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Vacation rentals in Leesburg

Book unique vacation rentals, houses, and more on Airbnb

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Popular amenities for Leesburg vacation rentals

Stay near Leesburg's top sights

Yalaha Bakery11 locals recommend
Mission Inn Resort & Club9 locals recommend
Turners Kitchen + Bar3 locals recommend
Lake Square Mall4 locals recommend
Venetian Gardens Park9 locals recommend
JB Boondock's Bar & Grill7 locals recommend

Private vacation rentals in Leesburg

Superhost
Home in Davenport
5 out of 5 average rating, 4 reviews

Villa 4BD in Champions Gate for 8 – Private Pool

JoaquimRating, 5 stars4 months ago
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!
Superhost
Home in Kissimmee
5 out of 5 average rating, 3 reviews

Dream vacation, near Disney

ChrisRating, 5 stars1 month ago
What an incredible stay we had at Rosario's place! We even extended 2 extra nights. Rosario was responsive, helpful, and so kind - she even left a birthday balloon and some treats for my mom's birthday! The house was impeccable and they were great about everything, from changing dates to heating the pool, and keeping it clean, and the pool was a perfect balmy respite. The next time we're in town (and we will be, this is our old neighborhood!), we will definitely try to book here again. Can't wait to come back!
Superhost
Home in Davenport
4.76 out of 5 average rating, 68 reviews

Vacation home

JaniquaRating, 5 stars1 month ago
Me and my Family enjoyed our days there! Miguel was very friendly and nice and welcome us to a little welcome gift I mean who dosen’t love chocolate
Top guest favorite
Home in Kissimmee
4.93 out of 5 average rating, 136 reviews

(Discounted Rates) Vacation Home (4 Miles Disney)

AmandaRating, 5 stars3 months ago
We had such an enjoyable time here. We highly recommend it to all. The pool was a huge winner for our kids and the location was perfect. Thanks again!
Guest favorite
Cottage in Umatilla
4.95 out of 5 average rating, 128 reviews

Heartwarming Authentic Cottage for Family Joy!

CharlotteRating, 5 stars3 weeks ago
Maribell couldn’t have been a better host. Perfect location, adorable cottage, quiet neighborhood.
Guest favorite
Home in Kissimmee
4.88 out of 5 average rating, 248 reviews

Private Heated Pool & Hot Tub; 6 miles to Disney

JenniferRating, 5 stars4 days ago
Thank you for allowing us to stay at your place. House is very cute and clean! Super awesome it has alarms on the doors that leads to the pool. Safety for the kiddos is always good even though mine are of age and swim well wish a lot more would have that. Will be back I’m sure!
Guest favorite
Townhouse in Kissimmee
4.86 out of 5 average rating, 223 reviews

Resort-Living at a Bohemian Retreat with Hot Tub

MarkiyaRating, 5 stars1 month ago
such a great stay! host was extremely responsive and kind, the home was beautiful and in a great location. super close to disney and other fun things!
Guest favorite
Home in Kissimmee
4.88 out of 5 average rating, 188 reviews

4BR,PrvtNOTOverlookedPool,FencedYard,GameRM,WiFi

MustafaRating, 5 stars3 weeks ago
Great house and host was very friendly with clear instructions on check in and check out. Pool was clean and well maintained.

Pet-friendly vacation rentals in Leesburg

Superhost
Cabin in De Leon Springs
4.77 out of 5 average rating, 161 reviews

Charming Log Cabin in Central Florida

MissyRating, 5 stars2 weeks ago
Vicky was super helpful with explaining how to locate the property as well as any concerns that may have arisen. Very friendly and honest. The property is very much a cabin, with wildlife and a nice scenic drive to and from. This is a gem in the area. Centrally located to many must see destinations. I most enjoyed feeling as if I was camping instead of a tourist while I visited the area. I plan on returning whenever I am in the area.
Top guest favorite
Home in Kissimmee
4.92 out of 5 average rating, 134 reviews

Disney Playhouse, Private Pool & Spa, Near Disney

Paige Rating, 5 stars1 week ago
My family stayed at Yvonne and John's place during our Easter Break vacation and had a blast. The home is very spacious and comfortable. We loved the layout of the home and my family even said they liked it better than our own house! I think the hot tub, pool, and game room probably won them over the most. I loved the extra spaces for our luggage, plenty of clean towels, master bathroom, giant washer and dryer and the extras provided in the kitchen. Walmart is so close, so I was able to get some snacks easily which was convenient. We picked the place because it was so close to the parks and driving was easy in the area. The home was perfect and so comfortable for our vacation. Communication was very easy and clear. Thank you Yvonne and John so much! We hope to get back and recommend your place as a great home in Orlando area. Way better than a hotel!
Guest favorite
Home in Orlando
4.85 out of 5 average rating, 206 reviews

Waterside Pet Friendly Lakefront

SkylaRating, 5 stars1 week ago
This will be my second time staying at Virginia’s Orlando location. My husband and I truly love it so much and will continue to stay here. Virginia is very responsive and is always checking up on you. Her description of the place is accurate. The location is lovely and is extremely safe! I have only good things to say and would recommend this Airbnb to anyone. :)
Superhost
Condo in Kissimmee
5 out of 5 average rating, 3 reviews

Pet Friendly Reunion Condo Minutes from Disney!

HeatherRating, 5 stars3 months ago
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.
Guest favorite
Home in Ocala
5 out of 5 average rating, 12 reviews

King*BBQ*Netflix*Fenced*FirePit*SmartTv’s*Dogs Ok

MollyRating, 5 stars1 month ago
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!
Top guest favorite
Home in The Villages
4.96 out of 5 average rating, 28 reviews

Pet Friendly in the Villages!

DavidRating, 5 stars3 weeks ago
Very clean and nice. Everything worked fine. Would definitely stay again
Guest favorite
Bungalow in Mount Dora
4.86 out of 5 average rating, 104 reviews

Renovated "Cozy Bungalow" in Downtown Mt. Dora!!!

JoeRating, 5 stars1 month ago
House was as advertised and clean. Steve was reaponsive and accommodating.
Superhost
Home in Orlando
4.63 out of 5 average rating, 56 reviews

NEWLY remodeled PET FRIENDLY 2br/1bath by OIA

OlgaRating, 5 stars2 months ago
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

Guest favorite
Condo in Kissimmee
4.95 out of 5 average rating, 38 reviews

The great Florida escape!

VairRating, 5 stars3 weeks ago
Top place! Thoughtful and punctual host! In addition, the apartment is very spacious!!! Very satisfied
Superhost
Townhouse in Kissimmee
4.71 out of 5 average rating, 165 reviews

Cozy Townhouse in Kissimmee, near Orlando!

LakmalRating, 5 stars3 weeks ago
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.
Top guest favorite
Condo in Davenport
5 out of 5 average rating, 28 reviews

Cozy Condo in Champions Gate

DianeRating, 5 stars2 weeks ago
We cannot say enough about how much we loved our stay during this winter. For the second year we have enjoyed a wonderful, clean, peaceful stay at this fantastic condo. There is nothing to complain about. Ana has been a very responsive and helpful host and everything was just perfect and was truly a comfortable “home sweet home”. We will surely stay at Ana’s condo again and again in the years to come.
Guest favorite
Home in Davenport, Orlando
4.86 out of 5 average rating, 36 reviews

Orlando Retreat: Cozy Escape for Magical Holidays

NicoleRating, 5 stars3 weeks ago
Laura’s place was the perfect spot for our Disney vacation. Close enough to be parks but just far enough that it didn’t feel so busy all the time.
Guest favorite
Home in The Villages
4.9 out of 5 average rating, 20 reviews

Vacation in luxury at Margarita House!

PhylRating, 5 stars2 months ago
Margarita House was a great place for our month long stay in The Villages. Kathleen was very responsive to my question, always responding in a timely manner. The house felt so spacious and airy with high ceilings and a nice layout of comfortable furniture. The next door and backyard neighbors were so friendly, the best that we’ve encountered in our 4th visit! The house comes with a larger than usual backyard and great afternoon shade on the patio. We enjoyed this area of The Villages! Thanks Kathleen for hosting us!
Superhost
Home in Four Corners
4.88 out of 5 average rating, 16 reviews

DisneyVacationHomeLazyRiver9021

SharonRating, 5 stars3 weeks ago
This beautiful home worked well for our family…4 couples and 3 small children. Pool and hot tub were great and clean! The house was large and we had a ton of fun! The host was super responsive every time we sent a message. We would definitely come back to this house and would highly recommend it!
Guest favorite
Home in Kissimmee
4.82 out of 5 average rating, 33 reviews

2611-VP Beautiful 4 Bd Home, Lake View & Pool

LindseyRating, 5 stars10 months ago
We loved our stay! We give this house 5 stars and would recommend this place to others. The home was clean, had comfortable beds, fully stocked kitchen, and plenty of room for everyone! We felt right at home! The pool was clean and a good size. The location is great-close to plenty of places to shop, eat, and check out. The neighborhood was quiet and safe. My teenage boys also enjoyed the workout facilities at the club house. This home was perfect for our family! Thank you!!!
Superhost
Condo in Kissimmee
4.69 out of 5 average rating, 67 reviews

Disney, Villa Runaway Beach, Kissimmee 2

BrendaRating, 5 stars1 month ago
Monica and Sebastian have a beautiful place, home feeling and absolutely beautiful. Getting into the place was easy and getting in the home was very easy too. We were very happy with our stay. The apparent is cozy and the apartment complex is very beautiful and super clean. We enjoyed our stay. Thank you Brenda and Manny

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 house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 40 house rentals 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.

  • 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.

  • 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.

  • 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.

Destinations to explore

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