St. Ann's Bay Vacation Rentals

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Our top choices for St. Ann's Bay vacation rentals

Apartment in St. Ann's Bay

Hartland Breeze
3.5 star property
10.0 out of 10, Exceptional, (2)
"Good location. Friendly Host. Spotlessly clean. Very Safe. Very Quiet. Very close to many local beaches. "
United States
Anonymous traveler
$125 nightly
The price is $145
Dec 21 - Dec 22
Total with taxes and fees
Hartland Breeze
$100 nightly
The price is $112
Dec 21 - Dec 22
Total with taxes and fees
Breezy Inn overlooking the valley and the mountains. You will have own privacy.
10.0 out of 10, Exceptional, (1)
"We enjoyed the home! Absolutely beautiful inside and outside. The property is so safe close to the security gate to always walk. You will love everything in the home! So modern just like your own house. Make sure you take advantage of renting this gold mine!! The host always checked in on us to make sure we were okay.. Amazing Communication! Definitely a 10 stay….. "
United States
Danielle
$179 nightly
The price is $179
Jan 5 - Jan 6, 2026
Total with taxes and fees
Dell’s Exotic Haven 2 bedrooms, 2 baths, pool, gym

Apartment in Ocho Rios, Draxhall, St Ann, Jamaica

North Ritz Villa - 1 Bedroom Apartment
2.0 star property
10.0 out of 10, Exceptional, (1)
"We enjoyed our stay the host was very responsive and helpful.it was emmaculetly clean when we arrived.its also a beautiful gated properly that feels very safe and cozy. We would definitely return. Thanks for having us."
United States
Steve H.
$181 nightly
The price is $181
Dec 23 - Dec 24
Total with taxes and fees
North Ritz Villa - 1 Bedroom Apartment

Villa in St. Ann's Bay

123 Drax Hall Country Club Villa
5.0 star property
6.6 out of 10, (7)
"Owner is amazing.. "
United States
Bobbi
$133 nightly
The price is $154
Dec 21 - Dec 22
Total with taxes and fees
123 Drax Hall Country Club Villa
2.0 star property
$215 nightly
The price is $249
Dec 21 - Dec 22
Total with taxes and fees
Coolshade Villas - Richmond Estate

Cottage in St. Ann's Bay

Ocho Rios Villa at Coolshade IV
3.5 star property
9.4 out of 10, Exceptional, (10)
"I loved everything about it. Beautiful place"
United States
Anonymous traveler
$346 nightly
The price is $368
Dec 22 - Dec 23
Total with taxes and fees
Ocho Rios Villa at Coolshade IV

Villa in St. Ann's Bay

Ocho Rios at Coolshade Richmond
3.5 star property
$245 nightly
The price is $283
Dec 21 - Dec 22
Total with taxes and fees
Ocho Rios at Coolshade Richmond
$155 nightly
The price is $155
Dec 21 - Dec 22
Total with taxes and fees
Chic 1bedroom with AC and WiFi in charming priory area1- 2 min walk to the beach

Vacation Home in St. Ann's Bay

Areca Homes in Draxhall
3.0 star property
$176 nightly
The price is $204
Dec 21 - Dec 22
Total with taxes and fees
Areca Homes in Draxhall
2.0 star property
$343 nightly
The price is $395
Jan 10 - Jan 11, 2026
Total with taxes and fees
3BR Villa in Drax Hall Country Club

Villa in Priory

Jevico's Cozy Villa
$183 nightly
The price is $183
Dec 22 - Dec 23
Total with taxes and fees
Jevico's Cozy Villa

Aparthotel in St. Ann's Bay

El Plantation Village
2.0 star property
$130 nightly
The price is $150
Jan 3 - Jan 4, 2026
Total with taxes and fees
El Plantation Village

Villa in St. Ann's Bay

Opulenz DraxHall
3.5 star property
$5,390 nightly
The price is $6,199
Dec 21 - Dec 22
Total with taxes and fees
Opulenz DraxHall

Vacation Home in St. Ann's Bay

Soleil Sea Renity
3.0 star property
10.0 out of 10, Exceptional, (1)
"House was clean and comfy. Lots of tvs but was not able to watch them. I didn’t like the idea that a 3 bedroom was booked, but had to pay for each per beside the rental…. Hidden costs"
United States
Jo-Ann
$303 nightly
The price is $350
Dec 24 - Dec 25
Total with taxes and fees
Soleil Sea Renity

Vacation Home in St. Ann Parish

The Harbour
8.0 out of 10, Very Good, (1)
"The overall was a breeze the host was always available to communicate and the process and pricing are reasonable,it’s just as advertised however because it’s not a lived in the space had spiders and the bathrooms need maintenance/make over the location is in a hard to locate place so it’s best to communicate with the owner but overall the stay was 7.5/10 not bad "
United States
kenece b.
$140 nightly
The price is $140
Dec 21 - Dec 22
Total with taxes and fees
The Harbour
3.5 star property
7.2 out of 10, Good, (19)
"The property is great, but the owner is HORRIBLE!!! NON-RESPONSIVE &UNPROFESSIONAL!!! STAY AWAY!!!"
United States
Mark
$275 nightly
The price is $292
Dec 22 - Dec 23
Total with taxes and fees
Fern Court Apartment With Oceanic View III

Apartment in St. Ann's Bay

Relaxing Apartment with Ocean View
2.0 star property
$215 nightly
The price is $249
Dec 21 - Dec 22
Total with taxes and fees
Relaxing Apartment with Ocean View

Vacation Home in St. Ann Parish

The Harbour
$195 nightly
The price is $195
Dec 21 - Dec 22
Total with taxes and fees
The Harbour
10.0 out of 10, Exceptional, (2)
"If you need a quiet and relaxed home away from home vibe then this place is definitely a great choice. The property owner is easily accessible and ensures you get the best from your stay. "
United States
Tamar T.
$252 nightly
The price is $252
Jan 3 - Jan 4, 2026
Total with taxes and fees
Hillcrest Heaven Elegant Escape in Richmond Estate, St. Ann with Private Beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top St. Ann's Bay Hotel Reviews

Find out more about St. Ann's Bay

Everything you need to know about St. Ann's Bay vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the St. Ann's Bay vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect St. Ann's Bay vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

St. Ann's Bay vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in St. Ann's Bay. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit St. Ann's Bay in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $145 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on St. Ann's Bay rentals

At Expedia, we put the best St. Ann's Bay vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top St. Ann's Bay rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream St. Ann's Bay vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around St. Ann's Bay. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in St. Ann's Bay?

Yes, we give you a choice of vacation rentals near well known sights in St. Ann's Bay, or you can go with a more remote option if you want a relaxing place to stay. St. Ann's Bay is known for its beaches and shopping. Make sure you have time to check out the restaurants and sporting events during your trip.

What are some of the best vacation home rentals in St. Ann's Bay?

Adorable Beach House in Drax Hall Gated Pool Gym: This highly rated vacation home rental in St. Ann's Bay offers a selection of games and free WiFi to help you feel comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind. Some other top choices in St. Ann's Bay are Soleil Hartland Palms and Imperial Topaz At Richmond.

How many vacation rentals are there in St. Ann's Bay?

With 144 Expedia vacation rentals, you're sure to find just the right place for your St. Ann's Bay stay.

What can I see and do in St. Ann's Bay?

Jamaica Beaches and Priory Beach are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Maima Seville Great House & Heritage Park and Seville Great House.

What’s a vacation rental in St. Ann's Bay like?

Vacation rentals are privately owned properties you can book for a few weeks or just a few days in St. Ann's Bay. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a small group gathering.