Holiday rentals in Saint Ann's Bay

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

Dream Polo Villas with Private Pool and Beach

Dream Polo Villas is an elegant brand new 3 bedroom , 3 bathrooms villa with private pool and beach access, located in a secured gated community in Draxhall, Mammee Bay Area of St. Ann. Fully aircondition The villa comes with housekeeping and a chef who prepare breakfast and dinner at the guest request ( ingredients for cooking is for the guest own account). We are within 10 minutes drive from most attractions such as Dunns River Falls Mystic Mountain, Dolphin Cove Chukka Cove and many more.

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.

Cozy "Terres Bungalow" apartment with pool

"Terres Bungalow at Palm View Estate" is the perfect paradise getaway, offering you a relaxed and tranquil vacation experience in the privacy of your own 2-bedroom, 1-bathroom apartment. Its located close to the beach in Mammee Bay, 7 minutes from the resort town of Ocho Rios. The apartment offers modern amenities to ensure you have a relaxing and comfortable vacation. Feel at home in this 24-hr gated community, 5-minutes away from restaurants, bars, a supermarket and convenient stores.

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.

Las Olas Villa | 4BR | Pool | Chef Option | Gated

Escape to Las Olas Villa, a refined private retreat near Ocho Rios with a pool, jacuzzi, and elevated concierge experiences designed for effortless island living. Enjoy spacious indoor and outdoor areas, a private pool and jacuzzi, and the option to elevate your stay with chef service, in-villa massages, or a private yacht experience. Ideal for families, group getaways, and special celebrations seeking comfort, privacy, and unforgettable moments.

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.

"Log thirty-tree" ..........an authentic log

This is a one off a kind listing. A "Log-Cabin-Treehouse," built from the beautiful blue mahoe logs. This comfortable self contained studio is complete with ceiling fan, hot water and other essential amenities for the comfort of the nature and fun lovers. Located in a gated community with 24 hours security with access to swimming pool and tennis court. Come “chillax” unwind and bond with nature in our one-of-a-kind log cabin treehouse.

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