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

Brooksville Holiday Rentals

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Check prices for these dates

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

Our top choices for Brooksville holiday rentals

A modern kitchen with dark cabinets, stainless steel appliances, and a central island with seating.

1. Brooksville Retreat! 3 Bed, 2 Bath!

Brooksville Retreat! 3 Bed, 2 Bath!
3.0 star property
Hill 'n Dale
The price is S$635
includes taxes & fees
24 Sept - 25 Sept
Brooksville Retreat! 3 Bed, 2 Bath!

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 S$148
includes taxes & fees
7 Oct - 8 Oct
Pleasant Days Lodging Southwest Cottage
A compact RV interior with a sofa, dining area, kitchenette, and a window with curtains.

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 S$356
includes taxes & fees
30 Sept - 1 Oct
Bushnell Riverside Retreat w/ Hot Tub & Game Shed
A swimming pool with a 'NO DIVING' sign, surrounded by a fence and trees.

4. Lakeside Serenity Retreat

Lakeside Serenity Retreat
3.5 star property
Inverness
The price is S$298
includes taxes & fees
24 Sept - 25 Sept
Lakeside Serenity Retreat
A living room with a grey sectional sofa, two white armchairs, a small table, and a dining table with chairs. There is a potted plant in the corner.

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

Cozy 2 Bedroom Home, Dade City! #2
2.0 star property
Dade City
The price is S$552
includes taxes & fees
24 Sept - 25 Sept
Cozy 2 Bedroom Home, Dade City! #2
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.

6. 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 S$349
includes taxes & fees
29 Sept - 30 Sept
NEW Listing Discount! • Near Manatees & Springs
A living room with a blue sofa, a yellow cabinet, and a ceiling fan.

7. 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 S$346
includes taxes & fees
24 Sept - 25 Sept
Pet-Friendly Crystal River Retreat - Near Manatees & Golf
A compact kitchen with white cabinets, a microwave, a refrigerator, and a dining area with a table and chairs.

8. 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 S$249
includes taxes & fees
25 Sept - 26 Sept
Three Sisters Cottages
A living room with a blue sofa, a round coffee table, a ceiling fan, and large windows with greenery outside.

9. 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 S$381
includes taxes & fees
22 Oct - 23 Oct
Manatee Cove Retreat | Pet-Friendly Coastal Home Sleeps 6
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.

10. 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 S$380
includes taxes & fees
20 Oct - 21 Oct
The Happy Haven Near Manatee Tours
A covered wooden deck with a view of a calm body of water and trees.

11. 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 S$395
includes taxes & fees
7 Oct - 8 Oct
Riverfront Floral City Stay w/ Dock & Hot Tub!
A modern kitchen with wooden cabinets, a marble countertop, and a dining area with wooden chairs.

12. 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 S$552
includes taxes & fees
24 Sept - 25 Sept
2 Bed Cozy Home, Dade City, Pickle Ball
A modern kitchen with a large island, stainless steel appliances, and a chandelier.

13. 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 S$571
includes taxes & fees
24 Sept - 25 Sept
Furnished Outdoor Area! Family Home in Spring Hill
A modern kitchen with a large window, a fruit bowl, and a tablet on the counter.

14. Executive 5 Bedroom Pool Home, Dade City!

Executive 5 Bedroom Pool Home, Dade City!
2.0 star property
Dade City
Executive 5 Bedroom Pool Home, Dade City!
A modern kitchen with white cabinets, stainless steel appliances, and a large island with bar stools.

15. Coastal Group Getaway Near Three Sisters Springs

Coastal Group Getaway Near Three Sisters Springs
3.0 star property
Crystal River
The price is S$603
includes taxes & fees
24 Sept - 25 Sept
Coastal Group Getaway Near Three Sisters Springs
A modern living room with a sofa, coffee table, and artwork on the wall.

16. NEW - Cozy & Spacious 4bedroom Retreat!

NEW - Cozy & Spacious 4bedroom Retreat!
2.5 star property
Wesley Chapel
NEW - Cozy & Spacious 4bedroom Retreat!
A kitchen with a double sink, granite countertop, white cabinets, and a window with a view of greenery.

17. Comfortable Home in Dade City!

Comfortable Home in Dade City!
2.0 star property
Dade City
Comfortable Home in Dade City!
A bathroom with white subway tiles, a white sink with a granite countertop, a white toilet, and a bathtub with a blue shower curtain.

18. Contemporary 3 Bedroom Home in Dade City

Contemporary 3 Bedroom Home in Dade City
3.0 star property
Dade City
The price is S$576
includes taxes & fees
24 Sept - 25 Sept
Contemporary 3 Bedroom Home in Dade City
A pool area with a covered deck, a diving board, and a view of the water.

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 S$299
includes taxes & fees
6 Oct - 7 Oct
Fish & Float Lakeside! Hernando Cabin
A covered outdoor area with a pool, blue chairs, a table, ceiling fans, and a grill.

20. Lake Days + Pool Fun! Nature Coast Retreat

Lake Days + Pool Fun! Nature Coast Retreat
3.0 star property
Hernando
The price is S$290
includes taxes & fees
24 Oct - 25 Oct
Lake Days + Pool Fun! Nature Coast Retreat
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

Microtel Inn & Suites by Wyndham Brooksville

Microtel Inn & Suites by Wyndham Brooksville

10/10 Excellent
"Nice place to stay"
JoAnna 1-night trip
Posted 7 hours ago
Microtel Inn & Suites by Wyndham 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.