
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$14,637 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.

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.

Private beach. Chef & driver avail. Near Ochi. 5*
Beautiful 3 bed rm/3 bth rm beach house. *Solar system, *Satellite internet and *Reserve water tank*. Perfect for creating great memories. 10 min walk to the private beach for swimming, food & drinks. Min to KFC, Pizza hut, Starbucks, Grocery, Knustford express, Devon House I Scream. 10 min to Dunn's river, Mystic Mountain and many other tourist attractions Driver and Chef available for a fee. Need more space/multiple families? Ask about our sister property in the same community.

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

Soulful Serenity

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

House of Amour

Sun Shine Luxury Villas 2bedroom Pool&Gym OchoRios

R&R Beach Daze Retreat Secured & close to beach

Jack's Villa with Private Pool and Beach Access

St. Ann's Luxury Beach Front Villa

Deluxe Richmond Retreat w/ Spectacular Amenities
Condo rentals with a pool

The Ocean Ridge - Ocho Rios, Stunning Sea Views

Jamaica Ocho Rios - Island Breeze villa

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 vacation rentals with a pool

Villa-Serene a Mid-Century Modern Island Retreat.

Obsidian Luxury Ocean Oasis

Bamboo Breeze Villa 4Bdr PVT Pool Richmond St Ann

SettleDown-Ocean Front w/Private Plunge Pool/Chef

Beachside Bliss at Paradisiac Beach Club

Richmond Estate 3rd floor condo~ Pool~Beach Access

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

3BR Beach Villa w/ Private Chef, Pool, Security
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$52,274 GYD | G$46,420 GYD | G$52,274 GYD | G$47,256 GYD | G$48,092 GYD | G$52,274 GYD | G$65,238 GYD | G$52,274 GYD | G$48,092 GYD | G$44,747 GYD | G$52,484 GYD | G$37,638 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
- Montego Bay Vacation rentals
- Negril Vacation rentals
- Ocho Rios Vacation rentals
- Portmore Vacation rentals
- George Town Vacation rentals
- Trinidad Vacation rentals
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- Hellshire Vacation rentals
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- 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 a washer and dryer 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
- Harmony Beach Park
- Martha Brae Rafting Village
- Strawberry Hill
- Bob Marley's Mausoleum
- Somerset Falls
- Turtle River Park
- Whispering Seas
- Konoko Falls
- Dead End Beach
- Independence Park
- Coral Cliff





