Holiday houses in Ocala

Stunning Private Oasis with Pool near WEC

Relax and unwind in this stunning fully renovated modern home with an incredible golf course view from the outdoor living area. Grill poolside or cook in with the gourmet kitchen, lounge by the fire pit poolside or cozy up on the large sofa by the fireplace. Located on Ocala National Golf Course 8 min. to World Equestrian Center 20 min. to Historic Downtown Ocala Square 40 min. to Univ of FL (Gainesville) 45 min to Gainesville Airport Exterior security cameras: pool, driveway, front door

Location · Family · Access

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!

Value · Family · Condition

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.

Location · Family · Sleep quality

6 Min WEC Pet Friendly Fenced Yard Fire Pit Gazebo

Saddle up for a relaxing stay at Giddy Up Getaway! Just 6 miles to the World Equestrian Center, this pet friendly 3BR/2BA home sleeps 6 with 2 kings and 2 twins. A fenced backyard, cozy fire pit, covered gazebo and gas grill together with plenty of seating options is perfect for making memories day or night. Inside, unwind by the electric fireplace, play board games or challenge each other to a Ms PACMAN or Galaga game. Enjoy the convenience of a fully equipped kitchen, washer and drier.

Family · Location · Bathroom

Magazine Featured Ranch Home on 11 Serene Acres

Experience Chozen Acres, a magazine-featured modern A-frame on 11 serene acres. This 2-bedroom + loft retreat offers ultimate relaxation with a stunning pond, waterfall, gazebo, and charming bridge. Wander among majestic oaks, enjoy the rustic barn, or lounge by the pool. It’s a stylish, zen-filled escape designed for peace. There are 5 doors into the home, the front door will be permanently locked until a custom door has been installed. Book 3+ nights and get a FREE movie of your choice!

Family · Value · Kitchen

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!

Value · Location · Amenities

Pool, BBQ & Large Yard in Historic Downtown Ocala

Experience the best of Ocala from this beautifully updated historic home, perfectly located in the heart of downtown. With a private pool, spacious fenced backyard, and walkable access to restaurants, shops, and entertainment, this home offers comfort, convenience, and character in equal measure. Thoughtfully renovated and tastefully furnished, the home is ideal for families, groups, or guests traveling with pets who want space to relax while staying close to everything Ocala has to offer.

Location · Family · Checkout

Geodesic Dome Retreat w/ Plunge Pool & Firepit

Escape to The Pearl, a geodesic dome retreat on 5 wooded acres in Florida’s Nature Coast. Relax in the plunge pool, gather around the firepit , and explore nearby springs in Crystal River & Rainbow River. Surrounded by old oaks and peaceful forest, this adults-only getaway offers a nature escape while still being centrally located to kayaking, manatee tours, and the Withlacoochee bike trail. Morning coffee with birdsong & evenings under the stars are part of what makes this place special.

Location · Value · Getting around

Boutique Chic | Downtown | Parking | WEC & Springs

• Centrally located • Original wood flooring • Sophisticated furnishings • 10-minute walk to Downtown Ocala • 20-minute drive to WEC, HITS & FAST • 15-minute drive to Silver Springs, Santos Trailhead & Ocala National Forest This beautifully restored Queen Anne Victorian house will be your perfect, peaceful getaway. This location is ideal for exploring Central Florida. After your adventures, return to your fully stocked apartment, which provides all the comforts of home.

Value · Family · Hospitality

Boho Retreat • Near WEC, Pet Friendly +Fenced Yard

Escape to this stylish boho retreat in the heart of Ocala, thoughtfully designed for comfort, relaxation, and elevated stays. Ideally located near the World Equestrian Center, Silver Springs, Rainbow River, and Downtown Ocala, this inviting home features a luxurious king suite, fully fenced backyard, cozy modern touches, Smart TVs, fast WiFi, self check-in, and a fully stocked kitchen — creating the perfect blend of convenience, charm, and peaceful getaway energy.

Family · Location · Condition

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.

Location · Value · Outdoor spaces

Spacious Family Home•near WEC• Huge Yard•Game room

🏡 Spacious 3BR Home in Ocala • Sleeps 9 • Game Room & Fast WiFi • 🛏️ Sleeps up to 9 | 3BR / 2BA • King, Queen & Queen-over-Queen bunk bed • 20 min to World Equestrian Center (WEC) 🐎 • 45 min to Silver Springs 🌿 • Fully equipped kitchen • Family & pet-friendly 🐾 • ☕ Complimentary coffee bar • 500 Mbps WiFi & workspace 💻 • 🎱 Game room (pool table & ping-pong) • 🍖 BBQ grill & spacious patio

Family · Location · Hospitality