Vacation rentals in Brooksville

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!

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

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!

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!

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!

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.

Private Suite Boutique • Luxurious Spa Bathroom

Discover unmatched luxury and comfort in our private suite. Drift into a queen bed or queen sofa bed, enjoy a 55” TV, or curl up in a comfortable reading chair. The compact kitchen with a full-size fridge adds convenience, while the spa-inspired bathroom enchants with a sculptural freestanding tub beneath an arched window, a double rain shower, dual sinks, and sunlight that warms the space. Step onto your private, fully fenced, tranquil patio and immerse yourself in serene elegance and calm…

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.

Spotted Dance Ranch

Spotted Dance Ranch is a small guest ranch and horse breeding facility that has been hosting guests since 2014. Come stay in our cozy Cowboy Cottage located on the beautiful ranch grounds, and enjoy the peace and quiet of the ranch located adjacent to the Croom Tract of the Withlacoochee State Forest! Bring your horse if you have one; otherwise, many other outdoor activities and attractions are available nearby, or just relax! We are conveniently located outside Brooksville, FL near I-75.

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.

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

Highland House 🐶

Adorable historic small town bungalow with large screened in front porch. Back yard has large deck shaded by an antique Magnolia tree. Fenced in beautiful back yard. Come stay in one of Brooksville's oldest, quantist and most intriguing neighborhoods. Weeki Wachee river only 15 miles away. Chasowistka river 15 miles away. Suncoast bike trail and lots of perserves for hiking. 🐶 This is a a dog friendly space and neighborhood.