Vacation rentals in Leesburg

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Popular amenities for Leesburg vacation rentals

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 stars5 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
Condo in Kissimmee
4.86 out of 5 average rating, 205 reviews

@Look@ ~ 3bed/2bath/1st floor! ~ Sleeps 7!

ChakaraRating, 5 stars4 weeks ago
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.
Top guest favorite
Home in Kissimmee
4.93 out of 5 average rating, 137 reviews

(Discounted Rates) Vacation Home (4 Miles Disney)

IanRating, 5 stars4 weeks ago
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.
Guest favorite
Cottage in Kissimmee
4.98 out of 5 average rating, 113 reviews

1BD Cottage "Limoncello" in Margaritaville

PegRating, 5 stars1 month ago
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.
Guest favorite
Home in The Villages
4.88 out of 5 average rating, 26 reviews

Entire Home in The Villages Absolutely Beautiful!!

TheresaRating, 5 stars1 month 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
Townhouse in Kissimmee
4.94 out of 5 average rating, 189 reviews

Beautiful family home near all attractions.

ShannonRating, 5 stars1 month ago
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!
Guest favorite
Home in Wildwood
4.92 out of 5 average rating, 77 reviews

New, private pool getaway in The Villages, FL

TrinaRating, 5 stars1 month ago
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
Superhost
Townhouse in Kissimmee
4.75 out of 5 average rating, 267 reviews

#2731 Beautiful Lakefront Private Spa,Pool,Disney

KatieRating, 5 stars1 month ago
Highly recommend! Very clean and Helen and Sam were quick to respond to questions!

Pet-friendly vacation rentals in Leesburg

Superhost
Cabin in De Leon Springs
4.77 out of 5 average rating, 164 reviews

Charming Log Cabin in Central Florida

AmyRating, 5 stars2 weeks ago
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!
Top guest favorite
Home in Kissimmee
4.92 out of 5 average rating, 142 reviews

Disney Playhouse, Private Pool & Spa, Near Disney

AnyelisRating, 5 stars1 week ago
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!
Guest favorite
Home in Orlando
4.84 out of 5 average rating, 212 reviews

Waterside Pet Friendly Lakefront

KennethRating, 5 stars3 days ago
Place was exactly as described. Virginia was a great host. Would stay here again.
Superhost
Condo in Kissimmee
5 out of 5 average rating, 3 reviews

Pet Friendly Reunion Condo Minutes from Disney!

HeatherRating, 5 stars4 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 stars2 months 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
4.97 out of 5 average rating, 32 reviews

Pet Friendly in the Villages!

KaseyRating, 5 stars3 weeks ago
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
Guest favorite
Bungalow in Mount Dora
4.86 out of 5 average rating, 104 reviews

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

JoeRating, 5 stars2 months 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 stars3 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

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

Dream vacation, near Disney

CherylRating, 5 stars2 weeks ago
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 !!!!
Superhost
Apartment in Auburndale
4.82 out of 5 average rating, 51 reviews

Gorgeous Apt. Near Legoland/Disney & Beaches (#1)

CoriRating, 5 stars3 weeks ago
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! :)
Guest favorite
Townhouse in Davenport
4.94 out of 5 average rating, 104 reviews

Stylish Stay in Davenport

LiebraRating, 5 stars5 days ago
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 .
Guest favorite
Townhouse in Kissimmee
4.94 out of 5 average rating, 118 reviews

Meriggiare! Perfect for Disney Vacation! FREE WiFi

LiRating, 5 stars5 days ago
We had a wonderful time staying here. The place is beautiful, secure, and clean. Very conveniently located to Disney Parks. would recommend to anyone!
Superhost
Townhouse in Kissimmee
4.7 out of 5 average rating, 166 reviews

Cozy Townhouse in Kissimmee, near Orlando!

LakmalRating, 5 stars1 month 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.
Superhost
Townhouse in Kissimmee
4.88 out of 5 average rating, 128 reviews

Orlando Disney new House at Resort with lake view!

SamRating, 5 stars1 week ago
Place was clean and quiet. About a 25 minute drive from the parks and super easy with uber. Hosts super friendly and responsive!
Guest favorite
Home in The Villages
4.82 out of 5 average rating, 17 reviews

Location, Location! Hot Tub!

EileenRating, 5 stars5 months ago
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.
Top guest favorite
Cottage in Mount Dora
4.97 out of 5 average rating, 113 reviews

*1 min walk to Downtown Mt. Dora! Newly updated!

AngelaRating, 5 stars1 week ago
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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