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

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 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.

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.

Private Paradise With Heated Pool!

Private Paradise Family Home in Spring Hill Welcome to our peaceful 2-acre family home in Spring Hill. This private retreat is perfect for families, friends, and pets looking to relax and enjoy nature. Enjoy a heated pool with colorful night lighting, a large open yard, and a quiet wooded setting for privacy and comfort. Great location: • 3 min walk to Suncoast Trail • 14 min to Weeki Wachee Springs State Park • 5 min to shops and restaurants on Cortez Blvd We look forward to hosting you

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)

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.