Waukeenah Vacation Rentals

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Vacation Rentals in Waukeenah

Relax on a Beautiful River in a Natural Florida Setting

10.0 out of 10, Exceptional, (233)
"For an old small house on a river in Old Florida this is the real deal. Great location to parks, beaches, rivers, attractions and restaurants."
Relax on a Beautiful River in a Natural Florida Setting

New Lakeside Cabin in Tallahassee, secluded & near town

10.0 out of 10, Exceptional, (23)
"Lovely spot - recently built with quality components."
The price is ¥20,603
¥28,626 total
includes taxes & fees
Jul 29 - Jul 30
New Lakeside Cabin in Tallahassee, secluded & near town

Clean and open 3bd/2ba in a quiet close-in neighborhood

9.8 out of 10, Exceptional, (79)
"This house was perfect for our family of 4 with two young kids. Great location and the outdoor deck is lovely. We’ll be back!"
The price is ¥18,461
¥53,889 total
includes taxes & fees
Jul 28 - Jul 29
Clean and open 3bd/2ba in a quiet close-in neighborhood

NEW! Last minute booking discount—close to Tallahassee Memorial Hospital

10.0 out of 10, Exceptional, (46)
"House was perfect for our needs. Clean and great service from the owners. Would absolutely stay again. "
The price is ¥22,597
¥45,341 total
includes taxes & fees
Jul 28 - Jul 29
NEW! Last minute booking discount—close to Tallahassee Memorial Hospital

3 Mi to Dtwn: Home w/ Yard in Tallahassee

7.4 out of 10, Good, (3)
"The house was in a nice quiet neighborhood. It had everything we needed for our stay. Kitchen had all of the staples for cooking, plenty of everything. Enjoyed the large backyard and covered deck on the back."
3 Mi to Dtwn: Home w/ Yard in Tallahassee

Family Friendly! Private Full House 20 minutes to FSU

2.0 star property
10.0 out of 10, Exceptional, (7)
"The property is quiet and spacious. We have room for everyone and plenty of space to spread out. "
The price is ¥14,621
¥54,553 total
includes taxes & fees
Jul 28 - Jul 29
Family Friendly! Private Full House 20 minutes to FSU

Walkabout on 9 parklike acres! Special Occasions-Weddings-Reunions

2.0 star property
9.8 out of 10, Exceptional, (15)
"Fantastic place to stay!"
Walkabout on 9 parklike acres! Special Occasions-Weddings-Reunions

Charming Tallahassee Townhouse ~ 3 Mi to FSU!

8.6 out of 10, Excellent, (26)
"Well satisfied and comfortable stay. "
Charming Tallahassee Townhouse ~ 3 Mi to FSU!

Groovy House-King Bed-Pets-Patio-Fence yrd

10.0 out of 10, Exceptional, (18)
"Loved this house! The decor, the vibe, everything was wonderful! Property manager was responsive and awesome to work with. Would gladly come back next time we’re in the area! "
The price is ¥14,722
¥41,172 total
includes taxes & fees
Jul 28 - Jul 29
Groovy House-King Bed-Pets-Patio-Fence yrd

Pet-Friendly Home Near Dtwn Tallahassee!

10.0 out of 10, Exceptional, (20)
"We had a wonderful time and we’ve stayed in many rentals, but the host here was the best of all of them. Would definitely recommend this home. "
Pet-Friendly Home Near Dtwn Tallahassee!

Relaxing Retreat House on Chateau Lane 2 Bed/2 Bath near FSU and FL Capital

Relaxing Retreat House on Chateau Lane 2 Bed/2 Bath near FSU and FL Capital

Pet-Friendly Tallahassee Retreat, Near Parks!

9.6 out of 10, Exceptional, (31)
"Love my stay. The place is beautifully decorated and it is very clean. My puppy loves the large fenced yard."
Pet-Friendly Tallahassee Retreat, Near Parks!

The Greywood | A Blackhouse Property

9.8 out of 10, Exceptional, (8)
"This property was exactly what we needed for this trip. clean and organized and Ryan was super helpful. "
The Greywood | A Blackhouse Property

Tally Glamping Farmstay GIMPY’S GEODOME with mini horses, goats, cows, chickens

9.6 out of 10, Exceptional, (9)
"Great friendly camping experience. Very safe and fun experience with the animals."
Tally Glamping Farmstay GIMPY’S GEODOME with mini horses, goats, cows, chickens

Farmstay Glamping AGRItourism retreat-HERSHEYS HUT-cows, chicks, goat, minihorse

10.0 out of 10, Exceptional, (1)
"My partner and I stayed at Leroy’s Lounge and had a great time. It is such a unique experience compared to just grabbing a hotel room for a night. Had a hard time finding it in the dark after a FSU game, but Sandy was extremely helpful with directions. If you don’t mind camping, it really is an enjoyable experience. Best tent and camping experience I have ever had and appreciated the restroom and option to have a shower. Since you’re a bit outside the city, the stars were BEAUTIFUL in the...
Farmstay Glamping AGRItourism retreat-HERSHEYS HUT-cows, chicks, goat, minihorse

Newly constructed modern home with luxurious rooftop patio

9.0 out of 10, Wonderful, (9)
"Great location , very clean and updated. Roof top is bonus. Comfortable for 6 adults and easy to communicate to owner. "
The price is ¥39,743
¥72,331 total
includes taxes & fees
Jul 28 - Jul 29
Newly constructed modern home with luxurious rooftop patio

Peaceful 2 Bed, 1 Bath located in midtown, 5 miles from Stadium.

10.0 out of 10, Exceptional, (10)
"This house was very nice. It had all the things necessary to make it a great stay. "
Peaceful 2 Bed, 1 Bath located in midtown, 5 miles from Stadium.

Camellia Cottage - wheelchair friendly

10.0 out of 10, Exceptional, (1)
"Cutest little cottage! High ceilings and large rooms make this cozy cottage feel oh so spacious! Well appointed, artfully decorated and a super convenient location make this a perfect getaway for 2!"
The price is ¥13,026
¥28,655 total
includes taxes & fees
Jul 28 - Jul 29
Camellia Cottage - wheelchair friendly

Newly constructed VIP Leval Rooftop Townhome

9.4 out of 10, Exceptional, (3)
"The property is just as advertised. It is modern and updated with quality finishes. The property was very clean and well maintained. The check in procedure was easy and seamless and the host was communicated proactively and was hospitable. It all added up to an enjoyable stay for our family."
The price is ¥66,328
¥105,636 total
includes taxes & fees
Aug 3 - Aug 4
Newly constructed VIP Leval Rooftop Townhome

Farm Buckbeak2 Tent/ScreenRoom

4.0 out of 10, (1)
"Sandy was helpful"
The price is ¥8,123
¥16,246 total
includes taxes & fees
Jul 28 - Jul 29
Farm Buckbeak2 Tent/ScreenRoom
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 Waukeenah Hotel Reviews

Frequently asked questions

Can I find vacation rentals in Waukeenah?

Yes, we give you a choice of vacation rentals near top sights in Waukeenah, or you can select a more secluded option if you're looking for relaxation.

What are some of the best vacation rentals in Waukeenah?

Clean and open 3bd/2ba in a quiet close-in neighborhood: This vacation home rental near Waukeenah offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the hot tub in this rental home to help you unwind.

What can I see and do in Waukeenah?

While you're exploring the area, "Boots" Thomas Veteran Memorial Park and Jordan Memorial Park are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find St. Marks River Preserve State Park and Monticello Opera House.

What are vacation rentals like in Waukeenah?

Vacation rentals are private accommodations you can reserve for a couple days or more in Waukeenah. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for a family trip or a small group gathering.