Vacation rentals near Optimist Park
We found 469 vacation rentals — enter your dates for availability
If you want to to stay within easy reach of Optimist Park, scroll through and discover vacation rentals to choose your home away from home. Whether you're staying in a vacation rental with friends, family, or just with your pet, you'll find the amenities you need and want, which might include parking and a garden. You'll be able to choose a rental for everyone's needs, including places that are non-smoking or accessible.
Vacation rentals with weekly discounts - Optimist Park
Showing deals for:Nov 21 - Nov 28
Image gallery for Exquisite Huge Lakehouse 3 miles from FSU and downtown. Sleeps 16+
9.29.2 out of 10 rating
Wonderful
(7 reviews)
Exquisite Huge Lakehouse 3 miles from FSU and downtown. Sleeps 16+
Tallahassee, FL
15% off
Price is CA $1,253
CA $1,253
CA $10,769 total
CA $10,769 total
includes taxes & fees
Image gallery for Tallahassee Family Home - 5 Mi to Dtwn!
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Tallahassee Family Home - 5 Mi to Dtwn!
Tallahassee, FL
10% off
Price is CA $349
CA $349
CA $3,561 total
CA $3,561 total
includes taxes & fees
Image gallery for Woodsy Loft near I-10
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Woodsy Loft near I-10
Tallahassee, FL
5% off
Price is CA $118
CA $118
CA $1,051 total
CA $1,051 total
includes taxes & fees
Image gallery for LUXURY MIDTOWN 4 total bedrooms /2 Master suites, bonus room, 3 bath, Sleeps 12+
1010 out of 10 rating
Exceptional
(31 reviews)
LUXURY MIDTOWN 4 total bedrooms /2 Master suites, bonus room, 3 bath, Sleeps 12+
Tallahassee, FL
20% off
Price is CA $2,211
CA $2,211
CA $18,732 total
CA $18,732 total
includes taxes & fees
Image gallery for Midtown Midcentury--For fun-loving folks or families
9.89.8 out of 10 rating
Exceptional
(44 reviews)
Midtown Midcentury--For fun-loving folks or families
Tallahassee, FL
15% off
Price is CA $562
CA $562
CA $5,226 total
CA $5,226 total
includes taxes & fees
Image gallery for Patio Paradise, 1.6 miles to FSU Stadium!
9.89.8 out of 10 rating
Exceptional
(77 reviews)
Patio Paradise, 1.6 miles to FSU Stadium!
Tallahassee, FL
10% off
Price is CA $185
CA $185
CA $1,799 total
CA $1,799 total
includes taxes & fees
Image gallery for Cozy 1/1 Walking distance to Doak Campbell Stadium and campus
9.89.8 out of 10 rating
Exceptional
(16 reviews)
Cozy 1/1 Walking distance to Doak Campbell Stadium and campus
Tallahassee, FL
10% off
Price is CA $212
CA $212
CA $1,938 total
CA $1,938 total
includes taxes & fees
Image gallery for MAGNOLIA BARN \\ 7-8 Bedrooms \\ 8+ Parking Spots \\ 2 Miles from FSU\Capitol
1010 out of 10 rating
Exceptional
(17 reviews)
MAGNOLIA BARN \\ 7-8 Bedrooms \\ 8+ Parking Spots \\ 2 Miles from FSU\Capitol
Tallahassee, FL
20% off
Price is CA $631
CA $631
CA $5,948 total
CA $5,948 total
includes taxes & fees
Image gallery for Clean and open 3bd/2ba in a quiet close-in neighborhood
9.89.8 out of 10 rating
Exceptional
(79 reviews)
Clean and open 3bd/2ba in a quiet close-in neighborhood
Tallahassee, FL
15% off
Price is CA $327
CA $327
CA $3,071 total
CA $3,071 total
includes taxes & fees
Image gallery for Newly constructed modern home with luxurious rooftop patio
1010 out of 10 rating
Exceptional
(11 reviews)
Newly constructed modern home with luxurious rooftop patio
Tallahassee, FL
5% off
Price is CA $668
CA $668
CA $5,909 total
CA $5,909 total
includes taxes & fees
Image gallery for 4BD w/ Backyard BBQ & Games - 5Mins FSU & Downtown
1010 out of 10 rating
Exceptional
(6 reviews)
4BD w/ Backyard BBQ & Games - 5Mins FSU & Downtown
Tallahassee, FL
15% off
Price is CA $485
CA $485
CA $4,477 total
CA $4,477 total
includes taxes & fees
Image gallery for POOL! Clean-2 miles to FSU!
9.49.4 out of 10 rating
Exceptional
(8 reviews)
POOL! Clean-2 miles to FSU!
Tallahassee, FL
10% off
Price is CA $200
CA $200
CA $1,859 total
CA $1,859 total
includes taxes & fees
Image gallery for 3 miles to FSU-Upper Midtown Luxe-Prime Location
1010 out of 10 rating
Exceptional
(16 reviews)
3 miles to FSU-Upper Midtown Luxe-Prime Location
Tallahassee, FL
10% off
Price is CA $232
CA $232
CA $2,136 total
CA $2,136 total
includes taxes & fees
Image gallery for Updated Midtown Home, 12 min from FSU
8.08.0 out of 10 rating
Very good
(9 reviews)
Updated Midtown Home, 12 min from FSU
Tallahassee, FL
21% off
Price is CA $456
CA $456
CA $4,195 total
CA $4,195 total
includes taxes & fees
Image gallery for 2/2 Your Home Away From Home
9.49.4 out of 10 rating
Exceptional
(13 reviews)
2/2 Your Home Away From Home
Tallahassee, FL
5% off
Price is CA $184
CA $184
CA $1,827 total
CA $1,827 total
includes taxes & fees
Image gallery for 3 miles to FSU- Upper Midtown! Meridian Rd Comfy!
8.88.8 out of 10 rating
Excellent
(10 reviews)
3 miles to FSU- Upper Midtown! Meridian Rd Comfy!
Tallahassee, FL
10% off
Price is CA $241
CA $241
CA $2,210 total
CA $2,210 total
includes taxes & fees
Image gallery for Citrus Cottage: Comfy - Hwy 10 - Peaceful Retreat
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Citrus Cottage: Comfy - Hwy 10 - Peaceful Retreat
Tallahassee, FL
10% off
Price is CA $762
CA $762
CA $6,873 total
CA $6,873 total
includes taxes & fees
Image gallery for Retro Near Doak Campbell and FSU
9.69.6 out of 10 rating
Exceptional
(12 reviews)
Retro Near Doak Campbell and FSU
Tallahassee, FL
20% off
Price is CA $194
CA $194
CA $1,812 total
CA $1,812 total
includes taxes & fees
Image gallery for Fully-Fenced Backyard! Perfect for Families/Groups
1010 out of 10 rating
Exceptional
(6 reviews)
Fully-Fenced Backyard! Perfect for Families/Groups
Tallahassee, FL
5% off
Price is CA $538
CA $538
CA $5,019 total
CA $5,019 total
includes taxes & fees
Image gallery for Relaxing 3bd 3bath Tallahassee Condo
9.69.6 out of 10 rating
Exceptional
(13 reviews)
Relaxing 3bd 3bath Tallahassee Condo
Tallahassee, FL
10% off
Price is CA $286
CA $286
CA $2,650 total
CA $2,650 total
includes taxes & fees
Image gallery for Game Room-Dogs-Fence yrd- King Bed
1010 out of 10 rating
Exceptional
(31 reviews)
Game Room-Dogs-Fence yrd- King Bed
Tallahassee, FL
10% off
Price is CA $239
CA $239
CA $2,277 total
CA $2,277 total
includes taxes & fees
Image gallery for Immaculately Remodeled Home Close to FSU and Downtown Area!
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Immaculately Remodeled Home Close to FSU and Downtown Area!
Tallahassee, FL
5% off
Price is CA $112
CA $112
CA $1,129 total
CA $1,129 total
includes taxes & fees
Image gallery for Charming Tallahassee Townhouse ~ 3 Mi to FSU!
8.68.6 out of 10 rating
Excellent
(26 reviews)
Charming Tallahassee Townhouse ~ 3 Mi to FSU!
Tallahassee, FL
20% off
Price is CA $273
CA $273
CA $2,803 total
CA $2,803 total
includes taxes & fees
Image gallery for Newly renovatedTraditional Tally Charm 1 Mile From FSU Stadium
8.88.8 out of 10 rating
Excellent
(5 reviews)
Newly renovatedTraditional Tally Charm 1 Mile From FSU Stadium
Tallahassee, FL
10% off
Price is CA $142
CA $142
CA $1,409 total
CA $1,409 total
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Optimist Park
Secluded pool home on 4+ acres
Sleeps 10 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
23 reviews(23 reviews)
Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
Rare private lake front cabin in Monticello, Fl.
Sleeps 10 · 3 bedrooms · 1+ bathroom
9.69.6 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
Camellia Cottage - wheelchair friendly
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Cozy Cottage surrounded by antebelllum homes close to downtown.
Sleeps 5 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
24 reviews(24 reviews)
Charming Monticello Retreat: Explore History, Shops, and Local Delights
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
Top rated rentals - Optimist Park
Hopiday
1010 out of 10
Exceptionalexceptional
237 reviews(237 reviews)
This place has a great location, clean and comfortable.
Murray S.
Stayed Mar 2025
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
More for lessMore space, more privacy, more amenities — more value