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Vacation Rentals & Villas in St. Mary Parish

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549 Houses

Relax & Enjoy Tower Isle/Walk to the beach/AC/WIFI

Tower Isle house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 29 minutes

Price per night from

$74

Moonlight Magic! , suite on private beach Jamaica

Robin's Bay villa

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$288

Grande Haven Villa - Oracabessa, St Mary Jamaica

Oracabessa villa

4 bedrooms / 5 bathrooms / sleeps 6

Price per night from

$404

Valhalla Villa

Boscobel villa

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$480

Charming Cottage With Beach Access In Quiet Neighb

Oracabessa house

2 bedrooms / 3 bathrooms / sleeps 4

Price per night from

$163

The Emerald

Boscobel apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$105

Quaint cottage located in the hills of Jamaica's

Oracabessa cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$59

Dream Maker. Private beach paradise in Jamaica.

Robin's Bay cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$236

High View Cottages

Oracabessa cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$62

Secrets and Dreams, on private beach, Jamaica

Robin's Bay cottage

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$281

Voted # 1 Seaside Villa in Ocho Rios Jamaica

Oracabessa villa

4 bedrooms / 5 bathrooms / sleeps 8

Price per night from

$832

Northcoast Jamaica Paradise, Private beach,pool

Oracabessa villa

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$262

Exclusive hideaway with private pool

Port Maria b&b

3 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$850

Endless Summer (15 minutes east of Ocho Rios)

Boscobel villa

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$209

Two-Bedroom Seaside Condo 3

Tower Isle condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 16 minutes

Price per night from

$263

Ian's cozy flat. 20 minutes from Ocho Rios.

Port Maria apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$53

Cool and Relaxing Getaway - 1/2/3 Bedrooms

Tower Isle apartment

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$286

Seaside Villa in Boscobel, St. Mary with private access to the Caribbean Sea

Boscobel villa

6 bedrooms / 6 bathrooms / sleeps 12

Responds fast! avg. 1 hour 16 minutes

Price per night from

$685

Ocean Lovers Paradise Rented as a One/Two bedroom Apt!

Tower Isle condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$255

Blow Hole - Oracabessa 5 Bedrooms

Oracabessa house

5 bedrooms / 7 bathrooms / sleeps 10

Price per night from

$1,065

Private Chalet Ocho Rios

Tower Isle chalet

/ 1 bathroom / sleeps 2

Price per night from

$35

Sajeres Villa

Boscobel villa

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$98

Two bedroom in the hills stunning view of coast

Tower Isle villa

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$40

PrivatePrivate Getaway for Fam & Friends - Luxury Villa, 5-Star Amenities, Beach

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...

Price per night from

$629

Loveland Villa a Jamaica Jewel

Oracabessa villa

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$327

LaCaye - Waterfront villa, close to Ocho Rios

Tower Isle villa

4 bedrooms / 6 bathrooms / sleeps 8

Responds fast! avg. 3 hours 33 minutes

Price per night from

$799

Villa Criss at Chrisanns

Tower Isle apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$128

The Big White Villa Garden Suite[1bdr studio appt]

Tower Isle studio

Studio / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 26 minutes

Price per night from

$92

Lagardan ocean view entire house

Tower Isle house

6 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 23 minutes

Price per night from

$479

AFIBAVIEW BY THE SEA

Port Maria apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$292

Quiet, well kept vacation apartment

Boscobel apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$105

The Big White Villa Pool Suite[1bdrm studio appt]

Tower Isle studio

Studio / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 26 minutes

Price per night from

$92

Live like a Local

Tower Isle house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$164

Amazing Ocean View Apartment in Ocho Rios

Tower Isle apartment

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$314

ocean view condo

Tower Isle apartment

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$262

Crissanns- Tropical Beach Loft

Tower Isle studio

Studio / 1 bathroom / sleeps 2

Price per night from

$111

Pompano Pad

Tower Isle apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$108

The Palms At Galina Luxury Rental Fully Staffed

Oracabessa house

7 bedrooms / 9 bathrooms / sleeps 14

Responds fast! avg. 2 hours 10 minutes

Price per night from

$889

Viewing 38 of 549
rentals in St. Mary Parish

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Top Destination reviews

PrivatePrivate Getaway for Fam & Friends - Luxury Villa, 5-Star Amenities, Beach
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...see more
Endless Summer (15 minutes east of Ocho Rios)
Fabulous!

Endless Summer is an immaculately maintained guesthouse with everything you need! Fully equiped kitchen, stocked with beverages and snacks to carry you over until you get to the store. Pool, beautiful grounds. Andrea is a welcoming and resposive host! No hesitations in recommending this property. Likely will return myself.see more
Sea Palms ,Apt E-6
Fabulous abode!

This is 1 of the most nicely furnished apartments i have stayed in. Fully furnished kitchen, large bathroom with safety bar (Thank you) beautiful bedroom set with the pineapple spindles , I loved it. I will be looking for aa chandlier similar to yours when i get home. 2 balconies, seaview up close, you can hear the waves, swimming pool close to the apartment. There is an elevator in the buildiing but unfoortunately it did not work...would have been helpful for the trek up to the 3rd floor but not that many staiirs. My only complaint is the sleeper sofa, it proovides no support and i sank to the floor when I sat on it. It does not go with the decor and needs to be replaced but in its defense, I have not sat on a comfortable sofa in jamaica yet! It is 15 minutes outside of Ocho Rios, Reggae beach (now Bamboo beach) is down the street, I didn't see anything worth walking to. It is very quiet and the housekeeper was very helpful in returning when I locked myself out of the apartment. I would not hesitate booking this apartment again.see more
Moonlight Magic! , suite on private beach Jamaica
A wonderful, peaceful, romantic hideaway!

We had the privilege of staying in the Moonlight Magic room for two nights in april 2012. It is truly a breathtaking room. You are surrounded by the stunning views of Strawberry Fields Together outside very window. You can literally see the ocean while lying in bed. The bath/shower area is something I've never seen. You'll have to feel ok being a bit on display! But the shower being a step up and in front of windows overlooking the ocean with no walls between the rest of the room is something to experience. The deck overlooking the private beach is where I spent half of my time. So peaceful and quiet. The other half of the time I spent in front of the big windows with shutters that prop open and an open wall on the bottom half. So relaxing! In this rather rustic place, Moonlight Magic feels very luxurious and pampering. I recommend paying the extra cost for this room versus the other cottages. You won't be disappointed!see more
Dream Maker. Private beach paradise in Jamaica.
A little piece of paradise

This eco-resort truly is a little taste of paradise. The cabin's double doors were thrown open as soon as we arrived and did not close but one time, when it rained so hard we had to close all the doors and windows. Words fail me when I try to tell anyone what it was like to wake up to a Caribbean sunrise every morning! Kim and company are wonderful hosts, our every need was met and our wishes and whims were catered to in a seamless manor. The food was amazing. We were offered a choice of Jamaican or Continental cuisine when we arrived. Of course, we choose Jamaican and are we ever glad we did! Akee and Saltfish, coconut pancakes, Jerk chicken, boiled pumpkin, a world of flavors we had never tried before and can not wait to eat again! Dreammaker was just perfect for us. We sat on the veranda in the morning and the evening, shared the hammock during the day, we couldn't ask for anything more. We'll be back. Soon come, mon!see more

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