Holiday rentals in Santa Maria Island

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Top-rated holiday rentals in Santa Maria Island

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Top guest favourite
Place to stay
5 out of 5 average rating, 26 reviews

By The Bay Oracabessa Queen Ensuite & kitchenette

Unique and convenient, 50 yards from safe crystal clear swimming and snorkelling. A short stroll for all your supplies and eateries. Plan your next north coast excusion while relaxing in our walled garden or go and soak up the fishing folk vibes on the bay. Just off the A3, Ocho Rios & other attractions are 20 minute drive. Daily flights into Ian Fleming international. Business, pleasure, relaxation and adventure, it’s all here! Need more beds? By The Bay Two is a bookable adjoining room.

Guest favourite
The exterior of a modern property is shown at night, illuminated by soft lighting. A stone pathway leads to the entrance, while decorative lights outline the landscaping. The atmosphere conveys a welcoming presence, complemented by the message about free airport pickup.
Home in Ocho Rios
5 out of 5 average rating, 15 reviews

Captain's Quarters - Luxury villa @ Pyramid Point

ESCAPE TO THE CAPTAIN'S QUARTERS!!!! Relax at our luxury villa or by the infinity pool with panoramic ocean views, unwind in a spacious, modern retreat, and enjoy top-tier amenities—gym, tennis, 24/7 security, clubhouse, tennis and basketball courts. Minutes from Dunn’s River Falls, Blue Hole Dolphin's Cove, Konoko Falls, White River Rafting, Mystic Mountain, Yaaman Adventure Park, Margaritaville and more Perfect for families seeking unforgettable memories BOOK NOW FOR THE ULTIMATE GETAWAY!!!

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.
Apartment in Tower Isle
4.84 out of 5 average rating, 198 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 four guests. As we have many couples traveling we offer a discounted base rate for two guests and then each additional guest comes with an additional fee up to a maximum of four. For two guests we will often close the second bedroom unless otherwise requested

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
4.9 out of 5 average rating, 50 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.

Top 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
4.97 out of 5 average rating, 59 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!

Superhost
Cottage in Saint Ann's Bay
4.84 out of 5 average rating, 57 reviews

Ecoscape Cottage by the River -1 BR near Ocho Rios

Nestled in the woods above a gentle river, this boho-inspired 1BR cottage blends seclusion & adventure. Just 30 min. from Ocho Rios, a natural spring flows in your front yard, creating a serene water feature. Inside, enjoy an open-concept living, kitchen & dining area with warm décor. The inviting king BR, with rustic barn door, opens to a spacious glass walk-in shower and wooden deck pergola. Sip your favorite drink to forest bird songs and the soothing stream below.

Top guest favourite
A two-story villa showcases a modern Caribbean design, framed by lush greenery and tropical plants. The porch features comfortable seating under shaded beams, and a stone pathway leads to a manicured garden. Large windows invite natural light, enhancing the open and airy feel of the property.
Villa
4.93 out of 5 average rating, 113 reviews

Ocean front luxury Villa in Jamaica

Welcome to Tikal, an ocean front luxury villa, exquisitely remodeled in May 2021, with an airy modern Caribbean style. We are adjacent to Chukka Cove Horse & Adventure Farms, noted as Jamaica's premier tourist attraction provider. We are conveniently nestled between Montego Bay and Ocho Rios, only 50 minutes from Montego Bay International Airport. We are within 30 minutes of most major tourist attractions, and the cruise ship port in Ocho Rios.

Superhost
Home in Plantation Village
5 out of 5 average rating, 3 reviews

NEW|Pool Access 3BR •Gated • Walk to the Beach

Welcome to your island getaway where laid-back coastal living meets modern comfort. This spacious 3-bedroom, 3.5-bath vacation home is perfectly designed for you with a quick stroll to the onsite private beach ✨ Why You’ll Love This Home ✔︎ Private beach access ✔︎ Secure gated community with 24/7 security ✔︎ Pool access ✔︎ Spacious, modern design ✔︎ Seamless self check-in via keypad ✔︎ Free on-site parking ✔︎ Fully air-conditioned

Guest favourite
Flat in Tower Isle
5 out of 5 average rating, 7 reviews

Welcome to The Idyll - 3 bedroom

Don't worry about a thing at this tropical oasis. 15 minutes away from Ocho Rios in the gated Tranquility Cove Development sits the Idyll. This stylish condo offers 3 bedrooms each with en-suite bathrooms, air condition throughout and a pool area with breathtaking ocean views. We are conveniently near beaches, premier attractions, and the Ian Fleming International Airport.

Top guest favourite
A view of the ocean is framed by lush green foliage, showcasing varying shades of blue and turquoise water. A boat is anchored on the calm sea, creating a serene scene that highlights the natural beauty of the coastal environment.
Flat in Race Course
4.84 out of 5 average rating, 167 reviews

Villahi Large One Bedroom

Villahi is a creator's paradise, a couple's hideaway, a family's getaway, a solo traveller's haven.....a home away from home. Located on a family-owned property, this gem is neighbour to the famous GoldenEye Resort. It is within walking distance to James Bond beach, supermarkets, 24 hr variety store & has easy access to public transport.

Guest favourite
A cozy cabin is situated among lush tropical greenery. Bright green lounge chairs are positioned on a gravel patio beside a small table, while a blue hammock is strung nearby for relaxation. The cabin features wooden walls and a metal roof, blending harmoniously with the surroundings.
Tiny home in Oracabessa
4.9 out of 5 average rating, 51 reviews

Papa Curvin's Cottages & Seaside Tropical Garden

Quite small but very cosy - you will love it! Our newly build Umbrella Hut on Real Jamaica´s big property is waiting for you. Have a look at the pictures, they will tell you everything :-) There are two other houses to book, just have a look on Airbnb for: Real Jamaica - Cabin right beside the sea; and: Real Jamaica - The Artist House

Top guest favourite
An outdoor area features a shallow wading pool with a beach entry, surrounded by lounge chairs and vibrant landscaping. A shaded dining area is visible, accompanied by comfortable seating. The backdrop showcases a spacious villa and a blue sky with scattered clouds.
Villa in Priory
5 out of 5 average rating, 16 reviews

Bamboo Breeze "Too" 4 Bdr +Pool Richmond St Ann

Bamboo Breeze "Too" Villa is located in a peaceful cul-de-sac *( in a private gated community ) , offering abundant outdoor space for family and friends . The Villa is fully staffed , with multiple amenities for the maximum satisfaction of both younger and older guests .

Popular amenities for Santa Maria Island holiday rentals