Are there vacation rentals with a dedicated workspace in Leesburg?

Yes! Work meets play with ease at over 60 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 40 vacation rentals for guests traveling with pets.

Are there Leesburg vacation rentals on Airbnb with pools?

Yes! Dive into the perfect getaway at one of over 40 vacation homes with pools in Leesburg, available on Airbnb. Make a splash and soak up the sun in style!

How much does it cost to stay in apartment rentals in Leesburg?

Experience the best of Leesburg with our apartment rentals, starting at about $80 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 10 house rentals with a gym in Leesburg. Enjoy a tailored experience with all the comforts you desire.

Do house rentals in Leesburg have wifi?

Absolutely! We offer over 100 house rentals with wifi 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 10 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 90 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

What are the most popular amenities for House Rentals in Leesburg?

Enhance your stay in our House Rentals with the most popular amenities: over 100 homes with wifi, over 10 homes with self check-in, over 10 homes with a gym, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Leesburg vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Leesburg

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Superhost

Home in Ocklawaha

5 out of 5 average rating, 3 reviews

As good as it gets! Lakefront - with a pool!

DevinRating, 5 stars3 months ago

My wife and I had a great trip at this property. The scenery and outdoor area was absolutely perfect. Watching the water sports on the lake over the weekend was a great time. This is the perfect place to get away, unplug and relax. I would love to make it back for another trip.

Superhost

Apartment in Davenport

5 out of 5 average rating, 3 reviews

Bahama Bay Resort * Disney Area

OpalRating, 5 stars5 months ago

The unit was very comfortable for five adults and one child. It was clean and the snacks were a plus for little one. Ray was a great host and didn't hesitate to answer my questions. We did visit the bar on the property for some refreshing beverages. There was a lot to do in driving distance from the property.

Guest favorite

Townhouse in Kissimmee

4.88 out of 5 average rating, 33 reviews

Amazing Premium 4 Bedr 5* Resort unit Near Disney

AdrianaRating, 5 stars3 weeks ago

Alfredo’s place was beautiful and perfect for our family of 7. We had enough space for all of us. The house was very clean and modern looking. It’s a beautiful neighborhood with a lot to do. Definitely will come back!!

Guest favorite

Townhouse in Kissimmee

4.83 out of 5 average rating, 65 reviews

Entire Townhouse -Kissimmee, 4 Bedrooms 3 Bath

BrunaRating, 5 stars2 months ago

Excellent stay and my family and I spent wonderful days in the house! The impeccable, clean and super comfortable house. The location is great and close to Disney. Carmen was extremely solicited and always responded quickly. Indicate with eyes closed.

Guest favorite

Home in The Villages

4.87 out of 5 average rating, 15 reviews

Location, Location! Hot Tub!

BradRating, 5 stars2 months ago

We rented and unfortunately got hit with Milton's storms. Sue was concerned for our safety during that time period. Very responsive to any questions, issues. The house is beautiful, spacious, well appointed. the hot tub is a plus at the end of the day. Would highly recommend the Sue and her place. We will return without question.10 mins from Walmart neighborhood market , and Publix by golf cart . 5 mins from nearest golf club Bonfay. Central location.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Leesburg vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

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

Other great vacation rentals in Leesburg

Guest favorite

Home in The Villages

4.96 out of 5 average rating, 49 reviews

Beautiful Villages 2/2 Home. Perfect Location

RobertRating, 5 stars1 month ago

The place was wonderful! It was so clean. We really enjoyed ourselves and I would highly recommend this home rental to anyone!

Guest favorite

Home in Davenport

5 out of 5 average rating, 9 reviews

Mediterranean Garden Sunny Dayz Oasis

MannyRating, 5 stars1 week ago

My group was very pleased with their stay. The place was very clean and comfortable. We had an issue with the shower head and they had maintenance come right away to fix the problem. We would definitely stay here again!

Guest favorite

Condo in Davenport

5 out of 5 average rating, 25 reviews

Cozy Condo in Champions Gate

BrittanyRating, 5 stars2 weeks ago

Ana’s place was beautiful, homey, and looked just like the pictures! We really enjoyed the decor and appreciated that it even had toys, a crib, strollers, etc for the kiddos. Location was great and close to the Disney parks and restaurants. Thank you!

Superhost

Townhouse in Davenport

4.75 out of 5 average rating, 4 reviews

Great Town home with lazy river

HediRating, 5 stars4 months ago

My family and I love the house, very organized, great space, the house has everything a family needs, from bed and bath linens, to appliances. We love the animals of nature that are sometimes seen by the condominium, such as rabbit and bird varieties.

Superhost

Home in Inverness

4.83 out of 5 average rating, 24 reviews

Executive Family & Golf getaway

ElizabethRating, 5 stars16 months ago

The house was beautiful and Chris was very kind and let us check in a bit early. Lots of linens if needed and even pool towels. Beds were a bit firm but so many details were thought out and it felt like home.

Superhost

Home in Davenport

5 out of 5 average rating, 3 reviews

Luxury Orlando Waterfall Villa 1

JennicaRating, 5 stars12 months ago

This Air bb felt right at home , the bathrooms were clean , they had all the necessities, the beds were super comfy I didn’t want to get up , the host was responsive . I would book again and definitely recommend others to book ! 5/5.

Guest favorite

Home in Davenport, Orlando

4.89 out of 5 average rating, 28 reviews

Orlando Retreat: Cozy Escape for Magical Holidays

AmelaRating, 5 stars3 weeks ago

Great place to stay, would stay again !

Superhost

Home in Kissimmee

4.81 out of 5 average rating, 21 reviews

Vacation Home with Pool & Spa near Disney

StephanieRating, 5 stars2 months ago

It was very peaceful and a nice house! Thank you

Show all

Quick stats about vacation rentals in Leesburg

Total rentals
140 properties
Total number of reviews
2.7K reviews
Family-friendly rentals
110 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
60 properties have a dedicated workspace

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Leesburg?
Yes! Work meets play with ease at over 60 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 40 vacation rentals for guests traveling with pets.
Are there Leesburg vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 40 vacation homes with pools in Leesburg, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in apartment rentals in Leesburg?
Experience the best of Leesburg with our apartment rentals, starting at about $80 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 10 house rentals with a gym in Leesburg. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Leesburg have wifi?
Absolutely! We offer over 100 house rentals with wifi 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 10 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 90 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Leesburg?
Enhance your stay in our House Rentals with the most popular amenities: over 100 homes with wifi, over 10 homes with self check-in, over 10 homes with a gym, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Leesburg vacation rentals

Top-rated vacation rentals in Leesburg

Tiny home in Kissimmee

Home in Ocklawaha

Townhouse in Davenport

Home in Kissimmee

Home in The Villages

Home in Davenport

Apartment in Davenport

Townhouse in Davenport

Townhouse in Kissimmee

Townhouse in Kissimmee

Home in The Villages

Condo in Kissimmee

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Leesburg vacation rentals

Stay near Leesburg's top sights

Other great vacation rentals in Leesburg

Home in The Villages

Home in Davenport

Condo in Davenport

Townhouse in Davenport

Home in Inverness

Home in Davenport

Home in Davenport, Orlando

Home in Kissimmee

Quick stats about vacation rentals in Leesburg

Total rentals

Total number of reviews

Family-friendly rentals

Pet-friendly rentals

Rentals with a pool

Rentals with dedicated workspaces

Frequently Asked Questions

Destinations to explore