Holiday houses in Sherwood Content

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Top-rated holiday rentals in Sherwood Content

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Villa in Runaway Bay
4.95 out of 5 average rating, 40 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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Top Guest favourite
A serene pool area is visible, featuring lounge chairs arranged beside a clear blue pool. Palm trees and lush greenery frame the space, while a covered gazebo is provided in the background, enhancing the outdoor relaxation experience.
Townhouse in Montego Bay
4.98 out of 5 average rating, 210 reviews

2BR Townhouse with staff, gym, pool & beach access

Escape@20 is a lovely townhome that guarantees a truly relaxing and memorable experience. A friendly housekeeper/cook is included at NO EXTRA COST!! You just need to purchase the groceries. The townhome has an open floor plan with living and dining room opening out to a covered patio and a backyard. Guests can enjoy breathtaking views of the neighboring yacht docking area, swimming pool, gazebo/bbq grill space, gym, playground for kids, 24 hour security and complimentary beach access nearby.

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Guest favourite
Villa in Discovery Bay
4.91 out of 5 average rating, 23 reviews

Ocean-view villa with private pool near beach

Welcome to Villa Amore, a spacious 5-star 3-bedroom villa with pool & stunning sea views! Features: ▪ Fully equipped kitchen & dining area perfect for family sharing. ▪ Spacious living room with direct access to your private pool ▪ Convenient shared guest bathroom Each bedroom offers: ▪ Private en suite bathroom for full comfort ▪ Balcony with stunning pool & sea views Relax in lush gardens with secure parking and just a short walk to Puerto Seco Beach - your perfect tropical retreat awaits!

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Top 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 Bay Beach
4.94 out of 5 average rating, 122 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
Home in Martha Brae
4.93 out of 5 average rating, 40 reviews

Haven Escape near Montego Bay

Holland Estate is a 24 hours gated secured community *30 Mins from Sangsters Int'l airport Montego Bay, Pier 1, Margaritaville+ more *1 hr from Ochi Rios ,Dunns River Falls, Mystic Mountains +more *5 mins from Rafting on the Martha Brae River, Falmouth Mystic Lagoon, Chukka Adventures +more * 10 mins to beaches, restaurants, cruise ship pier. This cozy & peaceful semi-attached studio is equipped with Air Conditioner & Ceiling Fan, Water Heater, Wifi, Smart TV with Netflix(use own log in)

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Superhost
Home in Falmouth
4.74 out of 5 average rating, 19 reviews

Modern Serenity Rest | Falmouth & Near Montego Bay

Trelawny Private Modern 2BR – Gated | Pool & Tennis @ Club House | Car & Driver Optional. 30 mins from Montego Bay Airport and 5 mins to beaches, shopping malls, and restaurants. Unwind in this modern, fully air-conditioned home located in a secure gated community with 24-hour security. Enjoy pool access, stylish comforts, and peaceful surroundings—perfect for a family or couple. Car rental, driver & airport pickup available on request. Serenity, conveniences, and island charm await you!

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Guest favourite
Condo in Montego Bay
5 out of 5 average rating, 5 reviews

Oceanfront Lux 2Bdr Condo Private Patio Beach Pool

Experience a luxurious oceanfront retreat in our stunning new two-bedroom condominium. Designed with sophistication in mind, this space features uninterrupted ocean views, soaring high ceilings, and a serene coastal ambiance that instantly invites relaxation. Step onto your private, spacious patio with an extended waterfront terrace, where the ocean is literally at your feet. This idyllic setting is perfect for soaking up the sun, spa treatments, or just taking in the endless ocean views.

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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
4.88 out of 5 average rating, 8 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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Guest favourite
A spacious bathroom features a large black Jacuzzi positioned on a multi-step platform, surrounded by glossy black and white tiles. Natural light filters through an arched window dressed in bright yellow curtains. A standing shower is visible, along with a sink and elegant wall-mounted mirror.
Home in Runaway Bay
4.93 out of 5 average rating, 173 reviews

Cambridge mi casa ur casa w/pool & beach access

We offer newly- renovated comfortable two- floor apts in a friendly safe community overlooking CARDIFF HALL Beach in the Resort Town of Runaway Bay in St. Ann Jamaica ▪️No need to worry about security / safety because there are 24 hour surveillance camera and host lives on property ▪️We offer one 1bdr & 2br ▪️Price starts from 100US for 2 guests and increases by 30US per additional guests ▪️We are about 1hr away from the Sangsters International Airport ✈️ 25 mins from Ocho Rios

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Guest favourite
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 Laughlands District
4.89 out of 5 average rating, 210 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.

FamilyLocationView

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, 114 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.

FamilyLocationTV

Top Guest favourite
A modern living area features a comfortable blue sofa adorned with decorative pillows, facing a wooden coffee table. A light-hued rug lies beneath, complemented by a floor lamp. A dining table with blue chairs is visible in the background, enhancing the inviting atmosphere.
Home in Falmouth
4.95 out of 5 average rating, 38 reviews

Island Oasis Stonebrook Vista

Welcome to Island Oasis! Centrally located vacation home with stunning mountain views, front patio, rooftop deck and 24-hr security. Guests have the option to book 2 or 3 bedrooms.The modern open-plan living area boasts natural light and high ceilings enhanced by contemporary themes throughout the space. We offer complimentary snacks and a Netflix subscription. Island Oasis is designed to bring true comfort and relaxation to our guests. Your host, Salkey & Nicollette

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