Waukeenah Vacation Rentals

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Vacation Rentals in Waukeenah

Our top choices for Waukeenah vacation rentals

Relax on a Beautiful River in a Natural Florida Setting

10.0 out of 10, Exceptional, (235)
"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! Last minute booking discount—close to Tallahassee Memorial Hospital

10.0 out of 10, Exceptional, (48)
"House was perfect for our needs. Clean and great service from the owners. Would absolutely stay again. "
$251 nightly
The price is $279
Sep 9 - Sep 10
Total with taxes and fees
NEW! Last minute booking discount—close to Tallahassee Memorial Hospital

New Lakeside Cabin in Tallahassee, secluded & near town

10.0 out of 10, Exceptional, (24)
"Lovely spot - recently built with quality components."
$193 nightly
The price is $214
Sep 8 - Sep 9
Total with taxes and fees
New Lakeside Cabin in Tallahassee, secluded & near town

The Greywood | A Blackhouse Property

9.8 out of 10, Exceptional, (10)
"We have stayed at this property several times when visiting FSU. It is close enough to campus and very convenient to numerous restaurants. The house is very quaint and the neighborhood is quiet. On this last visit, Ryan was very accommodating to our schedule changes and was responsive to the chats."
The Greywood | A Blackhouse Property

Camellia Cottage - wheelchair friendly

10.0 out of 10, Exceptional, (4)
"Great, great place! I highly recommend when you are in the area!"
$173 nightly
The price is $188
Sep 29 - Sep 30
Total with taxes and fees
Camellia Cottage - wheelchair friendly

Secluded pool home on 4+ acres

10.0 out of 10, Exceptional, (23)
"Property was very nice host/owner is very easy to work with and helped us a lot with our stay. "
Secluded pool home on 4+ acres

Rare Find 3b Pet Friendly Renovated

10.0 out of 10, Exceptional, (26)
"House is as advertised - nice safe spot to stay with pets."
$267 nightly
The price is $297
Sep 1 - Sep 2
Total with taxes and fees
Rare Find 3b Pet Friendly Renovated

Family Getaway Sleeps 12! Fenced in backyard

8.0 out of 10, Very Good, (5)
"We rented a home locally so that I could spend time with my kids and nieces and nephews for Easter it was a comfortable stay, lots of space. Great neighborhood and great neighborhood. "
Family Getaway Sleeps 12! Fenced in backyard

Spacious 4-bedroom townhome with WiFi and AC in enchanting Tallahassee

10.0 out of 10, Exceptional, (2)
"A very clean and comfortable property. Hosts are super communicative and promptly replied to all of our questions They left snacks and waters which was a super nice touch. Look forward to staying again when traveling to Tallahassee."
Spacious 4-bedroom townhome with WiFi and AC in enchanting Tallahassee

Farm Buckbeak2 Tent/ScreenRoom

4.0 out of 10, (1)
"Sandy was helpful"
$100 nightly
The price is $110
Sep 1 - Sep 2
Total with taxes and fees
Farm Buckbeak2 Tent/ScreenRoom

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. "
$442 nightly
The price is $491
Sep 1 - Sep 2
Total with taxes and fees
Newly constructed modern home with luxurious rooftop patio

TAL Getaway|POOL |7 Mins to FSU

10.0 out of 10, Exceptional, (4)
"Perfect home for families or groups traveling to FSU! Lots of great indoor & outdoor spaces … super easy to get to campus driving or uber "
$657 nightly
The price is $720
Sep 1 - Sep 2
Total with taxes and fees
TAL Getaway|POOL |7 Mins to FSU

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. "
$432 nightly
The price is $480
Sep 2 - Sep 3
Total with taxes and fees
Family Friendly! Private Full House 20 minutes to FSU

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!"
$334 nightly
The price is $371
Sep 1 - Sep 2
Total with taxes and fees
Clean and open 3bd/2ba in a quiet close-in neighborhood

2BR 2BA Only 3 miles to the Capitol Near Park Ave

9.2 out of 10, Wonderful, (13)
"Check in was easy and host was very responsive. Location was close to shopping and an easy drive to campus for a tour. Not a lot of “frills” but was clean and had what we needed. Great for the price."
2BR 2BA Only 3 miles to the Capitol Near Park Ave

Tallahassee Luxury 4 bedrooms 3.5 baths, King Bed, and Home Movie Theatre

9.8 out of 10, Exceptional, (39)
"Beautiful, clean large property! Excellent location, very nice host! Strongly recommend!"
Tallahassee Luxury 4 bedrooms 3.5 baths, King Bed, and Home Movie Theatre

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

Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.

10.0 out of 10, Exceptional, (11)
"Wonderful house- beautiful updates, clean, comfortable and had everything we needed! "
$299 nightly
The price is $326
Sep 1 - Sep 2
Total with taxes and fees
Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.

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."
$122 nightly
The price is $135
Sep 19 - Sep 20
Total with taxes and fees
Tally Glamping Farmstay GIMPY’S GEODOME with mini horses, goats, cows, chickens

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."
$442 nightly
The price is $491
Sep 7 - Sep 8
Total with taxes and fees
Newly constructed VIP Leval Rooftop Townhome
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

Find out more about Waukeenah

Find out more about Waukeenah

Everything you need to know about Waukeenah vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Waukeenah vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Waukeenah vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Waukeenah vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Waukeenah. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Waukeenah in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $110 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Waukeenah rentals

At Expedia, we put the best Waukeenah vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Waukeenah rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Waukeenah vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Waukeenah. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

NEW! Last minute booking discount—close to Tallahassee Memorial Hospital: 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 selection of games 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 J. R. Alford Greenway 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.