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.

0 of 0 items showing

1 of 3 pages

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, 127 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, 392 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

Top guest favorite

The spacious living area shows a comfortable couch opposite a TV stand. Large windows provide natural light, while a bookshelf adds a touch of decor. The entrance features a welcoming area with a door leading outside, creating a sense of openness to the natural surroundings.

Guesthouse in Ocala

4.96 out of 5 average rating, 169 reviews

Cozy cottage on private Ocala ranch

coronavirus 19 edit: It's always been our policy to clean/sanitize before & after each guest. Also, our county is safer than most of Florida & the USA. We're in a quiet part of Ocala with only a few neighbors within 100s of feet. We're close to the 200 hub, 1.5 mi from a high school, & on a paved road. So, we're not in the middle of nowhere. The apt is private, no one else lives or can rent in the cottage. Our home is abt 100 feet away (far/close enough for added safety & host assistance).

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, 136 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, 276 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. .

Top guest favorite

A comfortable living area features a large sectional sofa with yellow and brown accents. A round coffee table sits in front, accompanied by a flat-screen television on a dark wood stand. Natural light filters through windows adorned with white curtains, enhancing the room's warmth.

Guest suite in Eustis

4.99 out of 5 average rating, 189 reviews

The Nest: Upstairs Apartment

Renovated 3 bedroom, 1 bathroom upstairs apartment located less than a mile from downtown Eustis. This 1,000 square foot unit is the private second floor of a 1919 built home with a separate side entrance. It has a small kitchen with full size appliances, washer and dryer, WIFI and a Roku tv with Netflix logged in. The house is a half mile from downtown Eustis and less than a 15 minute drive from downtown Mt. Dora where you’ll find shopping, restaurants, live music, and weekend festivals.

Guest favorite

A vibrant living area is portrayed with bold turquoise walls. A light-colored sofa with decorative cushions is centered in the foreground, leading to a well-lit dining area in the background. Shelves adorned with books and decor can be seen alongside a workspace illuminated by soft lighting.

Townhouse in Clermont

4.91 out of 5 average rating, 235 reviews

Paradise Escape

Your paradise escape is finally here! In the Sunshine State, paradise is just one perfect cocktail away. Leave your worries away and relax - you are in a sunshine state of mind! My "paradise island" is conveniently located in the heart of Clermont. You will certainly enjoy the welcoming and colorful ambiance! Combination lock instructions will be sent after arrival time confirmation. I look forward to hosting all my guests and making sure that they have an unforgettable experience!

Superhost

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, 335 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.

Guest favorite

A circular fire pit area is surrounded by six blue adirondack chairs, set on a stone patio. Lush greenery and colorful plants frame the space, with a view of the house and pool area in the background. Sunlight brightens the inviting outdoor gathering spot.

Home in Clermont

4.92 out of 5 average rating, 116 reviews

Spacious Bungalow with Private Pool and Courtyard

Whether you seek relaxation or adventure, this house offers the best of both worlds! Relax in this spacious bungalow with a private courtyard, pool, hot tub, and fire pit! Take a short walk to downtown Clermont and discover the charming shops, restaurants, and breweries! Explore the sights and attractions that Central Florida has to offer! Whether you crave the vibrancy of downtown or the tranquility of your own oasis, this property offers the best of both worlds!

Top guest favorite

Two kayaks rest on the sandy shore near a clear area of Crystal Lake. A small boat is anchored nearby, while several outdoor chairs are positioned for relaxation. The surrounding greenery enhances the natural setting, offering a tranquil spot for outdoor activities.

Cabin in Ocklawaha

4.98 out of 5 average rating, 187 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 home is presented with a light blue exterior and a welcoming front porch. Lush greenery and potted plants adorn the entrance, while an inviting pathway leads to the front door. A single-car garage is visible to the right, framed by trees and bright skies.

Home in Mount Dora

5 out of 5 average rating, 169 reviews

UPSCALE DOWNTOWN VINTAGE 3/2 HOME

*SPECIAL SUMMER RATES* 2 blocks from downtown boutiques, restaurants, museums, parks, marina, etc. in historic downtown Mt. Dora. Newly renovated home with fully equipped kitchen w/granite bar & stainless appliances; a/c sun porch w/dining; large master suite with King; 2nd BR with Queen and central bdrm/study w/desk & daybed (2 twins); 55" and 32" flat screen TV''s, cable & WIFI; Laundry room w/washer and dryer; Rear outdoor patio.

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, 317 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!