Family-friendly holiday rentals in Brooksville

Private Waterfront Cabin Retreat with Kayaking

Your private retreat on an acre nestled on a canal to the Withlacoochee River, wrapping around 2 sides of the property. Relax on your porch overlooking the water as you watch the birds and deer play. Kids will love the tire swing, toys such as Lego, Lincoln logs, pool table and ski ball. Kayaks available to our guests awaiting adventure. Bond around the fire pit, walk the trails, lounge in the hammocks, and fish on the dock. Setup the big screen to watch a movie. Welcome to your get-a-way!

Beautiful and spacious condo centrally located

As proven by the many reviews, we take cleanliness very seriously. To further insure the cleanliness of the property, we thoroughly disinfect frequently used areas such as: Doorknobs, switches, handles, bedside tables, bathroom sinks, toilets, counters, TV remotes, and thermostat. Condo is walking distance to shopping, food, and entertainment. Within minutes to beaches, Moffit, VA hospital, USF, downtown, Ybor, Malls, Bush Gardens, Zoo, Museums, and more. Orlando is within an hour drive.

Chassahowitzka/Homosassa Waterfront Home

Remodeled Water Front Property with beautiful furnishings. There are two bedrooms, two baths, and a large lanai overlooking the canal. The kitchen is fully stocked with everything you need to prepare meals. Walking distance to Chassahowitzka campgrounds, a bait shop, and a bar/restaurant. Fish off the private boat dock: covered parking, bonus lanai room. We have two fishing kayaks available for use. THE OWNER TAKES NO LIABILITY FOR THE USE OF KAYAKS. Pet must be approved before check-in.

Tarpon Fun'n Sun-Pool, Beaches + Backyard Chickens

This home is ideally located near Florida's beautiful Sunset Beach and Howard Park Beach - only 17 miles from Clearwater Beach. Take a short ride to world famous attractions like Disney, or Busch Gardens. Don't settle for a hotel when you and your guests can enjoy a home with a gas grill, multiple patios, large kitchen/family room, a large 4K TV and a private jacuzzi/pool with gas heater *option. It's a perfect place for creating family memories or getting together with old friends.

Waterfront, Sunsets & Heated Pool & Pet Stay Free!

Close to the beach, family activities, public transport, and the Tampa Airport. You’ll love my place because of the ambiance, the outdoors space, the water view, & the sunsets, PRIVATE Heated pool and VERY comfy beds! I provide fishing poles, tackle box My place is great for everyone and furry friends (pets) too!. Third bedroom is Florida room with sliding glass door. Two twin beds and desk. dinning table. Let me know about your pets. Your pets stay free. Totally fenced yard.

Palm Waters Riverhouse

Peaceful, pet-free 4/3 family getaway or work retreat on the a quiet part of the Rainbow River. Nestled in nature but minutes from restaurants, grocery and antique stores. Relax on the dock, expansive deck, screened porches or around a camp fire. Abundant outdoor activities including tubing, paddling, fishing, snorkeling, biking, etc. Pls note, 10 people max. For parties of 7+, there is a fee to unlock the 4th bedroom. No pets, no smoking, no parties or events.

Yellow bird

Upon arrival read the local information guide I have written and start enjoying the “Nature Coast” of Florida. It is essential to read this to get the most from your trip. Use my kayaks and paddle over the manatees in Crystal River, fish the gulf for saltwater or freshwater fishing at Lake Rousseau, and take a leisurely paddle down the Rainbow River in Dunnellon. Kayaks are on a trailer that has a 1 7/8-inch ball.

Whispers of Country Where your soul will Wander.

The Shebeen – a charming retreat nestled along the Brooksville ridge, on a picturesque working dairy farm. Here, adventure meets relaxation in a space designed for, reflection, and a bit of romance. Let the rhythmic sound of the farm surround you as you step into a world where time slows, and every moment feels like a sweet escape. Book your stay now and find a little magic in every moment.

Chassahowitzka River Cottage

Chassahowitzka River cottage on canal with FREE use of six kayaks . Launch kayaks from the back dock to the Chassahowitzka River. Ten minute kayak trip to the Seven Sisters Springs. Public boat ramp/campground 5 min. away . Great for scalloping season and kayaking year round. Front circular driveway and yard big enough to park your boat. Roku TV and Internet, no cable.