Vacation rentals in Brooksville

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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
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
4.98 out of 5 average rating, 259 reviews

Private Luxury Retreat - Spa Bathroom Escape

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

Guest favorite
A comfortable living area features a new black leather reclining sofa, adorned with orange cushions. Light hardwood flooring extends throughout the space, complementing the neutral walls. A decorative green wall piece offers a vibrant contrast, while the kitchen is visible in the background.
Home in Brooksville
4.89 out of 5 average rating, 112 reviews

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

Top guest favorite
The exterior of the mobile home is partially obscured by lush greenery, featuring green shutters that complement the light yellow siding. Sunlight filters through the branches, creating a serene atmosphere around the home.
Home in Floral City
4.96 out of 5 average rating, 201 reviews

Latitude 28 a little Patch of Paradise!

"Latitude 28" in Floral City is a spacious 2 BR/2BA Mobile Home. Once inside you'll find semi-open living concept with split bedrooms; Ciozy bedding w/Queen Pillowtop & ensuite bath in MBR, GBR offers Full gel-foam topper. Living area has unique design elements from a local artisan. Amenities include 40" Smart TV, Wi-Fi, fully equipped eat-in Kitchen w/Keurig. Large Sun Room overlooking the expansive lawn great for Birdwatching and located just .07 miles from Trail for Cycling Enthusiasts!

Top guest favorite
Home in Brooksville
4.99 out of 5 average rating, 86 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
4.95 out of 5 average rating, 57 reviews

Woodland Retreat

Florida’s Woodland Retreat is located on Florida’s Nature Coast, in Brooksville, near Crystal River, Spring Hill, New Port Richey, amongst world-class beaches and theme parks. Your Florida vacation starts here!!! Experience our private Woodland Retreat in beautiful Brooksville, Florida. A completely renovated 3 bedroom/2 bathroom home situated on 2 acres designed with your comfort in mind. Enjoy life’s simple pleasures of nature and wildlife conveniently located just 40 minutes north of Tampa.

Top guest favorite
The exterior of a converted Chinook helicopter is showcased, featuring a fenced area and a welcoming entryway. The surrounding landscape includes greenery and sky, with details of the helicopter's design visible, blending seamlessly into the natural setting.
Plane in Brooksville
4.98 out of 5 average rating, 147 reviews

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!

Top guest favorite
Home in Brooksville
4.97 out of 5 average rating, 60 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
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, 220 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.

Top guest favorite
An outdoor porch features a two-person Jacuzzi, inviting relaxation while overlooking a lake. Warm lighting is provided by lanterns, creating an ambient atmosphere against the backdrop of a colorful sunset and silhouettes of trees.
Tiny home in Dade City
4.98 out of 5 average rating, 214 reviews

Eco-Luxurious Lakefront haven (Fire pit & Hot Tub)

Experience the perfect blend of an eco-friendly retreat and modern luxury of our lakefront container home. Nestled in the heart of nature, this stylish oasis promises an unforgettable experience where you can immerse yourself amidst the beauty of the countryside without sacrificing comfort. Plus, enjoy the opportunity to interact with our farm animals, adding a touch of rural charm to your agritourism escape. Also, feel free to check out my other listing, Casa de Elvira on my host profile.

Top guest favorite
Home in Brooksville
5 out of 5 average rating, 36 reviews

Private Paradise With Heated Pool!

Private retreat, nestled on 2 acres of lush woods, perfectly fenced for seclusion. Located just minutes from FL 589, you'll enjoy easy access to major stores and shopping plazas, yet feel worlds away from the hustle and bustle. Take a leisurely stroll along the nearby Suncoast Trail, or explore the natural beauty of Weeki Wachee Springs State Park, enjoy horseback riding at Promise Land Ranch is just a short drive away. This hidden gem is the perfect balance of relaxation and entertainment.

Superhost
A spacious living area is presented with a large sectional sofa adorned with textured pillows. A glass coffee table holds decor items, while natural light enters through a nearby window, enhancing the neutral color palette of the room.
Home in Brooksville
4.83 out of 5 average rating, 120 reviews

Family Home in Brooksville FL

This beautiful newly constructed home is located in Brooksville Fl. Perfect getaway, amazing location for family and friends. It is also right next to I-75! The neighborhood is a safe family neighborhood, not far from restaurants and outdoor activities. Travel times: •Treehoppers Aerial Adventure park(24min drive) •Withlacoochee state forest (21mins drive) •Croom motorcycle area(7min drive) •Weeki wachee(25min drive) •Hernando beach(35min drive) •Tampa(35min drive) •Orlando(45min drive)

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
4.99 out of 5 average rating, 101 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

Popular amenities for Brooksville vacation rentals

When is the best time to visit Brooksville?

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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.

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 € 17 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!

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