Tallahassee Vacation Rentals - HolidayHomes base64Hash Tallahassee Vacation Rentals - HolidayHomes

Tallahassee Vacation Rentals

Browse 1,822 available vacation homes and compared across 10 trusted partners

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Top-Rated Vacation rentals in Tallahassee

Book the highest-rated Tallahassee vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

Cabin Tallahassee
Cleanest & most affordable lakefront cottage! Lots of charm and character!
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House Tallahassee
House | Suitable for remote work
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House Tallahassee
House with barbecue, garden & patio | Nature view
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House Tallahassee
House with terrace, barbecue & garden | Lake view
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Cabin Tallahassee
Cottage with grill & garden | Lake view
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Cabin Tallahassee
Cottage with yard & terrace | Perfect for remote work
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House Griffin Hgts
Spacious 5 Bedroom Home, two blocks to FSU. Oversized parking for up to 8 cars
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House Town and Country
Child-friendly vacation home with private pool, yard & patio | Good for workation | Pets allowed
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House Westover
Large Groups Welcome (Go Seminoles, Go Rattlers)
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House Forrest Heights/Holly Hills
Family-oriented nice house with garden, barbecue & patio | Good for workation | Pets are welcome
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Cabin Tallahassee
The Famous Senator Cabin
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House Tallahassee
Fully equipped vacation home with barbecue, yard & patio | Dogs allowed
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Condo Tallahassee
Child-friendly condo with pool | Suitable for remote work | Dogs allowed
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House Tallahassee
Vacation home with patio | Lake view
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House Tallahassee
Vacation home with terrace, grill & yard
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Top 15 most Recommended Vacation Rentals in Tallahassee

Discover your ideal Tallahassee vacation rental with real-time comparisons of 1,834 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Lake Bradford/Cascade Lake
House ∙ 16 guests ∙ 5 bedrooms

Vacation home with garden, terrace & private pool | Suitable for remote work

Lake Bradford/Cascade Lake, Tallahassee, Florida, United States
This spacious house rental near Lake Bradford/Cascade Lake accommodates 16 guests and features a private pool for relaxation.
from $1,090
per night
(23)
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House Tallahassee
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with yard

Tallahassee, Leon County, Florida, United States
This house rental in Tallahassee accommodates 6 guests and features a spacious yard for outdoor activities.
from $313
per night
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House Tallahassee
House ∙ 15 guests ∙ 6 bedrooms

House with patio, BBQ & yard | Suitable for remote work

Tallahassee, Leon County, Florida, United States
This house rental in Tallahassee accommodates 15 guests and features a spacious yard for outdoor activities.
from $387
per night
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Cabin Tallahassee
Cabin ∙ 2 guests ∙ 1 bedroom

Cabin with barbecue & garden | Lake view

Tallahassee, Leon County, Florida, United States
Cozy cabin in Tallahassee for 2 with a fireplace and a welcoming yard perfect for relaxation and outdoor activities.
from $35
per night
(13)
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House Woodland Drives
House ∙ 6 guests ∙ 3 bedrooms

Family-oriented nice vacation home with yard & barbecue | Pets are welcome

Woodland Drives, Tallahassee, Florida, United States
This house rental on Woodland Drives accommodates 6 guests and features a spacious yard for outdoor activities.
from $113
per night
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Cabin Tallahassee
Cabin ∙ 4 guests ∙ 1 bedroom

Cabin with grill | Dogs allowed

Tallahassee, Leon County, Florida, United States
Charming cabin in Tallahassee accommodates 4 guests and features pet-friendly amenities for a cozy getaway.
from $175
per night
(37)
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House Frenchtown
House ∙ 6 guests ∙ 3 bedrooms

House | Nature view | Good for workation

Frenchtown, Tallahassee, Florida, United States
This house rental in Frenchtown accommodates 6 guests and features a family-friendly environment with convenient parking.
from $269
per night
(12)
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House Greater Brandt Hills
House ∙ 12 guests ∙ 4 bedrooms

Children-friendly lovely house with barbeque, garden & private pool | Pet-friendly

Greater Brandt Hills, Tallahassee, Florida, United States
This spacious house rental in Greater Brandt Hills accommodates 12 guests and features a private pool for your enjoyment.
from $258
per night
(21)
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House San Luis
House ∙ 16 guests ∙ 6 bedrooms

House with yard, patio & grill | Lake view

San Luis, Tallahassee, Florida, United States
This house rental in San Luis accommodates 16 guests and features a spacious yard perfect for family gatherings.
from $351
per night
(39)
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