
Vacation rentals in Leesburg
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Top-rated vacation rentals in Leesburg
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Popular amenities for Leesburg vacation rentals
Private vacation rentals in Leesburg

Villa 4BD in Champions Gate for 8 – Private Pool
Edney was a fantastic host! He made everything easy with clear and friendly communication, ensuring we had everything we needed for a stress-free stay. The house was amazing – spotless, roomy, and thoughtfully decorated, with every detail carefully considered. It completely surpassed our expectations! We would highly recommend staying here and look forward to coming back someday. Thank you, Edney, for an outstanding experience!

@Look@ ~ 3bed/2bath/1st floor! ~ Sleeps 7!
Aaron was an amazing host. From the start he was kind and quick to respond to all of my questions and concerns. He was willing to provide with the information that I needed before I even paid for the space. My biggest concern was meeting the check in time. Once I said that to Aaron he assured me that my check in time would not be an issue, and it wasn’t. His instructions detailed everything. Staying at Aaron’s unit was hassle free and fun filled.Everyone was so kind. Everything looked just the way they did online. It was a very clean space. They offered plenty of towels, pool towels, tissues, trash bags and blankets. My kids loved the water slide/ water park area too.I preferred the walk in ready pool that was the perfect temperature for me. Not too hot and not too cold. Everything was just right. There was a Walmart about 5 minutes away or less. There were also countless amazing restaurants within a 15 min drive. We hope to make this our family vacation home. I hope you do too.

(Discounted Rates) Vacation Home (4 Miles Disney)
Nice place and a great location. The villa is ideal for a lovely holiday to Orlando and in an ideal location with a lake behind and very scenic. Would return again and Jeff is a great host.

1BD Cottage "Limoncello" in Margaritaville
Daniel’s place was perfect for our excursions to Disney & Universal studios. He was quick to answer with any questions we had & there were a lot of choices of various restaurants in the area.

Entire Home in The Villages Absolutely Beautiful!!
We had a wonderful time during our vacation. The house was very comfortable and spacious enough for 2 couples. Instructions were left on the fridge, the home was spotless, and it provided plenty of amenities. The use of the golf cart was a bonus, and the location was perfect. Dale was very responsive when we had questions. We will certainly go back. Thank you, Dale and Sandy.

Beautiful family home near all attractions.
Had a lovely stay, really enjoyed the heated pool and hot tubs. The place was very comfortable and had what we needed. The area was nice and quiet. Appreciated the restaurant recommendations and couple of water bottles which were just what we needed when our flight in had gotten delayed. Would definitely recommend!

New, private pool getaway in The Villages, FL
The pictures didn’t do the house justice. The house was more beautiful than the pictures. The home was absolutely stunning. It’s well stocked with supplies. My biggest fear is going into a home that’s not clean. This house was spotless. Thank you for a wonderful weekend away from home. I loved the pool very clean, I usually don’t get in the pool at Airbnbs because it’s not clean enough for me. Thank you again for everything Trina

#2731 Beautiful Lakefront Private Spa,Pool,Disney
Highly recommend! Very clean and Helen and Sam were quick to respond to questions!
Pet-friendly vacation rentals in Leesburg

Charming Log Cabin in Central Florida
Vicki’s cabin was absolutely perfect & was such a great place to stay during my trip. I felt very safe there and the property around it was gorgeous. I will definitely book again!

Disney Playhouse, Private Pool & Spa, Near Disney
The house was absolutely gorgeous and was exactly like in the pictures. The hosts were extremely friendly and communicative through our entire stay and even before. It was very clean, had everything one needs during a vacation, and very peaceful. We will be booking again soon!

Waterside Pet Friendly Lakefront
Place was exactly as described. Virginia was a great host. Would stay here again.

Pet Friendly Reunion Condo Minutes from Disney!
Amazing little spot if you are in the Orlando area. Pristine air b&b. I walked into a freshly clean condo with soft music playing on the tv, lights turned on and a plate of snack waiting for me. Communication was wonderful and the door was peaceful and homey. Absolutely would stay here again.

King*BBQ*Netflix*Fenced*FirePit*SmartTv’s*Dogs Ok
The house was very comfortable and perfect for our family! The neighborhood was very comfortable, safe, and overall very quiet. There is a great park down the street with a walking trail and children's playground that was dog friendly as well. We would definitely stay here again!

Pet Friendly in the Villages!
We had a wonderful stay at the villages. John and Heather were great hosts, they were responsive and had provided exactly what was needed for a comfortable stay

Renovated "Cozy Bungalow" in Downtown Mt. Dora!!!
House was as advertised and clean. Steve was reaponsive and accommodating.

NEWLY remodeled PET FRIENDLY 2br/1bath by OIA
We really liked being there, it is a very quiet place and the communication with our host was excellent, any inconvenience that was presented to us, he quickly solved it.
Other great vacation rentals in Leesburg

Dream vacation, near Disney
My family of 7 stayed at this property which was a great location to Disney World. Rosario was very responsive . Very friendly. If you are questioning staying here, don’t question yourself any further. Book it !!!!

Gorgeous Apt. Near Legoland/Disney & Beaches (#1)
We had a construction job right around the corner so the location was perfect. Thank you for allowing us to extend the stay until we finished! :)

Stylish Stay in Davenport
This home has plenty of space and the bed are very comfortable, the host is very responsive on arrival the weather outside was like 90 degrees and inside it was 80 degrees we reached out to the host to help us lower the heat inside to bring it to a cooler climate and it took time but it did get cooler after that no problems with the AC . The home is well aquipt with all you need just suggest more larger size bath towels and a paper towel on arrival other than that everything was epic thank you .

Meriggiare! Perfect for Disney Vacation! FREE WiFi
We had a wonderful time staying here. The place is beautiful, secure, and clean. Very conveniently located to Disney Parks. would recommend to anyone!

Cozy Townhouse in Kissimmee, near Orlando!
We stayed for 7 days at this lovely townhouse and had a fantastic time. The location was ideal—just a short drive from Disney and other major attractions. The neighborhood felt safe and quiet, which was great for relaxing after busy days out. The townhouse was clean, spacious, and well-equipped. The kitchen had everything we needed to cook meals, and having a washer and dryer was super convenient. The Wi-Fi worked well, and the air conditioning kept the whole place cool and comfortable. The kids especially loved the community pool.

Orlando Disney new House at Resort with lake view!
Place was clean and quiet. About a 25 minute drive from the parks and super easy with uber. Hosts super friendly and responsive!

Location, Location! Hot Tub!
Sue was a terrific communicator. Any time I had a question, she was quick to answer. The home was as described and very clean. Thanks for hosting us.

*1 min walk to Downtown Mt. Dora! Newly updated!
Wonderful stay! Especially love the front porch and rocking chairs. The cottage is so charming and has lots of old character while also Being fresh and clean. Even though this is a historic building I felt very comfortable here and absolutely no spiritual vibes (good or bad) were felt by myself or my family. Be aware of you are expecting Egyptian cotton sheets you will be disappointed. We were provided with microfiber sheets and synthetic comforters.
Quick stats about vacation rentals in Leesburg
Total rentals
190 properties
Total number of reviews
4.1K reviews
Family-friendly rentals
140 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
90 properties have a dedicated workspace
Frequently Asked Questions
Are there Leesburg vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 50 vacation homes with pools in Leesburg, available on Airbnb. Make a splash and soak up the sun in style!
Are there vacation rentals with a dedicated workspace in Leesburg?
Yes! Work meets play with ease at over 90 vacation rentals in Leesburg featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Leesburg?
Four-legged friends are welcome in Leesburg. Choose from more than 60 vacation rentals for guests traveling with pets.
How much does it cost to stay in apartment rentals in Leesburg?
Experience the best of Leesburg with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Leesburg have a gym?
Absolutely! We offer over 20 house rentals with a gym in Leesburg. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Leesburg have self check-in?
Absolutely! We offer over 10 house rentals with self check-in in Leesburg. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Leesburg have a bbq area?
Absolutely! We offer over 20 house rentals with a bbq area in Leesburg. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Leesburg?
Leesburg has more than 110 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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- Universal Studios Florida
- Orange County Convention Center
- Weeki Wachee Springs
- Universal's Volcano Bay
- Old Town Kissimmee
- Discovery Cove
- Disney's Animal Kingdom Theme Park
- Reunion Resort Golf Courses - Palmer & Watson
- SeaWorld Orlando
- Disney Springs
- Universal Orlando Resort
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- Reunion West
- Epcot
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- Disney's Hollywood Studios
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