
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$14,639 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!

3BR Beach Villa w/ Private Chef, Pool, Security
Your dream Jamaican getaway at this Luxury 3-Bedroom Villa located in the premier Marina Villas Community within the upscale Drax Hall Estates. This is a full-service vacation designed for ultimate relaxation and convenience and includes unparallel luxury of: ✔ Private Chef (8am-5 pm) ✔ Beachfront location with Private Beach Access ✔ Pool & Courts (Tennis & Basketball) ✔ 24/7 Security ✔ Complimentary Bicycles (3 Adult, 1 Child) ✔ High Speed Wi-Fi & Dedicated Workspace ✔ Full Kitchen & BBQ Grill

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!

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,

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.

Drax Hall Villa, Private Beach, 5-Star Hosting
15 min to downtown Ocho Rios. 11 min to Dunn’s River Falls, Mystic Mountain and Dolphin Cove. Walking distance to Starbucks, KFC, Pizza Hut & supermarket. Complimentary access to private beach: The Cove, which is a 15 min walk/ 3 min drive. Secure gated community: - shared pool - tennis court - 24-hr security A peaceful, low key atmosphere, suitable for families + professionals. NO PARTIES. Need more room? Ask about our sister property.

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

Sun Shine Luxury Villas 2bedroom Pool&Gym OchoRios
Your family will be close to everything when you stay at our centrally-located Villa. Beaches ,restaurants , ATMs, Supermarkets . Attractions and Excursions . Your amenities are POOL & Gym. 🧑🏽🍳- Chef services are also available. 🚐- Airport Pick services Please send me a message for the additional services rates. Your vacation will be filled with fun activities everyday.🫶🏽🇯🇲
Popular amenities for Saint Ann's Bay rentals with a pool
House rentals with a pool

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

Paradise Penthouse w/ Private Chef & Oceanfront

Wonderful Life BH. Chef & driver avail. Near Ochi.

Modern, Family 3BR w/ Pool & Gym

Villa BiancaJel, a/c pool gym
Condo rentals with a pool

Parion876 Beautifully Appointed Beachside Condo!

The Ocean Ridge - Ocho Rios, Stunning Sea Views

Jamaica Ocho Rios - Island Breeze villa

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

Fantastic 2BR Seafront Apt Sea Palms..Ocho Rios

Paradise Haven at Fisherman's Point (with 2 ACS)

Ocho Rios Bay Beach Studio

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

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

Dream Polo Villas with Private Pool and Beach

Obsidian Luxury Ocean Oasis

Modern 2BR @ Paradisiac Beach Club

Beach Front Villa with Cook

Beachside Bliss at Paradisiac Beach Club

Private Seafront Villa near Ochi

Richmond Estate 3rd floor condo~ Pool~Beach Access
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$52,283 GYD | G$46,427 GYD | G$52,283 GYD | G$47,264 GYD | G$48,100 GYD | G$52,283 GYD | G$65,249 GYD | G$52,283 GYD | G$48,100 GYD | G$44,754 GYD | G$52,492 GYD | G$37,644 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
- Mandeville Vacation rentals
- Hellshire Vacation rentals
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- May Pen Vacation rentals
- 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
- Green Grotto Caves
- Harmony Beach Park
- Rafjam Bed & Breakfast
- Martha Brae Rafting Village
- Strawberry Hill
- Bob Marley's Mausoleum
- Somerset Falls
- Dolphin Cove Ocho Rios
- Turtle River Park
- Whispering Seas
- Konoko Falls





