Family-friendly vacation rentals in Homosassa

A waterfront home is nestled among lush trees, reflecting beautifully on the calm canal waters. A large outdoor patio with shaded seating and a relaxing area is visible. Kayaks are stored nearby, enhancing the outdoor recreational appeal of the property.

4.91 out of 5 average rating, 105 reviews

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.

An outdoor courtyard features a fire pit surrounded by seating, including black metal chairs. Strands of lights are draped across a large tree, illuminating the area. The grassy space includes a BBQ grill and additional seating options, creating a welcoming environment for gatherings.

4.93 out of 5 average rating, 104 reviews

#2 Cozy 2 Bdrms* Boat Parking* Convenient Location

Sit back & relax in our charming, coastal-themed oasis. On your adventure, take a short drive to the beach, swim with manatees, fish, catch scallops, & more! Perfect for business, small families, or friends looking to enjoy a relaxing getaway, this vacation home has a private back patio as well as a front porch. PLUS onsite Boat Parking. Hammocks, fire-pit, & BBQ grill are located in the courtyard, shared between our four vacation homes. Contact us for info on group stays (up to 17 people).

A large swimming pool is surrounded by a spacious deck, reflecting the serene blue water and the nearby trees. The house, featuring a dark exterior and a warm roof, is positioned behind the pool, providing a seamless connection to the outdoor space.

4.94 out of 5 average rating, 109 reviews

Pool home centrally located

Located within minutes to world class fishing, golfing, the famous Ellie Schiller's wildlife state park, hiking trails, biking trails, the Peace caves, manatee tours and our local monkey celebrities! Come back to your space and cool off in our large pool while grilling and chilling with the family. The pool is equipped with a safety gate and floatation buoy for the safety of your small children. In walking distance is Sassa Style Rentals where you can rent golf carts, kayaks, boats and more.

The calm waters of the Homosassa River reflect blue skies and surrounding greenery. A wooden dock extends into the water, providing a serene vantage point. Lush palm trees and foliage frame the scene, creating a tranquil atmosphere ideal for relaxation.

4.97 out of 5 average rating, 113 reviews

Old Homosassa Water Front, Ice Machine & Kayaks

Located directly on the Homosassa River with Gulf Access. Remodeled home located in Old Homosassa. Almost an acre corner lot overlooking the huge bay. Large 2600 square foot, 4 bedrooms, 2 baths. The property has a screened lanai room, large BBQ patio, screened boathouse with a cleaning station on the dock with sink, ICE MACHINE, and open patio. Huge boat tie-up area. Truly a fisherman's paradise. You can fish right off the dock. Close to everything!!!! BOATLIFT IS NOT AVAILABLE FOR GUESTS.

A wooden dock extends over calm waters, surrounded by lush greenery. Posts line the edge of the dock, providing a structured environment for recreational activities. Dense foliage frames the scene, enhancing the natural setting.

4.99 out of 5 average rating, 171 reviews

Nature’s Getaway- 💯 Remodeled Animal Free Property

Relaxing water view retreat. Our River House is located in a nature's paradise, and is an animal free property due to the owner’s and their families severe allergies. We are just 5 minutes from enjoying everything that Homosassa has to offer. We are off a canal that leads to a nature reserve and is about 3 miles to Monkey Island. Canoes are on property so you can explore the unobserved beauty of the river. Skiffs smaller than 17ft are best to dock in our canal that leads to the river.

The modern two-story home features a mix of stone and wood accents, with large windows that provide ample natural light. Surrounded by lush greenery, the structure is complemented by palm and hardwood trees, creating a serene outdoor setting.

4.9 out of 5 average rating, 139 reviews

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.

Superhost

A cozy living area features a comfortable daybed adorned with light gray bedding, surrounded by two windows that invite natural light. Decorative shelves are mounted on the wall, showcasing coastal-themed decor. A woven area rug lies on dark wood flooring, adding texture to the space.

Tiny home in Homosassa

4.88 out of 5 average rating, 175 reviews

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.

4.97 out of 5 average rating, 108 reviews

The stilt home features a spacious outdoor area with white Adirondack chairs arranged on a wooden deck. Sturdy stairs lead to the entrance, surrounded by palm trees. A clear blue sky and soft clouds provide a serene backdrop, highlighting the inviting nature of this unique property.

Home in Crystal River

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!

A gentle manatee is seen gliding just below the water's surface, showcasing its curvy body and flippers. The serene water reflects the blue sky and clouds, creating a calming scene. This aquatic mammal is commonly found in the area, adding to the local wildlife experience.

4.95 out of 5 average rating, 259 reviews

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 Quen / 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.

A spacious front yard is framed by tall trees and lush greenery. A gravel driveway leads to a charming single-story home with a covered porch. Decorative elements, including a vintage cart, are placed strategically around the area, enhancing the property's inviting outdoor space.

4.93 out of 5 average rating, 137 reviews

DEEP WATER Camp Oakie 3/2 Sleeps 10

Camp Oakie Water Front vacation location! Brand new to the Vacation market! Bring your boat and dock it in the back yard. Single story, 3/2 with lounging den area. Just a mile to the boat ramp, and happening Old Homosassa MacRae's and The Freezer. Plenty of room to park your boat trailer. Super charming, lots of space, full kitchen, bath tub and shower. Kayaks for your enjoyment. Super clean and updated, comfortable beds. Huge yard to play in! Kid Friendly!

5 out of 5 average rating, 142 reviews

A colorful cottage with a screened lanai rests along a serene river. Kayaks and a floating island are docked nearby, with reflections shimmering on the water. Lush greenery surrounds the property, creating a tranquil outdoor setting ideal for relaxation and recreation.

Cottage in Spring Hill

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.