Leesburg vacation rentals

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Top-rated vacation rentals in Leesburg

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

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Guest favorite

Guesthouse in Leesburg

4.98 out of 5 average rating, 333 reviews

Silver Lake Guest Pool House

The Silver Lake Pool Guest house Is your home away from home 1400 sq feet plenty of room! The pool house is a peaceful place to relax or take a swim in a large salt water pool . Mt Dora Tavares, Eustis 10 to 15 minutes away from Pool house Forty five minutes Daytona, Tampa Smyrna beach and parks Minutes from grocery stores restaurants malls Full kitchen also grilling. We are happy to help you with your needs ! Home is great for couples families, solo adventurers, and business travelers.

Oct 20 – 27

$88 per night

Guest favorite

Home in Lady Lake

4.97 out of 5 average rating, 269 reviews

Cozy Lady Lake Guest House

Private guesthouse in a quiet, rural area of Lady Lake. 1 bedroom, 1 bath, furnished with pool privileges. Kitchen, dining bar, living room and sunroom. Sunroom opens to the pool deck and sparkling blue pool, which is completely privacy-fenced in a common area shared with the owners. Suitable for 1 or 2 adults. Central heat and air, 40” Smart Television , WiFi, washer and dryer. Bed linens and bath towels provided. Kitchen with full sized refrigerator/freezer ice maker and electric stove.

Sep 7 – 14

$79 per night

Guest favorite

Guest suite in Eustis

4.99 out of 5 average rating, 163 reviews

The Nest: Upstairs Apartment

Recently renovated 3 bedroom, 1 bathroom upstairs apartment located less than a mile from downtown Eustis. This 1,000 square foot unit is the private second floor of a 1919 built home with a separate side entrance. It has a small kitchen with full size appliances, washer and dryer, WIFI and a Roku tv with Netflix logged in. We are a half mile from downtown Eustis and less than a 15 minute drive from downtown Mt. Dora where you’ll find shopping, restaurants, live music, and weekend festivals.

Sep 28 – Oct 5

$104 per night

Guest favorite

Home in Leesburg

5.0 out of 5 average rating, 31 reviews

Waterfront cottage Haynes Creek

Enjoy all central Florida has to offer, at this cozy waterfront cottage, on Haynes Creek, part of the Harris Chain. Fish from the dock, or bring your own watercraft, you have your own boat slip. Explore the area on our paddleboat, kayaks or paddle board. If its shopping and nightlife you enjoy we are close to Leesburg, Eustis, Mt. Dora, Tavares and the Villages. Or maybe you would enjoy watching wildlife and exploring one of the many parks or trails in the area. Central Florida has it all.

Dec 1 – 8

$94 per night

Superhost

Cottage in Wildwood

4.84 out of 5 average rating, 193 reviews

Peaceful Cottage in the Heart of Wildwood

Peaceful home... -Full kitchen for cooking any meal. A waffle iron and waffle/pancake mix provided for breakfast. -Pet friendly with $25 pet cleaning fee per pet. Notify me if bringing pet. No cats please. -Keurig coffee maker for that morning cup of joe. -WiFi and smart tv. -Washer and dryer available for use. -Large lanai with a fenced in backyard for privacy. -Extra cleaning protocols, everything is disinfected between guest. -Close to all amenities. -One mile from The Villages.

May 11 – 18

$89 per night

Superhost

Guesthouse in Mount Dora

4.9 out of 5 average rating, 701 reviews

Key West cottage of Mt Dora

Cozy little cottage located in the gardens of the main house. It has a full kitchen. 1 bath with a jacuzzi tub.. Queen size bed and a couch for a 3rd person. THE LOCATION is 3 MILES between Mount Dora ,Tavares & Eustis a short drive or bike ride to all location. I’m 2.5 blocks off Lake Shore Dr. to beautiful Lake Dora. FRESH eggs from the Easter egg hens for your use ( When available) The eggs they lay are pink, green and blue. They will need to be washed before use..

Nov 4 – 11

$119 per night

Guest favorite

Home in Leesburg

4.87 out of 5 average rating, 136 reviews

3-bedroom house with an amazing lake view

Enjoy the tranquility of this lakefront getaway at Silver Lake in Leesburg, FL. This property is located in a secluded upscale residential neighborhood, yet still only few minutes away from SR 441, plenty of restaurants and the Lake Square Mall. Enjoy beautiful sunsets overseeing Silver Lake which is across the street from the house. Over 1 acre of land with lushful native trees and large lawn. Butterflies, birds, wildlife such as rabbits, and armadillos can be spotted.

May 25 – Jun 1

$125 per night

Guest favorite

Cottage in Tavares

4.92 out of 5 average rating, 130 reviews

Cypress Boathouse Retreat

A retreat atop a real boathouse overlooking a beautiful canal which leads to the Dead River. The Dead River connects Lake Harris and Lake Eustis. The Harris Chain of Lakes attracts the pro bass fisherman. Many pro fishing tournaments are held in these amazing lakes. While at the boathouse you might experience beautiful nature such as osprey, eagles, owls, and many other species of animals. Location is a short ride to the world famous Leesburg Bike Fest.

Jul 15 – 22

$99 per night

Guest favorite

Home in Eustis

4.91 out of 5 average rating, 105 reviews

House on Lake Eustis

Located in Eustis Florida. Next to the Lake Eustis Sailing Club, Small Lakefront house with 1 bedroom, 1 bathroom, Living Room, Full Kitchen, Small desk for working, Screened Porch with beautiful lake views. Close to restaurants, grocery stores, and parks. 10 minutes from Mount Dora, one hour from both the East and West coasts. One hour from Disney World and most attractions. 4.2 Miles or 10 minutes from Advent Health Waterman

Dec 3 – 10

$84 per night

Guest favorite

Guesthouse in Leesburg

4.86 out of 5 average rating, 22 reviews

Beautiful home Leesburg FL

Beautiful house in Leesburg FL, just 10 minutes from the international airport, has all the necessary amenities and services to live a wonderful stay, close to Venetian Gardens park, Emeralda Marsh Conservation Area, Flat Island Preserve, The Villages and a few minutes from all the popular stores: Wal-Mart, Target, Publix, Dollar General/tree, Ross, TJ Maxx, Home Goods, Belk, Marshall's, etc.

Jun 11 – 18

$76 per night

Guest favorite

Cottage in Tavares

4.97 out of 5 average rating, 204 reviews

Lakeside Cottage on Lake Dora

A charming 1200 sq ft, two bedroom, two bath cottage located on beautiful Lake Dora with white sand beach. A great place to relax and your home away from home. Just minutes from Tavares (known as the Seaplane City) and Mt. Dora (known as the City of Festivals.) You can bring your boat and tie it up to the dock. Large circular drive with plenty of parking for cars, trailers, etc.

Nov 21 – 28

$122 per night

Guest favorite

Villa in Leesburg

4.9 out of 5 average rating, 222 reviews

Cozy Corner ~ Close to the Villages and Disney!

You will feel right at home in our cozy villa. It is truly short from nothing to do!!! Our home is within minutes of shops, restaurants, and of The Villages. Also 20 minutes away from Apopka and Mount Dora, and within one hour of all the famous amusement parks and attractions in Orlando such as Magic Kingdom, Universal Studios, Disney Springs, Aquatica and others.

Jan 22 – 29

$171 per night

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

Walmart Supercenter4 locals recommend

Mission Inn Resort & Club12 locals recommend

The Howey Mansion4 locals recommend

Lake Square Mall10 locals recommend

Cracker Barrel Old Country Store3 locals recommend

Yalaha Bakery20 locals recommend

Other great vacation rentals in Leesburg

Guest favorite

Cottage in Leesburg

4.91 out of 5 average rating, 45 reviews

Boat friendly, next to Venetian Gardens

Sep 28 – Oct 5

$119 per night

Guest favorite

Home in Leesburg

4.98 out of 5 average rating, 85 reviews

Beautifully Restored Historic Home! Leesburg

Nov 30 – Dec 7

$122 per night

Guest favorite

Home in Fruitland Park

4.91 out of 5 average rating, 11 reviews

Large Home In Fruitland Park

Feb 4 – 11

$109 per night

Guest favorite

Guesthouse in Tavares

4.98 out of 5 average rating, 61 reviews

The Landing Pad+Low Cleaning Fee

Aug 12 – 19

$76 per night

Guest favorite

Home in Leesburg

4.94 out of 5 average rating, 33 reviews

House between the lakes

Sep 24 – Oct 1

$104 per night

Guest favorite

Home in Leesburg

5.0 out of 5 average rating, 10 reviews

3/3 Waterfront Home in The Villages : Newell

Jun 18 – 25

$124 per night

Guest favorite

Home in Lady Lake

4.94 out of 5 average rating, 35 reviews

The Villages Golf view. 3BR, 2Bath Whole house.

Aug 14 – 21

$73 per night

Guest favorite

Home in Lady Lake

4.94 out of 5 average rating, 17 reviews

Relaxing House in The Villages

May 9 – 16

$54 per night

Show all

Other great vacation rentals in Leesburg

Guest favorite

Home in Leesburg

4.92 out of 5 average rating, 13 reviews

Rustic Lake Harris Home

Aug 17 – 24

$114 per night

Guest favorite

Guest suite in Leesburg

4.89 out of 5 average rating, 54 reviews

Mid Century Living on Lake Eustis. Dock available.

Sep 12 – 19

$78 per night

Guest favorite

Home in Wildwood

4.96 out of 5 average rating, 27 reviews

*May Rates Reduced 2/2 in Village of Citrus Grove

Nov 18 – 25

$86 per night

Guest favorite

Apartment in Leesburg

4.94 out of 5 average rating, 17 reviews

Paradise on Lake Harris Apt #102

May 11 – 18

$156 per night

Guest favorite

Home in Eustis

5.0 out of 5 average rating, 22 reviews

Porter's Porch

Nov 29 – Dec 6

$81 per night

Guest favorite

Camper/RV in Leesburg

5.0 out of 5 average rating, 40 reviews

Delightful 2- Bedroom Camper/RV with Boat Parking

Oct 15 – 22

$95 per night

Guest favorite

Cottage in Eustis

4.94 out of 5 average rating, 64 reviews

Anneliese's Cottage

Oct 1 – 8

$77 per night

Superhost

Home in Leesburg

4.84 out of 5 average rating, 51 reviews

Lake Eustis vacation home

Sep 4 – 11

$106 per night

Show all

Quick stats about vacation rentals in Leesburg

Total rentals
120 properties
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
90 properties are a good fit for families
Total number of reviews
2.5K reviews

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 30 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 30 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 $90 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 apartment rentals in Leesburg have wifi?
Absolutely! We offer over 10 apartment 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 80 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 10 homes with a bbq area, over 90 homes with wifi, over 10 homes with a gym, over 10 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

Leesburg vacation rentals

Top-rated vacation rentals in Leesburg

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

Cottage in Leesburg

Home in Leesburg

Home in Fruitland Park

Guesthouse in Tavares

Home in Leesburg

Home in Leesburg

Home in Lady Lake

Home in Lady Lake

Other great vacation rentals in Leesburg

Home in Leesburg

Guest suite in Leesburg

Home in Wildwood

Apartment in Leesburg

Home in Eustis

Camper/RV in Leesburg

Cottage in Eustis

Home in Leesburg

Quick stats about vacation rentals in Leesburg

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Leesburg?

Are there pet-friendly vacation rentals in Leesburg?

Are there Leesburg vacation rentals on Airbnb with pools?

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

Do house rentals in Leesburg have a gym?

Do apartment rentals in Leesburg have wifi?

Do house rentals in Leesburg have self check-in?

Do house rentals in Leesburg have a bbq area?

Are there family-friendly house rentals in Leesburg?

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

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