Vacation rentals in Middlesex County

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Top-rated vacation rentals in Middlesex County

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Guest favorite

A serene outdoor space is showcased, featuring a shaded gazebo surrounded by palm trees and manicured greenery. In the background, a swimming pool is visible, with residential buildings partially framed by the lush hillside.

Condo in Ocho Rios

4.92 out of 5 average rating, 108 reviews

The Ocean Ridge - Ocho Rios, Stunning Sea Views

The Ocean Ridge Apartment (K1), Sky Castles, Columbus Heights, in Ocho Rios. With jaw-dropping views of the sea & cruise ships, this studio unit was renovated in 2023 & is ideally located for a relaxing getaway, remote work, or a long vacation. The unit is bright & uncluttered with a tastefully modern décor. K1 is located in a gated hillside complex, close to all major attractions, some walkable. The area provides unparalleled scenic views of the sea, mountains & flora of a tropical paradise.

Guest favorite

A cozy bedroom features a queen-size bed with a light gray quilt and decorative pillows. Natural light filters through sheer curtains on either side of two windows. A bedside table holds a lamp and a vase of flowers, while an air conditioning unit is mounted above.

Home in Old Harbour

4.97 out of 5 average rating, 75 reviews

Newly Furnished/24hr Sec./AC/Fast Wi-Fi/ NHV4 -1BR

Come relax a while at this centrally-located place in New Harbour Village. Located on a quiet street this home is clean, comfortable and cozy with a stylish design. Enjoy waking up in a comfy queen-size bed, having a warm rain shower bath, eating your choice of foods and selecting your choices for entertainment. You will be two minutes away from the Old Harbour Town Centre where you can enjoy local foods, shopping and round town travels. What are you waiting for? Come! You will love it here.

Guest favorite

A private gazebo offers a spacious seating area with a glass-top table and dark wicker chairs. The structure features a white lattice design, framing sweeping ocean views and a vibrant sunset. Surrounding greenery enhances the tranquil atmosphere.

Condo in Ocho Rios

4.89 out of 5 average rating, 237 reviews

One of Ocho Rios Best Getaway Airbnb!

Welcome to Marazul, a picturesque vacation condo at upscale Columbus Heights in the hills of Ocho Rios. The perfect gateway with postcard-like panoramic ocean views and all the amenities to make your stay feel right at home. Surrounded by beautifully manicured rainforest gardens and direct access to 1 of 5 community pools. For your convenience, we are centrally located near restaurants, beaches, and the most popular attractions in the area only minutes away. Do you see yourself here?

Top guest favorite

A spacious bedroom features a plush headboard and a neatly made bed topped with a yellow throw. Two nightstands with lamps flank the bed, and light filters through sheer curtains, illuminating the bright and airy space.

Apartment in Mandeville

5 out of 5 average rating, 32 reviews

Luxury suite with gym/ pool

Nestled in the cool hills of Mandeville this newly constructed apartment offers everything you have been looking for in your stay. It has an amazing view of this beautifully landscaped property with amenities that include swimming pool, gym, jog trail, assigned parking, club house and 24 hours security. The enviable location of this property allows for easy access to Mandeville town center, banks, hospital and shopping centers which are all within five minutes walking distance.

Guest favorite

A well-appointed bedroom features a spacious bed with a cozy blanket and decorative pillows. The green curtains frame the window, while a sleek dresser is positioned against the wall. An air conditioning unit is mounted above, providing comfort during warm days. Inset is an image of the pool area.

Home in Old Harbour

4.91 out of 5 average rating, 43 reviews

Chillax Manor Your Private Oasis for Relaxation

Get this entire space with Pool access! Nestled in a gated community, Chillax Manor is perfect for your next getaway. The Manor offers you a luxury hotel feel. It is the getaway that your family will enjoy while being centrally located place to everything. You deserve to chill in this impeccable two-bedroom, one-bathroom peaceful spot with a pergola. Chillax Manor is also equipped with the necessary toiletries and a few complimentary beverages/snacks.

Top guest favorite

The exterior of the vacation home showcases a two-story design with a distinct color palette and arched windows. A paved driveway leads to a spacious garage, framed by decorative columns. The sky above is partly cloudy, enhancing the inviting presence of the property.

Home in Clarendon

5 out of 5 average rating, 33 reviews

Step into TRENZ …Airbnb

Step into Trenz Airbnb. A luxurious vacation home conveniently and centrally located in the gated community of Paisley Place. Trenz offers 3 modern bedrooms, each outfitted with its own en-suite bathroom, air conditioning, and hot water to sleep 6 persons comfortably. You’ll be 5 minutes away from : *May Pen Town Centre * The major highways * Millennium Mall. * Knutsford Express You’ll be 15-20 minutes away from: * Fyah Side *Murrays Fish & Jerk

Guest favorite

A stylish sectional sofa, featuring a combination of soft cushions in various colors, is positioned against a neutral wall. A vibrant area rug with abstract patterns adds warmth to the space. Above the sofa, a multi-panel artwork depicts a serene beach sunset.

Apartment in Linstead

4.95 out of 5 average rating, 22 reviews

SG Apartment Complex (Apt #1)

Kick back and relax in this calm, stylish space. We are only 30 minutes away from Ocho Rios and 45 minutes outside of Kingston via toll. Not to mention, we are 5 minutes or walking distance from the famous Grant's Jerk Center, 5 mins from Fj's Smokehouse, and 25 mins away from Bush Trails Excursions Tours. The apartment is ultra-modern with all the amenities for the comfort of you and yours. Come, stay with us, we are here to serve you!

Guest favorite

A modern kitchen is presented with dark cabinetry and a granite countertop. Kitchen appliances, including a microwave, stove, and double-door refrigerator, provide functionality. A dining table set for two is featured, with a glass and decorative elements, enhancing the space's practical appeal.

Apartment in May Pen

4.9 out of 5 average rating, 40 reviews

Home

Kick back and relax in this calm, stylish space. Home is centrally located in a gated secure premises in May Pen, Clarendon. It is 2 mins from the nearest hospital. Doctors offices, restaurants, shopping, spas, salons, etc. Attractions in Clarendon includes, the Milk River Mineral bath, Farquahar beach, salt River mineral spring and other hidden gems. Home is also 2 mins away from the high way 2000.

Guest favorite

A modern bedroom features a spacious bed dressed in crisp white linens and yellow accents. A decorative mirror and framed artwork adorn the walls. A cozy seating area includes a light-colored bench and a gray chair, while a ceiling fan contributes to the airy atmosphere.

Apartment in Bog Walk

5 out of 5 average rating, 6 reviews

Church Road Haven

Relax in this modern 1-bedroom, 1-bathroom apartment, just 3 minutes from Linstead and Bog Walk. Offering privacy, comfort, and all amenities, it’s perfect for solo travelers or couples. Enjoy a stylish, cozy retreat in a central yet peaceful location. Whether for business or leisure, this space provides the ideal blend of convenience and relaxation. Book now and make it your home away from home!

Guest favorite

A spacious living area features a comfortable grey sofa positioned on a soft rug. Natural light fills the room from nearby windows. A modern kitchen is visible in the background, complemented by dark wood cabinetry and sleek appliances. A television is mounted on the wall, adding entertainment options.

Home in Old Harbour

4.92 out of 5 average rating, 39 reviews

Colbeck Villa

Relax with the whole family at this peaceful place to stay. The Colbeck Villa located in a gated community with pool gym. The home is a beautiful 2 bedroom 1 bathroom house with all modern amenities. The home is fully Air Condition with ceiling fans. Clean and spacious bedrooms living room and kitchen. Comfortable beds, sofa and chairs. You will enjoy you stay at the Colbeck Villa.

Top guest favorite

A spacious bed is dressed with a gray comforter, accompanied by two pillows. A nightstand stands nearby, featuring a decorative lamp. The room is illuminated by natural light coming through a window, with light-colored walls and a soft rug positioned on the floor.

Home in Spanish Town

4.95 out of 5 average rating, 59 reviews

Studio Serenity

Modern, peaceful studio in Angels Grove, perfect for your Jamaican getaway. Minutes from restaurants and the Knutsford Express depot. Easy toll road access to north coast attractions. Equipped with WiFi, AC, and kitchenette. Ideal for solo travelers, couples, or business trips. Your serene home base for island exploration.

Top guest favorite

A well-appointed bedroom is equipped with a spacious bed adorned with a dark green throw. Two bedside tables with lamps are positioned on either side of the bed. Large glass doors open to a balcony offering a view of the outdoors.

Apartment in Mandeville

4.95 out of 5 average rating, 21 reviews

Cozy contemporary one-bedroom

SummerVacations welcomes you to our beautiful one-bedroom apartment at Avista in Mandeville, Jamaica. A short walk from Mandeville's city center, Avista features 24-hr security, pool and gym access, elevators, a reception desk and an open-air lounge on the ground floor. Make this your home away from home! 🏡