Vacation rentals in Havana

4.93 out of 5 average rating, 72 reviews

Cottage in Havana

Guesthouse - Studio in the woods

No added cleaning fee! Nestled towards the end of a “no thru traffic” street, this adorable studio cottage is on a shared, rural 3-acre property, located down a bumpy dirt driveway back in a wooded setting. Check-in is between 3:00 pm and 11:00 pm EST. *We do not allow check-ins after 11:00 pm.* **This property is not suitable for anyone with mobility issues or who is unsteady on their feet** (we are in the woods, the ground is uneven and there is a bit of a walk from the car to the entrance).

4.86 out of 5 average rating, 469 reviews

Townhouse in Tallahassee

Charming Charley - Cozy and Comfy near Everything

Welcome to "Charming Charley" where simplicity and southern charm flourish in this cute townhouse suited for up to four. We are nestled and conveniently located near EVERYTHING. Just minutes from the colleges or a 5-minute drive to the hottest nightlife, restaurants, and shops in the city. We specialize in affordable elegance and are committed to providing you with a complete and accurate depiction of your modest vacation rental home. Any questions...just ask, that is what we are here for.

4.85 out of 5 average rating, 314 reviews

Beautiful Guest House in Desirable Northside

Hello and welcome to our home! This guest house is in our backyard and is very cozy with a large, screened-in porch. Sit in a rocking chair on the porch and enjoy the sounds of the many birds and the company of butterflies and hummingbirds. The King size bed is so comfortable! Our neighborhood lies between the Market District to the south and Bannerman Crossing to the North. There is shopping as well as many restaurants all around us. Downtown and FSU are 20 min away depending on traffic.

4.95 out of 5 average rating, 185 reviews

Cabin in Tallahassee

Coastal City Cabin: A Cozy Florida Getaway A-Frame

Picture this.. Spend the day fishing out on the coast or swimming in the world's largest freshwater spring then some fun in town with great eats & live music! Finish the night with a hot tub soak under the stars. No worries, you can do it all again tomorrow! Conveniently nestled between Tallahassee and the 'Forgotten Coast', our cabin is a perfect match for your adventure-filled vacation. A quick 15 minute ride from the Tallahassee airport has you enjoying the sunset from our rocking chairs.

5 out of 5 average rating, 123 reviews

Apartment in Tallahassee

Private Garden Retreat | King Bed | TMH + Downtown

Welcome to your peaceful getaway, central to everything in Tallahassee! King bed ✔ Spacious patio with an original mural and fenced back yard ✔ Private Parking ✔ Dogs Welcome ✔ Well stocked kitchenette ✔ Mid-century charm ✔ Coffee, tea, snacks ✔ Cozy up with a movie in front of the custom wood slat wall, cook dinner with a well-stocked kitchenette, and get a quiet night's rest under a stylish wood ceiling. You are: - 5 mins from TMH - 8 mins to downtown - 8 mins to FSU - 7 mins from I-10

4.87 out of 5 average rating, 119 reviews

Home in Tallahassee

Garden Oasis Off Monroe

Welcome to your home away from home! This fully renovated, modern chic, 2 bed, 2 bath private home awaits you. This family friendly space has toys and books for your kids, lounge space and a washer and dryer. High speed internet allows for multiple devices, and the home includes 2 Queen sized beds and one sofa. The kitchen is fully stocked with cookware to satisfy any chef. Enjoy the complimentary coffee and the fruit that grows in the garden. Owners are local and easily reached.

Guest suite in Tallahassee

4.97 out of 5 average rating, 578 reviews

Home away from home Northside charmer suite

Lovely and completely renovated 1100 sqft in-law suite, fully self contained and private. It comes complete with a fully equipped kitchen (no commercial food preparation allowed) and bathroom with walk-in shower. Queen size bed in the bedroom, with a Queen size sleeper sofa in the living room. Has its own private entrances and dedicated driveway parking area, as well as self-check-in. No pets allowed. This is a strict non-smoking space, no smoking is allowed on the property.

Superhost

Home in Tallahassee

4.86 out of 5 average rating, 478 reviews

My House, Your House

This home away from home is the perfect place to lay your head after a long day from traveling. Whether you're here for homecoming or traveling for work, our home is nestled in a quiet community a short drive from local restaurants, shops, hospitals and the local Universities. The space includes 3 fully furnished bedrooms, coffees and teas. We also provide everything you need to cook and serve a meal. Access to washer and dryer. We are local and available if needed!

4.93 out of 5 average rating, 59 reviews

Home in Havana

Rural Estate Near Tallahassee. Sleeps 16

Forget your worries in this spacious and serene Southern Aloha estate, nestled on over 30 acres of peaceful countryside. Perfect for FSU/FAMU visits, intimate gatherings, corporate retreats, or simply unwinding in comfort while exploring Florida’s capital city. Inside, you’ll find multiple cozy living areas, a chef’s kitchen, and a private pool (not heated) with a wrap-around deck. The estate also accommodates small weddings and events for an additional fee.

Guest suite in Tallahassee

4.97 out of 5 average rating, 683 reviews

Private/Entire Studio, Private Keyless Entry

"Private Entrance" 2nd-story STUDIO w/lots of windows. Wood floors, central AC/heat, 1/2 bath, queen bed with new mattress, fridge, Krueig, microwave, WIFI, TV, closet space, ROBES FOR PRIVATE OUTDOOR HEATED SHOWER and towels. Established neighborhood less than 2 miles from FSU and downtown; 1 block to Tallahassee Memorial Hospital. Restaurants under 1/2 mile! It is on our property and we personally clean the studio. Go Noles!

5 out of 5 average rating, 142 reviews

Home in Tallahassee

Sienna Lee Gardens: A Beautifully Renovated Home

Relax and unwind in this beautifully renovated 4 bedroom/3 bath home nestled on 20 acres of picture perfect live oaks, organic blueberry orchard, and abundant wildlife. There are so many places for entertaining including a large heated swimming pool (heated from March-Nov). There's a fully equipped kitchen, luxury beds and hotel quality linens. Every room has cable TV and internet throughout the house.

4.92 out of 5 average rating, 109 reviews

Guesthouse in Havana

Cozy Tiny Country Cottage!

Clean, cozy & comfortable! Come enjoy this tiny guest house in the country near the famous Florida Antiques Shopping Trail! A suburb of Tallahassee, just 6 miles North of Lake Jackson, and just 16 miles from Doak Campbell Stadium. Also a relaxing & peaceful traveler’s rest stop - just 14 miles from Interstate 10 exit 199. Be sure to check out my local restaurant Guide Book!

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Free parking on premises

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Other great vacation rentals in Havana

Cabin in Cairo

4.82 out of 5 average rating, 276 reviews

Cabin on the Pond

KristinaRating, 5 stars1 month ago

The place was great, would definately rent it again and tell people about it. Thank you for a great place to stay. Everything I wanted and the guest book to write in was a great idea. The place and location made my trip have so many memories... Thank you!

5 out of 5 average rating, 10 reviews

Home in Cairo

Country Cottage

DeborahRating, 5 stars1 month ago

Good place to stay! Out in the country with short drive to town..We had everything we needed and Barbara was a great host!

4.95 out of 5 average rating, 182 reviews

Townhouse in Tallahassee

Beautiful 2/2 . 12 mins to FSU . 3 miles to I10 .

MorganRating, 5 stars2 days ago

Super cute place. We were looking for a place on the way to Santa Rosa and this couldn’t have been more perfect. Great location, close to restaurants and it was so cute and clean. We will definitely stay here again!

5 out of 5 average rating, 24 reviews

Charming Guest House/Grand Piano/near I10

RobinRating, 5 stars2 weeks ago

We had a great day. It's a cute little place and will definitely be back next time I'm 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!!!

5 out of 5 average rating, 10 reviews

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

BriRating, 5 stars1 week ago

Very cute & secluded!!! The bed was very comfy & the place was really clean! It was also so peaceful! I slept really well!! I didn’t get to use the kayaks or other watercraft but I do plan to do so when I come back to visit! Will def be stayin there in the future! Recommend for sure!! 👍🏽

4.92 out of 5 average rating, 337 reviews

Farm stay in Tallahassee

Goat House FarmStay Cottage, Baby Goats are here!

EffieRating, 5 stars2 weeks ago

My daughter and I needed a place to stay for the night and this place was perfect. It’s a good deal and she loved getting to hang out with the goats. We will definitely go back to visit!