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
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Brooksville vacation 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 NT$2,988
NT$3,732 total
includes taxes & fees
Oct 16 - Oct 17
Pleasant Days Lodging Southwest Cottage
A kitchen with white cabinets, a stove, a countertop with a plant, and a blue hanging pot holder.

2. Contemporary 3 Bedroom Home in Dade City

Contemporary 3 Bedroom Home in Dade City
3.0 star property
Dade City
The price is NT$3,706
NT$14,525 total
includes taxes & fees
Oct 18 - Oct 19
Contemporary 3 Bedroom Home in Dade City
A bedroom with a bed, a patterned rug, a wall-mounted air conditioner, and framed artwork.

3. Pangola Cottage

Pangola Cottage
2.0 star property
Land O' Lakes
The price is NT$4,652
NT$7,659 total
includes taxes & fees
Oct 28 - Oct 29
Pangola Cottage
A compact kitchen with white cabinets, a microwave, a refrigerator, and a dining area with a table and chairs.

4. 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 NT$5,644
NT$6,265 total
includes taxes & fees
Oct 25 - Oct 26
Three Sisters Cottages
A bedroom with a bed, nightstands, a dresser, a ceiling fan, and a bathroom visible through an open door.

5. Lakeside Serenity Retreat

Lakeside Serenity Retreat
3.5 star property
Inverness
The price is NT$5,789
NT$7,496 total
includes taxes & fees
Oct 19 - Oct 20
Lakeside Serenity Retreat
A backyard with a fire pit, outdoor furniture, and a pool.

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

Outdoor Oasis & All-ages Fun! Gulf Coast Getaway
3.0 star property
Hudson
The price is NT$7,783
NT$16,648 total
includes taxes & fees
Oct 19 - Oct 20
Outdoor Oasis & All-ages Fun! Gulf Coast Getaway
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 NT$2,808
NT$8,828 total
includes taxes & fees
Oct 18 - Oct 19
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 NT$2,752
NT$8,768 total
includes taxes & fees
Oct 19 - Oct 20
Pet-Friendly Crystal River Retreat - Near Manatees & Golf
A bedroom with a large bed, a ceiling fan, a sliding glass door to a balcony, a bedside table with a lamp, and a small shelf with decorative items.

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 NT$2,692
NT$9,414 total
includes taxes & fees
Oct 18 - Oct 19
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 NT$2,692
NT$9,414 total
includes taxes & fees
Oct 16 - Oct 17
Manatee Cove Retreat | Pet-Friendly Coastal Home Sleeps 6
A modern kitchen with a large window, a fruit bowl, and a tablet on the counter.

11. Executive 5 Bedroom Pool Home, Dade City!

Executive 5 Bedroom Pool Home, Dade City!
2.0 star property
Dade City
The price is NT$14,931
NT$34,702 total
includes taxes & fees
Oct 25 - Oct 26
Executive 5 Bedroom Pool Home, Dade City!
A modern kitchen with white cabinets, stainless steel appliances, and a large island with bar stools.

12. Coastal Group Getaway Near Three Sisters Springs

Coastal Group Getaway Near Three Sisters Springs
3.0 star property
Crystal River
The price is NT$4,535
NT$13,767 total
includes taxes & fees
Oct 18 - Oct 19
Coastal Group Getaway Near Three Sisters Springs
A covered porch with a view of a grassy area and a body of water.

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

Lake View, Pool Access! Pet-friendly Hernando Stay
3.0 star property
Hernando
The price is NT$3,859
NT$6,468 total
includes taxes & fees
Oct 16 - Oct 17
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.

14. Paddle, Fish & Swim! Hernando Lake Cabin

Paddle, Fish & Swim! Hernando Lake Cabin
3.0 star property
Hernando
The price is NT$4,245
NT$6,896 total
includes taxes & fees
Oct 16 - Oct 17
Paddle, Fish & Swim! Hernando Lake Cabin
A covered outdoor area with a pool, blue chairs, a table, ceiling fans, and a grill.

15. Lake Days + Pool Fun! Nature Coast Retreat

Lake Days + Pool Fun! Nature Coast Retreat
3.0 star property
Hernando
The price is NT$4,631
NT$7,324 total
includes taxes & fees
Oct 16 - Oct 17
Lake Days + Pool Fun! Nature Coast Retreat
A modern kitchen with white cabinetry, stainless steel appliances, and a wooden countertop.

16. 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 NT$3,120
NT$8,924 total
includes taxes & fees
Oct 21 - Oct 22
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

Holiday Inn Express & Suites Wildwood The Villages by IHG

Holiday Inn Express & Suites Wildwood The Villages by IHG

10/10 Excellent
"All was amazing except for the breakfast menu. No bacon, no chocolate milk, limited fruit selection."
Brenda 1-night trip
Posted 4 hours ago
Holiday Inn Express & Suites Wildwood The Villages by IHG

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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  • 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.

How many vacation rentals are there in Brooksville?

With 48 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.