Family-friendly holiday rentals in Ocala

Downtown/Hospital 2 Bed Bungalow

Completely renovated (1/2024) Historic Bungalow! Enjoy a stylish and comfortable experience in this fully furnished 2 bedroom 2 bath, conveniently located between Downtown Ocala & both hospitals. Sleeps 4 w/ two Queen beds. Enjoy a dedicated workspace w/ highspeed internet, 55"Samsung Smart TV in living room, 43" in both bedrooms, Stainless Steel Appliances, Quartz Countertops, & in-unit Laundry. Private double driveway parking w/ plenty of exterior lighting for added security! NO PETS/SMOKING

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.

Relaxing, Cozy 3BR Pool Home with King Suite!

Newly renovated 3 bedroom 2 bath pool home quietly situated only 8 minutes to downtown Ocala and under 5 minutes from Silver Springs State Park. You will feel cozy and right at home with features like a LARGE shared pool, new stainless appliances, soft-close cabinetry, gas cooktop island, coffee & tea station, huge dining table, and spacious, warm formal living and family rooms. We are conveniently close to Publix, restaurants, crafty cocktail bars, shopping and the World Equestrian Center!

Private, beautiful apartment in historic district

This apartment is located inside the famed Kemp House. The Kemp house, circa 1938, is a Tudor Revival home, built for T.J. Kemp an agent for the Sinclair Refining Company during the 1930s. This large residence is noteworthy for its brick detail and half-timbering. Originally a single-family residence, it eventually because a boarding house in the 50s and 60s-renting rooms weekly. Later it housed retail stores, a coffee shop, and The Blue Heron Gallery. This space was used as an Art Gallery.

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.

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!

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.