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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 Bakery20 locals recommend
Mission Inn Resort & Club12 locals recommend
Turners Kitchen + Bar10 locals recommend
Lake Square Mall10 locals recommend
Venetian Gardens Park9 locals recommend
Red Lobster8 locals recommend

Private vacation rentals in Leesburg

Guest favorite
Home in Clermont
5 out of 5 average rating, 9 reviews

Sunset Cove at Champions! Book this very private

TamiRating, 5 stars1 month ago
This lovely home was exactly as described. Located near the end of a gated street, but within 20 minutes of many restaurants. It also had the best selection of kitchen supplies and the nicest washer & dryer I’ve ever seen in a rental. Sue was a pleasure to work with!! We hope to return next year.
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!
Superhost
Villa in Davenport
4.74 out of 5 average rating, 106 reviews

PRIVATE 5 Bedroom Villa with AMAZING views

WhitneyRating, 5 stars4 months ago
We enjoyed our stay here. The first thing we did was check for gators in the pond next to the house. we did see one which was pretty cool. The bedrooms were nice. Although we couldn't get the hot tub to work correctly. the hottub and pool wasn't super cold to get in. Seeing the horses behind us was pretty cool. my 3 year old and 2 year old loved seeing the horses everyday. Location is pretty good. nice and peaceful. I would still give this house a 9.5/10 rating even tho the hot tub didn't work. We went to Daytona Beach and Clearwater Florida both being about a 2 hour drive from the house. Old Town and Disney Springs were easy to get too. We didn't go to Disney World but it's also close by.
Guest favorite
Home in Casselberry
4.93 out of 5 average rating, 104 reviews

Villa with Guest House & Pool-Patio

MikeRating, 5 stars1 month ago
We were in town for my son’s wedding this past week. We had a variety of family - both old and young - that we were trying to please. This place checked all the boxes we were looking for - spacious, clean, easy to get in and out, great pool and outside area (perfect for relaxing during the day). Lots of little touches as well - soap, shampoo, plenty of towels and extra linens, we even found some sunscreen one afternoon for the pool. We had a great stay and Jose was extremely helpful along the way. Definitely will stay here again in the future as we come back to FL to visit my son and new daughter-in-law! Thank you!
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.
Guest favorite
Home in Kissimmee
4.95 out of 5 average rating, 59 reviews

"Casa Kiwi" Margaritaville Cottage 5 min to Disney

PaytonRating, 5 stars2 weeks ago
Great place to stay close to Disney! Host is very responsive! If you have small kids there is no tubs all walk in showers, I didn’t look at the pictures when booking, we made it work but would be nice if one bathroom had a tub to bathe small kids. I would stay here again!
Superhost
Guest suite in Orlando
4.64 out of 5 average rating, 76 reviews

Cozy Suites full kitchen and bathroom Hot Tub Spa

AshleyRating, 5 stars2 months ago
Absolutely loved our stay here! Great location, very clean and quiet. Particularly enjoyed the hot tub. Will definitely stay here again!
Top guest favorite
Home in Dunnellon
4.92 out of 5 average rating, 26 reviews

Quiet!Cozy!Fenced* Firepit 3miles Rainbow Springs

KellyRating, 5 stars1 week ago
We would highly recommend this beautiful property. It is very comfortable, very well maintained and stocked, and in a very peaceful location. The host is very friendly, responsive and helpful. Thank you for sharing your beautiful home.

Pet-friendly vacation rentals in Leesburg

Guest favorite
Cabin in Fort McCoy
4.93 out of 5 average rating, 152 reviews

Reality Check / Salt Springs with a view

ShaunRating, 5 stars1 month ago
Everything was great. Very peaceful and relaxing place to stay. Be prepared to have little to no reception when in the area. The wifi in the house worked fine, though.
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
Camper/RV in Fort McCoy
5 out of 5 average rating, 38 reviews

Dog Friendly Get-A-Way! (Golf cart included)

KaylaRating, 5 stars1 month ago
This was a great place to unwind and relax. The warm cabin feel when you pull up instantly gives you relaxing vibes. The golf cart was a nice addition to cruise around the resort. The resort is quiet and safe. The recreational facilities in the resort could use some updates, but we were there to relax and enjoy nature so that didn't bother us. The sunsets over the lake were beautiful. The fire pit was perfect for roasting marshmallows at night. The beds were very comfortable, the shower has great water pressure, and the loft was our kids favorite! I love the screened in porch with the rocking chairs. David has the cabin stocked with everything you need to enjoy your stay. I highly recommend breakfast at Square Meal. We will definitely be back!

Other great vacation rentals in Leesburg

Guest favorite
Home in Davenport
4.84 out of 5 average rating, 32 reviews

Solterra discount slps 18/7 bdm/GR/pool/spa5485

SamanthaRating, 5 stars1 month ago
The house is brilliant. We had 11 adults and a 5 month old baby. We all flew in at different times, to different airports but access was easy for everyone. we had been given the details by the host prior to our arrival. Susan is a great host, very communicative but not intrusive. Every detail was taken care of. Passes at the gate, information about the activities and much more. I would highly recommend this AirBnB to anyone. Having a large family, it was great for space but also playing games and spending time together. We had family visit, who live in Florida, which was also easy. Susan was very helpful when my father in law couldnt be located, after visiting us. Thank you Susan, we will be back
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 Sanford
4.77 out of 5 average rating, 150 reviews

Home near Sanford airport/BoombahSports

AprilRating, 5 stars1 month ago
This was the perfect place for us to use has home base while doing a series of day trips. Restaurants and grocery stores were just minutes away. Loved how quiet the neighborhood was, and especially enjoyed waking over to a nearby park with a great playground and open spaces for frisbee and running around. Beds were so comfortable, and there was a variety of pillows to choose from.
Guest favorite
Villa in Kissimmee
4.88 out of 5 average rating, 115 reviews

Wonderful Villa at Storey lake Resort 6 Rooms Pool

ChalitaRating, 5 stars6 days ago
The home was beautiful. It was clean and very well equipped with all your basic needs & essentials. It was a central location close to shopping area and theme parks Adanel was very responsive to any of my questions and needs during my stay.
Superhost
Townhouse in Kissimmee
4.88 out of 5 average rating, 125 reviews

Orlando Disney new House at Resort with lake view!

DonnaRating, 5 stars1 week ago
We had a perfect vacation! We can’t wait to book again! Everything was just as described and the location was perfect for us!
Guest favorite
Home in The Villages
4.88 out of 5 average rating, 26 reviews

Entire Home in The Villages Absolutely Beautiful!!

TheresaRating, 5 stars2 weeks ago
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.
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.
Superhost
Home in Tampa
5 out of 5 average rating, 3 reviews

Stunning 5-Bedroom Lakefront Retreat!

EnmanuelRating, 5 stars1 month ago
Great stay! The house was clean, comfortable, and just as described. Check-in was easy, and the host was responsive.

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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