Vacation rentals in Brooksville

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Quick stats about vacation rentals in Brooksville

  • Total vacation rentals

    Explore 40 vacation rentals in Brooksville

  • Nightly prices starting at

    Brooksville vacation rentals start at ﺩ.ﺇ 73 per night before taxes and fees

  • Verified guest reviews

    Over 2,140 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Brooksville vacation 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 vacation rentals in Brooksville

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Home in Brooksville
5 out of 5 average rating, 7 reviews

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

Top guest favorite
A spacious living area features a dark leather sofa and a coffee table on a textured area rug. Modern decor, including pendant lights and a fan, complements the rich green walls. Large windows provide natural light, while a dining area is visible in the background.
Home in Brooksville
4.98 out of 5 average rating, 98 reviews

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!

Top guest favorite
Home in Brooksville
4.97 out of 5 average rating, 62 reviews

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.

Top guest favorite
The bathroom features a freestanding bathtub and two elegant showerheads within a marble-tiled enclosure. Natural light enters through a round window, highlighting the floral accents on the counter. Gold fixtures add a luxurious touch to the modern design.
Guest suite in Spring Hill
4.99 out of 5 average rating, 270 reviews

Spa Bathroom Suite • Luxury Private Retreat

Discover a private luxury retreat designed for comfort and relaxation, a hidden gem perfect for a peaceful escape. Ideal for couples, small families, business travelers, or work stays, unwind in a queen bed or queen sofa bed, enjoy a 55” TV, or relax in a cozy reading chair. The spa-inspired bathroom features a freestanding tub beneath an elegant arched window, a double rain shower, and dual sinks. Natural sunlight fills the space, while a private fenced patio offers a serene outdoor retreat.

Top guest favorite
A cozy living area is furnished with a mix of comfortable seating, including a recliner and a couch. A wooden coffee table is centered over a soft area rug, while a dining space with a table and chairs is visible in the background. Soft lighting enhances the welcoming decor.
Home in Brooksville
4.98 out of 5 average rating, 222 reviews

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.

Guest favorite
The image showcases a collage of the Moto Ranch experience. A cozy RV interior features comfortable seating and a functional kitchen. Outdoor scenes display ATVs on forest trails, kayaks along the river, cyclists riding through lush landscapes, and horseback riders exploring scenic paths.
Camper/RV in Brooksville
4.9 out of 5 average rating, 150 reviews

Fuel Your Passion, Epic Moto Ranch ATV Experience

Embark on your escape to the Moto Ranch at Croom; an unforgettable off-road & outdoor adventure in the heart of nature. Situated on a serene 5-acre compound inside Croom Motorcycle Area & Withlacoochee State Forest, this is your exclusive getaway to almost endless thrilling motorcycle/ATV trails, outdoor experiences like mountain biking, horseback riding, kayaking, etc. and best of all… endless natural beauty! ☑ Many modern amenities of home ☑ Private access to Croom’s trails ☑ Pets welcomed

Top guest favorite
Home in Spring Hill
5 out of 5 average rating, 55 reviews

July 1-Sept 24 - Scallopping Season coming soon!

• Scallopping Season starts July 1! • 15 mins from the Weeki Wachee River • 20 mins from Cabot Citrus Farms • PET FRIENDLY • We host micro-events at Chateau Mariposa! Separate agreement and fee applies. • 2.5 acre park-like backyard • Beautiful Courtyard • Firepit under tree canopy & lights • Coffee options • BBQ & Smoker Grill • Cornhole (2 sets), ring and toss, games. • Alexis, Sonos Speakers • Adirondak, hammocks, macrame chairs • Well stocked kitchen-big meal prep • Stocked firewood!

Top guest favorite
A single-story house surrounded by lush greenery features a spacious front deck with white railing. Large windows allow natural light to fill the interior, while tall trees provide shade, creating a serene outdoor environment. The peaceful setting complements the tranquil atmosphere of the neighborhood.
Guesthouse in Brooksville
4.98 out of 5 average rating, 110 reviews

Casa Mica deck with a view of the woods

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

Top guest favorite
Tiny home in Brooksville
4.96 out of 5 average rating, 85 reviews

Cowboy Cabin

Cowboy Cabin is a tiny house with amazing outdoor shower! Get off the beaten path and enjoy the serenity of nature. Our ranch is set on 37 beautiful acres and is located just outside the Withlacoochee State Forest! Bring your horse, boat or atv as we are centrally located from the Gulf of Mexico, several local springs, hiking trails and atv park. Stay in the Cowboy Cabin and enjoy nature at its BEST.

Guest favorite
Guesthouse in Brooksville
4.91 out of 5 average rating, 23 reviews

#02 Home near Downtown -Gulf /Wedding Venues

Welcome to your home away from home in historic Brooksville! This 2BR, 2BA retreat features 3 comfy beds, a full kitchen, spacious living area, and natural light throughout. Relax in a peaceful yard in a quiet neighborhood, just minutes from downtown shops, restaurants, golf, trails, a nursing home, and the old train museum. Comfort, charm, and convenience await in this cozy Brooksville gem.

Guest favorite
A stone pathway meanders through lush greenery, leading towards a serene seating area. Tall palmetto plants are situated on either side of the path, with vibrant seating visible in the background. Sunlight filters through the surrounding foliage, creating a peaceful invitation to relax outdoors.
Cottage in Brooksville
4.94 out of 5 average rating, 492 reviews

Whispers of Country Where your soul will Wander.

The Shebeen – a charming retreat nestled along the Brooksville ridge, on a picturesque working dairy farm. Here, adventure meets relaxation in a space designed for, reflection, and a bit of romance. Let the rhythmic sound of the farm surround you as you step into a world where time slows, and every moment feels like a sweet escape. Book your stay now and find a little magic in every moment.

Top guest favorite
A modern living room features a white sectional sofa with colorful throw pillows and a large coffee table. A ceiling fan provides airflow, while a flat-screen TV is mounted on the wall. Natural light enters through sliding glass doors, complemented by light curtains.
Home in Brooksville
4.97 out of 5 average rating, 58 reviews

New house only minutes from Weeki Wache State Park

This stylish, new, bright and modern house is perfect for any occasion trips to include the mermaid show and Kayaking on the Weeki Wachee springs to see the Manatees. Or stay in and relax at this quiet, peaceful and private home. If you would like to bring your beautiful dog just give me a call and we ll chat about it. There is plenty outdoor space for dogs to play and enjoy.

Popular amenities for Brooksville vacation rentals

When is the best time to visit Brooksville?

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Avg. priceﺩ.ﺇ 448ﺩ.ﺇ 448ﺩ.ﺇ 503ﺩ.ﺇ 426ﺩ.ﺇ 437ﺩ.ﺇ 430ﺩ.ﺇ 441ﺩ.ﺇ 422ﺩ.ﺇ 422ﺩ.ﺇ 437ﺩ.ﺇ 437ﺩ.ﺇ 448
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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.

  1. Airbnb
  2. United States
  3. Florida
  4. Hernando County
  5. Brooksville