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

Brooksville Holiday Rentals

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Our top choices for Brooksville holiday rentals

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)
"So enjoyed our stay, lovely cottage had everything we needed. Loved the shower 🚿. Will definitely stay again "
United States
Corinn
The price is NZ$420
includes taxes & fees
8 Aug - 9 Aug
Garden Cottage Within Walking Distance to Downtown Brooksville

2. 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 NZ$234
includes taxes & fees
13 Aug - 14 Aug
Cozy 1-bedroom cottage in peaceful Brooksville with AC

3. 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 NZ$242
includes taxes & fees
24 Aug - 25 Aug
Cabin in the Olive Orchard

4. 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, (7 reviews)
"Yes very nice!"
United States
Josephine C.
The price is NZ$302
includes taxes & fees
8 Aug - 9 Aug
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch ATV!

5. Country Retreat Close to Everything

Country Retreat Close to Everything
Brooksville
The price is NZ$237
includes taxes & fees
10 Aug - 11 Aug
Country Retreat Close to Everything

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 NZ$261
includes taxes & fees
13 Aug - 14 Aug
South Brooksville, New Cozy Cottage, Convenient. 30 minutes from Tampa

7. 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, (38 reviews)
"Amazing historic home. Plenty of room and amenities with areas to enjoy both inside and out."
United States
David W.
The price is NZ$634
includes taxes & fees
18 Aug - 19 Aug
LULU Street Retreat-Historic Home in Brooksville 12 miles from Cabot Farms Golf

8. 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 NZ$402
includes taxes & fees
17 Aug - 18 Aug
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch The Privateer!

9. 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 NZ$501
includes taxes & fees
11 Aug - 12 Aug
Spacious RV. 10ft ceilings! Full home size kitchen & Outside firepit and grill!

10. 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, (12 reviews)
"Great hosts house was clean and beautiful "
United States
Gregg K.
The price is NZ$835
includes taxes & fees
17 Aug - 18 Aug
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch Factory Ride!

11. 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 NZ$392
includes taxes & fees
9 Aug - 10 Aug
3-bedroom Private Forest Retreat Home with Wifi and Full Kitchen

12. 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 NZ$818
includes taxes & fees
5 Sept - 6 Sept
Saltwater Pool + Fire Pit Nights , Weeki Wachee

13. Stunning Golf Course House w/ Private Pool

Stunning Golf Course House w/ Private Pool
Spring Hilll
9.0 out of 10, Wonderful, (2 reviews)
"Sucks when you run out of toilet paper 4 days in on a 6 day rental. Had to go to the store with mud butt. Other than that the place was in decent shape...couldnt use the one bathroom because the door to the bathroom was inoperable. minimal silverware that doesnt accommodate for the amount of people it holds. It was really nice being able to use the garage which is what kept it at 4 stars."
United States
Anonymous traveller
Stunning Golf Course House w/ Private Pool

14. 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)
"If you are into motosports , and have not stayed at Moto Ranch, you are missing an awesome experience. The entire place is beautiful, clean, and awesome! The people who run it and take care of it are the best! I’ve been multiple times and it never disappoints!"
United States
Chris
The price is NZ$297
includes taxes & fees
9 Aug - 10 Aug
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch SX!

15. Private Suite near Weeki Wachee Springs

Private Suite near Weeki Wachee Springs
Brooksville
The price is NZ$423
includes taxes & fees
9 Aug - 10 Aug
Private Suite near Weeki Wachee Springs

16. 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.
The price is NZ$297
includes taxes & fees
17 Aug - 18 Aug
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch MX!

17. 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 NZ$494
includes taxes & fees
9 Aug - 10 Aug
Get to the CHOPPA! One-of-a-kind 2/1 HELICOPTER on 5 acres in the woods!

18. Bushnell Riverside Retreat w/ Hot Tub & Game Shed

Bushnell Riverside Retreat w/ Hot Tub & Game Shed
3.0 star property
Bushnell
The price is NZ$432
includes taxes & fees
7 Aug - 8 Aug
Bushnell Riverside Retreat w/ Hot Tub & Game Shed

19. 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 NZ$198
includes taxes & fees
8 Aug - 9 Aug
Modern studio apartment with covered outside seating area

20. Relaxing Studio Just Minutes from Weeki Wachee Springs

Relaxing Studio Just Minutes from Weeki Wachee Springs
Spring Hill
10.0 out of 10, Exceptional, (5 reviews)
"Super cute and close to everything!"
United States
Laura
The price is NZ$244
includes taxes & fees
9 Aug - 10 Aug
Relaxing Studio Just Minutes from Weeki Wachee Springs
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

Find out more about Brooksville

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Brooksville holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Brooksville. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Brooksville. Seeing all the best attractions is bound to make you fall in love with Brooksville. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Brooksville short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Brooksville?

Yes, there are holiday rentals in Brooksville close to Hernando HIgh School Performing Arts Center, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers 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 holiday rentals that Brooksville has to offer?

Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping: This holiday home rental outside of Brooksville is located on a river, and has a patio, a BBQ 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 that you can cook with friends or family.

How many holiday rentals are there in Brooksville?

With 49 Expedia holiday rentals, you're guaranteed 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 the 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 holiday rentals like in Brooksville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Brooksville. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for family gatherings.