Vacation rentals in Gayle

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Top-rated vacation rentals in Gayle

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

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Superhost
A spacious villa with a vibrant purple exterior is showcased, featuring a large pool in the foreground. A covered outdoor seating area offers shade beside the water. The upper level includes numerous balconies, providing views of the surrounding landscape and sky.
Home in Port Maria
4.7 out of 5 average rating, 40 reviews

Braata @ Little Bay (Ocean View Villa)

In Jamaica, Bratta means giving a little bit extra and hoping you’ll come back. And that is exactly what you’ll get at BRAATA@ Little Bay–more space, more comfort, more beauty. You won’t be able to stay away. Great for family reunions & weddings Situated just outside the historical town Port Maria on Jamaica’s north coast, this brand-new villa has a stunning sea view in every room. It has four spacious en-suite bedrooms, each with its own private balcony, and a self-contained studio apartment.

Guest favorite
Home in Ocho Rios
4.91 out of 5 average rating, 58 reviews

4BR Oceanfront Villa Pool Chef Option Nr Ocho Rios

Wake up to sweeping Caribbean sea views at this private 4-bedroom oceanfront villa, just 15 mins from Ocho Rios. * Perfect for families and groups, it features en-suite bedrooms, a private pool, and inviting outdoor spaces for dining and relaxing. * Enjoy the ideal mix of seclusion and convenience — peaceful and tucked away, yet close to beaches, restaurants, and attractions. * We can arrange a private chef, housekeeping, airport transfers, and grocery pre-stocking so you can arrive and unwind.

Superhost
A spacious bedroom features large windows that allow natural light to fill the room. A vibrant yellow bedspread covers a spacious bed, complemented by natural wooden furnishings. A round table and woven rug enhance the earthy decor, while lush greenery is visible through the windows.
Condo in Gayle
4.65 out of 5 average rating, 23 reviews

Eco Cottage With Private River

Discover your private tropical sanctuary surrounded by lush gardens and hummingbirds. Unplug and unwind in a spacious, bright apartment with a king bed, kitchenette, spring water shower, outdoor bath, hammock, fire pit, and yoga area with hanging seats. Explore nearby waterfalls & beaches for a peaceful nature escape. Nestled in St. Mary’s scenic mountains, just 40 minutes from Ocho Rios or Ian Fleming Airport , this gated retreat offers the perfect blend of rustic comfort, peace and adventure.

Guest favorite
A serene swimming pool is framed by lush banana plants and palm trees, offering expansive ocean views. An umbrella provides shade over the pool area, while wooden lounge chairs invite relaxation. Two individuals enjoy the refreshing water, enhancing a tranquil outdoor space.
Villa in Boscobel
4.91 out of 5 average rating, 54 reviews

Catch My Drift Villa: Chef services available

Catch My Drift is a gated eco-inspired villa built and uniquely designed to incorporate locally sourced materials. Our units layer modern design with thoughtful touches and sustainability throughout. We offer the privacy and seclusion needed for complete relaxation. Enjoy our splendid view, swimming pool, outdoor kitchen with grill in our spacious backyard. We are only a 20 minute ride from Ocho Rios, home of popular attractions such as Dunns River Falls or a quick trip to the beach.

Guest favorite
A modern living area showcases a light-colored sofa paired with dark accent chairs. A round coffee table sits on a patterned rug, and tall windows are adorned with sheer curtains, allowing natural light to fill the space. Decorative plants and artwork enhance the inviting ambiance.
Home in Ocho Rios
4.96 out of 5 average rating, 74 reviews

Zuma Villa|3BR|Rooftop|Gated|Pool|10 min Beach

Welcome to Zuma Villa, your tropical oasis nestled in the heart of Jamaica. Surrounded by lush greenery and just moments from pristine beaches, Zuma Villa offers the perfect blend of comfort, style, and island charm. Whether you're here to relax, explore, or indulge in local culture, our villa is designed for an unforgettable stay. From the rooftop sea views to the infinity pool, you'll feel right at home while experiencing the best of Jamaica. Come as guests, leave as family!

Top guest favorite
Cabin in Oracabessa
4.95 out of 5 average rating, 57 reviews

Almond cottages in Tropical and seaside garden

Almond Cottage is a cozy retreat with a bedroom, bathroom, and fully equipped kitchen, opening onto a wonderful, spacious veranda set in a lush tropical garden with glimpses of the sea. Just steps away, our seaside platform is perfect for sunrise, stargazing, yoga, or fishing. In the evenings, enjoy fireflies and the soothing sound of the ocean. You can also fish directly from the property or, when conditions allow, take a refreshing jump from the cliffs into the sea

Top guest favorite
An open-plan living and dining area features a comfortable gray sofa with decorative cushions, a coffee table, and a large flat-screen TV mounted on a media console. The adjacent kitchen is equipped with modern appliances and bar seating, complemented by tasteful wall art and soft lighting.
Villa in Ocho Rios
5 out of 5 average rating, 18 reviews

Clare's Manor | Ocho Rios | Mini Golf Course

Enjoy a bright, private 2-bedroom home in a quiet, gated community just 10 mins from Ocho Rios town centre. The home features spacious king-size beds, modern bathrooms, and an open-plan living and dining area with a fully equipped kitchen. Enjoy a private mini-golf area and a peaceful backyard lounge with a waterfall fountain. Laundry is included, and most of the home is solar powered. Ideal for families or couples seeking comfort and easy access to the North Coast.

Guest favorite
A private veranda is framed by green railings and adorned with potted plants. A scenic view of rolling hills and greenery is visible in the background under a clear blue sky, creating a peaceful outdoor atmosphere.
Apartment in Guys Hill
4.81 out of 5 average rating, 27 reviews

Spanish Elm at Kyah Place

Spanish Elm is located in the hills of St. Catherine. It is a studio cottage with one queen size bed, a bathroom and a kitchen and living space in one common area. It accommodates 2 people but no children. It is located above Kyah Place, a three bedroom guest house on the property. It has a private entrance, accessed from the rooftop terrace. It has a private veranda and shares the rooftop terrace and plunge pool only when there are guests at Kyah place.

Superhost
The Eco Cabin is surrounded by lush greenery, featuring a wooden exterior and solar panels on the roof. A partially covered deck with lounging chairs overlooks the chlorine-free pool, seamlessly integrating indoor and outdoor spaces in a serene natural setting.
Cabin in Blue Mountains
4.9 out of 5 average rating, 68 reviews

Eco Cabin in Portland Private Waterfall & Pool

Our Eco Cabin is nestled in the Blue Mountains side of Portland. Our 20 acres are bordered by the crystal-clear waters of a river fed by multiple springs. Just 10min walk away is our private Waterfall, so mesmerizing we named it Beauty-Fall. Reconnect with nature, from the moment you rise, you will feel as if you are among the trees and the birds, our floor-to-ceiling glass windows bring the outdoors in while in complete privacy and comfort.

Superhost
Guest suite in Ocho Rios
4.88 out of 5 average rating, 166 reviews

Wake Up 15ft From the Sea · Chef · Reef Ocho Rios

Fifteen steps from your deck to the Caribbean Sea. Peacock Villa is a beachfront retreat built from local guango and cedar with your private chef included. Dine on the deck or beach — à la carte or market-fresh, your choice. Swim seven minutes to a coral reef. Snorkeling gear, paddleboard and kayak all provided. Queen bed, air conditioning, housekeeping included. Sleeps 2. Ocho Rios markets, restaurants and shops — all walkable.

Superhost
Home in Ocho Rios
5 out of 5 average rating, 3 reviews

Ocean View Sunset Suite-5Mins Blue Hole & Beach

Unwind in Paradise of Sunset Bliss! Our place is a tranquil retreat that offers breathtaking views of the stunning sunsets. * With the Panoramic & Breathtaking Sunsets that the sky transform into a kaleidoscope of colours as the sun dips into the ocean * Serene Ambiance of our place is designed to provide a peaceful and calming atmosphere, perfect for relaxation and rejuvenation Experience the Best of Sunset view Living!

Guest favorite
Villa in Tower Isle
5 out of 5 average rating, 7 reviews

Oceanview Villa w/ Chef, Pool & Outdoor Cinema

Your private Caribbean villa experience awaits. Fully staffed with a chef, oceanview pool, fire pit lounge, and outdoor cinema. From the moment you arrive, everything is taken care of. Enjoy chef-prepared meals, curated experiences, and a space designed for connection. All set within a stunning oceanview hillside retreat. Designed for celebrations, group getaways, and unforgettable moments.

Popular amenities for Gayle vacation rentals

  1. Airbnb
  2. Jamaica
  3. Saint Mary
  4. Gayle