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Middlesex Area Rentals

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  • 30mins away from the airport, 15mins from the famous Hellshire Beach.
    From $128 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 $128 per night (USD)

    VRBO

    Details
  • Central Ochi Studio!Alexa Smarthome +SeaViews+2pools
    From $122 per night (USD)

    Expedia

    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 $122 per night (USD)

    Expedia

    Details
  • Ecoscape Jamaica - 2 Bedroom Cottage by the river - 30 Minutes to Ocho Rios
    From $264 per night (USD)

    VRBO

    Ecoscape Jamaica - 2 Bedroom Cottage by the river - 30 Minutes to Ocho Rios

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    You won’t want to leave this charming, one-of-a-kind place. Just 30 min from Ocho Rios. Embrace the natural environment ...

    From $264 per night (USD)

    VRBO

    Details
  • Light escape mixes luxury with homey - 2 mins from the beach!
    From $128 per night (USD)

    Expedia

    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 $128 per night (USD)

    Expedia

    Details
  • Stunning 3-Bedroom house in Ocho Rios Upton
    From $309 per night (USD)

    VRBO

    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 ...

    From $309 per night (USD)

    VRBO

    Details
  • SeaEsta - Exclusive Luxury Beachfront Villa with Chef, Housekeeper and Butler
    From $1384 per night (USD)

    Expedia

    SeaEsta - Exclusive Luxury Beachfront Villa with Chef, Housekeeper and Butler

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Welcome to SeaEsta at Bengal Bay, a private luxury beachfront villa on Jamaica’s beautiful north coast. Set between the ...

    From $1384 per night (USD)

    Expedia

    Details
  • Luxurious Pen Hall Estate Apartment
    From $319 per night (USD)

    VRBO

    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 $319 per night (USD)

    VRBO

    Details
  • Artscape Jamaica Villa @Richmond near Ocho Rios
    From $248 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 $248 per night (USD)

    Expedia

    Details
  • Villa Retreat Jamaica - 25 mins from Ocho Rios ... great views!
    From $151 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 $151 per night (USD)

    VRBO

    Details
  • Peaceful and Safe
    From $225 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 $225 per night (USD)

    VRBO

    Details
  • Trendy vacation home-5 mins from Ocho Rios
    From $344 per night (USD)

    VRBO

    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 $344 per night (USD)

    VRBO

    Details
  • HVille 159
    From $80 per night (USD)

    VRBO

    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 $80 per night (USD)

    VRBO

    Details
  • Sea Palms, Tower Isle: near Ocho Rios
    From $320 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 $320 per night (USD)

    VRBO

    Details
  • Tropical Luxury Dreams Ocho Rios
    From $273 per night (USD)

    Expedia

    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 $273 per night (USD)

    Expedia

    Details
  • Floating On Water- Ocean Front Luxury Penthouse
    From $348 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 $348 per night (USD)

    VRBO

    Details
  • Snowbird Friendly Retreat w/ Seaview Balcony and Fast Wifi/AC
    From $208 per night (USD)

    Expedia

    Snowbird Friendly Retreat w/ Seaview Balcony and Fast Wifi/AC

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Escape the European winter and unwind in your own elegant private balcony suite at Rockaway Villa in peaceful Runaway Ba ...

    From $208 per night (USD)

    Expedia

    Details
  • Modern Winter Retreat w/ Seaview Balcony and WiFi/AC
    From $214 per night (USD)

    VRBO

    Modern Winter Retreat w/ Seaview Balcony and WiFi/AC

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Escape the European winter and unwind in your own elegant private balcony suite at Rockaway Villa in peaceful Runaway Ba ...

    From $214 per night (USD)

    VRBO

    Details
  • Eshae Living Modern Beach House
    From $168 per night (USD)

    VRBO

    Eshae Living Modern Beach House

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Step into our light-airy beach house at Eshae Living and feel Jamaica's care free spirit take you to your unique place. ...

    From $168 per night (USD)

    VRBO

    Details
  • Winter Escape w/ Seaview, Private Balcony+Fast WiFi
    From $158 per night (USD)

    VRBO

    Winter Escape w/ Seaview, Private Balcony+Fast WiFi

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Escape the European winter and unwind in your own elegant private balcony suite at Rockaway Villa in peaceful Runaway Ba ...

    From $158 per night (USD)

    VRBO

    Details
  • THE COZY HOUSE TWO, 3 BEDROOM BEACH FRONT
    From $366 per night (USD)

    VRBO

    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 $366 per night (USD)

    VRBO

    Details
  • Luxury Waterfront 1/1 with Pool and Gym
    From $181 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 $181 per night (USD)

    VRBO

    Details
  • Majestic Menen in Ochi Rios Jamaica
    From $111 per night (USD)

    VRBO

    Majestic Menen in Ochi Rios Jamaica

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    FULLY FURNISHED 1 bedrooom apartment, with patio a stunning home boasts a safe restful retreat from the world; yet you' ...

    From $111 per night (USD)

    VRBO

    Details
  • Tropical Getaway Villa: Your Family’s Private Paradise with Pool, BBQ. Drax Hall
    From $286 per night (USD)

    VRBO

    Tropical Getaway Villa: Your Family’s Private Paradise with Pool, BBQ. Drax Hall

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to Tropical Getaway: Your Private Slice of Paradise A harmonious blend of old Caribbean charm and tropical eleg ...

    From $286 per night (USD)

    VRBO

    Details
  • Jam Vibes Villas Luxury Retreat at Drax Hall Ocho Rios
    From $200 per night (USD)

    Expedia

    Jam Vibes Villas Luxury Retreat at Drax Hall Ocho Rios

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    ABOUT THIS SPACE Nestled in the lush garden parish of St Ann, are the Jam Vibes Villas located in the new development o ...

    From $200 per night (USD)

    Expedia

    Details
  • Jamaican Villa. Gated driveway. Total privacy for1 to 8 guest. Beach 1 mile.
    From $318 per night (USD)

    VRBO

    Jamaican Villa. Gated driveway. Total privacy for1 to 8 guest. Beach 1 mile.

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    6

    This property is nestled in the cool countryside of St. Ann Parish, Runaway Bay Jamaica. Montego Bay Airport is 40 minu ...

    From $318 per night (USD)

    VRBO

    Details
  • Bamboo Breeze Inn Vacation Home Rental, 5 miles up the hill from coastal Priory
    From $123 per night (USD)

    VRBO

    Bamboo Breeze Inn Vacation Home Rental, 5 miles up the hill from coastal Priory

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    A vacation home nestled in the garden like hills of Bamboo in the parish of St Ann, approximately thirty minutes drive t ...

    From $123 per night (USD)

    VRBO

    Details
  • DAWN'S  B & B. LOCATED NEAR THE  BOSCOBEL AIRPORT. OVERLOOKING THE BLUE BLUOCEAN
    From $150 per night (USD)

    VRBO

    DAWN'S B & B. LOCATED NEAR THE BOSCOBEL AIRPORT. OVERLOOKING THE BLUE BLUOCEAN

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    THE OPPORTUNITY TO VISIT NEARBY TOWN OF OCHIO RIOS. THERE TO ENJOY GREAT FOOD, SHOPPING SPREE AND ENTERTAINMENT THE BEA ...

    From $150 per night (USD)

    VRBO

    Details
  • Nate Luxury Stay - Cozy family retreat in Old Harbour. Pet-Friendly!
    From $230 per night (USD)

    Expedia

    Nate Luxury Stay - Cozy family retreat in Old Harbour. Pet-Friendly!

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Have fun with the whole family at this stylish luxury place. There is room for everyone to sleep comfortably. Great plac ...

    From $230 per night (USD)

    Expedia

    Details
  • Braata @ Little Bay (Ocean View Villa)
    From $584 per night (USD)

    VRBO

    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 $584 per night (USD)

    VRBO

    Details
  • Braata@Little Bay: Studio with Ocean View
    From $182 per night (USD)

    Expedia

    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 $182 per night (USD)

    Expedia

    Details
  • Sunset inn near the beach
    From $207 per night (USD)

    VRBO

    Sunset inn near the beach

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Sunset inna is located in runaway bay st ann across from grand Bahia principe hotel, also close to the beach and restaur ...

    From $207 per night (USD)

    VRBO

    Details
  • Airy Escape Ocho Rios, Spacious 3 BR, Central to attractions, Gated Community.
    From $269 per night (USD)

    Expedia

    Airy Escape Ocho Rios, Spacious 3 BR, Central to attractions, Gated Community.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Modern 3-bedroom townhome in a centrally located gated community with 24/7 security. A short drive from Dunn's River, Ko ...

    From $269 per night (USD)

    Expedia

    Details
  • Your Oasis Away From Home - Modern New Contruction
    From $372 per night (USD)

    VRBO

    Your Oasis Away From Home - Modern New Contruction

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    Have fun with the whole family at this newly constructed stylish modern home with 3br, 3.5 bath. Sincere Oasis is locat ...

    From $372 per night (USD)

    VRBO

    Details
  • 2BR 2Bth: XL Balcony,  3 beds-Sleeps 5, Adult & Kiddie Pools, 24-hour security
    From $197 per night (USD)

    VRBO

    2BR 2Bth: XL Balcony, 3 beds-Sleeps 5, Adult & Kiddie Pools, 24-hour security

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Oceanfront 2 bedroom/2 bathrooms (3 beds). WiFi Cable TV, AC, Full Kitchen with table & cooking/baking utensils. A spa ...

    From $197 per night (USD)

    VRBO

    Details
  • Villas by Sophia
    From $131 per night (USD)

    VRBO

    Villas by Sophia

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Are you tired of all the hustle and bustle? Do you yearn for peace and quiet? Are you seeking a back to nature experienc ...

    From $131 per night (USD)

    VRBO

    Details
  • Hideaway on the Hills.
    From $340 per night (USD)

    VRBO

    Hideaway on the Hills.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    You and your guest will enjoy this home away from home just minutes away from all Ocho Rios has to offer. * Wifi * Priv ...

    From $340 per night (USD)

    VRBO

    Details
  • 'The Solace' New Luxury Modern 1Bed 1Bath Apt.
    From $96 per night (USD)

    VRBO

    'The Solace' New Luxury Modern 1Bed 1Bath Apt.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Featuring air-conditioned accommodations with a patio, 'The Solace' New Luxury Modern 1Bed 1Bath Apt. Is located in Port ...

    From $96 per night (USD)

    VRBO

    Details
  • Fully Air-conditioned Irie 1 Bedroom Near Beaches
    From $107 per night (USD)

    VRBO

    Fully Air-conditioned Irie 1 Bedroom Near Beaches

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Fully Air Conditioned apartment is located in Salem, Runaway Bay, St. Ann. Close to popular attractions and public tra ...

    From $107 per night (USD)

    VRBO

    Details
  • Cozy retreat in a Gated community Stylishly modern, 24 hour security
    From $136 per night (USD)

    VRBO

    Cozy retreat in a Gated community Stylishly modern, 24 hour security

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    "Bella Rose Manor" is a unique accommodation experience in the beautiful coastal town of Old Harbour. Invites comfo ...

    From $136 per night (USD)

    VRBO

    Details
  • Jamaica villa by the sea Unit 1
    From $171 per night (USD)

    VRBO

    Jamaica villa by the sea Unit 1

    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

    Details
  • 5 minutes to beaches and major attractions  !Gorgeous villa in Ocho Rios JA.
    From $378 per night (USD)

    VRBO

    5 minutes to beaches and major attractions !Gorgeous villa in Ocho Rios JA.

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    This villa is everything! Gorgeous! Stylish and comfortable. Location is prime, literally close to everything, beaches, ...

    From $378 per night (USD)

    VRBO

    Details
  • 1BR/1BA Tropical Escape Near Ocho Rios
    From $99 per night (USD)

    Expedia

    1BR/1BA Tropical Escape Near Ocho Rios

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Experience the beauty and tranquility of Jamaica's north coast at Sunset Retreat JA. Nestled in the peaceful community o ...

    From $99 per night (USD)

    Expedia

    Details
  • A home that is clean, airy, with adequate furniture and for a comfortable stay.
    From $251 per night (USD)

    VRBO

    A home that is clean, airy, with adequate furniture and for a comfortable stay.

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    A home that is clean, airy, with adequate furniture and appliances for a comfortable stay. It is also spacious, offering ...

    From $251 per night (USD)

    VRBO

    Details
  • Quite and ComfyPlace to Stay in Runaway Bay
    From $364 per night (USD)

    VRBO

    Quite and ComfyPlace to Stay in Runaway Bay

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    A home that is clean, airy, with adequate furniture and appliances for a comfortable stay. It is also spacious, offering ...

    From $364 per night (USD)

    VRBO

    Details
  • 3 Bedroom 2-Story Villa in Ocho Rios with Private Pool & Gazebo
    From $286 per night (USD)

    VRBO

    3 Bedroom 2-Story Villa in Ocho Rios with Private Pool & Gazebo

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Indulge in pure luxury at our captivating 3-bedroom villa tucked away in a gated community with 24-hour security. This h ...

    From $286 per night (USD)

    VRBO

    Details
  • Luxury Apartment in Runaway Bay with Pool
    From $131 per night (USD)

    VRBO

    Luxury Apartment in Runaway Bay with Pool

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Enjoy a stylish experience at our centrally-located home. At Real Luxe Getaway our charming and stylish furnished retrea ...

    From $131 per night (USD)

    VRBO

    Details
  • Ochi Rios -3BR,Pool,Tennis,Basketball,Gym,Playground-5min to Beach
    From $366 per night (USD)

    VRBO

    Ochi Rios -3BR,Pool,Tennis,Basketball,Gym,Playground-5min to Beach

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Unlock Tranquility and Luxury at our Villa de Shalom: Your Private Oasis Welcome to Ocho Rios, the jewel of the Caribbe ...

    From $366 per night (USD)

    VRBO

    Details
  • YELLOW SUMMER Luxury cozy villa in Drax Hall, St Ann with roof top lounge.
    From $646 per night (USD)

    VRBO

    YELLOW SUMMER Luxury cozy villa in Drax Hall, St Ann with roof top lounge.

    Bedrooms:
    7
    Bathrooms:
    7
    Sleeps:
    15

    Yellow Summer is located 10 mins from the famous and busy tourist destination of Ocho Rios. It is approx 10 mins from th ...

    From $646 per night (USD)

    VRBO

    Details
  • 5-Bedroom Retreat Near Beach
    From $389 per night (USD)

    VRBO

    5-Bedroom Retreat Near Beach

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    Welcome to Sunrise Sanctuary, your dream vacation getaway in Portmore, Jamaica. This expansive retreat features 5 bedroo ...

    From $389 per night (USD)

    VRBO

    Details
  • Take a break and unwind at this peaceful oasis.
    From $430 per night (USD)

    VRBO

    Take a break and unwind at this peaceful oasis.

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Take a break and unwind at this peaceful oasis. Enjoy a stylish experience at this centrally-located place. A unique sty ...

    From $430 per night (USD)

    VRBO

    Details
  • Boothe's Palace
    From $100 per night (USD)

    VRBO

    Boothe's Palace

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    About this place James Bond Beach is within walking distance The town of Ocho Rios is 15 minutes drive from Oracabessa. ...

    From $100 per night (USD)

    VRBO

    Details
  • Sand and Tan Beach Hotel at White River, Ocho Rios
    From $146 per night (USD)

    Expedia

    Sand and Tan Beach Hotel at White River, Ocho Rios

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Sand And Tan Beach Hotel – The Hidden Gem of Jamaica – is a small hotel with 20 rooms, all of them with breathtaking oce ...

    From $146 per night (USD)

    Expedia

    Details
  • Breathtaking Oceanfront Luxe Villa in Tower Isle, Jacuzzi, Pool, Fully Staffed
    From $2555 per night (USD)

    VRBO

    Breathtaking Oceanfront Luxe Villa in Tower Isle, Jacuzzi, Pool, Fully Staffed

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    12

    <p>Close to the ocean, this welcoming villa brings it all within reach. With the property's convenient onsite parking, y ...

    From $2555 per night (USD)

    VRBO

    Details
  • Escape to Serenity: Relaxation in the sun & Beach Bliss Awaits!
    From $164 per night (USD)

    VRBO

    Escape to Serenity: Relaxation in the sun & Beach Bliss Awaits!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Relax with the whole family at this peaceful place to stay. Experience the ultimate escape at Paris' Oasis in Discovery ...

    From $164 per night (USD)

    VRBO

    Details
  • Dalkeith Cottage-Ultimate Summer Vacation
    From $118 per night (USD)

    VRBO

    Dalkeith Cottage-Ultimate Summer Vacation

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Dalkeith Great House are self catering cottages . The atmosphere here is of a small friendly guest house. Dalkeith i ...

    From $118 per night (USD)

    VRBO

    Details
  • Home from home. Spacious 3 bed room apartment Jamaica.
    From $91 per night (USD)

    Expedia

    Home from home. Spacious 3 bed room apartment Jamaica.

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Forget your worries in this spacious and serene space. A refreshing and clean getaway, providing all your needs 3 large ...

    From $91 per night (USD)

    Expedia

    Details
  • D&D Divine Suite Ocho Rios, St. Ann Parish
    From $298 per night (USD)

    VRBO

    D&D Divine Suite Ocho Rios, St. Ann Parish

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Escape to our luxurious vacation home ! Three bedrooms, each with a private bathroom, ensuring comfort and privacy. Enjo ...

    From $298 per night (USD)

    VRBO

    Details
  • Villa Jen: Serene Poolside Haven at Mammee Bay, Jamaica
    From $2855 per night (USD)

    VRBO

    Villa Jen: Serene Poolside Haven at Mammee Bay, Jamaica

    Bedrooms:
    6
    Bathrooms:
    7
    Sleeps:
    16

    Escape to paradise at Villa Jen, your luxury vacation rental in Mammee Bay Estates, Jamaica, conveniently located near D ...

    From $2855 per night (USD)

    VRBO

    Details
  • Fisherman's Point Ocho Rios
    From $132 per night (USD)

    VRBO

    Fisherman's Point Ocho Rios

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Accommodation at Fisherman's Point is inclusive of an air-conditioned Bedroom with Kitchenette, Cable TV, Wi-Fi, Swimmin ...

    From $132 per night (USD)

    VRBO

    Details
  • Charming refuge at Colbeck Manor
    From $167 per night (USD)

    Expedia

    Charming refuge at Colbeck Manor

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Charming refuge is a two bedroom one bathroom in a quiet an peaceful gated community. Free WiFi, cable tv ,Ac an also a ...

    From $167 per night (USD)

    Expedia

    Details
  • A pristine detached home nestled on the hills in Bog Walk, St. Catherine.
    From $140 per night (USD)

    VRBO

    A pristine detached home nestled on the hills in Bog Walk, St. Catherine.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    The house if fully furnished having all the necessary amenities to suit your comfort. The area is quiet and friendly and ...

    From $140 per night (USD)

    VRBO

    Details
  • 2 Villas in Jamaica-22 guests-Fully staffed
    From $1161 per night (USD)

    Expedia

    2 Villas in Jamaica-22 guests-Fully staffed

    Bedrooms:
    12
    Bathrooms:
    11
    Sleeps:
    22

    Let us take the work out of planning your next trip to Jamaica! We offer an all-inclusive option! The 2 villas in this ...

    From $1161 per night (USD)

    Expedia

    Details
  • Self-contained room 1 in Tower Isles near Ocho Rios
    From $89 per night (USD)

    VRBO

    Self-contained room 1 in Tower Isles near Ocho Rios

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Come relax a while at this studio room located in Spring Valley Tower Isles 10 mins drive to Ocho Rios Town Centre. Loca ...

    From $89 per night (USD)

    VRBO

    Details
  • Self-contained room in Tower Isles near Ocho Rios 1
    From $74 per night (USD)

    Expedia

    Self-contained room in Tower Isles near Ocho Rios 1

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Come relax a while at this studio room located in Spring Valley Tower Isles 10 mins drive to Ocho Rios Town Centre. Loca ...

    From $74 per night (USD)

    Expedia

    Details
  • Luxe Haven Retreats  come Experience Jamaica 🇯🇲.  2 bedroom 2 bathroom Villa
    From $148 per night (USD)

    VRBO

    Luxe Haven Retreats come Experience Jamaica 🇯🇲. 2 bedroom 2 bathroom Villa

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Enjoy a Jamaica experience at this centrally-located Villa. Luxe Haven Retreats is the perfect tropical escape. This 2 ...

    From $148 per night (USD)

    VRBO

    Details
  • Serenity Escape
    From $205 per night (USD)

    VRBO

    Serenity Escape

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Serenity Escape is a spacious 2 bedroom 2 bathroom apartment, with living room, dining room, large kitchen, balcony, swi ...

    From $205 per night (USD)

    VRBO

    Details
  • Cozy upstairs apartment for two with great views. Book your stay today.
    From $105 per night (USD)

    VRBO

    Cozy upstairs apartment for two with great views. Book your stay today.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to your cozy upstairs apartment! This charming unit exudes comfort and style. The airy ambiance is accentuated b ...

    From $105 per night (USD)

    VRBO

    Details
  • Games Room, A Pool, Modern House - Book Now!
    From $126 per night (USD)

    Expedia

    Games Room, A Pool, Modern House - Book Now!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Airport Pickup & Drop Off Available! When you book this house, please ensure that you schedule your round-trip airport ...

    From $126 per night (USD)

    Expedia

    Details
  • A Pool, A Beach & A Beautiful Apartment - Book Now
    From $118 per night (USD)

    VRBO

    A Pool, A Beach & A Beautiful Apartment - Book Now

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    5

    Airport Pickup & Drop Off Available! When you book this condo, don't forget to schedule your round-trip airport pickup ...

    From $118 per night (USD)

    VRBO

    Details
  • Cozy 2-bedroom apartment in beautiful Runaway Bay
    From $220 per night (USD)

    VRBO

    Cozy 2-bedroom apartment in beautiful Runaway Bay

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Escape to this lovely apartment in picturesque Runaway Bay. This enchanting vacation rental offers a cozy retreat for gu ...

    From $220 per night (USD)

    VRBO

    Details
  • Welcome to our slice of paradise in St. Ann, Jamaica!
    From $276 per night (USD)

    VRBO

    Welcome to our slice of paradise in St. Ann, Jamaica!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Welcome to our slice of paradise in St. Ann, Jamaica! Nestled in the lush Caribbean landscape, our stunning property off ...

    From $276 per night (USD)

    VRBO

    Details
  • Villa in Gated Community Old Harbour, Jamaica
    From $98 per night (USD)

    VRBO

    Villa in Gated Community Old Harbour, Jamaica

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Relax and enjoy this amazing spacious house in a safe gated community with one minute drive Toll Access to Kingston & M ...

    From $98 per night (USD)

    VRBO

    Details
  • Cozy 1-bedroom house in lovely Ocho Rios with AC, WiFi
    From $162 per night (USD)

    VRBO

    Cozy 1-bedroom house in lovely Ocho Rios with AC, WiFi

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Ocho Rios is waiting for you at this delightful 1-bedroom house. Nestled in a peaceful neighborhood, this gorgeous prope ...

    From $162 per night (USD)

    VRBO

    Details
  • Chic 1bedroom with AC and WiFi in charming priory area1- 2 min walk to the beach
    From $155 per night (USD)

    VRBO

    Chic 1bedroom with AC and WiFi in charming priory area1- 2 min walk to the beach

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Discover this charming 1-bedroom gem in Priory. This wonderful apartment comes equipped with AC and WiFi, ensuring a com ...

    From $155 per night (USD)

    VRBO

    Details
  • Spacious Private Villa Near Ocho Rios, Jamaica | Sleeps 6 ⭐
    From $220 per night (USD)

    VRBO

    Spacious Private Villa Near Ocho Rios, Jamaica | Sleeps 6 ⭐

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    <b>About this space</b> Stay close to Jamaica's top attractions while enjoying peace and privacy in a secure gated commu ...

    From $220 per night (USD)

    VRBO

    Details
  • 4-bedroom villa in fabulous St. Ann Parish with AC, WiFi
    Click For Pricing

    Expedia

    4-bedroom villa in fabulous St. Ann Parish with AC, WiFi

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    The Country House provides ambiance, 14ft ceilings, four A/C bedrooms, including two rooms with ocean view, three and a ...

    Click For Pricing

    Expedia

    Details
  • 1BR Coastal Retreat Near Ocho Rios
    From $100 per night (USD)

    VRBO

    1BR Coastal Retreat Near Ocho Rios

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Escape the crowds and experience the laid-back beauty of Jamaica's north coast at Sunset Retreat JA. Nestled in the peac ...

    From $100 per night (USD)

    VRBO

    Details
  • Gated Villa ALL AH WE Charming 3-bedroom house
    From $233 per night (USD)

    Expedia

    Gated Villa ALL AH WE Charming 3-bedroom house

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Ocho Rios is waiting for you at this 3-bedroom house. Step into this gorgeous property featuring 2 king beds and 2 twin ...

    From $233 per night (USD)

    Expedia

    Details
  • Cosy villa with beautiful views
    From $76 per night (USD)

    VRBO

    Cosy villa with beautiful views

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    Spacious rooms with just like home feeling ,quiet while being in the heart of town Lovely sunrises and nearby restauran ...

    From $76 per night (USD)

    VRBO

    Details
  • Sandy Bay Paradise Retreat - 7 Bedrooms
    From $499 per night (USD)

    Expedia

    Sandy Bay Paradise Retreat - 7 Bedrooms

    Bedrooms:
    5
    Bathrooms:
    7
    Sleeps:
    14

    Enjoy everything Sandy Bay has to offer! Spend your days discovering the surrounding area as there are many things to do ...

    From $499 per night (USD)

    Expedia

    Details
  • Charming 2-bedroom townhome with WiFi, AC in beautiful Ocho Rios
    From $211 per night (USD)

    VRBO

    Charming 2-bedroom townhome with WiFi, AC in beautiful Ocho Rios

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Experience Ocho Rios like a local in this adorable 2-bedroom townhome. The bedrooms feature a queen bed and 2 full beds, ...

    From $211 per night (USD)

    VRBO

    Details
  • TopVilla 7 bedrs w. staff & private beach+beach club water sport excursion incl!
    From $1064 per night (USD)

    Expedia

    TopVilla 7 bedrs w. staff & private beach+beach club water sport excursion incl!

    Bedrooms:
    4
    Bathrooms:
    7
    Sleeps:
    16

    TopVilla offers 7 comfortable bedrooms. Each room is harmoniously designed to provide a peaceful retreat for guests. Wit ...

    From $1064 per night (USD)

    Expedia

    Details
  • Luxury Sea-View Townhouse, Pool , Ocho Rios
    From $204 per night (USD)

    VRBO

    Luxury Sea-View Townhouse, Pool , Ocho Rios

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Wake up to Caribbean Sea views from your private balcony in our modern 2-bedroom townhouse inside one of Ocho Rios's onl ...

    From $204 per night (USD)

    VRBO

    Details
  • Timbuktu by the Sea Villa- Private Pool. Beachfront & Modern Elegance
    From $2680 per night (USD)

    VRBO

    Timbuktu by the Sea Villa- Private Pool. Beachfront & Modern Elegance

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Timbuktu by the Sea is a luxury five-bedroom villa located east of Ocho Rios in Jamaica. Experience hints of Timbuktu, t ...

    From $2680 per night (USD)

    VRBO

    Details
  • Charming house in delightful Boscobel with AC, WiFi. quiet neighborhood,
    From $107 per night (USD)

    VRBO

    Charming house in delightful Boscobel with AC, WiFi. quiet neighborhood,

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Unwind in Boscobel at this soothing house. With WiFi, AC, a washing machine, a hair dryer, and an iron, guests can relax ...

    From $107 per night (USD)

    VRBO

    Details
  • Barefoot Bliss Short Term Rental with Pool Old Harbour,Colbeck Manor Gated .
    From $146 per night (USD)

    Expedia

    Barefoot Bliss Short Term Rental with Pool Old Harbour,Colbeck Manor Gated .

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Stay comfortably in Old Harbour at this 2-bedroom house. With a queen bed and a king bed, guests will find this lovely p ...

    From $146 per night (USD)

    Expedia

    Details
  • Adina View: Private/Luxury/Solar-Pwr/Beach/Pool/Jacuzzis/Chef/Gym/Starlink & BBQ
    From $1705 per night (USD)

    VRBO

    Adina View: Private/Luxury/Solar-Pwr/Beach/Pool/Jacuzzis/Chef/Gym/Starlink & BBQ

    Bedrooms:
    7
    Bathrooms:
    8
    Sleeps:
    16

    Welcome to Adina View Your private sanctuary on Jamaica’s North Coast Adina View is more than a villa; it’s a luxurious ...

    From $1705 per night (USD)

    VRBO

    Details
  • Experience Luxury/PS5/Wifi/65`TV/Cozy Bed/5min twn
    From $161 per night (USD)

    Expedia

    Experience Luxury/PS5/Wifi/65`TV/Cozy Bed/5min twn

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    Discover your dream escape in a luxurious smart home nestled in a gated community with 24 hrs security. Mins from Ocho R ...

    From $161 per night (USD)

    Expedia

    Details
  • Private 1BR Near Dunn’s River & Ocho Rios
    From $117 per night (USD)

    VRBO

    Private 1BR Near Dunn’s River & Ocho Rios

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Everything two people need, and nothing you don't Yons Paradise is a private, single-level home inside a gated communit ...

    From $117 per night (USD)

    VRBO

    Details
  • Sunset Nabro
    From $131 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 $131 per night (USD)

    VRBO

    Details
  • Exquisite Eight Bedrooms Villa Situated in Boscobel, St. Mary, Jamaica.
    From $1004 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 $1004 per night (USD)

    VRBO

    Details
  • Charming 3-bedroom house in Boscobel , with WiFi access. 15 minutes fr Ocho Rios
    From $147 per night (USD)

    VRBO

    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 $147 per night (USD)

    VRBO

    Details
  • Hide Away Heaven,\ a 3BR villa near ocho rios with pool, AC, wifi gym soon
    From $222 per night (USD)

    VRBO

    Hide Away Heaven,\" a 3BR villa near ocho rios with pool, AC, wifi gym soon

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Escape to this lovely house in picturesque Ocho Rios. With 3 bedrooms including a queen, king, twin, and bunk bed, this ...

    From $222 per night (USD)

    VRBO

    Details
  • Happy Place: 2 Bdrm Villa in Gated Community with Solar, Wifi, A/C and Security
    From $231 per night (USD)

    Expedia

    Happy Place: 2 Bdrm Villa in Gated Community with Solar, Wifi, A/C and Security

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Unwind at this beautiful, new home in a secure gated community with 24/7 security. With 2 spacious bedrooms this gorgeou ...

    From $231 per night (USD)

    Expedia

    Details
  • Little Villa
    From $117 per night (USD)

    VRBO

    Little Villa

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Quiet cosy Villa in a quiet part of town with local shops ,bars and restaurants Perfectly located to take in the hellsh ...

    From $117 per night (USD)

    VRBO

    Details
  • Relax by the pool with the sounds of waves and enjoy   ocean and mountains views
    From $146 per night (USD)

    VRBO

    Relax by the pool with the sounds of waves and enjoy ocean and mountains views

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Relax by the pool listening to the sounds of waves crashing onto the sand, or enjoy views of the ocean, mountain and cit ...

    From $146 per night (USD)

    VRBO

    Details
  • 2-bedroom house in serene St. Catherine with WiFi, AC
    From $131 per night (USD)

    VRBO

    2-bedroom house in serene St. Catherine with WiFi, AC

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to your home away from home! This charming home offers privacy and comfort in the heart of Linstead. A short wal ...

    From $131 per night (USD)

    VRBO

    Details
  • Ultra Luxurious 2-bedroom house in Portmore Gated Community
    Click For Pricing

    VRBO

    Ultra Luxurious 2-bedroom house in Portmore Gated Community

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Welcome to Maldives @ The Ridge, a newly built premium home designed for style, comfort, and convenience. This self-cont ...

    Click For Pricing

    VRBO

    Details
  • Charming 2-bedroom house with AC and WiFi in lovely St. Catherine Parish
    From $161 per night (USD)

    VRBO

    Charming 2-bedroom house with AC and WiFi in lovely St. Catherine Parish

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Located in St. Catherine Parish, this enchanting house is a dream. With 2 cozy bedrooms featuring 2 twin bed and 1 queen ...

    From $161 per night (USD)

    VRBO

    Details
  • Phil's Hideaway #2-Charming 2-BR house with AC and WiFi in delightful Portmore
    From $112 per night (USD)

    VRBO

    Phil's Hideaway #2-Charming 2-BR house with AC and WiFi in delightful Portmore

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This terrific house in Portmore offers a cozy retreat for guests with 2 queen beds and 2 bathrooms equipped with a batht ...

    From $112 per night (USD)

    VRBO

    Details