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Vacation rentals in Saint Ann

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Top-rated vacation rentals in Saint Ann

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

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Guest favorite
The exterior of a modern two-story building is showcased, featuring a combination of light and dark materials. Lush greenery surrounds the property, and a driveway leads to a garage. Large windows provide ample natural light, while balconies add to the contemporary aesthetic.
Home in Plantation Village
5 out of 5 average rating, 19 reviews

Elite Escape @ Paradisiac (near Ocho Rios)

Escape to paradise in this stylish & fun 3-bedroom, 3.5-bath beachside retreat near Ocho Rios! Perfect for families, this spacious home combines modern design & tropical charm. Enjoy bright, airy interiors, comfortable beds, and an open living space ideal for creating memories. With a view of the Caribbean Sea, you’ll find relaxation and adventure at your doorstep. Whether you’re soaking up the sun, exploring local attractions, or simply unwinding, this family-friendly getaway is yours to enjoy!

Guest favorite
Villa in Runaway Bay
4.95 out of 5 average rating, 40 reviews

Ocean View • Pool • Pickleball • Gated | For 12

Welcome to Villa Palaav - A modern oasis in a private gated community Perfect for: • Birthday trips • Bachelor/Bachelorette groups • Family reunions • Friends trips • Retreats 🎉 Celebration Pkgs starting at US$350 This 6-bedroom Ocean View Villa features three 2 bedroom, apt-style King suites, each with private kitchens, 1–2 bath, and open-concept living areas, solar power, rainwater harvesting & smart cooling Amenities include: • Private pool • Pickleball court • Billiards room • Mini golf

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!

Top guest favorite
Home in Priory
4.99 out of 5 average rating, 92 reviews

Star Apple Getaway |Pool |Playground

Relax with the entire family at this peaceful, relaxing & modern getaway. Located in the well sought after gated community, The Crest in Richmond Estate, St Ann. Equipped with 24hr security & surveillance. The complex offers supermarket, private beach, infinity pool, lounge, gym, tennis court, basketball court, children’s playground , panoramic view of the Caribbean Sea & a tranquil space. This house is well suited for up to 8 guests. This listing has outdoor cameras monitoring the premises.

Top guest favorite
A private pool is showcased, featuring a vibrant blue mosaic tile border. A waterfall feature cascades gently into the clear water. Surrounding palm trees and greenery provide a tropical ambiance, creating a relaxing outdoor space for enjoyment.
Home in Saint Ann's Bay
4.97 out of 5 average rating, 37 reviews

Drax Hall 63 - Ocho Rios Home w/ Private Pool

Quaint and private home with backyard pool in Drax Hall Country Club. Fully air conditioned with 3 bedrooms, 3 bathrooms, living and dining with a fully equipped kitchen. Enjoy a tropical getaway whether traveling with family, friends, or celebrating a special occasion. Enjoy this tropical oasis with lush greenery, pool, patio and lounge area for complete relaxation and entertainment. The home is minutes away from major attractions and beaches including Dunn's River Falls and Dolphin Cove.

Guest favorite
A spacious bathroom features a large black Jacuzzi positioned on a multi-step platform, surrounded by glossy black and white tiles. Natural light filters through an arched window dressed in bright yellow curtains. A standing shower is visible, along with a sink and elegant wall-mounted mirror.
Home in Runaway Bay
4.93 out of 5 average rating, 173 reviews

Cambridge mi casa ur casa w/pool & beach access

We offer newly- renovated comfortable two- floor apts in a friendly safe community overlooking CARDIFF HALL Beach in the Resort Town of Runaway Bay in St. Ann Jamaica ▪️No need to worry about security / safety because there are 24 hour surveillance camera and host lives on property ▪️We offer one 1bdr & 2br ▪️Price starts from 100US for 2 guests and increases by 30US per additional guests ▪️We are about 1hr away from the Sangsters International Airport ✈️ 25 mins from Ocho Rios

Superhost
Condo in St Ann
5 out of 5 average rating, 4 reviews

The Vue @ Paradisiac ~ Private Beach ~ Pool ~Gated

Escape to your own slice of paradise at Paradisiac Beach Club. Just a short stroll from the shoreline, this stylish one-bedroom retreat offers the perfect balance of relaxation and convenience. Enjoy the most amazing “vue” of the Caribbean Sea in the distance from this 3rd floor condo, and everything you need for an unforgettable Jamaican getaway Why You’ll Love This Home ✔︎ Secure gated community with 24/7 security ✔︎ Pool/Beach access ✔︎ Free onsite parking ✔︎︎ Fully air-conditiond

Guest favorite
A modern single-story home is depicted with an inviting private pool surrounded by a spacious patio. Lush green artificial grass lines the walkway, leading to the entrance. A shaded outdoor seating area is included, enhancing the space for relaxation or social gatherings.
Home in Discovery Bay
4.92 out of 5 average rating, 36 reviews

Bolts Lodge Discovery Bay

This unique home boasts its own distinctive style, with modern furnishings and all the comforts you need for a relaxing stay. Enjoy the outdoor space, complete with seating areas for games and lounging, as well as a grilling . Located in a gated community with 24-hour security, the property also features a private pool. Situated in Discovery Bay on Jamaica’s north coast. Just 5 minutes from Puerto Seco Beach and the main highway, 35 minutes from Ocho Rios, and 1 hour from Montego Bay.

Guest favorite
Condo in Ocho Rios
5 out of 5 average rating, 20 reviews

Salt & Breeze Villa - Apartment in Ocho Rios

Come relax in a clean & stylish space with a tropical vibe. Located in Ocho Rios, Jamaica, you're minutes away from popular attractions including Dunn's River Falls, Mystic Mountain, Dolphin Cove & Green Grotto Caves, with easy access to both ends of the island. The property sits within a secure gated community, offering beach access and an infinity pool, plus great dining nearby at Plantation Smokehouse, Juici Patties, Sharkies & Uncorked. Airport pickup available on request.

Guest favorite
Home in Runaway Bay
5 out of 5 average rating, 8 reviews

Olive Breeze II

Enjoy an unforgettable stay in our warm and inviting studio, thoughtfully designed to provide the perfect blend of comfort and style. Whether you’re here for a relaxing getaway or a work related visit, this space offers the ideal atmosphere to unwind and feel at ease. Set in a safe and strategically located area, you’ll find have a variety of restaurants, convenience stores and attractions. You will find yourself surrounded by peace, privacy and a sense of home.

Guest favorite
Home in Saint Ann's Bay
4.89 out of 5 average rating, 36 reviews

Luxury Villa 1br | Ocho Rios

Charming One-Bedroom Villa in Marina Villas, Drax Hall – Ocho Rios, This fully equipped one-bedroom villa offers the perfect blend of comfort, convenience, and Caribbean charm. Access to a range of amenities: Swimming pool Fitness centre Residents-only private beach 24-hour security and gated Located just minutes from the vibrant town of Ocho Rios, with shops, restaurants, Dunn’s River Falls, and local attractions within easy reach.

Guest favorite
A bright sleeping area features a spacious bed adorned with a white cover and decorative pillows. A framed art piece is displayed on the wall beside a mirror and dresser. Natural light enters through window treatments in teal, complemented by a television mounted on the wall.
Home in Saint Ann's Bay
4.95 out of 5 average rating, 107 reviews

Sea-Breeze-Getaway

Come and enjoy the resort town of Ocho Rios Jamaica by staying at Sharona's Drax Hall County Club with amenities such as a swimming pool, gym, and tennis court. In a peaceful, secure, family-friendly environment. Situated in close proximity to the famous Jerk Centre, Star Bucks, RIU, Sandals Hotel, Mystic Mountain, Dolphin Cove, and Dunn's River Falls. The Knutsford Express bus service that takes you to and from the airport is a 10 minutes walk.

Popular amenities for St. Ann Parish vacation rentals