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Holiday houses in Santa Maria Island

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Santa Maria Island

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

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

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

This elegant 2-bedroom retreat is designed for guests who value comfort, privacy, and convenience. Situated in a secure gated community in Boscobel, St. Mary, the property offers a relaxing atmosphere with easy access to Ocho Rios, world-famous attractions, pristine beaches, and authentic Jamaican experiences. Whether you're planning a romantic getaway, family vacation, or extended stay, Hilltop Paradise Retreat provides the perfect setting to relax, recharge, and create unforgettable memories

Top Guest favourite
The exterior of the villa is showcased at night, illuminated by red lighting from the windows. A well-paved driveway leads to the entrance, framed by decorative plants. The two-story structure features a modern design with balcony railings and a welcoming ambiance.
Home in Ocho Rios
4.92 out of 5 average rating, 114 reviews

3BR 2-Story Villa in Ocho Rios with Private Pool

Indulge in pure luxury at our captivating 3-bedroom villa tucked away in a gated community with 24-hour security. This haven is a mere 5-minute drive from the bustling heart of Ocho Rios. Revel in the convenience of proximity to supermarkets, restaurants, nightlife & adventures. Immerse yourself in exhilarating attractions like Dunn's River Falls, Margaritaville, Mystic Mountain & Dolphin Cove. Your Jamaican dream escape begins here – a symphony of comfort, luxury, and unforgettable experiences!

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 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.

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 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, 76 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.

Top Guest favourite
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

Superhost
A vibrant entrance features a pink door and colorful exterior walls in shades of orange and yellow. A charming chair with floral upholstery is positioned on the porch. Decorative cutouts in the railings provide a playful touch, complemented by lush greenery along the pathway.
Cabin in Robins Bay
4.67 out of 5 average rating, 6 reviews

Purple Passion @ Blessings at Strawberry Fields

Purple Passion is a one-bedroom, dorm style cottage that is furnished with 1 queen bed and 1 bunk bed. Perfect for relaxation with the whole family with less than one minute walk to get to the beach. Our restaurant on property makes a scrumptious warm meal from scratch done to order. Ask about our meal plans. Purple Passion is also one of two dorm style cottages we have on the compound, great choice for traveling on a budget with a group of friends or family!

Guest favourite
Villa in Ocho Rios
5 out of 5 average rating, 11 reviews

Oceanfront|Butler|Chef|Housekeeper|WelcomeBar

Villa Hestia is your private oceanfront villa in Boscobel — just 15 min from Ocho Rios and opposite Ian Fleming International Airport. Dive into the pool, swim in a secluded cove or try out the included kayaks & snorkelling equipment. A dedicated butler & housekeeper keep your minibar stocked and cook all in-villa meals. Four ensuite bedrooms, newly renovated interiors, lush outdoors, multiple gazebos and even a giant chess set complete the experience.

Superhost
Villa in Oracabessa
4.85 out of 5 average rating, 13 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!

Guest favourite
Two jet skis are anchored by a stone path leading to a clear, blue-green water area. The shoreline is lined with tropical trees, and a spacious property is visible in the background, displaying a mix of greenery and vibrant architecture.
Cabin in Ocho Rios
4.96 out of 5 average rating, 74 reviews

Central Beachfront Bungalow

This special place is uniquely located in a paradise cove steps away from the city center, where you can find all the best restaurants and bars. Grab a kayak & enjoy the sparkling coastline with the number one snorkeling spot just in the backyard. From nightlife to river excursions we’ve got you covered. Experience what it feels like to be a local in Ochi by staying in this double door, cottage style, ocean view residence.

Popular amenities for Santa Maria Island holiday rentals