
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.
FamilyLocationBeach
4.92 out of 5 average rating, 144 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.
FamilyLocationPets
4.96 out of 5 average rating, 23 reviews
#2 Cozy 2 Bdrms* Boat Parking* Convenient Location
Sit back & relax in our charming, coastal-themed oasis. On your adventure, take a short drive to the beach, swim with manatees, fish, catch scallops, & more! Perfect for business, small families, or friends looking to enjoy a relaxing getaway, this vacation home has a private back patio as well as a front porch. PLUS onsite Boat Parking. Hammocks, fire-pit, & BBQ grill are located in the courtyard, shared between our four vacation homes. Contact us for info on group stays (up to 17 people).
FamilyValueOutdoor spaces
4.92 out of 5 average rating, 119 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.
FamilyLocationCheckout
4.94 out of 5 average rating, 164 reviews
Off the Beaten Path
Our home is located on 5 acres in the middle of farms yet we are 10 minutes from shopping and a large variety of restaurants. Tampa International Airport is 50 minutes away so we have the best of both worlds. We enjoy the quiet beauty of the countryside but can be in Tampa for theatre in minutes. Hernando county boasts of some of the best golf courses in the area. We have a walking/biking trail 2 minutes from the house. Two State parks are 10 miles away and are a great way to spend the day.
FamilyValueHospitality
4.98 out of 5 average rating, 225 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.
ValueFamilyCheckout
4.89 out of 5 average rating, 226 reviews
The Owl A-Frame Retreat/ with hot tub
Escape to The Owl A-Frame a private cabin designed for special occasions. Here you won’t have any neighbors around just the peaceful sounds of birds and the magical sight of owls. Surrounded by impressively trees far away from city noise and distractions. This is the perfect place to relax and reconnect. Soak in the hot tub while listening to nature. If you’re looking for a peaceful family getaway, a nature escape, or a place to create unforgettable memories The Owl A-Frame offers it all.
LocationValueTV
4.95 out of 5 average rating, 100 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.
FamilyValueTV
4.9 out of 5 average rating, 170 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.
ValueLocationBreakfast
4.98 out of 5 average rating, 195 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.
ValueFamilyOutdoor spaces
4.96 out of 5 average rating, 291 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!
FamilyLocationHospitality
5.0 out of 5 average rating, 35 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.
FamilyValueBarbecue
4.9 out of 5 average rating, 166 reviewsPopular amenities for Sugarmill Woods holiday rentals
Other great holiday rentals in Sugarmill Woods

New house only minutes from Weeki Wache State Park
FamilyValueCleanliness
4.97 out of 5 average rating, 59 reviews
Clean 3/2 vacation home near Homosassa River.
LocationValueRiver
5.0 out of 5 average rating, 13 reviews
"Come Sail Away" | Gulf Waterfront Stilt House
FamilyLocationCleanliness
5.0 out of 5 average rating, 21 reviews
Small Town Florida
ValueLocationNearby
5.0 out of 5 average rating, 49 reviews
Mellow Manatee Cottage Waterfront, 6 Kayaks
ValueLocationQuiet
5.0 out of 5 average rating, 51 reviews
Reel Serenity-Waterfront Escape in Old Homosassa-I
LocationCleanlinessRiver
5.0 out of 5 average rating, 25 reviews
Club Fet - On the Springs
FamilyLocationBathroom
5.0 out of 5 average rating, 18 reviews
Bird Lover's Paradise - Pets Free - High & Dry
FamilyLocationCheckout
4.96 out of 5 average rating, 76 reviewsDestinations to explore
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