Holiday houses in North 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.

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.

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.

Monthly! 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.

Mary A. Coogler Cottage

The Mary A. Coogler Cottage is a historic Victorian-style cottage located in Historic Downtown Brooksville, at 114 South Brooksville Avenue. It’s a residential property that reflects the architecture and local character of the early-to-mid 20th century in the region. The cottage was built in 1935. It exemplifies the kind of small, charming Victorian-influenced homes that were constructed in Brooksville during that era.