Holiday rentals near Optimist Park
We found 455 holiday rentals — enter your dates for availability
If you want to to stay within easy reach of Optimist Park, scroll through and discover holiday rentals to find the perfect one for your trip. Whether you're staying in a holiday rental with your children and pets or just with friends, you'll find the amenities that you need and want, which might include Wi-Fi and a fireplace. You'll be sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Optimist Park
Showing deals for:1 Aug - 8 Aug
Image gallery for LUXURY MIDTOWN 4 total bedrooms /2 Master suites, bonus room, 3 bath, Sleeps 12+
1010 out of 10 rating
Exceptional
(30 reviews)
LUXURY MIDTOWN 4 total bedrooms /2 Master suites, bonus room, 3 bath, Sleeps 12+
Tallahassee, FL
17% off
Price is NZ$23,834
NZ$23,834
NZ$3,405 per night
includes taxes & fees
Image gallery for COOL HAVEN- A Quiet, Elegant, Contemporary, Incognito Retreat near FAMU/FSU
9.69.6 out of 10 rating
Exceptional
(9 reviews)
COOL HAVEN- A Quiet, Elegant, Contemporary, Incognito Retreat near FAMU/FSU
Tallahassee, FL
9% off
Price is NZ$3,922
NZ$3,922
NZ$560 per night
includes taxes & fees
Image gallery for Tallahassee Luxury 4 bedrooms 3.5 baths, King Bed, and Home Movie Theatre
9.89.8 out of 10 rating
Exceptional
(32 reviews)
Tallahassee Luxury 4 bedrooms 3.5 baths, King Bed, and Home Movie Theatre
Tallahassee, FL
8% off
Price is NZ$11,283
NZ$11,283
NZ$1,612 per night
includes taxes & fees
Image gallery for Cozy 1/1 Walking distance to Doak Campbell Stadium and campus
1010 out of 10 rating
Exceptional
(13 reviews)
Cozy 1/1 Walking distance to Doak Campbell Stadium and campus
Tallahassee, FL
8% off
Price is NZ$1,745
NZ$1,745
NZ$249 per night
includes taxes & fees
Image gallery for Private one bdrm suite for two with pool. Separate entrance. Lots of amenities.
9.69.6 out of 10 rating
Exceptional
(10 reviews)
Private one bdrm suite for two with pool. Separate entrance. Lots of amenities.
Tallahassee, FL
8% off
Price is NZ$1,367
NZ$1,367
NZ$195 per night
includes taxes & fees
Image gallery for Lively and Vibrant Tallahassee Home - FSU - Capitol
9.89.8 out of 10 rating
Exceptional
(15 reviews)
Lively and Vibrant Tallahassee Home - FSU - Capitol
Tallahassee, FL
7% off
Price is NZ$7,959
NZ$7,959
NZ$1,137 per night
includes taxes & fees
Image gallery for Momma's House! Great location in quiet neighborhood.
1010 out of 10 rating
Exceptional
(6 reviews)
Momma's House! Great location in quiet neighborhood.
Tallahassee, FL
8% off
Price is NZ$6,705
NZ$6,705
NZ$958 per night
includes taxes & fees
Image gallery for Early & Last Min BKG Discount-Deluxe Stay-3mi to FSU, 4.5mi to Capitol-FAMU
1010 out of 10 rating
Exceptional
(5 reviews)
Early & Last Min BKG Discount-Deluxe Stay-3mi to FSU, 4.5mi to Capitol-FAMU
Tallahassee, FL
6% off
Price is NZ$8,344
NZ$8,344
NZ$1,192 per night
includes taxes & fees
Image gallery for Incredible water views!
1010 out of 10 rating
Exceptional
(10 reviews)
Incredible water views!
Tallahassee, FL
16% off
Price is NZ$1,865
NZ$1,865
NZ$266 per night
includes taxes & fees
Image gallery for FSU Two Story Townhouse! Walking distance to stadium & civic center
9.69.6 out of 10 rating
Exceptional
(5 reviews)
FSU Two Story Townhouse! Walking distance to stadium & civic center
Tallahassee, FL
8% off
Price is NZ$3,519
NZ$3,519
NZ$503 per night
includes taxes & fees
Image gallery for Historical neighborhood/Downtown close to FSU/FAMU/Cascade park. Quiet area.
9.29.2 out of 10 rating
Wonderful
(14 reviews)
Historical neighborhood/Downtown close to FSU/FAMU/Cascade park. Quiet area.
Tallahassee, FL
8% off
Price is NZ$8,271
NZ$8,271
NZ$1,182 per night
includes taxes & fees
Image gallery for Retro Near Doak Campbell and FSU
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Retro Near Doak Campbell and FSU
Tallahassee, Florida
16% off
Price is NZ$3,239
NZ$3,239
NZ$463 per night
includes taxes & fees
Image gallery for Rare Find 3b Pet Friendly Renovated
1010 out of 10 rating
Exceptional
(24 reviews)
Rare Find 3b Pet Friendly Renovated
Tallahassee, FL
8% off
Price is NZ$4,827
NZ$4,827
NZ$690 per night
includes taxes & fees
Image gallery for 2 blocks to FSU,Campus tours/visits,King bed,Gated community w/2 pools,Free park
9.89.8 out of 10 rating
Exceptional
(18 reviews)
2 blocks to FSU,Campus tours/visits,King bed,Gated community w/2 pools,Free park
Tallahassee, FL
16% off
Price is NZ$2,387
NZ$2,387
NZ$341 per night
includes taxes & fees
Image gallery for COZY, QUAINT, COTTAGE
9.89.8 out of 10 rating
Exceptional
(17 reviews)
COZY, QUAINT, COTTAGE
Tallahassee, FL
8% off
Price is NZ$1,605
NZ$1,605
NZ$229 per night
includes taxes & fees
Image gallery for Comfortable Home Close to Downtown, Midtown, and FSU
8.68.6 out of 10 rating
Excellent
(17 reviews)
Comfortable Home Close to Downtown, Midtown, and FSU
Tallahassee, FL
8% off
Price is NZ$2,422
NZ$2,422
NZ$346 per night
includes taxes & fees
Image gallery for 2BR 2BA Only 3 miles to the Capitol Near Park Ave
9.29.2 out of 10 rating
Wonderful
(13 reviews)
2BR 2BA Only 3 miles to the Capitol Near Park Ave
Tallahassee, Florida
8% off
Price is NZ$2,155
NZ$2,155
NZ$308 per night
includes taxes & fees
Image gallery for Clean and upgraded-2 miles to FSU!
9.29.2 out of 10 rating
Wonderful
(7 reviews)
Clean and upgraded-2 miles to FSU!
Tallahassee, Florida
8% off
Price is NZ$2,884
NZ$2,884
NZ$412 per night
includes taxes & fees
Image gallery for Cheerful 2-bedroom Easy Street Townhouse
9.89.8 out of 10 rating
Exceptional
(24 reviews)
Cheerful 2-bedroom Easy Street Townhouse
Tallahassee, FL
21% off
Price is NZ$1,335
NZ$1,335
NZ$191 per night
includes taxes & fees
Image gallery for Midtown Near John Knox-Luxe Beds-Walk to Lake Ella
8.88.8 out of 10 rating
Excellent
(8 reviews)
Midtown Near John Knox-Luxe Beds-Walk to Lake Ella
Tallahassee, FL
8% off
Price is NZ$2,443
NZ$2,443
NZ$349 per night
includes taxes & fees
Image gallery for Citrus Cottage: Comfy - Hwy 10 - Peaceful Retreat
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Citrus Cottage: Comfy - Hwy 10 - Peaceful Retreat
Tallahassee, FL
8% off
Price is NZ$8,832
NZ$8,832
NZ$1,262 per night
includes taxes & fees
Image gallery for 2 miles to FSU-Twin King Master Beds-Pool!
9.29.2 out of 10 rating
Wonderful
(15 reviews)
2 miles to FSU-Twin King Master Beds-Pool!
Tallahassee, Florida
8% off
Price is NZ$2,780
NZ$2,780
NZ$397 per night
includes taxes & fees
Image gallery for Fresh & Luxe! Comfyiest beds in Midtown! Clean!
1010 out of 10 rating
Exceptional
(15 reviews)
Fresh & Luxe! Comfyiest beds in Midtown! Clean!
Tallahassee, FL
8% off
Price is NZ$2,521
NZ$2,521
NZ$360 per night
includes taxes & fees
Image gallery for Near John Knox-Lake Ella-Midtown-Stainless Steel Luxe
1010 out of 10 rating
Exceptional
(7 reviews)
Near John Knox-Lake Ella-Midtown-Stainless Steel Luxe
Tallahassee, FL
8% off
Price is NZ$2,426
NZ$2,426
NZ$347 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Optimist Park
Cozy Cottage surrounded by antebelllum homes close to downtown.
Sleeps 5 · 2 bedrooms · 1 bathroom
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
2 reviews(2 reviews)
Secluded pool home on 4+ acres
Sleeps 10 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
Entire Brand New house in historic Monticello Fl
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
Charming Monticello Retreat: Explore History, Shops, and Local Delights
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
16 reviews(16 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)
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, gardens and more
More for lessMore space, more privacy, more amenities — more value