Vacation rentals in Brooksville

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

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

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.

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.

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.

Charming Historic Downtown Home

Whether you are looking for a relaxing getaway or adventure filled vacation, this home has access to it all. Located in the heart of historic downtown Brooksville, you are walking distance to nearby shops, restaurants, and recreational activities. Have a coffee on the front patio, reminisce over a bon fire, grill out with the family, game with the kids, grab a beer at the local brewery, play tennis/pickleball at the park, workout at the local gym… Here, there is something for everyone

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.

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

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!

#22 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