Vacation rentals in Leesburg

5 out of 5 average rating, 40 reviews

Home in The Villages

SpringHouse - 3 Bdrm Patio Villa in The Villages

Rare 3 Bedroom 2 Bath Villa in The Villages. Quick access to Florida’s Turnpike. A two minute walk to Dabney Adult Pool and Rec Center and a short ride to Franklin Golf and Sawgrass Town Square. Beautifully Furnished. Home features luxury vinyl flooring and carpet in the bedrooms. A patio with seating for 4 with grill outside and upgraded landscaping providing a nice relaxing location after your busy and active day in The Villages. The neighbors are wonderful, friendly and extremely welcoming.

5 out of 5 average rating, 52 reviews

Apartment in Leesburg

Downtown Leesburg Owners Suite

Take it easy at this unique and tranquil getaway. Walk to downtown restaurants and festivities. Take a walk around the pond at Fountain Lake Park. Relax under a plush outdoor living space with provided grilling and dining area. NOT Lakefront, But This apartment is a short 1/2 block stroll from Downtown Leesburg, including Dining, Pubs, Shops and Craft Beer houses. Just a few blocks from Beacon College, UF Health Hospital, downtown entertainment and just a half mile walk to beautiful Lake Harris

4.96 out of 5 average rating, 319 reviews

Home in Lady Lake

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.

4.94 out of 5 average rating, 33 reviews

Royal Oak Lakeview Serenity

Spend your nights under a 400-year-old live oak in a freshly renovated 57' era lakeview bungalow with an old Florida feel! This amazing property is a 3/2, 2100 sq ft home on a 1/2 acre featuring amazing Lake Views and boat dock access to Big Lake Harris , and covered RV carport with power hook up. Great location with 3 major restaurants in walking distance, Publix and at least a dozen other dining and entertainment options are minutes away. Attractions and The Villages just 20-30 minutes away.

5 out of 5 average rating, 25 reviews

Home in The Villages

3/2 Designer Home W/ Golf Cart

Make this home your Villager get away! This is a designer home fully furnished with everything you will need for your vacation. This home is perfectly located minutes away from Sawgrass where you can enjoy live music every night. 🎶 The home is only an 18 minute drive from Brownwood which is a crowd favorite town-center. Home comes with a 4 seater golf cart perfect for adventuring to the pickleball courts, golf courses, pools & so much more! Come enjoy the sunshine in the beautiful Villages😀

4.91 out of 5 average rating, 74 reviews

Guesthouse in Leesburg

Beautiful house in Leesburg FL

Beautiful home in Leesburg, FL, offering all the amenities and services needed for a wonderful stay. Located near Venetian Gardens Park, Emeralda Marsh Conservation Area, Flat Island Preserve, The Villages, and just minutes from popular stores like Wal-Mart, Target, Publix, Dollar General/Tree, Ross, TJ Maxx, HomeGoods, Belk, Marshall’s, and more. Please note, for security purposes, a doorbell camera is installed facing the entrance. It only monitors the exterior for your safety and privacy.

4.96 out of 5 average rating, 49 reviews

Home in The Villages

The Sunshine Retreat with Golf Car

Come and enjoy this beautiful 2 Bed/2 Bath Patio Villa Home. We have made it very relaxing and welcoming for your stay. You will enjoy just a 3 minute golf car ride to Sawgrass, 15 minute golf car ride to new Eastport and a 20 min ride to Brownwood. It’s only a 5 minute walk to the pool and Aviary rec center is about a 5 minute golf car ride away. Golf Car included with home. Renter assumes all liability and will be responsible for any damage or injury caused by the use of the golf car.

5 out of 5 average rating, 34 reviews

Entire private home/heatedpool/boat or rv parking

3 bedroom 2 bath spacious private home with heated pool. Conveniently located. Just a few minutes away from grocery stores, bars/restaurants, malls, movie theater, basically everything you need and more! 5 min to world famous fishing on Harris Chain of Lakes! 15min to downtown Mount Dora. 50min to Orlando and all its theme parks (Disney world, Seaworld, etc) Why pay top rates at cramped hotels when you can book your own spacious private home with us? Save, be comfortable and book today!

4.96 out of 5 average rating, 1,008 reviews

Treehouse in St. Cloud

TreeHouse in the Cloud, (Close toTheme Parks

The treehouse is a private getaway for a couple that want to experience the magic. Check out video tours on U-Tube. Type in Treehouse in the Cloud. There have been several movie and other photo shoots done on property. Please text request and details, and we can negotiate fees. Our other AirBnB is just next door; Country gem horses close to Theme parks [link] Which is 1,000 sq ft and sleeps six.

4.88 out of 5 average rating, 156 reviews

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.

4.89 out of 5 average rating, 132 reviews

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.