Family-friendly vacation rentals in The Villages

Find and book unique family-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for The Villages family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
A clear blue swimming pool features gentle curves and shimmering water, surrounded by lounge chairs and palm trees. A waterslide is visible in the background, offering a fun attraction for guests. The inviting pool area is framed by a modern building with large windows.
Townhouse in Kissimmee
4.83 out of 5 average rating, 303 reviews

Resort Living 4 Bed 3.5 Bath Townhome

MarkRating, 5 stars4 weeks ago
Brandon’s place was perfect for our family. We particularly enjoyed the lanai. We spent quite a bit of time out there unless the neighbors were in the hot tub right next door. Brandon thought of everything we could possibly need for an enjoyable stay. It is rare to find so many things in an AirBnb from pots, pans, utensils, to hair dryers in each bathroom plus tv’s in all the rooms. The proximity to all the parks and restaurants for on this community is also a plus. The only slight negative is the closeness in proximity to the other units. If the people renting the next unit over are in their hot tub late, you will hear the full conversation.
Superhost
A playground area features colorful play structures with slides and climbing elements, surrounded by well-maintained grass and shade from nearby trees. The equipment is designed for various age groups, encouraging outdoor play and exploration in a welcoming environment.
Home in Kissimmee
4.67 out of 5 average rating, 57 reviews

Disney 3 bed 2 bath pool hot tub RR

DavidRating, 5 stars26 months ago
We thoroughly enjoyed your lovely home. It was perfect for our needs. Everything was very well-kept and clean. We especially enjoyed the hot tub after long days walking through the Disney and Universal parks! It saved our aching feet. We felt right at home immediately!
Superhost
Villa in Kissimmee
4.81 out of 5 average rating, 229 reviews

Veranda Palms Luxurious Home w/Pool & NEAR DISNEY

DerrickRating, 5 stars3 weeks ago
What a fantastic trip! Thank you so much for making our vacation stay easy and relaxed! We will def be back!
Guest favorite
Townhouse in Kissimmee
4.89 out of 5 average rating, 189 reviews

Adorable 2 bdr lakefront w/jacuzzi 5 min *Disney*

MichaelRating, 5 stars3 months ago
Location, cleanliness, ease of check in and check out, instructions from the owner were all great. Just one minute south of 192, it was easy to get to the Disney Parks or Universal. It is closer to Disney but we did venture to Universal one day and it was right up I-4. It is just south of Old Town but you couldn't hear anything from there. The place was exactly like the pictures. Two bedrooms, 2 1/2 baths, 2 full on the upper floor and 1/2 on the main floor. Although we didn't use any of it, the kitchen came complete with silverware, dishes, pots and pans. A shower only in one bathroom and a bath/shower in the other. I only had a couple of questions along the way and they were answered quickly. I would absolutely stay here again.
Superhost
Home in Kissimmee
4.96 out of 5 average rating, 106 reviews

Beautiful Home, 6Bdrm,5Bath, near Disney, Pool&Spa

JohnRating, 5 stars4 months ago
Emma and Rene’s place was excellent! We have stayed in many Air BnB’s and this one was a fantastic, family friendly and all around excellent rental. The space was comfortable and there was plenty of room for everyone, it was very clean and the kids enjoyed the pool and the play area. We didn’t want to leave. The location was perfect to go to the Hideway Club and easy access to the Celebration area. We had a blast just hanging out at the property and we would highly recommend Emma and Rene’s place for your next stay. Photos were as advertised and the hosts were very responsive and accommodating. We will book this rental next time we return to the area. Thanks again for a great stay!
Superhost
Home in Dunnellon
4.88 out of 5 average rating, 199 reviews

🎣Withlacoochee Riverfront A-Frame🦆Boardwalk-Dock🐊

SamanthaRating, 5 stars1 month ago
My husband and I love nature so this was absolutely the perfect fit for us. It is magical. Waking up for the sunrise and seeing all the birds/alligators/ beautiful views. This house is also the perfect location- right next to rainbow springs, crystal river, silver springs- where you can rent kayaks and see the beautiful water and manatees! Matt provides kayaks at his house as well which we took advantage of. When we weren’t out, we loved using the amenities of the house- hot tub, grill, dart board. The kitchen has everything you need to cook at the house. Matt was also very responsive and gave us great advice on where to eat, where to hike, and what to do. We would come back!
Superhost
A bright and spacious bathroom features dual sinks with wooden cabinetry and a large mirror. A glass-enclosed shower is present adjacent to a soaking tub. Natural light enters through a window, enhancing the overall openness of the space.
Villa in Kissimmee
4.72 out of 5 average rating, 104 reviews

Luxury 4bd Villa at Resort.

AdamRating, 5 stars1 week ago
Had a great time here, we did pay for pool and spa heating and unfortunately ran into some issues with the heating for the first couple days of our stay. Maintenance and Rajesh were both in communication and took care of the cost of heating due to the issue and we were still able to enjoy the pool and spa heating the last couple days of our trip. Overall the house was great. We have been really enjoying Windsor Palms and Rajesh’s house was clean and had some extra things to keep the kids entertained. We will definitely be coming back in the future!
Guest favorite
Townhouse in Kissimmee
4.94 out of 5 average rating, 206 reviews

Family-Friendly Disney Resort: Hot Tub & Lake View

JenniferRating, 5 stars2 weeks ago
My family and I had a great time here. We usually stay at hotels near the theme parks but this time we tried something different and glad we did it was amazing. Next time I’ll go in a warmer time with more time to enjoy the resorts amenities!

Family- and pet-friendly home rentals

Guest favorite
A well-appointed bathroom features a light granite countertop with a sink and a wall-mounted mirror. A floral shower curtain and fresh flowers in a vase add a subtle touch. Soft towels are neatly arranged on the black shelf beside the toilet.
Townhouse in Kissimmee
4.8 out of 5 average rating, 143 reviews

Compass Bay 5164 AD - Beautiful and Near Disney

JessicaRating, 5 stars2 weeks ago
The house was clean and inviting, the neighborhood was quiet, and it was great being so close to Disney! The hosts were quick to respond. All in all, we had a wonderful stay!
Guest favorite
A minimalist workspace features a white desk with a black chair. A small desk lamp is positioned beside a decorative sculpture. The area is illuminated by natural light streaming through a skylight, while colorful curtains frame the open passage to the kitchen.
Home in Homosassa
4.96 out of 5 average rating, 104 reviews

Scallop Hut - Old Homosassa

KathyRating, 5 stars3 months ago
We had a great stay! A did a little fishing, swam with manatees, hiked, kayaked and enjoying area restaurants.
Guest favorite
A grassy outdoor area features a well-maintained lawn bordered by trees. To the right, a screened-in patio is visible, while a kayak is positioned on the ground nearby. The scene offers a tranquil, open space perfect for relaxation.
Home in Homosassa
4.92 out of 5 average rating, 137 reviews

Cool Chaz-Waterfront 2 docks/4 kayaks

JoyceRating, 5 stars1 month ago
We were very happy to find this house. It was perfect for two couples. The best part was taking the provided kayaks out to seven sisters springs. Beautiful. There was also a canoe for those that don’t like kayaks.
Guest favorite
A serene sunset is captured over a calm body of water. The sky is filled with various shades of orange and yellow clouds, reflecting softly on the water's surface, while gentle ripples create a textured pattern across the scene.
Home in Homosassa
4.88 out of 5 average rating, 176 reviews

Chassahowitzka/Homosassa Waterfront Home

HeatherRating, 5 stars6 days ago
Excellent house on a canal that leads to seven sister springs. Kitchen had everything we needed to cook multiple meals. We saw an alligator off the back dock our first day and lots of turtles and fish each day. The house is within close distance to lots of fun activities-we swam with manatees and floated the rainbow river while there. There are multiple kayak outfitters within walking distance of the house so if you do not like sit in kayaks you have very close rental options.
Superhost
Apartment in Kissimmee
4.79 out of 5 average rating, 211 reviews

Fantastic Award Winning Renovated 2+2 Near Disney

FredericRating, 5 stars1 month ago
Great place to stay
Top guest favorite
A covered porch features a wicker chair and a simple green chair facing an open door. Inside, a living area is partially visible with a pink sofa, a turquoise coffee table, and artwork on the walls. Lush green fields extend in the background.
Apartment in Morriston
4.95 out of 5 average rating, 170 reviews

Heaven on a horse farm !

Shelby Rating, 5 stars4 months ago
This was our third stay on their property. It was our second stay at this particular one. It's always clean. The beds and pillows are comfortable. The property and area is beautiful and peaceful. Close to major city like Gainesville but far enough from the traffic and noise. The host is amazing. They leave fresh amazing eggs from their chickens and candy that we always enjoy! They also leave some sodas and other things there for enjoyment. Their showers have nice shampoos and water flow. I would highly recommend any of their places on this property! We plan to stay again. Thank you!
Superhost
The exterior of the home features a spacious driveway, paved in light-colored bricks, leading up to an attached garage with an ornate door. A well-maintained lawn with green grass and palm trees is visible, complemented by a clear blue sky filled with clouds.
Home in Kissimmee
4.79 out of 5 average rating, 102 reviews

View the Disney fireworks from your pool!

AlexRating, 5 stars4 months ago
This is the second time I've stayed at Mrs. Judy's and both times have been wonderful. I can't say enough good things about the house or our hosts. I plan on staying here every time I'm in the area. I would highly recommend this place to anyone traveling to the Kissimmee Orlando area. Plus you can't beat hosts like Mrs Judy and Mr Harlan.
Top guest favorite
A wooden rocking chair is positioned on a covered porch, adorned with a colorful blanket. A welcome sign is visible nearby, with decorative fish hanging from the window. A standing fan provides comfort, while tiled flooring contributes to a cozy atmosphere.
Home in Homosassa
4.98 out of 5 average rating, 115 reviews

Chassahowitzka River Cottage

KaterynaRating, 5 stars2 weeks ago
A perfect peaceful escape! The cabin was tucked away in a beautiful, serene spot and had everything we needed for a relaxing stay. Loved the attention to detail and thoughtful touches. Joanne was kind and easy to reach. We’ll be back!

Family-friendly home rentals with a pool

Guest favorite
The open living area features a large sectional couch in a neutral tone, arranged for comfort. High ceilings enhance the space, while a vibrant turquoise accent wall and themed artwork add color. A wall-mounted TV and decorative elements complement the coastal ambiance.
Villa in Kissimmee
4.92 out of 5 average rating, 111 reviews

Just Renovated+Private Salt Pool/Spa+5mi to Disney

MaggieRating, 5 stars2 weeks ago
Exactly as described. Nice, spacious, and clean. Convenient and easy drive to many attractions … everything under 25 minutes. We ate in Disney Springs and Celebration… easy drive. Pool was perfect temperature heated. Nice pool and hot tub… with nice outdoor furniture. Hosts were very responsive. Would definitely stay there again.
Guest favorite
A heated pool is enclosed in a screened lanai, featuring a modern design with clear water reflecting evening lights. Surrounding areas are adorned with soft lighting, enhancing the relaxing ambiance. The pool deck is finished in smooth tiles, providing ample space for lounging.
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.
Guest favorite
A circular fire pit area is surrounded by six blue adirondack chairs, set on a stone patio. Lush greenery and colorful plants frame the space, with a view of the house and pool area in the background. Sunlight brightens the inviting outdoor gathering spot.
Home in Clermont
4.92 out of 5 average rating, 108 reviews

Spacious Bungalow with Private Pool and Courtyard

RobinRating, 5 stars1 week ago
We had the best time. We loved the sun room. we stayed in there the most. Would definitely rent again
Superhost
A water play area is seen beside a resort-style pool, featuring colorful slides, interactive water features, and a large water bucket. Brightly colored structures are surrounded by palm trees and lounge chairs, creating a fun environment for families.
Townhouse in Kissimmee
4.84 out of 5 average rating, 110 reviews

Majorca Paradise: Townhome Near Magic Disney

Justin KyleRating, 5 stars1 month ago
Beautiful location, felt safe, plenty of space and the kids enjoyed the pool
Guest favorite
A welcoming entrance area includes a small table with a lamp and two white chairs adorned with orange cushions. A framed artwork adds a touch of color, leading towards a spacious dining area visible in the background.
Home in Kissimmee
4.89 out of 5 average rating, 130 reviews

Remy's Refuge: Stylish 4BR - 10 min to Disney!

MarthaRating, 5 stars2 days ago
We really enjoyed our stay! The house had plenty of room for all of us. The view was amazing outback. It was peaceful and quiet. Amanda and Trevor were very quick to answer any questions.
Superhost
A vibrant splash pad features colorful water features, including buckets and fountains. Surrounding palm trees and sun loungers create a refreshing environment. The clear blue sky complements the serene water area, designed for family fun and relaxation.
Townhouse in Kissimmee
4.83 out of 5 average rating, 173 reviews

Spacious home with private pool in gated resort

MiguelRating, 5 stars4 weeks ago
We loves the space but didn't realize that we have to pay extra to use the grill.
Superhost
A guest bathroom is presented with a neutral color palette, featuring a single vanity with a sink and ample counter space. A large mirror reflects the area, while green towels hang neatly on a rack. A shower is visible through a glass door.
Townhouse in Kissimmee
4.79 out of 5 average rating, 170 reviews

Amazing family home with pool near Disney

ElizabethRating, 5 stars2 months ago
We had a great time, it is prepared considerately for guests and was close (20 min drive) to disney world where we went every day.
Superhost
An inviting pool area features a crystal-clear swimming pool, surrounded by a screened enclosure. Comfortable seating options are visible in the background, along with outdoor tables covered with dark linens. The calm water reflects the sky, enhancing the serene atmosphere.
Home in Inverness
4.78 out of 5 average rating, 110 reviews

3br POOL, Fenced, near Downtown & Trails

DavonRating, 5 stars1 week ago
This was a lovely stay I had NO ISSUES what so ever and the host was very welcoming and friendly I’d definitely recommend this stay for anyone

Quick stats about vacation rentals that are family-friendly in The Villages

  • Total rentals

    710 properties

  • Nightly prices starting at

    $30 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