Holiday rentals in Sugarmill Woods

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Top-rated holiday rentals in Sugarmill Woods

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A shaded outdoor space features a large tree adorned with string lights. A cozy hanging chair is nestled beneath the tree, with a fire pit and seating area visible nearby. Lush green grass creates a serene atmosphere.
Home in Homosassa
4.95 out of 5 average rating, 129 reviews

#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).

Guest favourite
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.
Home in Homosassa
4.95 out of 5 average rating, 135 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 favourite
Guest suite in Crystal River
4.95 out of 5 average rating, 853 reviews

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.

Guest favourite
A sunlit sunroom features large windows that allow natural light to fill the space. Two woven chairs with red cushions are placed around a small table, complemented by a comfortable seating area with colorful throw pillows. Potted plants add a touch of greenery to the inviting atmosphere.
Home in Homosassa
4.98 out of 5 average rating, 125 reviews

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.

Top guest favourite
A private wooden dock extends over calm waters, surrounded by lush greenery and trees. The reflection of the natural surroundings is visible in the water, creating a tranquil ambiance. A palm leaf adds a touch of tropical element in the foreground.
Cabin in Homosassa
5 out of 5 average rating, 28 reviews

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.

Superhost
A tiny home with a bright white exterior is shown, featuring a small wooden deck with steps leading to the entrance. A patio table and chairs with an umbrella provide a shaded outdoor seating area beside the home, with a grill positioned nearby.
Tiny home in Homosassa Springs
4.82 out of 5 average rating, 141 reviews

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.

Guest favourite
Home in Homosassa
5 out of 5 average rating, 7 reviews

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!

Top guest favourite
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
4.97 out of 5 average rating, 143 reviews

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!

Guest favourite
An outdoor seating area features multiple wooden chairs arranged around a firepit, set against the backdrop of a rustic cabin. The space is surrounded by trees and grass, providing a serene environment for gatherings.
Cabin in Homosassa
4.84 out of 5 average rating, 103 reviews

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

Top guest favourite
A charming red house with a wooden staircase leading to the entrance. Surrounded by lush greenery, the property is set within a gravel area, with mature trees providing shade and a sense of tranquility.
Home in Homosassa
4.99 out of 5 average rating, 78 reviews

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.

Guest favourite
The open living space features a cozy seating area with a gray sofa and a navy blue armchair, complemented by a round coffee table. A stylish bar with stools sits in the background, while light streams through large windows, highlighting the fresh, neutral interior design.
Cottage in Crystal River
4.95 out of 5 average rating, 122 reviews

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.

Top guest favourite
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
4.95 out of 5 average rating, 44 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.

Popular amenities for Sugarmill Woods holiday rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Citrus County
  5. Sugarmill Woods