Family-friendly holiday rentals in Homosassa

Private waterfront house with large outdoor bar

Enjoy waterfront views while sipping a cocktail at the giant outdoor bar. Two bedrooms offer queen beds in each and a pull-out queen-size sofa bed is in the living room. Close to popular Crumps Landing Restaurant. The Riverside Marina is nearby to launch your boat. There is ample parking for a boat trailer. Canal access to Halls River & Homosassa River for flats boats or pontoon boats only. Must be able to lower bimini to go under Halls River Bridge. Property includes three kayaks and one canoe.

#4 Cozy Retreat* Boat Parking* Dog Friendly

We know your pets are a part of your family. That’s why this vacation home is pet-friendly! You and your pets will love our coastal-themed retreat, perfect for business, small families, or friends looking to enjoy a getaway. Make unforgettable memories swimming with manatees, fishing, catching scallops, & more. Hammocks, fire-pit, & BBQ grill are located in the courtyard and shared between our four vacation homes. PLUS onsite Boat Parking. Contact us for info on group stays (up to 17 people).

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!

Doe Key Stilt House 3/1.5 with Kayaks

Private, Secluded, Tranquil, Stilt home/private river access, Just a couple blocks to MacRae's/ Riversides Boat ramps. Kayaks included. Gated property. Lots parking for an RV/Trailer. Scallopers, fishing, swim w/ the manatees, fresh water springs. Private boat ramp on property for small craft/kayaks Wifi and Apple TV with private office for a workcation. Large kitchen, fully stocked with all you will need to call it home. Full size washer and dryer, Keurig coffee maker, Tons of parking!

UpTheCreek at Mason Creek Preserve - Old Homosassa

This home built in 2019 is one of the most recognizable homes in Old Homosassa. Across from the well known and often photographed twin roosters on Mason Creek this home is located within private protected nature preserve and wetland management land. With three bedrooms, two bathrooms, full kitchen, laundry area, second floor deck and game room. The property has three separate rentable spaces. The house, the loft and the studio. Booked together the property can host a total of 16 guests.

Tiny Home Glamping - fishing, springs, manatees

Connect with old Florida at this unforgettable escape in the heart of Homosassa. This Tiny Home is located inside of Cedar Breeze RV Park where you can access all of its amenities. Homosassa is renowned for its stunning natural attractions, and our tiny home is ideally located to explore them all. Experience thrilling airboat rides, kayak trips along Homosassa River’s wildlife-rich waters, excellent angling, and nearby charming shops, restaurants, and attractions for everyone to enjoy.

Stilted 2BR canal home, full kitchen, yard, pets!

This unique place has a style all its own. Nestled upon an actual island within the Ozello Keys, Crystal River! Backwater canals to the Gulf of Mexico is the view from this loft style, stilt home. Recently renovated with all the conveniences guests love into the overall design. The property offers plenty of parking for all your toys (RV's require prior Host approval). Easily fits up to 8 vehicles. Dog friendly! FOUR Kayaks/Paddles included with your stay! Fully equipped home!

Waterfront home, boat dock, ice machine, & kayaks

Ideal location; you are literally minutes away from everything however can easily escape for some peace in quiet. We are located right where the Halls & Homosassa rivers meet. You can be in the springs or to many of the waterfront restaurants by boat in just a few minutes. 1 Queen Bed (Master), 1 Queen Bed(2nd BR), 1 Queen / twin bunk bed(3rd BR)provides bed space for 7. Cable TV /Wifi /Fully equipped Kitchen /BBQ Grill /Paver Deck /Canal sitting area /Dock / Kayaks.

Cozy Renovated Cottage, Pet-Free Retreat

Our cottage is the perfect retreat, offering a peaceful escape in a true nature’s paradise. We are an animal‑free property due to the owners’ and their families’ severe allergies, making this a clean, allergen‑friendly stay for all guests. Just 5 minutes from all the best land and water activities, the cottage gives you quick access to everything Homosassa has to offer. You’ll love our convenient location making it easy to explore and enjoy your time on the river.

Ozello Waterfront Cabaña - minutes from the Gulf!

Calling all outdoor adventurers—this cozy waterfront cabin is your perfect basecamp. Launch straight from your private boat slip, then return to clean your catch at your own fish/scallop station. Grill up dinner on the back deck while soaking in epic water views. Whether you're fishing, scalloping, kayaking, or exploring Florida’s wild coast, this spot puts you in the heart of it all—rustic comfort meets real adventure.

Florida Fishing and Kayaking Paradise

Old Florida remote Fishing utopia in the Ozello Island Keys community of Crystal River, Fl. Amazing views from wrap around deck! 4 kayaks , 1 Canoe w/ fishing/swim gear. Swim off Floating Dock and Cold/Ice Bullfrog Spa! Perfect for 1 to 2 sm. families. Stocked kitchens and grill. TV Cable WIFI. Fenced yard, for kids/dogs. Boat ramp and covered parking. Bottom Floor under renovation winter 2025.

The Sassa Mermaid with pool and kayaks

Come see what Homosassa's beauty has to offer! Launch one of our kayaks provided right from the back yard to the spring waters of the Hall's river and come back to cozy up to a bonfire in the evening. Enjoy our beautifully furnished home with new plush pillow top beds and flat screen televisions. We are minutes from public boat ramps, restaurants, shopping, and local charters.