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Vacation rentals with a pool in Saint Ann's Bay

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Saint Ann's Bay

  • Total vacation rentals

    Explore 60 vacation rentals in Saint Ann's Bay

  • Nightly prices starting at

    Saint Ann's Bay vacation rentals start at $97 CAD per night before taxes and fees

  • Verified guest reviews

    Over 840 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    60 of Saint Ann's Bay vacation 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!

Top-rated rentals with a pool in Saint Ann's Bay

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favourite
A single-story villa is presented with a well-maintained lawn, featuring a variety of shrubs and small palm trees. The driveway accommodates a vehicle, while a covered porch with seating is visible at the front. The modern structure is complemented by a tiled roof and large windows.
Home in Saint Ann's Bay
5 out of 5 average rating, 21 reviews

Bamboo Breeze Columbus Cove Hideaway +Beach Access

Luxurious 3Br/3Ba Villa w/ Pool in an, upscale gated community-Fairway Estate. Nestled along Jamaica's picturesque North Coast in the up & coming Drax Hall community in St. Ann Parish. Min from major attractions: Ocho Rios, Dunn’s River Falls, Dolphin Cove & more . Complimentary beach access @ Columbus Cove a short walk away. Close to ample dining options: Starbucks, KFC, Pizza Hut & Devon House Ice Cream. Ample transportation options: Knutsford Express & private car service available.

Guest favourite
A serene view of the beach is captured at twilight, with gentle waves lapping at the shore. The sky transitions from soft blues to warm oranges, while palm trees stand silhouetted against the horizon. Reflections of the sunset color the wet sand.
Condo in Ocho Rios
4.87 out of 5 average rating, 135 reviews

Seaside Escape at Water Mills Villa St. Ann, JA

Escape from the "hustle and bustle" of life in your beautiful no smoking home away from home at Sea Side Escapes, Old Fort Bay, JA. Just 4 miles west of Ocho Rios & 5 minutes walking distance to our private beach in your 24 hour security gated community. Relax in our villa, complete with all the amenities that makes you feel at home. Meals can be eaten in or outdoors while sitting on the patio that overlooks beautiful tropical gardens. "Yeah Mon", take a dip in our private pool & simply relax!

Guest favourite
Villa in St. Ann Parish
4.89 out of 5 average rating, 120 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 welcoming entrance showcases a lush garden with various tropical plants, including palm trees and colorful foliage. A stone pathway leads through the greenery to a gate, while a well-maintained patio area features natural stone flooring and hints of manicured grass.
Home in Ocho Rios
4.94 out of 5 average rating, 142 reviews

Villa BiancaJel, a/c pool gym

Experience the true culture of Jamaica at Villa Biancajel, a charming cottage located in the new development of DraxHall Country Club, located less than 10 minutes from Ocho Rios' main attractions. With an open concept living, dining & kitchen area, this is an ideal getaway for families or close friends wanting a true bonding experience. Enjoy the backyard which has a wooden deck nestled in lush vegetation with fruit trees, a perfect space for relaxing & having memorable moments with friends.

Top guest favourite
Townhouse in Ocho Rios
4.97 out of 5 average rating, 138 reviews

My Palm Retreat, POOL, Gated, Fully A/C, King Bed

Luxe Modern Centrally Located Open Concept W/ Modern Decor.8bed| 2.5 Baths, Liv, Dining, Well Equipped Kitchen , Sparkling Pool w/ Gazebo, games, Pool Table.Spacious master w/ nightstands and a dresser, plus a spa-like ensuite bathroom. Large enclosed Patio.2nd Bedroom w/Queen Bed, Daybed with trundle, TV, nightstand,3rd bedroom Twin and bunk bed, nightstand and dresser. 2nd Bath Rainhead Shower.5 minutes to Pearly Beach,Laughing Waters,Dunn’s River Falls,Mystic Mountain,Dolphin Cove,1212L

Top guest favourite
A private pool is showcased, featuring a vibrant blue mosaic tile border. A waterfall feature cascades gently into the clear water. Surrounding palm trees and greenery provide a tropical ambiance, creating a relaxing outdoor space for enjoyment.
Home in Saint Ann's Bay
4.97 out of 5 average rating, 37 reviews

Drax Hall 63 - Ocho Rios Home w/ Private Pool

Quaint and private home with backyard pool in Drax Hall Country Club. Fully air conditioned with 3 bedrooms, 3 bathrooms, living and dining with a fully equipped kitchen. Enjoy a tropical getaway whether traveling with family, friends, or celebrating a special occasion. Enjoy this tropical oasis with lush greenery, pool, patio and lounge area for complete relaxation and entertainment. The home is minutes away from major attractions and beaches including Dunn's River Falls and Dolphin Cove.

Superhost
Condo in St Ann
5 out of 5 average rating, 4 reviews

The Vue @ Paradisiac ~ Private Beach ~ Pool ~Gated

Escape to your own slice of paradise at Paradisiac Beach Club. Just a short stroll from the shoreline, this stylish one-bedroom retreat offers the perfect balance of relaxation and convenience. Enjoy the most amazing “vue” of the Caribbean Sea in the distance from this 3rd floor condo, and everything you need for an unforgettable Jamaican getaway Why You’ll Love This Home ✔︎ Secure gated community with 24/7 security ✔︎ Pool/Beach access ✔︎ Free onsite parking ✔︎︎ Fully air-conditiond

Guest favourite
Villa in Ocho Rios
4.8 out of 5 average rating, 153 reviews

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.

Top guest favourite
A private pool area is featured with a clear blue water pool, surrounded by lush greenery and lounge chairs. The backdrop includes a two-story townhouse and a hilly landscape, adding to the tranquil environment.
Townhouse in St. Ann Parish
4.96 out of 5 average rating, 213 reviews

Tranquil Oasis Ocho Rios (Starlink / Solar)

Tranquil Oasis at Palm View is the perfect vacation hideaway! With Solar Powered Electricity and Starlink Internet as well as back up water supply and located in the gated complex of Palm View Estate in Drax Hall, this property is just mere minutes away from the resort town of Ocho Rios and is in close proximity to all-inclusive hotels, beaches, restaurants, shopping, entertainment, notable tourist attractions major international airports and Knutsford Express.

Guest favourite
Home in Saint Ann's Bay
4.89 out of 5 average rating, 36 reviews

Luxury Villa 1br | Eight Rivers

Charming One-Bedroom Villa in Marina Villas, Drax Hall – Ocho Rios, This fully equipped one-bedroom villa offers the perfect blend of comfort, convenience, and Caribbean charm. Access to a range of amenities: Swimming pool Fitness centre Residents-only private beach 24-hour security and gated Located just minutes from the vibrant town of Ocho Rios, with shops, restaurants, Dunn’s River Falls, and local attractions within easy reach.

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
4.95 out of 5 average rating, 107 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, 120 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.

Popular amenities for Saint Ann's Bay rentals with a pool

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

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