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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Compare 1521 Vacation Homes in Leesburg with updated reviews, rates, and availability.

Cozy Country Home 4 Blocks From the Lake
Exterior

Cozy Country Home 4 Blocks From the Lake

9.8 out of 10, Exceptional, (74)
"I don’t usually do reviews but this home was beyond my expectations. Home was clean and well kept up with everything you’ll need for your stay. Also, Tavares Seaport is just a few blocks away for an early morning or evening walk. "
Cozy Country Home 4 Blocks From the Lake
Stylish New 4 Bedrooms Home with Pool
Interior

Stylish New 4 Bedrooms Home with Pool

2.0 out of 10, (1)
"First, Inlove VRBO and they’ve been awesome. But, the third party listings are becoming a problem. Case in point. The listing looked awesome. Even drove by the property which looked nice. Then came the check in process. First all online by email, NOT WEBSITE which screamed scam. Until this listing, I have never been asked to take a picture of my credit card front back drivers license front back and Social Security card to email pictures of it to someone. Then, they wanted a selfie of me...
Stylish New 4 Bedrooms Home with Pool
"Mermaid House" in Downtown Mt. Dora!! Pet Friendly
Property grounds

"Mermaid House" in Downtown Mt. Dora!! Pet Friendly

10.0 out of 10, Exceptional, (48)
"This how was perfect for our weekend anniversary trip. It’s close enough to downtown without being in the middle of downtown. We will stay again! "
"Mermaid House" in Downtown Mt. Dora!! Pet Friendly
Better Than A 5 Star Hotel IN THE VILLAGES 2 Bedroom house WiFi, AC, GOLF CART
Smart TV

Better Than A 5 Star Hotel IN THE VILLAGES 2 Bedroom house WiFi, AC, GOLF CART

2.0 star property
9.8 out of 10, Exceptional, (16)
"Very well managed"
The price is AED 253
AED 971 total
includes taxes & fees
17 May - 18 May
Better Than A 5 Star Hotel IN THE VILLAGES 2 Bedroom house WiFi, AC, GOLF CART
Pool, Golf Course View Home, 4 place golf cart
Interior

Pool, Golf Course View Home, 4 place golf cart

10.0 out of 10, Exceptional, (34)
"This was one of the best places we have been, it was way more than we expected and truly added to our vacation. Would highly recommend this as the place to stay"
Pool, Golf Course View Home, 4 place golf cart
Pool, golf cart, private Paradise!
Fridge, microwave, oven, stovetop

Pool, golf cart, private Paradise!

10.0 out of 10, Exceptional, (31)
"Visit to see life in the Villages."
The price is AED 578
AED 1,570 total
includes taxes & fees
20 May - 21 May
Pool, golf cart, private Paradise!
Golfer's Paradise - The Villages in Wildwood!
TV, computer monitors, printers

Golfer's Paradise - The Villages in Wildwood!

9.4 out of 10, Exceptional, (17)
"Check in was super easy. Our host responded in minutes when we had questions. Very comfortable beds, complete kitchen. Overall a great stay :-)"
Golfer's Paradise - The Villages in Wildwood!
Cozy Beach Style Attached Apartment Studio
Terrace/patio

Cozy Beach Style Attached Apartment Studio

9.2 out of 10, Wonderful, (21)
"Nice place for the price"
The price is AED 349
AED 481 total
includes taxes & fees
12 May - 13 May
Cozy Beach Style Attached Apartment Studio
PETS STAY FREE Camp St. Cabanas on Lake Dora Unit 2
Miscellaneous

PETS STAY FREE Camp St. Cabanas on Lake Dora Unit 2

9.6 out of 10, Exceptional, (9)
"Great place to stay and a beautiful view. "
The price is AED 481
AED 1,209 total
includes taxes & fees
7 May - 8 May
PETS STAY FREE Camp St. Cabanas on Lake Dora Unit 2
LOS SHORES Vacation Lodging
Miscellaneous

LOS SHORES Vacation Lodging

8.4 out of 10, Very Good, (6)
"Family friendly "
The price is AED 331
AED 965 total
includes taxes & fees
11 May - 12 May
LOS SHORES Vacation Lodging
Sunny Ocala Home w/ Private Pool & Hot Tub!
Pool

Sunny Ocala Home w/ Private Pool & Hot Tub!

9.6 out of 10, Exceptional, (14)
"Great place "
Sunny Ocala Home w/ Private Pool & Hot Tub!
Private Spacious Room in Home, with Pool-The Oasis Room
Outdoor pool

Private Spacious Room in Home, with Pool-The Oasis Room

9.8 out of 10, Exceptional, (12)
"Very good place. Host is super friendly. Super comfortable. Easy access and great parking space. Amenities are great."
Private Spacious Room in Home, with Pool-The Oasis Room
Royellou House (3BR 2BA)
Fridge, microwave, oven, stovetop

Royellou House (3BR 2BA)

10.0 out of 10, Exceptional, (150)
"Great stay! Perfect location and very accommodating host!"
The price is AED 834
AED 1,506 total
includes taxes & fees
18 May - 19 May
Royellou House (3BR 2BA)
3/2 in The Village of DeLuna
Pool

3/2 in The Village of DeLuna

6.0 out of 10, (1)
"The home was very nice. Only issue was the king mattress needs replacing. We tried to sleep on it but couldn’t due to its poor condition which in turn impacted our vacation. But the style, cleanliness, location, and other amenities were very nice. The golf cart directional unit was also a problem as it was just dangling off the steering column and unusable while driving. "
3/2 in The Village of DeLuna
Lake Vibes Only ~ Cozy Lake House, short drive to Downtown Mt Dora & Tavares!!
Property grounds

Lake Vibes Only ~ Cozy Lake House, short drive to Downtown Mt Dora & Tavares!!

9.6 out of 10, Exceptional, (42)
"The house was very clean, reached out to the host and they responed right away. beautiful location near the lake.Plenty of room for the 4 of us and the kitchen was great for meal prep. Highly recommend this property!! "
Lake Vibes Only ~ Cozy Lake House, short drive to Downtown Mt Dora & Tavares!!
Equestrian Lakefront Cottage
Outdoor dining

Equestrian Lakefront Cottage

10.0 out of 10, Exceptional, (34)
"An amazing property and beautiful view. A perfect place to celebrate Christmas. Everything was as described (or better). Thanks to the owners for sharing their story and allowing us to be a part of the journey. "
The price is AED 441
AED 1,000 total
includes taxes & fees
7 May - 8 May
Equestrian Lakefront Cottage
2/3 in The Village of Dunedin
A heated pool

2/3 in The Village of Dunedin

9.6 out of 10, Exceptional, (7)
"Loved the house. Perfect location. "
2/3 in The Village of Dunedin
3 bed/ 2 bath house in The Villages! Pet friendly, pool, hot tub and internet!
Interior

3 bed/ 2 bath house in The Villages! Pet friendly, pool, hot tub and internet!

9.4 out of 10, Exceptional, (3)
"Our stay was very accommodating! Very clean property and kind host! "
3 bed/ 2 bath house in The Villages! Pet friendly, pool, hot tub and internet!
Quiet Home in The Villages w/ Pool Access!
Fridge, microwave, stovetop, dishwasher

Quiet Home in The Villages w/ Pool Access!

10.0 out of 10, Exceptional, (36)
"Our experience was excellent and our host was top notch, patient, kind and full of helpful information about the area"
Quiet Home in The Villages w/ Pool Access!
Beautiful view, The Villages- Golf Front Home, Heated Pool, Free Golf Cart, WIFI
Indoor pool, outdoor pool

Beautiful view, The Villages- Golf Front Home, Heated Pool, Free Golf Cart, WIFI

10.0 out of 10, Exceptional, (94)
"We loved the home and the heated pool overlooking the golf course was amazing! Perfect place for our family to relax and play. Appreciate the great communication during our stay too!"
Beautiful view, The Villages- Golf Front Home, Heated Pool, Free Golf Cart, WIFI
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Leesburg

Better Than A 5 Star Hotel IN THE VILLAGES 2 Bedroom house WiFi, AC, GOLF CART
Smart TV

Better Than A 5 Star Hotel IN THE VILLAGES 2 Bedroom house WiFi, AC, GOLF CART

2.0 star property
9.8 out of 10, Exceptional, (16)
"Very well managed"
The price is AED 253
AED 971 total
includes taxes & fees
17 May - 18 May
Better Than A 5 Star Hotel IN THE VILLAGES 2 Bedroom house WiFi, AC, GOLF CART
The Villages FL Golfing Community. Close to restaurants, beaches and shopping.
Exterior

The Villages FL Golfing Community. Close to restaurants, beaches and shopping.

10.0 out of 10, Exceptional, (15)
"The home was exactly as described in the listing. Lora was very responsive and prompt in answering questions. Would stay again in the future. "
The price is AED 253
AED 1,525 total
includes taxes & fees
13 May - 14 May
The Villages FL Golfing Community. Close to restaurants, beaches and shopping.
WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+
Property grounds

WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+

9.8 out of 10, Exceptional, (98)
"We had a great stay in the Villages. The villa was perfect for us. Close to Sumter Landing. Dogs enjoyed the back yard. We look forward to coming back!"
WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.