Holiday rentals in Saint Ann's Bay

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Top-rated holiday rentals in Saint Ann's Bay

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Top guest favourite
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, 106 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!

Top guest favourite
A sandy area is highlighted by a rustic straw hut with a circular table underneath. Two log stools are placed near the table, providing seating. Surrounding greenery adds a natural touch to this peaceful outdoor space.
Villa in Ocho Rios
4.91 out of 5 average rating, 46 reviews

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.

Top guest favourite
Villa in St. Ann Parish
4.9 out of 5 average rating, 116 reviews

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,

Guest favourite
A shaded gazebo offers comfortable seating surrounded by lush greenery. Palm trees and vibrant foliage frame a view of the expansive lawn leading to the beach. The sea glimmers in the distance under a clear blue sky, creating a serene outdoor retreat.
Bungalow in Laughlands District
4.88 out of 5 average rating, 204 reviews

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.

Top guest favourite
A serene beach scene features a large tree providing shade over soft sand. The calm turquoise water extends toward the horizon, with rocky formations visible on either side. Clear blue skies complement the peaceful environment, inviting relaxation and enjoyment of the natural landscape.
Home in Saint Ann's Bay
4.96 out of 5 average rating, 50 reviews

Wonderful Life BH. Chef & driver avail. Near Ochi.

Beautiful 3 bed rm/3 bth rm beach house. *Solar system, *Satellite internet and *Reserve water tank*. Perfect for creating great memories. 10 min walk to the private beach for swimming, food & drinks. Min to KFC, Pizza hut, Starbucks, Grocery, Knustford express, Devon House I Scream. 10 min to Dunn's river, Mystic Mountain and many other tourist attractions Driver and Chef available for a fee. Need more space/multiple families? Ask about our sister property in the same community.

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
5 out of 5 average rating, 4 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 favourite
Home in Saint Ann's Bay
5 out of 5 average rating, 39 reviews

Cozy Villa In Drax Hall, Driver & Chef On Request.

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. 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.

Top guest favourite
A bright sleeping area features a spacious bed adorned with a white cover and decorative pillows. A framed art piece is displayed on the wall beside a mirror and dresser. Natural light enters through window treatments in teal, complemented by a television mounted on the wall.
Home in Saint Ann's Bay
4.97 out of 5 average rating, 95 reviews

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.

Guest favourite
A two-story villa showcases a modern Caribbean design, framed by lush greenery and tropical plants. The porch features comfortable seating under shaded beams, and a stone pathway leads to a manicured garden. Large windows invite natural light, enhancing the open and airy feel of the property.
Villa in Ocho Rios
4.93 out of 5 average rating, 116 reviews

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.

Superhost
Cottage in Saint Ann's Bay
4.84 out of 5 average rating, 57 reviews

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.

Superhost
A charming log cabin treehouse is nestled among lush greenery, featuring a wooden balcony and multiple windows. The rustic logs and slanted roof create a natural aesthetic, while the surrounding trees enhance the sense of seclusion and integration with nature.
Treehouse in Saint Ann's Bay
4.78 out of 5 average rating, 348 reviews

"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.

Guest favourite
Home in Plantation Village
4.91 out of 5 average rating, 11 reviews

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

Popular amenities for Saint Ann's Bay holiday rentals

When is the best time to visit Saint Ann's Bay?

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Avg. price$247 SGD$229 SGD$230 SGD$205 SGD$230 SGD$230 SGD$230 SGD$230 SGD$230 SGD$230 SGD$321 SGD$230 SGD
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Frequently Asked Questions

  • What are the best places to stay in Saint Ann's Bay?

    Saint Ann's Bay has stays near the town center, along the coastline, and around green hills. Many accommodations are family-friendly, and some are pet-friendly, with access to beaches or lush gardens. Look for listings that highlight proximity to local shops and parks.

  • What are the best things to do in Saint Ann's Bay with kids?

    Saint Ann's Bay has family parks, interactive museums, and gentle waterfront walks. Many families enjoy swimming at quieter beaches, nature explorations, or guided visits to local farms. Hands-on craft workshops and fruit tastings are also popular.

  • What are some of the best things to do in Saint Ann's Bay?

    Explore Saint Ann's Bay's bustling markets, wander along the seaside promenade, and visit cultural sites with local history. Many visitors enjoy relaxing at nearby beaches or discovering natural attractions like waterfalls and parks. The town has a mix of traditional and contemporary experiences.

  • How is the weather in Saint Ann's Bay?

    Saint Ann's Bay has warm temperatures year-round, ranging from 73–92°F (23–33°C), with higher rainfall in late summer and autumn. Lightweight clothing and sun protection are useful. Breezes near the coast help keep afternoons comfortable.

  • When is the best time to visit Saint Ann's Bay?

    Late winter through spring is often recommended, when temperatures are warm and rainfall is relatively low. Summer and early autumn bring heavier rains but also vibrant festivals and lush greenery. Each season has its own cultural and natural highlights.

  • What are the best places to visit in Saint Ann's Bay?

    Frequently suggested places in Saint Ann's Bay include historical town landmarks, lively market areas, and nearby beaches. The St. Ann's Bay Old Courthouse and colonial-era churches offer insight into local history. Nature lovers can explore parks and coastal scenery.

  • What are some hiking trails in Saint Ann's Bay?

    Saint Ann's Bay has scenic paths through coastal forests and natural reserves. Frequent recommendations include gentle walks along the bay and more rugged trails in nearby hills or waterfalls. Trails may vary in accessibility, so check with local guides for current conditions.

  • What are some family activities we can do in Saint Ann's Bay?

    Families can explore local parks, visit beaches, and enjoy swimming or picnicking along the waterfront in Saint Ann's Bay. Guided nature walks and visits to nearby waterfalls are often recommended. Interactive museums and cultural centers give insight into Jamaican heritage.

  • What are some of the best day trip ideas from Saint Ann's Bay?

    Day trips from Saint Ann's Bay often include visiting Dunn's River Falls, discovering Green Grotto Caves, or exploring heritage sites in neighboring towns. Nature reserves and vibrant local craft markets are frequently suggested for those seeking outdoor and cultural experiences.

  • Are there any pet friendly accommodations available in Saint Ann's Bay?

    Saint Ann's Bay has a selection of pet-friendly accommodations, including stays with outdoor space, garden access, or easy walking routes. Look for listings that mention pet policies and check whether parks nearby welcome pets.

  • What are some local tips for visiting Saint Ann's Bay?

    Saint Ann's Bay has vibrant outdoor markets, friendly vendors, and locally crafted souvenirs. Dress comfortably for warm temperatures, bring sun protection, and enjoy fresh fruit from roadside stands. Exploring with a local guide can be insightful for learning about the area's history.

  • What is Saint Ann's Bay known for?

    Saint Ann's Bay is often recognized for its rich Jamaican history, lively local markets, and nearby coastal landscapes. The area has cultural sites, colonial-era architecture, and vibrant celebrations reflecting its diverse heritage. Visitors also explore the town's connection to historical figures.

  • What are the best hidden gems to explore in Saint Ann's Bay?

    Saint Ann's Bay has lesser-known art studios, historic churches, and peaceful green spaces around town. Explore local eateries, seaside walks, or community craft workshops for unique experiences. Visiting traditional woodcarving sites is often suggested by locals.

  • What are the best foods to try in Saint Ann's Bay?

    Saint Ann's Bay has Jamaican staples like jerk chicken, fresh seafood, and ackee and saltfish. Street vendors serve patties, roasted breadfruit, and sweet treats such as coconut drops. Fruit stands around town feature tropical favorites like guava and pineapple.

  • What should I bring for a trip to Saint Ann's Bay?

    Pack lightweight, breathable clothing, sunblock, and a reusable water bottle for Saint Ann's Bay's warm weather. Swimwear and comfortable shoes are useful for outdoor activities. Including insect repellent and a hat helps for excursions in green spaces.

  • What is the nightlife in Saint Ann's Bay like?

    Saint Ann's Bay has local bars, open-air venues, and live music with reggae and dancehall. Evening markets and community gatherings create a sociable vibe. Nightlife is usually centered on music, food, and friendly conversation.

  • What are the most popular events or festivals in Saint Ann's Bay?

    Saint Ann's Bay has lively celebrations, including cultural festivals highlighting music, dance, and local food. Public holidays often bring parades and community gatherings, with concerts or arts showcases in town squares. Emancipation Day festivities and regional carnival events are frequently suggested.

  • Are there family friendly vacation rentals in Saint Ann's Bay?

    Many vacation rentals in Saint Ann's Bay are family-friendly, with features like spacious rooms, garden access, and proximity to parks or beaches. Listings frequently highlight amenities for children and safe, welcoming spaces for all ages.

Quick stats about holiday rentals in Saint Ann's Bay

  • Total holiday rentals

    Explore 100 holiday rentals in Saint Ann's Bay

  • Nightly prices starting at

    Saint Ann's Bay holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,410 verified reviews to help you choose

  • Family-friendly holiday rentals

    70 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    100 of Saint Ann's Bay holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Saint Ann's Bay rentals

  • 4.8 Average rating

    Saint Ann's Bay stays are highly rated by guests – averaging 4.8 out of 5!

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