A cruise ship near a coastal town with a clear view of the ocean and lush greenery.

St. Ann's Bay Holiday Rentals

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

1. Adorable 1Bed Cottage Walk to the Beach

Adorable 1Bed Cottage Walk to the Beach
2.0 star property
St. Ann's Bay
8.4 out of 10, Very good, (5 reviews)
"Love the convenience and it was very nice and comfortable. Will book again. Cute n friendly little dog on property as well"
United States
Marisa
The price is NZ$185
includes taxes & fees
19 Nov - 20 Nov
Adorable 1Bed Cottage Walk to the Beach

2. Charming 4-bedroom bungalow with WiFi, AC in lovely St. Ann Parish close to Ochi

Charming 4-bedroom bungalow with WiFi, AC in lovely St. Ann Parish close to Ochi
St. Ann Parish
The price is NZ$521
includes taxes & fees
8 Nov - 9 Nov
Charming 4-bedroom bungalow with WiFi, AC in lovely St. Ann Parish close to Ochi

3. Adorable 1bed Cottage Too Walk to the Beach

Adorable 1bed Cottage Too Walk to the Beach
2.0 star property
St. Ann's Bay
The price is NZ$184
includes taxes & fees
9 Nov - 10 Nov
Adorable 1bed Cottage Too Walk to the Beach

4. DraxHall Villa

DraxHall Villa
2.0 star property
Saint Ann's Bay
2.0 out of 10, (1 review)
"I was not able to experience this property. The were no house address to go to or number to dial to connect with the host of this property. The was NO experience to review, or SHARE. This must be a PRANK or BAD dream"
United States
Brian
The price is NZ$498
includes taxes & fees
16 Nov - 17 Nov
DraxHall Villa

5. Villa at The Palms

Villa at The Palms
3.5 star property
St. Ann's Bay
6.0 out of 10, (3 reviews)
"The villa was very family oriented . The pool area very clean and enjoyable. Surrounding very quiet and clean, location very nice."
United States
Michelle
The price is NZ$576
includes taxes & fees
8 Nov - 9 Nov
Villa at The Palms

6. 2BR The Crest - 15 mins Ocho Rios

2BR The Crest - 15 mins Ocho Rios
2.5 star property
St. Ann's Bay
The price is NZ$438
includes taxes & fees
14 Nov - 15 Nov
2BR The Crest - 15 mins Ocho Rios

7. North Ritz Villa - 1 Bedroom Apartment

North Ritz Villa - 1 Bedroom Apartment
Ocho Rios, Draxhall, St Ann, Jamaica
10.0 out of 10, Exceptional, (2 reviews)
"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.
The price is NZ$307
includes taxes & fees
9 Nov - 10 Nov
North Ritz Villa - 1 Bedroom Apartment

8. Adorable 1BR Cottage Walk to the Beach Priory

Adorable 1BR Cottage Walk to the Beach Priory
Priory
The price is NZ$251
includes taxes & fees
9 Nov - 10 Nov
Adorable 1BR Cottage Walk to the Beach Priory

9. Villa at Richmond Estate

Villa at Richmond Estate
4.5 star property
St. Ann's Bay
5.0 out of 10, (2 reviews)
"This was an absolutely terrible experience, never in my entire life I have been treated like this after spending my money I highly recommend that this person be barred from using this platform for their shady business I was insulted by security guards telling me they are doing me a favor to sort out this woman’s incompetence we weren’t even given a code to enter the house we had to go back to security. The house was musty the sofa was grimy and smelly , not even a bottle of water was in the...
United States
Devon
The price is NZ$518
includes taxes & fees
14 Nov - 15 Nov
Villa at Richmond Estate

10. Relaxing Stay - Richmond Estate - 15mins Ocho Rios

Relaxing Stay - Richmond Estate - 15mins Ocho Rios
2.0 star property
St. Ann's Bay
6.6 out of 10, (7 reviews)
"Nice"
United States
Sildarius
The price is NZ$375
includes taxes & fees
8 Nov - 9 Nov
Relaxing Stay - Richmond Estate - 15mins Ocho Rios

11. Dell’s Exotic Haven 2 bedrooms, 2 baths, pool, gym

Dell’s Exotic Haven 2 bedrooms, 2 baths, pool, gym
Saint Ann's Bay
10.0 out of 10, Exceptional, (1 review)
"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
The price is NZ$313
includes taxes & fees
8 Nov - 9 Nov
Dell’s Exotic Haven 2 bedrooms, 2 baths, pool, gym

12. 1BR Comfort 15 mins Ocho Rios

1BR Comfort 15 mins Ocho Rios
2.0 star property
Richmond Estate
The price is NZ$490
includes taxes & fees
9 Nov - 10 Nov
1BR Comfort 15 mins Ocho Rios

13. Cozy 1bed Apartment in Priory Walk to the Beach

Cozy 1bed Apartment in Priory Walk to the Beach
2.0 star property
St. Ann's Bay
The price is NZ$196
includes taxes & fees
23 Nov - 24 Nov
Cozy 1bed Apartment in Priory Walk to the Beach

14. Breezy Inn overlooking the valley and the mountains. You will have own privacy.

Breezy Inn overlooking the valley and the mountains. You will have own privacy.
Bamboo
The price is NZ$188
includes taxes & fees
8 Nov - 9 Nov
Breezy Inn overlooking the valley and the mountains. You will have own privacy.

15. The Vue Paradisiac Beach Club

The Vue Paradisiac Beach Club
2.0 star property
St. Ann
The price is NZ$397
includes taxes & fees
16 Nov - 17 Nov
The Vue Paradisiac Beach Club

16. Plantation Villa with Pool-5-Min Walk to Plantation Cove, near by beach access.

Plantation Villa with Pool-5-Min Walk to Plantation Cove, near by beach access.
Plantation Village
The price is NZ$246
includes taxes & fees
8 Nov - 9 Nov
Plantation Villa with Pool-5-Min Walk to Plantation Cove, near by beach access.

17. Coolshade Villas - Richmond Estate

Coolshade Villas - Richmond Estate
2.0 star property
St. Ann's Bay
7.0 out of 10, Good, (4 reviews)
"Convenient location to restaurants, beach and major tourists attractions. Quiet and secure community."
United States
Robert
The price is NZ$498
includes taxes & fees
18 Nov - 19 Nov
Coolshade Villas - Richmond Estate

18. El Plantation Village

El Plantation Village
2.0 star property
St. Ann's Bay
The price is NZ$249
includes taxes & fees
9 Nov - 10 Nov
El Plantation Village

19. Ocho Rios at Coolshade Richmond

Ocho Rios at Coolshade Richmond
3.5 star property
St. Ann's Bay
2.0 out of 10, (1 review)
"Lack of communication was terrible Reached at the property, was double booked for multiples family. The host was not answering her phone and was difficult to reach due to lack of wifi access No hot upon reaching, was not mention to guest about turning on hot water system No change of linen No access to masterbed room bathroom for bathing due to broken pipe/facet in bath tub Leakage of water from toilet broken Only was thing,that was excited was the mango tree."
United States
Michelle f
The price is NZ$436
includes taxes & fees
15 Nov - 16 Nov
Ocho Rios at Coolshade Richmond
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our St. Ann's Bay holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up St. Ann's Bay. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in St. Ann's Bay. Seeing all the best attractions is bound to make you fall in love with St. Ann's Bay. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in St. Ann's Bay short-term rentals, that won’t be hard to do.

Frequently asked questions

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

Yes, there are holiday rentals close to the most popular sights in St. Ann's Bay, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that St. Ann's Bay has to offer?

Richmond Villa Rental Management: This holiday home rental outside St. Ann's Bay offers a private beach, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, in addition to a kitchen with a full-sized fridge and a stovetop. Other favourite homes for rent in St. Ann's Bay are private house in gated community with access to private beach and Paradise Found Luxury Villa, Beachfront Community 3BR, 3.5BA AC, TV in All Room.

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

With 165 Expedia holiday rentals, you're guaranteed to find just the right place for your St. Ann's Bay stay.

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

Priory Beach and Cranbrook Flower Forest 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 holiday rental in St. Ann's Bay like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in St. Ann's Bay. Holiday rentals feature amenities like kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for a family trip or a small group gathering.