Holiday houses in Caledonia

Whiterock Pink Bougainvillea Villa

Spend memorable moments at our quiet oasis with Royal Palm trees, gardens, Jerk grills for outdoor cooking or just sit in the garden and enjoy the wind chime as it's soothing melody chimes as the winds blow. View of the Courtyard and open skies. Take a stroll down hill then up our spiral stairs to our elevated pool. Enjoy stunning ocean, mountain and city views from the pool deck. Or watch the sunset from the Floating Deck. Whatever your choice, you will enjoy the natural beauty. Whiterock.

Luxe & Elegant 2BR Condo Near Beach |Pool | WIFI

Tropical White ( G6) Our Spacious and Modern 2 BR apartment adds luxury to your stay. Enjoy Beautiful ocean views from your private balcony. Indulge in paradise with free high speed WIFI, Smart TVs in a fully equipped apartment. Located minutes from Montego Bay's Airport, inside an exclusive gated community with 24 HR security, pool, gym, tennis court, secure key card building entry, elevator access and complimentary parking. Close to beaches, restaurants, golf courses. **Free Airport Pick-up**

2BR Townhouse with staff, gym, pool & beach access

Escape@20 is a lovely townhome that guarantees a truly relaxing and memorable experience. A friendly housekeeper/cook is included at NO EXTRA COST!! You just need to purchase the groceries. The townhome has an open floor plan with living and dining room opening out to a covered patio and a backyard. Guests can enjoy breathtaking views of the neighboring yacht docking area, swimming pool, gazebo/bbq grill space, gym, playground for kids, 24 hour security and complimentary beach access nearby.

"Smallah" 4-br seaside villa own pool, resort area

Welcome to Smallah Villa, our spacious and elegantly designed 4-bedroom, 4.5-bathroom oceanfront townhouse in the Freeport Area of Montego Bay! This stunning property is the perfect getaway for families or groups of friends looking for a relaxing retreat in Caribbean Paradise. It comfortably accommodates up to 10 guests. With private infinity pool and a pier for private boat pickup. Premium Services ($ - Additional Fee) • Grocery Shopping & Delivery Service ($) • Cook & Clean ($) • Driver ($)

Turn Plantain Cabin

Turn Plantain Cabin offers 180 degrees view of lush mountainsides. The cool breeze, whistling wind, fresh crisp air provide the perfect condition to rest, relax and recharge. Off the main, a short ride up the bumpy hill leads to the perfect escape. This oasis is ideally located off the beaten track giving a break from the hustle and bustle of everyday living yet it is in close proximity to some of Jamaica’s finest attractions. Be sure to relax by the pool and make memories by the firepit.

Neptune Cottage @ High Cove

We are operating as normal after Hurricane Melissa! The West End is in top shape! Neptune is located on High Cove property, nestled on a pristine swimming cove on the famous West End. There are 2 other cottages on the property that can be rented separately, or jointly for groups of up to 14. It's a stone's throw away from the world-renowned Rick's Cafe, restaurants/watering holes, and has incredible sunsets. 10mins drive to Negril's vibrant Seven Mile Beach. A secluded and romantic getaway.

Oceanfront Lux 2Bdr Condo Private Patio Beach Pool

Experience a luxurious oceanfront retreat in our stunning new two-bedroom condominium. Designed with sophistication in mind, this space features uninterrupted ocean views, soaring high ceilings, and a serene coastal ambiance that instantly invites relaxation. Step onto your private, spacious patio with an extended waterfront terrace, where the ocean is literally at your feet. This idyllic setting is perfect for soaking up the sun, spa treatments, or just taking in the endless ocean views.

Seafront Modern Loft w/ Pool - Negril’s West End

Experience the best of Negril from this stylish loft studio perched on the area’s famous cliffs. With sweeping ocean views, modern design, and resort-style amenities, this seafront escape is perfect for couples, friends, or small families seeking both relaxation and adventure. Good to Know: The property is part of a newly developed condo-hotel, with certain areas still under construction. Guests may notice light construction during their stay, but all private areas of the loft are ready.

The West Isle Escape

Relax and recharge at West Isle Escape, a home perfectly located between Negril Beach and Savannah-la-Mar. Enjoy access to a shared community pool, with the option to reserve the space for intimate gatherings. Just 5 minutes from Jamwest Adventure Park offering ATVs, ziplining, and more. This home is ideal for both adventure and tranquility. Whether you’re lounging poolside or enjoying a quiet night in, West Isle Escape offers the perfect balance of comfort, convenience, and island charm.

Whitehouse 2-Bed Apartment Sea View Balcony

Welcome to the luxurious 2 bedroom apartment nestled in a peaceful community in Whitehouse. Escape the big-city crowds and immerse yourself in the lavish ambiance of the sun-soaked pool backyard while being close to numerous local attractions and sunny beaches. Here's a glimpse of our fantastic offer: ✔ 2 Spacious Bedrooms With Queen Beds ✔ Open-Plan Living ✔ Fully Equipped Kitchen ✔ Sea-view balcony ✔ Smart TV ✔ Wi-Fi ✔ Maid Service (additional cost) ✔ Free Parking Learn more below!

Ocean View Family Cottage Nature Pool Pet Friendly

Welcome to Happiness Cottage, a spacious 2 bedroom escape with sofa beds at Negril Huts — a warm, nature-filled retreat on Negril’s West End cliffs. Surrounded by lush greenery and natural wood tones, this airy cottage blends comfort with the beauty of the outdoors. Just steps from the cliffside pool and Caribbean Sea, enjoy golden sunsets, ocean breezes, and peaceful moments. Perfect for families with pets, friends, or retreats seeking connection, calm, and the true spirit of Negril.

Luxury Oceanview 4BR Villa w/ Balcony, Pool & BBQ

Welcome to BayWatch Villa – a 4BR luxury retreat in Montego Bay. Marvel at breathtaking views of the harbor and Caribbean Sea both day and night. Share unforgettable moments with family and friends. Enjoy spacious living spaces, a modern kitchen, and laundry convenience on premises. Stay connected with Wi-Fi throughout, even by the pool. With solar backup, you’ll always have power for the essentials. Note: AC is not available on backup power.