Vacation rentals with outdoor seating in Ocala

The Glass House

*WIFI Now Available * The Glass House was built by local artist, Ira Winarsky. A charming cottage nestled on 12.5 acres just 7 miles from Gainesville. This cozy fully air-conditioned, retreat offers a perfect blend of nature and comfort, featuring a full kitchen, living room, and spacious deck with scenic views for an evening under the stars. Ideal for couples, adventurers, birdwatchers and Gator friends and fans alike. Seeking a peaceful escape? Come unwind and recharge. *LAKE IS CURRENTLY DRY

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.

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!

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!

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.

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.

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*

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!

Spotless Zen Stay • Close to Downtown and Springs

🏡 About this space Convenient base, minutes from Downtown, Springs & WEC (≈18 min). Calm, spotless 2BR with dedicated workspace, fully stocked kitchen, and a fully fenced yard. Neighborhood is lived-in downtown residential—easy self check-in and clearly marked entry. This casual and relaxed home offers all the comforts you need to unwind after a busy day. It is thoughtfully stocked and easy to settle into—just like home. Convenient, ample parking for two cars.

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.