Family-friendly vacation rentals in Ocala

4.99 out of 5 average rating, 179 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.

4.95 out of 5 average rating, 127 reviews

A rustic bedroom features a uniquely designed wooden bed with natural log accents and decorative pillows. Complementary wall art and hanging plants create a cozy atmosphere. Light streams in through horizontal blinds, adding warmth to the natural wood and brick elements of the room.

Cabin in Ocklawaha

Countryside Loft at Coco Ranch

Make memories with the ones you loves at this unique Countryside loft feeling cottage with an elegant mix between rustic and modern aesthetic. We are a pet friendly Cottage, bring your furry friend and enjoy the coziness. This is a family wood gated compound. Each cottage are private, surrounded by beautiful común areas. Surrounded by a lot of natural springs and also the convenients of local restaurants like “Gators Joes Beach Bar & Grill” at just 6m walk, 6m walk to Lake Weir, and more.

4.84 out of 5 average rating, 231 reviews

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

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!

4.98 out of 5 average rating, 153 reviews

The exterior of a converted Chinook helicopter is showcased, featuring a fenced area and a welcoming entryway. The surrounding landscape includes greenery and sky, with details of the helicopter's design visible, blending seamlessly into the natural setting.

Plane in Brooksville

Get to the Choppa! One-of-a-kind 2/1 Helicopter!

Experience a truly UNIQUE Stay! “Chinook” is situated on a serene 5-acre compound inside the breathtaking Withlacoochee State Forest and the thrilling Croom Motorcycle Area, outside of Brooksville, FL. This unforgettable vacation experience is sure to take your adventure to new heights! Our one-of-a-kind accommodation, a REAL repurposed Chinook CH-47D helicopter, promises a stay like no other. This iconic “choppa” with the modern amenities of home, can not be found anywhere else in the world!

A dining area showcases a wooden table surrounded by six intricately designed chairs. Natural light filters through large windows, offering a view of the screened-in pool. The kitchen features modern blue cabinetry and sleek countertops, creating a cohesive and inviting space.

4.96 out of 5 average rating, 114 reviews

Screened-In-Optional Heated Pool+Fence+Arcade +Bbq

Minutes away from I-75, ready for you and your family to venture off & explore any part of Florida. Garage turned into a game room & Enjoy the Pool Longer – Solar & Electric Heated for Extended Spring & Fall Comfort! Our solar-heated-screened in pool lets you enjoy swimming well into the early spring & late fall . For those extra chilly days, also for 50 dollars a day you can enjoy an electric pool heater to ensure the water stays comfortable. Swim season doesn’t have to end when summer does!

4.92 out of 5 average rating, 223 reviews

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.

4.8 out of 5 average rating, 122 reviews

Modern 5 Bedroom Family Home w/Pool and Game Room!

We invite you to relax and unwind in our 5 Bedroom 3 bathroom, spacious pool home located in a quiet cul de sac. Complete with an upstairs game room with air hockey table. Rest and recuperate in the master suite with a custom made king size bed and an oversized jacuzzi tub. There is a large area for parking, will easily fit 4 cars. Easy no contact check in and check out. Whether your in town for fun or business our home has everything you will need to make your trip enjoyable.

4.99 out of 5 average rating, 226 reviews

A bright living area features a dark blue sofa with colorful cushions and a round dining table surrounded by four wooden chairs. Light-colored curtains frame the windows, and a flat-screen TV is mounted on the wall. A welcoming entry door is visible to the right.

Guesthouse in Ocala

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.

A large outdoor pool is surrounded by lush greenery and tall trees, providing a serene environment for relaxation. Clear blue water reflects the sky, and steps lead into the shallow end. A poolside chair is positioned nearby for convenient seating.

4.92 out of 5 average rating, 107 reviews

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!

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, 157 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.

4.97 out of 5 average rating, 397 reviews

A wooden door with a pointed roof stands surrounded by lush green foliage. The door features two windows with sheer curtains, providing a glimpse of the natural surroundings, while a stone pathway leads up to it, enhancing the inviting entrance.

Farm stay in Ocala

Tiny Hobbit cabin on lovely Fort Brook Horse Farm

Hi everyone! This little cabin is a bedroom with a queen size bed. It is camping. It includes coffee maker,pods Cream , Sugar. It has a/c electricity and a lamp. The restroom and showers are Close by. You have a fire pit that is a grill and table and chairs just out front. You might want to grab some wood and match light charcoal makes cooking on the grill easier. You are welcome to pet the horses and goats. We allow well behaved dogs that are leashed.

4.93 out of 5 average rating, 110 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

Home Sweet Home: Centrally Situated in Ocala

Discover a charming retreat in the city's heart with this stunning 2-bedroom townhome. This retro-modern oasis boasts high-end finishes and is just a short stroll from vibrant restaurants, trendy shopping malls, and essential stores. Perfectly located near the prestigious World Equestrian Center and Florida Aquatics Swimming & Training facility, this townhome is ideal for guests seeking both convenience and adventure.

Popular amenities for Ocala family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.97 out of 5 average rating, 117 reviews

A spacious living area features comfortable seating arrangements, including a floral-patterned sofa and armchair. Natural light flows through sliding glass doors, leading to an outdoor space. A wooden coffee table sits on a palm-patterned rug, adding a subtle touch to the inviting atmosphere.

Home in Homosassa

Scallop Hut - Old Homosauna

4.96 out of 5 average rating, 152 reviews

An enclosed patio features a heated saltwater pool, accentuated by stone tile and decorative mosaic. Nearby seating options are visible, including a lounge chair under a shaded canopy. Lush greenery surrounds the area, providing a sense of privacy and tranquility.

Home in The Villages

Villages-Private Heated Pool-Central Location

Place to stay in The Villages

An inviting outdoor space features a spacious in-ground pool with a sunken hot tub nearby. The pool area is enclosed by a screened lanai, allowing for privacy. Light reflections dance on the water's surface, creating a peaceful ambiance.

5 out of 5 average rating, 126 reviews

Safari themed private addition with pool/hot tub.

The exterior of the house features a charming white facade with black window frames. A welcoming entrance is highlighted by a central archway and a stylish light fixture. A spacious driveway leads to the entrance, flanked by neat landscaping and a covered parking area.

4.84 out of 5 average rating, 172 reviews

Modern Colonial+3 baths and Hot tub+ Pet Friendly

4.94 out of 5 average rating, 180 reviews

A cozy living room is depicted, featuring a blue armchair beside a floral-patterned ottoman and a white cushioned chair. A decorative lamp rests on a small table, surrounded by vibrant curtains. Natural light filters through large windows, illuminating indoor plants.

Home in Crystal River

Crystal River Paradise with King Bed and Hot Tub

4.87 out of 5 average rating, 231 reviews

A wooden dock extends over tranquil waters framed by lush wetlands. Two lounge chairs are positioned for relaxation, while a large umbrella stands nearby. The sky displays a vibrant sunrise, with the colors reflecting softly on the water's surface, creating a serene atmosphere.

Home in Dunnellon

🎣Withlacoochee Riverfront A-Frame🦆Boardwalk-Dock🐊

The exterior of the home features elegant curved architecture, complemented by a vibrant red front door. Large arched windows allow natural light to fill the interior, while the well-manicured lawn and landscaping enhance the welcoming feel of the property.

4.82 out of 5 average rating, 102 reviews

Elegant Ocala Oasis w/Pool: Unwind in Luxury

4.88 out of 5 average rating, 354 reviews

A clear, tranquil spring with vibrant green waters is surrounded by lush greenery. Several people are enjoying the water, while a couple of individuals sit on a concrete edge, facing the spring. Scenic viewing areas are visible along the water's edge.

Camper/RV in Fort McCoy

5 local springs, Gated Resort in Ocala Forest

Family- and pet-friendly home rentals

The exterior of a single-story house is illuminated by warm lighting at night. The structure features a central circular window and flanked by palm trees. Lush greenery and gravel landscaping surround the home, offering a welcoming presence against the darkened sky.

4.92 out of 5 average rating, 163 reviews

Relax in Ocala Fl

4.94 out of 5 average rating, 397 reviews

Guesthouse in Ocala

A Garden Cottage

4.99 out of 5 average rating, 132 reviews

A scenic view of a tranquil canal is presented, bordered by lush greenery. A wooden dock extends into the water, accommodating a boat. Nearby, comfortable outdoor seating is available, surrounded by natural landscaping, offering a peaceful outdoor space.

Home in Summerfield

Getaway on the Waterway/ Kayak+SUP Fishing Firepit

The spacious backyard is adorned with a hammock and a swing chair, situated under a large tree. Decorative string lights hang above a circle of four adirondack chairs, providing a cozy spot for relaxation and gatherings. A wooden fence encloses the area for privacy.

4.94 out of 5 average rating, 108 reviews

45% OFF - Pet friendly • fire pit • Netflix • WiFi

An outdoor space features a pool surrounded by a concrete patio and a well-kept lawn. A gazebo with draping curtains offers shaded seating, while lounge chairs are positioned nearby. Lush trees are visible beyond the fence, providing a sense of privacy.

5 out of 5 average rating, 90 reviews

Peaceful Pool Home In Ocala

Cottage in Silver Springs

A modern kitchen features light blue cabinetry with black hardware and wood countertops. Large windows allow natural light to fill the space, highlighting various kitchen appliances and utensils. Shelving units display potted plants and decorative bowls, creating a fresh and inviting atmosphere.

4.97 out of 5 average rating, 61 reviews

10 Acres Sanctuary - Monkey House

4.98 out of 5 average rating, 322 reviews

A fire pit surrounded by four wooden chairs creates a communal space in the grassy area. The guest house, featuring a porch with an American flag, stands in the background, framed by mature trees and natural greenery.

Cottage in Dunnellon

JoMo Retreat on the Withlacoochee River!

The living room is outfitted with a comfortable grey sofa positioned around a geometric area rug. A flat-screen TV is mounted on the wall opposite the seating. Natural light floods in through large windows, offering a view of the home's exterior.

5 out of 5 average rating, 86 reviews

Private 3BR Near WEC & FAST Spacious fenced Yard

Family-friendly home rentals with a pool

The exterior of a single-story family home is shown, featuring a tan façade and a dark shingle roof. A landscaped front yard includes patches of grass, shrubs, and mature trees providing shade. A driveway leads to a three-car garage on the left.

4.82 out of 5 average rating, 38 reviews

Family home in quiet neighborhood

4.79 out of 5 average rating, 24 reviews

A spacious two-story house is set in a lush green landscape, surrounded by tall trees. A horse grazes in the fenced area of the property, and a large balcony can be seen on the upper level, offering views of the serene environment.

Farm stay in Ocala

New! Beautiful 10 acre Ocala farm w/sparkling pool

5 out of 5 average rating, 7 reviews

Modern Ocala 3BR Home | Smart TV | Fast Wi-Fi

5 out of 5 average rating, 90 reviews

A red wooden bench is positioned beside a small pond, where a fountain can be seen creating a gentle spray of water. Lush greenery surrounds the area, while a winding pathway leads towards the seating, enhancing the serene outdoor setting.

Guesthouse in Ocala

Orley farm guesthouse

A charming single-story home is set on a lush green lawn, surrounded by trees and landscaping. A welcoming front porch features a swing and a bright blue door, adding a touch of color to the natural surroundings.

4.93 out of 5 average rating, 123 reviews

Ocala Oasis-3 Bedrooms and Heated Pool!

An outdoor living area features a screened enclosure overlooking a golf course. The pool is surrounded by a spacious patio with a dining set, lounge chairs, and a seating area. Sunlight filters through tall trees, creating a serene atmosphere.

4.97 out of 5 average rating, 32 reviews

Stunning Private Oasis with Pool near WEC

An aerial view captures a spacious property featuring a fully fenced yard with an above-ground pool, shaded by palm trees. The main house is positioned centrally, accompanied by a driveway leading to two storage buildings. Lush green grass complements the inviting outdoor space.

4.97 out of 5 average rating, 131 reviews

Dog-friendly 3BR retreat - pool, BBQ & fire pit

A cozy living room is presented with a comfortable sectional sofa and armchairs. A modern coffee table sits in the center, accompanied by decorative lanterns. A large television is mounted on the wall, and natural light enters through the nearby window.