Family-friendly holiday rentals in Ocala

Prairie Rose Inn - Whole house on Ocala Farmland

Welcome to our charming farm retreat,perfect for a relaxing getaway.Nestled off a quaint dirt road, our property offers a true escape.2 acres fully fenced from the farm for your privacy,it's ideal for guests with dogs and offers space for evening fires.4miles from WEC, 2miles from FAST and nearby Florida Springs.Enjoy the beauty of our abundant oaks, wildlife and friendly farm animals. Farm tours available.Experience the tranquility and rustic charm of farm life with modern conveniences nearby.

Countryside Loft at Coco Ranch

Make memories with the ones you loves at this unique Countryside loft feeling cottage with an elegant mix between rustic and modern aesthetic. We are a pet friendly Cottage, bring your furry friend and enjoy the coziness. This is a family wood gated compound. Each cottage are private, surrounded by beautiful común areas. Surrounded by a lot of natural springs and also the convenients of local restaurants like “Gators Joes Beach Bar & Grill” at just 6m walk, 6m walk to Lake Weir, and more.

Beautiful Home with Pool Near HITS (Horse Country)

Relax with the whole family in this 3 bedroom, 2 bath updated home near HITS (Ocala’s Beautiful Horse Farms), Disney, Beaches & Springs. Home is 1 block from Publix Grocery Store & Restaurants. Located about an hour from Ormond/Daytona Beach, Disney World & Orlando area. If you like Florida’s nature areas, the home is about half an hour to Juniper Springs, Salt Springs & minutes to Silver Springs. Bring your kayaks/canoes. Gulf fishing and several lakes nearby. Just minutes from Downtown Ocala!

Woodpecker Treehouse Retreat

Take some time for yourself and enjoy the treehouse, you will marvel at nature, you will be surrounded by beautiful birds of different types, explore the place just 10 minutes from Santos Trailhead and 35 from Rainbow Springs. After you finish visiting Ocala and seeing its incredible recreational areas, enjoy our hot tub with hydro massage, relax in our hanging mesh, gather around the fire pit and make s'mores. Our Treehouse promises the perfect blend of nature's tranquility and modern comfort!

Majestic cabin on Fort Brook Farm

Get away from it all when you camp under the stars on our beautiful little farm. Our cabin is a bedroom with queen size bed and a sleeping loft that is a twin. Bring a sleeping bag for loft. This air conditioned and heated cabin has a little extra. There’s a sink, fridge, and a coffee maker with pods in the kitchenette. There’s a great fire pit that also is a grill. We have chairs and table to sit by your camp fire. The restroom and showers are separate. There is not a half bath in the cabin.

Cottage/Free Pets & EV Charger/3 min I-75/Hot Tub

A peaceful, private newly built little cottage located on 1.3 fenced in acres, surrounded by a 200 acre cattle farm. Free EV charger. No pet fee! The best of both worlds, Rose Cottage is an easy 3.5 mins from I-75. Exhale while watching your dog enjoy the yard from the screened in porch, take a nap swinging in the shaded hammock, or listen to crackling flames while roasting marshmallows on the fire pit. Chi Institute 1m. Micanopy, Paynes Prairie 8m. UF, WEC, HITS, Ocala or Gainesville 20m.

Spacious 3BR home with HEATED POOL in Ocala

Relax and hang out with the whole family in this beautiful Ocala house! Soak up some sun in the screened in pool and lounge chairs, or enjoy the mini basketball court and outdoor grill. Just 25 min to the World Equestrian Center, it’s the perfect oasis to stay in while you or your family compete. Enjoy some peace and quiet with a short 20 min drive to a vibrant downtown. Just 5 min to the Marion Oaks Community Center with tennis and other activities, there is something here for everyone!

Stylish 2BR City Retreat • Near WEC & FAST

Discover a charming retreat in the heart of the city with this stunning 2‑bedroom townhome. This retro‑modern oasis features stylish modern touches and a warm, inviting atmosphere. Just a short stroll from vibrant restaurants, trendy shopping malls, and essential stores. Ideally located near the prestigious World Equestrian Center and the Florida Aquatics Swimming & Training (FAST) facility, this townhome is an excellent choice for guests seeking both relaxation and adventure.

Ocala Oasis 4BR w/Pool/Cabana/Game Room/Mini Golf

Welcome to our stunning Airbnb located in the beautiful city of Ocala. This exceptional property offers a range of amenities that will make your stay truly unforgettable. With a cabana, a huge pool, a game room, a fire pit, and even a miniature golf course, this is the perfect place to relax and have fun. The ps4 has 7 games you can bring your own as well, ensuring endless entertainment for everyone. The spacious 4-bedroom, 2-bathroom layout provides ample space!

Humble Abode

Enjoy your stay at this quaint home conveniently located near I-75 and minutes from the famous World Equestrian Center and HITS Post Time Farm. A quick drive will get you to Ocala's Downtown District (On the Square), Silver Springs State Park, Florida Aquatics Swimming Center and Canyon Zip Line and Canopy Tours. Hop on I-75 N and in minutes you will find yourself passing by Paynes Prairie Preserve State Park as you make your way to downtown Gainesville.

Casa de Santos - 4 BR on Santos Trails w/Game room

Skip the drive - ride your bike straight onto the Santos Trails from the house. Our 4-bedroom home sits directly next to a bike shop, making rentals, repairs, and gear just steps away. Designed for riders and groups, you’ll have space to relax after long trail days with a game room, fire pit, and plenty of room for everyone. Whether you’re here for a weekend ride trip or a longer stay, this is one of the most convenient and rider-friendly locations in Ocala.

A Garden Cottage

CHARMING GARDEN COTTAGE NEAR DOWNTOWN AND SILVER SPRINGS Stay just minutes from downtown Ocala-one of the areas most sought after destinations- in this private garden cottage set within a quiet historic district. Only 2 minutes to Riley Art Center. 4 minutes to Downtown Square. Less than 10 to Hospitals, Medical Centers, Tuscawilla Park. Appleton Museum . 6 minutes to Silver Springs. WORLD EQUESTRIAN CENTER 15-20 minute easy drive.