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

St. Ann's Bay Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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

A resort with a large swimming pool, covered areas, and palm trees.

1. 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 P7,510
P17,147 total
includes taxes & fees
Oct 1 - Oct 2
Villa at Richmond Estate
Room

2. 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 P3,678
P6,838 total
includes taxes & fees
Oct 1 - Oct 2
Cozy 1bed Apartment in Priory Walk to the Beach
A balcony with a white umbrella, a wicker chair, and a view of the ocean.

3. Adorable 1Bed Cottage Walk to the Beach

Adorable 1Bed Cottage Walk to the Beach
2.0 star property
St. Ann's Bay
8.0 out of 10, Very good, (4 reviews)
"A proper home from home just a wonderful place to stay "
United Kingdom
Peppa
The price is P2,868
P6,490 total
includes taxes & fees
Oct 22 - Oct 23
Adorable 1Bed Cottage Walk to the Beach
A swimming pool with a palm tree, lounge chairs, and a clear blue sky.

4. 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)
"Modern settings, however a few things needed repairs or upgrade!"
United States
erron
The price is P5,535
P12,996 total
includes taxes & fees
Oct 19 - Oct 20
Relaxing Stay - Richmond Estate - 15mins Ocho Rios
A living room with a sofa, a coffee table, a TV, and a bookshelf.

5. 1BR Comfort 15 mins Ocho Rios

1BR Comfort 15 mins Ocho Rios
2.0 star property
Richmond Estate
The price is P7,318
P15,046 total
includes taxes & fees
Oct 4 - Oct 5
1BR Comfort 15 mins Ocho Rios
A person standing in a swimming pool with clear blue water, surrounded by palm trees and greenery.

6. 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 P8,097
P18,104 total
includes taxes & fees
Oct 31 - Nov 1
Villa at The Palms
A spacious living area with a high ceiling, a ceiling fan, a sofa set, a dining table with chairs, and a TV mounted on the wall.

7. 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 P12,509
P21,015 total
includes taxes & fees
Oct 4 - Oct 5
DraxHall Villa
Beach

8. 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 P6,571
P18,509 total
includes taxes & fees
Oct 1 - Oct 2
Coolshade Villas - Richmond Estate
A pool table, ceiling fans, and a pool area with seating.

9. 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 P10,007
P18,200 total
includes taxes & fees
Oct 4 - Oct 5
2BR The Crest - 15 mins Ocho Rios
A two-story house with a yellow exterior and brown roof.

10. 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 P7,974
P17,959 total
includes taxes & fees
Oct 4 - Oct 5
Ocho Rios at Coolshade Richmond
A rooftop pool area with multiple seating areas, a hot tub, and a view of palm trees and greenery.

11. Opulenz DraxHall

Opulenz DraxHall
3.5 star property
St. Ann's Bay
The price is P293,587
P350,196 total
includes taxes & fees
Oct 1 - Oct 2
Opulenz DraxHall
A compact living space with a kitchenette, a sofa with patterned cushions, and a window with curtains.

12. 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 P3,932
P7,132 total
includes taxes & fees
Oct 22 - Oct 23
Adorable 1bed Cottage Too Walk to the Beach
A clear blue pool surrounded by palm trees and a concrete deck.

13. Coolshade - Richmond Estate

Coolshade - Richmond Estate
2.0 star property
St. Ann Parish
2.0 out of 10, (1 review)
"SCAMMM"
United States
Artavia
The price is P10,632
P16,981 total
includes taxes & fees
Oct 4 - Oct 5
Coolshade - Richmond Estate
A kitchen with dark wood cabinets, stainless steel appliances, a granite countertop, and a window with blinds.

14. Soleil Hartland Palms

Soleil Hartland Palms
2.0 star property
St. Ann's Bay
The price is P8,443
P14,776 total
includes taxes & fees
Oct 4 - Oct 5
Soleil Hartland Palms
A two-story house with a red-tiled roof, a paved driveway, and well-maintained landscaping including a palm tree and trimmed bushes.

15. El Plantation Village

El Plantation Village
2.0 star property
St. Ann's Bay
The price is P7,505
P9,945 total
includes taxes & fees
Oct 4 - Oct 5
El Plantation Village
A large swimming pool with a clear view of the ocean in the background, surrounded by resort-style buildings.

16. The Crest - Serenity Oasis Villa

The Crest - Serenity Oasis Villa
2.0 star property
St. Ann's Bay
8.0 out of 10, Very good, (1 review)
"Location is beautiful and very secure and safe. The house and pool were lovely as well. "
United States
Laura
The price is P18,618
P28,045 total
includes taxes & fees
Oct 1 - Oct 2
The Crest - Serenity Oasis Villa
A swimming pool with lounge chairs and palm trees, a covered area with columns, and a building with a sloped roof.

17. Coolshade Villa at Richmond

Coolshade Villa at Richmond
2.0 star property
St. Ann's Bay
2.0 out of 10, (1 review)
The price is P9,676
P21,554 total
includes taxes & fees
Oct 1 - Oct 2
Coolshade Villa at Richmond
A wooden table with two puzzle boxes, surrounded by wooden chairs, in a covered outdoor area with windows.

18. Comfy 3BR Villa - Paradisiac Beach Club

Comfy 3BR Villa - Paradisiac Beach Club
2.0 star property
St. Ann Parish
The price is P23,923
P34,142 total
includes taxes & fees
Oct 1 - Oct 2
Comfy 3BR Villa - Paradisiac Beach Club
A living room with two sofas, a coffee table, and a television.

19. 3BR Family Villa at The Crest

3BR Family Villa at The Crest
2.0 star property
St. Ann Parish
The price is P22,530
P30,665 total
includes taxes & fees
Oct 12 - Oct 13
3BR Family Villa at The Crest
A beach with clear turquoise water, a sandy shore, and several boats.

20. Adorable 1BR Cottage Walk to the Beach Priory

Adorable 1BR Cottage Walk to the Beach Priory
2.0 star property
St. Ann's Bay
The price is P4,715
P11,430 total
includes taxes & fees
Oct 22 - Oct 23
Adorable 1BR Cottage Walk to the Beach Priory
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

Moon Palace Jamaica – All Inclusive

Moon Palace Jamaica – All Inclusive

10/10 Excellent
"Moon Palace was amazing!Fantastic family stay .We absolutely loved it. We traveled with our kids ages 10 and 15 and they loved the pools. The hotel itself was so clean and well-kept, and everything ran efficiently.The food was delicious with great options for everyone. But the staff really made the trip — everyone was fabulous, friendly and helpful. A huge thank you to Rachel Williams, my massage was incredible! Highly recommend for families. We can’t wait to return."
Janice 3-night trip
Posted 10 hours ago
Moon Palace Jamaica – All Inclusive

Find out more about St. Ann's Bay

Search for holiday rentals in St. Ann's Bay on Expedia! You can easily find your home rentals, villas, holiday apartments in St. Ann's Bay using one of the methods below:

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Look no further and take a look at our great range of rental properties in St. Ann's Bay!

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?

Richmond Villa Rental Management: You might like this vacation home rental near St. Ann's Bay. It 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.

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

With 165 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?

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 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.