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Family-friendly holiday rentals in The Villages

Find and book unique family-friendly homes on Airbnb

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Popular amenities for The Villages family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Home in Inverness
4.94 out of 5 average rating, 33 reviews

Private fenced pool home/dog friendly

SharonRating, 5 stars1 week ago
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+++
Guest favourite
Home in Clermont
4.92 out of 5 average rating, 109 reviews

Spacious Bungalow with Private Pool and Courtyard

RobinRating, 5 stars3 weeks ago
We had the best time. We loved the sun room. we stayed in there the most. Would definitely rent again
Guest favourite
Home in Lady Lake
4.92 out of 5 average rating, 60 reviews

CENTRAL FLORIDA LUXURY ESTATE

ThomasRating, 5 stars4 months ago
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!
Home in The Villages
4.74 out of 5 average rating, 148 reviews

3 bdrm 2 ba fully furnished!

JackieRating, 5 stars4 months ago
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!
Superhost
Apartment in Eustis
4.87 out of 5 average rating, 31 reviews

Cozy Apartment Near Downtown Eustis

LatishaRating, 5 stars37 months ago
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!
Guest favourite
Home in Ocklawaha
4.93 out of 5 average rating, 60 reviews

Luxury Lakehouse, boathouse & white Sandy Beach

DorendaRating, 5 stars3 weeks ago
We have stayed at Taylor’s house before and are never disappointed. It’s one of our favorite vacation spots!
Farm stay in Ocala
4.78 out of 5 average rating, 101 reviews

Friendly cottage with barn and pool

AnitaRating, 5 stars3 weeks ago
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.
Top Guest favourite
Home in Dunnellon
4.98 out of 5 average rating, 55 reviews

Golf/Adventure/Horse Show Getaway!

TRating, 5 stars2 months ago
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

Home in The Villages
4.92 out of 5 average rating, 26 reviews

One bedroom Villa

DaleRating, 5 stars33 months ago
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.
Guest favourite
Home in Windermere
4.99 out of 5 average rating, 102 reviews

Lake House near Disney

MarshaRating, 5 stars11 months ago
Love staying here! My dogs and I love the lake and it’s so close to great restaurants!
Guest favourite
Home in Dunnellon
4.9 out of 5 average rating, 88 reviews

Pet friendly use of kayaks great dock, screen room

SandraRating, 5 stars10 months ago
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!
Guest favourite
Bungalow in Brooksville
4.85 out of 5 average rating, 95 reviews

Highland House 🐶

KatieRating, 5 stars1 month ago
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!
Guest favourite
Home in Ocala
4.92 out of 5 average rating, 13 reviews

2 Br. Resort Home, Golf, Horses, Pool, Pets ok

AmberRating, 5 stars2 weeks ago
Worked out so well for us as it’s very close and easy to get to the WEC
Guest favourite
Cabin in Dunnellon
4.95 out of 5 average rating, 81 reviews

A-Frame with Rainbow River access via Com. Park

LindaRating, 5 stars1 month ago
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! 😱
Superhost
Apartment in Dunnellon
4.83 out of 5 average rating, 191 reviews

Happy Trails Lodge, SLEEPS 6

SherylRating, 5 stars31 months ago
Our stay was very comfortable, just like we were in our own homes. The Lodge was so unique!! Hope to stay there again.
Superhost
Townhouse in Mount Dora
5 out of 5 average rating, 7 reviews

Beautiful Townhouse, Festivals, Shops/Parks Close

SusanRating, 5 stars43 months ago
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

Home in Umatilla
4.83 out of 5 average rating, 30 reviews

Isaiah's Place

CatherineRating, 5 stars7 months ago
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.
Guest favourite
Apartment in Sorrento
4.93 out of 5 average rating, 339 reviews

Quiet Neighborhood in the Country

JosephRating, 5 stars2 days ago
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
Guest favourite
Home in The Villages
4.98 out of 5 average rating, 66 reviews

NEWLY Available April, 2025

AnthonyRating, 5 stars10 months ago
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.
Home in Weirsdale
4.87 out of 5 average rating, 46 reviews

Private Estate HotTub Fire-Pit The Villages-Ocala

TamarRating, 5 stars3 months ago
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!!
Guest favourite
Villa in The Villages
4.96 out of 5 average rating, 51 reviews

Firefly Cottage with Golf Cart - Great Location

LindaRating, 5 stars1 month ago
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!
Villa in Inverness
4.71 out of 5 average rating, 42 reviews

Luxe villa in rustige buurt

CraigRating, 5 stars25 months ago
Had a great stay, very comfortable with super nice pool patio area! This is our second stay here and we will be back.
Villa in Inverness
4.86 out of 5 average rating, 42 reviews

Luxury villa with solar heated pool

StephanieRating, 5 stars5 months ago
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.
Home in The Villages
4.71 out of 5 average rating, 14 reviews

Spacious Ranch, Center of The Villages - Golf Cart

ChristopherRating, 5 stars16 months ago
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