Holiday rentals with outdoor seating 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!

North Twenty Haven

Horse Country's North Twenty Haven is located on 20 acres of oak studded pastures with views of a neighboring iconic thoroughbred farm. Our secure working farm is home to horses, mini donkeys and cattle. A tree lined driveway leads to your private retreat. Have your morning coffee on your deck, visit with the farm animals and occasional wild turkeys, deer and fox. The Reddick farm is located 12 miles from downtown Ocala, 7 miles from Canyon Zipline, 16 miles from HITS and 14 miles from WEC.

Hideaway House-UF, ChiU, WEC & Trails/Springs

One of THE best Airbnbs in Marion County! Kick back and relax in this calm and stylish space in the middle of horse country. Experience the nature that surrounds you while you sip your coffee or have a beer on the porch. Up for adventure or seeing historic old Florida? A 30-60 minute drive in any direction takes you from historic springs and national forests to the top-rated University of Florida or the World Equestrian Center. Plenty of horses and wildlife abound! This is a remote location!

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!

Studio Apartment - Fort Brook Horse Farm

This is a small Thoroughbred horse farm where we breed the mares. We run at the racetrack or sell the horses. These mares are generally pregnant and are not ridden. Guest are welcome to pet the horses, who are very friendly. We usually have foal in the spring. Our farm is fairly close to plenty of fun outdoor activities, kayaking, swimming, hiking, biking,zip lining, and horse back riding. We allow well behaved dogs that are leashed. There’s a fire pit, you might want to grab some wood.

WEC Cozy Oak Tree Heaven home

5min from the World Equestrian Center, this home is in a prestigious community nestled in our local Live Oak trees. This unique property combines all the best that Ocala has to offer, the combination of horse country, amazing sunsets & top-end amenities. Enjoy the spacious backyard w/ seating, fire pit, & more. This 3 king bedroom, 3 bathrooms, 4 portable folding beds, 2 living rooms, with a large kitchen makes for a comfortable stay in a inviting home with plenty of activities nearby

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.

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.

Lakeside Getaway with kayaks!

Relax in this cozy 600 sq ft lakeside retreat with stunning lake views and peaceful surroundings. Enjoy sunsets on the beach, kayaking, canoeing, and access to a private dock. Located just 5 minutes from a grocery store, with restaurants and shops 20+ minutes away. Perfect for those seeking a tranquil escape and outdoor adventure. Book your peaceful lakeside stay today!

Sunny Springs Oasis

This tastefully remodeled home is centrally located in a quiet, private neighborhood. Home is 2 miles from trauma hospital and downtown Ocala. Many popular restaurants, and shopping nearby. HCA & Advent hospital 2 mi, WEC 11mi, Silver Springs State Park 8.6mi, Ocala Rotary Sportsplex 5.4mi, FAST 7.8mi, Florida Horse park 7.4mi, Downtown Ocala 3mi