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 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Brooksville vacation rentals

House, Multiple Beds, Garden View (6354 Enterprise Dr) | 3 bedrooms, iron/ironing board, individually decorated

1. Brooksville Retreat! 3 Bed, 2 Bath!

Brooksville Retreat! 3 Bed, 2 Bath!
3.0 star property
Hill 'n Dale
The price is NT$5,293
NT$16,121 total
includes taxes & fees
Sep 22 - Sep 23
Brooksville Retreat! 3 Bed, 2 Bath!
Cabin, 1 Bedroom, Smoking, Garden View | Property entrance

2. 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$2,957
NT$3,693 total
includes taxes & fees
Sep 22 - Sep 23
Pleasant Days Lodging Southwest Cottage
House (1 Bedroom) | Interior

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

Bushnell Riverside Retreat w/ Hot Tub & Game Shed
3.0 star property
Bushnell
The price is NT$3,087
NT$8,093 total
includes taxes & fees
Sep 30 - Oct 1
Bushnell Riverside Retreat w/ Hot Tub & Game Shed
House, Multiple Beds, Kitchen, Garden View (13921 19th st #2 ) | Living area

4. Cozy 2 Bedroom Home, Dade City! #2

Cozy 2 Bedroom Home, Dade City! #2
2.0 star property
Dade City
The price is NT$5,043
NT$13,775 total
includes taxes & fees
Sep 23 - Sep 24
Cozy 2 Bedroom Home, Dade City! #2
House, 2 Bedrooms | Living area | 50-inch Smart TV with digital channels, streaming services

5. 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$2,778
NT$8,736 total
includes taxes & fees
Sep 22 - Sep 23
NEW Listing Discount! • Near Manatees & Springs
House, 2 Bedrooms, Non Smoking | Living area | Books

6. 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$2,694
NT$8,642 total
includes taxes & fees
Sep 22 - Sep 23
Pet-Friendly Crystal River Retreat - Near Manatees & Golf
MANATEE APARTMENT | Private kitchen | Full-size fridge, microwave, oven, stovetop

7. Three Sisters Cottages

Three Sisters Cottages
4.0 star property
Crystal River
9.4 out of 10, Exceptional, (6 reviews)
"Cutest place"
United States
JARED
The price is NT$5,585
NT$6,199 total
includes taxes & fees
Sep 25 - Sep 26
Three Sisters Cottages
House, 3 Bedrooms, Non Smoking, Pets Allowed | Living area | TV

8. 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$2,979
NT$9,665 total
includes taxes & fees
Oct 21 - Oct 22
Manatee Cove Retreat | Pet-Friendly Coastal Home Sleeps 6
House, 3 Bedrooms, Non Smoking, Pets Allowed | 3 bedrooms, desk, laptop workspace, WiFi (free)

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$2,921
NT$9,601 total
includes taxes & fees
Oct 6 - Oct 7
The Happy Haven Near Manatee Tours
House (2 Bedrooms) | Interior

10. Riverfront Floral City Stay w/ Dock & Hot Tub!

Riverfront Floral City Stay w/ Dock & Hot Tub!
3.0 star property
Floral City
The price is NT$3,628
NT$9,213 total
includes taxes & fees
Sep 22 - Sep 23
Riverfront Floral City Stay w/ Dock & Hot Tub!
House, Multiple Beds, Pool Access, Pool View (10043 Collingwood) | Interior

11. 2 Bed Cozy Home, Dade City, Pickle Ball

2 Bed Cozy Home, Dade City, Pickle Ball
3.0 star property
Dade City
10.0 out of 10, Exceptional, (1 review)
The price is NT$5,043
NT$13,775 total
includes taxes & fees
Sep 22 - Sep 23
2 Bed Cozy Home, Dade City, Pickle Ball
House (4 Bedrooms) | Interior

12. Furnished Outdoor Area! Family Home in Spring Hill

Furnished Outdoor Area! Family Home in Spring Hill
3.0 star property
Spring Hill
8.0 out of 10, Very good, (1 review)
"The house is fresh inside and accommodated our family of 4 wonderfully. We had extra towels and extra pillows which went a long way. Loved the washer and dryer option and the pool. "
United States
Alicia
The price is NT$5,760
NT$14,236 total
includes taxes & fees
Sep 24 - Sep 25
Furnished Outdoor Area! Family Home in Spring Hill
Interior

13. Executive 5 Bedroom Pool Home, Dade City!

Executive 5 Bedroom Pool Home, Dade City!
2.0 star property
Dade City
The price is NT$20,630
NT$40,891 total
includes taxes & fees
Oct 20 - Oct 21
Executive 5 Bedroom Pool Home, Dade City!
House (3 Bedrooms) | Interior

14. Coastal Group Getaway Near Three Sisters Springs

Coastal Group Getaway Near Three Sisters Springs
3.0 star property
Crystal River
The price is NT$5,760
NT$15,036 total
includes taxes & fees
Sep 22 - Sep 23
Coastal Group Getaway Near Three Sisters Springs
House, Multiple Beds, Kitchen, Garden View (37329 Magnolia Ave) | Private kitchen | Coffee/tea maker

15. Comfortable Home in Dade City!

Comfortable Home in Dade City!
2.0 star property
Dade City
The price is NT$3,667
NT$14,373 total
includes taxes & fees
Sep 22 - Sep 23
Comfortable Home in Dade City!
House, Multiple Beds, Kitchen, Garden View (7846 Peace Lily Ave) | Living area

16. NEW - Cozy & Spacious 4bedroom Retreat!

NEW - Cozy & Spacious 4bedroom Retreat!
2.5 star property
Wesley Chapel
The price is NT$8,711
NT$20,256 total
includes taxes & fees
Sep 23 - Sep 24
NEW - Cozy & Spacious 4bedroom Retreat!
House, Multiple Beds, Kitchen, Garden View (37132 Grassy Hill ) | Bathroom | Towels

17. Contemporary 3 Bedroom Home in Dade City

Contemporary 3 Bedroom Home in Dade City
3.0 star property
Dade City
The price is NT$3,667
NT$14,373 total
includes taxes & fees
Sep 22 - Sep 23
Contemporary 3 Bedroom Home in Dade City
Interior

18. Entire Modern Home in Dade City

Entire Modern Home in Dade City
2.0 star property
Dade City
Entire Modern Home in Dade City
House (1 Bedroom) | Interior

19. Fish & Float Lakeside! Hernando Cabin

Fish & Float Lakeside! Hernando Cabin
3.0 star property
Hernando
10.0 out of 10, Exceptional, (1 review)
"Our stay was fantastic. The property was clean, grass was well maintained, and everything was as described or shown in the photos. Jonathan, the property manager, was very quick with answering any questions we had arise. The pool was clean and very refreshing in the crazy Florida heat. The view of the lake was very peaceful and relaxing."
United States
Alicia
The price is NT$4,774
NT$7,460 total
includes taxes & fees
Sep 22 - Sep 23
Fish & Float Lakeside! Hernando Cabin
House (1 Bedroom) | Interior

20. Paddle, Fish & Swim! Hernando Lake Cabin

Paddle, Fish & Swim! Hernando Lake Cabin
3.0 star property
Hernando
The price is NT$4,201
NT$6,824 total
includes taxes & fees
Sep 22 - Sep 23
Paddle, Fish & Swim! Hernando Lake Cabin
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

Rodeway Inn Port Richey North

Rodeway Inn Port Richey North

10/10 Excellent
"Parking was great, in front of room. Pool was nice and clean."
Pamela 3-night trip
Posted 10 hours ago
Rodeway Inn Port Richey North

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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  • 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.