoman sits in the center, accompanied by a decorative tray with flowers. Soft light filters through the window dressed in sheer curtains.
Home in Florence Hall Village
4.81 out of 5 average rating, 53 reviews

Golden Villa at Stonebrook Manor

Have fun with the whole family at this stylish place. Central. Peaceful, Luxurious and Affordable. Thirty mins to Montego Bay airport. And 30 mins to Ocho Rios. ID is required for all guests to check-in Including children.

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