Holiday 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

Southern Hills 2BA/2BR Villa - Golf Resort

Located in Southern Hills Plantation this 2BR/2BA villa includes a kitchenette and living rm, Wi-Fi and cable tv for up to 6 guests. The resort amenities include a golf privileges to a private PGA qualifying course at Southern Hills (separate greens fees apply), golf practice facilities (driving range and short course), heated pool, hot tub, tennis courts, spa and fitness center. The villa is located next to the clubhouse which houses a bar/restaurant where incredible sunsets can be enjoyed.

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.

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. Click on my picture below at "Meet your host", scroll down to check out my Guidebook!! Kitchen area: fridge, microwave, regular coffee pot, basic coffee supplies, hotplate. NO oven. Bedroom: queen size bed, extra large shower. Living area: loveseat, chair, 2 stools Roku TV provided Enjoy Brooksville accessible via i-75/Highway 19/Highway 41 No pets

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.

The Hideaway - Quaint and Peaceful Cottage

1.5 miles from Weeki Wachee State Park. Charming, quiet, quaint cottage, beach theme, quiet neighborhood. 2 bedrooms, 1 bathroom. Utilities, flat screen TV, cable, Netflix, wireless internet, DVD player, DVDs, towels and linens. Fully equipped kitchen with pots, pans, utensils, plates, glasses, coffee cups, wine glasses, coffee maker, air fryer, toaster and blender. Outdoor sitting area with a charcoal grill and a fire pit. Bring boat or kayaks. Park your boat on the property.

Charm and comfy tiny house

Enjoy the lovely setting of this romantic💘 spot in nature. Comfort and charm await you in our tiny 🏡 , just 6 minutes from Weeki Wachee State Park. It is completely private, no shared spaces. Located in the middle of a spacious and fenced lot. Immerse yourself in the quiet atmosphere surrounding by nature. Enjoy a beautiful 🌅 under the shade and refreshing breeze of the 🌳 , a delicious ☕️ , a good 🍷 , a grill barbecue 🍗 or some marshmallows by the fire pit🔥.

The Little Porch House

Peaceful Country Charm with Modern Comforts Escape to a cozy retreat where time slows and simple pleasures shine. Tucked just off the beaten path, this welcoming home offers quiet mornings, starry nights, and easy access to parks, beaches, shops, and local favorites. Inside, rustic touches blend with modern comfort—an inviting space to unwind, savor the calm, and make moments that feel like a true getaway.

Charming 2BR Getaway Near Downtown & Weeki Wachee

Welcome to our charming Brooksville home, where classic appeal and modern comfort combine for an unforgettable stay. Conveniently nestled just minutes from quaint downtown Brooksville, our residence offers proximity to many area hospitals as well as historical landmarks without compromising on privacy. WE OFFER: - High-Speed Wi-Fi - Air Conditioning - Heating - Washer/Dryer - On-site Parking