Holiday houses in Brooksville
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Quick stats about holiday rentals in Brooksville
Total holiday rentals
Explore 40 holiday rentals in Brooksville
Nightly prices starting at
Brooksville holiday rentals start at $29 AUD per night before taxes and fees
Verified guest reviews
Over 2,140 verified reviews to help you choose
Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities
Pet-friendly accommodation
Find 10 rentals that welcome pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
30 of Brooksville holiday rentals include Wi-Fi access
Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Brooksville rentals
4.8 Average rating
Brooksville stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated holiday rentals in Brooksville
Guests agree: these stays are highly rated for location, cleanliness and more.
Withlacoochee River House w/ Kayaks, Bikes, Canoes
Located on the main channel of the Withlacoochee River across from the State Forest, this home offers relaxation and recreation. The home is equipped with canoes & kayaks to launch from the backyard, and bikes to enjoy the 40+ miles of paved and mountain bike trails. Come home to relax by the fireplace and enjoy the river view, hang out and fish from the river bank, lie out back in a couple hammocks, or fire up the grill. This home is a great vacation getaway for couples, families, & friends!
LocationValueParks
Brooksville In-town Mid Century -Sleeps 8 -Hot Tub
Located downtown in historic Brooksville! This 3BR, 2.5BA Mid Century Modern Ranch on a full 1/2 acre, is close to everything! The private fully fenced backyard features a large dining area with grill, lighting, fire pit, hot tub, and hammocks The playful interior keeps comfort the priority with plenty of cozy seating, and 2 large smart tvs. This “Groovy” beauty has vaulted ceilings, a remote controlled fireplace, lots of natural light, sleeps eight adults, and has a fully stocked kitchen
LocationHospitalityIndoor spaces
The Tangerine Apartment - Downtown Brooksville
This 2-bed 1 bath clean home in the PERFECT location in Brooksville! This home tucked away on a peaceful side street yet just minutes by foot to downtown filled with restaurants, events, brewery & more! Cozy stay in the top unit in a 1925’s Victorian home, renovated with the perfect finishes for modern comfort and convenience. Granite Counters, walk in shower, new reclining couch, small office space & more! Near many wedding venues, golf courses, Frisbee Golf, Festivals, restaurants & more
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The Liberty Belle
You will feel right at home in this completely renovated, historic home in Downtown Brooksville Florida. Built in 1925 along an old brick street, Spanish moss trees canopy the house, yard, and street. As you step into the home you will be greeted by an open floor plan perfect for family and friends to gather. This home has 3 bedrooms, 2 full baths, parking for 3, a laundry room and a courtyard out back. The front porch looks out over a butterfly garden and is the perfect place to enjoy nature.
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South Brooksville Ave. Bungalow
Welcome to our historic home in Downtown Brooksville! This peaceful unit is located on one of the most historic streets in Brooksville, Florida! We are walking distance to local restaurants, shops, museums, concerts and trails! Sit, relax and enjoy the outdoors from one of the three decks or around the fire pit! Come and visit Florida's Nature Coast! We are near to Weeki Wachee River! Crystal River to visit the manatees and many other springs! Bike from here right to Withlacoochee State Trail!
LocationFamilyHospitality
Get to the Choppa! One-of-a-kind 2/1 Helicopter!
Experience a truly UNIQUE Stay! “Chinook” is situated on a serene 5-acre compound inside the breathtaking Withlacoochee State Forest and the thrilling Croom Motorcycle Area, outside of Brooksville, FL. This unforgettable vacation experience is sure to take your adventure to new heights! Our one-of-a-kind accommodation, a REAL repurposed Chinook CH-47D helicopter, promises a stay like no other. This iconic “choppa” with the modern amenities of home, can not be found anywhere else in the world!
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The Garden Cottage
The Garden Cottage is located in the historic district of Brooksville within walking distance to downtown shops, eateries, tennis & pickleball courts, yoga studio, and bicycle trails. 20 miles east of Gulf of Mexico for fishing, scalloping and manatee watching (in season). Onsite parking for boat & trailer. Full kitchen, bedroom, bathroom, living room and laundry facilities. Tampa International is 52 miles and Orlando International 93 miles. The perfect location to explore the Nature Coast.
LocationValueIndoor spaces
Off the Beaten Path
Our home is located on 5 acres in the middle of farms yet we are 10 minutes from shopping and a large variety of restaurants. Tampa International Airport is 50 minutes away so we have the best of both worlds. We enjoy the quiet beauty of the countryside but can be in Tampa for theatre in minutes. Hernando county boasts of some of the best golf courses in the area. We have a walking/biking trail 2 minutes from the house. Two State parks are 10 miles away and are a great way to spend the day.
ValueLocationQuiet
Inverness 2/2 Fenced Yard w/Hot Tub Availability
2 bedroom, 2 bath, 2 car garage Fully Fenced!!! MINUTES from downtown Inverness, Rails to Trails, local lakes/rivers, public boat ramps, shopping, and medical. Bring the kids and your fur babies as you can have peace of mind with rear fencing for playing and roaming. Extra yard space for boat or recreational vehicle parking. (Pet fee applies, MUST list pet as a guest) IMPORTANT INFO: Hot Tub on site, available for use for an extra $10 per day, MUST be requested at time of booking.
LocationValueWalkability
Spa Bathroom Suite • Luxury Private Retreat
Discover a private luxury escape designed for comfort and relaxation, a hidden gem perfect for a peaceful getaway. Ideal for couples, small families, business travelers, or work stays. Enjoy a spa-like bathroom with a freestanding soaking tub, double rain shower, dual sinks, and elegant finishes, creating a true spa experience. Natural light fills the space, while a fully fenced private patio offers complete privacy, security, and a serene outdoor area to relax and unwind in peace.
FamilyLocationBackyard
Casa Mica deck woods view
Quaint oak lined streets, rolling hills in upscale neighborhood. You'll find it easy to bike, walk,or jog in this peaceful neighborhood. Kitchen area: fridge, microwave, regular coffee pot, basic coffee supplies, hotplate. NO oven. Bedroom: queen size bed, chest drawers, extra large shower. Living area: loveseat, chair, 2 stools Roku TV provided Enjoy Brooksville easily accessible i-75 and highway 19 highway 41 No pets
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Southern Hills 2 BR Villa w kitchen, Ground level
Come enjoy all of the Southern Hills Plantation Club amenities in this newly renovated 2 Bedroom, 2 bath, very spacious villa. On the ground level with no steps, this villa offers 2 king beds, fully stocked kitchen, family room, laundry room, and elevated balcony with a panoramic view of the driving range. Located only a few steps from the clubhouse, with excellent dining options , see Southern Hills website for more info!
LocationComfortWalkability
Popular amenities for Brooksville holiday rentals
Other great holiday rentals in Brooksville
The cottage in Brooksville
FamilyValueHiking
Florida Luxury Escape Private Heated Pool Retreat
ValueFamilyHospitality
Unique Relaxing Pool Home
FamilyLocationLong stay
The Little Porch House
LocationFamilyIndoor spaces
Charming Historic Downtown Home
LocationFamilyIndoor spaces
Cowboy Cabin
ValueLocationBarbecue
#23 Home near Downtown Gulf /Wedding Venues
LocationValueCheckout
Small Town Florida
FamilyLocationQuiet
When is the best time to visit Brooksville?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $175 AUD | $175 AUD | $197 AUD | $167 AUD | $171 AUD | $168 AUD | $173 AUD | $165 AUD | $165 AUD | $171 AUD | $171 AUD | $175 AUD |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
Frequently Asked Questions
What are the best places to stay in Brooksville?
Brooksville has a range of stays, including historic downtown homes, tree-lined neighborhoods, and quiet rural retreats. Many visitors look for accommodations around the city center to access local shops, markets, and cultural sites with ease.
What are the best things to do in Brooksville with kids?
Kids often enjoy interactive exhibits at local museums, play areas in community parks, and seasonal farms where they can meet animals or pick fruit. Outdoor nature trails and family-friendly events are also frequently suggested.
What are some of the best things to do in Brooksville?
Explore the historic downtown, walk shaded trails in local parks, or tour museums dedicated to area history. Outdoor festivals, antique shopping, and farm visits are also often recommended.
How is the weather in Brooksville?
Brooksville has warm, humid summers around 91°F (33°C), with frequent rain, and milder winters near 53–71°F (12–22°C). Light layers in winter and breathable clothing for summer are often practical.
When is the best time to visit Brooksville?
Many travelers are drawn to Brooksville during the milder, drier months in late fall through early spring, when temperatures are comfortable for outdoor activities. Summer brings higher humidity and frequent rain, but lush landscapes and seasonal events continue.
What are the best places to visit in Brooksville?
Many visitors explore the historic courthouse, shaded city parks, and museums focused on Brooksville’s past. Local markets, heritage landmarks, and community art installations are also frequently suggested.
What are some hiking trails in Brooksville?
Brooksville has a variety of hiking options, including forested paths, riverside trails, and scenic loops in community parks. Trails frequently suggested blend native flora, wildlife spotting, and shaded routes.
What are some family activities we can do in Brooksville?
Families often enjoy local parks, interactive history museums, and seasonal farms where you can pick produce or see farm animals. Outdoor adventure areas provide walking trails and picnic spots for all ages.
What are some of the best day trip ideas from Brooksville?
You can explore sandy Gulf Coast beaches, kayak on local rivers, or visit preserved natural areas around Brooksville. The region also has art galleries, wildlife parks, and small towns with unique shops and eateries.
Are there any pet friendly accommodations available in Brooksville?
Pet friendly accommodations are available in Brooksville, especially around downtown and outlying neighborhoods. Parks and walking trails make it easier for guests to enjoy the city with their pets.
What are some local tips for visiting Brooksville?
Wear comfortable shoes for exploring historic streets and local trails. During warmer months, bring sun protection and stay hydrated, as the summer humidity can be intense.
What is Brooksville known for?
Brooksville is known for its rolling hills, historic downtown area, and ties to Florida's citrus growing tradition. The city also has a reputation for outdoor activities and sites reflecting its local heritage.
What are the best hidden gems to explore in Brooksville?
Seek out local antiques shops, community gardens, and tucked-away nature preserves for a quieter look at Brooksville. Art spaces and historic homes often highlight the city’s creative spirit and layered history.
What are the best foods to try in Brooksville?
Local menus often include Southern-inspired dishes, fresh citrus treats, and seafood from the nearby Gulf Coast. Barbecue, fruit pies, and traditional comfort foods are frequently suggested by residents.
What should I bring for a trip to Brooksville?
Pack comfortable walking shoes, lightweight clothing for the humid months, and a hat or sunscreen for outdoor activities. An umbrella or rain jacket is useful during the wetter summer season.
What is the nightlife in Brooksville like?
Nightlife in Brooksville is generally low-key, with locally owned restaurants, pubs, and bars creating a relaxed atmosphere. Many evenings feature live music or social events around the downtown area.
What are the most popular events or festivals in Brooksville?
Brooksville hosts several community festivals throughout the year, such as events celebrating local history, agriculture, and seasonal harvests. Annual fairs and arts gatherings are often highlights, drawing residents and visitors alike.
Are there family friendly vacation rentals in Brooksville?
Brooksville has a selection of family friendly stays, ranging from spacious homes with large yards to rentals set in quieter residential areas. Some properties include amenities like full kitchens and outdoor gathering spaces.
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- Weeki Wachee Springs
- Raymond James Stadium
- Busch Gardens Tampa Bay
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- Rainbow Springs State Park
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- Tampa Convention Center
- Hard Rock Casino
- University of South Florida
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