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$3,010
NT$3,759 total
includes taxes & fees
Oct 19 - Oct 20
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
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$4,686
NT$7,717 total
includes taxes & fees
Oct 22 - Oct 23
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$5,686
NT$6,312 total
includes taxes & fees
Oct 22 - Oct 23
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$5,249
NT$6,905 total
includes taxes & fees
Oct 20 - Oct 21
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$7,841
NT$16,772 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$2,829
NT$8,894 total
includes taxes & fees
Oct 19 - Oct 20
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$2,743
NT$8,799 total
includes taxes & fees
Oct 21 - Oct 22
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$2,712
NT$9,484 total
includes taxes & fees
Oct 19 - Oct 20
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$2,712
NT$9,484 total
includes taxes & fees
Nov 2 - Nov 3
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$15,039
NT$34,952 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$4,569
NT$13,870 total
includes taxes & fees
Oct 19 - Oct 20
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$3,888
NT$6,516 total
includes taxes & fees
Oct 19 - Oct 20
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$4,277
NT$6,947 total
includes taxes & fees
Oct 19 - Oct 20
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$4,666
NT$7,379 total
includes taxes & fees
Oct 19 - Oct 20
Lake Days + Pool Fun! Nature Coast Retreat
A covered patio with a table and chairs, large windows, and a view of the surrounding buildings.

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$3,143
NT$8,988 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

Saddlebrook Resort

Saddlebrook Resort

10/10 Excellent
"We were there for an event that needed a large meeting room and this facility can handle a lot of people. . The food was very good and was on time and the staff that served us was very good and my only complaint was if I wanted a bottle of water or diet Coke there was no way to pay for it except in line at the check-in station and the check-in station usually had two or three people waiting to check in. They use wristbands To access your motel room and the swimming pool and public areas. Even though there were a lot of people staying there, it never felt crowded and the swimming pool was super large, and only 3 and 1/2 ft deep with hundreds of chairs and they had a wonderful bar and you can get handheld food there and french fries and appetizers. I felt like the rooms have had a recent renovation and they were delightful to stay in with full kitchens. They had a large dining room, large living room and we were in a two bedroom two bath. To get to the rooms initially, they give you a ride on a golf cart. The valet was super helpful And we were always able to get our car quickly."
carolyn 2-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:

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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 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.