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

Guesthouse in Leesburg

4.98 out of 5 average rating, 333 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.

Oct 16 – 23

G$20,962 GYD per night

Guest favorite

Guest suite in Eustis

4.99 out of 5 average rating, 164 reviews

The Nest: Upstairs Apartment

Recently 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. We are 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.

Jul 11 – 18

G$24,385 GYD per night

Guest favorite

Guesthouse in Ocala

4.96 out of 5 average rating, 160 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).

Oct 11 – 18

G$19,288 GYD per night

Guest favorite

Home in The Villages

4.94 out of 5 average rating, 106 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!

Aug 11 – 18

G$40,041 GYD per night

Superhost

Guesthouse in Clermont

4.85 out of 5 average rating, 149 reviews

Discover Tranquility at Our Charming Guest House

Welcome to our enchanting lakefront retreat nestled in the heart of a picturesque cyclist's town. Airbnb property offers a perfect blend of tranquility, scenic beauty, and convenient access to outdoor adventures. Situated directly on the shores of a serene lake, our guesthouse provides breathtaking views and a soothing ambiance that will rejuvenate your senses. Whether you're a nature lover, a cycling enthusiast, or simply seeking a relaxing getaway, this is the ideal destination for you.

Jun 19 – 26

G$48,114 GYD per night

Guest favorite

Townhouse in Clermont

4.93 out of 5 average rating, 191 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!

Oct 28 – Nov 4

G$22,285 GYD per night

Guest favorite

Home in Clermont

4.99 out of 5 average rating, 157 reviews

Clermont Cottage Near the Lake

Enjoy your stay in beautiful sunny FL in our fully renovated 2 bed/2 bath home. We've added ENHANCED CLEANING AND DISINFECTING after every guest's stay. This home is located in a quiet neighborhood less than a mile from Clermont's WATERFRONT PARK and the WEST ORANGE TRAIL. It's a great location for Triathlons and activities at Victory Point. If you are visiting to enjoy Universal Studios and Disney, they are only 28 miles away! Come stay at our home with everything you'll need!

Sep 27 – Oct 4

G$25,102 GYD per night

Guest favorite

Guesthouse in Mount Dora

4.88 out of 5 average rating, 313 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.

Oct 1 – 8

G$31,565 GYD per night

Guest favorite

Home in Clermont

4.93 out of 5 average rating, 187 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.

Apr 16 – 23

G$35,829 GYD per night

Guest favorite

Guesthouse in Mount Dora

4.9 out of 5 average rating, 705 reviews

Key West cottage of Mt Dora

Cozy little cottage located in the gardens of the main house. It has a full kitchen. 1 bath with a jacuzzi tub.. Queen size bed and a couch for a 3rd person. THE LOCATION is 3 MILES between Mount Dora ,Tavares & Eustis a short drive or bike ride to all location. I’m 2.5 blocks off Lake Shore Dr. to beautiful Lake Dora. FRESH eggs from the Easter egg hens for your use ( When available) The eggs they lay are pink, green and blue. They will need to be washed before use..

Jul 13 – 20

G$28,417 GYD per night

Guest favorite

Cottage in Ocala

4.97 out of 5 average rating, 170 reviews

The Little Yellow House

Small rustic two bed cottage, nestled in a wooded area, on a very short dirt road, on the edge of town. No cleaning charge or extra service fees. The home is conveniently located near I-75, about 5 miles East of the the World Equestrian Center, and 10 miles West of Silver Springs. Contains a queen and a bunk with full and twin beds, a full kitchen facility, one bathroom, and a washer and dryer. Read Pet Rules under policies and rules. Moderate speed WIFI is available.

Apr 12 – 19

G$24,814 GYD per night

Guest favorite

Cabin in Ocklawaha

4.98 out of 5 average rating, 161 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.

Aug 30 – Sep 6

G$49,113 GYD per night