Family-friendly vacation rentals in Lady Lake

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Top-rated family-friendly rentals in Lady Lake

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

A covered porch features a small wooden table with two chairs, alongside a cushioned sofa. Decorative cushions adorn the seating area under natural light filtering through multiple windows. Textured walls and a neutral area rug enhance the inviting space, promoting relaxation.

Home in Orlando

4.88 out of 5 average rating, 205 reviews

Charming Orlando Cottage - Close to Everything!

This charming 1920's cottage is the perfect retreat for either a brief stay visiting all that Orlando has to offer, or could be a quiet escape to stay for a few months working remotely. The home has one king size and one queen size bed, a separate office if you are needing to work out of the home. It's a private space but on a larger piece of property that also has two other homes and shares access to a beautiful lake - which our guests are welcome to use! Inquire for different terms available.

Guest favorite

The cabin is surrounded by lush greenery, positioned on a private peninsula. A spacious deck with seating faces the water, offering a serene view of the canal. Natural light filters through the trees, illuminating the inviting structure.

Cabin in Floral City

4.97 out of 5 average rating, 125 reviews

Private Waterfront Cabin Retreat with Kayaking

Your private retreat on an acre nestled on a canal to the Withlacoochee River, wrapping around 2 sides of the property. Relax on your porch overlooking the water as you watch the birds and deer play. Kids will love the tire swing, toys such as Lego, Lincoln logs, pool table and ski ball. Kayaks available to our guests awaiting adventure. Bond around the fire pit, walk the trails, lounge in the hammocks, and fish on the dock. Setup the big screen to watch a movie. Welcome to your get-a-way!

Top guest favorite

A comfortable living area features a dark leather sofa, a wooden coffee table, and a dining table with chairs. Bright light filters in from the outdoor patio, revealing lush greenery and a seating area beyond the sliding glass doors adorned with a vibrant red umbrella.

Guesthouse in College Park

4.97 out of 5 average rating, 434 reviews

The Coach House- 2 bedroom/3 bath Orlando Getaway!

Pet-friendly 2 Bedroom/3 Bath House. Designed by renowned architect James Gamble Rogers II, the house is a 25-minute drive ($23 Uber) from the MCO Airport. Nestled in the heart of Orlando's College Park district, it is an oasis just moments away from Downtown Orlando: nightlife, museums, and funky art and music scene. Take a 25-minute drive into Disney, Universal, or The Outlets. Uber/Lyft/Walk to nearby trendy restaurants, museums, theaters, boutique shopping, and our craft beer scene.

Top guest favorite

A cozy living area is displayed, featuring a wooden bookshelf filled with books and decorative items. Natural light filters through blinds on multiple windows. A comfortable leather chair and a small table with a lamp provide a welcoming reading space.

Home in Maitland

4.94 out of 5 average rating, 163 reviews

Orlando area pool home in Maitland

Everyone finds our home fun & relaxing. We are close to tons of restaurants & shopping. Only 1 mile from the intersection of I-4 & 414 (Maitland Blvd). Home, it is fully stocked. Plus a gas grill. Towels & linens provided. Games and toys for all ages. Pets are welcome with pet fee. Guests have private use of property, 2 bedrooms & 2 full baths and all living areas, back yard and porch with pool . There is an optional third bedroom available for an additional $35 a night fee.

Superhost

A rectangular pool is surrounded by a screened enclosure, offering a clear view of the turquoise water. The pool features built-in steps and railings for easy access, while smooth concrete provides a clean area around the perimeter.

Home in Inverness

4.78 out of 5 average rating, 110 reviews

3br POOL, Fenced, near Downtown & Trails

No Parties or Events!! 3 bedroom, 2 bathroom pool home close to downtown, parks, trails and race track. Big screen TV's, comfortable seating, memory foam mattresses, plenty of extra blankets and pillows, high speed internet & TV. The master bedroom has a king size bed, the two other bedrooms have queen sized beds. All beds have memory foam mattresses Conveniently located half a mile from Withlacoochee State Trail. A short drive to Crystal River and Fort Island Beach.

Guest favorite

A charming outdoor area showcases a wooden swing positioned beside a lush, flowering hedge. A gated entrance hints at the inviting space beyond, while gravel pathways and plants enhance the rustic setting.

Cottage in Brooksville

4.94 out of 5 average rating, 457 reviews

The Shebeen on Irish Acres, A Country get away ...

While we are within a stones throw of restaurants, beach, Bike trails, Fishing, scalloping and manatee season get away, Racquetball court,Haunted House, and U-Pick when in season. You will love the The Shebeen a small Irish cottage; on a working farm . The ambiance, the outdoors space, the night sky, awaken to the rooster call in the morning, a walk along a quite country road, in all very enchanting for those that wish to spend some time on the farm away from it all.

Top guest favorite

The bathroom features a dual-sink vanity with a dark granite countertop and glass vessel sinks. A large mirror enhances the space, while a shower curtain with a tree design adds a natural touch. White tiles and soft lighting create a bright, welcoming atmosphere.

Home in Dunnellon

4.96 out of 5 average rating, 149 reviews

Palm Waters Riverhouse

Peaceful, pet-free 4/3 family getaway or work retreat on the a quiet part of the Rainbow River. Nestled in nature but minutes from restaurants, grocery and antique stores. Relax on the dock, expansive deck, screened porches or around a camp fire. Abundant outdoor activities including tubing, paddling, fishing, snorkeling, biking, etc. Pls note, 10 people max. For parties of 7+, there is a fee to unlock the 4th bedroom. No pets, no smoking, no parties or events.

Top guest favorite

Cabin in Ocklawaha

4.98 out of 5 average rating, 182 reviews

VERY BEARY CABIN on Crystal Lake

Bring Fido only $25 per stay/Whole House "Very Beary Cabin" is a 2100 Sq Ft split level nature lodge style cabin plus glamping A Frame on natural spring fed, sand bottom Crystal Lake and it is a Certified Wild Life Habitat. Fully renovated in a knotty pine cabin bear theme. It includes private lower level lockout "Outdoorsman's Suite", a total of 3 bedrooms plus pullout. Plus a bonus Glamping A Frame "The Cub House" is included on the property with all stays.

Guest favorite

A comfortable living room features a cozy arrangement of cream-colored sofas with purple accent pillows. A glass coffee table sits atop a patterned rug, while a brick fireplace is highlighted by soft candlelight. Two sheer curtains frame the windows, allowing natural light to fill the space.

Home in Mount Dora

5 out of 5 average rating, 166 reviews

UPSCALE DOWNTOWN VINTAGE 3/2 HOME

*SPECIAL SUMMER RATES* 2 blocks from downtown boutiques, restaurants, museums, parks, marina, etc. in historic downtown Mt. Dora. Newly renovated home with fully equipped kitchen w/granite bar & stainless appliances; a/c sun porch w/dining; large master suite with King; 2nd BR with Queen and central bdrm/study w/desk & daybed (2 twins); 55" and 32" flat screen TV''s, cable & WIFI; Laundry room w/washer and dryer; Rear outdoor patio.

Guest favorite

The exterior of the house features a yellow facade with red and white striped awnings above the windows. A wooden picket fence surrounds a small garden area, enhancing the home's charm. Lush greenery and Spanish moss frame the property, creating a serene atmosphere.

Bungalow in Mount Dora

4.91 out of 5 average rating, 308 reviews

Historic! Ladybug Bungalow in Downtown Mt. Dora

My place is close to Downtown Mount Dora and all the amenities of the beautiful waterfront historic city. You’ll love my place because of the proximity to downtown Mt. Dora - a quick walk. My place is good for couples, solo adventurers, business travelers, families (with kids), and furry friends. $75 pet fee per pet. (2 pets max) Payment request will be sent after booking. This will help to keep Ladybug a pet friendly home!

Top guest favorite

The two-story house features a light grey exterior with black shutters and a welcoming entryway. A decorative red star is positioned above the door. A small patio area with a table and two chairs is located under a covered porch, surrounded by green grass and landscaping.

Cottage in Tavares

4.95 out of 5 average rating, 109 reviews

Eagles nest

This 1600 Sq foot two story house was recently remodeled with new paint, flooring, appliances and furnishings. The house is not child proof and therefore do not accept children under the age of 12. Downstairs consists of a kitchen, half bath, family room with dining room table and large screen TV. Upstairs is a spacious master bedroom with sitting area and TV and large closet, second bedroom, study and full bath with tub.

Superhost

Home in Dunnellon

4.88 out of 5 average rating, 200 reviews

🎣Withlacoochee Riverfront A-Frame🦆Boardwalk-Dock🐊

A-Frame modern home located on hundreds of acres of protected wetlands privately accessed via the 250’ boardwalk from the house. Private dock on the Withlacoochee River backwaters access Rainbow River and Lake Rousseau from house by boat. Community boat ramp 3 doors down. 2 bedrooms 1.5 baths each has it’s own walk out deck. Hot tub on lower deck. No pets. Leave no trace!