Vacation rentals in Saint Ann

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Top-rated vacation rentals in Saint Ann

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Superhost
The exterior of a modern two-story building is showcased, featuring a combination of light and dark materials. Lush greenery surrounds the property, and a driveway leads to a garage. Large windows provide ample natural light, while balconies add to the contemporary aesthetic.
Home in Plantation Village
5 out of 5 average rating, 10 reviews

Elite Escape @ Paradisiac (near Ocho Rios)

Escape to paradise in this stylish & fun 3-bedroom, 3.5-bath beachside retreat near Ocho Rios! Perfect for families, this spacious home combines modern design & tropical charm. Enjoy bright, airy interiors, comfortable beds, and an open living space ideal for creating memories. With a view of the Caribbean Sea, you’ll find relaxation and adventure at your doorstep. Whether you’re soaking up the sun, exploring local attractions, or simply unwinding, this family-friendly getaway is yours to enjoy!

Guest favorite
Villa in Runaway Bay
4.97 out of 5 average rating, 34 reviews

Ocean View • Pool • Pickleball • Gated | For 12

Welcome to Villa Palaav - A modern oasis in a private gated community Perfect for: • Birthday trips • Bachelor/Bachelorette groups • Family reunions • Friends trips • Retreats 🎉 Celebration Pkgs starting at US$350 This 6-bedroom Ocean View Villa features three 2 bedroom, apt-style King suites, each with private kitchens, 1–2 bath, and open-concept living areas, solar power, rainwater harvesting & smart cooling Amenities include: • Private pool • Pickleball court • Billiards room • Mini golf

Top guest favorite
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
4.92 out of 5 average rating, 112 reviews

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!

Superhost
Aerial view of the complex reveals a large swimming pool surrounded by lounge chairs and tropical greenery. Nearby, a clubhouse with shaded areas and outdoor seating is visible. Tennis courts can be seen to the left, with scenic hills in the background and well-maintained grounds beyond.
Condo in Richmond
4.93 out of 5 average rating, 138 reviews

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

Guest favorite
The villa's exterior is showcased with a well-maintained façade, featuring decorative arches above large windows. The front entrance is framed by double doors. A paved driveway leads to a garage, with tropical plants lining the pathway and a backdrop of rolling hills under a clear blue sky.
Villa in Runaway Bay
4.83 out of 5 average rating, 47 reviews

Lakeside Villa • Spacious Villa Near the Beach

Welcome to this beautiful cosy villa, located in a quiet neighbourhood of Runaway Bay, featuring 3 bedrooms and 2 bathrooms. There is 24 hour security in the gated community. We're located 1 hour from Kingston, 45 min from Montego Bay and 15 min from Ocho Rios which includes many tourist attractions such as Dunn's River Falls, Dolphin Cove, Mystic Mountain, Chukka Cove, River rafting and Ocho Rios shopping complex. Enjoy a relaxed environment with sea breeze and a mountain view. Contact us!

Superhost
The two-story villa is shown at dusk, with warm light glowing from the large open spaces inside. Comfortable lounge chairs line the stone pathway, leading to a spacious garden. Lush greenery surrounds the villa, creating a serene outdoor environment.
Villa in St Ann
4.71 out of 5 average rating, 7 reviews

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.

Top guest favorite
Home in Saint Ann's Bay
5 out of 5 average rating, 42 reviews

Drax Hall Villa, Private Beach, 5-Star Hosting

15 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. Complimentary access to private beach: The Cove, which is a 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 favorite
Apartment in Salem
5 out of 5 average rating, 14 reviews

Beachside Bliss at Paradisiac Beach Club

Welcome to your coastal escape at the exclusive ‎Paradisiac Beach Club where luxury meets laid back island charm our beachside retreat offers the perfect blend of comfort and style, just moments from pristine white sands and turquoise Waters. whether you’re looking to sip cocktail at sunset, unwind in the serene seaside setting or explore vibrant, local culture this is the ideal base for your dream getaway.

Guest favorite
Home in Discovery Bay
4.88 out of 5 average rating, 16 reviews

Chillin in D’Bay

Come Chillin’ in D’Bay — Your Home Away From Home 🇯🇲 Stay in our cozy, modern tropical home in Discover Bay, St. Ann. 2 bedrooms • 2 bathrooms • Ocean view • Gated community Just 5 minutes from the beach, with outdoor dining, laundry, and all the comforts you need — budget-friendly and full of island vibes. Relax, explore, and enjoy Jamaica — come chill with us in D’Bay! 🌴

Guest favorite
An aerial view of a large traditional villa showcases a distinctive roof with multiple peaks. The extensive property features a green lawn, a spacious pool in the back, and neighboring trees that provide natural shade.
Villa in St. Ann Parish
4.87 out of 5 average rating, 31 reviews

“SeaMeYah” Traditional Jamaican Villa

Enjoy our large traditional villa located in the upscale gated-community of Mammee Bay Estates. There is space for the whole family or large groups to enjoy vacation, relax and unwind. Housekeeping and security inclusive. Caretaker/ Security lives on property in a separate building. Chef and meal plan options available at an additional cost.

Guest favorite
A backyard oasis is showcased with a clear blue swimming pool surrounded by a tiled patio. Four lounge chairs are positioned near the pool, and lush greenery provides a natural backdrop. A shaded area is visible with a water tank in the background.
Villa in St. Ann Parish
4.84 out of 5 average rating, 165 reviews

Zade's Vacation Home w/Private Pool, Jaccuzi, BBQ

We have the perfect spot for a getaway with family and friend!. We are conveniently located 6 minutes from the town of Ocho Rios, 2 mins from the highway and in close proximity to most of the island's attractions. Our property is very modern and equipped with a backyard pool and a BBQ pit. Please feel free to request additional information.

Guest favorite
The exterior of the villa features a contemporary design with large glass windows and a prominent central entrance. Lush greenery is positioned around the property, and potted plants are strategically placed near the entrance. The structure is complemented by a wooden awning and a modern color palette.
Apartment in Rio Nuevo
5 out of 5 average rating, 33 reviews

Villa Topenga Luxury One Bedroom - West Wing

Escape to your own slice of Jamaican luxury at Villa West, a stunning 1-bedroom apartment situated just moments from Sugar Pot Beach, Ocho Rios and Dunn’s River Falls. This impeccably designed haven offers the perfect blend of comfort and sophistication, ideal for a romantic getaway, friend’s trip or a relaxing family vacation.

Popular amenities for St. Ann Parish vacation rentals

  1. Airbnb
  2. Jamaica
  3. Saint Ann