Saint Mary, Middlesex Area Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Saint Mary, Middlesex Area on RentalSaver.com!

Saint Mary Rentals

$Tropical Tranquility and \Secluded Bliss: Dream Maker Hideaway\\n\n\n\n\n\n$
From $397 per night (USD)
VRBO
Tropical Tranquility and \"Secluded Bliss: Dream Maker Hideaway\"\n\n\n\n\n\n
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Nestled along the North Eastern shoreline of the enchanting sub-tropical landscape of Jamaica, Dream Maker Cottage stand ...
From $397 per night (USD)
VRBO
From $73 per night (USD)
Expedia
Near Ocho Rios/AC/Balcony/Hot Water/Quiet/1 Bed/10A
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Situated in the cool cool parish of St Mary away from the hustle and bustle of the township, sit back relax and enjoy th ...
From $73 per night (USD)
Expedia
From $680 per night (USD)
VRBO
MODERN SPACIOUS 7 BDRM HOME Estate
Bedrooms:
7
Bathrooms:
7
Sleeps:
16
Classic extraordinary old-world luxury meets contemporary elegance. This serene sanctuary will become your home away fro ...
From $680 per night (USD)
VRBO
From $545 per night (USD)
Expedia
Spacious 5 Bdrm Home
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Classic extraordinary old-world luxury meets contemporary elegance. This serene sanctuary will become your home away fro ...
From $545 per night (USD)
Expedia
From $224 per night (USD)
VRBO
1 BDR POOLSIDE appt [Garden Suite]
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Classic extraordinary old-world luxury meets contemporary elegance. This serene sanctuary will become your home away fro ...
From $224 per night (USD)
VRBO
From $189 per night (USD)
Expedia
1 bedroom poolside studio appt [Pool Suite]
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Classic extraordinary old-world luxury meets contemporary elegance. This serene sanctuary will become your home away fro ...
From $189 per night (USD)
Expedia
From $81 per night (USD)
VRBO
Relax and Enjoy Tower Isle/AC/Cable/Free WIFI/HotWater/5 mins drive to the Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Less than 10 minutes walk to Bamboo beach. Welcome to our newly renovated 3 bedrooms, 3 full bathrooms( 2 ensuites) va ...
From $81 per night (USD)
VRBO
From $1118 per night (USD)
Expedia
NEW LUXURY VILLA/AMZING OCEAN VIEW / PRIVT KITCHEN/BATHR/LIVING RM/POOL/JACUZZI
Bedrooms:
8
Bathrooms:
8
Sleeps:
20
Spectacular private villa compound with 5 unique private villas providing a total of 8 bedrooms, located on a hilltop, o ...
From $1118 per night (USD)
Expedia
From $179 per night (USD)
VRBO
Villa 1,150 per week, Villa/van/driver 2150.00 per week
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Our Jamaican villa rental is privately nestled on a tropical hillside between Ocho Rios & Port Maria, Jamaica. This s ...
From $179 per night (USD)
VRBO
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Expedia
Sea Palms Apt D7, is your home away from home.
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
Sea Palms is 5 minutes east of Ocho Rios, located in Tower Isle St. Mary, Apartment D7, is your private beach front home ...
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Expedia
From $2217 per night (USD)
VRBO
New Luxury Villa! 5 Bedrooms, Fully staffed including Gourmet Chef
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Just 3 minutes from the beach and nestled in the hills of Oracabessa, Olive Branch Villa sits on beautifully landscaped ...
From $2217 per night (USD)
VRBO
From $3449 per night (USD)
Expedia
Peaceful 3 Bedroom Home 1 Min Away From The Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Peaceful environment with beach access 24 hours. Security available 24 hours for you safety. 10 minutes away from Ocho R ...
From $3449 per night (USD)
Expedia
From $617 per night (USD)
VRBO
Charming Cottage on Beautiful Jamaica Plantation Estate
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This lovely 3 bedroom, 3 bathroom cottage is in the perfect setting surrounded by lush greenery and colourful gardens. I ...
From $617 per night (USD)
VRBO
From $218 per night (USD)
Expedia
Rose Villa Jamaica
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Our lovely comfy casual villa has been updated with modern conveniences to make this your home away from home. Nestled a ...
From $218 per night (USD)
Expedia
From $372 per night (USD)
VRBO
Luxury Escapes (Ocho Rios)
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Luxury Escapes Ocho Rios is the ideal vacation spot to relax and enjoy the beautiful ocean view that encompasses our man ...
From $372 per night (USD)
VRBO
$Wake up to panoramic ocean views & relax by your own private jetty steps away.\n$
From $254 per night (USD)
Expedia
Wake up to panoramic ocean views & relax by your own private jetty steps away.\n
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Escape to the Caribbean in this bright and relaxing oceanfront apartment, located just 10 minutes from Ocho Rios town ce ...
From $254 per night (USD)
Expedia
From $388 per night (USD)
VRBO
Affordable Way to Wake Up to a Magical Sunrise from our Beach Front Villa
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Located on the North Eastern shoreline of sub-tropical Jamaica, Sunrise Magic is just one of the accommodations on our 1 ...
From $388 per night (USD)
VRBO
From $129 per night (USD)
Expedia
SPECTACULAR OCEAN FRONT VIEW, WI FI, POOL, AC, PRIVATE SWIMMING AREA, SECURITY
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our “One Love Shack” is a colorful artist decorated oceanfront condo/apartment perfect for small families, couples or in ...
From $129 per night (USD)
Expedia
From $1224 per night (USD)
VRBO
Luxury Villa Escape in Ocho Rios, Jamaica | Chef, Butler,Pool, Beach, OceanView
Bedrooms:
5
Bathrooms:
5
Sleeps:
16
Picture this: panoramic ocean views, personalized service, and premium amenities – all within the comfort of your own pr ...
From $1224 per night (USD)
VRBO
From $1578 per night (USD)
Expedia
5BR Oceanview Villa with Chef, Pool & Beach Access – Sleeps 14, Ocho Rios
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
Step into Villa Serenity, your private 5-bedroom oceanview villa in Ocho Rios, Jamaica. With a private chef, butler, poo ...
From $1578 per night (USD)
Expedia
$Elegant Hill Sea View Villa , Ocho Rios Jamaica.\nOcean View /Relaxing$
From $225 per night (USD)
VRBO
Elegant Hill Sea View Villa , Ocho Rios Jamaica.\nOcean View /Relaxing
Bedrooms:
5
Bathrooms:
6
Sleeps:
18
Your vacation in paradise starts when you come to beautiful Hill Sea-View Villa, Ideal for every traveler, it has endles ...
From $225 per night (USD)
VRBO
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Expedia
St Mary The Emerald Ocean View Villa
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
We offer you a luxury 2 bedroom, 1 bathroom villa in lush green grounds, located on a hill over looking the breathtaking ...
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Expedia
From $612 per night (USD)
VRBO
The Sandpiper Villa - Authentic Jamaican Experience!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Bring your entire family to this unique island retreat, minutes away from the beach and tourist attractions! This villa ...
From $612 per night (USD)
VRBO
From $179 per night (USD)
Expedia
A superb 3-bedrooms Holiday Villa, mins away from Ocho Rios vibrant Town Centre
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Imagine a Villa with fabulous views, in a quiet location, with a spacious indoor Jacuzzi. This is a superb 3-bedrooms Ho ...
From $179 per night (USD)
Expedia
From $112 per night (USD)
VRBO
A superb 2-bedrooms Holiday Apartment, mins away from Ocho Rios vibrant fun
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Imagine an apartment which has fabulous views, in a quiet location. This is a superb 2-bedrooms holiday apartment in a q ...
From $112 per night (USD)
VRBO
From $556 per night (USD)
Expedia
Private seaside villa with pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Private guest house with spectacular sea view and lush gardens on sprawling grounds. 24 hour security, daily housekeepin ...
From $556 per night (USD)
Expedia
From $128 per night (USD)
VRBO
Idyllic Beachfront Condo WiFi Cable Ocho Rios
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
One-bedroom condo on our private beach with pool, fully equipped kitchen, renovated bathroom, and private balcony. Slee ...
From $128 per night (USD)
VRBO
From $232 per night (USD)
Expedia
Superb 2 Bedroom/2 Bath Beachfront Condo near Reggae Beach, Ocho Rios
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
YOU WILL LOVE this delightful, completely renovated two bedroom, two bathroom beachfront apartment with contemporary dec ...
From $232 per night (USD)
Expedia
From $1043 per night (USD)
VRBO
Bougan Blu - Beach front cottage , Port Maria , St. Mary
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Bougan Blu ( formerly Dowling House) is a charming 3 bedroom , 3 1/2 bathroom beach front cottage nestled on a lush, pr ...
From $1043 per night (USD)
VRBO
From $252 per night (USD)
Expedia
Low, Low Rate, Very Affordable Cottage on Private White Sand Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Located on the North Eastern shoreline of sub-tropical Jamaica, Secrets and Dreams is just one of the accommodations on ...
From $252 per night (USD)
Expedia
From $667 per night (USD)
VRBO
Discounted New! Tranquil, Luxurious 2 Bedroom, Oceanfront Villa in Paradise
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Located on the North Eastern shoreline of sub-tropical Jamaica, Pirates Treasure Villa is just one of the accommodations ...
From $667 per night (USD)
VRBO
From $922 per night (USD)
Expedia
Oracabessa Hill Cottages
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Oracabessa Hill Cottages is a newly built boutique property nestled in the quaint town of Oracabessa, St. Mary. This mul ...
From $922 per night (USD)
Expedia
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VRBO
Your Caribbean Getaway, 20 minutes from Ocho Rios and major attractions!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape to the Caribbean to this family run, picturesque, bohemian villa. Experience the warm hospitality of the hosts; a ...
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VRBO
From $143 per night (USD)
Expedia
BluWaves ~ Oceanfront Condo minutes from Ocho Rios
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to BluWaves, a vacation home nestled right beside the Caribbean Sea in Tower Isle, St.Mary Jamaica. ~The Waves~ ...
From $143 per night (USD)
Expedia
Click For Pricing
VRBO
Coconut Palm Getaways; Spacious 4-Bdr, Balcony,Pool, Garden..
Bedrooms:
4
Bathrooms:
4
Sleeps:
5
Welcome to Coconut Palm , the perfect Getaway destination. Forget your worries in this spacious and serene space. Avail ...
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VRBO
From $180 per night (USD)
Expedia
Hassle Free Getaway Beach Front Property, family friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Located on the North Eastern shoreline of sub-tropical Jamaica, Eazy Breezy is just one of the accommodations on our 18 ...
From $180 per night (USD)
Expedia
From $144 per night (USD)
VRBO
Standard Dorm Style Cottage Ocean View Affordable Accommodation Living 4 persons
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located on the North Eastern shoreline of sub-tropical Jamaica, Purple Passion is just one of the accommodations on our ...
From $144 per night (USD)
VRBO
From $209 per night (USD)
Expedia
clean, comfy & quiet with views
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This 1 bedroom apartment which has a King size bed with a XL day and sofa bed in living room. This is the perfect retr ...
From $209 per night (USD)
Expedia
From $138 per night (USD)
VRBO
Tropical Villa, 5 min 2Beaches & Attractions, Unique Outdoor Space&Modern Layout
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Tropical Getaway is a little slice of heaven as it provides a tranquil sanctuary amongst its tropical trees and unique c ...
From $138 per night (USD)
VRBO
$\Sought-After\ Secluded Private Beach Cove,14 Rooms, Retreat Center Destination$
From $3360 per night (USD)
Expedia
\"Sought-After\" Secluded Private Beach Cove,14 Rooms, Retreat Center Destination
Bedrooms:
10
Bathrooms:
14
Sleeps:
30
Located on the North-Eastern shoreline of sub-tropical Jamaica, Strawberry Fields Together! is an 18-acre eco-friendly r ...
From $3360 per night (USD)
Expedia
From $88 per night (USD)
VRBO
Annex Grandview situated in the lush green hill of Three Hills near Ocho Rios.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Amazing gateway for family and friends. We provide babysitting services. The home is spacious and luxurious with 2 spaci ...
From $88 per night (USD)
VRBO
From $121 per night (USD)
Expedia
Villa Retreat Jamaica - 25 mins from Ocho Rios ... great views!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Villa Retreat Jamaica at Tranquility Glades, Retreat, St. Mary (near Ocho Rios, Jamaica) Nestled in the cool rolling hi ...
From $121 per night (USD)
Expedia
From $164 per night (USD)
VRBO
Village of Dreams- Ocean View Deck House
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Village of Dreams is a fully air conditioned relaxing home away from home located within a 24 hour security gated commun ...
From $164 per night (USD)
VRBO
From $295 per night (USD)
Expedia
Sea Palms, Tower Isle: near Ocho Rios
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sea Palms E3 is a delightful condominium set in the Sea Palms development, perched above the Caribbean Sea in an open ga ...
From $295 per night (USD)
Expedia
From $291 per night (USD)
VRBO
Floating On Water- Ocean Front Luxury Penthouse
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Waves is a fully furnished ocean front, 2 bedroom, 1 bathroom penthouse luxury Condo located in Tower Isles and jus ...
From $291 per night (USD)
VRBO
From $302 per night (USD)
Expedia
THE COZY HOUSE TWO, 3 BEDROOM BEACH FRONT
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Kick back and relax at this beautiful space of tranquility, The Sea Palm's Resort The Cozy House Two is a 3 bedroom beac ...
From $302 per night (USD)
Expedia
From $151 per night (USD)
VRBO
Luxury Waterfront 1/1 with Pool and Gym
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Luxury waterfront condo in the gorgeous Whispering Seas complex. A short drive from Ocho Rios, the spacious apartment is ...
From $151 per night (USD)
VRBO
From $466 per night (USD)
Expedia
Braata @ Little Bay (Ocean View Villa)
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
In Jamaica, braata means giving a little bit extra and hoping you’ll come back. And that is exactly what you’ll get at B ...
From $466 per night (USD)
Expedia
From $133 per night (USD)
VRBO
Braata@Little Bay: Studio with Ocean View
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
In Jamaica, braata means giving a little bit extra and hoping you’ll come back. And that is exactly what you’ll get at B ...
From $133 per night (USD)
VRBO
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Expedia
Seaview Villa, St Mary
Bedrooms:
4
Bathrooms:
3
Sleeps:
7
Can sleep 7 very spacious and very modern 5 star setting and very clean and comfortable you will feel at home home away ...
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Expedia
From $2045 per night (USD)
VRBO
Breathtaking Oceanfront Luxe Villa in Tower Isle, Jacuzzi, Pool, Fully Staffed
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Operated by Areca Homes Limited, Villa de la Vista translates to "Villa of the View" evoking a sense of breathtaking oc ...
From $2045 per night (USD)
VRBO
From $210 per night (USD)
Expedia
Beautiful hideaway one bedroom apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Full apartment sleeps up to four. Air condition Quiet, private, relaxing with garden, pool and hot tub Ground floor of ...
From $210 per night (USD)
Expedia
From $77 per night (USD)
VRBO
Suite Dreamers Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This beautiful, serene country cottage boasts a bright beachy theme and is located in the quiet gated community of St Ma ...
From $77 per night (USD)
VRBO
From $1500 per night (USD)
VRBO
Adina View: Oceanview 8BR with Pool, WiFi, Gym, Jacuzzi, Chef, AC & Backyard BBQ
Bedrooms:
7
Bathrooms:
8
Sleeps:
16
Welcome to Adina Your private sanctuary on Jamaica’s North Coast Adina is more than just a place to stay. It’s a luxur ...
From $1500 per night (USD)
VRBO
From $116 per night (USD)
VRBO
Sunset Nabro
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Sunset Nabro, Oceanfront Bliss in Tower Isle Located along Main Street, Tower Isle, Sunset Nabro lives up to its name, ...
From $116 per night (USD)
VRBO
From $789 per night (USD)
Expedia
Spacious 5-bedroom villa in fabulous Tower Isle with AC, WiFi and Outdoor pool
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Escape to a beautiful villa in Tower Isle for a delightful stay. This 5-bedroom retreat features 1 king bed, 3 queen bed ...
From $789 per night (USD)
Expedia
From $155 per night (USD)
VRBO
The Blue Jade - 2BDRM with WiFi, AC, Hotwater & security
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located at the Gates of Edgehill development in the hills of St. Mary, "The Blue Jade" is your hidden oasis! Unwind at t ...
From $155 per night (USD)
VRBO
From $184 per night (USD)
Expedia
NEW BUILT | 3BR | Ocho Rios 15mins | Beach 10mins | 24HR Gated | Family Friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
***** FALL 2025 PROMO ***** FALL 2025 STAY BOOKINGS OF 7+ DAYS WILL BE GIVEN 1 DAY COMPLIMENTARY BEACH ACCESS TO PLEASUR ...
From $184 per night (USD)
Expedia
From $2422 per night (USD)
VRBO
ocean front villa, 7bed with chef/housekeeping service.
Bedrooms:
7
Bathrooms:
7
Sleeps:
14
Relax and let your worries melt away as you arrive at Morgan's Cliff. Just sit back on your Muskoka chair and spend a fe ...
From $2422 per night (USD)
VRBO
From $1805 per night (USD)
Expedia
Luxury Oceanside Villa Minutes from Ocho Rios, Chef and Staff Included!
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Vista Ridge's name was inspired by our unique leisure area perched up on a ridge top surrounded by sights and sounds of ...
From $1805 per night (USD)
Expedia
From $1164 per night (USD)
VRBO
Coral Hill -hideaway - Private/secluded, overlooking the Caribbean.
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Elegant secluded oasis for the discerning traveler seeking the utmost in privacy with panoramic views of the Caribbean S ...
From $1164 per night (USD)
VRBO
From $1409 per night (USD)
VRBO
Rent our beautiful River paradise Jamaica
Bedrooms:
1
Bathrooms:
4
Sleeps:
20
Me and my family live in a beautiful tree house with private direct access to the river. We have 4 rooms,1 kitchen, 1 li ...
From $1409 per night (USD)
VRBO
From $207 per night (USD)
VRBO
Cozy Beachfront Condo- The Perfect home , where children stay free
Bedrooms:
3
Bathrooms:
2
Sleeps:
5
This property is situated in a resort area and has its own private swimming pool and beach. Great place for the young a ...
From $207 per night (USD)
VRBO
From $467 per night (USD)
Expedia
Sapphire Reef Villa, Ocean Front on a Protected Reef, Pool, Staffed, Private
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Situated on the breathtaking North Coast, Sapphire Reef Villa is surrounded by a protected reef noted for its variety of ...
From $467 per night (USD)
Expedia
From $184 per night (USD)
VRBO
Modern, Spacious, Relaxing and Laid Back
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Wanting to escape the bustle of the city but still within proximity to attractions and events? My View @Huddersfield is ...
From $184 per night (USD)
VRBO
From $3000 per night (USD)
Expedia
Luxury 13-bedroom, 7-acre, oceanfront villa, with all-inclusive option.
Bedrooms:
13
Bathrooms:
13
Sleeps:
26
Golden Clouds villa is a luxurious 13-suite estate situated in a park-like 7-acre setting. It is a spectacular oceanfron ...
From $3000 per night (USD)
Expedia
From $128 per night (USD)
VRBO
AWARD WINNING OCEAN FRONT 1 BED CONDO Wi-Fi
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The property is a fully furnished one bedroom split level loft apartment in a condominium complex comprising 32 apartmen ...
From $128 per night (USD)
VRBO
From $714 per night (USD)
Expedia
12 Guests Included in Price! Includes: Ocean View, Pool & Other Amenities
Bedrooms:
5
Bathrooms:
6
Sleeps:
18
Villa Coldew is located on the north coast of Jamaica with an amazing view of the blue Caribbean Sea. The property is 10 ...
From $714 per night (USD)
Expedia
From $1969 per night (USD)
VRBO
5 bedroom private villa with chef and staff
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Private villa with private pool, full kitchen, living room and five bedrooms. All rooms have wifi and TV. . Private che ...
From $1969 per night (USD)
VRBO
From $943 per night (USD)
Expedia
Edgewater Beach Villa Ocho Rios Family Friendly Beach Front Close to Attractions
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
From the moment you arrive our courteous staff will be there to welcome you. Come relax on the private beach. Take a so ...
From $943 per night (USD)
Expedia
From $140 per night (USD)
VRBO
Jamaica off the beaten path!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Experience eco-friendly Jamaican hospitality in this traditional British colonial home on the beautiful Caribbean Sea. Y ...
From $140 per night (USD)
VRBO
From $2439 per night (USD)
VRBO
Rocksteady Villa Luxury villa
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Rocksteady Villa is a four-bedroom villa that features a 180-degree view of the ocean. You'll need to do nothing but rel ...
From $2439 per night (USD)
VRBO
From $1000 per night (USD)
VRBO
Prospect Estate and Villas
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
COOL, CONTEMPORARY AND COMFORTABLE. Wag Water is named after a Jamaica river which meanders through the local parish of ...
From $1000 per night (USD)
VRBO
From $1600 per night (USD)
VRBO
Prospect Estate and Villas
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
THE EIGHT RIVERS VILLA HAS A BREATH-TAKING OCEAN VIEW Set within one and a half acres of tropical gardens, populated by ...
From $1600 per night (USD)
VRBO
From $154 per night (USD)
VRBO
Blue Harbour - Noel Coward's Jamaica Seaside Cottages
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Treat yourself to the healing airs and skyblue Caribbean waters of Blue Harbour Jamaica. Overlooking Jamaica's scenic No ...
From $154 per night (USD)
VRBO
From $180 per night (USD)
Expedia
Slice of Paradise
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Relax with the whole family at this peaceful place to stay. Come relax at this centrally located home that is minutes aw ...
From $180 per night (USD)
Expedia
From $155 per night (USD)
VRBO
Cozy Studio on Caribbean Sea
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy the breathtaking private ocean view at Chrisanns Apt 22. This cozy air-conditioned studio condo getaway punches wa ...
From $155 per night (USD)
VRBO
From $403 per night (USD)
Expedia
Seaside Condo 3
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Relaxing Two-Bedroom Seaside Condo in Tower Isle, St. Mary, Gated-Community You will enjoy the relaxing and easy pace ...
From $403 per night (USD)
Expedia
From $415 per night (USD)
VRBO
Ocho Rios/Tower Isle Queen Jacuzzi Suite w/balcony/Pool/Opt. Private Chef
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy yourself in this spacious and comfy Queen bedroom suite with your own private jacuzzi bathroom with walk-in shower ...
From $415 per night (USD)
VRBO
From $944 per night (USD)
Expedia
Upscale, Large country estate overlooking Spring Valley & the Caribbean Sea
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Quiet and secure, the Spring Valley Inn is a family operated business in Saint Mary, Jamaica. We are a large country es ...
From $944 per night (USD)
Expedia
From $481 per night (USD)
VRBO
New build 2023, Relaxing. Spacious 5 mins from private beach.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Newly built open plan living room and dining room. High ceilings which make the house very airy, bright and relaxing. L ...
From $481 per night (USD)
VRBO
From $172 per night (USD)
Expedia
WatersEdge -B3
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy a peaceful stay at this 2-bedroom condo in Tower Isle. The bedrooms feature a cozy king bed and comfortable twin b ...
From $172 per night (USD)
Expedia
$Boscobel White House with Beach Access.\n3 minute drive from Ian Fleming Airport$
From $210 per night (USD)
VRBO
Boscobel White House with Beach Access.\n3 minute drive from Ian Fleming Airport
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Boscobel White House Escape to our 3- bed tranquil sea view haven in Boscobel, St Mary! Only a 3 minute drive ...
From $210 per night (USD)
VRBO
From $968 per night (USD)
Expedia
Oceanfront, Cook, 15min OchoRios, Butler, Housekeeper, Kayaks and Snorkels, Pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Villa Hestia is your private oceanfront villa in Boscobel — just 15 min from Ocho Rios and opposite Ian Fleming Internat ...
From $968 per night (USD)
Expedia
From $71 per night (USD)
VRBO
Jireh's Place - Charming 1-bedroom apartment in peaceful Whitehall Estate
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Get ready to relax in this 1-bedroom apartment in Whitehall Estate, Saint Mary. This serene retreat features 1 queen bed ...
From $71 per night (USD)
VRBO
From $543 per night (USD)
Expedia
exotic beach & villa with WiFi, AC in tranquil Tower Isle with pool
Bedrooms:
6
Bathrooms:
5
Sleeps:
12
This 5-bedroom house in Tower Isle is perfect for your escape to paradise. With 7 queen beds and 2 twin bed2, guests wil ...
From $543 per night (USD)
Expedia
From $1350 per night (USD)
VRBO
Adina View: Oceanview 8BR, Pool, Jacuzzi, Chef, Gym, WiFi, AC, Backyard BBQ
Bedrooms:
7
Bathrooms:
8
Sleeps:
18
Welcome to Adina Your private sanctuary on Jamaica’s North Coast Adina is more than just a place to stay. It’s a luxur ...
From $1350 per night (USD)
VRBO
From $125 per night (USD)
Expedia
Enchanting 2-bedroom apartment with AC in Tower Isle
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
This 2-bedroom apartment is perfect for your escape to Tower Isle. With 2 queen beds, AC, and an iron, guests will find ...
From $125 per night (USD)
Expedia
From $110 per night (USD)
VRBO
Large Modern Renovated Private Apartment - Minutes from Ocho Rios!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Minutes outside of Ocho Rios - this newly renovated large modern apartment on private property allows you close proximit ...
From $110 per night (USD)
VRBO
From $2440 per night (USD)
Expedia
Timbuktu is a luxury 5 bedroom villa with stunning seaviews on the sea.
Bedrooms:
7
Bathrooms:
5
Sleeps:
13
Welcome to Timbuktu by the Sea! Come and be pampered by our staff. You will be greeted upon arrival by our team which in ...
From $2440 per night (USD)
Expedia
From $250 per night (USD)
VRBO
Jamaica villa by the sea
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Bring the whole family to this great place with lots of room for fun. Five bedroom with a private bathroom in each bedro ...
From $250 per night (USD)
VRBO
From $97 per night (USD)
Expedia
JCCL Party Enterprise, Hidden Lodge
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Our little hidden piece of paradise is a mix of posh luxury and relaxation. Just 7 minutes out of Ocho Rios Town This st ...
From $97 per night (USD)
Expedia
From $177 per night (USD)
VRBO
Entire home in Boscobel, Jamaica
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Come experience the magic of Hilltop Paradise! Our cozy 3-bedroom home is infused with local charm and artistic flair, m ...
From $177 per night (USD)
VRBO
From $4556 per night (USD)
VRBO
Aquamarina Villa - Elegant Beachfront Paradise
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
The villa is located in the northern part of Jamaica and faces the crystal-clear waters of the Caribbean Sea. It was rec ...
From $4556 per night (USD)
VRBO
From $819 per night (USD)
VRBO
ZYANI Boutique Resort Breathtaking Seaside location Chef, Massage therapist,
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Zyani Boutique Resort featured in the Sunday edition of the Gleaner under lifestyles Dream Homes Jamaica. Just 6 miles ...
From $819 per night (USD)
VRBO
Click For Pricing
Expedia
Jamaica Ocean View Villa
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
<p>A short distance from sailing, scuba diving, and more, this family-friendly villa lets you experience it all. With th ...
Click For Pricing
Expedia
From $142 per night (USD)
VRBO
Upscale Cozy Condo on the North Coast of Jamaica
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cozy Coastal Condo is a modern 2-bedroom, 1-bathroom retreat on St. Mary’s coast, Jamaica. Perfect for families, friends ...
From $142 per night (USD)
VRBO
From $914 per night (USD)
Expedia
Bespoke Vacation Villa near Ocho Rios, Jamaica
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
The FarmHouse at The Cedars Estate is a 5 bdrm eco-luxe vacation retreat on an expansive 246 acre vintage estate in the ...
From $914 per night (USD)
Expedia
Click For Pricing
VRBO
Room with a View
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in Boscobel in the Saint Mary region, Room with a View has a balcony and sea views. This self-catered family sta ...
Click For Pricing
VRBO
From $225 per night (USD)
Expedia
Family friendly accessible 3 bedroom bungalow *15 min to Ocho Rios
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Gated community of modern homes on a peaceful hill with constant sea breezes and radiant sunshine. Our beautifully land ...
From $225 per night (USD)
Expedia

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Results: 159 Rentals