Family-friendly vacation rentals in Brooksville

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!

Dade City Farm Stay

A prime location for bikers and cycling with some of the only rolling hills in Florida. 30 minutes from Tampa attractions: Busch Gardens, Tampa Premium Outlets, Straz Center, ZooTampa. Local attractions: Giraffe Ranch, Kumquat Festival. Down the road is Snow Cat Ridge, Tree Hoppers, Scream-a-geddon. A rural place with a charming downtown scattered with unique eats and antique shops. Get away from it all while making memories on our farm. Enjoy our animals on your stay! Camel, ostrich and more!

Florida Breeze - 18 Acre Wildlife Sanctuary

Have you ever wanted the opportunity to feed an egg to a fox? Or feed a grape to a lemur? Hand feed a deer or sheep? Dance with a cockatoo? If so you’ll get to have these and many more experiences here during your stay. Our Airbnb is different, and our main focus is on offering rememberal experiences to our guests. We have a small family run 501C-3 wildlife rescue here on our 18 acre facility that you will be staying at. We do live on the property, but in a detached house across the driveway.

Heated Pool Sun-Splashed 3 BR/2 BA Getaway

Luxurious & Completely remodeled Spring Hill home features an open floor plan with huge kitchen fully stocked for the long term and short term stays, Beautiful stainless steel appliances with Romantic LED lighting throughout the kitchen lights up the nights for comfort & enjoyment. Spacious bedrooms & TV's in each bedroom including the living room. Easy access to the swimming pool with a completely fenced in backyard for total privacy, Plenty of seating outside for family grilling & swimming!

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.

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.

Screened Lanai /Clear Kayak / Waterfront / Fire Pi

Funky Flamingo River Cottage is a hidden gem on the Weeki Wachee River, designed for fun, relaxation, and adventure. Enjoy a no-see-um screened lanai, a comfy king bed, Smart TVs in every room, and a fully stocked kitchen. Paddle with manatees in our clear kayak, float on the lily pad mat, or unwind by the fire pit. With games inside and out, a hammock, and direct water access, it's the perfect escape—just off the main river, between the State Park and Roger’s Park.

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🔥.

Ranch Pool Resort with Horses jacuzzi nearby park

Take it easy at this unique and tranquil getaway. This is a country setting close to the city of tampa bay on 6 acres gated with every detail in mind Owner maintained ranch style property with 4 horses you will feel at home away from your home trees surround the outer perimeter as well as a huge pool with layout chairs. Take a stroll through the nature walk trail. Experience nature in luxury at this beautiful ranch home!