Vacation rentals in Leesburg

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.

Guest favorite

Guesthouse in Leesburg

4.98 out of 5 average rating, 332 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.

Dec 22 – 29

R1,900 ZAR per night
Guest favorite

Home in Lady Lake

4.97 out of 5 average rating, 266 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.

Jul 27 – Aug 3

R1,720 ZAR per night
Guest favorite

Apartment in Leesburg

5.0 out of 5 average rating, 16 reviews

Lovely 2BD/2BA Apt close to Beacon Col. & Downtown

This apartment is a short 1/3 mile walk to beautiful Lake Harris, Venetian Gardens, Palmora Park, Rogers Park Splash Pad, Ski Beach, Lake Harris Big Bass Tournaments. The jogging & bike trail gives you access to downtown food & entertainment, Beacon College, UF Leesburg, Fountain Lake & Veterans Mem. Park. The perfect executive stay if you have business at The Villages, UF Leesburg, Beacon or any projects in the area. Enjoy a quite morning on the balcony or take a walk over to Venetian Gardens

May 15 – 22

R2,051 ZAR per night

Popular amenities for Leesburg vacation rentals

Stay near Leesburg's top sights

Walmart Supercenter4 locals recommend
Mission Inn Resort & Club12 locals recommend
Lake Square Mall10 locals recommend
The Howey Mansion4 locals recommend
Cracker Barrel Old Country Store3 locals recommend
Yalaha Bakery20 locals recommend

Other great vacation rentals in Leesburg

Guest favorite

Home in Leesburg

4.98 out of 5 average rating, 83 reviews

Beautifully Restored Historic Home! Leesburg

Dec 18 – 25

R2,741 ZAR per night
Guest favorite

Home in Leesburg

5.0 out of 5 average rating, 29 reviews

Waterfront cottage Haynes Creek

Sep 28 – Oct 5

R2,061 ZAR per night
Guest favorite

Home in Wildwood

4.98 out of 5 average rating, 46 reviews

New home in the new part of the villages.

Aug 5 – 12

R1,769 ZAR per night
Guest favorite

Guesthouse in Tavares

4.98 out of 5 average rating, 58 reviews

The Landing Pad

Dec 17 – 24

R1,846 ZAR per night
Guest favorite

Home in Leesburg

4.94 out of 5 average rating, 33 reviews

House between the lakes

Jul 24 – 31

R2,266 ZAR per night
Guest favorite

Home in Leesburg

4.9 out of 5 average rating, 10 reviews

Rustic Lake Harris Home

Jul 21 – 28

R2,511 ZAR per night
Guest favorite

Guesthouse in Lady Lake

5.0 out of 5 average rating, 43 reviews

Cute & Cozy Tiny Guesthouse

May 12 – 19

R1,491 ZAR 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 3 – 10

R2,730 ZAR per night
Guest favorite

Home in Tavares

4.93 out of 5 average rating, 27 reviews

Charming Retreat: Your Cozy Home Away From Home

Aug 18 – 25

R2,169 ZAR per night
Guest favorite

Cabin in Center Hill

4.96 out of 5 average rating, 28 reviews

Woodsy cabin close to major theme parks

Aug 5 – 12

R2,297 ZAR per night
Superhost

Home in Leesburg

4.89 out of 5 average rating, 18 reviews

Eden’s Secret Garden Near Lake Harris

Nov 4 – 11

R2,734 ZAR per night
Guest favorite

Home in Wildwood

4.96 out of 5 average rating, 25 reviews

2/2 Villa in Village of Citrus Grove

Aug 27 – Sep 3

R1,943 ZAR per night

Other great vacation rentals in Leesburg

Guest favorite

Apartment in Leesburg

4.93 out of 5 average rating, 14 reviews

Paradise on Lake Harris Apt #102

Jun 22 – 29

R3,381 ZAR per night
Guest favorite

Home in Lady Lake

4.94 out of 5 average rating, 17 reviews

Relaxing House in The Villages

Sep 29 – Oct 6

R1,246 ZAR per night
Guest favorite

Guesthouse in Tavares

4.96 out of 5 average rating, 67 reviews

Peaceful, adorable, guest cottage on Apopka Canal.

Feb 28 – Mar 7

R1,554 ZAR per night
Guest favorite

Home in Eustis

5.0 out of 5 average rating, 19 reviews

Porter's Porch

May 7 – 14

R1,779 ZAR per night
Guest favorite

Home in Leesburg

4.84 out of 5 average rating, 50 reviews

Lake Eustis vacation home

Dec 17 – 24

R2,586 ZAR per night
Guest favorite

Home in Tavares

5.0 out of 5 average rating, 16 reviews

Camp St. Cabanas Unit 3 on Lake Dora

Dec 5 – 12

R2,895 ZAR per night
Superhost

Villa in The Villages

4.89 out of 5 average rating, 9 reviews

New 3/2 Patio Villa, BEST VALUE w/Golf Cart!

Jun 8 – 15

R2,215 ZAR per night
Guest favorite

Home in Leesburg

4.93 out of 5 average rating, 14 reviews

Quiet spacious ranch by Lake Harris

Jul 30 – Aug 6

R3,371 ZAR 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 3 – 10

R1,618 ZAR per night
Superhost

Cottage in Leesburg

4.79 out of 5 average rating, 28 reviews

Waterfront guest house with boat dock.

Jul 16 – 23

R2,186 ZAR per night
Guest favorite

Cottage in Eustis

4.94 out of 5 average rating, 64 reviews

Anneliese's Cottage

Aug 13 – 20

R1,705 ZAR per night
Guest favorite

Cabin in Tavares

4.94 out of 5 average rating, 16 reviews

Cabin by the Water Escape - Bring Your Boat!

Dec 21 – 28

R2,730 ZAR per night

Quick stats about vacation rentals in Leesburg

Total rentals

110 properties

Rentals with dedicated workspaces

50 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

2.2K reviews

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Leesburg?

    Yes! Work meets play with ease at over 50 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 70 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 self check-in, over 10 homes with a gym, over 10 homes with a bbq area, over 80 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Lake County
  5. Leesburg