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

From $907 per night (USD)
VRBO
Exquisite Eight Bedrooms Villa Situated in Boscobel, St. Mary, Jamaica.
Bedrooms:
7
Bathrooms:
8
Sleeps:
16
Welcome to New View Estate, where paradise meets luxury! This sprawling property offers stunning vistas of lush, green ...
From $907 per night (USD)
VRBO
From $117 per night (USD)
Expedia
Charming 3-bedroom house in Boscobel , with WiFi access. 15 minutes fr Ocho Rios
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled in Boscobel, this delightful house offers 3 cozy bedrooms with a mix of 1 queen bed and 2 full beds. With 2 bath ...
From $117 per night (USD)
Expedia
From $145 per night (USD)
VRBO
Charming apartment in fabulous St. Mary Parish. 15 minutes away from Ocho Rios
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Your charming apartment in St. Mary Parish is the perfect retreat for guests looking for a cozy getaway. This enchanting ...
From $145 per night (USD)
VRBO
From $137 per night (USD)
Expedia
The Blue Jade - Tranquil New Home near Ochi 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 $137 per night (USD)
Expedia
From $60 per night (USD)
VRBO
Charming studio with AC and WiFi in amazing Oracabessa
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Get ready to relax in this brilliant studio in Oracabessa. This adorable property features 1 cozy bedroom, perfect for u ...
From $60 per night (USD)
VRBO
From $108 per night (USD)
Expedia
Beyond View Villa/Private Pool/Transportation/Chef Three Hills Tower Isle
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beyond View Villa offers a 360-degree view of lush mountainsides and stunning sea vistas, allowing guests to wake up to ...
From $108 per night (USD)
Expedia
From $181 per night (USD)
VRBO
Crystal Resort. 5 mins from beach, 15 Mins to Ocho Rios Centre , Secure, CCTV.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This luxurious ground floor apartment at the Crystal Resort with infinity pool has breath taking views, only 5 mins fro ...
From $181 per night (USD)
VRBO
From $157 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 $157 per night (USD)
Expedia
From $340 per night (USD)
VRBO
4-bedroom house in lovely Tower Isle with pool, fitness room, AC, WiFi
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Are you looking for a place to relax and unwind? Get ready to be enchanted in this beautiful, quiet 4-bedrooms, 3-baths ...
From $340 per night (USD)
VRBO
From $141 per night (USD)
Expedia
Beachfront 2-bedroom Apartment in Tower Isle
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This Tower Isle apartment boasts 2 inviting bedrooms. The charming decor and lovely ambiance make guests feel right at h ...
From $141 per night (USD)
Expedia
From $171 per night (USD)
VRBO
Jamaica villa by the sea Unit 5
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 $171 per night (USD)
VRBO
From $171 per night (USD)
Expedia
Jamaica villa by the sea Unit 4
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 $171 per night (USD)
Expedia
From $1805 per night (USD)
VRBO
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)
VRBO
From $2126 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 $2126 per night (USD)
VRBO
From $329 per night (USD)
VRBO
Coral Hill - Sea View Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Intimate Queen suite with breathtaking views of lush tropical gardens and the Caribbean Sea. Enjoy meals by the large wr ...
From $329 per night (USD)
VRBO
From $1164 per night (USD)
Expedia
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)
Expedia
From $1394 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 $1394 per night (USD)
VRBO
From $207 per night (USD)
Expedia
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)
Expedia
From $317 per night (USD)
VRBO
Whispering Seas Penthouse. Ocho Rios JAMAICA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Whispering Seas Jamaica, a luxury resort development in Tower Isle! Whispering Seas is an oasis of beautifull ...
From $317 per night (USD)
VRBO
From $5353 per night (USD)
VRBO
Promiseas - Luxury 8 Bedroom Villa
Bedrooms:
8
Bathrooms:
8
Sleeps:
16
Welcome to Promiseas represented by EXCEPTIONAL VILLAS, the world's leading villa rental company on Trust Pilot. Promise ...
From $5353 per night (USD)
VRBO
From $268 per night (USD)
VRBO
Delightful, spacious 3 bedroom house with sea views
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Three en-suite double bedrooms, all with sea views and balcony, spacious open plan living, comprising of lounge, separat ...
From $268 per night (USD)
VRBO
From $137 per night (USD)
VRBO
Emerald Estate gated community/Oceanfront
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
The property is a two bedroom, one bathroom property that can accommodate four people. It is located in gated community ...
From $137 per night (USD)
VRBO
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 $2900 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 $2900 per night (USD)
Expedia
From $122 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 $122 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 $438 per night (USD)
VRBO
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 $438 per night (USD)
VRBO
From $93 per night (USD)
VRBO
The Emerald Apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Emerald is located in the gated community of Emerald Estate, with twenty four hour security. Only ten minutes from t ...
From $93 per night (USD)
VRBO
From $120 per night (USD)
VRBO
Cozy Apartment Near Ocho Rios And The Ian Fleming International Airport.
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Studio and 1bedroom apartments, just 5 minutes outside Ocho Rios, ideal for any vacationer seeking to experience the rus ...
From $120 per night (USD)
VRBO
From $440 per night (USD)
VRBO
Lovely Apartment In Beautiful 1600 Acre Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A lovely two bedroom apartment within a beautiful and well maintained 1600 acre resort within a peaceful setting althoug ...
From $440 per night (USD)
VRBO
From $1577 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 $1577 per night (USD)
VRBO
From $995 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 $995 per night (USD)
Expedia
From $923 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 $923 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 $185 per night (USD)
VRBO
Modern 2 Bedroom with beach nearby
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Brown's Getaway is located in the capital town of Port Maria which is historically rich and dates back to the 1700s. Y ...
From $185 per night (USD)
VRBO
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 $2198 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 $2198 per night (USD)
VRBO
From $50 per night (USD)
VRBO
ONE BEDROOM APARTMENT
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
private one bedroom apartment with private pool.on a section of a building located in a very upscale neighborhood in bos ...
From $50 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
Click For Pricing
VRBO
Music in The Green Ranch
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This is a house rental. Relax with family at this peaceful place to stay. The space includes two bedrooms and one bathro ...
Click For Pricing
VRBO
From $155 per night (USD)
Expedia
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)
Expedia
Click For Pricing
VRBO
Music in The Green Ranch
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This is a house rental. Relax with family at this peaceful place to stay. The space includes two bedrooms and one bathro ...
Click For Pricing
VRBO
From $112 per night (USD)
Expedia
3 bedroom guest house in Trinity !
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Hello everyone and welcome to my page ! I speak Russian and English ! My story is I meet my husband in Canada and we go ...
From $112 per night (USD)
Expedia
Click For Pricing
VRBO
Waterfront Villa @ Ian Fleming, James Bond Getaway
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Relax & Unwind in Paradise. 15 Mins from Ocho Rios, Jamaica Moonraker Villa at Fleming’s Cave is a private oasis tucked ...
Click For Pricing
VRBO
From $677 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 $677 per night (USD)
Expedia
From $479 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 $479 per night (USD)
VRBO
From $154 per night (USD)
Expedia
Charming 2-bedroom house in marvelous Boscobel with WiFi, AC
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Boscobel is waiting for you at this 2-bedroom house. Marvelous and serene, our place will help you feel at home while yo ...
From $154 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 $84 per night (USD)
Expedia
The Palm Estate IS THE Place TO Stay AT A Reasonable Price
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Jamaica's The Palm Estate has been serving tourists with industry leading hospitality services for generations. Located ...
From $84 per night (USD)
Expedia
From $3189 per night (USD)
VRBO
Oasis Palms Luxury Villa
Bedrooms:
6
Bathrooms:
3
Sleeps:
8
We are located just 5-7 minutes away from Jamaica's newly opened Ian Fleming International Airport! Indulge in the ult ...
From $3189 per night (USD)
VRBO
From $145 per night (USD)
VRBO
Romantic cottage in Oracabessa - Direct access to private cove
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Pearl’s Round House is situated on a private 4 acre waterfront estate in the town of Oracabessa on the beautiful north c ...
From $145 per night (USD)
VRBO
From $52 per night (USD)
VRBO
Beachside Bliss: Your Dream Studio Apartment Escape on Jamaica's North Coast!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Nestled along the pristine shores of Jamaica's enchanting North Coast lies a hidden gem awaiting your discovery: a charm ...
From $52 per night (USD)
VRBO
From $182 per night (USD)
Expedia
The Hideaway! 15 minutes drive to Ocho Rios, 10 mins to James Bond Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your home away from home! Nestled in the quiet Residential area of Balmoral Heights, this 3-bedroom 2-bathroom space is ...
From $182 per night (USD)
Expedia
From $56 per night (USD)
VRBO
Self-contained room 2 Tower Isles near 0cho Rios, Spring Valley
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
About this space Come relax a while at this bedsite rooms located in Spring Valley, Tower Isles 10 minutes drive to Och ...
From $56 per night (USD)
VRBO
From $89 per night (USD)
Expedia
Self Contained Room 3 Tower Isles near Ocho Rios
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Come relax a while at this studio / bedsit rooms located in Spring Valley, Tower Isles 10 minutes drive to Ocho Rios Tow ...
From $89 per night (USD)
Expedia
$Beautiful Inn. Great out doors, relaxing pool and hot tub. \nAll amenities.$
From $771 per night (USD)
VRBO
Beautiful Inn. Great out doors, relaxing pool and hot tub. \nAll amenities.
Bedrooms:
7
Bathrooms:
6
Sleeps:
13
Individual privacy in each room cool fully air condition, blocking out curtains smart TV Huge kitchen and dining area. ...
From $771 per night (USD)
VRBO
From $368 per night (USD)
Expedia
Villa by The Sea
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
See the Moon dancing on the Sea Two Villas are available with spectacular views of the Caribbean Sea and a large terrace ...
From $368 per night (USD)
Expedia
From $704 per night (USD)
VRBO
Luxe 7-bedroom villa - WiFi, AC in phenomenal St. Mary Parish min from Ocho Rios
Bedrooms:
6
Bathrooms:
7
Sleeps:
16
Discover Paradise at Our Luxury Oceanfront Villa in Ocho Rios, Jamaica Escape to the tropical haven of your dreams at ...
From $704 per night (USD)
VRBO
From $165 per night (USD)
Expedia
Relax to a beautiful view of the ocean.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Your cozy getaway awaits in Tower Isle at this marvelous apartment. With AC, WiFi, and an iron provided, guests can enjo ...
From $165 per night (USD)
Expedia
From $164 per night (USD)
VRBO
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 $164 per night (USD)
VRBO
From $1218 per night (USD)
Expedia
Breathtaking Villa with ocean views, hot tub, BBQ, and steps from the beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Boscobel is waiting for you at this fabulous 3-bedroom villa. With 1 king bed and 2 full beds, this cool property offers ...
From $1218 per night (USD)
Expedia
$Boscobel White House with Beach Access.\n3 minute drive from Ian Fleming Airport$
From $217 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 $217 per night (USD)
VRBO
From $152 per night (USD)
Expedia
Stylish top-floor, 2-bedroom apartment in Tower Isle with AC and WiFi
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Sunny View is a brilliant apartment in Tower Isle offering guests 2-bedrooms with cozy queen beds, and 2 en-suite bath. ...
From $152 per night (USD)
Expedia
From $1619 per night (USD)
VRBO
Exclusive French Polynesian Inspired Ocean View Villa
Bedrooms:
7
Bathrooms:
5
Sleeps:
10
This private 13,000 sq ft French Polynesian Inspired Villa is a serene haven nestled on the coast of Ocho Rios, Jamaica, ...
From $1619 per night (USD)
VRBO
From $169 per night (USD)
Expedia
Charming 3-bedroom house with AC and WiFi in welcoming St. Mary Parish
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your home away from home in St. Mary Parish with 3 delightful bedrooms - featuring 1 king bed, 1 queen bed, and 2 twin b ...
From $169 per night (USD)
Expedia
From $198 per night (USD)
VRBO
Charming 2-bedroom house in Tower Isle with AC, fitness room, WiFi
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Nestled in Tower Isle, this delightful house offers a tranquil escape for guests. With 2 cozy bedrooms featuring a queen ...
From $198 per night (USD)
VRBO
From $330 per night (USD)
Expedia
Cozy 2-bedroom apartment in awesome Tower Isle with AC, WiFi
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience Tower Isle like a local in this marvelous 2-bedroom apartment. With a king bed and a twin bed, guests can unw ...
From $330 per night (USD)
Expedia
From $89 per night (USD)
VRBO
Cozy 1-bedroom apartment in fantastic St. Mary Parish with AC, WiFi & Oceanviews
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Escape to this charming apartment in picturesque St. Mary Parish. This gorgeous rental features 1 bedroom with a king be ...
From $89 per night (USD)
VRBO
From $139 per night (USD)
Expedia
Serene Green Oasis - WiFi, AC and 24/7 security
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Nestled in a serene setting, this terrific property boasts a queen bed, two XL twin beds, and a spotless bathroom with t ...
From $139 per night (USD)
Expedia
From $365 per night (USD)
VRBO
Island Getaway
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Why be trapped in a hotel when you can stay here! This stylish place to stay is perfect for group trips. Conveniently lo ...
From $365 per night (USD)
VRBO
From $359 per night (USD)
Expedia
Two Bedroom Island Suite
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Forget your worries in this spacious, modern, and serene space. This beautiful and exclusive property is located in a 2 ...
From $359 per night (USD)
Expedia
From $67 per night (USD)
VRBO
Villa on the Ridge
Bedrooms:
4
Bathrooms:
4
Sleeps:
6
Modern 4 bedroom villa located within an exclusive 24 hour gated community. Centrally located within 15 minutes of Ocho ...
From $67 per night (USD)
VRBO
From $890 per night (USD)
Expedia
Serai's Island Villa
Bedrooms:
6
Bathrooms:
6
Sleeps:
10
This beautiful and exclusive property is located in a 24 hour gated community with an ocean view. This villa is located ...
From $890 per night (USD)
Expedia
From $470 per night (USD)
VRBO
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 $470 per night (USD)
VRBO
From $72 per night (USD)
Expedia
Glen Sea Inn of St. Mary - Charming 2 Bedroom Beachside Home
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to the Glen Sea Inn! Come enjoy a more peaceful side to the land of wood and water. Our home has been in the fam ...
From $72 per night (USD)
Expedia
From $232 per night (USD)
VRBO
Charming 3-bedroom house with AC, WiFi in wonderful Tower Isle
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled in the tranquil, gated community of Battle Site—the historic location of the final clash between the British and ...
From $232 per night (USD)
VRBO
From $1196 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 $1196 per night (USD)
VRBO
From $129 per night (USD)
VRBO
Bleu Haven oceanfront 6 bedroom in Tower isle
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
About this space One room in a six bedroom apartment located on the elegant corridor in Boscobel The space Tastefully de ...
From $129 per night (USD)
VRBO
From $446 per night (USD)
Expedia
Luxury Villa - Private Beach
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
In the heart of a Jamaican community off the beaten track, a villa offering outstanding luxury with amazing views out ov ...
From $446 per night (USD)
Expedia
From $80 per night (USD)
VRBO
Soothing 1-bedroom studio in Oracabessa
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Your Oracabessa adventure begins at this charming studio. This lovely space offers a cozy bedroom and a private bathroom ...
From $80 per night (USD)
VRBO
From $805 per night (USD)
Expedia
Cozy 2-bedroom apartment with AC, WiFi in Pleasant St. Mary Parish
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
St. Mary Parish is waiting for you at this marvelous 2-bedroom apartment. This charming space features 1 queen bed and 1 ...
From $805 per night (USD)
Expedia
From $75 per night (USD)
VRBO
Dad's Place - Where Comfort and Community Meet !
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience the best of both worlds at Dad’s Place—a cozy retreat in Annotto Bay, Jamaica, where city life meets country ...
From $75 per night (USD)
VRBO
From $181 per night (USD)
Expedia
Condo in Tower Isle
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Escape to the peaceful haven of Tower Isle, where tranquility meets nature in perfect harmony. Nestled along the coastli ...
From $181 per night (USD)
Expedia
From $900 per night (USD)
VRBO
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 $900 per night (USD)
VRBO
From $331 per night (USD)
Expedia
Spacious Oceanview Home: The Perfect Venue for Special Events & Large Groups
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
Our country-style 6-bedroom house is ideal for large groups or families, featuring 5 full beds, 2 king beds, and 2 twin ...
From $331 per night (USD)
Expedia
From $80 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 $80 per night (USD)
VRBO
From $2799 per night (USD)
Expedia
Panoramic Cliffside Luxe Villa
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Perched on a lush hilltop, the vibrant Caribbean Sea sprawls just beyond this impressive 6 bedroom villa. The sleek inte ...
From $2799 per night (USD)
Expedia
From $3002 per night (USD)
VRBO
Luxury Oceanfront Villa in Tower Isle
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Discover Fortune Villas - Villa De La Vista, a luxurious oceanfront retreat in Tower Isle, St. Mary. Perched on a seasid ...
From $3002 per night (USD)
VRBO
From $384 per night (USD)
Expedia
Coastal Escape in Riviera, Tower Isle~Beach Nearby
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Escape to Paradise on Riviera Blvd in Tower Isle –Your Ideal Getaway in just 10 minutes outside of the bustling tourist ...
From $384 per night (USD)
Expedia
From $2579 per night (USD)
VRBO
Luxury Oceanfront Villa~ Fully Staffed~Pool~Jacuzzi~Movie Theatre
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Vista Royale is a luxurious oasis nestled in a beautiful paradise. Vista Royale is a majestic 6 bedroom villa that redef ...
From $2579 per night (USD)
VRBO
From $365 per night (USD)
Expedia
Island Getaway
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Why be confined to a hotel when you can stay here? This stylish, spacious villa is perfect for group trips, just 15-2 ...
From $365 per night (USD)
Expedia
From $668 per night (USD)
VRBO
Villa on the Ridge
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Modern 4 bedroom villa located within an exclusive 24 hour gated community. Centrally located within 15 minutes of Ocho ...
From $668 per night (USD)
VRBO
From $334 per night (USD)
Expedia
Two Bedroom Island Suite
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Forget your worries in this spacious, modern, and serene space. This beautiful and exclusive property is located in a 2 ...
From $334 per night (USD)
Expedia
From $570 per night (USD)
VRBO
Luxury Farm House Villa at The Cedars Estate
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
The Cedars Estate –Love Grows Here The Cedars Estate is a historic 100+ acre farm and vintage Great House thoughtfully ...
From $570 per night (USD)
VRBO
From $2478 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 $2478 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 $184 per night (USD)
VRBO
JCCL Party Enterprise, Hidden Lodge
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
This stylish place to stay is perfect for group trips. Very spacious and unique Our little hidden piece of paradise is ...
From $184 per night (USD)
VRBO
From $98 per night (USD)
Expedia
Milk and Honey unit F
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Perfect for honeymoon This stylish place to stay is perfect for Our little hidden piece of paradise is a mix of posh lux ...
From $98 per night (USD)
Expedia

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Results: 356 Rentals