House holiday rentals in Leesburg

Guest House Pool Boat Parking

This luxurious home is located in the subdivision called Sunnyside. Property is surrounded by lakes, rivers amazing parks like Venetian park and Marina. Also, minutes from Leesburg's quaint downtown, shopping mall, the cool Sea Plane City of Tavares, nearby golf courses, main highways, and only an hour away from Central Florida main attractions. Cooking facilities are limited, so if you need a full kitchen, please consider booking our main house instead. Pool and outdoor jacuzzi are not heated.

Charming cottage in the heart of Downtown Mt Dora!

This charming (and newly renovated) 1920's bungalow is located in historic downtown Mount Dora. Come embrace the front porch feel of the community. You can enjoy your coffee or drinks on the front porch and watch the world go by or walk the short 2 blocks to the center of the historic downtown area in Mount Dora at Donnelly & 5th Avenue. The downtown area has wonderful shopping and a variety of restaurants, all steps away from beautiful Lake Dora. The house sleeps up to 6 guests in 3 bedrooms.

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.

Country Chic Cottage with Private Boat Parking

Beautifully remodeled historic home combines up-to-date amenities with charming southern style. 4 bedroom, 3 full bath home located in friendly Tavares, America’s Seaplane City. Only a half mile from downtown Tavares restaurants and shops, 10 minutes to Downtown Mount Dora, 15 minutes to Howey in the Hills and centralized between Lake Dora, Lake Eustis, and Lake Harris with lakeside activities, seaplane rides, boat rentals, and festivals. Less than an hour to Disney, Universal, and Sea World.

New Luxury Home-Pool-Waterfront View-3 King Suites

Enjoy this unique, tranquil getaway in a new 2023 home less than 3 miles from Sawgrass Grove (nightly entertainment, restaurants), and only a few blocks from Mickylee Pitch and Putt, Jubilee Putting Course, and the new Franklin Recreation Center. Ezell, Homestead, and Citrus Grove Rec Centers are all under 3 miles away. Back yard with lanai, pool with fountain, pond, and trees is a RARE find in The Villages! 3 king bedroom suites! Golf cart (4 seats) available for an additional fee.

Retreat with/full kitch/near pavilion/fenceyrd

Minutes from Tavares/Eustis Lakes Playground 🛝 in neighborhood 6 minutes from Downtown Mout Dora 6 minutes from Lake Pavillion Center 15min from via entertainment Pot, pan, and dinnerware Toaster, Blender available Grill available TV in all rooms This Gorgeous house is filled with board games, along with plenty of space to relax and spend quality times with loved ones. Pet Friendly** But please following proper instructions. please contact me and pay your pet fee

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.

The Faith Estate - A Lakefront Storybook House

Welcome to The Faith Estate, a historic 5-bedroom, 3.5-bathroom lake house in Leesburg, FL, near The Villages, Eustis, and Mount Dora. Perfect for reunions, retreats, or a relaxing getaway. Ideal for boaters, with space for multiple boats and trailers—great for Harris Chain of Lakes events. The estate also allows approved events. Submit details via Airbnb for approval before check-in. Unapproved events are not permitted. Event setups must respect property guidelines.

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.

Villages-Private Heated Pool-Central Location

Enjoy a stylish experience at this centrally located 3-bedroom home. 5-7 minutes golf cart ride from Sumter Landing, 15 minutes from Spanish Springs Square, 20 minutes from Brownsville Square. 200 Community pools some for adults only and some for families. 13 Recreation Centers with Pickle Ball, Shuffleboard, Billiards, Study groups, etc. 3 Old Fashion Town Squares with nightly Live entertainment. 44 Golf Courses

Tranquil Central FL Retreat

This secure, centrally located hang out is ideal for your next trip. Just about an hour to all the Orlando attractions without the headache and expense of downtown accommodations. Several gorgeous freshwater springs and scenic trailheads are nearby for the nature-lover in your group. If the coast is calling, the beautiful beaches of the Atlantic and the gulf are just an hour's drive away.

Summer on the water! Boating, Fishing, Tubing, Fun

The Acorn is a charming 2/2 canal front bungalow with direct access to Lake Eustis. Secure parking for trucks and trailers. Ready for bass tournaments or a weekend at the Dora sandbar. Visit the lakeside restaurants on the beautiful Harris Chain of Lakes when you're ready for a cold drink or a meal. Just 45 minutes to Orlando if you feel the need to go to town.