Family-friendly vacation rentals in The Villages

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in The Villages

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

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Guest favorite

A well-maintained exterior of a single-story home is presented, featuring a light yellow facade and a welcoming front porch. Lush greenery and palm trees are positioned along the pathway, with a manicured lawn and trimmed shrubbery enhancing the curb appeal.

Home in The Villages

4.95 out of 5 average rating, 124 reviews

2/2 custom pool home with 4 person gas golf cart

Beautiful Monterey style 1600 SQFT home, 2BR/2BA, fully furnished with a heated pool at 85' year round. Great location in Rio Grande; just a short golf cart ride to Spanish Springs & Lake Sumter. Home is on a quiet cul-de-sac; no neighbors behind. Private lanai from the Florida room. Tile and granite countertops throughout; Stainless steel appliances; sleeper sofa in the LR. 4 person gas golf cart also included. Sorry, hot tub not included. Dog friendly! Smart Tvs in both BRs, cable in LR only

Top guest favorite

The inviting exterior features a two-story home framed by lush green grass and mature trees. Arched windows and a symmetrical design enhance the charm, while a driveway leads to the front entrance, providing easy access to the peaceful surroundings.

Guesthouse in Leesburg

4.98 out of 5 average rating, 385 reviews

Silver Lake Guest Pool House

The Silver Lake Pool Guest house Is your home away from home 1400 sq feet plenty of room! The pool house is a peaceful place to relax or take a swim in a large salt water pool . Mt Dora Tavares, Eustis 10 to 15 minutes away from Pool house Forty five minutes Daytona, Tampa Smyrna beach and parks Minutes from grocery stores restaurants malls Full kitchen also grilling. We are happy to help you with your needs ! Home is great for couples families, solo adventurers, and business travelers

Guest favorite

The cabin is surrounded by lush greenery, positioned on a private peninsula. A spacious deck with seating faces the water, offering a serene view of the canal. Natural light filters through the trees, illuminating the inviting structure.

Cabin in Floral City

4.97 out of 5 average rating, 128 reviews

Private Waterfront Cabin Retreat with Kayaking

Your private retreat on an acre nestled on a canal to the Withlacoochee River, wrapping around 2 sides of the property. Relax on your porch overlooking the water as you watch the birds and deer play. Kids will love the tire swing, toys such as Lego, Lincoln logs, pool table and ski ball. Kayaks available to our guests awaiting adventure. Bond around the fire pit, walk the trails, lounge in the hammocks, and fish on the dock. Setup the big screen to watch a movie. Welcome to your get-a-way!

Top guest favorite

A spacious great room is highlighted by wooden beams and logs on the walls, creating a rustic atmosphere. A large television is positioned near the seating area, which features a leather sectional sofa adorned with a purple throw. Natural light enters through a bay window.

Cabin in Ocklawaha

4.97 out of 5 average rating, 271 reviews

Log Home Guest House

Beautiful log home guesthouse. A get-a-way on acreage, nestled in woody area. Features spacious great room with a cozy lodge feel, 2 bedrooms and 2 full bathrooms. Full kitchen & Laundry. Screened in Front porch, paved driveway and carport. Newly installed working hurricane shutters! Nearby restaurants & many restaurants within 10 Miles. Great for walking, hiking or bicycling. Relax & enjoy The Villages shopping and restaurant offerings but come back to peace, beauty and tranquility. .

Guest favorite

A covered porch is showcased, adorned with climbing plants and vibrant foliage. Two sets of double doors lead into the cottage. A mix of potted plants and outdoor seating arrangements provides a welcoming atmosphere, inviting guests to enjoy the surrounding natural beauty.

Guesthouse in Mount Dora

4.88 out of 5 average rating, 332 reviews

A Lakeshore Cottage vintage 1926

What's new for 2019 a brand new dock and fishing pier. Additional boat docking available. Brand new Central Cold & Dependable Air Condition- Brand new 8 foot tall privacy fence & gate, parking pad beside cottage. -Eco Smart: lock, cork floors, instant hot H2O, solar lighting, copper sink, antiques, refurbished architecture ,charming! 2 nights/festivals ABSOLUTE RESTRICTION to ANIMALS! NO EXCEPTIONS. DO NOT Instant book if you are with any animals. Sorry allergies don’t allow.

Top guest favorite

Two wooden cabins are positioned under tall trees, reflecting on the calm water's surface. A small seating area with bright blue chairs and a fire pit is situated on the grassy shore, providing a relaxed outdoor space, while the surrounding nature complements the serene setting.

Home in Clermont

4.93 out of 5 average rating, 207 reviews

Lake Front Home with private Dock on Lake Louisa

Beautiful lake front home on Lake Louisa. The home sits under towering Cypress trees and is 15 feet from the waters edge. Enjoy breathtaking views of Lake Louisa in the very large great room. Enjoy a game of pool on the pool table, watch cable tv, or walk out onto our private shaded dock where you can fish, swim, enjoy the views, read, play a game of Bimini ring toss, or just relax and unwind. For the safety our guests we allow 2 days between to allow full disinfecting of the house.

Top guest favorite

A calm waterfront scene is depicted with a wooden dock extending towards a serene river. A small boat is moored at the edge, surrounded by lush greenery and trees adorned with Spanish moss. The tranquil water reflects the vibrant foliage, creating a peaceful atmosphere.

Townhouse in Dunnellon

4.97 out of 5 average rating, 352 reviews

Coral Cove. 1 mi to Rainbow. Boat Slip.

Nestled amongst the trees on the peaceful Withlacoochee River is Coral Cove, 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.

Top guest favorite

A wooden deck extends towards the river, featuring a set of black outdoor chairs and tables. Lush greenery surrounds the water, while kayaks rest along the bank. A covered seating area is visible to the left, offering a shaded spot to enjoy the natural setting.

Home in Dunnellon

4.96 out of 5 average rating, 152 reviews

Palm Waters Riverhouse

Peaceful, pet-free 4/3 family getaway or work retreat on the a quiet part of the Rainbow River. Nestled in nature but minutes from restaurants, grocery and antique stores. Relax on the dock, expansive deck, screened porches or around a camp fire. Abundant outdoor activities including tubing, paddling, fishing, snorkeling, biking, etc. Pls note, 10 people max. For parties of 7+, there is a fee to unlock the 4th bedroom. No pets, no smoking, no parties or events.

Top guest favorite

A serene lakeside view showcases a sandy beach area, with canoes and a pedal boat resting on the shore. The tranquil water reflects the surrounding greenery and a wooden dock can be seen in the distance, inviting guests to enjoy outdoor activities.

Cabin in Ocklawaha

4.98 out of 5 average rating, 184 reviews

VERY BEARY CABIN on Crystal Lake

Bring Fido only $25 per stay/Whole House "Very Beary Cabin" is a 2100 Sq Ft split level nature lodge style cabin plus glamping A Frame on natural spring fed, sand bottom Crystal Lake and it is a Certified Wild Life Habitat. Fully renovated in a knotty pine cabin bear theme. It includes private lower level lockout "Outdoorsman's Suite", a total of 3 bedrooms plus pullout. Plus a bonus Glamping A Frame "The Cub House" is included on the property with all stays.

Guest favorite

A charming yellow house with a distinctive star on the door is framed by large, shaded trees. A concrete path leads to the entrance, flanked by a low wooden fence, creating a welcoming approach. Moss hangs gently from tree branches, adding to the serene ambiance.

Bungalow in Mount Dora

4.91 out of 5 average rating, 311 reviews

Historic! Ladybug Bungalow in Downtown Mt. Dora

My place is close to Downtown Mount Dora and all the amenities of the beautiful waterfront historic city. You’ll love my place because of the proximity to downtown Mt. Dora - a quick walk. My place is good for couples, solo adventurers, business travelers, families (with kids), and furry friends. $75 pet fee per pet. (2 pets max) Payment request will be sent after booking. This will help to keep Ladybug a pet friendly home!

Top guest favorite

Two golf carts are parked on the driveway of a villa, one black and one red. Lush greenery, including palm trees, enhances the front yard, which is well-maintained and features a blend of grass and decorative plants. A clear blue sky and sunshine create a bright atmosphere.

Villa in The Villages

4.96 out of 5 average rating, 102 reviews

Villa 2 Master Suites/2 Golf Carts Great Location

Beautifully Remodeled Private Courtyard Villa with two King Master Suites. Both bedrooms come with King Posturepedic Pillow Top Mattresses and Premium bedding, each with their own private bathroom & 32" HDTV's. LOCATED PERFECTLY in the De La Vista North neighborhood between Spanish Springs & Sumter Landing both offering dinning and shopping. The property comes with 2 Golf Carts making getting around SUPER easy & FUN!

Guest favorite

A stone pathway meanders through lush greenery, leading towards a serene seating area. Tall palmetto plants are situated on either side of the path, with vibrant seating visible in the background. Sunlight filters through the surrounding foliage, creating a peaceful invitation to relax outdoors.

Cottage in Brooksville

4.94 out of 5 average rating, 460 reviews

Whispers of Country Where your soul will Wander.

The Shebeen – a charming retreat nestled along the Brooksville ridge, on a picturesque working dairy farm. Here, adventure meets relaxation in a space designed for, reflection, and a bit of romance. Let the rhythmic sound of the farm surround you as you step into a world where time slows, and every moment feels like a sweet escape. Book your stay now and find a little magic in every moment.