
Holiday rentals in Sugarmill Woods
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Top-rated holiday rentals in Sugarmill Woods
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#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).

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.

REST-Relax-Explore-Swim-Travel
Enjoy your morning coffee in our quiet and cozy suite. It is only a 5-minute drive to join a manatee tour, launch your boat, work on your scuba certifications or enjoy a meal at one of the local restaurants. Or, simply relax and recharge surrounded by the thrifted finds, artwork, plants and odds and ends that showcase the owner's whimsical artistic eye. In 30 minutes you can explore and enjoy Rainbow Falls or Weekee Wachee State Parks or the popular Withlacoochee Rail Trail in Inverness.

Peaceful Waterfront Home, Daily Sunset, Dock
Our house has large picture windows overlooking the river, marsh and sunset over the gulf. A terrace to sit out and a private dock to the waters edge and to our own island with a picnic table. We have 3 rooms with 4-poster beds, a 4th room with a double-person futon, 2 family rooms, a well designed kitchen and lots of space to entertain. There's lots of land to stroll around the property. If you are looking to unwind and enjoy nature, this place will afford you the peace and quiet.

Chaz River Charmer
Five year old, clean, nicely appointed, canal front log home on a quiet dead end street. Access to the Chassahowitzka River from private dock with kayaks for your use at own risk. Wooded, privacy fenced back yard and expansive deck with plenty of seating to enjoy the peaceful, natural surroundings. Just a short paddle or boat ride to Seven Sisters Springs and Maggie’s Crack. Very relaxing setting that is surprisingly close to restaurants and shopping. No smoking, parties, or pets.

Tiny Home - Manatees, Fishing, Springs
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.

The Glass River House. 1/2 mile to River
Welcome to peace, comfort and nature. 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 including great cookware and beautiful serving dishes, outdoor dining and views you wish you could bring home with you!

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!

Tiny Cabin- Small Living, Big Memories!
⦿ Queen and 2 twin beds ⦿ Spacious parking and can accommodate boats ⦿ Accessible by 2wd ⦿ Zoned A/C ⦿ Smart bedroom TVs with cable ⦿ Luxurious tiled shower with unlimited hot water and modern plumbing ⦿ Fully stocked modern kitchen ⦿ Laundry set ⦿ Outdoor firepit and dining with grill- propane supplied ⦿ 5 acre fenced lot shared with Main Cabin and Bunkhouse but each have separate driveways ⦿ Pet Friendly with fee - would recommend leashed while outside

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.

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.

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.
Popular amenities for Sugarmill Woods holiday rentals
Other great holiday rentals in Sugarmill Woods

Waterfront 2BD, Dock, Fishing, Manatees, Kayaking

Waterfront Pool Home- Private road

NEW Listing Discount! • Near Manatees & Springs

Fully private pool home near the river

New Modern Homosassa Home Hot Tub, Putting Green

Lemon Drop a Tiny Home Near Springs & Gulf

Small Town Florida

2br/1ba Home in Charming Lake Town Near Downtown
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
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- Tampa Holiday rentals
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- Busch Gardens Tampa Bay
- Weeki Wachee Springs
- Tampa Palms Golf & Country Club
- ZooTampa at Lowry Park
- Rainbow Springs State Park
- Fort Island Beach
- Adventure Island
- Busch Gardens
- Fred Howard Park
- World Equestrian Center
- Three Sisters Springs
- Weeki Wachee Springs State Park
- Hunter's Green Country Club
- Crystal River Archaeological State Park
- Homosassa Springs Wildlife State Park
- World Woods Golf Club
- University of South Florida
- Yuengling Center
- Sunset Beach
- Howard Park Beach
- Snowcat Ridge
- Tarpon Springs Castle Winery
- Werner-Boyce Salt Springs State Park
- Hunters Spring Park




