Holiday rentals with a pool in Jamaica

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.

Family · Location · Cleanliness

Private Seafront Villa near Ochi

Located directly on the ocean and room for 7 -- bring the Fam! Stylish Villa with three bedroom plus sleeper-den with four full bathrooms offers Caribbean charm and modern sensibilities. Full kitchen, super-comfy living area fronts an expansive dining/bar and lounge area with views of the sea that go on forever. Included: Starlink Wifi, a 65" SmartTV and a/c throughout; your private housekeeper/cook is there to take care of your every need. Enjoy a unique, relaxing Jamaican vacation today!

Family · Location · TV

Affluence - Lux 1Bd MoBay Apt(Central+RooftopPool)

Name - AFFLUENCE This stunning luxury 1-bedroom apartment is designed for comfort and elegance, located 15 minutes from Sangster International Airport (Montego Bay Airport), with easy access to top restaurants, shopping, and entertainment. The complex features a total of 5 units, offering adequate privacy for our guests. Located only 7 minutes from Fairview shopping Centre and 10 minutes from Downtown Montego Bay and the popular Hipstrip. The beach is also 10 minutes away from your stay.

Family · Location · Comfort

The Vue @ Paradisiac ~ Private Beach ~ Pool ~Gated

Escape to your own slice of paradise at Paradisiac Beach Club. Just a short stroll from the shoreline, this stylish one-bedroom retreat offers the perfect balance of relaxation and convenience. Enjoy the most amazing “vue” of the Caribbean Sea in the distance from this 3rd floor condo, and everything you need for an unforgettable Jamaican getaway Why You’ll Love This Home ✔︎ Secure gated community with 24/7 security ✔︎ Pool/Beach access ✔︎ Free onsite parking ✔︎︎ Fully air-conditiond

Location · Beach · Condition

Oceanfront Paradise Views 2Br Penthouse beach Pool

Escape to luxury at Westport, Jamaica's premier gated waterfront residence. Indulge in the ultimate Caribbean experience in this stunning 2-bedroom, 2-bathroom penthouse boasting a spacious balcony with breathtaking views of the Bay and Caribbean Sea. Features: Open-concept living and dining area, well-equipped kitchen, separate laundry room, Relax and unwind in the Oceanfront pool, Gym, kids play area, Chef on request, Spa Services, Concierge services, Full time driver on request.

Value · Location · Cleanliness

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

Value · Location · Layout

Starfish Cottage

IMPORTANT NOTE: We do not accept children under 13. Stay somewhere wild at Searenity. Retreat to a private cottage surrounded by tropical forest, birds and mountain views above Port Antonio. Wake to hummingbirds and enjoy views of Blue Mountain Peak, Nonsuch Falls and the Portland coastline. Relax in peaceful, lush surroundings with access to our 25m lap pool, outdoor gym and private nature sanctuary, perfectly located for exploring the best of Port Antonio.

Family · Value · Outdoor spaces

Villa Maria Montego Bay, Beach front with Pool

Villa Maria: A True Jamaican Experience (one of few Beach front villas in Mobay Fully A/C Chef service available airport pick-up from MBJ. available Property : We are located in a seaside fishing village. Even though not needed, we are monitored by security and outside video 24-hour OPTIONAL FEE The following fee is paid in addition to and after the reservation is paid for $180 / per day for pool heater. This is only if you want the pool heated.

Location · Family · Cleanliness

Ocean front luxury Villa in Jamaica

Welcome to Tikal, an ocean front luxury villa, exquisitely remodeled in May 2021, with an airy modern Caribbean style. We are adjacent to Chukka Cove Horse & Adventure Farms, noted as Jamaica's premier tourist attraction provider. We are conveniently nestled between Montego Bay and Ocho Rios, only 50 minutes from Montego Bay International Airport. We are within 30 minutes of most major tourist attractions, and the cruise ship port in Ocho Rios.

Value · Family · Air conditioning

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.

Location · Value · Decor

AUG & SEP Special, Designer Villa on top of Negril

Welcome to TreeTops, a one-of-a-kind luxury designer villa tucked in the jungle hills overlooking Negril and its world-famous Seven Mile Beach, yet safely within a gated community. Celebrate Jamaican culture and nature as you unwind in total privacy, surrounded by lush fruit trees. Reconnect with loved ones, cool off in the pool, and sip a drink at your private treetop bar—an unforgettable escape in the heart of paradise.

Value · Family · Bathroom

Tranquil Times villa

Tranquil Times Villa is located just minutes outside of downtown Ocho Rios. We are located in a private, gated community with 24-hour live security. We are conveniently located within minutes of all major attractions and hotels. Airport Transportation will be arranged. We are fully staffed and cannot wait to help make your vacation one you won't ever forget!!!

Location · Family · Air conditioning