Family-friendly vacation rentals in Ocala

4.99 out of 5 average rating, 177 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, 124 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.

An outdoor seating area features two woven sofas positioned around a central coffee table, offering a comfortable spot to relax. A ceiling fan hangs above, and a door leads to the interior. A screened enclosure allows for views of the pool and surrounding greenery.

4.94 out of 5 average rating, 143 reviews

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!

4.83 out of 5 average rating, 217 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!

4.99 out of 5 average rating, 127 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

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!

4.98 out of 5 average rating, 318 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!

JoMo property, a gem by the Withlacoochee River's side, where nature's beauty and tranquility coincide. A guest house just a stroll away from the canal's embrace, leading to the river, a serene and peaceful space. Canoes, paddle boards, and kayaks await, to explore the river, a water lover's favorite. World Equestrian Center and Rainbow Springs are a mere twenty minutes away. JoMo offers a nature-filled stay. Escape the hustle, in nature's embrace, at JoMo property, find your tranquil space.

4.98 out of 5 average rating, 145 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!

4.96 out of 5 average rating, 192 reviews

A serene farm landscape is revealed, with a dirt path flanked by black wooden fencing. Mist hovers over the grass, and a horse stands quietly in the foreground. Towering trees, draped in Spanish moss, enhance the calm atmosphere as the sun rises in the distance.

Farm stay in Ocala

Barn Apartment Minutes from WEC on Private Farm

Private 650 square foot loft apartment above the barn available on a peaceful 15 acre farm. This unique getaway is located in NW Ocala in the heart of the Farmland Preservation area. Minutes from WEC (7.0 miles) and HITS (6.0 miles), as well as easy access to the best of Central Florida! -Pet friendly! Please contact the host if you would like to bring your pet! -Fully equipped kitchenette. -Wifi (Starlink satellite, not high-speed). -Washer and dryer on site. -Iron and ironing board.

4.86 out of 5 average rating, 149 reviews

A geodesic dome structure is set on a wooden deck, surrounded by nature. Two wooden chairs face a large window, while a hammock is positioned nearby, inviting relaxation. Trees provide a natural backdrop, enhancing the outdoor experience.

Dome in Trenton

Farm Glamping Retreat

Escape to a unique glamping experience on our picturesque 500 acre ranch, where you can immerse yourself in nature and wildlife. Offering a one-of-a-kind retreat that's perfect for animal lovers and outdoor enthusiasts alike. Explore the beauty of our ranch with serene ponds, winding hiking trails, and stunning views at every turn. Whether you're looking to disconnect from the hustle and bustle or simply seeking a new adventure, Book now and create memories that will last a lifetime.

4.99 out of 5 average rating, 218 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.

4.91 out of 5 average rating, 100 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 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.

4.92 out of 5 average rating, 119 reviews

Ocala Oasis-3 Bedrooms and Heated Pool!

Relax in a safe neighborhood with a pool home that boasts 3 bedrooms and a game room with air hockey/pool/Foosball table. There is pool side seating, fire pit, and kayaks for exploring The Silver Springs, which are 6 miles away. This home is spacious, quiet, and clean. Just minutes from downtown and 12 miles from World Equestrian Center. Have fun grilling by the pool or venturing out on the town. This home is central to everything Ocala has to offer.

Popular amenities for Ocala family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.93 out of 5 average rating, 137 reviews

Home in Spring Hill

River Beach Retreat | Tiki Bar, Hot Tub & Kayaks

Camper/RV in Marion County

A serene lake reflects the surrounding greenery and the structures nearby. The clear water reveals silhouettes beneath its surface, hinting at aquatic life. Palm trees frame the scene, enhancing the natural beauty of this gated campground.

4.92 out of 5 average rating, 233 reviews

Easiest camping ever, 5 local springs

4.97 out of 5 average rating, 116 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, 147 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, 116 reviews

Safari themed private addition with pool/hot tub.

5 out of 5 average rating, 181 reviews

The exterior of a modern cottage features large glass doors, allowing ample natural light. A spacious paver patio is surrounded by greenery and flowers, with comfortable outdoor seating and a firepit. The hot tub is visible, set against a tranquil backyard backdrop.

Home in Interlachen

Condé Nast Featured | Lakefront Escape + 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.

4.86 out of 5 average rating, 166 reviews

Modern Colonial+3 baths and Hot tub+ Pet Friendly

4.87 out of 5 average rating, 229 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🐊

Family- and pet-friendly home rentals

The spacious living area features a large sectional sofa adorned with neutral pillows, positioned on a marbled area rug. A modern coffee table is centered in front of the sofa, while a decorative plant adds a touch of nature to the room. Natural light flows in through the front entryway.

4.91 out of 5 average rating, 23 reviews

WEC, HITS, Golf, Pets, Pool- Luxury Designer Villa

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, 126 reviews

Pet-friendly home w/ pool & fire pit

4.99 out of 5 average rating, 179 reviews

A colorful cottage with a screened lanai rests along a serene river. Kayaks and a floating island are docked nearby, with reflections shimmering on the water. Lush greenery surrounds the property, creating a tranquil outdoor setting ideal for relaxation and recreation.

Cottage in Spring Hill

Screened Lanai /Clear Kayak / Waterfront / Fire Pi

A spacious living area features a stone fireplace flanked by modern decor. A large, dark sofa is positioned for comfort, complemented by a coffee table. Light filters through large windows, illuminating the inviting atmosphere with views of the outdoors.

4.95 out of 5 average rating, 107 reviews

WEC Cozy Oak Tree Heaven home

4.98 out of 5 average rating, 265 reviews

A charming barn structure is set within a green landscape, framed by a wooden fence and dotted with trees. The building features a gabled roof and large windows that allow natural light to enter, providing a rustic yet inviting atmosphere.

Farm stay in Williston

Delightful Barn Apartment Horse Farm

5 out of 5 average rating, 5 reviews

Home in Dunnellon

Homestead Oasis: Arcade+Firepit+Kayaks-NEAR RIVER

A spacious living area features high ceilings and large windows allowing natural light to fill the space. A sectional sofa sits invitingly in front of a wall-mounted television, while a decorative rug adds comfort. Sheer curtains softly diffuse the light coming through the windows.

4.92 out of 5 average rating, 26 reviews

Pool house in Ocala

5 out of 5 average rating, 25 reviews

Magazine Featured Ranch Home on 11 Serene Acres

Family-friendly home rentals with a pool

4.82 out of 5 average rating, 147 reviews

Hidden Treasure NE. Ocala Ft King. Pool.

4.91 out of 5 average rating, 101 reviews

A sparkling pool is framed by a screened enclosure, showcasing a gentle curve leading to a relaxation area. The space features lounge chairs and potted plants, with a cozy seating arrangement visible in the background, offering a serene environment to unwind.

Home in Citrus Springs

Citrus Springs Oasis-Rainbow River, Manatees, Golf

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, 159 reviews

Relax in Ocala Fl

5 out of 5 average rating, 211 reviews

A private courtyard features a shimmering pool surrounded by a colorful patio. Bright orange and red accents are visible on outdoor furniture, complemented by potted plants. A striped umbrella offers shade, while the adjoining home displays large windows and inviting hues.

Guest suite in Ocala

Modern Guest Suite w/pool, near Paddock Mall & WEC

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, 29 reviews

Stunning Private Oasis with Pool near WEC

4.95 out of 5 average rating, 118 reviews

A spacious lanai area is enclosed by a mesh screen, providing an unobstructed view of the inviting pool. The home features a simple roof design and is surrounded by a grassy area and trees, contributing to a peaceful outdoor setting.

Home in Citrus Springs

*HEATED POOL*NEAR RAINBOW RIVER & CRYSTAL RIVER*

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.

4.85 out of 5 average rating, 118 reviews

GameRoom*Pool+LanaiHangOut*OpenConcept*

A dining area features a glass-top table surrounded by four rattan chairs with white cushions. Behind the table, a light grey cabinet holds decorative items and kitchen appliances. A modern light fixture illuminates the space, enhancing the welcoming atmosphere of the area.