The Hernando County Court House with its red brick facade and white columns.

Brooksville Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Brooksville vacation rentals

A house with a front porch, a brick pathway, and a well-maintained garden with various plants and flowers.

1. Garden Cottage Within Walking Distance to Downtown Brooksville

Garden Cottage Within Walking Distance to Downtown Brooksville
Brooksville
10.0 out of 10, Exceptional, (8 reviews)
"Excellent everything Host, location, absolutely amazing!Thank you so much for making our trip memorable "
United States
markeeta S.
The price is ￥15,895
￥40,055 total
includes taxes & fees
Aug 24 - Aug 25
Garden Cottage Within Walking Distance to Downtown Brooksville
A small, cozy cabin with a sloped roof, a single bed, and a table with a lamp.

2. Cabin in the Olive Orchard

Cabin in the Olive Orchard
Brooksville
10.0 out of 10, Exceptional, (11 reviews)
"Great gateaway! Beautiful place and love that we could sleep in a comfortable bed while looking at the stars! "
United States
Delphine R.
The price is ￥8,742
￥22,674 total
includes taxes & fees
Aug 24 - Aug 25
Cabin in the Olive Orchard
A wicker outdoor sofa set with cushions and a glass-top coffee table, placed on gravel.

3. Cozy 1-bedroom cottage in peaceful Brooksville with AC

Cozy 1-bedroom cottage in peaceful Brooksville with AC
South Brooksville
9.0 out of 10, Wonderful, (4 reviews)
"Perfect little getaway. The space is located in a very quiet area and yet you are minutes away from local destinations. For us, the size and set up was great. All we need for our stay. "
United States
George I.
The price is ￥9,299
￥17,092 total
includes taxes & fees
Aug 24 - Aug 25
Cozy 1-bedroom cottage in peaceful Brooksville with AC
A beach with a pier extending into the water, featuring a covered area and a structure with a roof.

4. Country Retreat Close to Everything

Country Retreat Close to Everything
Brooksville
10.0 out of 10, Exceptional, (1 review)
"The room was amazing. The location was very peaceful. Large property to walk around. It’s located at the end of the street. Very secluded. The pool was very inviting. Had beautiful lights to the pool and pool area. The host was so gracious! Couldn’t have asked for better. Thank you so much"
United States
Robert
The price is ￥17,024
￥22,163 total
includes taxes & fees
Aug 24 - Aug 25
Country Retreat Close to Everything
A modern kitchen with a marble countertop, a sink, and a hanging light fixture.

5. Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch SX!

Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch SX!
Brooksville
9.8 out of 10, Exceptional, (8 reviews)
"Good stay"
United States
Crystal D.
The price is ￥9,442
￥27,818 total
includes taxes & fees
Aug 25 - Aug 26
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch SX!

6. South Brooksville, New Cozy Cottage, Convenient. 30 minutes from Tampa

South Brooksville, New Cozy Cottage, Convenient. 30 minutes from Tampa
Masaryktown
10.0 out of 10, Exceptional, (2 reviews)
"Pet friendly. Nicely decorated. Great bedding snd linens. Host has thought of everything with how the home is set up. "
United States
Dan N.
The price is ￥12,589
￥24,305 total
includes taxes & fees
Aug 30 - Aug 31
South Brooksville, New Cozy Cottage, Convenient. 30 minutes from Tampa
A covered seating area with a bench and chairs, surrounded by a rope barrier, and string lights overhead.

7. Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch The Privateer!

Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch The Privateer!
Brooksville
10.0 out of 10, Exceptional, (4 reviews)
"We love this place, we ride at Croom a few times a year. Would definitely stay here again. "
United States
Richard B.
The price is ￥10,840
￥38,526 total
includes taxes & fees
Aug 24 - Aug 25
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch The Privateer!
A large outdoor swimming pool with multiple lanes, a water slide, and several boats.

8. Spacious RV. 10ft ceilings! Full home size kitchen & Outside firepit and grill!

Spacious RV. 10ft ceilings! Full home size kitchen & Outside firepit and grill!
Brooksville
10.0 out of 10, Exceptional, (1 review)
"Check-in was smooth for a great staycation experience. Darrick was very responsive and easy to communicate with. The place was clean, comfortable and in a convenient location. 100/10 we'd book again. "
United States
WILLIAM D.
The price is ￥17,882
￥42,589 total
includes taxes & fees
Aug 24 - Aug 25
Spacious RV. 10ft ceilings! Full home size kitchen & Outside firepit and grill!
A staircase with black and white floral patterns, a chandelier, and a hallway leading to another room.

9. LULU Street Retreat-Historic Home in Brooksville 12 miles from Cabot Farms Golf

LULU Street Retreat-Historic Home in Brooksville 12 miles from Cabot Farms Golf
Brooksville
10.0 out of 10, Exceptional, (39 reviews)
"Great stay, beautiful home. "
United States
Gabrielle G.
The price is ￥31,790
￥69,660 total
includes taxes & fees
Aug 31 - Sep 1
LULU Street Retreat-Historic Home in Brooksville 12 miles from Cabot Farms Golf
A bedroom with a bed, a ceiling fan, a window with blinds, and a painting on the wall.

10. Saltwater Pool + Fire Pit Nights , Weeki Wachee

Saltwater Pool + Fire Pit Nights , Weeki Wachee
Brooksville
10.0 out of 10, Exceptional, (2 reviews)
"The property was well situated near shops, restaurants etcThe home was clean and well appointed, very comfortable. Wonderful outdoor area,The host was quick to reply with information when requested."
United States
Kathleen F.
The price is ￥31,292
￥74,329 total
includes taxes & fees
Aug 27 - Aug 28
Saltwater Pool + Fire Pit Nights , Weeki Wachee
A hammock in a grassy area with a rustic house in the background surrounded by trees.

11. Little Oak @ WFL Event Ranch

Little Oak @ WFL Event Ranch
Brooksville
The price is ￥19,710
￥35,166 total
includes taxes & fees
Sep 13 - Sep 14
Little Oak @ WFL Event Ranch
A spacious living area with a large L-shaped sectional sofa, a wooden coffee table, and a kitchen area with wooden cabinets and a built-in refrigerator.

12. Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch Factory Ride!

Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch Factory Ride!
Brooksville
10.0 out of 10, Exceptional, (13 reviews)
"Great hosts house was clean and beautiful "
United States
Gregg K.
The price is ￥24,303
￥83,577 total
includes taxes & fees
Aug 24 - Aug 25
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch Factory Ride!
A kitchen with wooden cabinets, a black refrigerator, a granite countertop island, and two wooden bar stools.

13. 3-bedroom Private Forest Retreat Home with Wifi and Full Kitchen

3-bedroom Private Forest Retreat Home with Wifi and Full Kitchen
Spring Hill
10.0 out of 10, Exceptional, (15 reviews)
"We booked this place so that we could get into Weeki Wachee without any issues, and this place was great It was clean, spacious, and the kids loved it! We'd definitely stay again."
United States
DAVID C.
The price is ￥26,425
￥37,141 total
includes taxes & fees
Aug 24 - Aug 25
3-bedroom Private Forest Retreat Home with Wifi and Full Kitchen
A modern living room with a black leather sofa, a dining area with a glass table and chairs, and a large window with curtains.

14. Lovely 2-bedroom house with AC, relaxing and stylish in Weeki Wachee, Fl

Lovely 2-bedroom house with AC, relaxing and stylish in Weeki Wachee, Fl
Spring Hill
The price is ￥21,458
￥51,075 total
includes taxes & fees
Sep 21 - Sep 22
Lovely 2-bedroom house with AC, relaxing and stylish in Weeki Wachee, Fl

15. Private Suite near Weeki Wachee Springs

Private Suite near Weeki Wachee Springs
Brooksville
The price is ￥15,870
￥39,871 total
includes taxes & fees
Aug 24 - Aug 25
Private Suite near Weeki Wachee Springs
A covered seating area with a bench and chairs, surrounded by a rope barrier, and string lights overhead.

16. Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch ATV!

Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch ATV!
Brooksville
9.8 out of 10, Exceptional, (8 reviews)
"Yes very nice!"
United States
Josephine C.
The price is ￥9,791
￥28,209 total
includes taxes & fees
Aug 24 - Aug 25
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch ATV!
A modern RV kitchen with a refrigerator, stove, and dining area.

17. Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch MX!

Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch MX!
Brooksville
9.0 out of 10, Wonderful, (4 reviews)
"Very clean and quiet property. Had a great time and looking forward to returning "
United States
Ritchie M.
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch MX!

18. Brittleville Bunkhouse: Peaceful Country Getaway

Brittleville Bunkhouse: Peaceful Country Getaway
Brooksville
10.0 out of 10, Exceptional, (1 review)
"Really nice house, lots of room, much better than any hotel. Great surroundings. Nice and quiet."
United States
Tony C.
The price is ￥35,621
￥43,851 total
includes taxes & fees
Aug 25 - Aug 26
Brittleville Bunkhouse: Peaceful Country Getaway
An interior space with a wooden table and benches, a hanging light fixture, and an American flag.

19. Get to the CHOPPA! One-of-a-kind 2/1 HELICOPTER on 5 acres in the woods!

Get to the CHOPPA! One-of-a-kind 2/1 HELICOPTER on 5 acres in the woods!
Brooksville
10.0 out of 10, Exceptional, (4 reviews)
"This unique stay is over the top. The kitchen is well tricked out. Little touches everywhere, being a metal building, I was glad to see 3 mini splits. The pool is pretty great. We used the basket ball court too. And a friendly cat."
United States
Dwight
The price is ￥27,800
￥51,081 total
includes taxes & fees
Aug 24 - Aug 25
Get to the CHOPPA! One-of-a-kind 2/1 HELICOPTER on 5 acres in the woods!
A compact bedroom with a bed, a desk, and a TV.

20. Modern studio apartment with covered outside seating area

Modern studio apartment with covered outside seating area
Spring Hill
9.6 out of 10, Exceptional, (66 reviews)
"Small, cute and quiet spot. Perfect for a single traveler on a multiple day stop over."
United States
Justin
The price is ￥7,439
￥18,562 total
includes taxes & fees
Aug 30 - Aug 31
Modern studio apartment with covered outside seating area
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 Brooksville Hotel Reviews

Days Inn by Wyndham Brooksville/Dade City

Days Inn by Wyndham Brooksville/Dade City

10/10 Excellent
"We had a wonderful stay breakfast was good,we will definitely stay there again ."
Michael 1-night trip
Posted 3 hours ago
Days Inn by Wyndham Brooksville/Dade City

Find out more about Brooksville

Search for holiday rentals in Brooksville on Expedia! You can easily find your home rentals, villas, holiday apartments in Brooksville using one of the methods below:

  • View our selection of featured holiday rentals in Brooksville
  • Use the map to find apartments and other holiday homes in the Brooksville neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Brooksville while they last

Look no further and take a look at our great range of rental properties in Brooksville!

Frequently asked questions

Can I find vacation rentals in Brooksville?

Yes, there are vacation rentals in Brooksville near Hernando HIgh School Performing Arts Center, or you can go with a more secluded option if you're looking for a relaxing stay. Our travelers say Brooksville has a good selection of restaurants. Make sure you have time to check out the art and entertainment choices during your trip.

What are some of the best vacation home rentals that Brooksville has to offer?

Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping: This vacation home rental outside of Brooksville is located on a river and has a patio, a barbecue grill, and air-conditioning to put you at ease 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.

How many vacation rentals are there in Brooksville?

With 49 Expedia vacation rentals, you're sure to find just the right place for your Brooksville stay.

What can I see and do in Brooksville?

Wever Recreation Park and Boyett's Grove are a couple of family-friendly sights, whereas cultural attractions include Hernando Heritage Museum and Train Depot Museum. Withlacoochee State Forest and Withlacoochee Trail State Park are other places to visit while you're in town.

What are vacation rentals like in Brooksville?

Vacation rentals are privately owned accommodations you can reserve for a couple days or more in Brooksville. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for small groups.