Vacation rentals in Saint Ann's Bay

The Orchid Botans w/private chef & beach

Let the Orchid at Polo Villas provide you with an unforgettable experience away from home. This sweet villa has fine design finishing providing guests a luxurious and refreshing ambiance. The villa is located in a small newly developed private 24-hour gated community with shared pool amongst other facilities. Relax and soak up the sun at our private beach, 5-minute drive. Just next door are your favorites Starbucks, KFC, Pizza Hut, pharmacies, supermarkets and minutes from renowned attractions.

3BR Beach Villa w/ Private Chef, Pool, Security

Your dream Jamaican getaway at this Luxury 3-Bedroom Villa located in the premier Marina Villas Community within the upscale Drax Hall Estates. This is a full-service vacation designed for ultimate relaxation and convenience and includes unparallel luxury of: ✔ Private Chef (8am-5 pm) ✔ Beachfront location with Private Beach Access ✔ Pool & Courts (Tennis & Basketball) ✔ 24/7 Security ✔ Complimentary Bicycles (3 Adult, 1 Child) ✔ High Speed Wi-Fi & Dedicated Workspace ✔ Full Kitchen & BBQ Grill

Chatham @ Watermill Villas

Chatham @ Watermill Villa is an elegant 4 bedroom townhouse located within a secure gated community in Mammee Bay area of St. Ann. A 5 minute drive from the famous Dunns River Falls, Dolphins Cove, Mystic Mountain and 10 minutes from the lively town of Ocho Rios, Jamaica. This 2 story villa has 4 spacious and comfortable air conditioned bedrooms that sleeps a total of 8 persons. Guests can prepare to relax and enjoy delicious meals prepared by your own private chef/housekeeper at no added cost

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.

Villa Drea @ Fairway Estate Drax Hall -1 Bedroom

Welcome to your perfect getaway in Drax Hall, St. Ann! Contemporary 1-bedroom villa with a Queen Bed offers comfort and convenience, ideal for remote workers, couples, or solo travelers. Relax in the spacious living room, cook in the fully equipped kitchen, and enjoy the furnished front porch. Stay productive with our office space, high-speed internet, and natural light. Just a 3-minute drive to the beach and local restaurants, you'll have the best of St. Ann nearby. We can’t wait to host you!

Beachfront 4BR Villa: Chef, Butler, Transfers Incl

Welcome to your exquisite beachfront villa, Destiny, a 4-bedroom sanctuary where luxury meets coastal charm. Revel in sweeping ocean vistas from your exclusive rooftop terrace, bask in the coastal breeze on your patio steps from the shore & witness breathtaking sunsets. With a personal chef to elevate your experience, a dedicated housekeeper, every moment from sunrise to sunset promises an unparalleled trifecta of indoor luxury, outdoor serenity & top-notch amenities at our beachfront haven.

Modern 2BR @ Paradisiac Beach Club

Welcome to your stunning 2‑bedroom, 2.5‑bathroom condo, nestled in the exclusive, gated Paradisiac Beach Club community in Saint Ann —just a short drive from Ocho Rios. This unit offers an open-concept layout, 2-suite bedrooms, a guest powder room, and private balconies to enjoy ocean breezes. Ideally situated just 5–15 minutes from Jamaica’s top attractions:     •    Dunn’s River Falls     •    Dolphin Cove     •    Mystic Mountain     •    Konoko Falls & Gardens

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.

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.

Ecoscape - Eco River Cottage w/ Private Spring

Escape to your own secluded eco-retreat where nature, comfort, and authentic Jamaica come together. What you’ll love: ✔Private river setting and natural spring ✔Peaceful, lush forest surroundings ✔Romantic boho-style 1 bedroom cottage ✔Only 30 minutes from Ocho Rios Wake up to birdsong, enjoy coffee by your spring-fed yard, and unwind in a serene, nature-filled escape. Perfect for couples, creatives, and anyone seeking privacy and calm.

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

Tranquil Oasis Ocho Rios (Starlink / Solar)

Tranquil Oasis at Palm View is the perfect vacation hideaway! With Solar Powered Electricity and Starlink Internet and located in the gated complex of Palm View Estate in Drax Hall, this property is just mere minutes away from the resort town of Ocho Rios and is in close proximity to all-inclusive hotels, beaches, restaurants, shopping, entertainment, notable tourist attractions major international airports and Knutsford Express.