
House holiday 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

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.

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.

Remodeled 2/2 Baja style villa w/4 person cart
4 person, yamaha gas golfcart offered at this baja style 1000 sqft 2BR, 2BA courtyard villa! It comes fully furnished with pots, pans, linens, and does have a blow dryer and keurig! located in the De La Vista South area just off Morse, this villa is just a short cart ride to Spanish Springs or Sumter Landing. The villa has new stainless appliances, beautiful plank flooring, and fresh paint. King bed in the master, queen bed in the guest bedroom. All bedrooms have smart TV's, cable in LR only

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.

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.

Spacious Oasis near Eastport | Golf Cart | Kingbed
With a 4-seater electric golf cart, you will be less than a mile to Eastport Town Sq & 5 mins to Middleton! This home is also minutes to Sawgrass Grove & many recreational spots like Shady Brook, Saluki, Olympia & Waters Edge all with pools. The master bedroom has a king bed & an en-suite bathroom with a roman shower, while the guest bedrooms has queen beds with an equipped kitchen. There's a $50 charge to get the lifestyle ID. There's also a $20 golfcart insurance 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.

Beautiful Designer Home -Golf Cart- Walk to Sumter
This stunning designer home comes with a golf cart and is within walking distance to Lake Sumter Market Square. It sleeps 4 adults in 2 bedrooms. 5G Wi-Fi. Kitchen is loaded with amenities & spices, lots of comfy lounging spaces, an inside laundry room, 2-car garage, landscaped yard and easy access to Hwy 466. 3-day min. May-Sep, 7-night min. Oct, Monthly stays only Nov-Apr. You will love staying in this stylish home away from home.

Cozy Patio Villa (Newell)
Kick back and relax in this calm, stylish space. Indulge in this elegantly appointed 2 bedroom 2 bathroom lanai home. Fully furnished and ready for your family to enjoy everything the Villages has to offer. Our Brand New Patio Villa is located in the Village of Newell , only 2 miles away from Sawgrass/Ezell Recreation Center; 0.5 mile away from Franklin Recreation Center; 54 miles from MCO Orlando Airport, 48 miles from Disney.
Popular amenities for house rentals in Leesburg
House rentals with a pool

The Silver Lake Estate

Mount Dora, FL Private Corner Home w/pool

Carlton Courtyard Villa - Walk to Sumter Landing

Spacious Bungalow with Private Pool and Courtyard

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

Sunset Getaway - 3/2 dog friendly w/golf cart

Fabulous Courtyard Villa close to Sumter Landing

The Villages, Heated Pool Walk to Sawgrass
Weekly house rentals

Great location w/ golf cart! Lake Sumter-Brownwood

Relaxing House in The Villages

Ranch Retreat~10 beds~New

King Bed, Small Dogs OK, and 4-Seater Golf Cart!

By Eastport and near Middleton/Sawgrass with Cart

The Villages Oasis

Spotless 3BR Home w/ Golf Cart, Near Brownwood Sq

Fisherman's Getaway by the Lakes
Private house rentals

Lovely Largo Lantana

2 min walk to pool, 4 seat cart, 5 min to Eastport

The Flamingo Lounge - w/ Hot Tub and Golf Cart!

Opal Oasis in The Villages

Renovated! Between Two Squares with Golf Cart !

Heart of The Villages-guest pass for pool, golf

Patio Villa - Pet Friendly 2/2 Home (South of 44)

Newer Villa in The Villages 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 | $206 SGD | $213 SGD | $218 SGD | $175 SGD | $162 SGD | $140 SGD | $153 SGD | $153 SGD | $150 SGD | $153 SGD | $163 SGD | $168 SGD |
| 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 holiday rentals
Explore 150 holiday rentals in Leesburg

Nightly prices starting at
Leesburg holiday rentals start at $39 SGD per night before taxes and fees

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

Family-friendly holiday rentals
120 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Holiday rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
140 of Leesburg holiday rentals include wifi 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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- Rentals with a washing machine and dryer Leesburg
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Walt Disney World Resort Golf
- Magic Kingdom Park
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- Old Town
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- ESPN Wide World of Sports
- Kia Center
- Weeki Wachee Springs
- Reunion Resort Golf Courses - Palmer & Watson
- Universal's Volcano Bay
- Discovery Cove
- Aquatica
- Island H2O Water Park
- Disney's Hollywood Studios
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- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Universal's Islands of Adventure
- Rainbow Springs State Park




