
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$14,650 GYD per night before taxes and fees

Verified guest reviews
Over 810 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
30 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.

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,

Cool Vibes Villa
This Cool Vibes home is located in Draxhall Country Club, a private, gated community with 24 hour security upon entry and exit. Come immerse yourself in the true culture of Jamaica in a laid back home located less than 10 minutes from Ocho Rios’ main attractions. The open concept living, dining & kitchen is an ideal place for families and friends to bond and reminisce. Enjoy the Mountain View’s and serenity of the backyard while you soak up some rays or just relax- everything will be “ire."

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.

Arcadia Sea Villa, charming private beach, 3bdrm
Arcadia meaning: Any real or imaginary place offering peace and simplicity. Relax at this peaceful beach front gated community in Saint Ann’s Bay Jamaica - birth place of the music legend Bob Marley. Take a 10 minute trip to the vibrant tourist town of Ocho Rios, Jamaica, then spend the rest of your evening at the villas' pool or rest under a canopy at the private breach while gazing at the sunset across the Caribbean Sea. The private pool and beach are a two minute walk from the villa.

HiddenTreasure Suite I 24hSec Power WIFI HWater
This suite is ideal for friends, couples, solo/business travelers which is located in upscale well sought-after Community of Draxhall Country Club which is one of the best gated communities in Jamaica. It's located close to the airport, city center and tourist attractions: Dunns River Falls Dolphine Cove Mystic Mountains Bamboo Blu Beach Draxhall Cove Ocho Rios Town Center Jerk Centers Seafood and Italian/American Restaurants Montego Bay Kingston Knutsford Express 24hrs medical services

Modern 2BR @ Paradisiac Beach Club
Welcome to your stunning 2‑bedroom, 2.5‑bathroom condo, nestled in the exclusive, gated Paradisiac Beach Club community in Saint Ann —just a short drive from Ocho Rios. This unit offers an open-concept layout, 2-suite bedrooms, a guest powder room, and private balconies to enjoy ocean breezes. Ideally situated just 5–15 minutes from Jamaica’s top attractions: • Dunn’s River Falls • Dolphin Cove • Mystic Mountain • Konoko Falls & Gardens

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.
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

The Orchid Botans w/private chef & beach

Elegant*3BR/2BA*GatedVilla: Pool*NearFalls*Beaches

Modern, Family 3BR w/ Pool & Gym

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

NEW~ Pool Access 3BR •Gated • Walk to the Beach

Serene Haven at Village Green

BlissVilla:Infinity pool, stunning sea/mtn views
Condo rentals with a pool

Parion876 Beautifully Appointed Beachside Condo!

One of Ocho Rios Best Getaway Airbnb!

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
Other vacation rentals with a pool

Soulful Serenity

Draxhall Villa/Pool/Beach/Solar Powered/Starlink

Gated Runaway Bay Townhome w/ Pool Near Beach

Obsidian Luxury Ocean Oasis

Dream Polo Villas with Private Pool and Beach

Bamboo Breeze "Too" 4 Bdr +Pool Richmond St Ann

Coral Breeze Villa|Gated|Beach Access|Pool

Beach Front Villa with Cook
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$52,321 GYD | G$46,461 GYD | G$52,321 GYD | G$47,298 GYD | G$48,135 GYD | G$52,321 GYD | G$65,296 GYD | G$52,321 GYD | G$48,135 GYD | G$44,787 GYD | G$52,530 GYD | G$37,671 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 beach access Saint Ann's Bay
- Rentals with a patio Saint Ann's Bay
- Fitness-friendly rentals Saint Ann's Bay
- Villa rentals Saint Ann's Bay
- House rentals Saint Ann's Bay
- Rentals with a washer and dryer Saint Ann's Bay
- Family-friendly rentals Saint Ann's Bay
- Rentals with outdoor seating Saint Ann's Bay
- Rentals with pools Saint Ann
- Rentals with pools Jamaica
- Ocho Rios Bay Beach
- Rose Hall Great House
- Bob Marley Museum
- Phoenix Park Village
- Hellshire Beach
- Doctor's Cave Beach
- Hope Botanical Gardens
- Emancipation Park
- YS Falls
- Fort Clarence Beach
- University of the West Indies
- Reggae Beach
- Rafjam Bed & Breakfast
- Green Grotto Caves
- Devon House
- Bob Marley's Mausoleum
- Martha Brae Rafting Village
- Somerset Falls
- Harmony Beach Park
- Strawberry Hill
- Turtle River Park
- Dolphin Cove Ocho Rios
- Whispering Seas
- Konoko Falls





