Brooksville holiday rentals

We found 1,212 holiday rentals — enter your dates for availability
Select from 48 homes, 18 cottages and other holiday rentals in Brooksville to find one that's perfect for your trip. Holiday homes provide the amenities that you need and want for your family, friends or furry companion, such as a fireplace and garden. Whatever you're looking for, you'll be able to choose a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Brooksville

Showing deals for:18 Dec - 25 Dec

Dining area
Swimming pool looking to the southwest
Peace and quiet
The kitchen
Exceptional
(50 reviews)

An American Dream

Spring Hill

7% off
AU$2,404
for 7 nights, 1 villa
AU$343 per night
includes taxes & fees
An American Dream
Dining
Dining
Private kitchen
Living area
Wonderful
(17 reviews)

2BR Home w/ Private Pool & 2 King Beds / Near Springs

Port Richey

7% off
AU$1,720
for 7 nights, 1 home
AU$246 per night
includes taxes & fees
2BR Home w/ Private Pool & 2 King Beds / Near Springs
Dining
Interior
Living area
Exterior detail
Exceptional
(12 reviews)

❤️❤️RIVERSIDE RETREAT RIVERWALK, PETS OK WITH FEE 🐕🐈 FISH ACROSS STRET🎣🐠

New Port Richey

8% off
AU$1,562
for 7 nights, 1 home
AU$223 per night
includes taxes & fees
❤️❤️RIVERSIDE RETREAT RIVERWALK, PETS OK WITH FEE 🐕🐈 FISH ACROSS STRET🎣🐠
Dining
Welcome!
Pool
Lobby
Exceptional
(116 reviews)

Paradise found! Private heated pool+ spa, 3700 sq ft. Near Cobat Citrus farms.

Brooksville

12% off
AU$5,355
for 7 nights, 1 home
AU$765 per night
includes taxes & fees
Paradise found! Private heated pool+ spa, 3700 sq ft. Near Cobat Citrus farms.
Living area
Exterior
Dining
Living area
Wonderful
(17 reviews)

4 Bedroom Farmhouse On The River 2

Spring Hill

8% off
AU$3,903
for 7 nights, 1 home
AU$558 per night
includes taxes & fees
4 Bedroom Farmhouse On The River 2
Living area
Private kitchen
Interior
Room
Wonderful
(9 reviews)

Charming 4-bedroom house with WiFi and AC in pleasant Spring Hill

Brooksville

7% off
AU$2,322
for 7 nights, 1 home
AU$332 per night
includes taxes & fees
Charming 4-bedroom house with WiFi and AC in pleasant Spring Hill
Exterior
Pool
Property grounds
Room
Exceptional
(29 reviews)

River home with huge arcade, hot tub, kayaks, mini golf course, 80in TV

Spring Hill

8% off
AU$8,972
for 7 nights, 1 home
AU$1,282 per night
includes taxes & fees
River home with huge arcade, hot tub, kayaks, mini golf course, 80in TV
Private kitchen
Exterior
Property grounds
Room
Exceptional
(19 reviews)

Weeki Wachee Paradise

Spring Hill

8% off
AU$4,535
for 7 nights, 1 home
AU$648 per night
includes taxes & fees
Weeki Wachee Paradise
Living area
Interior
Exterior detail
Interior
Exceptional
(13 reviews)

House is your House, quiet, nice and cool place, close to the beach & the river

Hudson

7% off
AU$986
for 7 nights, 1 home
AU$141 per night
includes taxes & fees
House is your House, quiet, nice and cool place, close to the beach & the river
Well equiped kitchen
View from the lanai
Spring time
Peace and quiet
Exceptional
(8 reviews)

An American Dream

Spring Hill

7% off
AU$2,634
for 7 nights, 1 villa
AU$376 per night
includes taxes & fees
An American Dream
Living area
Terrace/patio
Marina
Private kitchen
Exceptional
(16 reviews)

Private Garden Shower, Arcade Games, Sups & Yaks

Spring Hill

8% off
AU$5,255
for 7 nights, 1 home
AU$751 per night
includes taxes & fees
Private Garden Shower, Arcade Games, Sups & Yaks
Extra large quartz island with dishwasher and large double sink
Rent a boat or pontoon and go to the islands, all in New Port Richey.
North Main King suite. TV, chairs, desks, large walk in closets.
Golf
Exceptional
(10 reviews)

Large home, heated pool, game rooms, ping pong, golf, parks, gated, many beaches

New Port Richey

7% off
AU$4,766
for 7 nights, 1 home
AU$681 per night
includes taxes & fees
Large home, heated pool, game rooms, ping pong, golf, parks, gated, many beaches
Property grounds
Steps for easy water access / Kayak Launch
Room
Living area
Exceptional
(7 reviews)

Weeki Wachee 3BR Private Dock, Kayak, Fish & Boat, Trailer Parking, Sleeps 6

Spring Hill

8% off
AU$3,091
for 7 nights, 1 home
AU$442 per night
includes taxes & fees
Weeki Wachee 3BR Private Dock, Kayak, Fish & Boat, Trailer Parking, Sleeps 6
Property grounds
Main house
Interior
Living area
Exceptional
(57 reviews)

❤️English Tudor Guest House fenced yard PET WELCOME WITH FEE.Mini Donkey to pet❤️

New Port Richey

7% off
AU$1,222
for 7 nights, 1 room
AU$175 per night
includes taxes & fees
❤️English Tudor Guest House fenced yard PET WELCOME WITH FEE.Mini Donkey to pet❤️
Exterior
Property grounds
Private kitchen
Private kitchen
Exceptional
(16 reviews)

Waterfront Octagon Home w/ Kayaks & Paddleboard

Spring Hill

7% off
AU$2,246
for 7 nights, 1 home
AU$321 per night
includes taxes & fees
Waterfront Octagon Home w/ Kayaks & Paddleboard
Private kitchen
Beach
Exterior detail
Nice an Quiet
Exceptional
(8 reviews)

Florida escape Quiet area.Restaurants all over,Clearwater 1 hr away,Orlando1hr.

Spring Hill

5% off
AU$3,010
for 7 nights, 1 home
AU$430 per night
includes taxes & fees
Florida escape Quiet area.Restaurants all over,Clearwater 1 hr away,Orlando1hr.
Exterior
Interior
Welcome snacks and drinks for kiddos and adults after a long day of travel
Pool
Exceptional
(20 reviews)

Heated Pool Retreat~10 min to Weeki Wachi~Sleeps 8

Spring Hill

5% off
AU$2,828
for 7 nights, 1 home
AU$404 per night
includes taxes & fees
Heated Pool Retreat~10 min to Weeki Wachi~Sleeps 8
Dining
Private kitchen
Private kitchen
Exterior
Wonderful
(33 reviews)

Sunny Escape: Vibrant Pool Home

Port Richey

7% off
AU$1,955
for 7 nights, 1 home
AU$279 per night
includes taxes & fees
Sunny Escape: Vibrant Pool Home
There is a step to get into the sunroom
Property grounds
Property grounds
Step to bedrooms
Exceptional
(62 reviews)

Newly Remodeled Weeki Wachee River Retreat

Spring Hill

8% off
AU$2,643
for 7 nights, 1 home
AU$378 per night
includes taxes & fees
Newly Remodeled Weeki Wachee River Retreat
Living area
Exterior
Private kitchen
Pool
Exceptional
(8 reviews)

Charming 3-bedroom house with Pool (Not heated), WiFi, AC in North Weeki Wachee

Brooksville

7% off
AU$2,456
for 7 nights, 1 home
AU$351 per night
includes taxes & fees
Charming 3-bedroom house with Pool (Not heated), WiFi, AC in North Weeki Wachee
Interior
Marina
Pool
Interior
Exceptional
(47 reviews)

3 bedroom house located on a canal with direct gulf access

Hudson

8% off
AU$2,980
for 7 nights, 1 home
AU$426 per night
includes taxes & fees
3 bedroom house located on a canal with direct gulf access
Nice view while you eat a meal.
View from the stove area
More screened in seating, best of both worlds.
Main Living Room toward Dining Room
Exceptional
(28 reviews)

Newly Listed, Sleeps 12, On River W. Kayaks included, Boat Dock , Gulf Access

Spring Hill

12% off
AU$6,719
for 7 nights, 1 home
AU$960 per night
includes taxes & fees
Newly Listed, Sleeps 12, On River W. Kayaks included, Boat Dock , Gulf Access
Exterior
Private kitchen
Interior
Living area
Exceptional
(21 reviews)

Beautiful Custom Home - only 3 Minutes to Weeki Wachee Springs & Hospital

Spring Hill

7% off
AU$2,116
for 7 nights, 1 home
AU$302 per night
includes taxes & fees
Beautiful Custom Home - only 3 Minutes to Weeki Wachee Springs & Hospital
Private kitchen
Dining
Private kitchen
Interior
Exceptional
(18 reviews)

4BR Waterfront • Dock + Boat Slip • Direct Gulf

Spring Hill

7% off
AU$3,346
for 7 nights, 1 home
AU$478 per night
includes taxes & fees
4BR Waterfront • Dock + Boat Slip • Direct Gulf

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Historical Brooksville will entice you

Take a holiday to Brooksville and enjoy the area's history, art galleries and entertainment. This city is well-known for its restaurants and bird watching. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in Brooksville

Are you looking for things to do while you're in town? Venture out of your cosy holiday rental and experience everything that makes Brooksville a one-of-a-kind holiday spot. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Cabot Citrus Farms (10.5 mi / 16.9 km)
  • Giraffe Ranch (14.6 mi / 23.5 km)
  • Mirada Lagoon (17.4 mi / 28 km)
  • Citrus County Speedway (18 mi / 29 km)
  • Lakeside Golf and Country Club (22 mi / 35.4 km)
  • Saddlebrook Golf Course (23 mi / 37.1 km)

Exploring the natural features in Brooksville

Whether you're an active traveller or just want to appreciate the scenery, Brooksville is a great spot to appreciate mother nature. These are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Withlacoochee State Forest (6.4 mi / 10.3 km)
  • Withlacoochee Trail State Park (10.5 mi / 16.8 km)
  • Weeki Wachee River (11.5 mi / 18.6 km)
  • Weeki Wachee Springs (11.6 mi / 18.6 km)
  • Weeki Wachee Springs State Park (11.6 mi / 18.7 km)
  • Giraffe Ranch (14.6 mi / 23.5 km)

Transport to and around Brooksville

The nearest airport is in Leesburg, FL (LEE-Leesburg Intl.), located 39.8 mi (64.1 km) from the city centre.

Frequently asked questions

What is the best area to stay in Brooksville when booking a holiday rental?
When considering a holiday rental in Brooksville, Florida, a popular area to stay is the historic downtown district. This charming neighbourhood is known for its picturesque streets and offers a delightful mix of local shops, cafes, and restaurants, making it an ideal base for exploring the area. A highlight of downtown is the Hernando County Courthouse, an architectural gem that adds character to the surroundings.Another appealing option is the nearby Nature Coast region, which is abundant in natural beauty and outdoor activities. Here, you can immerse yourself in the stunning landscapes of the Withlacoochee State Forest, superb for hiking and wildlife watching. Additionally, the Weeki Wachee Springs State Park is a must-visit attraction, famous for its live mermaid shows and crystal-clear springs, offering a great experience for families and nature enthusiasts alike.
Where are the best areas for renting a beach house in Brooksville?
For renting a beach house in Brooksville, the nearby coastal areas such as Hernando Beach and Pine Island are ideal choices. Hernando Beach, located just a short drive from Brooksville, offers a range of waterfront properties with direct access to the Gulf of Mexico. Many of these beach houses feature amenities like private docks, outdoor grilling areas, and spacious decks, great for enjoying the stunning sunsets over the water. Travellers can also find homes with fully equipped kitchens, making it convenient for preparing meals after a day of beach activities.Pine Island, known for its serene environment and natural beauty, presents additional options for beach rentals. Here, you can find charming cottages and villas that often include amenities like private pools, expansive gardens, and proximity to local markets and restaurants. The area is also great for outdoor enthusiasts, with opportunities for kayaking, fishing, and exploring nearby nature reserves.
What is the most popular type of holiday rental accomodation in Brooksville?
In Brooksville, holiday houses are the most popular type of holiday rental, with about 172 available throughout the area. These properties typically offer spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or larger groups. Many holiday houses also feature outdoor spaces such as private gardens or patios, superb for relaxing after a day of exploring the local attractions. Additionally, there are around 52 cottages available, which provide a charming alternative with a more rustic feel, often situated in tranquil settings. Mobile homes are another option, with 28 available, suiting those who prefer a unique and flexible stay.
Are there any family house rentals in Brooksville?
In Brooksville, Florida, there are numerous family-friendly house rentals available, with about 39 options spread across the area. This locale offers a blend of comfortable accommodations and access to outdoor activities, making it an excellent choice for families. Many properties come equipped with spacious living areas, fully furnished kitchens for preparing meals together, and private outdoor spaces suitable for children to play.Families can explore nearby attractions such as the scenic Withlacoochee State Forest, superb for hiking and biking, or visit local parks that provide picnic areas and playgrounds. The quaint downtown area of Brooksville also features charming shops and eateries, ensuring that visitors have plenty to enjoy during their stay.
Can I rent a holiday home with a pool or hot tub in Brooksville?
In Brooksville, there are several holiday homes available for rent that feature pools or hot tubs, with around 21 options to choose from. This charming area in Florida offers a mix of rural and suburban settings, making it an appealing destination for travellers seeking relaxation. Many of these properties come equipped with private pools, inviting hot tubs, and spacious outdoor areas, great for enjoying the warm Florida climate.Amenities such as fully equipped kitchens, comfortable living spaces, and Wi-Fi are commonly found in these rentals, ensuring a comfortable stay for families or groups. Additionally, some homes may include features like outdoor dining areas, barbecue facilities, and lush gardens, enhancing the overall holiday experience.
Are there pet-friendly house rentals in Brooksville?
In Brooksville, there are numerous pet-friendly house rentals available, with around 39 options to choose from. Many of these properties come equipped with essential amenities that cater to both guests and their furry companions. Expect to find features such as spacious backyards, which are great for pets to roam, as well as fully equipped kitchens for self-catering during your stay.The area is known for its charming, rural character, and visitors can enjoy a variety of outdoor activities. Nearby, the Withlacoochee State Forest offers ample opportunities for hiking, biking, and exploring nature, making it an excellent location for those travelling with pets. The forest has designated trails where dogs are welcome, allowing you to enjoy the great outdoors together.
Are there any remote work holiday rentals in Brooksville?
In Brooksville, Florida, there are a substantial number of remote work holiday rentals available, with around 284 options to choose from. This charming town, located in the heart of Florida's Nature Coast, provides a tranquil environment for remote work, complemented by access to various outdoor activities and local attractions. Many of these rentals come equipped with essential amenities such as free Wi-Fi, ensuring that you can work comfortably from your chosen accommodation.Travellers can expect a variety of properties, including cosy cottages and spacious family homes, often featuring dedicated workspaces or quiet areas conducive to productivity. Additionally, some properties may include outdoor spaces where you can take breaks and enjoy the pleasant Florida weather. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Brooksville?
In Brooksville, popular holiday rental amenities include fully equipped kitchens, allowing guests to prepare their own meals with ease. Many properties also offer onsite parking, making it convenient for those travelling by car. For coffee lovers, rentals typically feature coffee and tea makers to enjoy a warm beverage at any time. Additionally, a number of rentals permit pets, making it easier for travellers to bring their furry friends along. Outdoor spaces such as decks or patios are common as well, providing a great spot to relax and soak up the Florida sunshine.
When is the best time to visit Brooksville for a holiday rental?
September is one of the most popular times to visit Brooksville, Florida, especially for those seeking a warm and enjoyable holiday experience. This month offers a lovely transition as the summer heat begins to wane, making it ideal for outdoor activities such as hiking in the nearby Withlacoochee State Forest or exploring the area's charming historic sites.The peak season in Brooksville generally runs from January to March, with many visitors flocking to the area for its mild winter climate and abundant outdoor activities. During these months, you can expect pleasant temperatures averaging around 15 to 25 degrees Celsius, great for sightseeing and enjoying the beautiful natural surroundings.For those looking to save a bit, November can provide a fantastic opportunity. While it may be considered a low season, the weather is still quite pleasant, and you can take advantage of lower rental rates while enjoying the tranquillity of fewer crowds. This month is ideal for leisurely walks through local parks or exploring the delightful local eateries without the hustle and bustle of peak tourist traffic.Ultimately, your choice of when to visit Brooksville will depend on your preferences for lively option or peaceful exploration.
What are the top attractions in Brooksville?
In Brooksville, visitors can explore a variety of attractions that showcase the area's rich history and natural beauty. The Downtown Brooksville Historic District features charming architecture and quaint shops, making it a pleasant area to wander and experience local culture. Nearby, the Hernando Historical Museum offers insights into the region's past, with exhibits that highlight the area's heritage.For those interested in the outdoors, the Withlacoochee State Forest is a must-visit, providing trails for hiking and biking, as well as opportunities for wildlife viewing. The serene scenery makes it an ideal spot for picnicking or enjoying a leisurely day in nature. Additionally, the charming Croom Wildlife Management Area is superb for outdoor enthusiasts looking for activities such as horseback riding and bird watching.Brooksville also hosts several annual events that attract visitors, including festivals that celebrate local arts, crafts, and food, offering a taste of the community spirit.
Are all fees included in the Brooksville holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Brooksville holiday homes with parking?
Stayz offers a wide selection of holiday homes in Brooksville with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Brooksville holiday homes?
You can find great discounts on holiday homes in Brooksville on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Brooksville holiday home booking on Stayz?
To find Brooksville holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Brooksville?
A long-stay holiday home in Brooksville is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Brooksville holiday home?
Book your Brooksville holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Brooksville?
Prices for holiday homes in Brooksville vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Brooksville to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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