Top 10 Airbnb Vacation Rentals In Brooksville, Florida - Updated 2021

airbnb Brooksville FL
Anne Marie
Anne Marie
Updated

Brooksville, Florida is a town with plenty of historic southern charm! The town is full of Victorian-styled houses and buildings draped with Spanish moss. It is the perfect place to explore historic sites and museums like the May-Stringer House and the Chinsegut Hill Manor House. You might even catch a glimpse of a ghost, as the area has some spooky legends attached to it! Brooksville is a great jumping off point to see local state parks with interesting wildlife, the attractions of big cities like Tampa and Orlando, and the gulf bay beaches. Below are some of our best Airbnb vacation rentals for your trip to Brooksville, Florida!

1. Two-bedroom condominium in a luxury golf resort (from USD 97)

This gorgeous condo has nearly all the amenities of a luxury resort! Located inside of the Southern Hills Plantation community, guests have access to all the activities offered. This includes a championship golf course, tennis, and fitness center. For something a little more relaxing, take a dip in the gorgeous lap pool that is surrounded by an impressive colonnade. Up to four guests can stay in this two bedroom and two bathroom condo, which is accessible only by stairs.

Luxurious 2BR/2BA Villa w/ FREE golf!
Brooksville, Florida, United States
214 reviews
Entire townhouse 2 Beds 2 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
the beds were comfortable and the view of the golf course was nice
wifi and cable beds are super comfy thanks
comfortable bed and various appliances
the door opened to that area with a small dining table and a nice sectional and tv
the condo is small but the furniture linens and bathrooms were very nice
Cleanliness:
space was clean communication was fine
the place was very clean and comfortable
nice clean and quiet place to stay in this area
clean comfortable place in a relaxed setting
clean and adequately equipped for meal preparation
Host:
he was a great host
a great big thank you to our host
a great space with great hosts
everyone that works there is so friendly and welcoming
best hospitality very accommodating host i will place jeff on the top of my airbnb list
Location:
great place and good location
great location and town home
jeff's place is in a great location
great location and so convenient to the golf course
great location very comfortable exactly as pictured
Read more reviews

2. Irish country cottage on a farm (from USD 80)

This rental brings a little bit of the Irish countryside to Brooksville! This private cottage has charming decor and is surrounded by lush plants which can be enjoyed from the rocking chair on the front porch or the wooden swing in the yard. The cottage is located on a real working farm which adds to the Irish ambiance! Guests are welcome to assist with farm chores like milking cows and feeding calves, and visit the rare chickens on the premises. Though you can unplug easily since there is no wi-fi, the Shebeen is located a short drive from bustling Brooksville and all that the area has to offer!

The Shebeen on Irish Acres, A Country get away ...
Brooksville, Florida, United States
240 reviews
Entire cottage 1 Bed 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
the cottage was immaculate and comfortable
the cottage is cozy and romantic
the cottage was super comfortable and clean
the cottage is beautiful comfortable and is situated off to the side
an awesome experience cozy place with the peace and tranquility with an irish countryside cottage
Cleanliness:
it was fantastically clean and every breath smelled of spearmint
everything was very clean plenty of linens towels etc
warm clean and super comfortable
the place was clean cozy and comfortable
the guest house is very clean and comfortable
Host:
the owners are amazing people
hosts are very courteous
owners ?such a nice kind people
super friendly hosts
great host and relaxed atmosphere
Location:
its in a beautiful location and so peaceful
it's located in the perfect place to go for long walks with a family mascot
awesome farm setting is super peaceful and yet very close to town
wonderful quiet peaceful location on a farm in the woods a few miles south of brooksville
beautiful countryside nice walkable road
Read more reviews

3. Mermaid Landing at Pirate's Cove (from USD 89)

If getting up close and personal to a manatee is one of the goals of your trip to Brooksville, this may be the ideal rental for you! Located on a quiet canal off the Weeki Wachee river, manatees can frequently be seen in the water at certain times of the year. The Mermaid Landing is the perfect starting point for a river adventure with two kayaks, a canoe, and a paddleboard all available for your use. If the manatees are being shy or have migrated for the season, there are plenty of other activities to do at this cottage. Fish off the deck or relax in the nautically-themed interior. If you’re up for a little more excitement, Buccaneer Bay water park is located nearby in Weeki Wachee Springs State Park and features water slides and a lazy river.

Mermaid Landing at Pirate's Cove
Weeki Wachee, Florida, United States
175 reviews
Entire apartment 2 Beds 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
the a/c was good and tv had a good selection of cable/netflix channels
location is great but the apartment and furniture were shabby
we had a wonderful time staying here the house is cozy and it's a gorgeous view out back
the bed was a little uncomfortable but overall a good stay
Cleanliness:
the house was really clean and was decorated nice
the house was clean and had everything we needed
this is a really great deal very clean and cozy nice neighborhood; absolutely loved the mermaid decor
even though the place is nothing fancy it was clean comfortable and looked just as your photos showed
the host has very good communication and the place is very clean
Host:
responses from the owner were super quick
the host was very helpful to answer any questions asap
every thing works great and the owner was very responsive when we had questions
andrea and jason were wonderful hosts prompt clear communications and available via phone for questions during stay
andi the host always replied to any of my questions quickly and offered good communication
Location:
love the location of this place
good restaurants close by too
great quiet location with easy access to nearby attractions
great location by the water
great location close to everything we wanted to do
Read more reviews

4. Tyler's country hideaway (from USD 63)

This rental is located on a beautiful piece of property that is so impeccably maintained, you can tell the host is a full-time gardener! This in-law style apartment sleeps up to four guests in a bedroom and pull-out murphy bed. There is a fully-equipped kitchen and a private bathroom as well. Guests can enjoy the beautiful gardens and gazebo, or explore all there is to do in the area. Homossassa Springs and Weeki Wachee Springs state parks are both a short drive away. Tampa is also located nearby and it’s also possible to drive to Orlando for a day trip from this rental.

Tyler's Country Hideaway
Brooksville, Florida, United States
155 reviews
Entire guest suite 2 Beds 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
the kitchen and even the bathroom were fully stocked the linens and beds were extremely comfortable
the wifi was a little slow but this place has everything you need we enjoyed our stay
we were attending a music festival nearby and just needed beds to lay our heads each night
the chickens were entertaining the bed and futon were so comfy and i enjoyed relaxing in this serene environment
very nice bed and beautiful surroundings
Cleanliness:
clean and quaint little cottage
cheryl's place was clean and comfortable
the space was clean and well maintained
everything was very clean and well prepared for us
the place was super clean and cozy
Host:
cheryl is a great host of a wonderful country getaway
she is a very friendly and hospitable host
cheryl is a great host
cheryl was an outstanding host
cheryl is an excellent host and very sweet
Location:
the location is also great
great place location and people
the place is breathtakingly beautiful and private all while being super close to the beach and shopping areas
cheryl's place was a great location and very cost effective for us
country feel but still close to town providing easy access to shopping and restaurants
Read more reviews

5. Garage apartment in Emerson Place (from USD 52)

This Airbnb is located within walking distance to downtown Brooksville. Within ten minutes, you can be exploring the shops and restaurants of this quaint town. Brooksville has a very historic atmosphere and museums like the May-Stringer House and the Brooksville Railroad Depot Museum. After a day of sightseeing, returning to this apartment will feel like coming home! It is located over the hosts’ garage and sleeps up to four guests. The interior has a lovely minimalist design as well as all the amenities you could need.

Emerson Place Garage Apartment
Brooksville, Florida, United States
213 reviews
Entire apartment 2 Beds 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
beautiful antique furniture and fully stocked kitchen
good strong reliable wifi too
i was able to use the wi-fi for the interview but i appreciated their willingness to help
the beds were super cozy
charming place to stay the gardenia tree out front welcomes you to a wonderfully cozy apartment
Cleanliness:
very clean extra personal touches
everything was very clean and organized
clean cute and affordable
sparkling clean nice hot shower
5 star airbnb super clean and great communication would stay again
Host:
excellent hosts highly recommended
the hosts were delightful and respectful of our privacy
the hosts were friendly and very helpful when needed
the hosts were very kind and ready to help with anything we needed
larry and deborah were so thoughtful and helpful
Location:
wonderful location and beautiful space
very easy check in and close to town
great location with easy off street parking
1 hour or so away from clear water and tampa so you can be close to the action
very nicely done apartment overlooking the neighborhood and close to everything
Read more reviews

6. Three-bedroom house in downtown Brooksville (from USD 85)

Staying in this adorable house will make you feel right at home! It sleeps up to six guests in three bedrooms, and family pets are welcome too! The house has several lovely spots to enjoy the fresh Florida air like a front porch and beautiful fenced in backyard, ideal if you bring a dog along. It is less than a mile from downtown Brooksville making it easy to explore the historic city by foot.

The Nest Brooksville 15 Min to Weeki Wachee Spring
Brooksville, Florida, United States
96 reviews
Entire house 3 Beds 3 Bedrooms 1 Bathrooms
Top guest reviews
Amenities & Room:
kitchen was large and had nice updated appliances including an ice maker on the refridgerator
the beds were the highlight as the mattresses and linens were so comfortable
three large size bedrooms with very comfortable mattresses and nice cotton sheets
very nice place with lots of room
the beds were all comfortable
Cleanliness:
super clean and well appointed
super clean and neat
very clean and comfortable accommodations
the place was very clean and well maintained
the bathrooms were clean plenty of towels soap shampoo body wash
Host:
i highly recommend them as hosts
i'm sure the hosts will take care of that quickly though
steve and staci were excellent hosts responding promptly to all questions and requests
steve and staci are great hosts and quickly respond to any questions that you may have
decoration good host and really good space
Location:
the nest was close to restaurants and it resides in a cute town
the location is fantastic for weddings at saxon manor
it's an excellent central location for exploring and enjoying old florida
the house is in a wonderful location
it was the perfect location and we had a wonderful experience
Read more reviews

7. Two rooms on Hart Horse Farm

Finding pet-friendly accommodations can be difficult, even if you only have a dog, but at this rental you could even bring along your horse! Located on a real horse farm, guests can bring along their own horse and trailer with advance notice. Even if you don’t have pets, it’s an exciting experience to see how a horse farm works up close. This rental includes two rooms and a private bathroom in the main house for up to five people. Guests have access to the living room and kitchen as well as the large screened in porch which overlooks the pasture. The host also provides bicycles to take on the trails that lead to the Withalacooche State Forest or downtown Brooksville.

Welcome to Hart Horse Farm!
Brooksville, Florida, United States
98 reviews
Private room in farm stay 3 Beds 2 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
very comfortable sleeping arrangements and would definitely recommend
the place is really cozy- tucked beautifully amidst horse farms and well connected
it was incredibly clean and comfortable with amenities of home
the bed was comfortable and the room was super quiet at night
the room is small but adequate for our needs and it's great being able to use the kitchen
Cleanliness:
very clean and comfortable
the house was very clean
awesome place everything was nice clean and comfortable
all the accommodations were clean well equipped and very comfortable
the second visit was even better than the first very comfortable clean quite place to stay
Host:
she is a great host
robin was a superior host
she does a great job as a super host
robin is a wonderful host
robin is a wonderful host
Location:
very good location quiet and peaceful
we didn't take advantage of the livery but it seems an ideal place to do so
great place close to the springs and manatees (which is why we went) and great hospitality from robin
if you want a relaxing and stress free day trip that is a great place to visit
we would definitely recommend this place to local travelers and horse lovers too thank you for everything robin
Read more reviews

8. Charming family-friendly home in Smith Acres

This rental is perfect if you’re traveling with a large group. Guests have access to the entire home and up to eight people can stay in the three bedrooms. It has two and a half bathrooms, a full kitchen, and laundry facilities. There is also a lovely pool in the backyard fenced in for your privacy. Smith Acres is certainly a family-friendly destination, making it a great pick for travelers who are exploring the theme parks or beaches of central Florida!

Smith Acres - Charming Family Friendly Pool Home
28 reviews
Entire house 5 Beds 8 Guests

9. Upper floor suite in a rustic cottage

This rental is a wonderful option for nature lovers and explorers! Located in a woodsy area that is delightfully secluded, it is not unusual to see and hear wildlife nearby. One of the hosts is a self-taught mycologist and herbalist of wild fungi, flowers and herbs who can take adventurous guests on guided foraging tours! The hosts can also provide a gourmet breakfast or dinner made with fresh, local ingredients for a small fee. This cozy room in the cottage is the perfect size for one or two travelers.

Rustic Relaxation Cottage - Upstairs Suite
21 reviews
Private room 1 Bed 2 Guests

10. Private room in a bungalow at Shady Oaks

This rental is the perfect place to stay if you’re looking for some peace and quiet! Tucked away in the woods, here you’ll be able to enjoy the fresh air and birds chirping from the screened in porch. This rental is a private room for two with a separate entrance, an en-suite bathroom, and even a personal coffee maker and microwave. Additional food items are available in the shared kitchen. This rental is located north of Brooksville, which has shopping, restaurants, and museums. It is also within driving distance of beaches and places where you can swim with manatees!

Private entrance Bugalow at Shady Oaks
Brooksville, Florida, United States
245 reviews
Private room in guest suite 1 Bed 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
cute room with caring provides such as snacks heater fridge fan a/c and microwave all in one room
there is free wifi but no tv which suited me perfectly
it would have been nice to have a tv or radio
the little room was sparkly clean with many amenities we were not expecting
we love it because it has easy access it is very natural and cozy
Cleanliness:
nice place clean and cozy
clean and very pretty
super clean and quiet little spot
the room is very clean and smell good
it is very clean and serene
Host:
she was very communicative and thoughtful
cheryl was a wonderful host very communicative kind and easygoing
great place price and host
she was a great host very responsive with messages and very accommodating
cheryl and david were friendly hosts who unselfishly shared their part of paradise
Location:
cheryl's place is situated in a nice neighborhood
cheryl has a outstanding place situated very close to the recreation in the area
cheryl was very gracious and i really enjoyed the location
a cute little out of the way place that is very affordable
a great place to getaway from the hustle and bustle for a day or longer
Read more reviews

Plan your adventure to Brooksville, Florida!

The area around Brooksville has a plethora of exciting activities and sights with a variety of unique Airbnb rentals too! See the local parks and wildlife by day, and stay in an imitation Irish cottage or on a horse farm by night. These rentals would be the perfect home base for your visit to Brooksville and all the nearby things to see.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

Get Trip101 in your inbox

Unsubscribe in one click. See our privacy policy for more information on how we use your data

Still Need Travel Insurance?

You can buy and claim online, even after you've left home. Travel insurance from WorldNomads.com is available to people from 140 countries. It’s designed for adventurous travellers with cover for overseas medical, evacuation, baggage and a range of adventure sports and activities.

*5% off when you book with our promo code: TRIP101

*For our Canadian and US travellers, unfortunately due to financial services laws, we cannot provide a discount. This promotional code cannot be used with any other discount offer, including World Nomads Members’ discount for travel insurance policy holders.

Anne-Marie works in publishing by day and aspires to travel as much as she can. While she has not yet seen the whole world, she's eager to learn and write about it!

 Want to contribute as a Local Expert?
Explore Brooksville
Good things are meant to be shared!