
House vacation rentals in Leesburg
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Top-rated house rentals in Leesburg
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Retreat withbike/full kitch/near pavilion/fenceyrd
Minutes from Tavares/Eustis Lakes 2 bike 🚴 with helmets 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

Treasure Island Getaway Kayak and Mini Golf
Your ultimate destination for fun and relaxation! Kayak to serene Lake Griffin Fish from the dock or experience world-class bass fishing in the Harris Chain of Lakes. Play 6-Course Mini Golf for some friendly competition. Watch a movie on our outdoor big screen under the stars. Relax by the campfire while swinging in the breeze. And when you're ready for even more fun, we’ve got you covered with: Darts Arcade basketball Nintendo Switch Shuffleboard Cornhole Ping Pong A plethora of board games!

Getaway on the Waterway: Kayak, SUP, fish, relax!
Welcome to your peaceful Getaway on the Waterway right on the beautiful canal that connects Big and Little Lake Weir! Kick your feet up and wave at the boats going by as you grill or fish from the dock. Play a round of corn hole, hop on one of our paddleboards or kayaks for beautiful ride to either lake! Bring your boat/ jet ski or rent one from Eaton's Beach Aquatic sports, (they also offer sunset cruises and water taxi service to Eaton's Beach restaurant right from our dock!) RELAX and ENJOY!

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.

Waterfront cottage Haynes Creek
Enjoy all central Florida has to offer, at this cozy waterfront cottage, on Haynes Creek, part of the Harris Chain. Fish from the dock, or bring your own watercraft, you have your own boat slip. Explore the area on our paddleboat, kayaks or paddle board. If its shopping and nightlife you enjoy we are close to Leesburg, Eustis, Mt. Dora, Tavares and the Villages. Or maybe you would enjoy watching wildlife and exploring one of the many parks or trails in the area. Central Florida has it all.

Home away from home entire house
Located in an excellent area in the Chatham neighborhood, of the Bromley villas. This home offers easy access to restaurants, shopping and recreation. For nightly entertainment you're a short distance away from Lake Sumter land and Spanish Spring town Square where you will find many restaurants, grocery stores and free nightly live entertainment. This home is fully equipped with everything you need. Pets are allowed. Recreational guest passes included. Golf cart not included with reservation.

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.

Lake Front Home with private Dock on Lake Louisa
Beautiful lake front home on Lake Louisa. The home sits under towering Cypress trees and is 15 feet from the waters edge. Enjoy breathtaking views of Lake Louisa in the very large great room. Enjoy a game of pool on the pool table, watch cable tv, or walk out onto our private shaded dock where you can fish, swim, enjoy the views, read, play a game of Bimini ring toss, or just relax and unwind. For the safety our guests we allow 2 days between to allow cleaning and disinfecting of the house

Beautiful House On the River, Kayaks, Large Dock!
Come relax by the river in this 3-bedroom, 2-bathroom vacation rental in Lady Lake, Florida. Recently built by our family in 2022, the home has a screened in back porch, a fire pit, WIFI, and is complete with a large private dock right on the Ocklawaha River. All that and it's located only 10 minutes from The Villages where you can shop and have fun. Centrally located 1-1/2 hours from Disney, Daytona beach, and Tampa. Lockbox key access is available for check-ins at any time of day.

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.
Popular amenities for Leesburg house rentals
House rentals with a pool

The Silver Lake Estate

3 BR 2 Bath Home Full Kitchen Pool Boat Parking

Mount Dora, FL Private Corner Home w/pool

2/2 custom pool home with 4 person gas golf cart

Spacious Bungalow with Private Pool and Courtyard

Pool + Heated spa Family friendly King suite Oasis

FREE Golf Cart + Fabulous Location + Classy Decor!

Fabulous Courtyard Villa close to Sumter Landing
Weekly house rentals

Designer Home in the Villages

Great location w/ golf cart! Lake Sumter-Brownwood

Beautiful Designer Home -Golf Cart- Walk to Sumter

Ranch Retreat~10 beds~New

By Eastport and near Middleton/Sawgrass with Cart

New home in the new part of the villages.

Lakeview+ Shuffleboard Table + Wildlife Spotting

Beautiful lake house w/pool.
Private house rentals

Lakeside Landing on Lake Dora w/ Boat Dock

Cute Little Boathouse Escape Bring Your Boat

Bay Breeze Villa

Brand New Designer Home!- 5 minutes from East Port

The Villages, De La Vista West 1762

Newer Villa in The Villages near Brownwood

Charming Villages Retreat

Luxury Villages Stay • Golf Cart • Near Brownwood
When is the best time to visit Leesburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$33,499 GYD | G$34,755 GYD | G$35,592 GYD | G$28,474 GYD | G$26,380 GYD | G$22,821 GYD | G$24,915 GYD | G$24,915 GYD | G$24,496 GYD | G$24,915 GYD | G$26,590 GYD | G$27,427 GYD |
| 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 house rentals in Leesburg

Total vacation rentals
Explore 150 vacation rentals in Leesburg

Nightly prices starting at
Leesburg vacation rentals start at G$6,281 GYD per night before taxes and fees

Verified guest reviews
Over 2,850 verified reviews to help you choose

Family-friendly vacation rentals
120 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Vacation rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
70 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

4.9 Average rating
Leesburg stays are highly rated by guests—averaging 4.9 out of 5!
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