
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.

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.

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!

Private Seafront Villa near Ochi
Located directly on the ocean and room for 7 -- bring the Fam! Stylish Villa with three bedroom plus sleeper-den with four full bathrooms offers Caribbean charm and modern sensibilities. Full kitchen, super-comfy living area fronts an expansive dining/bar and lounge area with views of the sea that go on forever. Included: Starlink Wifi, a 65" SmartTV and a/c throughout; your private housekeeper/cook is there to take care of your every need. Enjoy a unique, relaxing Jamaican vacation today!

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.

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.

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

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.

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.

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.

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

Soulful Serenity

House of Amour

Private beach. Chef & driver avail$. Near Ochi. 5*

Experience Luxury/PS5/Wifi/65'TV/Cozy Bed/5min twn

R&R Beach Daze Retreat Secured & close to beach

Jack's Villa with Private Pool and Beach Access

Star Apple Getaway |Pool |Playground

Sunflower Vacation Villa Ocho Rios 2 bedrooms
Condo rentals with a pool

Jamaica Ocho Rios - Island Breeze villa

The Ocean Ridge - Ocho Rios, Stunning Sea Views

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

Bayview Ocho-Rios Beach

SalemSuites1 Walk to beach &Sharkies Restaurant

Fantastic 2BR Seafront Apt Sea Palms..Ocho Rios

Ocho Rios Bay Beach Studio

Beachfront apartment Ocho Rios
Other vacation rentals with a pool

Blue Haven @ Richmond (3 Bdr + Loft Villa)

Zuma Villa|3BR|Rooftop|Gated|Pool|10 min Beach

Obsidian Luxury Ocean Oasis

Modern 2BR @ Paradisiac Beach Club

Salt & Breeze Villa - Apartment in Ocho Rios

Beachside Bliss at Paradisiac Beach Club

Richmond Estate 3rd floor condo~ Pool~Beach Access

The Johnson's Beach Paradise w/Chef, Pool, Gated
When is the best time to visit Saint Ann's Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $348 CAD | $309 CAD | $348 CAD | $348 CAD | $299 CAD | $348 CAD | $435 CAD | $348 CAD | $320 CAD | $298 CAD | $350 CAD | $251 CAD |
| 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 Vacation rentals
- Montego Bay Vacation rentals
- Ocho Rios Vacation rentals
- Negril Vacation rentals
- Portmore Vacation rentals
- George Town Vacation rentals
- Trinidad Vacation rentals
- Mandeville Vacation rentals
- Hellshire Vacation rentals
- Santiago de Cuba Vacation rentals
- Spanish Town Vacation rentals
- May Pen Vacation rentals
- Ocho Rios Bay Beach
- Rose Hall Great House
- Bob Marley Museum
- Hellshire Beach
- Doctor's Cave Beach
- Phoenix Park Village
- Hope Botanical Gardens
- Emancipation Park
- University of the West Indies
- YS Falls
- Fort Clarence Beach
- Reggae Beach
- Devon House
- Strawberry Hill
- Harmony Beach Park
- Rafjam Bed & Breakfast
- Green Grotto Caves
- Martha Brae Rafting Village
- Somerset Falls
- Bob Marley's Mausoleum
- Turtle River Park
- Dolphin Cove Ocho Rios
- Whispering Seas
- Konoko Falls





