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St. Ann's Bay Vacation Rentals

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Vacation Rentals in St. Ann's Bay

Pool | A heated pool
A Full Service Luxury Villa - Chef Butler HK Pool & Beach ask 3 & 4 room rates
10.0 out of 10, Exceptional, (104)
"The villa was amazing with a very beautiful view of the ocean with a cliff, live corals, beautiful coves. The staff were very friendly and welcoming. Would go back in a heartbeat."
A Full Service Luxury Villa - Chef Butler HK Pool & Beach ask 3 & 4 room rates
Outdoor pool
Mahoe Villa Richmond Estate
3.5 star property
10.0 out of 10, Exceptional, (1)
The price is $125
$294 total
includes taxes & fees
Jun 15 - Jun 16
Mahoe Villa Richmond Estate
3 bedrooms, in-room safe, iron/ironing board, free WiFi
House with breathtaking ocean view, pool, gym, internet private chef, security
10.0 out of 10, Exceptional, (2)
"The area was great, it was safe, the house was clean, it was easy to communicate with the owner and the house manager. My party was of 6 people and we fit comfortably in the space provided. The beds were very comfortable! We had hot water, upon arrival we were met by the house manager, drinks and water were provided which was very thoughtful. We had the all we need if we wanted to cook. Would definitely recommended and will definitely stay again."
House with breathtaking ocean view, pool, gym, internet private chef, security
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Outdoor pool
Imperial Topaz At Richmond
3.0 star property
10.0 out of 10, Exceptional, (1)
"This property is top notch. The host is a wonderful soul. It is sleek and clean. Beautiful area. I'll be back! "
The price is $208
$272 total
includes taxes & fees
May 18 - May 19
Imperial Topaz At Richmond
Property grounds
Luxury Oceanfront Villa w/Breathtaking Views! Infinity Edge Pool!
9.8 out of 10, Exceptional, (90)
"We enjoyed our stay immensely! Villa & grounds were absolutely beautiful! Our lovely & gracious cook & housekeeper, Ms. Kerine, prepared delicious meals daily & made our stay very comfortable & delightful! The security guard, Andrew, was friendly, cheerful, & attentive & made us feel safe the entire stay. We thoroughly enjoyed his guided tour to the calm cove for cliff jumping & snorkeling! Hope to make it back again someday!"
Luxury Oceanfront Villa w/Breathtaking Views! Infinity Edge Pool!
Pool
PRIVATE SEASIDE VILLA- STEPS FROM THE BEACH- CHEF SERVICES INCLUDED
9.8 out of 10, Exceptional, (180)
"We thoroughly enjoyed our stay at One Rhythm Villa. Ms Annette’s cooking and hospitality was amazing. The nearby local establishments were very accommodating and friendly. With being steps away from the beach, the location couldn’t be better for rest and relaxation."
PRIVATE SEASIDE VILLA- STEPS FROM THE BEACH- CHEF SERVICES INCLUDED
Outdoor pool
Light escape mixes luxury with homey - 2 mins from the beach!
9.8 out of 10, Exceptional, (25)
"I love the beachfront location of Ligtescape! Unit is very clean, exactly as pictured. As a senior traveler its conveniently close to Ocho Rios town centre and tourist attractions. Easy walking distance in 2-5 mins to the beach, a range of casual and fine dining shops and tons of shopping and local street. "
The price is $81
$130 total
includes taxes & fees
May 25 - May 26
Light escape mixes luxury with homey - 2 mins from the beach!
Fridge, microwave, oven, stovetop
Nature's Choice Home - "Your Home Away From Home"
9.6 out of 10, Exceptional, (5)
"Clean, comfortable, a home away from home."
Nature's Choice Home - "Your Home Away From Home"
On the beach, sun loungers, beach towels
SettleDown-3 B/R Ocean Front at Chukka Cove w/Private Plunge Pool & Chef
9.6 out of 10, Exceptional, (43)
"The property is beautiful with stunning views of the ocean. Our housekeeper provided delicious meals and ensured that the villa was spotless. We plan to return next year."
SettleDown-3 B/R Ocean Front at Chukka Cove w/Private Plunge Pool & Chef
Outdoor pool
Sun Kissed Villa - 6 Bedroom, sleeps 14, on the beach.
9.6 out of 10, Exceptional, (75)
"Cook and staff are fabulous. House is a bit more dated than pictures indicate, but well maintained and excellent location in a quiet bay. Local activities are worth checking out. Our group is quite seasoned in our travels, and our trip to Sun Kissed was over Super Bowl weekend. There were challenges with the house internet, but staff made accommodations to make sure we saw the game and were well fed. A great time was had by all in for our group of ten!"
Sun Kissed Villa - 6 Bedroom, sleeps 14, on the beach.
Pool
Oceanfront Beach Side Condo with housekeeping Tower Isle, Ocho Rios
9.6 out of 10, Exceptional, (42)
"I stayed here with my family of 4. The view was amazing and the pool was nice. Condo is recommended if you are staying or playing new Ocho Rios. Meal options close by are limited but I recommend the little bar across the street. We received a meal that was rancid and soda that was flat at the Italian spot, they didn’t charge for the rancid meal but I would not go back after the experience."
Oceanfront Beach Side Condo with housekeeping Tower Isle, Ocho Rios
Outdoor pool
Villas Richmond Estate
4.0 star property
9.0 out of 10, Wonderful, (16)
"The property is great! It was well equipped and we really enjoyed staying there!"
The price is $132
$266 total
includes taxes & fees
May 18 - May 19
Villas Richmond Estate
Beach
Luxury 4-Bedroom villa
5.0 star property
9.0 out of 10, Wonderful, (2)
The price is $469
$610 total
includes taxes & fees
May 18 - May 19
Luxury 4-Bedroom villa
Outdoor pool, a heated pool
CROWN ROYAL VILLAS Award Winning’s Villas 2023
9.0 out of 10, Wonderful, (40)
"We stayed here from Dec 29-Jan. 4 because we had a friend getting married 25 minutes away in Ocho Rios. The owner and property manager were both VERY responsive when we reached out with questions about the property. We had quite a bit of rain and clouds, so needed to use their back up system for hot water as the solar panels can't compete with cloud cover. The absolute best part of our stay was Chef Chris! Don't hesitate to include him in your stay. He made fantastic local cuisine and was very...
CROWN ROYAL VILLAS Award Winning’s Villas 2023
2 outdoor pools, free cabanas, sun loungers
Whispering Seas
3.5 star property
9.0 out of 10, Wonderful, (129)
"Lots of space. Clean great for families "
Whispering Seas
Outdoor pool, pool umbrellas, sun loungers
Ocho Rios Villa at Coolshade V
3.0 star property
8.8 out of 10, Excellent, (23)
"We booked this Villa and had to arrive late because our flight was delayed until the next day. We called to arrange the late check in and the owner ignored our calls and texts all day. When we finally arrived the guard wouldn’t let us in and said someone was already staying in the Villa. After hours of Hotels.com customer service trying to talk with the owner they finally spoke to the owner and he said we could check in the next morning. Hotels.com was nice enough to give us a voucher for our...
Ocho Rios Villa at Coolshade V
Front of property
Clock Tower Guest House
3.5 star property
8.6 out of 10, Excellent, (23)
"Great"
The price is $81
$90 total
includes taxes & fees
May 18 - May 19
Clock Tower Guest House
On the beach, white sand
Pipers Cove - Runaway Bay
3.0 star property
8.6 out of 10, Excellent, (39)
"Great location. Quiet and a relaxing atmosphere "
The price is $111
$152 total
includes taxes & fees
May 26 - May 27
Pipers Cove - Runaway Bay
Outdoor pool, pool umbrellas, sun loungers
Ocho Rios Villa at Coolshade III
2.5 star property
8.4 out of 10, Very Good, (10)
"Very quiet and nice place"
The price is $186
$329 total
includes taxes & fees
May 19 - May 20
Ocho Rios Villa at Coolshade III
Outdoor pool
The Crest Rental Management
3.0 star property
8.2 out of 10, Very Good, (11)
"Spend two day in the villa over the festive season. The villa was very clean and presentable. There are some nice attributes and amenities. "
The Crest Rental Management
Don't see what you're looking for?
See all available properties in St. Ann's Bay
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.

St. Anns Bay Vacation Rental Travel Info

Number of vacation rentals
313
Popular accommodation
St. Ann's Bay private vacation homes
Known landmarks
Dunn's River Falls, Turtle Beach and Runaway Bay Beach
International airport
Montego Bay (MBJ-Sir Donald Sangster Intl.)

Other types of properties in St. Ann's Bay you may be interested in

Pool | A heated pool
A Full Service Luxury Villa - Chef Butler HK Pool & Beach ask 3 & 4 room rates
10.0 out of 10, Exceptional, (104)
"The villa was amazing with a very beautiful view of the ocean with a cliff, live corals, beautiful coves. The staff were very friendly and welcoming. Would go back in a heartbeat."
A Full Service Luxury Villa - Chef Butler HK Pool & Beach ask 3 & 4 room rates
Property grounds
Luxury Oceanfront Villa w/Breathtaking Views! Infinity Edge Pool!
9.8 out of 10, Exceptional, (90)
"We enjoyed our stay immensely! Villa & grounds were absolutely beautiful! Our lovely & gracious cook & housekeeper, Ms. Kerine, prepared delicious meals daily & made our stay very comfortable & delightful! The security guard, Andrew, was friendly, cheerful, & attentive & made us feel safe the entire stay. We thoroughly enjoyed his guided tour to the calm cove for cliff jumping & snorkeling! Hope to make it back again someday!"
Luxury Oceanfront Villa w/Breathtaking Views! Infinity Edge Pool!
Outdoor pool
Villas Richmond Estate
4.0 star property
9.0 out of 10, Wonderful, (16)
"The property is great! It was well equipped and we really enjoyed staying there!"
The price is $132
$266 total
includes taxes & fees
May 18 - May 19
Villas Richmond Estate
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.

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 $86 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?

Imperial Topaz At Richmond: This highly rated vacation home rental in St. Ann's Bay is located near the beach and has an outdoor pool, a balcony, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave. Make the most of the private yard in this rental home to help you unwind. Our travelers also rate A Full Service Luxury Villa - Chef Butler HK Pool & Beach ask 3 & 4 room rates as a favorite home for rent in St. Ann's Bay.

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

With 118 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 Our Lady of Perpetual Help Roman Catholic Church and Maima Seville Great House & Heritage Park.

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.

Recent reviews of St. Ann's Bay properties
Expedia verified reviews

Jewel Paradise Cove Adult Beach Resort & Spa – All Inclusive

Jewel Paradise Cove Adult Beach Resort & Spa – All Inclusive

5/5 Excellent
"The resort was very clean organised with polite staff who would in most cases be very helpful "
A verified traveler stayed at Jewel Paradise Cove Adult Beach Resort & Spa – All Inclusive
Posted 1 day ago
Jewel Paradise Cove Adult Beach Resort & Spa – All Inclusive