Holiday rentals with breakfast in Jamaica

Oceanfront 4BR Villa w/ views Pool Beach Staff

Sea Haven is a charming Jamaican villa set within one acre of private waterfront on the edge of incredible Discovery Bay, a horseshoe of blue crystal clear water, known locally as "Millionaire's Row & the "Riviera". Designed for both relaxation and play, our home benefits from a man made perched beach, steps into the Caribbean sea, large floating raft, kayaks, paddle boards, great snorkeling, private pool. Full staff including Chef. Guests receive complimentary access to Puerto Seco Beach Club.

VIBES COVE enjoy your stay while getting pampered

FREE Arrival meal, the first day you arrive to Vibes Cove you’ll receive a complementary arrival meal by our personal chef on the property. Vibes Coves Villa is super Spacious and Private. Enjoy your vacation while getting pampered. This property comes with a personal chef, Butler, and Housekeeper. Enjoy V.I.P services your entire stay. Property staff stays in their helpers quarters ( not attached to your living area of the property ) only those listed on the Airbnb is allowed at the property

Luxury 3 Bed Designer Eco Villa Treasure Beach

A charming villa located in a sought after location in Treasure Beach. It has an eco vibe and is surrounded by lush tropical landscaping with a private pool area at the back and a large veranda at the front. It is in a quiet area, but within easy walking or biking distance to local shops, restaurants and amenities. The beach is located right across the road, with the entrance less than a two minute walk away. It has good internet and is a perfect place for extended stays and remote working.

Sea Glass: The Seaside Sanctuary

Named for treasures shaped by the sea, this suite features an open-concept kitchen, dining, and living area. It has 3 bedrooms: the Rocksteady Bedroom, celebrating Jamaica’s musical heritage; the Bush Bedroom, inspired by countryside calm; and the Oasis Bedroom, offering a stunning seaside vista. Find your spot to relax: under an almond tree, by the shoreline or poolside. Offload the cooking duties w/ our complimentary private chef service; just bring groceries or let us source them for you.

3BD Beach Villa w/ Chef Perfect for Family/Friends

Breath-taking beachfront gated community minutes from Ocho Rios, this 3-bdrm, 2.5 -bathroom villa is the epitome of beachfront luxury & relaxation for your next family/ group retreat. All rooms have AC, ceiling fans, WIFI & TV’s. The living area, & fully-equipped kitchen, with dining area offer a welcoming atmosphere. Find breathtaking views from the sundeck. Amenities private beach, pool, cabanas, private showers, & gym, tennis & basketball courts. Chef services avaialble, conditions apply.

Luxury beach front villa with private pool & staff

Beach front villa in Treasure Beach, on the south coast of Jamaica, where it's sunny all year round! Steps away from a secluded sandy cove: perfect for swimming, sunbathing and morning strolls. Peaceful and quiet, the villa has three double bedrooms and in a cottage for two available at additional cost. There is a private pool, beach sundeck, terrace, balcony, sitting room and kitchen. A personal chef is included in the rental rate for breakfast and dinner, you just pay the cost of the food.

Private | Beach | Pool | Luxury | Culinary Escape

Villa Blanca, our airy white-on-white modern beach villa, is part of the ONLY Villas Collection — a curated blend of boutique-hotel service and private barefoot luxury above a secluded sandy beach. Designed primarily as an adults-oriented escape focused on peaceful, elevated, culinary-driven experiences. Enjoy complete privacy in your villa, plunge pool, and outdoor living spaces with private chef and villa hostess services. Guests 18+ preferred. Younger children only with prior approval.

Shallhome Masterful Luxe City Ocean Views

Prepare for an earthy, spacious, comfortable, experiential and central location stay via our natural yet modern aesthetic and considerate, our luscious landscape consisting of scrumptious Jamaican delicacies and gardens filled with vibrance to a seaview of the horizon/the suns bed overlooking Montego bay; perfect to rise and shine like the sun, with a limitless mindset and an affirmative environment; reassuring and replenishing your capacity and tenacity to a state of I shall and will.

SBS Seaview 5BD Pool Villa - 5 min from Excursions

Serenity By the Sea (SBS) is a 5 bedroom Villa overlooking the Caribbean Sea. This modern villa is perfect to host a large group of friends or family and includes breakfast labor fees for up to two days. In a prime location, we're nestled between Montego Bay and Negril (less than an hour)! Chukka Sandy Bay Outpost is a short minute drive from excursions, 25 Minutes from Montego Bay's hip strip, nightlife and airport. Only a day trip away from Ocho Rios, the South Coast and Kingston.

Summer Special Treasure Beach Sanguine Villa

Sanguine's spacious fully staffed beachfront Villa with an infinity pool is located in Treasure Beach on Jamaica's South Coast. Treasure Beach is where one comes to get away from the hustle and bustle of everyday life and happily ensconce themselves in our laid-back community. Latoya will be here to ensure that you have a holiday of memorable meals, you sit back and relax while we do the grocery shopping and look after you. Message me re airport and transport options

Modern Nature's Escape at the Falls

Welcome to your peaceful getaway at Cabin at the falls where nature meets comfort, as the sound of cascading water sets the perfect backdrop for your stay. This cozy, cabin is perched just a hike away from the falls, offering a rare blend of seclusion, comfort, and natural beauty. Whether you are hiking to the base of the falls,or soaking in the sights and sounds of nature, this cabin is your perfect escape into the wilderness without giving up the comforts of home.

The Ridge Cottage at Iya Ites

A 10-acre estate set high upon a hill where ocean views collide with mountain breezes, a paradise unlike any other beckons to be experienced. Iya Ites—local dialect for Higher Heights— is a private property in the John Crow Mountains of Port Antonio, hidden in a lush tropical forest overlooking the crystalline waters of the Caribbean below. Far away from the noise of the tourist crowds, Iya Ites is your invitation to an exclusive and authentic Jamaican vacation.