
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 $90 SGD 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 & child-friendly amenities

Pet-friendly holiday 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 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.

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!

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!

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.

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

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.

NEW~ Pool Access 3BR •Gated • Walk to the Beach
Welcome to your island getaway where laid-back coastal living meets modern comfort. This spacious 3-bedroom, 3.5-bath vacation home is perfectly designed for you with a quick stroll to the onsite private beach ✨ Why You’ll Love This Home ✔︎ Private beach access ✔︎ Secure gated community with 24/7 security ✔︎ Pool access ✔︎ Spacious, modern design ✔︎ Seamless self check-in via keypad ✔︎ Free on-site parking ✔︎ Fully air-conditioned
Popular amenities for Saint Ann's Bay rentals with a pool
House rentals with a pool

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

Beachfront 4BR Villa: Chef, Butler, Transfers Incl

Bamboo Breeze Columbus Cove Hideaway +Beach Access

Bamboo Breeze Villa 4Bdr PVT Pool Richmond St Ann

House of Amour

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

Sun Shine Luxury Villas 2bedroom Pool&Gym OchoRios

Jack's Villa with Private Pool and Beach Access
Apartment 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

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

DraxHall~3BR~Pool~Beach Access| 24hr Security

Obsidian Luxury Ocean Oasis

Beach Front Villa with Cook

Design-led villa near beach with private yard

Beachside Bliss at Paradisiac Beach Club

Salt & Breeze Villa - Apartment in Ocho Rios

The Johnson's Beach Paradise w/Chef, Pool, Gated

St. Ann's Luxury Beach Front Villa
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 | $320 SGD | $284 SGD | $320 SGD | $320 SGD | $275 SGD | $320 SGD | $399 SGD | $320 SGD | $294 SGD | $274 SGD | $321 SGD | $230 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
- Portmore Holiday rentals
- George Town Holiday rentals
- Trinidad Holiday rentals
- Mandeville 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
- Hope Botanical Gardens
- Emancipation Park
- University of the West Indies
- YS Falls
- Fort Clarence Beach
- Reggae Beach
- Devon House
- Harmony Beach Park
- Strawberry Hill
- Martha Brae Rafting Village
- Somerset Falls
- Bob Marley's Mausoleum
- Turtle River Park
- Whispering Seas
- Konoko Falls
- Independence Park
- Dead End Beach
- Coral Cliff





