Leesburg Vacation Rentals

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Check prices for these dates

In two weeks
Oct 10 - Oct 12
In one month
Oct 24 - Oct 26
In two months
Nov 21 - Nov 23
In three months
Dec 19 - Dec 21

Vacation Rentals in Leesburg

Our top choices for Leesburg vacation rentals

Spacious 4 bedroom 3.5 bath POOL home W/ Gym!!
Pool

Spacious 4 bedroom 3.5 bath POOL home W/ Gym!!

9.2 out of 10, Wonderful, (5)
"I highly recommend this property. The house was located in a very nice community easily accessible from any part of Leesburg. We had an amazing stay and will definitely be going back again."
The price is ￥51,664
￥92,404 total
includes taxes & fees
Oct 5 - Oct 6
Spacious 4 bedroom 3.5 bath POOL home W/ Gym!!
Modern Comfort & Prime Location in The Villages – Golf Cart Included!
Smart TV

Modern Comfort & Prime Location in The Villages – Golf Cart Included!

10.0 out of 10, Exceptional, (71)
"We had a wonderful stay at this hidden gem in The Villages! The location was perfect — close to everything we needed — and having the golf cart was a huge bonus. The home was clean, cozy, and had everything we needed for a relaxing getaway. We would definitely stay again!"
Modern Comfort & Prime Location in The Villages – Golf Cart Included!
Charming 2-bedroom apartment in house with AC, WiFi included
Interior

Charming 2-bedroom apartment in house with AC, WiFi included

10.0 out of 10, Exceptional, (3)
"Very nice place. Very clean. Would stay again"
The price is ￥13,949
￥20,305 total
includes taxes & fees
Sep 27 - Sep 28
Charming 2-bedroom apartment in house with AC, WiFi included
1 min walk to Downtown! Outdoor Patio! 5 star luxury! Golf Cart Rental!
Smart TV

1 min walk to Downtown! Outdoor Patio! 5 star luxury! Golf Cart Rental!

10.0 out of 10, Exceptional, (35)
"Amazing property. "
The price is ￥23,470
￥46,341 total
includes taxes & fees
Oct 22 - Oct 23
1 min walk to Downtown! Outdoor Patio! 5 star luxury! Golf Cart Rental!
Private heated in-ground pool oasis with golf cart in Rio Grande!
Outdoor pool, a heated pool

Private heated in-ground pool oasis with golf cart in Rio Grande!

10.0 out of 10, Exceptional, (2)
"Very nice."
Private heated in-ground pool oasis with golf cart in Rio Grande!
Siena at Bella Collina
Front of property - evening/night

Siena at Bella Collina

3.5 star property
9.8 out of 10, Exceptional, (69)
"Property exceptional!! Room for everyone in our family to have privacy. View so relaxing and beautiful sunrise over the lake. "
The price is ￥48,007
￥53,287 total
includes taxes & fees
Sep 29 - Sep 30
Siena at Bella Collina
The Villages FL Community w/ Elec. Golf Cart. Restaurants, Shopping & Hospitals.
Smart TV, fireplace

The Villages FL Community w/ Elec. Golf Cart. Restaurants, Shopping & Hospitals.

10.0 out of 10, Exceptional, (21)
"Great location and beautiful property! Had everything we needed. "
The price is ￥11,661
￥63,440 total
includes taxes & fees
Oct 3 - Oct 4
The Villages FL Community w/ Elec. Golf Cart. Restaurants, Shopping & Hospitals.
Comfortable Cottage With A Golf Cart - NOT LISTED ON FACEBOOK
Fridge, microwave, oven, stovetop

Comfortable Cottage With A Golf Cart - NOT LISTED ON FACEBOOK

10.0 out of 10, Exceptional, (27)
"Great place to stay. Close to Lake Sumter and owner supplied all are needs. Do not hesitate to stay here you will be happy with the property. "
Comfortable Cottage With A Golf Cart - NOT LISTED ON FACEBOOK
Location! Our Village Gem-5 Star-3 min to Sumter Landing-Restaurants-Town Square
Fridge, microwave, oven, stovetop

Location! Our Village Gem-5 Star-3 min to Sumter Landing-Restaurants-Town Square

10.0 out of 10, Exceptional, (114)
"Great landlords, beautiful villa and great location "
Location! Our Village Gem-5 Star-3 min to Sumter Landing-Restaurants-Town Square
Hot Tub House - Entire 3 Bedroom House in The Villages
Pool

Hot Tub House - Entire 3 Bedroom House in The Villages

10.0 out of 10, Exceptional, (104)
"Great house, very clean. Easy check in and great communication!"
Hot Tub House - Entire 3 Bedroom House in The Villages
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, (86)
"Excellent experience. Property, location, and hosts were awesome. Highly recommended!"
WOW...ELEGANT... Courtyard VILLA + Golf CART, Steps to POOL, 3 Min to Sumter SQ
Private Spacious Room in Home, with Pool-The Oasis Room
Outdoor pool

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

9.6 out of 10, Exceptional, (19)
"Wonderful, Quite and Comfortable ! Easy check in and out ! Wonderful Host !"
The price is ￥7,971
￥15,896 total
includes taxes & fees
Sep 28 - Sep 29
Private Spacious Room in Home, with Pool-The Oasis Room
Private Heated Pool & Hottub - Pet Friendly- Close to L Sumpter & Spanish Spring
Smart TV

Private Heated Pool & Hottub - Pet Friendly- Close to L Sumpter & Spanish Spring

10.0 out of 10, Exceptional, (12)
"The home was accurately described in listing. Pool/Spa were hi light of our trip. Communication was excellent.Thank you Sue and Dave for a great vacation home rental."
Private Heated Pool & Hottub - Pet Friendly- Close to L Sumpter & Spanish Spring
WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+
Outdoor dining

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

9.8 out of 10, Exceptional, (115)
"Nice and cleanGood location "
WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+
1887 Royellou House 3BR 2BA
Dining

1887 Royellou House 3BR 2BA

10.0 out of 10, Exceptional, (157)
"Awesome historical house in a great location. "
1887 Royellou House 3BR 2BA
Golf Front Home, Solar Heat Pool! FREE golf cart, wifi, awesome view
A heated pool

Golf Front Home, Solar Heat Pool! FREE golf cart, wifi, awesome view

10.0 out of 10, Exceptional, (217)
"Super location!"
Golf Front Home, Solar Heat Pool! FREE golf cart, wifi, awesome view
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, (73)
"The place was great and Jeff couldn’t have been more accommodating Answered all our questions before and during our stay. Hope to stay there again in the future"
Stunning 2/2 Villa in Creekside Landing adjacent to Lake Sumter Landing w/Cart
Perfect location! 3b2bFree golf cart! Minutes to Lake Sumter&Spanish Springs
Fridge, microwave, oven, stovetop

Perfect location! 3b2bFree golf cart! Minutes to Lake Sumter&Spanish Springs

9.6 out of 10, Exceptional, (72)
"I enjoyed the stay!"
Perfect location! 3b2bFree golf cart! Minutes to Lake Sumter&Spanish Springs
Cozy Cottage 3 blocks from town
Exterior

Cozy Cottage 3 blocks from town

10.0 out of 10, Exceptional, (36)
"Great place close to everything would definitely stay again"
Cozy Cottage 3 blocks from town
Beautiful 3/2 designer home, pet friendly, free WiFi, golf cart, hot tub
Fridge, microwave, oven, stovetop

Beautiful 3/2 designer home, pet friendly, free WiFi, golf cart, hot tub

9.0 out of 10, Wonderful, (68)
"Great location. Clean. Helpful host. Quiet area. "
Beautiful 3/2 designer home, pet friendly, free WiFi, golf cart, hot tub
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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Top Leesburg Hotel Reviews

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

10/10 Excellent
"Nice clean etc would stay again"
Diane 1-night trip
Posted 2 days ago
Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

Find out more about Leesburg

Find out more about Leesburg

Search for holiday rentals in Leesburg on Expedia! You can easily find your home rentals, villas, holiday apartments in Leesburg using one of the methods below:

  • View our selection of featured holiday rentals in Leesburg
  • Use the map to find apartments and other holiday homes in the Leesburg neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Leesburg while they last

Look no further and take a look at our great range of rental properties in Leesburg!

Frequently asked questions

Can I find a vacation rental in Leesburg?

Yes, we have vacation rentals close to well known points of interest in Leesburg, or you can go with a more remote option if you're looking for a relaxing stay. Visitors like the array of shops and scenic lakeside in Leesburg. The live music and festivals are some other things you might like to check out during your trip.

What's the top vacation rental that Leesburg has to offer?

Charming 2-bedroom apartment in house with AC, WiFi included: This vacation home rental near Leesburg is located in a rural location and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker. You and your friends and family can relax into your vacation with amenities like a hot tub.

How many vacation rentals are there in Leesburg?

Expedia has 32 vacation rentals for your stay in Leesburg.

What can I see and do in Leesburg?

Enjoy the outdoors at Venetian Gardens and Treasure Island, or simply take in cultural attractions like Leesburg Center for the Arts and Paquette's Historical Farmall Museum. Lake Griffin and Lake Square Mall are other places to visit while you're in town.

What are vacation rentals like in Leesburg?

Vacation rentals are privately owned accommodations you can reserve for several days or longer in Leesburg. Vacation rentals feature amenities like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family trip.