
Family-friendly vacation rentals in Leesburg
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Leesburg
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Redbird cottage and farm. Equestrian lake cottage
Step back into “Old Florida” charm at this updated 1968 lake cottage, on a 7-acre equestrian farm. Secluded from main roads yet just minutes from downtown Mount Dora and Eustis, this peaceful retreat offers the perfect blend of rustic serenity and comfort. Located on a lake that offers direct water access. Campfires are welcomed, and the tranquil setting is made even more magical by the sight of horses. Inside, you'll find cozy touches and comfortable furnishings, including pillow-top mattresses

Horse Farm & (2) Tiny Homes to choose from
Rest & Relaxation at its finest! This Tiny Home is set to impress! Add on the natural beauty of the rolling hills of Howey, with some of Thee most impressive sunsets over the water & this becomes an Incredible Unique Stay! After sunset, enjoy a nice campfire in your firepit (wood avail) as you STARGAZE into the night! This Tiny Home is fully equipped with ALL of your needs. On the back 3 acres of property, from which you will have your own Golf Cart to travel to/from our Designate Parking Area.

Cozy Lady Lake Guest House
Private guesthouse in a quiet, rural area of Lady Lake. 1 bedroom, 1 bath, furnished with pool privileges. Kitchen, dining bar, living room and sunroom. Sunroom opens to the pool deck and sparkling blue pool, which is completely privacy-fenced in a common area shared with the owners. Suitable for 1 or 2 adults. Central heat and air, 40” Smart Television , WiFi, washer and dryer. Bed linens and bath towels provided. Kitchen with full sized refrigerator/freezer ice maker and electric stove.

Silver Lake Guest Pool House Very Private !
The Silver Lake Pool Guest house Is your home away from home 1400 sq feet plenty of room! The pool house is a peaceful place to relax or take a swim in a large salt water pool . Mt Dora Tavares, Eustis 10 to 15 minutes away from Pool house Forty five minutes Daytona, Tampa Smyrna beach and parks Minutes from grocery stores restaurants malls Full kitchen also grilling. We are happy to help you with your needs ! Home is great for couples families, solo adventurers, and business travelers

Tiny Home Near the Springs
Fresh air and back to nature. Imagine a tiny but comfortable hotel room in a rural setting. You'll hear roosters crow as the sun rises. Take a walk on a moonless cloudless night, and you may see stars. This 190 sq. ft. tiny house is a ten minute drive to either Rock Springs or Wekiva Springs, a four minute bike ride to the West Orange Trail which runs for 22 miles, and a 15 minute drive to the Lake Apopka Wildlife Drive. The major theme parks are a 30 to 45 minute drive, depending on traffic.

Lovely Meadow Farm Cottage
This lovely farm cottage can be found in a secluded meadowland under various oaks and pines along a natural cypress dome. Spectacular star lit night skies accompanied by hooting owls, whippoorwills, and fire flies make for an unforgettable camp fire atmosphere. Amenities include an outdoor shower, washer, dryer, barbecue, fire pit, fishing and outdoor wrap around patio. Ponds, canals, and Florida wetland host a variety of birds, mammals, fish and reptiles including the Florida gator.

Waterfront Cottage on The Harris Chain in Leesburg
Cozy waterfront cottage on Haynes Creek. Whether its relaxing, fishing from your own dock, boating the Harris chain, paddle boarding, birdwatching, use our kayaks or pedal boat, or exploring the nearby towns and springs... we have it all. Fully equip kitchen, outdoor grilling area, wifi and cable, parking, laundry, gas fire pit on your private deck, boat parking at your dock or book a tour with Monster Bass fishing. Walkable to nearby stores or Gator Bay for a drink, meal, or music!

Duck Haven - Wildlife Sanctuary - 5 miles to I75
Have you ever wanted the opportunity to feed an egg to a fox? Or feed a lemur? Hand feed a deer or sheep? Dance with a cockatoo? If so you’ll get to have these and many more experiences here during your stay. Our Airbnb is different, and our main focus is on offering rememberal experiences to our guests. We have a small family run 501C-3 wildlife sanctuary here on our 18 acre facility that you will be staying at. We do live on the property, but in a detached house across the driveway

The Landing Pad+Short Stroll to Heart of Tavares!
We are located in heart of Taveras where everything is walking distance-restaurants, pubs, the seaport, Wooton Park & the history museum! Sit on the patio while using the electric grill. Bring your boat! Plenty of off street park with easy access using the alleyway. Bathroom has a rain shower with 2 speeds. Full kitchen including all the basic amenities+kureig with refillable cups. Come & relax at this fun little spot & enjoy all we have to offer thanks for landing here!

3-BR 2-BA house-amazing lake view and boat parking
Enjoy the tranquility of this lakefront getaway at Silver Lake in Leesburg, FL. This property is located in a secluded upscale residential neighborhood, yet still only few minutes away from SR 441, plenty of restaurants and the Lake Square Mall. Enjoy beautiful sunsets overseeing Silver Lake which is across the street from the house. Over 1 acre of land with lushful native trees and large lawn. Butterflies, birds, wildlife such as rabbits, and armadillos can be spotted.

Lake Dora Dream-Waterfront/Pool
Luxurious lakefront home on Lake Dora - 8 minutes to downtown Mount Dora and Tavares. Enjoy your vacation in this newly renovated pool home (Pool Not Heated) on Lake Dora and the Harris chain of Lakes. Bring your boat or rent one nearby to explore the area by water and cruise the Dora Canal to Lake Eustis. Included is a guest apartment with private entrance totaling 4 bedrooms and 4 full baths. Just a half mile to the Tavares Pavilion and dining in downtown Tavares.

Peaceful Farm Cottage Near Villages | Garden, Pets
Escape to this cozy tiny cottage with king-size bed, full bath, kitchenette, and pet-friendly comfort. Relax under starry skies, enjoy farm views, and pick fresh vegetables or fruit from the garden and trees when in season. Just 15 min to The Villages, 20 min to Wildwood, 35 min to Ocala, 1 hr to Orlando, minutes from Brownwood live music, and quick access to the Turnpike & I-75. Perfect for a romantic, stylish getaway close to springs, trails, and local attractions.
Popular amenities for Leesburg family-friendly rentals
Family-friendly home rentals with a hot tub

Pet Friendly, Modern Tiny Home in Clermont!

Sleeps 21|Free Pool Heat|15 min to Disney|Hot Tub

🏖 Resort Condo | 🎢 2mi -> Disney | 💦 Waterpark Fun

No Airbnb fee! Home Pvt Pool/ Spa/Game Room 244301

Spacious Bungalow with Private Pool and Courtyard

Villages-Private Heated Pool-Central Location

Pool + Heated spa Family friendly King suite Oasis

Lake View - 5 Miles to Disney!
Family- and pet-friendly home rentals

Cozy 2 bedroom home near The Villages

Charming Downtown Apartment - Walk to Everything

Peaceful Cottage in the Heart of Wildwood

Completely Private Suite w/ Pond, Grill & Kayak

Retreat withbike/full kitch/near pavilion/fenceyrd

The Faith Estate - A Lakefront Storybook House

Hilltop Cottage - Walk to Downtown Festivals!

Home away from home entire house
Family-friendly home rentals with a pool

Near Disney/Kid-Friendly/Disney-Themed/Water Park

Mid Century Living on Lake Eustis. Dock available.

Sapphire Cottage - sleeps 6, on 5 acres with canal

Quiet Neighborhood in the Country

Lake Sumter 2/2 Villa FREE gas cart/Pet friendly

Super Mario's Sky Suite - Epic Universe 3 BD SUITE

Luxury home with a pool and 3 bedroom

Fabulous Courtyard Villa close to Sumter Landing
When is the best time to visit Leesburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 137 | € 142 | € 145 | € 115 | € 108 | € 101 | € 103 | € 103 | € 103 | € 103 | € 110 | € 112 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Quick stats about vacation rentals that are family-friendly in Leesburg

Total vacation rentals
Explore 150 vacation rentals in Leesburg

Nightly prices starting at
Leesburg vacation rentals start at € 43 per night before taxes and fees

Verified guest reviews
Over 3,190 verified reviews to help you choose

Pet-friendly vacation rentals
Find 60 rentals that welcome pets

Vacation rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
140 of Leesburg vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Leesburg rentals

4.8 Average rating
Leesburg stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
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- Apartment rentals Leesburg
- House rentals Leesburg
- Rentals with pools Leesburg
- Waterfront rentals Leesburg
- Pet-friendly rentals Leesburg
- Rentals with a patio Leesburg
- Rentals with a washer and dryer Leesburg
- Rentals with outdoor seating Leesburg
- Fitness-friendly rentals Leesburg
- Rentals with a fire pit Leesburg
- Condo rentals Leesburg
- Rentals with lake access Leesburg
- Rentals with a hot tub Leesburg
- Family-friendly rentals Lake County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Walt Disney World Resort Golf
- Magic Kingdom Park
- Disney's Animal Kingdom Theme Park
- Old Town Kissimmee
- Epcot
- ESPN Wide World of Sports
- Weeki Wachee Springs
- Amway Center
- Reunion Resort Golf Courses - Palmer & Watson
- Universal's Volcano Bay
- Discovery Cove
- Aquatica
- Island H2O Water Park
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Rainbow Springs State Park
- Universal's Islands of Adventure




