
Holiday houses in Sugarmill Woods
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Top-rated holiday rentals in Sugarmill Woods
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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.
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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!
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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.
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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.
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Ozello Keys Cottage on Crystal Bay
2/1 Ozello coastal cottage on stilts surrounded by nature, tranquility, and endless views of the water and estuary. Nature lovers paradise. World renowned fishing and scalloping. Regular dolphin and manatee sightings. Relax with the whole family on the large screened back porch providing gorgeous views of the Nature Coast and stunning sunrises over the salt marsh. The open floor plan opens up to a large screened porch with a dining and lounging space with private and expansive water views.
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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.
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Inverness 2/2 Fenced Yard w/Hot Tub Availability
2 bedroom, 2 bath, 2 car garage Fully Fenced!!! MINUTES from downtown Inverness, Rails to Trails, local lakes/rivers, public boat ramps, shopping, and medical. Bring the kids and your fur babies as you can have peace of mind with rear fencing for playing and roaming. Extra yard space for boat or recreational vehicle parking. (Pet fee applies, MUST list pet as a guest) IMPORTANT INFO: Hot Tub on site, available for use for an extra $10 per day, MUST be requested at time of booking.
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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.
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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🔥.
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Sleeps 8 | RV Hookup | On Canal | 2 Boat Ramps
Unique 2BR/1BA stilt home on an island in the Ozello Keys, Crystal River, with canal views to the Gulf. Recently renovated with a modern nautical feel. Fully equipped kitchen, indoor laundry, and plenty of parking (RVs with approval; up to 8 vehicles). Dog friendly! Includes 4 kayaks with paddles. Upstairs loft and downstairs bedroom both feature king beds, TVs, workspace, and extra sleeping options. Renovated bathroom with large walk-in shower.
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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.
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Mason Creek River House
Come relax at the wooded half acer river side house! Boat ramp and private dock as well as kayaks available for use on property. Fully loaded laundry room, fully equipped kitchen. Spacious wood deck perfect for grilling what ever you’re catching off the dock side. Rained in? No problem just stay comfy in king size suite. Whether your boating, fishing , nature gazing or retreating were definitely the spot to fulfill your vacation needs.
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Popular amenities for Sugarmill Woods holiday rentals
Other great holiday rentals in Sugarmill Woods

The Owl A-Frame Retreat/ with hot tub
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Reel Serenity-Waterfront Escape in Old Homosassa-I
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Heart of Homosassa
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Mellow Manatee Cottage Waterfront, 6 Kayaks
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Waterfront 3BD Cabin Dock Fishing Manatees Kayak
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Clean 3/2 vacation home near Homosassa River.
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Geodesic Dome Retreat w/ Plunge Pool & Firepit
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The Homosassa Hibiscus House
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Destinations to explore
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- Weeki Wachee Springs
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- University of South Florida
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- Weeki Wachee Springs State Park
- Three Sisters Springs
- Crystal River Archaeological State Park
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- World Equestrian Center
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- Sunset Beach
- Homosassa Springs Wildlife State Park
- The Canyons Zip Line and Adventure Park
- Tarpon Springs Sponge Docks
- K P Hole Park
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- Rogers Park
- Lakeridge Winery & Vineyards
- Cedar Lakes Woods & Gardens
- Hillsborough River State Park
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- Hunters Spring Park





