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Check prices for these dates

Next weekend
23 May - 25 May
In two weeks
30 May - 1 Jun
In one month
13 Jun - 15 Jun
In two months
11 Jul - 13 Jul

Compare 284 Villas in Leesburg with updated reviews, rates, and availability.

Fully Furnished Brand New Villa in Village of St. Catherine's with Cart
Exterior

Fully Furnished Brand New Villa in Village of St. Catherine's with Cart

10.0 out of 10, Exceptional, (91)
"Loved The Villages!! This villa was great! Cant wait to come back. "
Fully Furnished Brand New Villa in Village of St. Catherine's with Cart
Charming 3 Bedroom, 2 Bath Courtyard Villa in The Villages, FL
Exterior

Charming 3 Bedroom, 2 Bath Courtyard Villa in The Villages, FL

2.0 star property
10.0 out of 10, Exceptional, (15)
"Enjoyed a short stay for a wedding near by. House was clean and very roomy for 6 adults. Great neighborhood. I wish we had longer to stay. "
The price is AED 511
AED 1,512 total
includes taxes & fees
21 May - 22 May
Charming 3 Bedroom, 2 Bath Courtyard Villa in The Villages, FL
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, (99)
"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+
Water View 2 Bedroom Villa centrally located in The Village of Marsh Bend
Interior

Water View 2 Bedroom Villa centrally located in The Village of Marsh Bend

10.0 out of 10, Exceptional, (10)
"The house had first class amenities and a great location. "
Water View 2 Bedroom Villa centrally located in The Village of Marsh Bend
SUNSET COVE - Enjoy warm Florida sunsets in the Village of St Johns!
Smart TV

SUNSET COVE - Enjoy warm Florida sunsets in the Village of St Johns!

10.0 out of 10, Exceptional, (35)
"We enjoyed our stay. The home provided everything we needed and was super clean! Host communicated well and check in process was easy. "
The price is AED 415
AED 1,395 total
includes taxes & fees
22 May - 23 May
SUNSET COVE - Enjoy warm Florida sunsets in the Village of St Johns!
VILLA 2 MASTER SUITES & 2 GOLF CARTS
Outdoor dining

VILLA 2 MASTER SUITES & 2 GOLF CARTS

10.0 out of 10, Exceptional, (66)
"Friends visiting for a reunion stayed here, and it was excellent. Well-furnished, very clean, and great location in The Villages. "
VILLA 2 MASTER SUITES & 2 GOLF CARTS
Stunning 2/2 Villa in Creekside Landing adjacent to Lake Sumter Landing w/Cart
Outdoor dining

Stunning 2/2 Villa in Creekside Landing adjacent to Lake Sumter Landing w/Cart

10.0 out of 10, Exceptional, (65)
"Excellent host & Great location. I had a Great birthday weekend. Thanks for making our stay special for my birthday. "
Stunning 2/2 Villa in Creekside Landing adjacent to Lake Sumter Landing w/Cart
Bob's place
Outdoor dining

Bob's place

10.0 out of 10, Exceptional, (1)
"Bob is a very friendly, approachable and accommodating host. He's flexible and easy to reach. The home was comfortable and equipped with everything I needed. I woukd definitely stay here again!"
Bob's place
Enchanted 2 Bedroom Home near Downtown Winter Garden
Smart TV, books, stereo

Enchanted 2 Bedroom Home near Downtown Winter Garden

10.0 out of 10, Exceptional, (3)
"Great stay, great hosts. Had family gathering here. Perfect as could grill and enjoy private uard. Would stay again."
Enchanted 2 Bedroom Home near Downtown Winter Garden
Fairway Haven with Golf Cart. Less than 2 Miles from Spanish Springs Town Center
Smart TV

Fairway Haven with Golf Cart. Less than 2 Miles from Spanish Springs Town Center

9.6 out of 10, Exceptional, (5)
"This was a great place for my husband and I to stay while visiting family in The Villages over a long weekend. We had use of a golf cart, were close to Spanish Springs town square. The property was as advertised and expected, all the basics provided and very clean. Good value for the nightly price.The property manager checked in while we were there and was quick to respond to questions."
Fairway Haven with Golf Cart. Less than 2 Miles from Spanish Springs Town Center
Charming 2-Bedroom Courtyard Villa in The Villages
Smart TV

Charming 2-Bedroom Courtyard Villa in The Villages

10.0 out of 10, Exceptional, (3)
"The property is very well situated near Lake Sumter Landing, which is our favorite village. And our host was exceptional with his communication and care of his darling home. "
Charming 2-Bedroom Courtyard Villa in The Villages
King-Sized Comfort – 2 King Beds in a Serene "Hideaway" in The Villages
Living area

King-Sized Comfort – 2 King Beds in a Serene "Hideaway" in The Villages

9.8 out of 10, Exceptional, (11)
"Everything was great, loved the Villages and the recreation areas. You'll enjoy it also recommend!"
The price is AED 411
AED 1,392 total
includes taxes & fees
14 May - 15 May
King-Sized Comfort – 2 King Beds in a Serene "Hideaway" in The Villages
1 mile from Nancy Lopez CC and Chatham Rec Centers.
Exterior

1 mile from Nancy Lopez CC and Chatham Rec Centers.

9.0 out of 10, Wonderful, (14)
"Nice area, golf cart use and great host communication"
The price is AED 220
AED 729 total
includes taxes & fees
14 May - 15 May
1 mile from Nancy Lopez CC and Chatham Rec Centers.
Pick me! Pick me! 3/2, FREE golf & 4-seat cart, Resident passes, pets.
Smart TV, books, computer monitors, printers

Pick me! Pick me! 3/2, FREE golf & 4-seat cart, Resident passes, pets.

10.0 out of 10, Exceptional, (19)
"Joni is wonderful to work with. She is so accommodating and her properties are beautiful and well equipped with everything our kids needed. "
Pick me! Pick me! 3/2, FREE golf & 4-seat cart, Resident passes, pets.
Villa With Golf Cart, Pet Friendly Near Lake Sumter Landing The Villages
Outdoor dining

Villa With Golf Cart, Pet Friendly Near Lake Sumter Landing The Villages

9.8 out of 10, Exceptional, (26)
"We enjoyed everything about our stay. Location was perfect and the house had everything we needed. "
Villa With Golf Cart, Pet Friendly Near Lake Sumter Landing The Villages
Perfect Location Between Brownwood & Lake Sumter
Fridge, microwave, oven, stovetop

Perfect Location Between Brownwood & Lake Sumter

10.0 out of 10, Exceptional, (100)
"A great visit, very comfortable villa."
Perfect Location Between Brownwood & Lake Sumter
Villages Winter Sunset View Private Patio Villa, Golf Cart, Brownwood
Outdoor dining

Villages Winter Sunset View Private Patio Villa, Golf Cart, Brownwood

10.0 out of 10, Exceptional, (4)
"Beautiful, well appointed, comfortable and clean home. Owner is super nice and available for any questions. Perfect rental for us!"
Villages Winter Sunset View Private Patio Villa, Golf Cart, Brownwood
Sparkling! Walking distance to Sumter Landing,pools & more,or take our golf cart
Outdoor dining

Sparkling! Walking distance to Sumter Landing,pools & more,or take our golf cart

10.0 out of 10, Exceptional, (14)
"Lynn was a gracious host"
Sparkling! Walking distance to Sumter Landing,pools & more,or take our golf cart
GAS CART NEAR LAKE SUMTER LANDING WALK TO CANE GARDEN FOR DINNER
Fridge, microwave, oven, stovetop

GAS CART NEAR LAKE SUMTER LANDING WALK TO CANE GARDEN FOR DINNER

9.6 out of 10, Exceptional, (20)
"This was our first time at The Villages. Everything was picture perfect Linda’s home is clean, inviting, and beautiful. We are so happy we choose this house to stay at."
GAS CART NEAR LAKE SUMTER LANDING WALK TO CANE GARDEN FOR DINNER
WOW...ELEGANT... Courtyard VILLA + Golf CART, Steps to POOL, 3 Min to Sumter SQ
A heated pool

WOW...ELEGANT... Courtyard VILLA + Golf CART, Steps to POOL, 3 Min to Sumter SQ

9.4 out of 10, Exceptional, (80)
"This worked out great for us and would stay again next time we visit The Villages "
WOW...ELEGANT... Courtyard VILLA + Golf CART, Steps to POOL, 3 Min to Sumter SQ
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

Cozy Beach Style Attached Apartment Studio
Terrace/patio

Cozy Beach Style Attached Apartment Studio

9.2 out of 10, Wonderful, (22)
"Nice place for the price"
The price is AED 349
AED 481 total
includes taxes & fees
14 May - 15 May
Cozy Beach Style Attached Apartment Studio
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, (18)
"Very well managed"
The price is AED 253
AED 971 total
includes taxes & fees
14 May - 15 May
Better Than A 5 Star Hotel IN THE VILLAGES 2 Bedroom house WiFi, AC, GOLF CART
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, (99)
"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.

Frequently asked questions

How much do villas in Leesburg cost?
You’ll pay between AED 220 and AED 511 per night for a villa in Leesburg. No matter your budget, a terrific escape is just a click or two away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your villa in Leesburg with Expedia?
Booking a villa in Leesburg is as simple as clicking on your travel dates and picking an option that meets your requirements. Want something inexpensive or upscale, or a property that also features a kitchen? Use Expedia’s search filters to narrow your results and find your dream fit.
How can I find cheap villas in Leesburg?
With Expedia’s user-friendly filter tool, locating cheap villas in Leesburg is a snap. To find accommodations that won’t break the bank, refine your search results by star rating, amenities and budget.