
Family-friendly holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for The Villages family-friendly rentals
Family-friendly home rentals with a hot tub

Welcome to this Blue Heron Beach Beauty.
Condo was spacious and had what we needed. Showers had good pressure. The king bed was very comfortable. There isn’t any streaming, only cable and the WiFi wasn’t good, but we had a great time. The pool is really warm and huge so we really enjoyed that. It’s really close to anything theme park related, Disney Springs, etc. The balcony was fantastic with a very relaxing view.

Private fenced pool home/dog friendly
It was our first trip to Florida for a month. The place was everything it said and more. From the beautiful home, beautiful backyard with pool, hot tub and soaker tub I felt like I was at a spa. The backyard was so private. We had bikes to use and we did take advantage. We rode our bikes to the main square several times. Jennifer was very pleasant and friendly. She responded to my questions/ comments in a very efficient manner. I would recommend the place. Give a 5 star+++

Spacious Bungalow with Private Pool and Courtyard
We had the best time. We loved the sun room. we stayed in there the most. Would definitely rent again

Cozy Apartment Near Downtown Eustis
Gary cozy apartment is a perfect way to put it! Spacious, clean, stocked, and in a great location. You just can’t beat the price! We’ll definitely stay again!

VISTA CAY RESORT, 3 BEDROOM TOWNHOUSE
This is our second stay with Daniel at the Vista Cay property. Both stays were great and the location to the convention center as well as restaurants, Publix, and other things to do is very convenient.

Near Universal/OCC VistaCay 3BD home with garage
The house is exactly as it is shown. Beautiful with extense spaces. Nevertheless, the check- in must be at 16:00 and check out must be at 10 am, leaving less than 20 hours to enjoy a high-priced place (we even got a message announcing fines if the hours where not respected, and this information is not set in the ad).

Universal-Disney Dream Studio 2 - The Enclave
Great location, super comfortable and complete apartment. The host was super attentive, giving you all the details you need.

Golf/Adventure/Horse Show Getaway!
Another great visit for the annual golf tournament! Home, pool/hot tub was enjoyed by all. Did NOT wanna leave😭 makes us wanna move on down. The home is so beautiful and the back patio is BREATHTAKING and sooooo relaxing💕 Thank you again for opening your home to us! Always hopes to return🤞
Family- and pet-friendly home rentals

The Bermuda- Unique Tiny Home with Lakefront View
really cool place that fit my needs perfectly. I was in town for a business meeting and wanted a place tucked away with lake access

2/2 custom pool home with 4 person gas golf cart
Great place. Very comfortable. Loved the pool and driving golf cart was fun. We had everything we needed for a great stay. This is not a complaint at all more of a helpful hint but one of the town squares was too far to take golf cart and you will need a car.

Rainbow River getaway - kayaks, tubes & golf cart
We had a great time at this location. It was in a lovely wooded neighborhood that was safe and had access to the Rainbow River. We used a lot of the toys provided by the host including the golf cart and the boat trailer to get the kayaks to the river. The house had just what we needed for sleeping comfortably and relaxing at the end of the day. We didn’t get a chance to use the kitchen or fire pit but it was very kind to provide wood for the fire pit! The kitchen had a nice stove as well! The host was also very very attentive and responsive to questions. They made sure we checked in even though we arrived much later than expected. I would wholeheartedly recommend this location to anyone wanting to spend time on the river. The private community access was a huge bonus and benefit!

VERY BEARY CABIN on Crystal Lake
We absolutely loved our stay and our dogs had so much fun! The amenities were endless and a lot of thought was put into making sure the guest was comfortable. We especially loved feeding the birds and squirrels, hanging out on the porch, paddling on the lake, sitting and watching the view. The stay is close to silver springs and juniper springs which we both really enjoyed. We definitely hope to back! Thank you for a great stay :)

Paradise nook near Orlando's theme parks
We had a wonderful stay at Noga’s place on Hemple Ave! The home was exactly as described—clean, stylish, and incredibly comfortable. The location was perfect: quiet and peaceful, yet just a short drive from everything Orlando has to offer. Noga was a gracious and responsive host, making sure we had everything we needed throughout our stay. From the thoughtful touches to the easy check-in process, every detail was taken care of. We would absolutely stay here again and highly recommend it to anyone looking for a relaxing and well-appointed Airbnb in the area.

Blueberry Farm Country Cottage
We had a wonderful stay with Walt and Cassandra. The house is very nice. The furniture and decor are very personalized and absolutely harmonious with the whole location The kitchen was excellently equipped - almost the best Airbnb we have ever had during all our travels. It was very easy to cook dinner. Another positive thing to mention is the bed - we slept very well on the mattress. About the area: The house is quiet and you can easily relax away from the hustle and bustle of a city. Super starry sky due to the low light pollution. There are chickens on the property, which provided us with fresh eggs every morning. There are also 2 cats living on the property. We can absolutely recommend the accommodation and would book it a second time.

Heaven on a horse farm !
Our third visit to Kristine’s place and it was awesome as usual. The farm fresh eggs are delicious! We also enjoy the eclectic collection of artwork and photos. Such a paradise!

Studio Zen
We always have a blast when we stay at Kaarla's Studio Zen! I look forward to our trips down to Dade City to visit our daughter at St. Leo U. Studio Zen is just around the corner and has such a cool fun vibe to it. And I'm always artistically inspired to draw and create when I'm there! Look forward to our next visit! I may just come down by myself and spend a week drawing and enjoying the serenity! Many thanks Kaarla! And we have STILL not seen Pearl!?!?!
Family-friendly home rentals with a pool

Cozy Villa with 2 en-suite Bathrooms
Amazing place will def stay again!

Quiet Neighborhood in the Country
Chuck's place was perfect for our family of four! Our kids really enjoyed the pool and game room. The pool house was super clean and had everything we needed. We felt like we were at home. Even though the owners lived in the house attached to the pool area, we were given privacy. The clean up list was simple and reasonable. Can't wait to come back!

John's Centrally Located Townhome
This was a great place and location. We would book again if traveling to Orlando.

4-bed villa w/ beautiful pool 15 mins from Disney!
It felt right at home from the moment we arrived to the minute we left. Every thing was clean, comfortable and overall a wonderful experience. We would definitely stay there again. Thank you for your hospitality in letting our family stay in your beautiful home. Brittni

5 Bd/ 4 Ba/ Sleeps 12! At Paradise Palms (8869 CP)
I loved it!

Crabby Cottage 3 w. Golf Cart, near Brownwood!
We opted to stay at the Crabby cottage since my wife’s parents live in the villages. The house was just down the street from them, which was great. The home was beautiful and we didn’t wanna go home. There was no noise neighborhood was peaceful.

*HALF HOME* (read desc) Pool/Disney/Universal
Lori was more then accommodating. We loved our stay. We will love to come back eventually!

3br POOL, Fenced, near Downtown & Trails
Nice stay, great pool, cute and fun downtown area.
Quick stats about holiday rentals that are family-friendly in The Villages
Total rentals
710 properties
Nightly prices starting at
$46 AUD before taxes and fees
Total number of reviews
12K reviews
Pet-friendly rentals
280 properties allow pets
Rentals with a pool
270 properties have a pool
Rentals with dedicated workspaces
410 properties have a dedicated workspace
Destinations to explore
- Orlando Holiday rentals
- Four Corners Holiday rentals
- Saint Johns River Holiday rentals
- Kissimmee Holiday rentals
- Central Florida Holiday rentals
- Tampa Holiday rentals
- Tampa Bay Holiday rentals
- St Petersburg Holiday rentals
- Seminole Holiday rentals
- Fort Lauderdale Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Rentals with breakfast The Villages
- Waterfront rentals The Villages
- Rentals with a fireplace The Villages
- Rentals with lake access The Villages
- Pet-friendly rentals The Villages
- Rentals with a patio The Villages
- Rentals with pools The Villages
- Villa rentals The Villages
- Rentals with a fire pit The Villages
- Rentals with a washing machine and dryer The Villages
- Rentals with outdoor seating The Villages
- Fitness-friendly rentals The Villages
- Cottage rentals The Villages
- Rentals with a hot tub The Villages
- Apartment rentals The Villages
- House rentals The Villages
- Kid-friendly rentals The Villages
- Condo rentals The Villages
- Family-friendly rentals Marion County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Universal Studios Florida
- Orange County Convention Center
- Weeki Wachee Springs
- Universal's Volcano Bay
- Discovery Cove
- Disney's Animal Kingdom Theme Park
- SeaWorld Orlando
- Disney Springs
- ESPN Wide World of Sports
- Universal Orlando Resort
- Amway Center
- Rainbow Springs State Park
- Epcot
- Disney's Hollywood Studios
- Universal's Islands of Adventure
- Magic Kingdom Park
- Aquatica
- Blue Spring State Park
- Island H2O Water Park
- ICON Park
- Plantation Inn and Golf Resort
- Universal CityWalk
- Fun Spot America
- Harry Potter and the Escape from Gringotts™