Holiday houses in Santa Maria Island

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.

Location · Value · View

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.

Location · Family · Breakfast

Teal Horizon~OceanfrontCaribbeanEscape |Tower Isle

Escape to an authentic Jamaican paradise at The Waves Apartment in the coveted Tower Isle. Welcome to Teal Horizon where your dream vacation becomes reality! Our luxurious 2-bedroom retreat offers the perfect blend of comfort and style, ensuring a memorable stay in one of Jamaica's most enchanting locations. Why You'll Love This Home ✔︎Never Miss a Sunset at this Spectacular Property ✔︎ Unobstructed, breathtaking ocean views ✔︎ Feel the warmth of authentic Caribbean charm mixed with COMFORT

Location · Condition · View

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.

Family · Value · Kitchen

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!

Family · Value · Backyard

Grande Haven Villa

Grande Haven Villa - Ultimate Relaxation * Located 5 minutes from Ian Fleming International Airport * This Mediterranean style villa is nestled behind a palm tree lined driveway in the hills of Gibraltar, overlooking the infamous James Bond Beach. The villa has 4 bedrooms each with private bathrooms, outdoor pool, wraparound veranda, 3 private balconies and shady palm trees for napping or reading a good book. Grande Haven Villa has everything needed for ultimate relaxation.

Location · Family · Barbecue

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

Location · Family · River

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.

Value · Family · Condition

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.

Value · Family · Solo travel

A View To A Kill - Your Private Tree House Villa

Kick back and relax in this beautifully renovated stylish home. Set at the top of a hill, this idyllic home offers an expansive view of the ocean, and Jamaica’s Blue Mountains. Newly renovated, A View To a Kill has 3 bedrooms, all with full en suite bathrooms. A gorgeous modern kitchen, large pool and entertaining deck, and a full outdoor bathroom. Stay with us, relax, and get away from busy life. Great for families and friends!

Family · Location · Beach

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.

Location · Family · Hospitality

Tranquil Times villa

Tranquil Times Villa is located just minutes outside of downtown Ocho Rios. We are located in a private, gated community with 24-hour live security. We are conveniently located within minutes of all major attractions and hotels. Airport Transportation will be arranged. We are fully staffed and cannot wait to help make your vacation one you won't ever forget!!!

Family · Location · Indoor spaces