House holiday rentals in Saint Ann

4.91 out of 5 average rating, 97 reviews

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

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!

5 out of 5 average rating, 5 reviews

Tranquility Villa

Step into a beautiful modern living space designed for relaxation and located in the gated community of Hartland Estates. Walking distance from a public beach, supermarket, gas station, and the famous Jamacia pudding can all be had close by the residence. The home is 5 to 15 min away from most tourist attractions. Enjoy your morning coffee or tea on the private patio. Relax on the patio in our cozy hammock. This villa is your gateway to adventure and relaxation. Our tranquility villa awaits.

5 out of 5 average rating, 33 reviews

Home in Saint Ann's Bay

Cozy Villa In Drax Hall, Driver & Chef On Request.

No damage from Hurricane. Solar power. Water tank. Reverse osmosis drinking water. 17 min to downtown Ocho Rios. 11 min to Dunn’s River Falls, Mystic Mountain and Dolphin Cove. Walking distance to Starbucks, KFC, Pizza Hut & supermarket. Free beach access at The Cove, 15 min walk/ 3 min drive. Secure gated community: shared pool, tennis court, 24-hr security. A peaceful, low key atmosphere, suitable for families + professionals. NO PARTIES. Need more room? Ask about our sister property.

Guest favourite

Home in Browns Town

4.85 out of 5 average rating, 46 reviews

Swing Bed in the Hills: Secure Escape, Fast wifi

Tucked away in the cool hills above Browns Town, this bright villa blends indoor comfort with outdoor serenity. Our signature screened gazebo with swing bed is made for reading, napping, or stargazing; no bugs, just breeze. Inside: 2 king bedrooms, 2.5 baths, full kitchen, 75" TV, dedicated office, and fast Wi-Fi (136 Mbps). Outside: gated parking, local shops steps away, beaches 15 minutes away. Perfect for couples, families, or remote workers craving peace, privacy, and genuine Jamaica. 🇯🇲

4.94 out of 5 average rating, 142 reviews

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

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

A serene bedroom features a spacious bed adorned with a textured white quilt and decorative pillows. Natural light fills the room through window treatments, while a wooden nightstand and a stylish chair contribute to an inviting atmosphere. Greenery can be glimpsed outside the windows.

5 out of 5 average rating, 7 reviews

Holiday House 4Bdr Villa with Housekeeper

Welcome to Holiday House—a newly renovated 4-bedroom villa in Coolshade at Richmond Estate, Priory St Ann . Perfect for up to 8 guests, this breezy retreat offers daily housekeeping, a private cook (optional), a fully equipped kitchen, and spacious living areas. Enjoy access to a pool, gym, tennis court, supermarket, beach, and more. Whether you're here to relax, work remotely, or explore, Holiday House is your stylish and comfortable island home away from home.

Guest favourite

An outdoor seating area is highlighted by plush chairs arranged around a small table. A vibrant plant with yellow flowers sits in a red pot, adding a touch of color. Lush greenery is visible through large windows, providing a serene backdrop.

4.94 out of 5 average rating, 34 reviews

KK'S Elite Escape with private beach/gated/pool

KK's Elite Escape is nested in the middle of paradise. It is located in the prestigious Richmond Estates Community that prides itself of natural beauty and sustainability. The property is beautifully decorated with palms and other flora and is only 6 minutes away from a private beach. It is also within 20 minutes of several attractions such as Chukka, Dolphin and Plantation Cove and Dunn'sRiver. Come relax with the whole family at this peaceful place.

4.97 out of 5 average rating, 88 reviews

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

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.

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

A stylish living room features a high ceiling with exposed beams. Two plush sofas in deep blue are arranged around a circular coffee table, which holds decorative items. A wall-mounted television is visible, alongside soft curtains framing large windows.

4.86 out of 5 average rating, 107 reviews

Deluxe Richmond Retreat w/ Spectacular Amenities

Immerse yourself in a deluxe villa at Richmond Estates, just 15 minutes from Ocho Rios. Enjoy our Premier Sports and Fitness Complex in a club house setting with gym, spa, tennis, basketball, badminton courts, infinity pool, jogging track, bar, restaurants, and grocery store. Ready to elevate your living experience? Book your stay now and enjoy modern comfort and suburban tranquility at Richmond Estates. Your dream getaway awaits!