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

Middlesex Area Rentals

Filter

Popular Areas

From $430 per night (USD)
VRBO
Oracabessa Hill Cottages
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Oracabessa Hill Cottages is a newly built boutique property nestled in the quaint town of Oracabessa, St. Mary. This mul ...
From $430 per night (USD)
VRBO
From $198 per night (USD)
Expedia
Yellow Royal Family Suit 2brs, 3beds, 2bths, Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
YellowRoyal Familysuite includes 2 bedrooms 2 bathroom 2 kitchenette 1 queen size pull out couch, living room and study ...
From $198 per night (USD)
Expedia
From $1805 per night (USD)
VRBO
Luxe Grand Villa: New, Ultra Modern Luxury 6 Bedroom private beach villa.
Bedrooms:
6
Bathrooms:
6
Sleeps:
14
The Luxe Grand Villa is new to the market launching in May 2020. The villa features 6 bedrooms and 6 and a half bathroom ...
From $1805 per night (USD)
VRBO
From $353 per night (USD)
Expedia
R & J Roost
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This beautiful home is located in the heart of Eltham on the mountainside surrounded by nature overlooking the neighborh ...
From $353 per night (USD)
Expedia
Click For Pricing
VRBO
Beach front Apt Tower Isle Jamaica sleeps up to 6 with private beach, pool, WiFi
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located ocean front with an amazing cove, Sea Bliss Jamaica is located at Sea Palms, Tower Isle, St. Mary, 5 minutes fro ...
Click For Pricing
VRBO
From $498 per night (USD)
Expedia
ESCAPE EVERYTHING WITH THIS LUXURIOUS OCEAN VACATION VILLA
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
From the moment you drive through the gated entry of the Marina Villa to the impressive drive through the complex oceanf ...
From $498 per night (USD)
Expedia
Click For Pricing
VRBO
HEART LAND ESTATE 2br!!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
HEARTLANDESTATE is located in Lewis and offers a garden. This air-conditioned vacation home has a fully equipped kitche ...
Click For Pricing
VRBO
From $162 per night (USD)
Expedia
Mae Villa newly renovated !
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Mae Villa is a newly renovated 2 bedroom house with bathroom , living room, dinning room and kitchen, on a half acre la ...
From $162 per night (USD)
Expedia
From $58 per night (USD)
VRBO
Whitehall Estate Apartments in close proximity to the Resort Town of Ocho Ríos
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Each room has a prívate balcony with en suite bathroom. Located within 10 minutes to the Towns of Port María and Highgat ...
From $58 per night (USD)
VRBO
From $223 per night (USD)
Expedia
This villa is permanently closed !
Bedrooms:
1
Bathrooms:
2
Sleeps:
10
So sorry but this villa is permanently closed! We sincerely politice for any inconvenience caused by this closure. It is ...
From $223 per night (USD)
Expedia
From $151 per night (USD)
VRBO
private house in gated community with access to private beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Modest luxurious home quiet and tranquil estate has picturesque views of ocean and beautiful mountainous Jamaican countr ...
From $151 per night (USD)
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $118 per night (USD)
VRBO
Modern Gem w/free parking on premises
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Have fun with the whole family at this stylish place.This beautiful North Coast escape is 45 minutes away from the Donal ...
From $118 per night (USD)
VRBO
From $180 per night (USD)
Expedia
The Royal Escape Home
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Royal home away from home is a brand new tastefully well decorated 2 bedroom 2 bathroom home. This property is loca ...
From $180 per night (USD)
Expedia
Click For Pricing
VRBO
Modern, Comfortable Island Villa In Gated Community With Clubhouse Amenities
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
A 3 bedroom, 4 bathroom villa with open air front patio in the newly built gated community of Drax Hall Manor. This loca ...
Click For Pricing
VRBO
From $255 per night (USD)
Expedia
Cozy Getaway
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
About this condo: From the moment you enter the gate of this community, open the door, and enter this 1110 square foot ...
From $255 per night (USD)
Expedia
From $204 per night (USD)
VRBO
Villa Azure, Ocho Rios Jamaica
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Modern comfort meets island charm in this beautiful two bedrooms apartment located in the prestigious Richmond Estates. ...
From $204 per night (USD)
VRBO
From $224 per night (USD)
Expedia
Modern villa w/private pool and A/C
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Incredible back yard with the private pool makes this property amazing. Being just 10 mins away from ocho rios town and ...
From $224 per night (USD)
Expedia
From $180 per night (USD)
VRBO
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)
VRBO
From $144 per night (USD)
Expedia
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)
Expedia
From $88 per night (USD)
VRBO
2 bedroom home in Spalding Manchester w/queen bed, kitchen dining & living room
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Cozy home away from home, with dedicated spaces for work. Centrally located with easy access to public transportation. E ...
From $88 per night (USD)
VRBO
From $160 per night (USD)
Expedia
Holiday Haven Resort & Banquet Hall-Tpl/1Qn & 1Dbl
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
We're located in a very quiet and peaceful neighborhood. Holiday Haven has 3 banquet halls that can be used for meetings ...
From $160 per night (USD)
Expedia
From $110 per night (USD)
VRBO
Annex Grand View situated in the lush green hill of Three Hills near Ocho Rios
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Amazing gateway for big family, pet friendly and babysitting services is provided. Spacious , luxurious, home with 2 bat ...
From $110 per night (USD)
VRBO
From $84 per night (USD)
Expedia
Sunbreeze Ocho Rios - Private 1 Bedroom Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Enjoy a spacious, stylish, and air-conditioned experience at this centrally-located getaway in a quiet residential commu ...
From $84 per night (USD)
Expedia
Click For Pricing
VRBO
Music in the Green Ranch
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Relax with the whole family at this peaceful place to stay. This is close to beach and nearby rivers Lots of trails. You ...
Click For Pricing
VRBO
From $168 per night (USD)
Expedia
Sweet Oasis - gated with 24/hr security/ swimming pool/ free access to beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This beautiful villa is part of a 17 unit gated community with 24/7 security. There is a swimming pool on site and large ...
From $168 per night (USD)
Expedia
From $172 per night (USD)
VRBO
Deluxe 1, kitchenette
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Bed details 1 king bed Sleeps Sleeps 3 people (including up to 2 children) Room details 1 King Bed Relax - In-room mas ...
From $172 per night (USD)
VRBO
From $130 per night (USD)
Expedia
Premium triple, multiple beds, garden views
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
Bed details 1 queen bed and 1 double bed Sleeps Sleeps 3 people (including up to 2 children) Room details 1 Queen Bed a ...
From $130 per night (USD)
Expedia
From $150 per night (USD)
VRBO
Deluxe Quadruple Room, 2 Queen Beds, Garden View
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Bed details 2 queen beds Sleeps Sleeps 4 people (including up to 3 children) Room details 2 Queen Beds Relax - In-room ...
From $150 per night (USD)
VRBO
From $100 per night (USD)
Expedia
Standard Double Bed, 1 Queen Bed, Garden View
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Bed details 1 queen bed Sleeps Sleeps 2 people (including up to 1 child) Room details 1 Queen Bed Relax - In-room mass ...
From $100 per night (USD)
Expedia
From $120 per night (USD)
VRBO
Standard Double Room, 1 Queen Bed, Garden View
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Bed details 1 queen bed Sleeps Sleeps 2 people (including up to 1 child) Room details 1 Queen Bed Relax - In-room mass ...
From $120 per night (USD)
VRBO
From $150 per night (USD)
Expedia
Deluxe Quadruple Room, 2 Queen Beds, Garden View
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Bed details 2 queen beds Sleeps Sleeps 4 people (including up to 3 children) Room details 2 Queen Beds Relax - In-room ...
From $150 per night (USD)
Expedia
From $183 per night (USD)
VRBO
Deluxe Double 2, 1 King Bed, Garden View
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Bed details 1 king bed Sleeps Sleeps 2 people (including up to 1 child) Room details 1 King Bed Layout - Dining area a ...
From $183 per night (USD)
VRBO
From $172 per night (USD)
Expedia
Deluxe 2, kitchenette
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Bed details 1 king bed Sleeps Sleeps 3 people (including up to 2 children) Room details 1 King Bed Relax - In-room mas ...
From $172 per night (USD)
Expedia
From $133 per night (USD)
VRBO
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 $133 per night (USD)
VRBO
Click For Pricing
Expedia
Luxury Home 5 minutes away from Puerto Seco beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Comfortable and relaxing home away from home with spacious backyard. Located in a gated community with 24 hour security ...
Click For Pricing
Expedia
From $270 per night (USD)
VRBO
10 mins from Dunns River Fall
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Stunning 2 bedrooms villa located in Ocho Rios (gated community with Security). Free Wi-Fi. 10 mins from Dunn's River a ...
From $270 per night (USD)
VRBO
From $119 per night (USD)
Expedia
Lovely and Comfortable two bedroom house in Mansfield meadows, Ocho Rios.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This is a fully equipped two bedroom apartment with a large fully fitted kitchen. There are two queen sized beds in bo ...
From $119 per night (USD)
Expedia
From $137 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 $137 per night (USD)
VRBO
From $182 per night (USD)
Expedia
Entire 3 bed/2 bath Villa (A/C in all 3 bdr) 8 mins drive to downtown Ocho Rios)
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Palms at Calabash (3 bedroom/ 2 bathroom private home) located in the coveted Drax Hall Country Club; a private, gat ...
From $182 per night (USD)
Expedia
From $262 per night (USD)
VRBO
Annex Grand View situated in the lush green hill of Three Hills near Ocho Rios
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This beautiful property will have you relaxed with the cool Caribbean breeze. Amazing gateway for big family, pet frie ...
From $262 per night (USD)
VRBO
From $88 per night (USD)
Expedia
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)
Expedia
From $132 per night (USD)
VRBO
VaeTropicalParadise Free Puerto Seco Beach Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Discover Discovery Bay from our luxury and pristine Town House. This stylish complex is perfect for a peaceful and enjoy ...
From $132 per night (USD)
VRBO
From $136 per night (USD)
Expedia
This 2-bedroom, 2-bathroom has everything you need for a relaxing vacation.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Bing’s Home Away from Home is located in the gated community of Drax Hall Country Club, St. Ann, Jamaica. This 2-bedroo ...
From $136 per night (USD)
Expedia
From $113 per night (USD)
VRBO
Caymanas Estates Villa!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Beautiful two bedroom home in a gated community called, Caymanas Country Club Estates which has all the amenities guests ...
From $113 per night (USD)
VRBO
From $76 per night (USD)
Expedia
LINDOSIA #5 - CHEAP 'N' NICE - OCHO RIOS - Free Wifi, Cable TV, Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Feel at home in our contemporary styled accommodation. Beautifully furnished one bedroom studio apartment with your own ...
From $76 per night (USD)
Expedia
From $205 per night (USD)
VRBO
Private 2 Bedroom Beachfront Penthouse Condo, Ocho Rios, Jamaica
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Nestled in the heart of Jamaica's tourism Mecca, Ocho Rios is a secluded beachfront resort. The 'Jamaican-Getaway' Penth ...
From $205 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 $163 per night (USD)
VRBO
3 bedroom, 2 bathroom, sleeps 6. Fully air conditioned. Fully solar.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Richmond Estate is a newly built gated community which boasts excellent amenities for all ages. It is renowned for its e ...
From $163 per night (USD)
VRBO
From $662 per night (USD)
Expedia
Blû Solé - Smart Home w/Private Beach, Butler, Rooftop w/Fire-pit, Pool, Chef!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Blû Solé is a beach house that boasts beautiful sunrises and sunsets. If you want solitude, a sunny spot to lay out, or ...
From $662 per night (USD)
Expedia
From $100 per night (USD)
VRBO
EXQUISITE 2 BEDROOM TOWNHOUSE IN SUNSHINE CITY - PORTMORE
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Madison Vacation is found in one of the newest upscale residential developments, centrally located in the SUNSHINE CITY ...
From $100 per night (USD)
VRBO
From $111 per night (USD)
Expedia
Turtle Beach Towers, One Bedroom Apartment, Ocho Rios.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Delicately designed, one bedroom apartment located in a prime location in Ocho Rios Jamaica. The Turtle Beach Towers h ...
From $111 per night (USD)
Expedia
From $145 per night (USD)
VRBO
Welcome to Deluxe King 2
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Bed details 1 King bed Sleeps Sleeps 2 people (including up to 1 child) Room details 1 King Bed Relax - In-room massag ...
From $145 per night (USD)
VRBO
From $172 per night (USD)
Expedia
Welcome to Premier Double
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Bed details 1 Kingbed1 Queen Bed Sleeps Sleeps 2 people (including up to 1 child) Room details 1 Queen Bed1 Kingbed Re ...
From $172 per night (USD)
Expedia
From $125 per night (USD)
VRBO
Welcome to The Deluxe King 1
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Bed details 1 queen bed Sleeps Sleeps 2 people (including up to 1 child) Room details 1 King Bed Relax - In-room massa ...
From $125 per night (USD)
VRBO
From $100 per night (USD)
Expedia
Welcome to Standard Queen
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Bed details 1 queen bed Sleeps Sleeps 2 people (including up to 1 child) Room details 1 Queen Bed Relax - In-room mass ...
From $100 per night (USD)
Expedia
From $142 per night (USD)
VRBO
LUXURIOUS OCEAN FRONT 2 BDR APARTMENT
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Ocean front Luxurious apartment perfect for a quick get away 🏝 ☀️Promises to provide a peaceful and relaxing experienc ...
From $142 per night (USD)
VRBO
From $137 per night (USD)
Expedia
Caymanas Estates Villa Bnb!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Lovely, colourful, comfortable and relaxing two bedroom home, located in a beautifully landscaped gated community. Each ...
From $137 per night (USD)
Expedia
From $285 per night (USD)
VRBO
Luzurious Vacation Home In Drax Hall Ochi Rios
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This beautiful home in Drax Hall Manor Jamaica has all the amenities to make your vacation safe and most memorable that ...
From $285 per night (USD)
VRBO
$EXOTIC BAYOU \A home away from home experience\$
Click For Pricing
Expedia
EXOTIC BAYOU \"A home away from home experience\"
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Paradise Are you longing for a tropical getaway? A home away from home escape? Or a distraction from the hust ...
Click For Pricing
Expedia
From $255 per night (USD)
VRBO
Luxurious stay in the heart of Ocho Rios
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This house is located minutes from Ocho Rios hotel zone. Just a short walk to the beach. A helper resides onsite to assi ...
From $255 per night (USD)
VRBO
Click For Pricing
Expedia
Fully furnished air conditioned secure villa on the scenic jamaican north coast.
Bedrooms:
2
Bathrooms:
3
Sleeps:
1
Three bed-roomed villa on the Jamaican north coast in a secure gated community. The property has a fully equipped kitche ...
Click For Pricing
Expedia
From $1374 per night (USD)
VRBO
Villa FANTASY - ON PRIVATE BEACH IN A GATED COMMUNITY
Bedrooms:
6
Bathrooms:
6
Sleeps:
14
Fantasy's renovations are done! This beachfront villa is located on the truly private, Bengal Beach. Fantasy is nestled ...
From $1374 per night (USD)
VRBO
From $110 per night (USD)
Expedia
Fully equipped and furnished 3 Bedroom Bungalow, prime North Coast location
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
3 double bedrooms, one ensuite, In safe, quiet residential road. Ideally located for visiting Jamaica's major attraction ...
From $110 per night (USD)
Expedia
From $152 per night (USD)
VRBO
Cozy 1-bedroom in a secure area with private beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Our 1-bedroom (sleeps up to 3), 1 bathroom, fully equipped kitchen, living, washroom, and outdoor dining is beautifully ...
From $152 per night (USD)
VRBO
From $1091 per night (USD)
Expedia
Beautiful Home located near Dunn’s River Falls, Restaurants and attractions
Bedrooms:
6
Bathrooms:
7
Sleeps:
16
Beautiful 14 bed room House conveniently located in Ocho Rios. Near Beaches, Restaurants & shopping areas. spacious kit ...
From $1091 per night (USD)
Expedia
From $50 per night (USD)
VRBO
The Essence Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Luxurious property with 24 hours security and own private parking. Located in a gated and quiet community and 5 mins awa ...
From $50 per night (USD)
VRBO
From $78 per night (USD)
Expedia
Mckay's Home Away from Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
This is a home in a residential area very close to the town centre with easy access to public transportation. Its a gar ...
From $78 per night (USD)
Expedia
From $98 per night (USD)
VRBO
30mins away from the airport, 15mins from the famous Hellshire Beach.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
30mins away from the airport, 15mins from the famous Hellshire Beach. This 2 bedrooms + 1 bath has everything you need f ...
From $98 per night (USD)
VRBO
From $118 per night (USD)
Expedia
Tropical Getaway, Seaview, King/Bed, W/Pool, Ocho Rios -5 min from Dunn's River.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Luxurious, cosy, fully equipped apartment in the heart of Ocho Rios. Close proximity to Island Village shopping centre, ...
From $118 per night (USD)
Expedia
From $94 per night (USD)
VRBO
Central Ochi Studio!Alexa Smarthome +SeaViews+2pools
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
For an additional fee we can arrange for a Shuttle Bus Airport Transfer for persons that are not renting a car. Our plac ...
From $94 per night (USD)
VRBO
From $204 per night (USD)
Expedia
Artscape Jamaica Villa @Richmond near Ocho Rios
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Experience this artistic 3BR villa in resort-like setting just minutes from Ocho Rios. Featuring 24hrs security, a/c roo ...
From $204 per night (USD)
Expedia
From $107 per night (USD)
VRBO
Endless Summer at Mystic Ridge
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Great place to unwind, relax in private, spacious, air conditioned bedroom suite. King size bed with en-suite plus vie ...
From $107 per night (USD)
VRBO
From $224 per night (USD)
Expedia
Ecoscape Jamaica - 2 Bedroom Cottage by the river
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
You won’t want to leave this charming, one-of-a-kind place. Just 25 min from Ocho Rios. Embrace the natural environment ...
From $224 per night (USD)
Expedia
From $122 per night (USD)
VRBO
Your quiet retreat away from home
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Serenity BnB is located in Portmore and offers barbecue facilities. Complimentary WiFi is available. The bed and breakfa ...
From $122 per night (USD)
VRBO
From $158 per night (USD)
Expedia
Chrisanns Hidden Cove 2 bdr apt, sleeps 5, pool, beach
Bedrooms:
0
Bathrooms:
2
Sleeps:
5
Very spacious, 2 bedroom, 1 bath apartment with full kitchen and living room. Bring the family and friends and enjoy th ...
From $158 per night (USD)
Expedia
From $86 per night (USD)
VRBO
Light escape mixes luxury with homey - 2 mins from the beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
It’s a modern suite with a homey feel in mind. It’s like you’re staying at a 5 ⭐️ hotel at a fraction of the cost. We ar ...
From $86 per night (USD)
VRBO
Click For Pricing
Expedia
Stunning 3-Bedroom house in Ocho Rios Upton
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Escape to the serene hills of Upton and indulge in the tranquility of this stunning 3-bedroom, 2.5-bathroom home, which ...
Click For Pricing
Expedia
From $1289 per night (USD)
VRBO
SeaEsta at Bengal ; Cool Chic and all Caribbean.............
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
SeaEsta at Bengal, is a luxury beachside Villa, located on a private strip at the edge of the cool Rio Bueno River know ...
From $1289 per night (USD)
VRBO
From $280 per night (USD)
Expedia
Luxurious Pen Hall Estate Apartment
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in Runaway Bay, this luxurious apartment has a private beach area. All rooms boast a kitchen and a private bathr ...
From $280 per night (USD)
Expedia
From $154 per night (USD)
VRBO
Sun Kissed Villa - Cozy and Convenient
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Sun Kissed Villa is a luxurious and elegantly decorated 2 bedroom 2 bathroom beach condo. Nestled at the highest point i ...
From $154 per night (USD)
VRBO
From $138 per night (USD)
Expedia
Luxurious Home
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
My home is uniquely decorated, it’s a home away from home. The property is centrally located to all the major attraction ...
From $138 per night (USD)
Expedia
From $180 per night (USD)
VRBO
Peaceful and Safe
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Home away from home. Quiet, safe and comfortable. Located in Richmond Estate, Priory, St. Ann is an easy 50-minute drive ...
From $180 per night (USD)
VRBO
From $291 per night (USD)
Expedia
Trendy vacation home-5 mins from Ocho Rios
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Trendy decorated home just 5 minutes drive from Ocho Rios. This home boasts 24 hr gated security, wifi throughout the co ...
From $291 per night (USD)
Expedia
From $58 per night (USD)
VRBO
Mon Chéri Villa
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Mon Chéri Villa is located at Drax Hall Manor which is an upscale gated community located in Mammee Bay. The property of ...
From $58 per night (USD)
VRBO
From $63 per night (USD)
Expedia
HVille 159
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Clean, comfortable, home away from home, located in a gated community with 24 hour security. The property has 2 bedrooms ...
From $63 per night (USD)
Expedia
From $220 per night (USD)
VRBO
A home away from home is a villa located in a quiet gated community in St Ann.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The property has 3 spacious bedrooms ,2 full bathrooms with walk in showers. Each bedroom has an AC unit, ceiling fan an ...
From $220 per night (USD)
VRBO
Click For Pricing
Expedia
Intimate home away from home steps away from the beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Very private settings, where you have everything at leisure. Quite area for relaxation. Spacious living room area with a ...
Click For Pricing
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 $40 per night (USD)
Expedia
Mckay's Private Appartment
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
This is a garden view property, located close to the town centre with easy access to public transportation. This is very ...
From $40 per night (USD)
Expedia
From $118 per night (USD)
VRBO
Oceanfront Mezzanine |Tiny House, Steps to Shops, Bars & Attractions
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Wake up to the sound of waves in this cozy Oceanfront Tiny house with a mezzanine loft and a private balcony directly ov ...
From $118 per night (USD)
VRBO
From $223 per night (USD)
Expedia
Lovely condo w/beach access - sleeps 5 guests
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Keep it simple at this peaceful and centrally-located apartment. You and yours will enjoy all access to the beach, craf ...
From $223 per night (USD)
Expedia
From $49 per night (USD)
VRBO
Relaxing king size bed
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Relaxing king size bed is located in the sunshine city of greater portmore St. Catherine it is about 30 minutes drive fr ...
From $49 per night (USD)
VRBO
From $132 per night (USD)
Expedia
Oceanview 1 bedroom Condo with A/C, Cable & WiFi
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
With direct access to Ocho Rios beach this condo is within walking distance of everything- shopping, dining, nightlife, ...
From $132 per night (USD)
Expedia
From $297 per night (USD)
VRBO
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 $297 per night (USD)
VRBO
From $407 per night (USD)
Expedia
3 BED BEACHFRONT VILLA WITH POOL
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This lovely 3 bedroom beach-front villa, perfect for family reunions and large groups is a part of a larger group of vil ...
From $407 per night (USD)
Expedia
From $232 per night (USD)
VRBO
Tropical Luxury Dreams Ocho Rios
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Tropical Luxury Dreams properties is an exclusive 2 bedroom, 2.5 bathroom townhome that accommodates 6 people with spect ...
From $232 per night (USD)
VRBO
From $550 per night (USD)
Expedia
Luxurious Island Escape Near Ocho Rios
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Bella Casa is a luxurious island getaway, nestled in the beautiful gated community of Drax Hall Manor, Saint Ann, Jamaic ...
From $550 per night (USD)
Expedia
From $121 per night (USD)
VRBO
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)
VRBO
From $140 per night (USD)
Expedia
Rockaway Villa- Majestic Delight- Your oasis awaits!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Our cozy space allows for maximum relaxation that will meet all your Caribbean vacation needs. Our clean, spacious, and ...
From $140 per night (USD)
Expedia

Search Your Destination Now!

Middlesex Area Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 1,000 Rentals