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

St. Ann's Bay Vacation Rentals

Dates

November 2026

December 2026

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

A balcony with a white umbrella, a wicker chair, and a view of the ocean.

1. Adorable 1Bed Cottage Walk to the Beach

St. Ann's Bay

Marisa

$89 nightly

Nov 24 - Nov 25

Total with taxes and fees

A swimming pool with blue lounge chairs and umbrellas, surrounded by houses with sloped roofs.

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

St. Ann Parish

$280 nightly

Nov 10 - Nov 11

Total with taxes and fees

A hotel room with two beds, a small table, a bathroom with a sink, and a window with curtains.

3. Adorable 1bed Cottage Too Walk to the Beach

St. Ann's Bay

$88 nightly

Nov 10 - Nov 11

Total with taxes and fees

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.

4. DraxHall Villa

Saint Ann's Bay

Brian

$291 nightly

Nov 10 - Nov 11

Total with taxes and fees

A person standing in a swimming pool with clear blue water, surrounded by palm trees and greenery.

5. Villa at The Palms

St. Ann's Bay

Michelle

$277 nightly

Nov 10 - Nov 11

Total with taxes and fees

A pool table, ceiling fans, and a pool area with seating.

6. 2BR The Crest - 15 mins Ocho Rios

St. Ann's Bay

$262 nightly

Nov 10 - Nov 11

Total with taxes and fees

A multi-story house with a balcony, surrounded by greenery and other houses.

7. North Ritz Villa - 1 Bedroom Apartment

Ocho Rios, Draxhall, St Ann, Jamaica

Steve H.

$166 nightly

Nov 10 - Nov 11

Total with taxes and fees

A beach with clear turquoise water, a sandy shore, and several boats.

8. Adorable 1BR Cottage Walk to the Beach Priory

Priory

$124 nightly

Nov 26 - Nov 27

Total with taxes and fees

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

9. Villa at Richmond Estate

St. Ann's Bay

"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...

Devon

$259 nightly

Dec 8 - Dec 9

Total with taxes and fees

A swimming pool with a palm tree, lounge chairs, and a clear blue sky.

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

St. Ann's Bay

Sildarius

$211 nightly

Nov 10 - Nov 11

Total with taxes and fees

A beach with a cruise ship in the background, palm trees, and people sunbathing.

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

Saint Ann's Bay

Danielle

$168 nightly

Nov 10 - Nov 11

Total with taxes and fees

A swimming pool with palm trees and a clear blue sky.

12. 1BR Comfort 15 mins Ocho Rios

Richmond Estate

$235 nightly

Nov 10 - Nov 11

Total with taxes and fees

A living room with a flat-screen TV on a wooden cabinet, a sofa, and a door leading to an outdoor area.

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

St. Ann's Bay

$95 nightly

Nov 24 - Nov 25

Total with taxes and fees

A bedroom with a bed, a dresser, a television, and a mirror.

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

Bamboo

$90 nightly

Nov 10 - Nov 11

Total with taxes and fees

A beach with a rocky shoreline, a palm tree, and white lounge chairs.

15. The Vue Paradisiac Beach Club

St. Ann

$192 nightly

Nov 11 - Nov 12

Total with taxes and fees

A building with a pool, a palm tree, and a well-lit entrance.

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

Plantation Village

$117 nightly

Nov 10 - Nov 11

Total with taxes and fees

17. Coolshade Villas - Richmond Estate

St. Ann's Bay

Robert

$256 nightly

Nov 10 - Nov 11

Total with taxes and fees

A two-story house with a red-tiled roof, a paved driveway, and well-maintained landscaping including a palm tree and trimmed bushes.

18. El Plantation Village

St. Ann's Bay

$121 nightly

Nov 19 - Nov 20

Total with taxes and fees

A two-story house with a yellow exterior and brown roof.

19. Ocho Rios at Coolshade Richmond

St. Ann's Bay

"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."

Michelle f

$271 nightly

Nov 10 - Nov 11

Total with taxes and fees

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Find vacation rentals that suit your style

Top St. Ann's Bay Hotel Reviews

Adorable 1Bed Cottage Walk to the Beach

St. Ann's Bay

10/10 Excellent

Marisa

A hotel with a pink building, a white balcony, and a view of the ocean.

Seacrest Beach Hotel

St. Ann's Bay

10/10 Excellent

Anna-Gaye

Coolshade Villas - Richmond Estate

St. Ann's Bay

10/10 Excellent

Sheena

A large swimming pool with a clear view of the ocean in the background, surrounded by resort-style buildings.

The Crest - Serenity Oasis Villa

St. Ann's Bay

8/10 Good

Laura

A modern living room with a large sofa, a coffee table, and a TV. There is a balcony with a view of the sea.

Moon Palace Jamaica – All Inclusive

Ocho Rios

10/10 Excellent

Yesenia Merced

A modern two-story building with a paved courtyard and a car parked in front.

Sago Palm Hotel

Ocho Rios

10/10 Excellent

I had the absolute pleasure of staying at this beautiful boutique hotel in Jamaica, and I can confidently say it exceeded all expectations. From the moment I arrived, the staff made me feel incredibly welcomed every single person I interacted with was warm, friendly, and genuinely helpful. Their hospitality truly made the experience feel like a home away from home. The food was another highlight of my stay every meal was fresh, flavorful, and clearly made with love. Knowing that the hotel...

Anonymous traveler

A balcony with a green railing overlooking a garden with red-roofed buildings and lush greenery.

Villa Sonate

Runaway Bay

10/10 Excellent

Swift DB2

A coastal view with a tree-lined walkway leading to a beach area with a thatched-roof structure.

Hibiscus Lodge

Ocho Rios

10/10 Excellent

Hibiscus was a beautiful hotel in a beautiful location. The view of the ocean is incredible. It's a 5 minute walk to the little beach though. It's on a cliff side with a beautiful garden and walkways that go down to the water. It has the feel of a Caribbean hotel, which is what I prefer over a big gated resort. Restaurants and shopping are a very short walk. Every part of the hotel is placed perfectly to view the ocean (rooms, bar, restaurants.)

Anonymous traveler

A yellow building with a black gate, a balcony, and a poster advertising Jamaica.

A taste of Jamaica Lavern place

Ocho Rios

10/10 Excellent

Melissa

Two lounge chairs with striped towels, a pool table, and a tropical tree in a sunny outdoor setting.

The Cardiff Hotel & Spa

Runaway Bay

10/10 Excellent

I took my 22 month old daughter with me on this trip and it was excellent. The staff were great, friendly and very professional. The food was excellent! My room was the best, I had a great view of the ocean from my patio! The trees were next to the patio so that breeze felt so good. Every morning my daughter got up and head straight to the patio. The house keeper, Lisa took excellent care of us! Loved it! Definitely going back with my son. Thank You Cardiff staff for a great time!

Sandy

A resort with multiple buildings, a large pool area, and a beach.

Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only- Renovated 2026

Runaway Bay

10/10 Excellent

Mahmoud

A resort with a pool, lounge chairs, and a stone wall.

GoldenEye

Oracabessa

10/10 Excellent

My wife and I just had the most incredible 4 night stay at GoldenEye for our anniversary. We stayed in one of the Lagoon Cottages which was very roomy and comfortable. We loved being directly on the lagoon where we could swim, kayak or just sit and watch the turtles go by. We enjoyed the beaches and pools on the property as well. All of the staff (front desk, restaurants, grounds, water sports, spa, etc.) were wonderful. And, every meal we had at Bizot Bar and Bamboo Bar was delicious and...

Nicholas

A swimming pool with yellow railings and palm trees in the background.

Kingsbird by the sea Inn

Discovery Bay

10/10 Excellent

Kingsbird is an excellent place to stay. Once you get there, you are welcomed as if you were family,and treated as such throughout you stay; Natalie, KIngsley and Natalia were wonderful Hosts. They greet you with beautiful smiles every time they see you,always ensuring that you are OK and in need of nothing. They are knowledgeable locally, so anything you need done, they can "hook you up"; will stay with them next time I visit Jamaica. Thanks for the hospitality! Robert

Robert

A hotel room with two beds, a television, a shower, and a painting on the wall.

Ocean View Beach Hotel

Ocho Rios

10/10 Excellent

Chava

A beachside resort with a dock, lounge chairs, and tables overlooking the ocean.

Sand And Tan Beach Hotel

Ocho Rios

10/10 Excellent

Jeanette

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 $94 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.

St. Ann's Bay Vacation Rentals

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

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

1. Adorable 1Bed Cottage Walk to the Beach

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

3. Adorable 1bed Cottage Too Walk to the Beach

4. DraxHall Villa

5. Villa at The Palms

6. 2BR The Crest - 15 mins Ocho Rios

7. North Ritz Villa - 1 Bedroom Apartment

8. Adorable 1BR Cottage Walk to the Beach Priory

9. Villa at Richmond Estate

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

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

12. 1BR Comfort 15 mins Ocho Rios

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

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

15. The Vue Paradisiac Beach Club

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

17. Coolshade Villas - Richmond Estate

18. El Plantation Village

19. Ocho Rios at Coolshade Richmond

Find vacation rentals that suit your style

Top St. Ann's Bay Hotel Reviews

Adorable 1Bed Cottage Walk to the Beach

10/10 Excellent

Find out more about St. Ann's Bay

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

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

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

Explore a world of travel with Expedia