Vacation rentals with a pool in Trelawny Parish

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Top-rated rentals with a pool in Trelawny Parish

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

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Guest favorite

Villa in Falmouth

5 out of 5 average rating, 44 reviews

Villa Verde (3BR) Oceanview Luxury Getaway (Gated)

Villa Verde (ENTIRE HOUSE AC) is on the cool hillside overlooking the Falmouth pier, glistening waters lagoon and the town of Falmouth; minutes from 876 Beach, Burwood Beach and Rafting on Martha Brae river and 25 minutes from the Montego Bay Airport and along the North Coast Highway leading to Ocho Rios/Dunns River Falls. Modern, secured/gated commmunity; We are a cool vibes people who caters to ALL REASONABLE, needs whatever the occassion that brings you to Jamaica (positive vibes always)

Guest favorite

Villa in Florence Hall Village

5 out of 5 average rating, 10 reviews

Best 2BR Fam Friendly near all-beach-pool-shuttle

🚐Free airport ride! Welcome to your home-away-from-home, nestled in a vibrant and family-oriented upscale area close to all. This 2BR/2BA charming abode is tailor-made for families seeking comfort, convenience, and a touch of exploration. The villa is Spacious, stylish, clean and fully equipped with modern amenities. Enjoy Wi-Fi 📶, h/water, laundry facilities, and a private backyard. You will have full access to our pools🏖️, tennis court, gym 💪, lounge, gazebos, and 24-hour security team.

Guest favorite

Home in Falmouth

4.87 out of 5 average rating, 31 reviews

Serene 180° Valley Ocean View!

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.

Guest favorite

Home in Falmouth

4.86 out of 5 average rating, 77 reviews

Escape to Casa (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.

Superhost

Villa in Duncans

4.93 out of 5 average rating, 29 reviews

Fully Staffed Villa w. Pool 30 Sec Walk From Beach

Imagine yourself, having a villa of your very own, looking out on to the deep blue Caribbean Sea... Quickly and completely you find yourself in a dream like aura of comfort, pleasure, relaxation and personalized service with a smile. With just a short 30 second stroll to the pristine beach, crystal clear Caribbean Sea and Silver Sand's social center, Sea Spray is an unrivaled and ideal destination for a beach holiday with family and children, a group of friends or a romantic partner.

Superhost

Villa in Duncans

4.84 out of 5 average rating, 57 reviews

Simmer Down Villa

Simmer Down Villa is a new 4 bdr / 5 bath private beach villa located within the gated community of Silver Sands Estate, Trelawny. The villa boast an entry water feature, private pool & hot tub, air conditioning in all bedrooms, fulltime chef and housekeeper on staff. The beach is only a 5 min walk away! Our concierge will reach out prior to your vacation for menu planning, drivers, tours etc (billed separately) Come relax at Simmer Down Villa and enjoy the cool Caribbean waters!

Guest favorite

Home in Falmouth

4.99 out of 5 average rating, 70 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.

Guest favorite

Villa in Duncans

4.92 out of 5 average rating, 74 reviews

Adehya the Villa

Adehya, a Jamaican phrase for "I've arrived" is the quintessential vacation spot in Jamaica. Located in the gated community of Silver Sands Estate, Trelawny, you will have access to the estate's facilities and beaches nearby. Also included in your vacation package is a staff consisting of a housekeeper, butler and a chef. Feeling adventurous? No worries. We can arrange or suggest a list of activities and attractions for you to visit. Adehya is your home away from home.

Superhost

Home in Trelawny Parish

4.86 out of 5 average rating, 37 reviews

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

Take it easy at this unique and tranquil getaway. This Dwelling is located at least 2 minutes away from the hotel Oceans Coral Springs and 30 minutes drive from the Sangsters International Airport. It boasts a beautiful community with public beaches located within 1 miles radius. Nearby attractions include rafting on the famous Martha Brae River, a full Chukka Cove experience of Horseback riding and ATVs, ect. and its about 7 minutes drive from Falmouth pier.

Guest favorite

Home in Falmouth

4.93 out of 5 average rating, 42 reviews

Serenity Pointe is a bright & cozy 2 beds 2 bath

Great office space with excellent WIFI, Solar panels connected so you will never loose power. Lovely water view to kick back and relax in this calm, stylish Full Kitchen, AC, Smart TVs in each room. We are 30 minutes drive from the Sangster International Airport(MBJ) in Montego Bay. Your home away from home awaits you, come enjoy!

Guest favorite

Home in Falmouth

4.97 out of 5 average rating, 29 reviews

Island getaway

Your family will be safe in this 24-hour gated community and close to everything when you stay at this centrally-located home. 5 minutes to Falmouth town, supermarket, KFC, juicy beef patties, Pizza Hut, Restaurants, 30 minutes to Montego Bay airport, Ocho Rios, Dunn's River Falls, Glistening Water Tours, etc.