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

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Brooksville holiday rentals

Property entrance

1. Pleasant Days Lodging Southwest Cottage

Pleasant Days Lodging Southwest Cottage
2.0 star property
Homosassa
9.0 out of 10, Wonderful, (12 reviews)
"Wonderful stay! Bed was SO comfortable and we LOVED the horses/dogs. Thank you!"
United States
Amy
The price is ฿3,115
฿3,890 total
includes taxes & fees
12 Oct - 13 Oct
Pleasant Days Lodging Southwest Cottage
A modern kitchen with a large window, a fruit bowl, and a tablet on the counter.

2. Executive 5 Bedroom Pool Home, Dade City!

Executive 5 Bedroom Pool Home, Dade City!
2.0 star property
Dade City
The price is ฿15,720
฿36,346 total
includes taxes & fees
12 Oct - 13 Oct
Executive 5 Bedroom Pool Home, Dade City!
A compact kitchen with white cabinets, a microwave, a refrigerator, and a dining area with a table and chairs.

3. Three Sisters Cottages

Three Sisters Cottages
4.0 star property
Crystal River
9.6 out of 10, Exceptional, (7 reviews)
"Will stay again"
United States
Leslie
The price is ฿5,885
฿6,532 total
includes taxes & fees
14 Oct - 15 Oct
Three Sisters Cottages
A bedroom with a bed, nightstands, a dresser, a ceiling fan, and a bathroom visible through an open door.

4. Lakeside Serenity Retreat

Lakeside Serenity Retreat
3.5 star property
Inverness
The price is ฿6,035
฿7,815 total
includes taxes & fees
25 Oct - 26 Oct
Lakeside Serenity Retreat
A backyard with a fire pit, outdoor furniture, and a pool.

5. Outdoor Oasis & All-ages Fun! Gulf Coast Getaway

Outdoor Oasis & All-ages Fun! Gulf Coast Getaway
3.0 star property
Hudson
The price is ฿8,114
฿17,357 total
includes taxes & fees
20 Oct - 21 Oct
Outdoor Oasis & All-ages Fun! Gulf Coast Getaway
A bedroom with a bed, a patterned rug, a wall-mounted air conditioner, and framed artwork.

6. Pangola Cottage

Pangola Cottage
2.0 star property
Land O' Lakes
The price is ฿53,887
฿62,908 total
includes taxes & fees
13 Oct - 14 Oct
Pangola Cottage
A spacious living area with a red and white checkered sofa, a wooden coffee table, and a dining table with chairs. A large plant is in the corner, and the kitchen is visible in the background.

7. NEW Listing Discount! • Near Manatees & Springs

NEW Listing Discount! • Near Manatees & Springs
4.0 star property
Crystal River
10.0 out of 10, Exceptional, (3 reviews)
"Great location, clean and cute."
United States
samantha
The price is ฿2,927
฿9,204 total
includes taxes & fees
12 Oct - 13 Oct
NEW Listing Discount! • Near Manatees & Springs
A living room with a blue sofa, a yellow cabinet, and a ceiling fan.

8. Pet-Friendly Crystal River Retreat - Near Manatees & Golf

Pet-Friendly Crystal River Retreat - Near Manatees & Golf
3.0 star property
Crystal River
10.0 out of 10, Exceptional, (1 review)
"The home was great. It was clean, well stocked, great comfy beds. The back yard was great. The yard was very nicely decorated. A fire pit, chairs..... just wonderful. The hosts were very kind. Always answering quickly. Very smooth check in and out. When we return to the area, we will definitely stay here."
United States
Nancy
The price is ฿3,406
฿9,735 total
includes taxes & fees
19 Oct - 20 Oct
Pet-Friendly Crystal River Retreat - Near Manatees & Golf
A modern kitchen with white cabinetry, a marble countertop, and a dining area with a glass table and white chairs.

9. The Happy Haven Near Manatee Tours

The Happy Haven Near Manatee Tours
4.0 star property
Crystal River
8.8 out of 10, Excellent, (3 reviews)
"Cute little three bedroom/1-bath pet friendly home that had everything we needed for our stay. Nicely decorated and the beds were very comfortable."
United States
Laura
The price is ฿2,806
฿9,814 total
includes taxes & fees
12 Oct - 13 Oct
The Happy Haven Near Manatee Tours
A living room with a blue sofa, a round coffee table, a ceiling fan, and large windows with greenery outside.

10. Manatee Cove Retreat | Pet-Friendly Coastal Home Sleeps 6

Manatee Cove Retreat | Pet-Friendly Coastal Home Sleeps 6
3.5 star property
Crystal River
The price is ฿2,806
฿9,814 total
includes taxes & fees
2 Nov - 3 Nov
Manatee Cove Retreat | Pet-Friendly Coastal Home Sleeps 6
A modern kitchen with white cabinets, stainless steel appliances, and a large island with bar stools.

11. Coastal Group Getaway Near Three Sisters Springs

Coastal Group Getaway Near Three Sisters Springs
3.0 star property
Crystal River
The price is ฿4,728
฿14,354 total
includes taxes & fees
12 Oct - 13 Oct
Coastal Group Getaway Near Three Sisters Springs
A covered porch with a view of a grassy area and a body of water.

12. Lake View, Pool Access! Pet-friendly Hernando Stay

Lake View, Pool Access! Pet-friendly Hernando Stay
3.0 star property
Hernando
The price is ฿4,024
฿6,743 total
includes taxes & fees
12 Oct - 13 Oct
Lake View, Pool Access! Pet-friendly Hernando Stay
A stone fire pit in a circular stone seating area, surrounded by grass and trees with hanging moss, overlooking a body of water.

13. Paddle, Fish & Swim! Hernando Lake Cabin

Paddle, Fish & Swim! Hernando Lake Cabin
3.0 star property
Hernando
The price is ฿4,426
฿7,190 total
includes taxes & fees
12 Oct - 13 Oct
Paddle, Fish & Swim! Hernando Lake Cabin
A covered outdoor area with a pool, blue chairs, a table, ceiling fans, and a grill.

14. Lake Days + Pool Fun! Nature Coast Retreat

Lake Days + Pool Fun! Nature Coast Retreat
3.0 star property
Hernando
The price is ฿4,828
฿7,636 total
includes taxes & fees
12 Oct - 13 Oct
Lake Days + Pool Fun! Nature Coast Retreat
A covered patio with a table and chairs, large windows, and a view of the surrounding buildings.

15. 2 Mi to Three Sisters Springs: Home w/ Patio

2 Mi to Three Sisters Springs: Home w/ Patio
3.0 star property
Crystal River
The price is ฿3,252
฿9,301 total
includes taxes & fees
12 Oct - 13 Oct
2 Mi to Three Sisters Springs: Home w/ Patio
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

Saddlebrook Resort

Saddlebrook Resort

10/10 Excellent
"Every one was kind a helpful. Had a great time with my son."
WESLEY 1-night trip
Posted 5 hours ago
Saddlebrook Resort

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

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.

How many holiday rentals are there in Brooksville?

With 48 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.