Vacation rentals in Carawina

Whiterock Montego Bay Bou 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.

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 ($)

Oceanfront Panoramic Views 3br Beach Pool Gym

Your Caribbean dream escape awaits in our spacious oceanfront 3br/3.5ba condo with private corner balcony and sweeping ocean views. Lounge by the pool, stay fit in the gym/pickleball court or unwind at the sandy beach. Highlights- Large Waterfront Pool & Pool Deck * Private Beach Access * Gym * Tennis/Pickleball * Kids Play Area * Fast WiFi* Gated Waterfront Community * Chef on request * Spa Services * Concierge Services * Driver Upon Request* Add our listing to your favorites by clicking❤️

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.

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.

Tranquil Negril Hideaway

Welcome to Sunsets and Beaches—your island getaway! This charming two-bedroom house offers the perfect blend of comfort and convenience with modern amenities designed to make your stay unforgettable. Located just 15 minutes from the vibrant resort town of Negril and Negril Seven Mile Beach, you'll have endless opportunities to soak up the sun, indulge in local cuisine, and explore Jamaica's natural beauty. Your tropical escape awaits—book now and make memories that last a lifetime!

Western Tropics

Escape to this tranquil paradise for your next vacation! This modern and spacious two-bedroom is just 15 minutes away from Negril and 15 minutes away from Savana-La-Mar (Parish Capital). It located close to the following tourist attractions: Negril's Seven Mile Beach Rick's Cafe Booby Cay Island Jamwest Motorsports & Adventure Park Jamaica Giants Sculpture park and art galleries Blue Hole Mineral Spring Benta River Falls Mayfield Falls Roaring River and Cave

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.

Gorgeous 4Br Apt with Pool & BBQ

Have fun with the whole family or your besties at this stylish place. Located in tropical gardens overlooking the Caribbean Sea, this beautiful apartment is a dream. Fast Wifi, A work station, A Pool Table, a Plunge Pool, outdoor shower, BBQ Grill, and an outdoor deck makes it appeal to all in the group. They'll love you for booking this place. All 4 bedrooms have air conditioning units. Enjoy ocean views of the beautiful Caribbean Sea.

Countryside Escape 5 mins from Savanna-la-Mar

Countryside Escape is a one bedroom apartment for a family of 3 looking to experience the west rural side of Jamaica. We are located in the community of Hertford Westmoreland 5 mins away from the town of Savanna-la-mar. Our home is modern and newly renovated with all the amenities suitable for a comfortable stay. Come and be blessed by nature and the beautiful landscaped surroundings that will leave you feeling refreshed and fulfilled.

Entire property in Westmoreland - ‘Something Blue’

A charming Savanna-la-Mar villa perfect for relaxing Caribbean escapes and quiet evenings under the stars. The home accommodates up to 6 overnight guests and offers a comfortable indoor space with an inviting outdoor patio to enjoy the tropical atmosphere. Small private events of up to 20 guests may be considered with prior approval. Event fees and a refundable deposit apply.