Vacation rentals with a pool in Trelawny Parish

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Top-rated rentals with a pool in Trelawny Parish

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Guest favorite

Home in Florence Hall Village

4.86 out of 5 average rating, 44 reviews

Luxurious 3 bed 3 bath Villa in Stonebrook Manor

Keep it simple at this peaceful and centrally-located place. Located 30 min from montego Bay Airport and 45 minutes from Ocho Rios, this warm and luxurious lifestyle living is just right for you. With 24-hour security plus security cameras on premises, you will be overwhelmed with the amenities thats close by. Glistening waters restaurant and lagoon, Mystic restaurant and lagoon, a 24-h mart, swimming pool on premises and gym are just a few highlights. The private beach is 5 minutes away (876).

Apr 5 – 12

G$29,491 GYD per night

Guest favorite

Home in Florence Hall Village

4.88 out of 5 average rating, 26 reviews

Beloved Escape

The Beloved Escape boasts luxurious living facilities, with three bedrooms, all with en-suite bathrooms, fully furnished living room, laundry room and kitchen with utensils and appliances for your convenience. You may enjoy the scenic experiences provided by the beautiful location of this home. You may watch from the back as the sun sets into the ocean’s horizon or watch the sun climb the hills at dawn from the front patio. Come relax with your whole family at this peaceful home away from home.

Mar 15 – 22

G$35,708 GYD per night

Guest favorite

Home in Falmouth

5.0 out of 5 average rating, 13 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.

Sep 25 – Oct 2

G$19,916 GYD per night

Guest favorite

Villa in Trelawny Parish

4.88 out of 5 average rating, 56 reviews

Clearview

Clearview villa is a beautiful 5 Bed Room villa within Silver Sands Gated Estate. You have the sun sea and sand at your fingertips. Silver Sands Estate has a Tennis Court, Beach Bar, Grill, Commissary, and Pool Table. Weekend nights usually boast karaoke, fashion shows, games and entertainment at the Beach Bar. Daily cook/housekeeper service included, with concierge service to help arrange private transportation, massages, activities, reservations for dinner and clubs, anything you need.

Nov 11 – 18

G$142,246 GYD per night

Superhost

Villa in Duncans

4.92 out of 5 average rating, 26 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.

Jan 28 – Feb 4

G$102,326 GYD per night

Guest favorite

Home in Falmouth

5.0 out of 5 average rating, 20 reviews

L&V's Paradise Vacation Home with pool & gym 3

Welcome to L&V's Paradise Vacation Home. This is a brand new home fully furnished with all amenities to make your stay comfortable. This home consists of 3 bedrooms and 2 bathrooms. A pleasurable experience is guaranteed in a friendly gated community with easy commute to beaches, restaurants, Montego Bay City, Ocho Rios and The Historic Falmouth Town. At this prestigious location, you can relax and enjoy the cool sea breeze. The ambiance of the rooms and facilities are kids friendly.

May 24 – 31

G$27,369 GYD per night

Guest favorite

Home in Falmouth

4.98 out of 5 average rating, 51 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.

Dec 21 – 28

G$19,897 GYD per night

Superhost

Home in Falmouth

4.89 out of 5 average rating, 9 reviews

Merritt Island, 500 Manor Dr, Stonebrook Manor

Nestled along the breezy north coast of Jamaica, this is the perfect getaway, offering a pleasant tropical atmosphere with charming views of the Caribbean Sea. It sits in the gated community of Stonebrook Manor with pool, clubhouse and gym; 25 minutes to its west are Sangster’s International Airport and Montego Bay’s famous hip strip; 40 minutes to its east is the attraction-laden, Ocho Rios; while the nearby town of Falmouth provides easy grocery shopping and other conveniences.

Aug 23 – 30

G$26,469 GYD per night

Guest favorite

Villa in Duncans

4.94 out of 5 average rating, 71 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.

Dec 8 – 15

G$161,003 GYD per night

Guest favorite

Home in Florence Hall Village

4.92 out of 5 average rating, 13 reviews

Mystic Oasis @ Stonebrook Manor

Relax and unwind in this peaceful and heavenly Oasis with high ceilings, modern details for luxury and a charming feel. Enjoy the sea and mountain views from the patio and pool with a lush garden. This property is 2 minutes away from the historic Falmouth Town and overlooks the Falmouth Cruise Ship pier. The property sits in a safe gated community with lots of outdoor green spaces which is ideal for a early morning or late evening stroll.

Dec 7 – 14

G$19,555 GYD per night

Guest favorite

Apartment in Duncans

4.91 out of 5 average rating, 44 reviews

Lovely 2 Bedroom 2 bath located in Duncan’s Hill

Bring the whole family to this great lovely spacious modern style apartment with lots of room for fun. This apartment is located in the safe and quiet Duncan’s Hill, Falmouth Trelawny with a breath taking hillside view and also ocean view . This apartment is 3 minutes drive from the beautiful Duncan’s Bay beach and 5 minutes drive from the well known Burwood Beach. Transportation is available at a small cost.

Sep 16 – 23

G$21,845 GYD per night

Guest favorite

Home in Martha Brae

5.0 out of 5 average rating, 5 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.

Jan 16 – 23

G$147,456 GYD per night