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

Cabin in Floral City

4.96 out of 5 average rating, 110 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 and Lincoln logs, and pool/ping pong table. 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!

Guest favorite

Guesthouse in Leesburg

4.98 out of 5 average rating, 363 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

Guesthouse in Ocala

4.96 out of 5 average rating, 164 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

Home in The Villages

4.95 out of 5 average rating, 121 reviews

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

Beautiful Monterey style home, 2/2, 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 for extra folks. 4 person gas golf cart. 2 bikes available but not maintained by owner. Sorry, hot tub not included. Pet friendly!

Guest favorite

Guest suite in Eustis

4.99 out of 5 average rating, 172 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

Home in Apopka

4.94 out of 5 average rating, 174 reviews

Wekiva Springs 5br 4 ba, spacious & lovely home

Enjoy the best of FL! Make our charming & relaxing home in historic Apopka the home base for your epic vacation. 30 min from Disney,Universal, I-Drive shopping, & WinterPark. Then enjoy Wekiva kayaking,hiking,&tubing 5min away. Beaches within an 1hr. Also, very close to HIGHLAND MANOR and many other wedding venues. Wekiva Springs is 5min away. We love providing a warm space and plenty of room to relax& get away from daily stress and be together. We do NOT allow parties in our home.

Guest favorite

Townhouse in Clermont

4.91 out of 5 average rating, 211 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!

Guest favorite

Guesthouse in Mount Dora

4.88 out of 5 average rating, 321 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

Cottage in Ocala

4.96 out of 5 average rating, 179 reviews

The Little Yellow House

Super clean cute 2 bed rustic cottage with “Old Florida Charm”. Upgraded air and heat. Sits on a wooded acreage, but close to town & shopping, restaurants & I-75. Pets accepted with permission (see details below). Five miles to World Equestrian Center and Florida Aquatics (FAST) Center (same side of town) and 10 mi to spring SSprings. Queen bed and bunk with full/twin bed, a full kitchen, one bath, washer & dryer. Rural internet 10mbps. Send booking request. Quick response 6am-10pm.

Guest favorite

Cabin in Ocklawaha

4.98 out of 5 average rating, 172 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

Rental unit in Morriston

4.95 out of 5 average rating, 165 reviews

Heaven on a horse farm !

Far Out Farm is close to HITS Ocala, Winter Equestrian Events , and The World Equestrian Center ( WEC) The farm is dog &friendly. The barn apartment is set on 15 beautiful acres. My place is good for couples, solo adventurers, and families. The farm is near many diving and spring water venues, Chi institute, Fire College, zip line, and other Florida amusements. Pets by special permission, may not be left in apartment alone, or must be crated. 15 $ pet fee

Guest favorite

Bungalow in Mount Dora

4.91 out of 5 average rating, 289 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!