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.

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!

JoMo Retreat on the Withlacoochee River!

JoMo property, a gem by the Withlacoochee River's side, where nature's beauty and tranquility coincide. A guest house just a stroll away from the canal's embrace, leading to the river, a serene and peaceful space. Canoes, paddle boards, and kayaks await, to explore the river, a water lover's favorite. World Equestrian Center and Rainbow Springs are a mere twenty minutes away. JoMo offers a nature-filled stay. Escape the hustle, in nature's embrace, at JoMo property, find your tranquil space.

Get to the Choppa! One-of-a-kind 2/1 Helicopter!

Experience a truly UNIQUE Stay! “Chinook” is situated on a serene 5-acre compound inside the breathtaking Withlacoochee State Forest and the thrilling Croom Motorcycle Area, outside of Brooksville, FL. This unforgettable vacation experience is sure to take your adventure to new heights! Our one-of-a-kind accommodation, a REAL repurposed Chinook CH-47D helicopter, promises a stay like no other. This iconic “choppa” with the modern amenities of home, can not be found anywhere else in the world!

Fully equipped 2bd/1ba, 5 min from Silver Springs.

Welcome to this conveniently located vacation rental! 5 minutes from Downtown of Ocala and the popular Silver Springs State Park! This 2 bed, 1 bath apt has all amenities + spacious FREE parking! Enjoy a King size bed on a spacious master room and a queen bed on the second room. Enjoy a large 65” flat screen TV in a comfortable living room with FREE Netflix, Disney+ and Hulu! Make use of a fully equipped kitchen and relax in a cozy enclosed porch that looks into a peaceful Ocala forest.

Greenway Access | Near Silver Springs | Ping-pong

2 bedroom 2 bath home, with a game room (& laundry) located in the garage. This home is tucked away in a quiet neighborhood, and has parking in the driveway for 2 vehicles. -Walk to Cross Florida Greenway (right by Ocala Greenway Disc Golf Course) -10 minutes to Silver Springs State Park -15 minutes to Santos Trailhead -20 minutes to downtown Ocala -25 minutes to Florida Horse Park -35 minutes to World Equestrian Center (18 miles) *all times are estimates as traffic varies*

Blue barn newly remodeled 12 blocks to downtown.

Newly remodeled Queen bed & full sleeper sofa - sleeps 4 just 12 blocks to downtown Ocala 8 miles to the WEC ( World Equestrian Center). Detached from the main house w/washer dryer, fenced in patio, 1 parking space, full kitchen. Sorry no pets. Not baby proofed. Gigablast high speed internet. Air-Bnb is separated from the main house but on the same property. Please do not go in the back yard of the main house. Security Cameras records the outside gravel parking space.

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!

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.

Tiny Hobbit cabin on lovely Fort Brook Horse Farm

Hi everyone! This little cabin is a bedroom with a queen size bed. It is camping. It includes coffee maker,pods Cream , Sugar. It has a/c electricity and a lamp. The restroom and showers are Close by. You have a fire pit that is a grill and table and chairs just out front. You might want to grab some wood and match light charcoal makes cooking on the grill easier. You are welcome to pet the horses and goats. We allow well behaved dogs that are leashed.

Elegant Ocala Oasis w/Pool: Unwind in Luxury

Take a break from the bustle of life in our opulent Ocala retreat! This stunning, luxury stay offers an idyllic setting for unwinding and rejuvenating, perfect for accommodating the entire family in style and comfort. This stay is: ✓ 26 minutes from Ocala Downtown Square ✓ 15 minutes from I-75 ✓ 35 minutes from Silver Springs State Park ✓ 18 minutes from Don Garlits Museum of Drag Racing