Vacation rentals in Santa Maria Island

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Top-rated vacation rentals in Santa Maria Island

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

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Guest favorite
Home in Ocho Rios
4.92 out of 5 average rating, 61 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 favorite
Villa in Oracabessa
5.0 out of 5 average rating, 18 reviews

Olive Branch Villa Oracabessa *Luxury*

Just minutes from the beach and nestled in the exotic hills of Oracabessa, Olive Branch Villa sits on beautifully landscaped grounds with a panoramic view of the Caribbean Sea. This 10,900 square foot villa boasts 4 well appointed bedrooms each with a sea view. The villa features a swimming pool with a large deck overlooking the Oracabessa Bay with a fine dining experience and first class service to leave you with a smile. If it is your first visit we are confident that it won't be your last.

Guest favorite
A charming villa with a spacious covered patio is surrounded by lush greenery. The garden features tropical plants and a seating area with dark-finished furniture. Large windows provide natural light to the interior, while the double-story structure is enhanced by wooden accents and palm trees.
Villa in Ocho Rios
4.94 out of 5 average rating, 81 reviews

Private Seafront Villa near Ochi

Located directly on the ocean and room for 7 -- bring the Fam! Stylish Villa with three bedroom plus sleeper-den with four full bathrooms offers Caribbean charm and modern sensibilities. Full kitchen, super-comfy living area fronts an expansive dining/bar and lounge area with views of the sea that go on forever. Included: Starlink Wifi, a 65" SmartTV and a/c throughout; your private housekeeper/cook is there to take care of your every need. Enjoy a unique, relaxing Jamaican vacation today!

Guest favorite
Apartment in Tower Isle
4.91 out of 5 average rating, 22 reviews

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

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
4.88 out of 5 average rating, 59 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
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 favorite
A spacious living area is presented with a comfortable brown sofa and a matching armchair. A large flat-screen TV is mounted on a light grey shelving unit against the wall. Natural light floods the room through multiple windows, enhancing the inviting ambiance.
Townhouse in Boscobel
4.83 out of 5 average rating, 47 reviews

North Coastal Rental

This is not just rental. It’s accommodation with your comfort , convenience and safety in mind. The property is located in a well secured, gated community with security guard and CCTV. This property is located on the North coast with less than fifteen (15) minutes from Ocho Rios, having the likes of Mystic mountain, Duns River falls and all the desired amenities. We love to host but better yet, we love to make you happy in comfort and style so let us spoil you!

Superhost
Cottage in Saint Ann
4.83 out of 5 average rating, 71 reviews

Ecoscape -Private River Eco Cottage Near Ocho Rios

Escape to Ecoscape – Where Nature Restores You You won’t want to leave this one-of-a-kind eco-retreat, tucked away in the lush mountains just 30 minutes from Ocho Rios. At Ecoscape, immerse yourself in nature as it was meant to be - fresh mountain air, flowing spring water, clay beneath your feet, and the soothing sounds of the river all around you. Wake up to the calls of yellow-billed parrots and experience Jamaica in its purest form.

Top guest favorite
Home in Tower Isle
5.0 out of 5 average rating, 13 reviews

Nanichi Comfort in Luxury, Serene & Convenient!

What makes Nanichi House special is the attention to detail. From the carefully prepared space to the welcoming atmosphere, every element is curated to help you and your family feel settled the moment you arrive. Whether you’re visiting for a quiet getaway, work, or a longer stay, the home adapts beautifully to your needs. Nanichi House is more than just a place to stay it’s a space designed for comfort, calm, and effortless relaxation.

Superhost
Guest suite in Ocho Rios
4.88 out of 5 average rating, 168 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
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!

Top guest favorite
Apartment in Ocho Rios
4.96 out of 5 average rating, 50 reviews

Villa Topenga Luxury Studio

This cozy studio apartment is the perfect place to relax and unwind on your vacation. Located in the peaceful community of Rio Nuevo, just a short drive from the popular tourist destinations of Ocho Rios, Sugar Pot Beach and Dunn's River Falls. The apartment offers the best of both worlds: tranquility and convenience. Luxuriously furnished with all the amenities you need for a comfortable stay.

Popular amenities for Santa Maria Island vacation rentals