Holiday rentals with outdoor seating 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.

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/ Kayak+SUP Fishing Firepit

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!

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.

Cozy Farmhouse Luxury/Pets Free/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. 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. Uber to UF games!

Fully equipped 2bd/1ba, 5 min from Silver Springs.

Welcome to this conveniently located vacation rental! 5 minutes from Downtown of Ocala and the popular Silver Springs State Park! This 2 bed, 1 bath apt has all amenities + spacious FREE parking! Enjoy a King size bed on a spacious master room and a queen bed on the second room. Enjoy a large 65” flat screen TV in a comfortable living room with FREE Netflix, Disney+ and Hulu! Make use of a fully equipped kitchen and relax in a cozy enclosed porch that looks into a peaceful Ocala forest.

Lakeside Getaway with kayaks!

🚨 MAY 2026 UPDATE: A County wide burn ban is in effect due to dry conditions. No campfires permitted on property. 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!

Blue barn newly remodeled 12 blocks to downtown.

Newly remodeled Queen bed & full sleeper sofa - sleeps 4 just 12 blocks to downtown Ocala 8 miles to the WEC ( World Equestrian Center). Detached from the main house w/washer dryer, fenced in patio, 1 parking space, full kitchen. Sorry no pets. Not baby proofed. Gigablast high speed internet. Air-Bnb is separated from the main house but on the same property. Please do not go in the back yard of the main house. Security Cameras records the outside gravel parking space.

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.