Family-friendly holiday rentals in 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!

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!

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.

Getaway on the Waterway- Dock+Kayaks+SUP board

Welcome to your peaceful Getaway on the Water. Whether you or your group are visiting the Villages, or just need a peaceful getaway to recharge, this is the place!There's something for everyone! Paddleboard or Kayak (provided) the beautiful canal to either lake. Enjoy your morning coffee or evening cocktail in nature on the dock. Bring your boat/ jet ski or rent one from Eaton's Beach Aquatic sports, they also offer sunset cruises and water taxi to Eaton's Beach restaurant right from our dock!

Barn Apartment Minutes from WEC on Private Farm

Private 650 square foot loft apartment above the barn available on a peaceful 15 acre farm. This unique getaway is located in NW Ocala in the heart of the Farmland Preservation area. Minutes from WEC (7.0 miles) and HITS (6.0 miles), as well as easy access to the best of Central Florida! -Pet friendly! Please contact the host if you would like to bring your pet! -Fully equipped kitchenette. -Wifi (Starlink satellite, not high-speed). -Washer and dryer on site. -Iron and ironing board.

Clean Cottage | 6 Mins To WEC | Fenced | Pets

🏡 Welcome to our beautiful 2-bedroom, 1-bathroom freshly remodeled retreat in the heart of 🌴 Ocala, Florida! 🐎 Just a hoofbeat away from the renowned World Equestrian Center (WEC) & many other local attractions like 🌈 Rainbow Springs, 💦 Silver Springs, and much more! Whether you're a horse enthusiast 🐴 or simply seeking a serene getaway 🌅, this cozy home is your affordable ticket 🎟️ to an unforgettable stay! 🛍️ This home is located close to many shopping & dining 🍽️ options!

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!

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.

Ocala Oasis-3 Bedrooms and Heated Pool!

Relax in a safe neighborhood with a pool home that boasts 3 bedrooms and a game room with air hockey/pool/Foosball table. There is pool side seating, fire pit, and kayaks for exploring The Silver Springs, which are 6 miles away. This home is spacious, quiet, and clean. Just minutes from downtown and 12 miles from World Equestrian Center. Have fun grilling by the pool or venturing out on the town. This home is central to everything Ocala has to offer.