St. Ann's Bay Rentals

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174 Houses

Drax Hall Country club 140 Sunshine Villa

St. Ann's Bay bungalow

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Mountain Views

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Price per night from

$126

Wilson's Goodnight Rest A+

St. Ann's Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Mountain Views

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Price per night from

$35

before Lifestyle

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Mountain Views

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Price per night from

$172

Sea Shell Villa Ocean View

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Mountain Views

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Price per night from

$263

Sea Breeze Villa at Coolshade - Ocho Rios - St.Ann

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Mountain Views

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Price per night from

$183

Shar Cozy 1 Bedroom Apartment with WiFi

St. Ann's Bay house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Mountain Views

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Price per night from

$80

Savannah's Place

St. Ann's Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 24 minutes

Match: Mountain Views

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Price per night from

$103

Tropical Vibes

St. Ann's Bay bungalow

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Mountain Views

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Price per night from

$160

Drax Hall Country Club, Ocho Rios.

St. Ann's Bay house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Mountain Views

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Price per night from

$114

Cool shades gated estate

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Mountain Views

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Price per night from

$183

Villa Cocomo Peace and tranquility

St. Ann's Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Mountain Views

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Price per night from

$172

Wilson's EnSuite Deluxe

St. Ann's Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Mountain Views

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Price per night from

$57

Teresina Bed and Breakfast

St. Ann's Bay private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Mountain Views

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Price per night from

$308

Teresina

St. Ann's Bay chalet

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Mountain Views

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Price per night from

$200

Gorgeous, Private and Secure Country Club Home #3 - "The Maria"

St. Ann's Bay house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Mountain Views

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Price per night from

$297

Bamboo Breeze Inn a Beautiful Hideaway

St. Ann's Bay house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Mountain Views

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Price per night from

$22

Geddes Great House Health and Wellness Farm

St. Ann's Bay house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 20

Match: Mountain Views

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Price per night from

$2,861

Sweet Oasis Polo Villa ,Gated, 24/7 security/ swimming pool/ free beach access

St. Ann's Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 3 minutes

Match: Mountain Views

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Price per night from

$193

Luxurious Island Escape Near Ocho Rios

St. Ann's Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Mountain Views

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Price per night from

$571

3-Bedroom Vacation Home

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Mountain Views

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Price per night from

$183

EcoScape Jamaica - Cottage by the river

St. Ann's Bay cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Mountain Views

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Price per night from

$251

Di Nest

St. Ann's Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Mountain Views

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Price per night from

$1,793

Shade Villa, Richmond - Ocho Rios

St. Ann's Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Mountain Views

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Price per night from

$256

Escape Villa at Richmond - Your Own Private Paradise

St. Ann's Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Mountain Views

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Price per night from

$376

A home away from home

St. Ann's Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Mountain Views

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Price per night from

$229

Match: Mountain Views

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Price per night from

$605

Great rentals within 20 miles that match your search

Fern Court Apartment @ Richmond with Oceanic view

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great vacation home” The home was exactly as it appeared on the site. House was clean and comfortable.view was amazing. Everything we needed was available to us or in reasonable distance. Marsha is a wonderful host, she was always available by phone and had Ms. Bev there waiting for us upon arrival even though we arrived earlier than the check in time. Miss Beverly is a very polite lady who showed up everything we needed to know. Will definitely be going back to stay and will recommend this place to anyone looking for a safe and comfortable vacation home.

Match: Mountain Views

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Price per night from

$172

Drax Hall - Coconut Walk

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Mountain Views

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Price per night from

$149

Villa by the Cove

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Mountain Views

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Price per night from

$286

Tropical Vacation Villa, Ocho Rios

Ocho Rios house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Mountain Views

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Price per night from

$229

Whistling Villa-Most Affordable Private Villa with pool In Runaway Bay Jamaica

Runaway Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“Affordable, spacious and near luxurious.” Visited Whistling Villa May 16th - 23rd with 4 friends. I chose this villa primarily because of proximity to attractions in Ocho Rios and Runaway Bay. Osburn always responded to my emails within minutes of sending them, which was comforting. I stayed at another property owned by him, and therefore trusted him. General: The villa was almost too large for 5 friends, but we each had our own space. The layout of the villa maximized the space so that the living area was extremely large. It was clean and well decorated but not so much so that you are aware that you're on an island villa; it had a really cozy feeling. Housekeeper: We had a cook!! We begged her to come home with us. Dorothy made everything we asked for and on the days we asked her to surprise us, we had heavenly meals! Breakfast was always prompt and we had breakfast in the outdoor dining area near to the pool. Pool: At the deepest end, the pool was 8ft deep. It was large and with 5 of us in the pool at the same time, we were not crowded. Bedrooms: The bedrooms were large with en suite bathrooms, a small television with cable TV, closet, air condition and dresser. It was clean and cozy. The bed sheets were outdated, but who goes to Jamaica to stay in bed right? Groundskeeper: Chris, who's the grounds man, kept the property clean and most mornings when he woke up to rake the grass, I interrupted him for some chit chat. He's soft spoken and extremely helpful, always asking if we needed anything. Amenities: We celebrated one birthday while there, and needed some music, but the reception on the radio was a bit poor and had static, so walk with many CDs. Wifi was strong in most areas, but weakest in the bedrooms. Appliances were as expected for an island villa.

Match: Mountain Views

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Price per night from

$229

Luxurious Ocho Rios Waterfront Villa: Private Pool, BBQ, Chef, Nr. Attractions

Tower Isle villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 16

“My stay here was heaven on earth.” My stay on this villa was great. Everything I could imagine and more Food was delicious and authentic; not process or frozen. The master suit where I stayed was immaculate. The power shower to the huge jacuzzi bath. The king size bed made my night rest wonderful. It's felt like I was sleeping on clouds. This villa was hard for me to leave, from pool, xbox, board games and a fantastic pool why must I go outside.(lol). When I decided to go outside it was also a great and wonderful experience. I visited duns river falls, when to the hot spot night club margarita ville, oceans 11, and amnesia. We sang karaoke had great Jamaica drinks and watch the beautiful scenery. All these great attraction only 12mins tops from the villa. However my highlight of the stay is the private beach, only 2min walk from the villa. Great vacation I'm booking another stay for January andirons can't wait...

Match: Mountain Views

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Price per night from

$970

STUNNING 2 bed 2 bath beach front condo..making your Caribbean dream a reality

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Great Condo, Great Location” First time we have rented a condo from an owner through FlipKey. Everything from reservation confirmation, payment etc was very smooth. When we arrived on site the outside of the Towers was disappointing, but very common in tropical climates. But all was overlooked when we walked into the suite. So very nice, clean, clean, clean. Lots of room for my husband and I, as well as a daughter. Close to the beach, restaurants, shopping and taxis. The suite had everything you need. Reliable internet, fully equipped kitchen, tv in living room and master bedroom. Millicent met us on arrival and showed us around the suite as well as explained beach access etc. We had a great vacation and would definitely recommend this location. I was also impressed when the owner , Kenita came to say goodbye when we left. It was a pleasure to meet her. We hope to be back one day.

Match: Mountain Views

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Price per night from

$143

Pimento Oasis, Ocho Rios, St. Ann, Jamaica

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Mountain Views

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Price per night from

$223

"Live Like a Local in Jamaica"

Ocho Rios house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Mountain Views

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Price per night from

$48

Responds fast! avg. 54 minutes

Match: Mountain Views

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Price per night from

$685

Private Villa - 3-bedroom

Ocho Rios apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Mountain Views

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Price per night from

$137

Match: Mountain Views

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Price per night from

$86

Viewing 38 of 174
rentals in St. Ann's Bay

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