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Vacation rentals with a pool in Saint Ann's Bay

Find and book unique homes with a pool on Airbnb

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
An aerial view captures the expansive Marina Villas community, nestled against a backdrop of lush greenery and the serene ocean. The beach gently curves along the shore, with a dock extending into the water, providing an inviting scene of coastal tranquility.
Villa in Saint Ann's Bay
5 out of 5 average rating, 35 reviews

3BR Beach Villa w/ Private Chef, Pool, Security

Your dream Jamaican getaway at this Luxury 3-Bedroom Villa located in the premier Marina Villas Community within the upscale Drax Hall Estates. This is a full-service vacation designed for ultimate relaxation and convenience and includes unparallel luxury of: ✔ Private Chef (8am-5 pm) ✔ Beachfront location with Private Beach Access ✔ Pool & Courts (Tennis & Basketball) ✔ 24/7 Security ✔ Complimentary Bicycles (3 Adult, 1 Child) ✔ High Speed Wi-Fi & Dedicated Workspace ✔ Full Kitchen & BBQ Grill

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
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, 111 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 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,

Guest favorite
A tranquil beachfront scene features two lounge chairs with blue cushions, positioned on soft sandy shores. A shaded cabana draped in blue fabric stands nearby, overlooking calm turquoise waters that gently lap at the beach, embodying a serene coastal environment.
Home in Saint Ann's Bay
4.92 out of 5 average rating, 59 reviews

Beachfront 4BR Villa: Chef, Butler, Transfers Incl

Welcome to your exquisite beachfront villa, Destiny, a 4-bedroom sanctuary where luxury meets coastal charm. Revel in sweeping ocean vistas from your exclusive rooftop terrace, bask in the coastal breeze on your patio steps from the shore & witness breathtaking sunsets. With a personal chef to elevate your experience, a dedicated housekeeper, every moment from sunrise to sunset promises an unparalleled trifecta of indoor luxury, outdoor serenity & top-notch amenities at our beachfront haven.

Guest favorite
An outdoor dining table is set with plates and cups, accompanied by a centerpiece of fresh fruit. The table overlooks a grassy area leading to the shoreline, providing views of the Caribbean Sea. The calm waters and rock formations are visible in the background.
Condo in Tower Isle
4.9 out of 5 average rating, 102 reviews

Fantastic 2BR Seafront Apt Sea Palms..Ocho Rios

Premium Apt coastal decor done to a high standard. Spacious, airy, lots of light & comfortable. Spectacular sea views . Steps from the Pool and Beach Cove. Fully equipped with linen, towels etc. Kitchen features granite counter tops with all amenities. Sea Palms is 7 minutes east of Ocho Rios. Restaurants, Shopping, Attractions. Self catering or Housekeeper/Cook on request at reasonable costs. Laundry Service included INSTANT BOOKINGS NOT ACCEPTED FOR SAME DAY & NOT ON SAT OR SUN.innong.

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

Top guest favorite
Home in Saint Ann's Bay
5 out of 5 average rating, 40 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 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.

Guest favorite
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, 117 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.

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, 202 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.

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, 118 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

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$52,263 GYDG$46,409 GYDG$52,263 GYDG$47,246 GYDG$48,082 GYDG$52,263 GYDG$65,224 GYDG$52,263 GYDG$48,082 GYDG$44,737 GYDG$52,472 GYDG$37,629 GYD
Avg. temp27°C27°C27°C28°C29°C29°C30°C30°C29°C29°C28°C27°C

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$14,634 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!