Vacation rentals in Sugarmill Woods

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Top-rated vacation rentals in Sugarmill Woods

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Top guest favorite
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.
Home in Homosassa
4.92 out of 5 average rating, 144 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.

Guest favorite
Home in Homosassa
4.95 out of 5 average rating, 22 reviews

Fully private fenced pool home near the river

Chassahowitzka, a fishing village in Homosassa, Fl. Book one our local fishing guides, swim with the manatees, or rent kayaks from one of the local campgrounds on the water all less than two miles away! It is a very short paddle to 7 sisters springs. It’s a page right out of a fairy tale. In the colder months manatees are abundant and can be observed right from the local dock. Fishing is also permitted at the local dock where Mangrove Snapper and Bass are often caught along with other species.

Guest favorite
Home in Homosassa
4.94 out of 5 average rating, 163 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.

Top guest favorite
A serene sunset is captured over a calm body of water. The sky is filled with various shades of orange and yellow clouds, reflecting softly on the water's surface, while gentle ripples create a textured pattern across the scene.
Home in Homosassa
4.89 out of 5 average rating, 226 reviews

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.

Guest favorite
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.
Home in Homosassa
4.9 out of 5 average rating, 168 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.

Top guest favorite
A private heated pool is enclosed within a screened lanai, surrounded by serene natural landscaping. The water is calm and clear, with a tiled edge. Nearby, comfortable seating areas are visible, enhancing relaxation opportunities in this tranquil outdoor space.
Home in Weeki Wachee
4.98 out of 5 average rating, 195 reviews

Luxury heated pool+spa. Near Cabot Citrus farms.

Welcome to your beautiful, secluded, sunny oasis. Spend your days lounging at the PRIVATE HEATED POOL/SPA in your screened lanai, nights stargazing . Relax with a drink while bird watching or enjoy a candlelit jetted soak in the masterbath. Fully equipped kitchen for the family chef. Outdoor grill. Close to all! MERMAIDS SCALLOPING, SWIMMING W/MANATEE in crystal clear rivers, gulf beaches, & so much more! Pin locks/alarms on tops of all Exterior doors keep kids safe. POOL HEAT INCLUDED.

Top guest favorite
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.
Home in Homosassa
4.96 out of 5 average rating, 291 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 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.

Top guest favorite
Home in Homosassa
5.0 out of 5 average rating, 35 reviews

The Glass River House with pool 1/2 mile to River

Welcome to peace, comfort and nature at the Glass House with swimming pool! Located a couple minutes to the boat ramp, you will be situated in a luxurious stay with million-dollar views. Our house is aimed for comfort with everything you would expect at home and more. From the European style windows with views of the woodlands, comfortable beds and pillows, kitchen stocked with every foodies needs, outdoor dining and views you wish you could bring home with you!

Guest favorite
The front of a single-story home is framed by a large, shady tree and lush green lawn. The exterior features white siding with brown accents and a prominent star decoration above the entrance. A winding driveway leads to the front door, surrounded by colorful landscaping.
Home in Crystal River
4.9 out of 5 average rating, 164 reviews

Newly Renovated Crystal River Home on 1 acre

Your family will be close to everything when you stay at this centrally-located home. Just across Hwy 19 from kings bay, minutes from boat ramps, springs, restaurants and shopping. Home includes 1 King, 1 Queen, and 2 twin beds, fully equipped kitchen, laundry on site, spacious backyard with patio, gazebo and BBQ grill. We are pet friendly for small pets but the pets arent allowed on any of the furniture. Peaceful surroundings, safe secluded neighborhood.

Top guest favorite
A wooden dock extends over calm waters, framed by lush greenery and tall trees. Kayaks are secured at the edge, ready for use. The tranquil scene reflects clear blue skies and invites relaxation in a natural setting.
Home in Homosassa
4.96 out of 5 average rating, 135 reviews

The Banyon House 2br 2Ba on Canal + Kayaks

Relax with family and friends at this beautiful property. Enjoy kayaking right from the dock on the property. There is a lovely covered patio where you can enjoy meals cooked in the fully stocked kitchen. There are two bedrooms that are both en-suite. For additional sleeping there is a sleeper sofa in the lounge. We will accommodate Dogs (up to two) but NO CATS... Owner is highly allergic. There is a $75 additional pet fee per stay.

Guest favorite
A comfortable living area features a spacious gray sectional sofa complemented by a decorative armchair with a floral design. Natural light enters through two large windows, illuminating wall art depicting beach scenes. A cozy gray rug lies on the floor, enhancing the open, airy atmosphere.
Home in Homosassa
4.93 out of 5 average rating, 107 reviews

Homosassa Springs, bring your boat/RV, 7 acres

Relax with the whole family at this peaceful place to stay. Plenty of room for your boat or RV. Newly renovated home, 2 br, 1 bath. Every item/furniture/windows/flooring all new. Enjoy grilling out or just sitting by the fire on this spacious 7 acre lot. No neighbors to worry about. Only 10 minutes to Homossassa Springs, 26 minutes Weeki Wachee, 40 minutes to Rainbow River.

Top guest favorite
A modern living room features a white sectional sofa with colorful throw pillows and a large coffee table. A ceiling fan provides airflow, while a flat-screen TV is mounted on the wall. Natural light enters through sliding glass doors, complemented by light curtains.
Home in Brooksville
4.97 out of 5 average rating, 58 reviews

New house only minutes from Weeki Wache State Park

This stylish, new, bright and modern house is perfect for any occasion trips to include the mermaid show and Kayaking on the Weeki Wachee springs to see the Manatees. Or stay in and relax at this quiet, peaceful and private home. If you would like to bring your beautiful dog just give me a call and we ll chat about it. There is plenty outdoor space for dogs to play and enjoy.

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