Holiday houses in Santa Maria Island

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Top-rated holiday rentals in Santa Maria Island

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

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Guest favourite
A covered balcony is framed by three large arches, offering a view of the surroundings. Two white wicker chairs are positioned against the stone railing, inviting relaxation. Soft light brightens the space, accentuating the lush greenery visible in the distance.
Home in Boscobel
5 out of 5 average rating, 8 reviews

Paradise Retreat - 3 bedrooms, 4 mins from airport

Escape to our tranquil retreat, nestled in the heart of Boscobel, St. Mary. This peaceful haven offers the best of both worlds - a calming atmosphere and unbeatable central location. Take advantage of our prime location, which is 4 mins away from Ian Flemmings International Airport and 15 mins from major towns: Port Maria and Ocho Rios. Experience the thrill of local attractions and hotshots a whisper away, then return to relaxation. Perfect for family get aways, couples and solo travelers...

Guest favourite
Home in Ocho Rios
4.92 out of 5 average rating, 59 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.

Guest favourite
An outdoor dining table is set with plates and cups, accompanied by a centerpiece of fresh fruit. The table overlooks a grassy area leading to the shoreline, providing views of the Caribbean Sea. The calm waters and rock formations are visible in the background.
Condo in Tower Isle
4.89 out of 5 average rating, 106 reviews

Fantastic 2BR Seafront Apt Sea Palms..Ocho Rios

Premium Apt coastal decor done to a high standard. Spacious, airy, lots of light & comfortable. Spectacular sea views . Steps from the Pool and Beach Cove. Fully equipped with linen, towels etc. Kitchen features granite counter tops with all amenities. Sea Palms is 7 minutes east of Ocho Rios. Restaurants, Shopping, Attractions. Self catering or Housekeeper/Cook on request at reasonable costs. Laundry Service included INSTANT BOOKINGS NOT ACCEPTED FOR SAME DAY & NOT ON SAT OR SUN.innong.

Guest favourite
Place to stay in Ocho Rios
4.89 out of 5 average rating, 61 reviews

Beachfront Villa & Chef | Coral Reef | Ocho Rios

Wake up to Caribbean waves and step onto your private 15x45ft deck, just 15 feet from the ocean. Your private coral reef is a 7-minute swim away snorkel gear, kayak, and paddleboard all included. Inside, every finish is hand-crafted from guango with original Jamaican artwork throughout all available for purchase. Your Chef Choose from our prix-fixe menu or visit the local market and have meals prepared to your exact taste Jamaican jerk to international cuisine, your chef has it covered.

Superhost
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
4.87 out of 5 average rating, 55 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 favourite
A verandah offers a serene space with two comfortable chairs and a small table. A stack of books rests on the table beside a cup, with views of the ocean and palm trees in the background, enhancing a peaceful atmosphere.
Condo in Tower Isle
4.84 out of 5 average rating, 217 reviews

2 bedroom Oceanfront condo with a pool

Kick back and relax in this calm, stylish 2 bedroom Condo on the ocean with an infinity pool. 5 minutes east of Ocho Rios, within walking distance to an oceanfront restaurant, local jerk centre, bar and grocery store. We can host up to 4 guests. As we have many couples traveling we offer a discounted base rate for 2 guests, each additional guest comes with an additional fee up to a maximum of 4. Access to the 2nd bedroom encurs a one time charge of $50.00 to cover the cleaning fee.

Guest favourite
Villa in Huddersfield
5 out of 5 average rating, 16 reviews

2BR SOLAR Ocho Rios 15 min Beach 10 min 24hrSec AC

THE RUBY is a serene ECO SMART VILLA in a gated community in the hills, 15 minutes to Ocho Rios and ideal for families/remote workers. It features: 24/7 Security, SOLAR, A/C, Fans, Wi-Fi, 2 Water Tanks, Fenced/Gated Yard, Security Cameras, 4 Smart TV, Water Filtration, Patio with Lit Pergola, Basketball, Cards, Jenga, Chess, Checkers, Ludo, Dominoes, BBQ, Baby Crib & Bath, Highchair and Workstation with Dual Monitors. THE RUBY VILLA is our home away from home... Enjoy your stay!

Guest favourite
A modern living room is displayed featuring a light-colored sofa adorned with cushions. Dark wood side tables with rounded edges are positioned next to the sofa. Large windows allow natural light to illuminate the space, complemented by contemporary lamps and a circular coffee table.
Home in Ocho Rios
4.96 out of 5 average rating, 77 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!

Guest favourite
Lush greenery surrounds the villa, featuring a manicured lawn and vibrant flower beds. Tall palm trees provide shade, while a picnic table sits on the grassy area. The charming Mediterranean-style villa is visible in the background, harmonizing with the natural landscape.
Villa in Oracabessa
4.96 out of 5 average rating, 76 reviews

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.

Guest favourite
Condo in Jamaica West Indies
4.82 out of 5 average rating, 22 reviews

Modern 2BR @ Paradisiac Beach Club

Welcome to your stunning 2‑bedroom, 2.5‑bathroom condo, nestled in the exclusive, gated Paradisiac Beach Club community in Saint Ann —just a short drive from Ocho Rios. This unit offers an open-concept layout, 2-suite bedrooms, a guest powder room, and private balconies to enjoy ocean breezes. Ideally situated just 5–15 minutes from Jamaica’s top attractions:     •    Dunn’s River Falls     •    Dolphin Cove     •    Mystic Mountain     •    Konoko Falls & Gardens

Superhost
Villa in Oracabessa
4.86 out of 5 average rating, 14 reviews

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!

Superhost
Home in Boscobel
4.83 out of 5 average rating, 12 reviews

Beyond Escape | 2BR | Gated | 15 Min to Ocho Rios

🌴 Discover Beyond Escape , a beautifully designed, solar-powered villa tucked away in the secure Gates of Edgehill community in Boscobel, just outside Ocho Rios. Whether you're planning a family vacation, couples' escape, or group getaway, you'll enjoy modern comforts, a fully equipped kitchen, high-speed Wi-Fi, and free parking—all within easy reach of Jamaica's most iconic beaches, waterfalls, and attractions.

Popular amenities for Santa Maria Island holiday rentals