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, 140 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.

Top guest favorite
A charming cabin with a green exterior and a red metal roof is set in a grassy area. A wooden deck wraps around the front, providing access to French doors. A shaded patio with a sunshade is visible nearby, surrounded by lush greenery.
Tiny home in Homosassa
4.97 out of 5 average rating, 108 reviews

Cabin# 3 Private HOT TUB

Zen at the Palms is an Adult 18+ Resort where you have peace and quiet!. Experience your PRIVATE HOT TUB under a gorgeous sunshade patio in the midst of over 420 Palm trees and gazing at the stars! Enjoy your private outdoor shower along with a grill and firepit. Explore nature at the 4-sided waterfall where you will see wildlife like hawks, bunnies, fox squirrels and turtles. 15 Minutes from the Gulf for fishing/scalloping. Zen at the Palms Relax, Rejoice, and Rejuvenate! *No pets allowed*

Guest favorite
A spacious living area features a dark leather sofa and a coffee table on a textured area rug. Modern decor, including pendant lights and a fan, complements the rich green walls. Large windows provide natural light, while a dining area is visible in the background.
Home in Brooksville
4.98 out of 5 average rating, 103 reviews

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!

Guest favorite
Home in Homosassa
4.95 out of 5 average rating, 19 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, 155 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
The stilt home features a light-colored exterior with multiple windows allowing natural light. A wide staircase leads to the covered porch, surrounded by green grass and palm trees. The backdrop includes a clear blue sky, emphasizing the coastal setting.
Cottage in Crystal River
4.97 out of 5 average rating, 152 reviews

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.

Top guest favorite
A geodesic dome structure is illuminated against a twilight sky, showcasing its triangular window panels. Surrounding oak trees create a natural frame, and soft lighting from within enhances the inviting atmosphere. Spacious outdoor decking is visible, set against a backdrop of the tranquil forest.
Dome in Lecanto
5 out of 5 average rating, 93 reviews

Geodesic Dome Retreat w/ Plunge Pool & Firepit

Escape to The Pearl, a geodesic dome retreat on 5 wooded acres in Florida’s Nature Coast. Relax in the plunge pool, gather around the firepit , and explore nearby springs in Crystal River & Rainbow River. Surrounded by old oaks and peaceful forest, this adults-only getaway offers a nature escape while still being centrally located to kayaking, manatee tours, and the Withlacoochee bike trail. Morning coffee with birdsong & evenings under the stars are part of what makes this place special.

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, 221 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.

Top guest favorite
A spacious living area is equipped with two reclining armchairs and a comfortable sofa, arranged around a glass coffee table. A flat-screen television is positioned on a white media console. Natural light filters in through large windows, enhancing the welcoming environment.
Home in Inverness
4.95 out of 5 average rating, 174 reviews

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.

Guest favorite
Home in Homosassa
5 out of 5 average rating, 12 reviews

Clean 3/2 vacation home near Homosassa River.

Make some memories at this unique family-friendly place. This fully furnished 3/2 home sleeps 7 and is super clean, modern with many extras. It is located just 5 minutes away from the Homosassa river and 10 minutes from the Crystal River. Publix and other shopping amenities are within 1/2 mile. Rest comfortably with new quality furniture and enjoy the river and beach life decor. This is the perfect location for those wanting to swim with the manatees or fish. Spend summertime with us!

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, 134 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 welcoming entrance is framed by soft landscaping, featuring a circular driveway with shrubs and flowering plants. A single-car garage is seen on the left, while two blue chairs invite relaxation on the front porch. Natural light highlights the home’s exterior.
Home in Homosassa
4.92 out of 5 average rating, 60 reviews

Heart of Homosassa

Boat-Friendly 3BR Retreat Near Crystal River & Homosassa Springs. Dog-friendly 3BR/2BA private retreat near Crystal River and Homosassa Springs with a full kitchen, fenced yard, enclosed patio with gas grill, and space to bring your boat. Perfect for family getaways, extended stays, traveling nurses, or business travelers—close to fishing, kayaking, golf, trails, restaurants, and manatee adventures.

Popular amenities for Sugarmill Woods vacation rentals