
Villa holiday rentals in Saint Ann
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Top-rated villa rentals in Saint Ann
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Villa354-Pvt. Pool Sleep to 16 w/Chef Option
A beautiful and relaxing home within a safe and secure 24-hr gated community. It's the perfect getaway with all the amenities- a private pool, air-conditioning, and large flat screen tv in each room and individual bathrooms. Villa 354 is perfectly situated right across the street from Plantation Cove where the famous Rebel Salute is hosted. The famous Ocho Rios, Dunns River Falls, Mystic Mountain, and Swimming with The Dolphins are only 10 minutes away! Low $ Airport transportation available!

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!

Sweet Oasis, Draxhall Polo Villa #8
This beautiful villa is part of a 17 unit gated community with 24/7 security. There is a swimming pool on site. Guest have pre-arranged access to a private beach located 5min drive or 20 mins walk from the house. Close by attractions such as Dolphin's Cove, Dunn's River Falls, Chuka cove, Mystic mountain, Downtown Ocho Rios and many more attractions are 10mins drive from the house. Walking distance from Knutsford Express, Scotchie's Jerk other restaurants, Pharmacy, Grocery, Gas station,

Archer's Rock-Luxurious 3 B/R/Private Plunge Pool
Archer's Rock, Villa 1 at Chukka Cove Come for the Food, Stay for the Relaxation, Leave with Unforgettable Memories! ~3 bedrooms, stairs enclosure with private Plunge pool~private cook Escape to a tropical paradise, where breathtaking views, mouth-watering cuisine, and serene relaxation await. Whether you're unwinding by the pool, exploring the stunning cove, or savouring a delicious meal, every moment becomes a cherished memory. Book your stay today and experience the magic of Chukka Cove!

10 min to Runaway Bay Beach-Full Kitchen-BBQ
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.”

Dream Villa Private Pool Ocho Rios
Your dream of a relaxing surreal home away from home is located in the newly constructed, quiet gated community of Drax Hall Country Club, St. Ann. A true oasis, with its own private swimming pool, security cameras , air condition units in entire home, celing fans and smart TV's and free Wi Fi. The villa is withen 10 minutes of all major tourist attractions , Dunns river, Dolphen cove,Chukka Cove ,Mystic Mountain. The villa has 3 beadrooms, 2 bathrooms and sleep a maximum of 6 guest.

Coastal Haven: Your Tropical Oasis
Coastal Haven Villa is a new 3 bdr / 2 bath located within the gated community of Richmond Estate, St Ann with 24/7 security. The villa boast air conditioning in all bedrooms and the villa is sanitized to meets COVID19 protocols. The community pool is a 2 min walk away and you'll enjoy sea & mountain views. It's in close proximity to Richmond private beach, Ocho Rios, Puerto Seco Beach, Dunn's River, Chukka Cove, Mystic Mountains, Dolphins Cove, and many more Beaches/Restaurants.

Luxury Oceanfront villa, Tallawah#6 at Chukka Cove
Escape to Paradise at TALLAWAH, Villa 6 Unwind in this stylish two-bedroom villa on Jamaica’s north coast, tucked away in the exclusive Chukka Cove. Sweeping views of the Caribbean Sea and sunsets to match. Enjoy an open-concept living space with French doors, open to lush garden and seaside patio, perfect place to relax and recharge. Peaceful, romantic, unforgettable! Brings the magic of Jamaica to your doorstep. Come. Relax. Unwind. Experience the magic of Tallawah Villa 6.

Seraphina Palms ~ A Slice of Jamaican Heaven
Look no further for your perfect island villa is a 3 bedroom/3 bathroom located within a gated community. This luxurious holiday home is accompanied by an exquisite community pool, and an enchanting private beach, The Cove. You will feel at home with our fully equipped modern kitchen, our open plan living/dining area and ensuite bathrooms. Never feel safer with our round the clock security and never have more fun with multiple activities just a short car ride away.

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.

Luxury Family Villa with pool-weddings long stays
Welcome to your private luxury family villa, a fully staffed tropical retreat designed for comfort, celebration, and connection. Surrounded by lush gardens and featuring a sparkling private pool, this elegant villa is perfect for families, weddings, and special events. Enjoy personalized meal service, daily housekeeping and resort-style amenities for a seamless stay — whether for a week or an extended escape.
Popular amenities for Saint Ann villa rentals
Private villa rentals

Yellow House: Solar-Powered Retreat

3 BR/3.5 BA Villa Private Pool. FREE Beach Club

Villa Oasis: Modern/Private Beach/Oceanfront

TamrichTouchofParadise2

Beautiful Modern, Luxury Villa, newly built

3 LittleBirds @ Richmond (3Bdr + Loft)

Vinmar Villa (Cozy, Private Pool and Beach access)

Welcome to Serenity Oasis Villa
Luxury villa rentals

Baywatch-Seaside villa, spectacular location, pool

Artvark Retreat above Ocho Rios in Jamaica

“SeaMeYah” Traditional Jamaican Villa

5-Star Oceanview 3BR Villa w/Pool, Chef & Driver

Pimento Villa

Emerald Suites @lapaz

Oceanfront Hideaway villa | Ocean + Sunset Views

Groups: Entire Property Available
Villa rentals with a pool

3BR l 24/7 Security l Pool l Beach | AC | Sleeps 6

Villa with Chef, Private Beach & Pool

De Sonja *3BR/2B *BEACH- 2 min walk*24/7 Security

SettleDown-Ocean Front w/Private Plunge Pool/Chef

Ramesh's Luxury 2-Bedroom Villa

Oceanfront, Luxury Villa @ Chukka Cove, St Ann’s

1 Bdrm Dream Villa~Modern and Spacious

Island Oasis: Villa in Richmond — Ocho Rios, JA
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