Holiday houses in Sherwood Content

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Top-rated holiday rentals in Sherwood Content

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Guest favourite

Villa in Runaway Bay

4.95 out of 5 average rating, 42 reviews

Ocean View • Pool • Pickleball • Gated | For 12

Welcome to Villa Palaav - A modern oasis in a private gated community Perfect for: • Birthday trips • Bachelor/Bachelorette groups • Family reunions • Friends trips • Retreats 🎉 Celebration Pkgs starting at US$350 This 6-bedroom Ocean View Villa features three 2 bedroom, apt-style King suites, each with private kitchens, 1–2 bath, and open-concept living areas, solar power, rainwater harvesting & smart cooling Amenities include: • Private pool • Pickleball court • Billiards room • Mini golf

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Guest favourite

A charming outdoor area showcases comfortable seating amid lush greenery. The inviting beach and turquoise sea are visible in the background, while a lantern adds a touch of character to the villa's exterior. The space is designed for relaxation and enjoying ocean views.

Villa in Duncans

4.94 out of 5 average rating, 125 reviews

Ocean Dreams Villa

Ocean Dreams Villa is a stylish, unique, beach villa with 3 bedrooms and 3 bathrooms and sets the stage for a memorable trip within steps of the beautiful Duncans Bay Beach (also known as Silver Sands Public Beach) with its sparkling turquoise waters and white silvery sand, the view is simply breathtaking. It's the perfect ambiance to relax in comfort, enjoy the breeze, listen to the birds, nature and let the soothing sound of the ocean waves breaking on the shore calm you and ease your mind.

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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, 57 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

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Guest favourite

A spacious living area features a large sectional sofa in soft gray, accented with colorful throw pillows. A round coffee table sits in the center, surrounded by an area rug. Bright orange curtains frame the windows, enhancing the light that fills the room. A dining area is visible in the background.

Home in Falmouth

4.8 out of 5 average rating, 103 reviews

OceanView Villa 2BR | PoolslTennis|Gym, StoneBrook

Enjoy fascinating views of the scenic landscape of Falmouth, Trelwany with the breathe taking shoreline in the horizon from an amazingly furnished 2 - bedroom villa in a brand new, luxury, gated community. Our villa provides the perfect comfort for that couples getaway, friends excursion and family vacation. Located just 5 - 10 minutes drive from the historic town of Falmouth with major attractions such as Rafting on the Martha Brae river, Glistening water Lagoon tours and white sand beaches.

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Guest favourite

Apartment in Montego Bay

5.0 out of 5 average rating, 14 reviews

Ocean Endless Views 2Br Lux Condo | Beach Pool Gym

Welcome to Montego Bay’s most exclusive waterfront address. This breathtaking 2 bedroom oceanfront condo features sweeping panoramic ocean views, majestic mountains, yachts, the Bogue Islands & much more. From your condo enjoy the rare spectacular sight of massive cruise ships docking at the pier, an extraordinary event that can only be experienced at Soleil. This condo offers premium amenities and a sophisticated atmosphere designed for comfort, relaxation, and unforgettable seaside escapes.

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Top Guest favourite

Home in Coral Spring

5.0 out of 5 average rating, 18 reviews

Luxury 3BR Villa | Pool | 30 min from MBJ Airport!

Welcome to Coral House Villa—a serene, spacious, and beautifully renovated three-bedroom retreat nestled in Coral Spring, Trelawny. Designed for comfort and infused with authentic island charm, this is the perfect place to relax and feel at home. Just minutes from the beach and Luminous Lagoon, Coral House Villa offers the ideal balance of peace and relaxation. Whether you’re traveling with family or friends, this bright and breezy oasis has everything you need for a truly memorable stay.🌴

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Guest favourite

A modern living area is presented with sleek furnishings and a large TV mounted on the wall. A gray sofa invites relaxation, complemented by a white coffee table and decorative plants. Natural light fills the space, highlighting the stylish decor and contemporary design elements.

Condo in Montego Bay

4.86 out of 5 average rating, 112 reviews

Affluence - Lux 1Bd MoBay Apt(Central+RooftopPool)

Name - AFFLUENCE This stunning luxury 1-bedroom apartment is designed for comfort and elegance, located 15 minutes from Sangster International Airport (Montego Bay Airport), with easy access to top restaurants, shopping, and entertainment. The complex features a total of 5 units, offering adequate privacy for our guests. Located only 7 minutes from Fairview shopping Centre and 10 minutes from Downtown Montego Bay and the popular Hipstrip. The beach is also 10 minutes away from your stay.

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Guest favourite

A spacious living area features a dark sectional sofa adorned with decorative pillows, a coffee table with a wooden top, and a mounted flat-screen television. Light fixtures enhance the room's brightness, while minimalist decor elements are positioned on shelves.

Villa in Falmouth

4.89 out of 5 average rating, 9 reviews

Luxury Family Villa 5 mins to beaches

This modern, stylish villa is perfect for group trips or large families. Ideally located on Jamaica's beautiful north coast. Just 5 mins drive to the beach and 30 mins from Montego Bay airport . Our vacation rental is situated in a gated community and offers the perfect blend of convenience and relaxation. With a roof terrace, contemporary design and thoughtful touches throughout, this is the ideal retreat for your Jamaican getaway. Book now and experience the magic of Falmouth first-hand!

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Superhost

A shaded gazebo offers comfortable seating surrounded by lush greenery. Palm trees and vibrant foliage frame a view of the expansive lawn leading to the beach. The sea glimmers in the distance under a clear blue sky, creating a serene outdoor retreat.

Bungalow in Saint Ann

4.87 out of 5 average rating, 213 reviews

Kling Kling Beach House

Kling Kling is a beach house with a family feel, set within a large lawn running down to an almost fully private beach, a river for freshwater swimming, a reef for snorkelling, a fantastic housekeeper cook and a one of a kind man about the place. Just mins drive to shops or tourist facilities. Nearby scuba facilities, waterfalls, water parks, markets, tennis , golf, riding, the list goes on, both mainstream and off piste local. For more pics follow our Instagram: klingklingbeachhouse.

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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

4.97 out of 5 average rating, 116 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.

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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

4.94 out of 5 average rating, 106 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✨

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Top Guest favourite

A spacious outdoor area features a swimming pool surrounded by lounge chairs and a covered seating area. Vibrant blue chairs are positioned near the pool, while lush greenery provides a natural backdrop, enhancing the serene environment.

Villa in Duncans

4.93 out of 5 average rating, 90 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.

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