
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 $120 NZD per night before taxes and fees

Verified guest reviews
Over 840 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
60 of Saint Ann's Bay holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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.

Villa354-Pvt. Pool Sleep to 16 w/Chef Option
A beautiful and relaxing home within a safe and secure 24-hr gated community. It's the perfect getaway with all the amenities- a private pool, air-conditioning, and large flat screen tv in each room and individual bathrooms. Villa 354 is perfectly situated right across the street from Plantation Cove where the famous Rebel Salute is hosted. The famous Ocho Rios, Dunns River Falls, Mystic Mountain, and Swimming with The Dolphins are only 10 minutes away! Low $ Airport transportation available!
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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!
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House of Amour
House of Amour is located at the Drax Hall Country Club, a secured gated community just on the outskirt of Ocho Rios, St. Ann. This stunning fully ac villa offers 3 bedrooms, 2 bathrooms, open concept living room/ kitchen, solar water heater, a community pool, tennis court and gym. It is less than 10 minutes drive from the resort town of Ocho Rios, approximately 5 minutes from the world famous Dunns River Falls and within close proximity to several exquisite beaches and other great attractions.
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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,
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Star Apple Getaway |Pool |Playground
Relax with the entire family at this peaceful, relaxing & modern getaway. Located in the well sought after gated community, The Crest in Richmond Estate, St Ann. Equipped with 24hr security & surveillance. The complex offers supermarket, private beach, infinity pool, lounge, gym, tennis court, basketball court, children’s playground , panoramic view of the Caribbean Sea & a tranquil space. This house is well suited for up to 8 guests. This listing has outdoor cameras monitoring the premises.
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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.
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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
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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.
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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.
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Lux Retreat|3BR|Gated Cmty|Pool|5 min to Beach|Gym
Escape to luxury at this modern villa in the exclusive Pyramid Point Gated Community with 24-hour security. Enjoy hot water, solar power, and super-fast Starlink WiFi. PRIME LOCATION: 5 min to Ocho Rios Beach, 10 min to Dunn’s River Falls & Dolphin Cove, 15 min to Chukka Adventures. Relax in the infinity pool with ocean views, hit the gym, play tennis, basketball, or ping pong, or let kids enjoy the playground. Comfort, privacy, and adventure await!
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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.
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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.
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Popular amenities for Saint Ann's Bay rentals with a pool
House rentals with a pool

Experience Luxury/PS5/Wifi/65'TV/Cozy Bed/5min twn
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Contemporary Paradise near Ocho Rios
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NEW~ Pool Access 3BR •Gated • Walk to the Beach
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Beachfront 4BR Villa: Chef, Butler, Transfers Incl
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Private beach. Chef & driver avail$. Near Ochi. 5*
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Oasis by the Bay, private pool/hot tub, near Ochi
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4 Season Villas, 2 Mins Drive Central Ocho Rios
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Zuma Villa|3BR|Rooftop|Gated|Pool|10 min Beach
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Condo rentals with a pool

SalemSuites1 Walk to beach &Sharkies Restaurant
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Seaside Escape at Water Mills Villa St. Ann, JA
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2 nights free-Million $ View "Best location in JA"
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Central Ochi Studio!Alexa Smarthome+SeaView+2Pools
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The Ocean Ridge @ SC:Ocho Rios, Stunning Sea Views
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Jamaica Ocho Rios - Island Breeze villa
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Spacious Ocho Rios Beach Apt with A/C, Cable& WiFi
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Fantastic 2BR Seafront Apt Sea Palms..Ocho Rios
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Other holiday rentals with a pool

Zade's Vacation Home w/Private Pool, Jaccuzi, BBQ
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Private Seafront Villa near Ochi
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Obsidian Luxury Ocean Oasis
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Beach Front Villa with Cook
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The Johnson's Beach Paradise w/Chef, Pool, Gated
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Dream Polo Villas with Private Pool and Beach
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Jam Vibes Villas Luxury Retreat in Ocho Rios
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Ocean View • Pool • Pickleball • Gated | For 12
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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 | $430 NZD | $382 NZD | $430 NZD | $430 NZD | $370 NZD | $430 NZD | $537 NZD | $430 NZD | $396 NZD | $368 NZD | $432 NZD | $310 NZD |
| 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
- Negril Holiday rentals
- Ocho Rios Holiday rentals
- Portmore Holiday rentals
- George Town Holiday rentals
- Mandeville Holiday rentals
- Trinidad Holiday rentals
- Hellshire Holiday rentals
- Santiago de Cuba Holiday rentals
- Spanish Town Holiday rentals
- May Pen Holiday rentals
- Ocho Rios Bay Beach
- Rose Hall Great House
- Bob Marley Museum
- Hellshire Beach
- Doctor's Cave Beach
- Phoenix Park Village
- Emancipation Park
- Hope Botanical Gardens
- University of the West Indies
- YS Falls
- Fort Clarence Beach
- Devon House
- Reggae Beach
- Rafjam Bed & Breakfast
- Harmony Beach Park
- Martha Brae Rafting Village
- Somerset Falls
- Green Grotto Caves
- Strawberry Hill
- Bob Marley's Mausoleum
- Turtle River Park
- Dolphin Cove Ocho Rios
- Whispering Seas
- Independence Park





