Book Holiday Homes in Brooksville

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Featured Holiday Homes in Brooksville

New VRBO...2025 open dates-New 4/3 with heated pool, dock, kayaks, outdoor space

New VRBO...2025 open dates-New 4/3 with heated pool, dock, kayaks, outdoor space

Crystal River
Stay at this vacation home in Crystal River. Enjoy private pools, a garden, and laundry facilities. Popular attractions Three Sisters Springs and Crystal River ...
New VRBO...2025 open dates-New 4/3 with heated pool, dock, kayaks, outdoor space
Homosassa Riverfront Retreat - Deep Dock - Family Friendly! - Relax & Enjoy!

Homosassa Riverfront Retreat - Deep Dock - Family Friendly! - Relax & Enjoy!

Homosassa
Stay at this vacation home in Homosassa. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Old Mill House Gallery and Printing Museum and ...
Homosassa Riverfront Retreat - Deep Dock - Family Friendly! - Relax & Enjoy!
DIRECT WEEKI WACHEE RIVERFRONT!! KEY WEST PARADISE!

DIRECT WEEKI WACHEE RIVERFRONT!! KEY WEST PARADISE!

Weeki Wachee
Stay at this vacation home in Weeki Wachee Gardens. Enjoy free WiFi, a water park, and a garden. Our guests praise the helpful staff in our reviews. Popular ...
DIRECT WEEKI WACHEE RIVERFRONT!! KEY WEST PARADISE!
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Little House on the River - on main river not canal,includes kayaks,paddle-board

Little House on the River - on main river not canal,includes kayaks,paddle-board

Weeki Wachee
Stay at this vacation home in Weeki Wachee Gardens. Enjoy free WiFi, a water park, and laundry facilities. Popular attractions Weeki Wachee Springs and Bayport ...
Little House on the River - on main river not canal,includes kayaks,paddle-board
Big Home Crystal River on Main River-Amazing Views-Heated Pool-fire pit-kayaks

Big Home Crystal River on Main River-Amazing Views-Heated Pool-fire pit-kayaks

Crystal River
Book a stay at this family-friendly vacation home in Crystal River. Enjoy free WiFi, private pools, and a garden. Our guests praise the pool and the helpful ...
Big Home Crystal River on Main River-Amazing Views-Heated Pool-fire pit-kayaks
Charming 3Bed House in Crystal River, 5 min to Boat ramp Sleeps 8

Charming 3Bed House in Crystal River, 5 min to Boat ramp Sleeps 8

Crystal River
Stay at this vacation home in Crystal River. Enjoy laundry facilities, an in-room coffeemaker, and housekeeping. Popular attractions Three Sisters Springs and ...
Charming 3Bed House in Crystal River, 5 min to Boat ramp Sleeps 8
Summer dates-3/2 Waterfront w/ Heated Pool-Tiki Bar-Kayaks-great neighborhood.

Summer dates-3/2 Waterfront w/ Heated Pool-Tiki Bar-Kayaks-great neighborhood.

Crystal River
Book a stay at this family-friendly vacation home in Crystal River. Enjoy free WiFi, private pools, and a garden. Our guests praise the helpful staff in our ...
Summer dates-3/2 Waterfront w/ Heated Pool-Tiki Bar-Kayaks-great neighborhood.
Turtle House-pet friendly, waterfront home with boat slip, kayaks, fire pit

Turtle House-pet friendly, waterfront home with boat slip, kayaks, fire pit

Crystal River
Stay at this vacation home in Crystal River. Popular attractions Three Sisters Springs and Plantation Inn and Golf Resort are located nearby.
Turtle House-pet friendly, waterfront home with boat slip, kayaks, fire pit
Manatee time! Waterfront Home, floating dock, kayaks, paddle boards, gulf access

Manatee time! Waterfront Home, floating dock, kayaks, paddle boards, gulf access

Hernando Beach
Book a stay at this family-friendly vacation home in Spring Hill. Enjoy a water park, laundry facilities, and balconies. Popular attractions Weeki Wachee Springs ...
Manatee time! Waterfront Home, floating dock, kayaks, paddle boards, gulf access
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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.

Brooksville Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Brooksville vacation homes are the perfect way for you to wing it.

Holiday houses in Brooksville let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Brooksville in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Brooksville adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Brooksville with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Brooksville vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Brooksville Holiday Homes essential information

Accommodation
1598 Holiday Homes
Lowest Price
NZ$87
Highest Price
NZ$181
Popular accommodation
New VRBO...2025 open dates-New 4/3 with heated pool, dock, kayaks, outdoor space, Homosassa Riverfront Retreat - Deep Dock - Family Friendly! - Relax & Enjoy! , DIRECT WEEKI WACHEE RIVERFRONT!! KEY WEST PARADISE!, Little House on the River - on main river not canal,includes kayaks,paddle-board, Big Home Crystal River on Main River-Amazing Views-Heated Pool-fire pit-kayaks, Charming 3Bed House in Crystal River, 5 min to Boat ramp Sleeps 8, Summer dates-3/2 Waterfront w/ Heated Pool-Tiki Bar-Kayaks-great neighborhood., Turtle House-pet friendly, waterfront home with boat slip, kayaks, fire pit, Manatee time! Waterfront Home, floating dock, kayaks, paddle boards, gulf access

Top trending hotels in Brooksville

Days Inn by Wyndham Brooksville/Dade City

Days Inn by Wyndham Brooksville/Dade City

2 out of 5
6320 Windmere Rd, Brooksville, FL
Fully refundableReserve now, pay when you stay
The price is NZ$138 per night from 7 Sept to 8 Sept
NZ$138
7 Sept - 8 Sept
includes taxes & fees
Book a stay at this golf motel in Brooksville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
Days Inn by Wyndham Brooksville/Dade City
Microtel Inn & Suites by Wyndham Brooksville

Microtel Inn & Suites by Wyndham Brooksville

2 out of 5
6298 Nature Coast Blvd, Brooksville, FL
Fully refundableReserve now, pay when you stay
The price is NZ$159 per night from 7 Oct to 8 Oct
NZ$159
7 Oct - 8 Oct
includes taxes & fees
Book a stay at this business-friendly hotel in Brooksville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Microtel Inn & Suites by Wyndham Brooksville
Holiday Inn Express Hotel & Suites Brooksville by IHG

Holiday Inn Express Hotel & Suites Brooksville by IHG

2.5 out of 5
30455 Cortez Blvd, Brooksville, FL
Fully refundable
The price is NZ$181 per night from 8 Sept to 9 Sept
NZ$181
8 Sept - 9 Sept
includes taxes & fees
Stay at this hotel in Brooksville. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Holiday Inn Express Hotel & Suites Brooksville by IHG
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Motel 6 Spring Hill, FL - Weeki Wachee

Motel 6 Spring Hill, FL - Weeki Wachee

2 out of 5
6172 Commercial Way, Spring Hill, FL
Fully refundableReserve now, pay when you stay
The price is NZ$87 per night from 29 Sept to 30 Sept
NZ$87
29 Sept - 30 Sept
includes taxes & fees
Stay at this motel in Spring Hill. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Motel 6 Spring Hill, FL - Weeki Wachee
Don't see what you're looking for?
See all available properties in Brooksville
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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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^Subject to availability and chosen travel dates.