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 covered porch features a small wooden table with two chairs, alongside a cushioned sofa. Decorative cushions adorn the seating area under natural light filtering through multiple windows. Textured walls and a neutral area rug enhance the inviting space, promoting relaxation.

Home in Orlando

4.88 out of 5 average rating, 206 reviews

Charming Orlando Cottage - Close to Everything!

This charming 1920's cottage is the perfect retreat for either a brief stay visiting all that Orlando has to offer, or could be a quiet escape to stay for a few months working remotely. The home has one king size and one queen size bed, a separate office if you are needing to work out of the home. It's a private space but on a larger piece of property that also has two other homes and shares access to a beautiful lake - which our guests are welcome to use! Inquire for different terms available.

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, 125 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!

Superhost

Condo in Orlando

4.82 out of 5 average rating, 132 reviews

Resort Condo: 2BR w/ Balcony near Disney

Discover the perfect getaway in our graceful 2BR condo at a wonderful resort. - Features a spacious living area, cozy bedrooms, a full kitchen and a private balcony. - Short drive to Walt Disney World, Universal Studios, and Orange County. - Full access to resort shared amenities, including pools, a gym and a game room. - Enjoy smart TVs, high-speed Wi-Fi and free parking. - Easy access to nearby restaurants and the International airport, offering the ultimate blend of comfort & convenience.

Superhost

A well-maintained bathroom features light blue walls and beige tiled flooring. A double vanity with wooden cabinetry is accented by framed wall art and decorative vases. Essentials like fresh towels and toiletries are arranged neatly, and a shower curtain is visible in the background.

Condo in Orlando

4.81 out of 5 average rating, 175 reviews

Cozy 3 bed/2 bath by Universal, Convention Ctr

You’ll love this great place to get away, relax by the many pools and spas, grill outside , watch the sunset from your balcony, hit the gym, game room, or basketball hoop. Easy access to all major attractions (Next door to the Orlando Eye, close to Universal Studios, Walt Disney World, Sea World, International Drive, Airport, Outlets, and Convention Center within 2 miles) yet very peaceful, safe (gated) and private. We take pride in the cleanliness and maintenance of the condo and complex.

Top guest favorite

A comfortable living area features a dark leather sofa, a wooden coffee table, and a dining table with chairs. Bright light filters in from the outdoor patio, revealing lush greenery and a seating area beyond the sliding glass doors adorned with a vibrant red umbrella.

Guesthouse in College Park

4.97 out of 5 average rating, 435 reviews

The Coach House- 2 bedroom/3 bath Orlando Getaway!

Pet-friendly 2 Bedroom/3 Bath House. Designed by renowned architect James Gamble Rogers II, the house is a 25-minute drive ($23 Uber) from the MCO Airport. Nestled in the heart of Orlando's College Park district, it is an oasis just moments away from Downtown Orlando: nightlife, museums, and funky art and music scene. Take a 25-minute drive into Disney, Universal, or The Outlets. Uber/Lyft/Walk to nearby trendy restaurants, museums, theaters, boutique shopping, and our craft beer scene.

Top guest favorite

A cozy living area is displayed, featuring a wooden bookshelf filled with books and decorative items. Natural light filters through blinds on multiple windows. A comfortable leather chair and a small table with a lamp provide a welcoming reading space.

Home in Maitland

4.95 out of 5 average rating, 164 reviews

Orlando area pool home in Maitland

Everyone finds our home fun & relaxing. We are close to tons of restaurants & shopping. Only 1 mile from the intersection of I-4 & 414 (Maitland Blvd). Home, it is fully stocked. Plus a gas grill. Towels & linens provided. Games and toys for all ages. Pets are welcome with pet fee. Guests have private use of property, 2 bedrooms & 2 full baths and all living areas, back yard and porch with pool . There is an optional third bedroom available for an additional $35 a night fee.

Top guest favorite

The bathroom features a dual-sink vanity with a dark granite countertop and glass vessel sinks. A large mirror enhances the space, while a shower curtain with a tree design adds a natural touch. White tiles and soft lighting create a bright, welcoming atmosphere.

Home in Dunnellon

4.96 out of 5 average rating, 150 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.

Guest favorite

Condo in Orlando

4.79 out of 5 average rating, 122 reviews

*BRAND NEW!* ORLANDO *VISTA CAY* CONDO 3BR/ 2BATH

This charming, beautiful remodeled condo will capture your heart! Has 3/Beds, 1 king /1 Queen and 2 full Queens in 3rd bedroom. 2 upscale, luxurious baths, new furniture, private covered balcony, fully equipped gourmet kitchen, granite countertops, stainless steel appliances, full size refrigerator, microwave, dishwasher. Separate Laundry room with full size washer/dryer, Gated security. Includes Flat screen HD tv in every room. Free WIFI, and Internet.

Guest favorite

The exterior of the house features a yellow facade with red and white striped awnings above the windows. A wooden picket fence surrounds a small garden area, enhancing the home's charm. Lush greenery and Spanish moss frame the property, creating a serene atmosphere.

Bungalow in Mount Dora

4.91 out of 5 average rating, 308 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!

Superhost

Home in Dunnellon

4.88 out of 5 average rating, 200 reviews

🎣Withlacoochee Riverfront A-Frame🦆Boardwalk-Dock🐊

A-Frame modern home located on hundreds of acres of protected wetlands privately accessed via the 250’ boardwalk from the house. Private dock on the Withlacoochee River backwaters access Rainbow River and Lake Rousseau from house by boat. Community boat ramp 3 doors down. 2 bedrooms 1.5 baths each has it’s own walk out deck. Hot tub on lower deck. No pets. Leave no trace!

Guest favorite

Cottage in Astor

4.91 out of 5 average rating, 192 reviews

River Retreat

Our adorable resort has something for everyone. Our Retreat offers a detached game room with pool table. There is great fishing right off the dock. It is only a short drive by boat or car to beautiful springs, restaurants and bars. Close to Daytona and Orlando! Wildlife galore. The paddle boat has been replaced with two tandem Kayaks available for you to use

Guest favorite

A well-appointed bedroom features a spacious bed with white linens, complemented by a decorative throw pillow. A large mirror enhances the room's light, while a modern dresser and a comfortable chair are positioned nearby. Ambient light enters through windows with blinds.

Guest suite in Orlando

4.91 out of 5 average rating, 512 reviews

lovely room apartment. It's not shared.

This place is located in Central Orlando. Its located in a quiet and secure neighborhood. Its also a few min from Florida mall ,restaurants, food stores, International Dr , The convention Center is 6.5 miles , Theme parks as Universal Studios is 6 miles and Disney is about 25 minutes. The Orlando International airport is 6.5 miles from the house.