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St. Ann's Bay Holiday Rentals

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Holiday Rentals in St. Ann's Bay

Luxury Villa, Chef,Butler,HK,Private Pool & Beach Cove DISCOUNTS 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."
Luxury Villa, Chef,Butler,HK,Private Pool & Beach Cove DISCOUNTS 3&4 room rates
Mahoe Villa Richmond Estate
3.5 star property
10.0 out of 10, Exceptional, (1)
The price is NZ$231
per night
16 May - 17 May
Mahoe Villa Richmond Estate
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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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 NZ$400
per night
14 May - 15 May
Imperial Topaz At Richmond
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!
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
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 NZ$215
per night
16 May - 17 May
Light escape mixes luxury with homey - 2 mins from the beach!
The Cottage very comfortable, relaxing also secure, 5 minutes walk from beach
9.8 out of 10, Exceptional, (48)
"I thoroughly enjoyed my stay at Patiently Waiting...the staff certainly have a lot of patience when responding to client's queries. The accommodation and grounds are well-kept and nothing was too much trouble for the site manager...truly dedicated to his role...I extended my stay by a few days...the team made me feel at home ...will be sad to leave. Well done team !"
The price is NZ$148
per night
16 May - 17 May
The Cottage very comfortable, relaxing also secure, 5 minutes walk from beach
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"
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
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
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 NZ$312
per night
14 May - 15 May
Villas Richmond Estate
Luxury 4-Bedroom villa
5.0 star property
9.0 out of 10, Wonderful, (2)
The price is NZ$897
per night
14 May - 15 May
Luxury 4-Bedroom villa
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
Whispering Seas
3.5 star property
9.0 out of 10, Wonderful, (129)
"Lots of space. Clean great for families "
Whispering Seas
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
Clock Tower Guest House
3.5 star property
8.6 out of 10, Excellent, (22)
"Great"
The price is NZ$150
per night
27 May - 28 May
Clock Tower Guest House
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 NZ$299
per night
14 May - 15 May
Pipers Cove - Runaway Bay
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 NZ$372
per night
15 May - 16 May
Ocho Rios Villa at Coolshade III
Oceanic View Apartment at Fern Court
3.0 star property
8.2 out of 10, Very good, (14)
"Staying at fern court really gave me the island feel. With the garden view and lush colors of the island, it was a lot different from back home. The community is gated which is really nice. The apartment was super comfortable and I really liked the fact that I had a full kitchen. I would definitely stay here again!"
The price is NZ$279
per night
14 May - 15 May
Oceanic View Apartment at Fern Court
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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.

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

Luxury Villa, Chef,Butler,HK,Private Pool & Beach Cove DISCOUNTS 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."
Luxury Villa, Chef,Butler,HK,Private Pool & Beach Cove DISCOUNTS 3&4 room rates
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!
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 NZ$312
per night
14 May - 15 May
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.

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?

Imperial Topaz At Richmond: This highly rated holiday 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 private gardens in this rental home to help you unwind. Our travellers also rate Luxury Villa, Chef,Butler,HK,Private Pool & Beach Cove DISCOUNTS 3&4 room rates as a favourite home for rent in St. Ann's Bay.

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

With 118 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?

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 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.

Recent reviews of St. Ann's Bay properties
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