Holiday rentals in Saint Ann

Richmond Luxury Oasis w/ King Bed + Ocean View

Unwind at this stunning, peaceful and relaxing two bedroom, two bathroom fully A/C ground floor unit. Relax with Netflix in all bedrooms. Enjoy Disney+, Netflix and cable TV in the cozy living room on the smart 55" TV. Walk to the country store then cook up your favorite meal in the fully equipped kitchen and enjoy around the dining table or on the patio overlooking the sea. Work out at the gym, play tennis then cool off in the pool while playing a game of pool by the bar. Beach access included

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!

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.

Bahia - Charming seaside cabin, loft/wood shutters

Bahia is a 1 bedroom cottage located directly on a beautiful beach which is perfect for swimming.* Ideal for a couple, or a family with children who can be accommodated in a loft. Beachside patio with hammocks and outdoor furniture. Air-conditioned and fans. Cook included. Nightly security guard. 50 minutes from MBJ Airport. Popular attractions nearby. A truly memorable, rejuvenating beach holiday. $300 per night for 2 persons, for additional persons see below. *Beach/water subject to weather

The Onyx Villa by MTJ Properties Ocho Rios

Welcome to the 295 Onyx Villa in Paradisiac Beach Club. This is ultimately where modern meets luxury in the vacation rental arena. This luxury villa in Jamaica is among the top three most luxurious models in the beach club, with 3 bedrooms, 3.5 bathrooms, and double outdoor balconies. The villas has two floors: one is for entertainment and lifestyle and the second floor has 1 master king suite and 2 deluxe queen suites. The villa is located at the midpoint between Montego Bay and Ocho Rios.

Rooftop Breakfast•Private Beach•Jacuzzi•BBQ•Events

Set on 44,000 ft² / 1-acre in Discovery Bay, 3 min → Bengal Beach (15 min walk) ✓ Superhost care + 4.8★ average, 29 reviews ★ Extremely safe, community ✓ Free early check-in ✓ 1 hr ✈ Montego Bay Airport (MBJ) ✓ Dinning table for 6, family gatherings welcome ✓ Full equipped + Stocked kitchen ✓ Flexible visitor policy ✓ Surround sound in ceiling ✓ Rooftop terrace, outdoor seating & treetop views ✓ Meals by in-home chef available ★ “The rooftop seating provided a great view of the greenery.”

Kling Kling Beach House

Kling Kling is a beach house with a family feel, set within a large lawn running down to an almost fully private beach, a river for freshwater swimming, a reef for snorkelling, a fantastic housekeeper cook and a one of a kind man about the place. Just mins drive to shops or tourist facilities. Nearby scuba facilities, waterfalls, water parks, markets, tennis , golf, riding, the list goes on, both mainstream and off piste local. For more pics follow our Instagram: klingklingbeachhouse.

Royale Escape

Phenomenal, luxurious, amazing!! This upscale north coast Runaway Bay chill-spot is a modern retreat, that is tastefully furnished, boasting swimming pool, gym and a clubhouse with breathtaking ocean views. Easy drive from Montego Bay Airport and close proximity to Jamaica's best attractions, featuring great foods and amazing entertainment spots. Dunns River Falls, Dolpins Cove, Mystic Mountain, Puerto Seco to name a few. Dive right in and enjoy this unparalled home away from home.

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.

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.

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.

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