Holiday houses in Rutland

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Top-rated holiday rentals in Rutland

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Guest favourite
A serene natural scene features a tranquil river reflecting trees draped with Spanish moss. The landscape is accentuated by golden light, suggesting a sunset or sunrise, while the still water mirrors the surrounding foliage, creating a harmonious blend of colors.
Home in Inverness
4.87 out of 5 average rating, 55 reviews

Riverside Chic - 180° water view - fish/boat/kayak

Welcome to Riverside Chic, the perfect getaway for those seeking peace and tranquility in a stunning natural setting. Located on the banks of the Withlacoochee River, our home offers a unique blend of modern comfort and rustic charm as well as world class fishing and panoramic river views right in the backyard. Whether you're looking for a romantic escape, an epic fishing trip, or a peaceful retreat with friends, we invite you to come and experience the magic of our river house for yourself.

Top Guest favourite
The cabin is surrounded by lush greenery, positioned on a private peninsula. A spacious deck with seating faces the water, offering a serene view of the canal. Natural light filters through the trees, illuminating the inviting structure.
Cabin in Floral City
4.97 out of 5 average rating, 182 reviews

Private Waterfront Cabin Retreat with Kayaking

Your private retreat on an acre nestled on a canal to the Withlacoochee River, wrapping around 2 sides of the property. Relax on your porch overlooking the water as you watch the birds and deer play. Kids will love the tire swing, toys such as Lego, Lincoln logs, pool table and ski ball. Kayaks available to our guests awaiting adventure. Bond around the fire pit, walk the trails, lounge in the hammocks, and fish on the dock. Setup the big screen to watch a movie. Welcome to your get-a-way!

Top Guest favourite
Home in Floral City
5 out of 5 average rating, 19 reviews

Waterfront Pool Home- Private road

This comfortable pool home on Lake Tsala Apopka has everything you need to relax and unwind! Newly rebuilt dock, bring your fishing poles, boat or jet skis! Boat ramp is down the road, park your trailer in the driveway. Only a couple miles from the Withlacoochee State Trail for biking. Downtown Inverness is 12 min away, cute and walkable with parks, bars, etc. Nearby Crystal River offers Three Sisters Springs, manatee tours and scallop season. We're about an hour from Tampa and Orlando.

Top Guest favourite
A well-maintained pathway leads through a grassy area towards two adjacent structures. One features large screened windows, while the other displays a decorative wall accent. In the background, a view of the water can be seen, framed by lush greenery.
Home in Inverness
4.95 out of 5 average rating, 238 reviews

Inverness Home with a View

Relax in a clean, welcoming, home that has been updated. There are 2 fishing poles available for your use. We make sure they are in working condition and well maintained. Shopping, restaurants, and entertainment is close by. Want a beach....35 minute ride to Fort Island Trail Beach and boat ramp. We do allow hypoallergenic small dogs (2 max), non-shedding, 25 lbs. or less, each w/ proof of shot records, please bring a kennel with you. There is a non refundable $25.00 per dog fee.

Top Guest favourite
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, 173 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.

Top Guest favourite
The studio cabin features wood-paneled walls and a cathedral ceiling. A queen bed with a dark blue coverlet is framed by two bedside lamps. A dining table and chairs are positioned nearby, along with a cozy sitting area, offering a relaxed atmosphere.
Farm stay in Ocala
4.94 out of 5 average rating, 486 reviews

Studio Apartment - Fort Brook Horse Farm

This is a small Thoroughbred horse farm where we breed the mares. We run at the racetrack or sell the horses. These mares are generally pregnant and are not ridden. Guest are welcome to pet the horses, who are very friendly. We usually have foal in the spring. Our farm is fairly close to plenty of fun outdoor activities, kayaking, swimming, hiking, biking,zip lining, and horse back riding. We allow well behaved dogs that are leashed. There’s a fire pit, you might want to grab some wood.

Top Guest favourite
A sunlit family room features a striped couch adorned with decorative pillows, positioned around a wooden coffee table. Light-colored walls complement the warm wooden flooring. A dining area is visible in the background, enhancing the room's open feel.
Home in Inverness
4.99 out of 5 average rating, 249 reviews

Entire 2 bedroom home w/1 car garage in Inverness

A cute, cozy home with 2 bedrooms and 2 bathrooms, one with a walk in shower. The family room has a sleeper sofa, if needed as well as a TV, cable and wifi. Minutes from downtown Inverness, shopping, restaurants, boat launch, parks and the Withlacoochie walk/ride trail. Perfect get away whether for a few days or a snow bird experience. Fully fenced back yard makes the home pet dog friendly; however we do request prior approval. No smoking or Vaping on the premises. No parties.

Top Guest favourite
A serene waterway reflects the cloudy sky and surrounding trees. Calm water surfaces mirror the landscape, creating a peaceful scene. Several boats are docked along the banks, complementing the tranquil atmosphere of the setting.
Home in Inverness
4.96 out of 5 average rating, 113 reviews

Cypress Cottage

Handicap accessible. Relax with the whole family at this peaceful place to stay. On a dead end street on a channel that goes out to some lakes in the area. Have a canoe,peddle boat and three bikes included to use during your stay. Little over an hour from Orlando Airport and about the same from Tampa Airport. 30 minute drive to Homosassa Springs that has many attractions. If you see any alligators please do not feed them. They become a nuisance and it’s also against the law.

Guest favourite
Four red Adirondack chairs are positioned on a grassy area, facing a calm body of water lined with lush trees. The sun casts long shadows, creating a serene and inviting outdoor space.
Cottage in Inverness
4.89 out of 5 average rating, 152 reviews

Sweetwater Cottage private dock, canoe & kayaks

FL is in a drought, water levels are 8ft + lower than normal. You can still enjoy fishing and kayaking on our direct waterway. Come enjoy our lakeside cottage and its fun relaxing vibe! This private home is fully fenced and features a private dock. We are pet friendly for well behaved four legged friends that enjoy traveling. We have a 14 ft canoe and 2 kayaks for you to enjoy. We do have a small gas motor you can rent for the canoe allowing you to truly explore the lakes.

Top Guest favourite
A serene outdoor area features a stone fire pit surrounded by gravel, with several adirondack chairs positioned nearby. Lush greenery and trees frame a view of the water, reflecting the sky, while two kayaks are visible in the background.
Cottage in Inverness
4.96 out of 5 average rating, 51 reviews

Water Front Retreat with Kayaks

This house is located off the beaten path on a small waterfront lot surrounded by wooded areas giving it a secluded feeling. It is a 10-minute drive to restaurants and shopping. Two kayaks and a canoe are available for guests to explore the Hernando Lake chain right from the backyard. Turner Camp Boat Ramp is also close by providing access to the Withlacoochee River. This is a great place to relax and enjoy nature or be active exploring the areas attractions.

Top Guest favourite
A wooden deck extends over calm water, surrounded by lush greenery and trees. The surface is well-maintained, providing a spacious area to relax. Reflections of trees can be seen in the water, while gentle twilight hues fill the sky, offering a serene outdoor setting.
Home in Lake Panasoffkee
4.97 out of 5 average rating, 36 reviews

Stunning Waterfront Retreat!

Prime Waterfront Location Between The Villages & Inverness! This 2-bed, 2-bath gem offers over 100 ft of waterfront, vaulted ceilings, granite countertops, and an open layout. The master suite features stunning water views. Enjoy coffee or cocktails on the screened patio or fish from your private dock. A one-car garage and unbeatable location make this the perfect Florida retreat—combining comfort, style, and serene living. Don’t miss this slice of paradise!

Guest favourite
The entrance features a welcoming porch with a wooden overhang, complemented by two planters filled with greenery. A central door is flanked by large windows, creating a bright and airy feel. The surrounding natural landscape provides a serene backdrop.
Bungalow in Inverness
4.95 out of 5 average rating, 354 reviews

The Cove Point House

Escape to this beautiful retreat surrounded by picturesque ferns. Relax on a screened in porch in one of the most utilized rentals around! Our piece of paradise offers a private dock with views of the sunset and scenic native plants. Lounge on the back deck and grill your favorite meal. Be wonderstruck by personalized touches, customized light fixtures and knotty pine ceilings. Bring the family as the second bedroom offers two twin sized beds!

Popular amenities for Rutland holiday rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Sumter County
  5. Rutland