Guesthouse holiday rentals in Leon County

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Leon County guesthouses

Family-Friendly guesthouses

Top Guest favourite
Guesthouse in Tallahassee
4.84 out of 5 average rating, 134 reviews

Historic Downtown Guesthouse

SebastianRating, 5 stars2 weeks ago
I had an excellent time and the house was a great respite after the day’s work. It was cozy, welcoming, and pleasant. The lock system on the door was great and the space itself was very comfortable.
Guest favourite
Guesthouse in Tallahassee
4.85 out of 5 average rating, 316 reviews

Beautiful Guest House in Desirable Northside

KelliRating, 5 stars5 days ago
Perfect little place for our visit. Love the back porch and the lovely sound of all the birds in the morning. We’ll be back!
Guest favourite
Guesthouse in Tallahassee
4.91 out of 5 average rating, 57 reviews

The Barn

AmandaRating, 5 stars7 months ago
Wonderful stay and very pleasant, beautiful neighborhood! Loved walking our dog around in the peaceful environment! Great hosts!!!!
Top Guest favourite
Guesthouse in Monticello
5 out of 5 average rating, 17 reviews

2 Bedroom/2 Bath Cottage close to Tallahassee

ChristopherRating, 5 stars1 month ago
Absolutely beautiful high end guest house on an amazing property with beautiful healthy horses visible in their stables. This is a beautiful serene place with lots of trees, land and fresh air. If you like horses, farms, country, this guest house is for you! Very clean and modern amenities with an old Southern charm. Lovely property, will definitely be back! 5 stars 🌟
Top Guest favourite
Guesthouse in Tallahassee
4.95 out of 5 average rating, 205 reviews

Historic Briarcliffe Cottage

TinaRating, 5 stars1 week ago
Thank you for a lovely stay at your beautiful home! Well appointed in the inside and with all the hints of France, it reminded me of my stays in Lyon, Marseilles , Versailles and Paris! Since it was so hot, the outside didn’t lend itself to sitting on the deck and the cushions and deck and outside was a bit littered with leaves - we didn’t want to track in more than necessary. Your location was clean, quiet and convenient.

Guesthouses with a patio

Guesthouse in Tallahassee
4.88 out of 5 average rating, 8 reviews

"Tiny House" Guest house

AnthonyRating, 5 stars6 months ago
Nice cozy quiet space in the country. Close to town in Tallahassee
Guesthouse in Tallahassee

The Wren's Nest ~ Entire Cottage

FrancineRating, 5 stars19 months ago
We were impressed when we entered, because the cottage was clean and well furnished. Traveling from Wilmington, NC to help my brother who was scheduled for surgery, we were very tired upon arrival. What a relief to be able to walk-in and feel right at home. Because we arrived close to 7 pm, Karen and Mark had left the cottage unlocked, but with a "Welcome" note on the table. The place is roomy with space to relax, a large kitchen that made meals easy to prepare, a washer & dryer that worked great, and bed linens that kept us cozy. The cottage is at the end of a long driveway and separated just enough to ensure privacy for us -- and for our hosts' family. We felt safe in the neighborhood. It has a couple of grocery stores that are easy to get to. Karen and Mark were very welcoming and responsive when we needed their help. We would highly recommend this Airbnb.
Top Guest favourite
Guesthouse in Tallahassee
5 out of 5 average rating, 25 reviews

Charming Guest House/Grand Piano/near I10

MeganRating, 5 stars1 week ago
Great location, very attentive host, loved the fresh eggs! Allison and her family were very accommodating and helpful.
Guesthouse in Crawfordville
4.78 out of 5 average rating, 45 reviews

Retro Studio Getaway: Spring in backyard!

DianneRating, 5 stars1 month ago
If you are looking for a peaceful and tranquil property, this is the one! It is very secluded yet only 10 minutes from Publix and Walmart. I stayed during graduation weekend at FSU, and it was so nice to get away from the crowds in Tallahassee and return to this Oasis. I did have a brief encounter with a snake outside the suite—yikes! I'm sure it was harmless, but it still scared me; that's nature for you. The only negative thing, in my opinion, is that there is nowhere to put your clothes in Suite #2. No dresser, racks or hooks. The only place to hang clothes is next to the water heater in a small closet. Other than that, it was immaculately clean.
Guest favourite
Guesthouse in Tallahassee
5 out of 5 average rating, 11 reviews

Lakeside Guest House! | By FSU & FAM | Wet Room!

ToddRating, 5 stars2 days ago
Perfect tucked away gem of a guest house. Perfect stay over spot with beautiful lake views.
Guesthouse in Tallahassee
4.43 out of 5 average rating, 23 reviews

Sunny’s Vibrant Pool House Paradise

CynthiaRating, 5 stars2 months ago
My stay was great! The accommodations were exactly what I needed. It was clean, great size, and conveniently located. I would definitely recommend staying here.
Top Guest favourite
Guesthouse in Tallahassee
5 out of 5 average rating, 5 reviews

The Little House

ErinRating, 5 stars7 months ago
We enjoyed our weekend with our children while visiting FSU. It was nice having a clean, safe, and peacefully place to retreat to each night. Plus it was conveniently located near everything in Tallahassee. Sarah was an excellent host! Super responsive and friendly.
Top Guest favourite
Private room in Tallahassee
5 out of 5 average rating, 44 reviews

Darling Dwelling

PamRating, 5 stars2 weeks ago
This was a really great bedroom for a good quiet night sleep. I will definitely look for this availability first on my future travels as I don’t really need anything but a quiet place to sleep and it’s great for the price.

Guest house rentals with a washing machine and dryer

Guesthouse in Tallahassee
4.88 out of 5 average rating, 8 reviews

"Tiny House" Guest house

AnthonyRating, 5 stars6 months ago
Nice cozy quiet space in the country. Close to town in Tallahassee
Top Guest favourite
Guesthouse in Tallahassee
4.97 out of 5 average rating, 77 reviews

Adorable Tiny House in Midtown Tallahassee

ScottRating, 5 stars1 week ago
Kathryn's tiny home was really quite wonderful. It's set-up very spaciously for a tiny home and well thought out. Was very clean and had some nice touches such as: a basket of snack crackers, a large bottle of water in the fridge, coffee maker with coffee available, PLENTY of towels and sheets, pillows, blankets, iron, hair curler.
Guest favourite
Guesthouse in Tallahassee
4.91 out of 5 average rating, 57 reviews

The Barn

AmandaRating, 5 stars7 months ago
Wonderful stay and very pleasant, beautiful neighborhood! Loved walking our dog around in the peaceful environment! Great hosts!!!!
Guesthouse in Tallahassee

The Wren's Nest ~ Entire Cottage

FrancineRating, 5 stars19 months ago
We were impressed when we entered, because the cottage was clean and well furnished. Traveling from Wilmington, NC to help my brother who was scheduled for surgery, we were very tired upon arrival. What a relief to be able to walk-in and feel right at home. Because we arrived close to 7 pm, Karen and Mark had left the cottage unlocked, but with a "Welcome" note on the table. The place is roomy with space to relax, a large kitchen that made meals easy to prepare, a washer & dryer that worked great, and bed linens that kept us cozy. The cottage is at the end of a long driveway and separated just enough to ensure privacy for us -- and for our hosts' family. We felt safe in the neighborhood. It has a couple of grocery stores that are easy to get to. Karen and Mark were very welcoming and responsive when we needed their help. We would highly recommend this Airbnb.
Superhost
Guesthouse in Tallahassee
4.6 out of 5 average rating, 10 reviews

Cottage at Lakeshore

HannahRating, 5 stars1 month ago
We rented the carriage house and main house and were very pleased with both! The carriage house was clean, free of clutter, and peaceful. It was the perfect, peaceful cottage for my parents to stay while other family and friends shared the main house. We look forward to coming back soon!
Guest favourite
Guesthouse in Tallahassee
4.88 out of 5 average rating, 24 reviews

Guest Cottage with Charm!

StephanieRating, 5 stars6 months ago
A great find for our family. Cute home, met all our needs. Very clean and cozy. Looking forward to a return stay.
Top Guest favourite
Guesthouse in Monticello
5 out of 5 average rating, 17 reviews

2 Bedroom/2 Bath Cottage close to Tallahassee

ChristopherRating, 5 stars1 month ago
Absolutely beautiful high end guest house on an amazing property with beautiful healthy horses visible in their stables. This is a beautiful serene place with lots of trees, land and fresh air. If you like horses, farms, country, this guest house is for you! Very clean and modern amenities with an old Southern charm. Lovely property, will definitely be back! 5 stars 🌟
Guest favourite
Guesthouse in Tallahassee
4.94 out of 5 average rating, 33 reviews

Elegantly Simple 1 Bed Studio

GinnyRating, 5 stars1 month ago
I would definitely recommend this quiet place! It has been my favorite by far we have stayed at! Clean, easy to find, convenient location and Halsey was so kind when I needed a special accommodation!!!

Destinations to explore