
Family-friendly holiday rentals in Saint Mary
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Top-rated family-friendly rentals in Saint Mary
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Experience Luxury/PS5/Wifi/65'TV/Cozy Bed/5min twn
Discover your dream escape in a luxurious smart home nestled in a gated community with 24 hrs security. Mins from Ocho Rios. *AC *Pool *Self check-in *Digital lock *Black-out Curtain *hot water *Fully equipped kitchen *Pots, pan, utensils *Drinking/Wine glass *Coffee/Tea station *Blender,Toaster, Microwave *Stainless Steel Appliances *Furnished backyard Gazebo *Outside Dining *Bedding *Safe *Feminine hygiene product *Toiletries *First Aid Kit *Washer & Dryer *High Chair *Baby Bath *Crib *Grill
4.96 out of 5 average rating, 106 reviews
Tranquil Retreat "Home Away From Home"
Located in the cool, quiet development of Tranquility Glades, Retreat, within 15 minutes of the tourist hub of Ocho Rios and the Ian Fleming International Airport, about 5 minutes from the beaches. The location boasts two master bedrooms with bathrooms en suite plus two bedrooms and a bathroom. There is a large living and dining area, a spacious kitchen with a French door refrigerator, and a laundry area with a washer and dryer. All bedrooms are air-conditioned. Expand note to read more details.
4.88 out of 5 average rating, 91 reviews
*Luxury Rental* The Palms at Galina
Let us take the work out of planning your next trip to Jamaica! We offer an all inclusive option! > 8 bedrooms > 7.5bathrooms >>Property accommodates up to 16 guest >> Housekeeping & personal daily Chef are included in the rental price >> We can arrange round-trip airport transportation and/or a full-time driver >>Tour guide services if needed >> Need more room? Book our sister property: The Palms at Wentworth for an additional 4 bedrooms and up to 8 more guest (inquire for more details)
4.66 out of 5 average rating, 104 reviews
4BR Oceanfront Villa Pool Chef Option Nr Ocho Rios
Wake up to sweeping Caribbean sea views at this private 4-bedroom oceanfront villa, just 15 mins from Ocho Rios. * Perfect for families and groups, it features en-suite bedrooms, a private pool, and inviting outdoor spaces for dining and relaxing. * Enjoy the ideal mix of seclusion and convenience — peaceful and tucked away, yet close to beaches, restaurants, and attractions. * We can arrange a private chef, housekeeping, airport transfers, and grocery pre-stocking so you can arrive and unwind.
4.92 out of 5 average rating, 62 reviews
Catch My Drift Villa: Chef services available
Catch My Drift is a gated eco-inspired villa built and uniquely designed to incorporate locally sourced materials. Our units layer modern design with thoughtful touches and sustainability throughout. We offer the privacy and seclusion needed for complete relaxation. Enjoy our splendid view, swimming pool, outdoor kitchen with grill in our spacious backyard. We are only a 20 minute ride from Ocho Rios, home of popular attractions such as Dunns River Falls or a quick trip to the beach.
4.88 out of 5 average rating, 59 reviews
Cheerful three bedrooms with large backyard space
Forget all your worries in this spacious green and serene space. Five (5) minutes from the beach for total relaxation. Grab your juicy Jamaican patties in Town and then don't forget your jerk chicken and jerk pork right in the back yard. Swing in comfort and enjoy cool breeze on your phones or reading a book under the overflow of Jamaican fruit trees. Cut your favourite rose in the lush garden. 15 minutes from the Ian Flemmings Int'l Airport and 35 mins from the famous Dunns River Falls.
4.89 out of 5 average rating, 91 reviews
Glen Sea Inn - cozy inn steps away from the beach
Welcome to the Glen Sea Inn! Come enjoy a more peaceful side to the land of wood and water. Our home has been in the family for many years, originally starting out as a law office owned by my grandfather who worked right down the street. He loved the parish of St. Mary and gave his heart to it and to the community. Glen Sea Inn is an homage to him and a way to continue spreading his love for the parish to others! We hope that you have a peaceful stay and make it your home away from home.
4.79 out of 5 average rating, 29 reviews
3BR | A/C | 24HR | Ocho Rios 15 min | Beach 10 min
Welcome to ISLAND LUSH, nestled in a gated community in the hills, with 24/7 security. Modern amenities include A/C, ceiling fans, Wi-Fi, hot water, security cameras, 2 water tanks, and smart TVs. ISLAND LUSH is close to Ocho Rios, beaches, water falls, restaurants, spas, local street food, grocery, adventure parks and so much more... NEW: 7-seater van for rent! We offer a lush space where comfort meets island beauty while being surrounded by the quiet charm of the countryside.
4.88 out of 5 average rating, 25 reviews
Lux Apartment*5 mins Beach*15 Min Ocho Rios*Secure
This luxurious ground floor apartment at the Crystal Resort with infinity pool has breath taking views, only 5 mins from the beach and 15 mins to bustling Ocho Rios offers the perfect place to stay for the most discerning holiday makers Ian Fleming airport is 5 minutes drive away, with daily flights to the USA Local shops 3 minutes drive away Walk directly from your apartment to the gorgeous pool, gazebo and outdoor shower, shared only with the hosts who rarely use it
4.85 out of 5 average rating, 61 reviews
Nanichi Comfort in Luxury, Serene & Convenient!
What makes Nanichi House special is the attention to detail. From the carefully prepared space to the welcoming atmosphere, every element is curated to help you and your family feel settled the moment you arrive. Whether you’re visiting for a quiet getaway, work, or a longer stay, the home adapts beautifully to your needs. Nanichi House is more than just a place to stay it’s a space designed for comfort, calm, and effortless relaxation.
5.0 out of 5 average rating, 16 reviews
Tropical Breeze Villa
Our space is special as you will enjoy 3 separate bedrooms ,2 bathrooms for your convenience! We have everything to keep you cool ! And you can do your cooking as well ! Enjoy your stay and your privacy always respected !! ! ! My main goal for You to enjoy your time with your loved ones ! We are in a very safe location by local road where you can access stores near by and restaurant and the beach 5 min drive !
4.86 out of 5 average rating, 43 reviews
clean, comfy & quiet w/views * No Fees *
Relax in this oceanfront 1BR/1BA condo in peaceful Tower Isle, just 10 mins from Ocho Rios. Enjoy stunning sea views from your private balcony, direct beach access, a pool, A/C, Wi-Fi, and a fully equipped kitchen. Located in a gated complex. Perfect for couples, families, or remote work in paradise. Close to Dunn’s River Falls, restaurants, and local shops. Book your island escape today!
4.9 out of 5 average rating, 156 reviewsPopular amenities for Saint Mary family-friendly rentals
Family-friendly home rentals with a hot tub

Cottage Blu
5.0 out of 5 average rating, 20 reviews
House near Ocho Rios with Free beach access.
4.6 out of 5 average rating, 42 reviews
C Roy Estates Ocho Rios
4.5 out of 5 average rating, 18 reviews
Destiny | Cliffside Seaview | Ocho Rios | Serene
4.88 out of 5 average rating, 8 reviews
Paradise Oasis
5.0 out of 5 average rating, 3 reviews
Sweet Dreams 1.0
5.0 out of 5 average rating, 4 reviews
The Rose Upper Level Suite
5.0 out of 5 average rating, 3 reviews
The D'Rhatid Mansion is a masterpiece
New place to stayFamily- and pet-friendly home rentals

Pink House on Middle Street
5.0 out of 5 average rating, 12 reviews
Eco Cottage With Private River
4.71 out of 5 average rating, 28 reviews
Apartment E6, Seapalms, Tower Isle.
4.51 out of 5 average rating, 49 reviews
Exotic Beach and Villa
5.0 out of 5 average rating, 4 reviews
Top Nutfield
4.63 out of 5 average rating, 32 reviews
Cozy Den - minutes from all entertainments in ochi
4.78 out of 5 average rating, 18 reviews
Cozy Nature Escape Near Castleton Gardens
5.0 out of 5 average rating, 5 reviews
Gated 3 Bedroom House in Ocho Rios Tower Isle.
4.63 out of 5 average rating, 8 reviewsFamily-friendly home rentals with a pool

BluWaves~Oceanfront Condo Gated Community OchoRios
4.86 out of 5 average rating, 149 reviews
3BR Beachfront Condo · Pool · Chef · Ocho Rios
4.84 out of 5 average rating, 106 reviews
Beauty & Serenity at Kyah Place
4.85 out of 5 average rating, 121 reviews
Olive Branch Villa Oracabessa *Luxury*
5.0 out of 5 average rating, 18 reviews
A View To A Kill - Your Private Tree House Villa
4.88 out of 5 average rating, 16 reviews
Airy Luxurious Oceanfront 3 bedroom Unit
5.0 out of 5 average rating, 9 reviews
Pool, Peace & Golden Vibes
4.78 out of 5 average rating, 9 reviews
Relaxing Space with an Awesome View
4.81 out of 5 average rating, 47 reviewsDestinations to explore
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