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

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!

4BD Family Retreat | Fire Pit & 9 Min to WEC

Welcome to your Ocala home-away-from-home! This spacious 4BR/3BA retreat sits on over an acre of peaceful Florida beauty just 10 minutes from WEC. Relax in the cozy living room by the indoor fireplace, enjoy a full coffee bar each morning, and stay productive with a dedicated workstation. Outdoors, unwind under the stars with a fire pit, BBQ grill, and plenty of room to roam. Perfect for riders, families, remote workers, and groups seeking comfort, convenience. -Just minutes to Rainbow Springs

Pet Friendly w/Hot Tub near WEC & Rainbow Springs

Located less than 10 miles from both World Equestrian Center (WEC) and Rainbow Springs State Park is Eagle's Nest, a well-appointed home that is ideal for horse show enthusiasts, nature lovers, and those wanting to explore and relax. Features include a comfy living room with reclining sectional and big-screen TV, a fully stocked kitchen, spacious bedrooms with TVs, and a luxurious primary suite. Enjoy the screened porch, backyard patio with grill and fire pit, and a hot tub under the stars!

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.

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.

Magazine Featured Ranch Home on 11 Serene Acres

Experience Chozen Acres: A magazine-featured luxury modern A-frame estate nestled on 11 serene, private acres. This architecturally stunning retreat offers an exclusive zen-filled escape featuring a vibrant pond, private waterfall, gazebo, scenic footbridge, and majestic oaks. Relax by the private pool and enjoy the rustic charm. . Perfect for discerning travelers seeking ultimate peace, privacy, and style. Proud Superhost with a legacy of 5-star luxury hospitality.

The Hobby Horse - 8 miles from WEC !

Welcome to your peaceful Ocala escape—just 8 miles from the World Equestrian Center, yet tucked away in a quiet, comfortable neighborhood perfect for unwinding after a full day. This beautifully designed, single-story home blends modern comfort with warm, neutral finishes and spa-like touches. Whether you’re visiting for WEC events, family time, work travel, or a relaxing getaway, this home was thoughtfully curated for rest, ease, and convenience.

Kimber's Place | 4 Mi To WEC | NEW | Fenced | Pets

✨ Kimber's Place- 🏡 3 Bed • 2 Bath • Modern Comfort 📍 Prime Location – Minutes to WEC! Enjoy a stylish, brand-new home with open living spaces, a fully stocked kitchen, and cozy bedrooms 🛌. Perfect for riders, families, or travelers looking for convenience & comfort! 🌟 Highlights: ✅ Brand new build, fenced yard ✅ Smart TV's & fast WiFi ✅ Peaceful neighborhood ✅ Close to dining, shopping & attractions

10 Acres Sanctuary - Monkey House

Welcome to Monkey House – your perfect getaway for a few days of relaxation and adventure! We’re so glad you landed here. Nestled just minutes from the stunning Silver Springs State Park – famous for its crystal-clear waters and wild monkeys – our home offers a truly unique experience. If you're visiting between July and September, you might even spot some monkeys right on the property!

Downtown Ocala 2B • Laundry • Parking

Welcome to Ocala Stay, your peaceful home in Ocala. Enjoy a clean, quiet stay just minutes from AdventHealth Hospital and Downtown Ocala. This fully equipped space features two comfy beds, a bath,two sofas, a full kitchen, laundry, free parking, and a cozy outdoor sitting area. Ideal for travel nurses, students, and families looking for comfort, convenience, and tranquility.