
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 G$14,642 GYD 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 & kid-friendly amenities

Pet-friendly vacation rentals
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 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!
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!

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.

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.

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.

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

Deluxe Richmond Retreat w/ Spectacular Amenities
Immerse yourself in a deluxe villa at Richmond Estates, just 15 minutes from Ocho Rios. Enjoy our Premier Sports and Fitness Complex in a club house setting with gym, spa, tennis, basketball, badminton courts, infinity pool, jogging track, bar, restaurants, and grocery store. Ready to elevate your living experience? Book your stay now and enjoy modern comfort and suburban tranquility at Richmond Estates. Your dream getaway awaits!

Tranquil Times villa
Tranquil Times Villa is located just minutes outside of downtown Ocho Rios. We are located in a private, gated community with 24-hour live security. We are conveniently located within minutes of all major attractions and hotels. Airport Transportation will be arranged. We are fully staffed and cannot wait to help make your vacation one you won't ever forget!!!
Popular amenities for Saint Ann's Bay rentals with a pool
House rentals with a pool

House of Amour

Sun Shine Luxury Villas 2bedroom Pool&Gym OchoRios

Luxury Villa 1br | Ocho Rios

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

Modern, Family 3BR w/ Pool & Gym

Oasis by the Bay, private pool/hot tub, Drax Hall

Drax Hall 63 - Ocho Rios Home w/ Private Pool

Zuma Villa|3BR|Rooftop|Gated|Pool|10 min Beach
Condo rentals with a pool

Jamaica Ocho Rios - Island Breeze villa

2 bedroom Oceanfront condo with a pool

The View@Sky Castles, Columbus Heights

Fantastic 2BR Seafront Apt Sea Palms..Ocho Rios

SalemSuites1 Walk to beach &Sharkies Restaurant

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

Central Ochi Studio!Alexa Smarthome+SeaView+2Pools

3BR Beachfront Condo · Pool · Chef · Ocho Rios
Other vacation rentals with a pool

Private Seafront Villa near Ochi

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

Drax Hall Villa /Pool/Beach/Solar Powered/Starlink

SettleDown-Ocean Front w/Private Plunge Pool/Chef

Coral Breeze Villa|Gated|Beach Access|Pool

Richmond Estate 3rd floor condo~ Pool~Beach Access

Beachside Bliss at Paradisiac Beach Club

Villa-Serene a Mid-Century Modern Island Retreat.
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 | G$52,294 GYD | G$46,437 GYD | G$52,294 GYD | G$47,274 GYD | G$48,111 GYD | G$52,294 GYD | G$65,263 GYD | G$52,294 GYD | G$48,111 GYD | G$44,764 GYD | G$52,503 GYD | G$37,652 GYD |
| 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
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- Rentals with a washer and dryer Saint Ann's Bay
- Rentals with beach access Saint Ann's Bay
- Rentals with outdoor seating Saint Ann's Bay
- Villa rentals Saint Ann's Bay
- House rentals Saint Ann's Bay
- Family-friendly rentals Saint Ann's Bay
- Fitness-friendly rentals Saint Ann's Bay
- Rentals with a patio Saint Ann's Bay
- Rentals with pools Saint Ann
- Rentals with pools Jamaica
- Ocho Rios Bay Beach
- Rose Hall Great House
- Bob Marley Museum
- Hellshire Beach
- Doctor's Cave Beach
- Hope Botanical Gardens
- Emancipation Park
- Phoenix Park Village
- YS Falls
- University of the West Indies
- Fort Clarence Beach
- Reggae Beach
- Devon House
- Green Grotto Caves
- Harmony Beach Park
- Rafjam Bed & Breakfast
- Martha Brae Rafting Village
- Strawberry Hill
- Bob Marley's Mausoleum
- Somerset Falls
- Turtle River Park
- Dolphin Cove Ocho Rios
- Whispering Seas
- Konoko Falls





