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
With a stay at this vacation home in Crystal River, you'll be on the waterfront, within a 10-minute drive of Three Sisters Springs and Crystal River Watersports ...
Opens in a new windowNew VRBO...2025 open dates-New 4/3 with heated pool, dock, kayaks, outdoor space
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
With a stay at this vacation home in Crystal River (Crystal Shores), you'll be within a 15-minute drive of Three Sisters Springs and Crystal River Preserve State ...
Opens in a new windowBig Home Crystal River on Main River-Amazing Views-Heated Pool-fire pit-kayaks
Homosassa Riverfront Retreat - Deep Dock - Family Friendly! - Relax & Enjoy!

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

Homosassa
Located in Homosassa, this vacation home is on the waterfront, within a 5-minute drive of Riverhaven Marina and Homosassa Springs Wildlife State Park.
Opens in a new windowHomosassa Riverfront Retreat - Deep Dock - Family Friendly! - Relax & Enjoy!
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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
With a stay at this vacation home in Weeki Wachee Gardens, you'll be on the waterfront, within a 15-minute drive of Weeki Wachee Springs and Weeki Wachee ...
Opens in a new windowLittle House on the River - on main river not canal,includes kayaks,paddle-board
DIRECT WEEKI WACHEE RIVERFRONT!! KEY WEST PARADISE!

DIRECT WEEKI WACHEE RIVERFRONT!! KEY WEST PARADISE!

Weeki Wachee
With a stay at this vacation home in Weeki Wachee Gardens, you'll be on the waterfront, within a 10-minute drive of Weeki Wachee Springs and Weeki Wachee ...
Opens in a new windowDIRECT WEEKI WACHEE RIVERFRONT!! KEY WEST PARADISE!
3/2 Waterfront-Heated Pool-Tiki Bar-Kayaks-close to springs-great neighborhood.

3/2 Waterfront-Heated Pool-Tiki Bar-Kayaks-close to springs-great neighborhood.

Crystal River
With a stay at this vacation home in Crystal River (Crystal Shores), you'll be within a 15-minute drive of Three Sisters Springs and Crystal River Preserve State ...
Opens in a new window3/2 Waterfront-Heated Pool-Tiki Bar-Kayaks-close to springs-great neighborhood.
Lake View Retreat Loaded For Fun, with STUNNING Views!

Lake View Retreat Loaded For Fun, with STUNNING Views!

Inverness
The price is AU$1,153 per night from 29 Sept to 30 Sept
AU$1,153
29 Sept - 30 Sept
includes taxes & fees
Located in Inverness, this vacation home is on the waterfront, within a 5-minute drive of Old Courthouse Heritage Museum and Citrus Memorial Hospital.
Opens in a new windowLake View Retreat Loaded For Fun, with STUNNING Views!
LULU Street Retreat-A Charming Historic Downtown Home in Brooksville

LULU Street Retreat-A Charming Historic Downtown Home in Brooksville

Brooksville
The price is AU$875 per night from 28 Sept to 29 Sept
AU$875
28 Sept - 29 Sept
includes taxes & fees
A stay at this vacation home places you in the heart of Brooksville, within a 15-minute walk of Train Depot Museum and Hernando Heritage Museum.
Opens in a new windowLULU Street Retreat-A Charming Historic Downtown Home in Brooksville
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
The price is AU$619 per night from 10 Oct to 11 Oct
AU$619
10 Oct - 11 Oct
includes taxes & fees
With a stay at this vacation home in Crystal River, you'll be within a 10-minute drive of Three Sisters Springs and Plantation Inn and Golf Resort.
Opens in a new windowTurtle House-pet friendly, waterfront home with boat slip, kayaks, fire pit
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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
1633 Holiday Homes
Lowest Price
AU$114
Highest Price
AU$1,153
Popular accommodation
New VRBO...2025 open dates-New 4/3 with heated pool, dock, kayaks, outdoor space, Big Home Crystal River on Main River-Amazing Views-Heated Pool-fire pit-kayaks, Homosassa Riverfront Retreat - Deep Dock - Family Friendly! - Relax & Enjoy! , Little House on the River - on main river not canal,includes kayaks,paddle-board, DIRECT WEEKI WACHEE RIVERFRONT!! KEY WEST PARADISE!, 3/2 Waterfront-Heated Pool-Tiki Bar-Kayaks-close to springs-great neighborhood., Lake View Retreat Loaded For Fun, with STUNNING Views!, LULU Street Retreat-A Charming Historic Downtown Home in Brooksville, Turtle House-pet friendly, waterfront home with boat slip, kayaks, fire pit

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 AU$114 per night from 27 Sept to 28 Sept
AU$114
27 Sept - 28 Sept
includes taxes & fees
Located in Brooksville, Days Inn by Wyndham Brooksville/Dade City is in the suburbs, within a 5-minute drive of Withlacoochee Trail State Park and Sherman Hills ...
Opens in a new windowDays 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 AU$144 per night from 28 Sept to 29 Sept
AU$144
28 Sept - 29 Sept
includes taxes & fees
A stay at Microtel Inn & Suites by Wyndham Brooksville places you in the heart of Brooksville, within a 5-minute drive of Withlacoochee Trail State Park and ...
Opens in a new windowMicrotel 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 AU$165 per night from 19 Oct to 20 Oct
AU$165
19 Oct - 20 Oct
includes taxes & fees
Located in Brooksville, Holiday Inn Express Hotel & Suites Brooksville by IHG is within a 5-minute drive of Withlacoochee Trail State Park and Sherman Hills ...
Opens in a new windowHoliday Inn Express Hotel & Suites Brooksville by IHG
Save an average of 15% on thousands of hotels when you're signed in
Quality Inn & Suites Brooksville I-75/Dade City

Quality Inn & Suites Brooksville I-75/Dade City

2.5 out of 5
30307 Cortez Blvd, Brooksville, FL
Fully refundableReserve now, pay when you stay
The price is AU$115 per night from 5 Oct to 6 Oct
AU$115
5 Oct - 6 Oct
includes taxes & fees
When you stay at Quality Inn & Suites Brooksville I-75/Dade City in Brooksville, you'll be in the historical district, within a 5-minute drive of Withlacoochee ...
Opens in a new windowQuality Inn & Suites Brooksville I-75/Dade City
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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.