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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
Condo in Orlando
4.85 out of 5 average rating, 149 reviews

Welcome to this Blue Heron Beach Beauty.

Holly SingletonRating, 5 stars4 months ago
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.
Guest favourite
Home in Inverness
4.94 out of 5 average rating, 33 reviews

Private fenced pool home/dog friendly

SharonRating, 5 stars6 days 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, 108 reviews

Spacious Bungalow with Private Pool and Courtyard

RobinRating, 5 stars2 weeks ago
We had the best time. We loved the sun room. we stayed in there the most. Would definitely rent again
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
Condo in Orlando
4.89 out of 5 average rating, 121 reviews

VISTA CAY RESORT, 3 BEDROOM TOWNHOUSE

LeslieRating, 5 stars2 months ago
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.
Superhost
Townhouse in Orlando
4.79 out of 5 average rating, 152 reviews

Near Universal/OCC VistaCay 3BD home with garage

NataliaRating, 5 stars2 weeks ago
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).
Guest favourite
Apartment in Florida Center
4.79 out of 5 average rating, 19 reviews

Universal-Disney Dream Studio 2 - The Enclave

JulianaRating, 5 stars1 week ago
Great location, super comfortable and complete apartment. The host was super attentive, giving you all the details you need.
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

Superhost
Tiny home in Orlando
4.84 out of 5 average rating, 426 reviews

The Bermuda- Unique Tiny Home with Lakefront View

ScotRating, 5 stars3 months ago
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
Guest favourite
Home in The Villages
4.95 out of 5 average rating, 122 reviews

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

TracyRating, 5 stars5 months ago
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.
Superhost
Cabin in Dunnellon
4.85 out of 5 average rating, 253 reviews

Rainbow River getaway - kayaks, tubes & golf cart

JohnRating, 5 stars2 weeks ago
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!
Top Guest favourite
Cabin in Ocklawaha
4.98 out of 5 average rating, 183 reviews

VERY BEARY CABIN on Crystal Lake

KaraRating, 5 stars6 days ago
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 :)
Top Guest favourite
Guesthouse in Windermere
4.94 out of 5 average rating, 266 reviews

Paradise nook near Orlando's theme parks

Jessica CatherineRating, 5 stars3 weeks ago
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.
Guest favourite
Guesthouse in Fort McCoy
4.88 out of 5 average rating, 281 reviews

Blueberry Farm Country Cottage

RebeccaRating, 5 stars1 month ago
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.
Top Guest favourite
Apartment in Morriston
4.95 out of 5 average rating, 172 reviews

Heaven on a horse farm !

VirginiaRating, 5 stars6 days ago
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!
Superhost
Guesthouse in Dade City
4.83 out of 5 average rating, 246 reviews

Studio Zen

JohnRating, 5 stars3 weeks ago
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

Superhost
Home in Clermont
4.89 out of 5 average rating, 9 reviews

Cozy Villa with 2 en-suite Bathrooms

MauricioRating, 5 stars15 months ago
Amazing place will def stay again!
Guest favourite
Apartment in Sorrento
4.93 out of 5 average rating, 338 reviews

Quiet Neighborhood in the Country

AllisonRating, 5 stars3 weeks ago
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!
Guest favourite
Townhouse in Orlando
4.86 out of 5 average rating, 58 reviews

John's Centrally Located Townhome

ScottRating, 5 stars3 months ago
This was a great place and location. We would book again if traveling to Orlando.
Superhost
Villa in Clermont
4.76 out of 5 average rating, 85 reviews

4-bed villa w/ beautiful pool 15 mins from Disney!

BrittniRating, 5 stars5 months ago
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
Superhost
Townhouse in Kissimmee
4.77 out of 5 average rating, 71 reviews

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

LaterricaRating, 5 stars1 month ago
I loved it!
Top Guest favourite
Home in Wildwood
4.97 out of 5 average rating, 39 reviews

Crabby Cottage 3 w. Golf Cart, near Brownwood!

JoshuaRating, 5 stars4 months ago
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.
Top Guest favourite
Home in Orlando
4.95 out of 5 average rating, 324 reviews

*HALF HOME* (read desc) Pool/Disney/Universal

SierraRating, 5 stars1 week ago
Lori was more then accommodating. We loved our stay. We will love to come back eventually!
Superhost
Home in Inverness
4.79 out of 5 average rating, 112 reviews

3br POOL, Fenced, near Downtown & Trails

StephanieRating, 5 stars3 days ago
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