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Leesburg Vacation Rentals

Anytime
Guests
Anytime
Guests
Choose from 247 vacation rentals and homes for your trip!

Best-rated vacation rentals in Leesburg

Discover vacation rentals with top-notch guest ratings

House Leesburg
from $393 per night
House ∙ 15 guests ∙ 5 bedrooms

House with patio, grill & pool

4.7
Excellent(54 ratings)
Leesburg, Lake County, Florida, United States
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House Leesburg
from $613 per night
House ∙ 12 guests ∙ 5 bedrooms

Vacation home with private pool, patio & grill | Lake view

4.9
Outstanding(46 ratings)
Leesburg, Lake County, Florida, United States
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Apartment Leesburg
from $121 per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Apartment with 2 bedrooms for 6 persons

4.7
Excellent(17 ratings)
Leesburg, Lake County, Florida, United States
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Pet-friendly rentals in Leesburg

Explore best dog-friendly accommodation offers and enjoy vacation with your pet

House Leesburg
from $171 per night
House ∙ 6 guests ∙ 3 bedrooms

House with yard & pool

4.8
Outstanding(8 ratings)
Leesburg, Lake County, Florida, United States
Pet-friendly
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House Leesburg
from $125 per night
House ∙ 6 guests ∙ 3 bedrooms

House with pool & yard | Good for workation

5.0
Outstanding(2 ratings)
Leesburg, Lake County, Florida, United States
Pet-friendly
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House Leesburg
from $132 per night
House ∙ 7 guests ∙ 2 bedrooms

Family-friendly house with barbecue | Pets are welcome

5.0
Outstanding(13 ratings)
Leesburg, Lake County, Florida, United States
Pet-friendly
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See all pet-friendly offers

Vacation rentals with pool in Leesburg

Discover best cabin and house rentals with pool in Leesburg

House Leesburg
from $182 per night
House ∙ 8 guests ∙ 3 bedrooms

House with grill, terrace & pool | Lake view

4.4
Very good(25 ratings)
Leesburg, Lake County, Florida, United States
Pool
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House Leesburg
from $399 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with patio, private pool & grill | Lake view

5.0
Outstanding(10 ratings)
Leesburg, Lake County, Florida, United States
Pool
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House Leesburg
from $101 per night
House ∙ 6 guests ∙ 2 bedrooms

House with grill, pool & yard | Lake view

4.4
Very good(38 ratings)
Leesburg, Lake County, Florida, United States
Pool
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See all offers with pool

Best vacation rental offers in Leesburg

House Leesburg
from $115 per night
House ∙ 4 guests ∙ 2 bedrooms

Child-friendly nice vacation home with pool & garden | Good for workation | Pets are welcome

5.0
Outstanding(2 ratings)
Leesburg, Lake County, Florida, United States
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Villa Leesburg
from $142 per night
Villa ∙ 6 guests ∙ 2 bedrooms

Fully equipped big villa with barbeque | Suitable for remote work

5.0
Outstanding(2 ratings)
Leesburg, Lake County, Florida, United States
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House Leesburg
from $79 per night
House ∙ 4 guests ∙ 1 bedroom

House with patio

4.3
Very good(17 ratings)
Leesburg, Lake County, Florida, United States
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Cabin Leesburg
from $70 per night
Cabin ∙ 2 guests ∙ 1 bedroom

Cottage with 1 bedroom for 2 persons

5.0
Outstanding(5 ratings)
Leesburg, Lake County, Florida, United States
View deal
House Leesburg
from $169 per night
House ∙ 6 guests ∙ 3 bedrooms

Family-friendly vacation home with garden & barbeque | Lake view | Suitable for remote work

5.0
Outstanding(26 ratings)
Leesburg, Lake County, Florida, United States
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House Leesburg
from $191 per night
House ∙ 10 guests ∙ 4 bedrooms

Children-friendly house

5.0
Outstanding(8 ratings)
Leesburg, Lake County, Florida, United States
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House Leesburg
from $104 per night
House ∙ 4 guests ∙ 2 bedrooms

House with barbecue & garden

4.7
Excellent(12 ratings)
Leesburg, Lake County, Florida, United States
View deal
House Leesburg
from $193 per night
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped house with grill, yard & pool

5.0
Outstanding(14 ratings)
Leesburg, Lake County, Florida, United States
View deal
Villa Leesburg
from $114 per night
Villa ∙ 6 guests ∙ 3 bedrooms

Family-friendly big villa with barbeque & terrace | Pets are welcome

4.8
Outstanding(34 ratings)
Leesburg, Lake County, Florida, United States
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House Leesburg
from $254 per night
House ∙ 5 guests ∙ 3 bedrooms

House with hot tub, garden & private pool | Nature view

Leesburg, Lake County, Florida, United States
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House Leesburg
from $102 per night
House ∙ 6 guests ∙ 3 bedrooms

House with garden & pool | Nature view | Good for workation

Leesburg, Lake County, Florida, United States
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House Leesburg
from $138 per night
House ∙ 6 guests ∙ 4 bedrooms

House with heated pool

5.0
Outstanding(4 ratings)
Leesburg, Lake County, Florida, United States
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House Leesburg
from $183 per night
House ∙ 6 guests ∙ 3 bedrooms

House with pool, patio & garden | Good for workation

5.0
Outstanding(6 ratings)
Leesburg, Lake County, Florida, United States
View deal
House Leesburg
from $245 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with yard, patio & jacuzzi | Lake view

5.0
Outstanding(2 ratings)
Leesburg, Lake County, Florida, United States
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House Leesburg
from $164 per night
House ∙ 6 guests ∙ 3 bedrooms

House with barbeque & patio

4.9
Outstanding(31 ratings)
Leesburg, Lake County, Florida, United States
View deal
House Leesburg
from $211 per night
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped beautiful house with terrace, garden & private pool

5.0
Outstanding(23 ratings)
Leesburg, Lake County, Florida, United States
View deal
House Leesburg
from $268 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with terrace, garden & BBQ | Lake view

5.0
Outstanding(23 ratings)
Leesburg, Lake County, Florida, United States
View deal
House Leesburg
from $234 per night
House ∙ 6 guests ∙ 3 bedrooms

House with hot tub, patio & barbecue

Leesburg, Lake County, Florida, United States
View deal
Cabin Leesburg
from $126 per night
Cabin ∙ 4 guests ∙ 2 bedrooms

Family-friendly cottage with grill, garden & patio | Lake view | Pet-friendly

4.9
Outstanding(127 ratings)
Leesburg, Lake County, Florida, United States
View deal
House Leesburg
from $192 per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation home | Nature view

5.0
Outstanding(50 ratings)
Leesburg, Lake County, Florida, United States
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House Leesburg
from $186 per night
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped house with pool | Nature view | Pets allowed

Leesburg, Lake County, Florida, United States
View deal
House Leesburg
from $148 per night
House ∙ 9 guests ∙ 3 bedrooms

House with hot tub, yard & BBQ

4.9
Outstanding(27 ratings)
Leesburg, Lake County, Florida, United States
View deal
House Leesburg
from $73 per night
House ∙ 4 guests ∙ 2 bedrooms

Lovely house with patio & yard | Garden view | Pet-friendly

5.0
Outstanding(1 rating)
Leesburg, Lake County, Florida, United States
View deal
House Leesburg
from $126 per night
House ∙ 6 guests ∙ 3 bedrooms

House with pool

Leesburg, Lake County, Florida, United States
View deal
House Leesburg
from $161 per night
House ∙ 6 guests ∙ 3 bedrooms

Family-oriented charming house with patio, heated pool & grill | City view | Suitable for remote work | Pets allowed

5.0
Outstanding(2 ratings)
Leesburg, Lake County, Florida, United States
View deal
House Leesburg
from $102 per night
House ∙ 4 guests ∙ 2 bedrooms

Child-friendly wonderful vacation home with garden, patio & grill

4.4
Very good(25 ratings)
Leesburg, Lake County, Florida, United States
View deal
House Leesburg
from $162 per night
House ∙ 6 guests ∙ 3 bedrooms

Family-friendly vacation home with patio & heated pool

4.9
Outstanding(18 ratings)
Leesburg, Lake County, Florida, United States
View deal
House Leesburg
from $221 per night
House ∙ 3 guests ∙ 1 bedroom

House with BBQ, private pool & yard | Nature view

Leesburg, Lake County, Florida, United States
View deal
House Leesburg
from $134 per night
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped vacation home with garden | Good for workation

Leesburg, Lake County, Florida, United States
View deal
House Leesburg
from $130 per night
House ∙ 6 guests ∙ 3 bedrooms

House with garden

5.0
Outstanding(2 ratings)
Leesburg, Lake County, Florida, United States
View deal
Show all 260 apartments in Leesburg

And we love our apartments

Child-friendly nice vacation home with pool & garden | Good for workation | Pets are welcome
Fully equipped big villa with barbeque | Suitable for remote work
House with patio
Cottage with 1 bedroom for 2 persons
Family-friendly vacation home with garden & barbeque | Lake view | Suitable for remote work
Show all 260 apartments in Leesburg

Features of Leesburg vacation rentals

💳 Discounts up to 10%
⭐ Popular amenities Pets allowed, Pool and Internet
🏊  Vacation rentals with a pool 188 rentals
🌙 Minimum price starting at $71
🐾 Pet friendly vacation homes 76 rentals
🏡 Rentals available 247 rentals

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