Vacation rentals in Brooksville, FL

Best vacation rentals and Airbnb offers in Brooksville, FL

10 ★ 74 reviews

Dolan House B&B

B & B, Brooksville

Dolan House B&B is a b & b in Brooksville, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About Dolan House B&B

Dolan House B&B is a b & b in Brooksville, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free breakfast, free wifi, parking, and free parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,373.

From$176/night

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10 ★ 3 reviews

Heated Pool & 4-in-1 Grill: Spring Hill Haven!

Cottage, Brooksville

Heated Pool & 4-in-1 Grill: Spring Hill Haven! is a cottage in Brooksville, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Heated Pool & 4-in-1 Grill: Spring Hill Haven!

Heated Pool & 4-in-1 Grill: Spring Hill Haven! is a cottage in Brooksville, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,661.

From$181/night

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10 ★ 1 reviews

13 Mi to Hudson Beach: Family Escape w/ Lanai

Cottage, Brooksville

13 Mi to Hudson Beach: Family Escape w/ Lanai is a cottage in Brooksville, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About 13 Mi to Hudson Beach: Family Escape w/ Lanai

13 Mi to Hudson Beach: Family Escape w/ Lanai is a cottage in Brooksville, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,278.

From$120/night

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10 ★ 1 reviews

Spring Hill Home: Heated Pool, 9 Mi to Beach!

Cottage, Brooksville

Spring Hill Home: Heated Pool, 9 Mi to Beach! is a cottage in Brooksville, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area,…

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About Spring Hill Home: Heated Pool, 9 Mi to Beach!

Spring Hill Home: Heated Pool, 9 Mi to Beach! is a cottage in Brooksville, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and free wifi.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,311.

From$133/night

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Family-friendly vacation rentals in Brooksville, FL

Plan a trip with stays that give families more room to spread out.

Weeki Wachee Home w/ Fire Pit: 13 Mi to Ocean!

Cottage, Brooksville

Weeki Wachee Home w/ Fire Pit: 13 Mi to Ocean! is a cottage in Brooksville, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Weeki Wachee Home w/ Fire Pit: 13 Mi to Ocean!

Weeki Wachee Home w/ Fire Pit: 13 Mi to Ocean! is a cottage in Brooksville, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,368.

From$149/night

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Spring Hill Home w/ Pool ~ 1 Mi to Weeki Wachee

Cottage, Brooksville

Spring Hill Home w/ Pool ~ 1 Mi to Weeki Wachee is a cottage in Brooksville, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Spring Hill Home w/ Pool ~ 1 Mi to Weeki Wachee

Spring Hill Home w/ Pool ~ 1 Mi to Weeki Wachee is a cottage in Brooksville, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,613.

From$163/night

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Heated Pool & Dog-friendly Yard! Spring Hill Home

Cottage, Brooksville

Heated Pool & Dog-friendly Yard! Spring Hill Home is a cottage in Brooksville, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area,…

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About Heated Pool & Dog-friendly Yard! Spring Hill Home

Heated Pool & Dog-friendly Yard! Spring Hill Home is a cottage in Brooksville, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,626.

From$169/night

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4 Mi to Weeki Wachee Springs! Fun-filled Home

Cottage, Brooksville

4 Mi to Weeki Wachee Springs! Fun-filled Home is a cottage in Brooksville, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About 4 Mi to Weeki Wachee Springs! Fun-filled Home

4 Mi to Weeki Wachee Springs! Fun-filled Home is a cottage in Brooksville, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,041.

From$230/night

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Vacation rentals with a pool in Brooksville, FL

Add a pool to the search when you want an easy place to cool off between outings.

Pool, Grill & Golf Course Views: Spring Hill Stay!

Holiday Home, Brooksville

Pool, Grill & Golf Course Views: Spring Hill Stay! is a holiday home in Brooksville, with pool access and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Pool, Grill & Golf Course Views: Spring Hill Stay!

Pool, Grill & Golf Course Views: Spring Hill Stay! is a holiday home in Brooksville, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, parking, and paid parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,277.

From$236/night

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Lanai w/ Heated Pool: Pristine Spring Hill House

Holiday Home, Brooksville

Lanai w/ Heated Pool: Pristine Spring Hill House is a holiday home in Brooksville, with pool access and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Lanai w/ Heated Pool: Pristine Spring Hill House

Lanai w/ Heated Pool: Pristine Spring Hill House is a holiday home in Brooksville, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, parking, and paid parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,694.

From$142/night

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Pristine Spring Hill House w/ Private Pool & Lanai

Cottage, Brooksville

Pristine Spring Hill House w/ Private Pool & Lanai is a cottage in Brooksville, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Pristine Spring Hill House w/ Private Pool & Lanai

Pristine Spring Hill House w/ Private Pool & Lanai is a cottage in Brooksville, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,755.

From$175/night

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Relax Poolside: Spring Hill Family Home w/ Yard!

Cottage, Brooksville

Relax Poolside: Spring Hill Family Home w/ Yard! is a cottage in Brooksville, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Relax Poolside: Spring Hill Family Home w/ Yard!

Relax Poolside: Spring Hill Family Home w/ Yard! is a cottage in Brooksville, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,283.

From$248/night

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