
Holiday rentals with a pool in Saint Ann's Bay
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Saint Ann's Bay

Total holiday rentals
Explore 60 holiday rentals in Saint Ann's Bay

Nightly prices starting at
Saint Ann's Bay holiday rentals start at $89 SGD per night before taxes and fees

Verified guest reviews
Over 810 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
60 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!
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.

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

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!

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,

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.

Cool Vibes Villa
This Cool Vibes home is located in Draxhall Country Club, a private, gated community with 24 hour security upon entry and exit. Come immerse yourself in the true culture of Jamaica in a laid back home located less than 10 minutes from Ocho Rios’ main attractions. The open concept living, dining & kitchen is an ideal place for families and friends to bond and reminisce. Enjoy the Mountain View’s and serenity of the backyard while you soak up some rays or just relax- everything will be “ire."

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

Dream Villa Private Pool Ocho Rios
Your dream of a relaxing surreal home away from home is located in the newly constructed, quiet gated community of Drax Hall Country Club, St. Ann. A true oasis, with its own private swimming pool, security cameras , air condition units in entire home, celing fans and smart TV's and free Wi Fi. The villa is withen 10 minutes of all major tourist attractions , Dunns river, Dolphen cove,Chukka Cove ,Mystic Mountain. The villa has 3 beadrooms, 2 bathrooms and sleep a maximum of 6 guest.

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.

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.

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.

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.

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
House rentals with a pool

Soulful Serenity

The Orchid Botans w/private chef & beach

Pyramid Point Manor

Bamboo Breeze Columbus Cove Hideaway +Beach Access

BlissVilla:Infinity pool, stunning sea/mtn views

R&R Beach Daze Retreat Secured & close to beach

JACA Paradise/Cozy 3 Bedroom/DunnsRiverFalls/Beach

Tranquil Times villa
Apartment rentals with a pool

clean, comfy & quiet w/views * No Fees *

One of Ocho Rios Best Getaway Airbnb!

Jamaica Ocho Rios - Island Breeze villa

2 nights free-Million $ View "Best location in JA"

Bayview Ocho-Rios Beach

Fantastic 2BR Seafront Apt Sea Palms..Ocho Rios

Ocho Rios Bay Beach Studio

2 bedroom Oceanfront condo with a pool
Other holiday rentals with a pool

Blue Haven @ Richmond (3 Bdr + Loft Villa)

Elegant*3BR/2BA*GatedVilla: Pool*NearFalls*Beaches

Exoria Cottage

4 Bedroom with Private Beach

PalmBlossomJA (Private Pool)

Lil' Slice of Heaven JA Ocho Rios

SweetOasis•KingBed•Pool•AC•BBQ•250Mbps•SolarPower

Onyx Villa @ The Cove, Ocho Rios
When is the best time to visit Saint Ann's Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $319 SGD | $283 SGD | $319 SGD | $288 SGD | $293 SGD | $319 SGD | $398 SGD | $319 SGD | $293 SGD | $273 SGD | $320 SGD | $229 SGD |
| Avg. temp | 27°C | 27°C | 27°C | 28°C | 29°C | 29°C | 30°C | 30°C | 29°C | 29°C | 28°C | 27°C |
Destinations to explore
- Kingston Holiday rentals
- Montego Bay Holiday rentals
- Ocho Rios Holiday rentals
- Negril Holiday rentals
- Trinidad Holiday rentals
- Portmore Holiday rentals
- Mandeville Holiday rentals
- Santiago de Cuba Holiday rentals
- Treasure Beach Holiday rentals
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- Rentals with a washing machine and dryer Saint Ann's Bay
- Fitness-friendly rentals Saint Ann's Bay
- Rentals with outdoor seating Saint Ann's Bay
- Family-friendly rentals Saint Ann's Bay
- Rentals with a patio Saint Ann's Bay
- Rentals with beach access Saint Ann's Bay
- House rentals Saint Ann's Bay
- Villa rentals Saint Ann's Bay
- Rentals with pools Saint Ann
- Rentals with pools Jamaica
- Ocho Rios Bay Beach
- Rose Hall Great House
- Bob Marley Museum
- Phoenix Park Village
- Hellshire Beach
- Hope Botanical Gardens
- Doctor's Cave Beach
- Emancipation Park
- Sabina Park
- YS Falls
- Reggae Beach
- Fort Clarence Beach
- University of the West Indies
- Lovers Leap
- Harmony Beach Park
- Strawberry Hill
- Turtle River Park
- Green Grotto Caves
- Rafjam Bed & Breakfast
- Devon House
- Somerset Falls
- Dolphin Cove Ocho Rios
- Bob Marley's Mausoleum
- Martha Brae Rafting Village





