Holiday rentals with outdoor seating in Ocala

4.99 out of 5 average rating, 182 reviews

A comfortable living room is showcased, featuring a light-colored sectional sofa and a plush brown leather chair. A wooden coffee table is centered on a soft area rug, while large windows provide natural light and a view of the outdoor greenery.

Farm stay 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.

Superhost

A charming treehouse sits elevated among large trees, connected by a wooden bridge. Surrounding space features a well-arranged outdoor sitting area with round wooden seating, and ample green grass is visible below, enhancing the natural setting.

Treehouse in Ocala

4.82 out of 5 average rating, 242 reviews

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!

5 out of 5 average rating, 137 reviews

Home in Reddick

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.

A screened-in pool area is highlighted, featuring a sparkling blue pool surrounded by a stone patio. Greenery is visible beyond the enclosure, contributing to the serene environment. A single lounge chair is positioned beside the pool, evoking a relaxing atmosphere.

4.83 out of 5 average rating, 144 reviews

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!

4.94 out of 5 average rating, 486 reviews

The studio cabin features wood-paneled walls and a cathedral ceiling. A queen bed with a dark blue coverlet is framed by two bedside lamps. A dining table and chairs are positioned nearby, along with a cozy sitting area, offering a relaxed atmosphere.

Farm stay in Ocala

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.

An aerial view of a spacious mid-century home is presented, featuring a smooth roofline and an inviting pool area surrounded by lush green landscaping. The well-maintained yard includes palm trees and is accessible from a winding path leading to the entrance.

4.85 out of 5 average rating, 108 reviews

Spacious Home with Pool Near HITS (Horse Country)

Newly updated mid-century home designed with all the top amenities. Truly one of a kind with amazing architectural design. Every detail has been preserved for your entertainment. Great home for family time and entertaining friends. There are 3 spacious bedrooms, a full bar area, patio with games, and pool for your enjoyment. The home is located minutes to Silver Springs and Downtown Ocala. It is located about an hour from Daytona Beach, Disney World & Orlando area. Also near HITS & WEC.

4.93 out of 5 average rating, 114 reviews

A cozy living area is presented with a neutral sofa complemented by a decorative pillow. A round wooden coffee table sits in the center, surrounded by stylish decor, including a small sculpture. A modern light fixture hangs overhead, while a large television is mounted on the wall.

Townhouse in Ocala

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.

A living area features a gray sofa and two brown chairs positioned around a wooden coffee table. A stone fireplace with stacked logs adds a natural element. Light filters through the curtains, and a decorative mirror and plants enhance the space's inviting atmosphere.

4.99 out of 5 average rating, 177 reviews

Charming Home Steps away from Silver Springs

Looking for a little escape? This cozy hideaway sits right between the magic of Silver Springs (just 0.7 miles away) and the lush trails of Silver Springs Conservation Area. Spend your days paddling crystal-clear waters, spotting turtles, gators, manatees—and yes, even wild monkeys! It’s a nature lover’s dream with a splash of adventure. When you’re ready for a bite or a stroll, Ocala’s charming downtown is just 5 miles away, full of great eats, quirky shops, and friendly faces.

A spacious bedroom features a large bed with a light quilt and multiple decorative pillows. A ceiling fan hangs above, and a bedside table with a lamp is present. A full-length mirror reflects the room's interior, while a small chair is positioned near a doorway.

4.98 out of 5 average rating, 230 reviews

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*

A spacious bedroom features a California King bed dressed in soft linens, with a decorative bench at its foot. A beige armchair and ottoman provide additional seating, complemented by ambient lighting from a floor lamp. Natural light enters through two windows dressed with wooden blinds.

4.99 out of 5 average rating, 159 reviews

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.

4.94 out of 5 average rating, 408 reviews

Guest house 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.