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

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, 32 reviews

Private fenced pool home/dog friendly

DavidRating, 5 stars8 months ago
Jennifers place was even better than the photos. She really thought of everything. My family enjoyed our stay tremendously and highly recommend staying there.
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
The exterior of a two-story house is showcased, featuring a light green facade with red window frames. Sunlight filters through trees, creating dappled shadows on the lawn. A stone pathway leads to the entrance, surrounded by low greenery.
Home in Longwood
4.73 out of 5 average rating, 90 reviews

Spacious and relaxing Home - Longwood, Florida

MarkRating, 5 stars1 month ago
The house is on a secluded road with lots of privacy which we enjoyed. The lot itself is wooded and the property is beautiful. Our families spent every evening sitting at the picnic table in the front yard enjoying several bottles of wine. The house has two bedrooms upstairs that share a bathroom. The upstairs bedrooms have AC window units. There are three bedrooms downstairs, each with a private bathroom. The main AC kept the downstairs very cool. The bedroom to the left as you enter the house is sunken (~10 inches). The bedrooms, bathrooms, and house itself were all very clean. No hand soap was provided. There was one hairdryer and an iron for use. One towel and washcloth per person provided. No hand towels or dish towels, which was unexpected. Due to some rickety steps, you must go around the house from the front to get to the backyard. If we were to go back to Longwood for another large family gathering, we would rent this home again. We do recommend it to others.
Superhost
A bright bathroom features light-colored cabinetry and a spacious sink area. A white curtain separates the shower from the rest of the room, which includes grab bars for accessibility. The floor is tiled with a neutral pattern, enhancing the clean and functional design.
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 favorite
Townhouse in Orlando
4.71 out of 5 average rating, 117 reviews

4 Rooms, Lake, Pool, Hot Tub, Bocce Ball, Putting

RichardRating, 5 stars4 days ago
amazing communication, beautiful property, cant wait to reutrn.
Guest favorite
A modern bathroom features a walk-in shower with glass doors and stone tile. A stylish round mirror reflects soft lighting, while a sleek vanity with a vessel sink offers a functional space. Neutral tones create a clean and inviting environment.
Home in Ocklawaha
4.93 out of 5 average rating, 60 reviews

Luxury Lakehouse, boathouse & white Sandy Beach

DorendaRating, 5 stars1 week ago
We have stayed at Taylor’s house before and are never disappointed. It’s one of our favorite vacation spots!
Guest favorite
A clear, tranquil spring with vibrant green waters is surrounded by lush greenery. Several people are enjoying the water, while a couple of individuals sit on a concrete edge, facing the spring. Scenic viewing areas are visible along the water's edge.
Camper/RV in Fort McCoy
4.86 out of 5 average rating, 315 reviews

5 local springs, Gated Resort in Ocala Forest

EvaRating, 5 stars2 weeks ago
Salt Springs Resort is definitely a fun little community where folks reside and use golf carts. The pool was nice the resort is friendly and it's A GREAT VALUE. I had a great time and people are smiling and happy laid back. The springs are across the street and chg $12 a person to enter. Well worth it!!
Superhost
A well-maintained tennis court is enclosed by a green chain-link fence. The court surface exhibits distinct color markings, set against a backdrop of lush greenery and the community buildings in the distance.
Condo in Orlando
4.79 out of 5 average rating, 251 reviews

Gated Condo minutes to Parks 2/2 with amenities

DaveRating, 5 stars1 week ago
Comfortable, close to everything and very clean!! Will definitely book again

Family- and pet-friendly home rentals

Superhost
A bathroom entrance features a glass door adorned with a colorful flamingo and tropical leaves. The surrounding walls are tiled in light shades, complementing the vibrant artwork. The space is bright, creating a cheerful atmosphere in this unique tiny house.
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
Superhost
A comfortable living area features a mix of seating options, including a cozy couch and an armchair. A round dining table is positioned nearby. Glass French doors allow natural light to fill the space, leading to an outdoor area. Decorative artwork enhances the walls.
Cabin in Fort McCoy
4.86 out of 5 average rating, 14 reviews

Carlies Cabin nestled in the pines and oaks.

JohnRating, 5 stars6 months ago
We found this location as we were needing to evacuate the Tampa area ahead of hurricane Milton. Our host was very friendly, accommodating, and hospitable!
Guest favorite
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 favorite
A clean bathroom is presented, featuring a shower area with a white curtain that provides privacy. A small cart holds toiletries and towels, while a dark blue rug adds a touch of color to the space. Natural light may enter from the door area.
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 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!
Top guest favorite
A rustic lodge is nestled among large, mature oak trees, providing natural shade. The exterior features a combination of wood and gray siding, with a screened-in porch visible. A pathway leads up to the lodge from the grassy area, enhancing the serene ambiance.
Farm stay in Bunnell
4.84 out of 5 average rating, 43 reviews

Secluded Waterfront Lodge on Florida Cattle Ranch

MatthewRating, 5 stars3 months ago
I recently returned from another incredible stay at Double C Ranch, and I can't recommend it enough! This marks my fifth year at this wonderful Airbnb, and it has truly become a cherished tradition for me. Dalton and Britney are amazing hosts who go above and beyond to ensure a memorable experience. The house itself is rustic with a charming outdoors hunting style, perfectly nestled in the woods on an active farm. It strikes the perfect balance of being rustic yet exceptionally well-kept and clean. If you're looking for a peaceful getaway, this is the place to be! The property offers great fishing opportunities at the creek right behind the house, which is a highlight of my visits. I've also enjoyed several guided tours with Dalton, who is knowledgeable and passionate about the area. Every year I come back, I feel warmly welcomed, and I truly appreciate how they make things happen to enhance our stay! See you guys next year Matt PMF South Florida
Guest favorite
A well-lit bathroom features a bathtub with a shower, adorned with a colorful polka dot shower curtain. A mirror above the sink reflects the space, and neatly folded towels are arranged beside the sink. The counters display toiletries, enhancing functionality.
Home in Apopka
4.94 out of 5 average rating, 188 reviews

Wekiva Springs 5br 4 ba, spacious & lovely home

SamanthaRating, 5 stars4 weeks ago
This place was perfect for our trip. It was conveniently located near our destination and had ample space for everyone. We’ll definitely be looking for this place again whenever we visit the area.
Guest favorite
Home in Clermont
4.93 out of 5 average rating, 204 reviews

Lake Front Home with private Dock on Lake Louisa

JackieRating, 5 stars1 month ago
This is one of my favorite places I’ve ever stayed! It was the perfect spot for a girls’ weekend getaway trip. Plenty of space and really comfy furniture. Relaxing and peaceful atmosphere. The location right on Lake Louisa was better than I could’ve imagined and even prettier than the photos. I loved this place so much I’ve already booked another stay to bring my husband and daughter! Very close to downtown Clermont which has such a cute shopping area and fantastic little cafes and delis.

Family-friendly home rentals with a pool

Superhost
A private backyard area features a clear blue pool surrounded by green grass and shaded by lush trees. Lounge chairs are positioned around the pool, while a hammock is tucked under a nearby tree, providing a perfect space for relaxation.
Home in Orlando
4.92 out of 5 average rating, 50 reviews

POOL HOME- DOWNTOWN ORLANDO - PRIVATE - RETREAT

AnnaRating, 5 stars75 months ago
Clean, cozy house. As described. The outdoor space is amazing! We loved the screened in porch and the pool area.
Top guest favorite
Apartment in Winter Park
4.97 out of 5 average rating, 194 reviews

Just 3 Blocks to Shops/Restaurants on Park Ave!

GlissaRating, 5 stars1 day ago
This place was simply regal! Christopher was fast to respond. Thanks for the muffins, juice and creamer. That was the icing on the cake. Everything was beautiful and so was Harold ( co- host). Hope ti visit again soon. Glissa
Guest favorite
A spacious pool area is enclosed with a screen, showcasing a clear blue water pool and a separate hot tub. Light reflects off the water, while the open doorways lead to a living area in the background. Sun loungers are arranged around the poolside.
Apartment in Sorrento
4.93 out of 5 average rating, 338 reviews

Quiet Neighborhood in the Country

AllisonRating, 5 stars2 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!
Top guest favorite
A spacious living area is designed with a large sectional sofa, complemented by decorative pillows. A ceiling fan provides airflow, while a wall-mounted mirror enhances brightness. The kitchen features dark cabinetry and seating at the counter, visible in the background.
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.
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, 51 reviews

Firefly Cottage with Golf Cart - Great Location

LindaRating, 5 stars2 weeks 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!
Superhost
An enclosed swimming pool area features a clear blue pool surrounded by a spacious deck. Multiple lounge chairs are positioned along the perimeter, providing seating options. The area is covered by a mesh screen, allowing natural light while ensuring an insect-free environment.
Home in Orlando
4.66 out of 5 average rating, 111 reviews

Orlando Home with pool

SamanthaRating, 5 stars3 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.
Top guest favorite
A spacious floor plan is displayed, showcasing a living area furnished with a large sofa and entertainment unit. Two bedrooms are positioned adjacent to the main area. A dining table is placed near the kitchen, while a garage and patio add convenience to the layout.
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.
Superhost
A tennis court is enclosed by a green chain link fence, with vibrant green and red playing surfaces visible. In the background, a cluster of buildings is visible under a clear blue sky, complemented by scattered clouds and surrounding greenery.
Condo in Orlando
4.51 out of 5 average rating, 430 reviews

Newly remodeled! Condo in Center of All The Action

JohnRating, 5 stars1 month ago
Great property and location!

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

  • Total rentals

    110 properties

  • Nightly prices starting at

    ﺩ.ﺇ184 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

Destinations to explore