Family-friendly vacation rentals in Lady Lake

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Lady Lake family-friendly rentals

Family-friendly home rentals with a hot tub

A spacious living area features a light-colored sofa and two accent chairs, arranged around a woven area rug. Large windows allow natural light to fill the room, showcasing a view of the serene outdoors. Hardwood floors extend throughout the space.
Cottage in Yalaha
4.83 out of 5 average rating, 76 reviews

3BR/2BA Charming 1920's Lakefront Estate + Hot Tub

JaclynRating, 5 stars3 months ago
My family was looking for a quiet weekend getaway and this lake house was the perfect place for us! The lake views from the living room were spectacular. The house was charming and comfortable. It had everything we needed and more! The peacocks roamed the yard throughout the day and were a pleasant sight to see. The dock was enjoyed by the whole family! We watched beautiful sunsets. My sons used the kayak. We fished for crappie and caught a few! We brought our small fishing boat and cruised around Lake Harris. We made our way to the famous Dora Canal. The boat launch is minutes away from the house. We walked to the delicious bakery a mile away for morning coffee and pastries. The host was so helpful and available to answer any questions we had. We enjoyed our stay at this charming and serene lake house!
Guest favorite
A spacious sleeping area features a high, peaked ceiling, accented by soft blue walls. A king bed is adorned with plaid bedding, flanked by two bedside tables with lamps. Light filters through layered curtains, enhancing the serene ambiance of the room.
Home in Inverness
4.94 out of 5 average rating, 33 reviews

Private fenced pool home/dog friendly

SharonRating, 5 stars1 month 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+++
Top 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, 113 reviews

Spacious Bungalow with Private Pool and Courtyard

RachelRating, 5 stars4 weeks ago
We had a wonderful stay while visiting my mom in Clermont. This home is spacious and spotless with an absolutely dreamy enclosed porch that's perfect for relaxing and reading. The home's courtyard is full of beautiful florals and greenery, it felt like coming home to a garden paradise! Katelynn was a responsive and thoughtful host; the house was meticulously organized and prepared so guests would have everything they could possibly need, including a cooler and beach tote for outings. So thoughtful! Thank you for everything, Katelynn, we hope to return soon!
Guest favorite
The screened-in patio features a refreshing pool with a tiled edge and a calming blue hue. Lounge chairs are positioned for relaxation, alongside a dining table. A hot tub and BBQ grill are visible in the background, completing the inviting outdoor space.
Home in Lady Lake
4.92 out of 5 average rating, 61 reviews

CENTRAL FLORIDA LUXURY ESTATE

JanaRating, 5 stars4 months ago
Gino was a fantastic host! Great location for our family to visit with relatives who live in the Villages.
A single-story villa is displayed with a light beige exterior and a neatly paved driveway. The two-car garage is situated on the left side, while manicured hedges and green grass create an inviting approach to the front entrance.
Home in The Villages
4.74 out of 5 average rating, 148 reviews

3 bdrm 2 ba fully furnished!

JackieRating, 5 stars5 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
An open layout is presented, featuring a bright kitchen area with white cabinetry and a dining space highlighted by a bar with seating. A cozy sitting area is visible, furnished with a light-colored sofa and a patterned armchair, complemented by natural light from large windows.
Apartment in Eustis
4.87 out of 5 average rating, 31 reviews

Cozy Apartment Near Downtown Eustis

LatishaRating, 5 stars39 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!
Top guest favorite
A serene view of Little Lake Weir is showcased, with smooth sandy beach lines meeting calm waters. Lush green grass stretches across the foreground, while palm trees and a shaded gazebo provide a peaceful setting for relaxation.
Home in Ocklawaha
4.93 out of 5 average rating, 61 reviews

Luxury Lakeweir Lakehouse white sandy beach & dock

WestonRating, 5 stars4 weeks ago
Stayed at this lakehouse many times over the past few years and it never disappoints. Great house, location, and host! Best place to make awesome memories and enjoy the lake!
Superhost
A bedroom is depicted featuring a spacious bed adorned with a striped blanket. Two decorative pillows accentuate the headboard. A lamp stands next to the bed, casting a warm glow. A dresser with a mirror and framed artwork adorn the walls, enhancing the room's comfort.
Condo in Orlando
4.78 out of 5 average rating, 255 reviews

Gated Condo minutes to Parks 2/2 with amenities

JulienRating, 5 stars1 month ago
It was an excellent stay that exceeded expectations both the Airbnb and the location - I will definitely be staying again.

Family- and pet-friendly home rentals

A single-story home with a light-colored exterior is featured. The front porch is screened and includes seating. Neatly maintained landscaping surrounds the entrance, consisting of low shrubs and gravel accents. A palm tree stands nearby, under a partly cloudy sky.
Home in The Villages
4.92 out of 5 average rating, 26 reviews

One bedroom Villa

DaleRating, 5 stars35 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.
Superhost
A single-story home is framed by a white picket fence, creating a welcoming entrance. The property features a well-maintained front yard with lush greenery and a variety of plants, while a large tree provides shade. An American flag is displayed, enhancing the inviting atmosphere.
Home in Dunnellon
4.9 out of 5 average rating, 88 reviews

Pet friendly use of kayaks great dock, screen room

SandraRating, 5 stars12 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!
The exterior of a single-story house showcases a blend of soft orange and brown hues. Two grand front arches frame the entrance. Lush greenery and colorful flowers adorn the walkway, complemented by manicured grass and large trees in the background, under a clear blue sky.
Home in Clermont
4.8 out of 5 average rating, 15 reviews

Charming Country Retreat Home in Clermont.

SeanRating, 5 stars2 months ago
The stay is quite nice, close enough to Clermont for most things, but far enough that it feels more rural. Outdoor area is spacious and the fire pit is great. The interior felt smaller than the pictures let on, but there's plenty of room to settle in and feel at home. The owners were very friendly, and in our lengthy stay, we had the opportunity to converse with them on various occasions as they maintained the outdoor space (our 9 y/o even got to help water a little, which he greatly enjoyed).
Guest favorite
A spacious backyard is featured, featuring a fire pit surrounded by four wooden chairs. Soft outdoor lighting enhances the ambiance, with a cozy bungalow visible in the background. Mature trees offer shade, creating a serene outdoor space for gatherings.
Bungalow in Brooksville
4.85 out of 5 average rating, 95 reviews

Highland House 🐶

KatieRating, 5 stars3 months 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!
Top guest favorite
A bright living area features a comfortable sofa with a pink throw and decorative pillows. An armchair with a patterned fabric complements a rustic coffee table. Two windows allow natural light to fill the room, which is adorned with framed artwork and a colorful area rug.
Apartment in Morriston
4.95 out of 5 average rating, 176 reviews

Heaven on a horse farm !

JaclynRating, 5 stars1 week ago
We loved the location and being on the horse farm! The apartment was clean, communication was great and if you’re going to a wedding at Andalusian Oaks, it’s very close by.
Superhost
The entrance to Happy Acres Ranch is marked by a welcoming sign and a gated entryway. Lush green grass surrounds the entrance, providing a sense of openness. A tree-lined landscape fills the background, offering a glimpse of the expansive ranch property.
Apartment in Dunnellon
4.83 out of 5 average rating, 191 reviews

Happy Trails Lodge, SLEEPS 6

SherylRating, 5 stars32 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.
Guest favorite
A spacious living area features a large sectional sofa facing a wooden entertainment unit with a television. Natural light enters through window treatments, illuminating the room. Two comfortable armchairs are arranged around a circular coffee table, with views of the surrounding park visible through the windows.
Home in Apopka
4.94 out of 5 average rating, 191 reviews

Wekiva Springs 5br 4 ba, spacious & lovely home

ClaryRating, 5 stars3 weeks ago
Spacious and comfortable home! Stayed here to attend a family wedding. It was a singularly perfect choice with a beautiful park in the backyard where we took photos. The house is so big! Our family of 6 had space to spread out and relax. Beautiful and peaceful neighborhood. Highly recommend. Michele was absolutely perfect and responsive. Would return to the area, many beautiful parks!!
Superhost
The living area features a light-colored sofa and a dark-colored couch, complemented by a wooden coffee table. A green accent wall adds a pop of color. Two stylish pendant lights hang from the ceiling, illuminating the space. The kitchen area is visible in the background.
Condo in Orlando
4.52 out of 5 average rating, 434 reviews

Newly remodeled! Condo in Center of All The Action

MarleneRating, 5 stars2 weeks ago
It's an excellent option near the parks, especially Orlando. We were 15 minutes away! Super accessible and comfortable. Plus, it's pet-friendly, which makes it a plus beyond anything else in the area. I would definitely come back.

Family-friendly home rentals with a pool

Guest favorite
A red electric golf cart is parked on a paved driveway in front of a single-story home with a light gray exterior. Trimmed bushes line the driveway, and a small front yard is visible, with a light post marking the pathway to the entrance.
Home in The Villages
4.98 out of 5 average rating, 66 reviews

NEWLY Available April, 2025

AnthonyRating, 5 stars12 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 stars4 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!!
Top guest favorite
The living area features a comfortable couch and two armchairs, with a glass coffee table placed on a textured rug. A large television is positioned on a stand, and light streams in through the nearby window, enhancing the bright and inviting space.
Villa in The Villages
4.96 out of 5 average rating, 55 reviews

Firefly Cottage with Golf Cart - Great Location

GregRating, 5 stars2 weeks ago
Really excellent place this. Has everything you need and probably more. Good bikes, Golf Cart, extensively equipped kitchen. Also great value for money. Will definitely return but likely yo be booked up. You need to move fast
Villa in Inverness
4.86 out of 5 average rating, 42 reviews

Luxury villa with solar heated pool

StephanieRating, 5 stars6 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.
Superhost
A large pool area is surrounded by a screened enclosure, featuring a swimming pool with a light blue edge. Multiple white lounge chairs are placed neatly along the brick patio, while a shaded seating area is visible in the background.
Home in Orlando
4.66 out of 5 average rating, 111 reviews

Orlando Home with pool

SamanthaRating, 5 stars4 months ago
Lovely spot for a family with a baby in a very convenient and safe location! The home itself was very clean with great amenities. The weather was not the greatest, so we didn’t get to take advantage of the pool, but I’m looking forward to returning in the future for another Disney trip.
A single-story ranch-style home is displayed with a manicured lawn and a concrete driveway. A golf cart is parked nearby, and the front porch features a covered area with chairs. The exterior features a combination of light siding and dark window awnings.
Home in The Villages
4.71 out of 5 average rating, 14 reviews

Spacious Ranch, Center of The Villages - Golf Cart

ChristopherRating, 5 stars18 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.
Guest favorite
A single-story home features a light blue exterior, with a white picket fence surrounding the front yard. A neatly manicured lawn is complemented by decorative shrubs and a small tree. A attached garage is visible on the left side of the driveway.
Home in The Villages
4.95 out of 5 average rating, 65 reviews

Home away from home in The Villages

JosephRating, 5 stars2 months ago
Michaels place is located just a 6 minute cart ride away. The Recreation center and adult pool are well within walking distance. All of the neighbors are very friendly.
Top guest favorite
Home in Orlando
4.95 out of 5 average rating, 325 reviews

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

AmberRating, 5 stars1 month ago
this family is beyond accommodating. I don't typically do airbnbs with the in home post this was the first for me. They are very accommodating and welcoming. They made me feel right at home and like part of the family. Their home is clean and very well decorated. If I am ever in the area again I would stay there without hesitation. They do have dogs which for me was great. But if you are uncomfortable with them I am sure they would make sure that you do not have to interact with them. But for me the dogs made it feel more like home. I cannot say enough nice things about this family and how accommodating and friendly they are. If you're unsure about staying with an in home host I would urge you to stay with this family. You won't regret it. Just like their ad says you will be staying with friends you just haven't met yet. Cannot recommend this location enough.

Quick stats about vacation rentals that are family-friendly in Lady Lake

  • Total rentals

    110 properties

  • Nightly prices starting at

    G$10,460 GYD before taxes and fees

  • Total number of reviews

    2.1K reviews

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with a pool

    50 properties have a pool

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

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