
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

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

CENTRAL FLORIDA LUXURY ESTATE
Spacious and comfortable! Lovely porch! Well equipped kitchen! Beds super comfortable! The house overall was a wonderful place to gather and enjoy time with our family! Host Gino was gracious and very informative!

3 bdrm 2 ba fully furnished!
Wonderful host and terrific property. It was exactly as described. We had a fabulous time and would definitely recommend staying here. Hope to return in the future!

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!

Luxury Lakehouse, boathouse & white Sandy Beach
We have stayed at Taylor’s house before and are never disappointed. It’s one of our favorite vacation spots!

Friendly cottage with barn and pool
Rented this house for a birthday getaway with up to eight girls and the space was amazing. There was enough beds for everyone I was also able to bring my dog for the weekend! It’s such a beautiful house especially the kitchen! Everything was easy to use and the host provided many many many towels, which we definitely appreciated. It was a great experience and we really enjoyed the weekend.

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

One bedroom Villa
We enjoyed our stay. The unit was very clean and well equipped. The neighbors were friendly and the square was a short drive away. We unexpectedly needed to add 2 extra nights and communicating with Ruth was very easy. Her flexibility was also greatly appreciated.

Lake House near Disney
Love staying here! My dogs and I love the lake and it’s so close to great restaurants!

Pet friendly use of kayaks great dock, screen room
My husband and I were in need of a quick getaway. We found Donna's place and knew this was exactly what we were looking for. It was in close proximity of Rainbow Springs (where we wanted to visit) and was pet friendly. The house was clean (all hardwood/tile flooring), spacious (open floor plan), nicely decorated, furniture in great condition & comfortable, fenced in yard for the pups, on the river, and had everything we needed! We enjoyed the quiet evenings out back on the deck & in the screened in porch and the pups loved exploring the yard. We cooked breakfast & lunch at the home and explored the town for dinner. We did not get to use the kayaks or bikes but loved that they were available. Donna answered all my questions and was very accommodating to my dates. I would definitely book this home again and recommend to others! Thank you!

Highland House 🐶
Great place to stay with pets. Neighborhood felt comfortable. Close to lots of things. Joan Marie was helpful and responded quickly. Would definitely stay there again!

2 Br. Resort Home, Golf, Horses, Pool, Pets ok
Worked out so well for us as it’s very close and easy to get to the WEC

A-Frame with Rainbow River access via Com. Park
Leslie was very responsive. The setting is private and the covered deck on rainy days wonderful to relax on. Leslie provided much appreciated extras like healthier cooking pans, sharp knives, a cutting board, and a medicine kit which are not usually provided in my years of experience. A word of caution apparently regarding airbnb policy. Check for potential price changes on your reservation Even IF you are subtracting something!!! Because I didn’t end up taking my dog with (deleting the pet fee), it changed my reservation and a $142.20 increase (county tax fee) was added! 😱

Happy Trails Lodge, SLEEPS 6
Our stay was very comfortable, just like we were in our own homes. The Lodge was so unique!! Hope to stay there again.

Beautiful Townhouse, Festivals, Shops/Parks Close
Paul is a Superhost! His home is so comfortable and the three bedrooms and 2.5 baths are great! As is the screened-in sunroom. He is very attentive and answers any questions or concerns promptly. It's a beautiful, safe neighborhood and so convenient to grocery and liquor stores and the downtown scene. You will not be disappointed!
Family-friendly home rentals with a pool

Isaiah's Place
Elizabeth was so very kind to accommodate my family to have a comfortable and safe place to ride out Hurricane Milton as were already in the area and not able to return home due to the storm. She went out of her way for us last minute and we are very thankful and appreciative for her generosity and for sharing her beautiful home with us in a time of need.

Quiet Neighborhood in the Country
It was everything we were asking for yes it didn’t have a washer or dryer but we were also going to see my parents to we were able to wash out stuff there we will definitely be going back he was super nice and very responsive very great place

NEWLY Available April, 2025
Susan and Jerry were outstanding hosts, they were responsive, proactive and always available to us! The home was perfect for our family of 6, our kids loved thier place and already want to go back. The home was clean, clutter free and well kept. Everything in the home works and the kitchen is well equipped for cooking. Susan and Jerry left us all the passes and information needed to navigate The Villages. We are beyond Blessed to have them as hosts and enjoyed thier property during our stay. We will definitely be Air BnB'ing with them for future visits to The Villages.

Private Estate HotTub Fire-Pit The Villages-Ocala
We had an amazing time for our company annual celebration! It was the perfect venue to get all of our staff and "plus ones" together for fun and a mix of activities and relaxation. I'd recommend the property to anyone looking for a great space to enjoy your group's company. And Brantley was very helpful and friendly! Thank you!!

Firefly Cottage with Golf Cart - Great Location
Our first time using Airbnb and first time to The Villages and Joan was an amazing host as she walked us through every step of the way. And her place was amazing with so many amenities. She covers every detail to make sure guests enjoy their stay! She definitely set the bar high for any future Airbnb experiences. What a blessing she is!

Luxe villa in rustige buurt
Had a great stay, very comfortable with super nice pool patio area! This is our second stay here and we will be back.

Luxury villa with solar heated pool
Very clean and spacious! Pictures matched the space and was well appointed with all the amenities listed. It was perfect for our quick trip to visit family in the area. I'm sure the pool area would be nice when the weather is warmer. We were not able to use it due to the dip in temps while we were there. Great house in a nice neighborhood and convenient to Inverness and surrounding areas.

Spacious Ranch, Center of The Villages - Golf Cart
Roy left us a binder at the house with perfectly detailed instructions. The house was immaculate. We had no questions and everything was perfect. We can’t wait to go back.
Quick stats about holiday rentals that are family-friendly in The Villages
Total rentals
710 properties
Nightly prices starting at
$47 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
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- 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™