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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 G$14,648 GYD per night before taxes and fees

  • Verified guest reviews

    Over 810 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Saint Ann's Bay vacation rentals include wi-fi 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 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

Top guest favorite
Villa in St. Ann Parish
4.9 out of 5 average rating, 117 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,

Superhost
A spacious sleeping area is highlighted by a king-size bed dressed in dark linens. A modern desk and clear chairs are positioned nearby. A large window with a decorative grid provides natural light, and a flat-screen TV is mounted on the wall.
Guest suite in Ocho Rios
4.78 out of 5 average rating, 148 reviews

HiddenTreasure Suite I 24hSec Power WIFI HWater

This suite is ideal for friends, couples, solo/business travelers which is located in upscale well sought-after Community of Draxhall Country Club which is one of the best gated communities in Jamaica. It's located close to the airport, city center and tourist attractions: Dunns River Falls Dolphine Cove Mystic Mountains Bamboo Blu Beach Draxhall Cove Ocho Rios Town Center Jerk Centers Seafood and Italian/American Restaurants Montego Bay Kingston Knutsford Express 24hrs medical services

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.

Top guest favorite
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
4.96 out of 5 average rating, 101 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.

Top guest favorite
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, 203 reviews

Tranquil Oasis Ocho Rios (Starlink / Solar)

Tranquil Oasis at Palm View is the perfect vacation hideaway! With Solar Powered Electricity and Starlink Internet 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 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.

Superhost
A comfortable seating area features a gray sectional sofa adorned with blue accent pillows. Natural light enters through sheer curtains, complemented by framed artwork on the wall. A wooden side table holds fresh flowers, while a dining table is visible in the background.
Home in Ocho Rios
4.74 out of 5 average rating, 119 reviews

Pyramid Point Manor

2 Bedroom and 2.5 Bathroom luxurious home, located in gated community with 24-hour security. The community is located 5 min outside the heart of Ocho Rios. The community has an infinity pool, basketball court, tennis court, gym and kiddie’s playground. Breath taking views of Ocho Rios and the Caribbean Sea. We are close to famous attractions such as Dunns River Falls, Dophin Cove and Mystic Mountain

Top guest favorite
An aerial view captures a coastal area featuring vibrant green landscapes, urban structures, and a serene bay. The coastline is dotted with boats, and a variety of buildings, including a hotel, is visible along the shore, highlighting the proximity to both nature and amenities.
Apartment in Ocho Rios
4.97 out of 5 average rating, 144 reviews

SCH Airbnb Mystic Ridge Resort

Come to SCHAirbnb at Mystic Ridge Resort for a spacious, family friendly atmosphere. Comfortably sleeps up to four people, with kitchen, wifi with TV in bedroom and living room. Access to pool and tennis court. Located 2.4km from Mytic Mountain and about 10 minutes walk from Ochi Rios Bay beach. Close to restaurants and transportation. Excellent picturesque view of the city.

Guest favorite
A spacious bedroom is featured with a king-size bed, adorned with a light blanket and decorative pillows. A flat-screen TV displays a logo, while natural light pours in through a window framed by patterned curtains. Lush greenery is visible outside.
Villa in St. Ann Parish
4.89 out of 5 average rating, 197 reviews

LuxuryCrest: W/ King Bed + BBQ , Near Ocho Rios

Welcome to LuxuryCrest, where Caribbean charm meets modern comfort in a peaceful, gated community. Just 15 minutes drive from vibrant Ocho Rios, our villa offers the perfect blend of serenity and adventure. Unwind on the backyard patio under twinkling string lights, challenge family to table tennis, or plan your next day's exploration of Jamaica's stunning attractions.

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

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

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$52,313 GYDG$46,454 GYDG$52,313 GYDG$47,291 GYDG$48,128 GYDG$52,313 GYDG$65,287 GYDG$52,313 GYDG$48,128 GYDG$44,780 GYDG$52,523 GYDG$37,666 GYD
Avg. temp27°C27°C27°C28°C29°C29°C30°C30°C29°C29°C28°C27°C