Family-friendly holiday rentals in Pine Ridge

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Top-rated family-friendly rentals in Pine Ridge

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
A small, brightly painted red barn home is surrounded by greenery, with Spanish moss hanging from nearby trees. An outdoor picnic table sits on a concrete path, and two Adirondack chairs are positioned nearby. A black structure is attached, offering shade and comfort.
Farm stay in Crystal River
4.98 out of 5 average rating, 149 reviews

Barn Style Tiny Home on Mini-Farm

Books fast! Manatee season! Tiny home on a rescue farm minutes to manatees, springs, rivers, and beaches! A refuge for fainting goats, ducks, chickens, baby piglets, an OUTDOOR hot/cold shower, and a COMPOST toilet. Adventures, fishing, while manatees, dolphins, and other wildlife can be spotted near year-round. Sit by a fire and relax in Adirondack chairs, hammock or at a picnic table. Bring water toys, kayaks, ATVs, RV/trailer, boats, and fur babies for the ultimate GLAMPING getaway! Read all!

Top guest favourite
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
4.99 out of 5 average rating, 312 reviews

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.

Guest favourite
A tiny house is set against a backdrop of greenery, featuring a dark wooden exterior complemented by vibrant orange window frames. The entrance includes a small wooden porch that leads to the surrounding natural landscape, with blue skies and scattered clouds overhead.
Tiny home in Dunnellon
4.92 out of 5 average rating, 120 reviews

Bear Necessities Tiny Home

Enjoy the lovely setting of this romantic spot in nature. This is a perfect romantic retreat but would also be a great place to unwind on a solo journey. Sit on the shaded-open patio and enjoy the fountain and nature. Biking and hiking trails, boating, fishing, relaxing, and/or exploring are all available here. Among others, visit Rainbow River, The World Equestrian Center, Hernando Lake, and Crystal River. Dine on the water at Stumpknockers, Blue Gator, or Stumpys restaurants.

Top guest favourite
A cozy living area features a gray sofa adorned with decorative pillows. A red lamp and a vibrant artwork are positioned nearby. Natural light fills the space, highlighting wooden flooring. A wooden screen and a console table with coffee-making supplies add functionality to the room.
Cottage in Dunnellon
4.98 out of 5 average rating, 312 reviews

Cozy Cottage. Surrounded by nature, not neighbors.

Our one-bedroom cottage sits in the middle of over 25 acres of the beautiful Florida Nature Coast. Even though we are secluded, we have all the comforts of home, from indoor plumbing and hot water to AC and Wi-Fi. Our TV has a Firestick, so bring your streaming accounts and relax night away after you retire from roasting Smores on the outdoor firepit. A fold out sleeper couch takes this from a 2 person cottage to 4 in just minutes. Parking is not an issue, even if you have a trailer.

Guest favourite
An open living space is shown, featuring a comfortable sofa and a 50" television mounted on the wall. A round table with chairs sits nearby, complemented by natural light streaming through window blinds. Access to a hallway and a glimpse of outdoor greenery is visible.
Home in Hernando
4.85 out of 5 average rating, 100 reviews

The Cozy Trailer

Welcome to our cozy trailer! The home is nestled on a bustling street just moments away from the captivating local springs and the vibrant city of Ocala. Our two bedroom, one bath trailer features a beautiful big deck perfect for morning coffee or evening dinner and drinks. Our place is centrally located to Rainbow Springs, Ocala, Crystal River and Dunnellon. ATV trails located a half mile away! Boat dock 3 miles away! Numerous walking and biking trails within 5 minutes.

Top guest favourite
Townhouse in Dunnellon
4.98 out of 5 average rating, 221 reviews

Withlacoochee Waterfront w/Boat Slip near Rainbow

Nestled amongst the trees on the peaceful Withlacoochee River is Riverside Retreat, a 1-bedroom/1-loft bedroom/1-bathroom waterfront townhouse that is the perfect place for a relaxing vacation. It is just a mile from Rainbow River and is ideally suited to guests who want to golf, fish, bike, or enjoy water sports, as well as those who want to nature watch. Only 20 miles to WEC (World Equestrian Center). Includes two parking spaces and a boat slip. Boat launch across the river.

Guest favourite
The exterior of a tiny barn is showcased, featuring a vibrant red facade contrasted with white trim. A covered porch is visible, illuminated by string lights, with an outdoor kitchenette on one side. Surrounding trees provide shade and contribute to a natural ambiance.
Tiny home in Crystal River
4.97 out of 5 average rating, 397 reviews

Tiny Barn at Windy Oaks

Are you looking for a relaxing weekend away? This spot has it all! Tucked under Nature Coast's majestic live oak trees, this tiny barn is as relaxing as it comes. Wake up in the morning and open the patio doors to hear the birds singing and watch the sunrise while enjoying a hot cup of coffee in an adirondack chair. Enjoy the evenings with a bonfire and cook out using our outdoor kitchenette. Our fully fenced yard allows your fuzzy friend to roam free while you relax!

Top guest favourite
The living room features a comfortable seating arrangement with two sofas adorned with decorative cushions. A glass coffee table rests on a textured area rug. Natural light filters through the curtains of the nearby windows, while a ceiling fan with leaf-shaped blades adds a unique touch.
Home in Citrus Springs
4.94 out of 5 average rating, 145 reviews

Cheerful 3 bedroom home close to everything

Cute, comfortable, and convenient home perfect for the whole family to relax in or kick off your adventures. Central to everything the area has to offer whether it is hiking, kayaking, tubing, golf, scalloping, fishing, scuba diving, biking, or even mermaids. The house is secluded and quiet. The neighborhood is not built out in this area. You will have to drive to any activity or to get supplies. The street in front of the house is a little rough but not bad.

Guest favourite
The front of a single-story home is framed by a large, shady tree and lush green lawn. The exterior features white siding with brown accents and a prominent star decoration above the entrance. A winding driveway leads to the front door, surrounded by colorful landscaping.
Home in Crystal River
4.89 out of 5 average rating, 115 reviews

Newly Renovated Crystal River Home on 1 acre

Your family will be close to everything when you stay at this centrally-located home. Just across Hwy 19 from kings bay, minutes from boat ramps, springs, restaurants and shopping. Home includes 1 King, 1 Queen, and 2 twin beds, fully equipped kitchen, laundry on site, spacious backyard with patio, gazebo and BBQ grill. We are pet friendly for small pets but the pets arent allowed on any of the furniture. Peaceful surroundings, safe secluded neighborhood.

Top guest favourite
A studio-style sleeping area features a cozy bed with a canopy and soft linens. A small dining nook with a yellow chair set and a wooden table is present, adorned with a vase of bright flowers and dinnerware. Windows allow natural light to brighten the space.
Tiny home in Crystal River
4.94 out of 5 average rating, 332 reviews

Crystal River Tiny Cottage

Get away from it all! Our tiny cottage (The Lilly) is available only. These 2 cottages are located on 1 acre. Each cottage features a fenced back yard. Nestled between the cottages is the court yard. Hot tub pending repair. Layout: Studio style, 2 Lofts- storage & lounge. Well water, star link internet, Roku . Bring your boat(s)/ sxs/ atvs. We are located 15 mins to Lake Rousseau, Gulf, Three Sisters Springs, & Rainbow River. In the country.

Top guest favourite
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
4.97 out of 5 average rating, 358 reviews

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. Louie the dog is friendly too.

Guest favourite
The exterior of a light blue guesthouse is presented, featuring two windows adorned with dark shutters. Flower boxes with colorful blooms enhance the entrance, accompanied by a decorative pot in the center. A clear blue sky and green trees create a serene backdrop.
Cottage in Dunnellon
4.94 out of 5 average rating, 139 reviews

Gracie's Morning Glory Guesthouse

King bed studio with no added cleaning fee. Come and relax in this peaceful, private space with a king memory foam bed, 65 inch Smart TV, and a spacious bathroom with tub and shower. Full size frig, Keurig coffee station and microwave. Located in the historic district, we are within walking distance to quaint downtown Dunnellon, 4 miles to beautiful Rainbow Springs State Park, and a short country drive to Crystal River and Ocala.

Popular amenities for Pine Ridge family-friendly rentals

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Quick stats about holiday rentals that are family-friendly in Pine Ridge

  • Total holiday rentals

    Explore 30 holiday rentals in Pine Ridge

  • Nightly prices starting at

    Pine Ridge holiday rentals start at £45 per night before taxes and fees

  • Verified guest reviews

    Over 790 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Pine Ridge holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Pine Ridge rentals

  • 4.9 Average rating

    Pine Ridge stays are highly rated by guests – averaging 4.9 out of 5!