Holiday houses in Rutland

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Top-rated holiday rentals in Rutland

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Top Guest favourite
The exterior of the mobile home is partially obscured by lush greenery, featuring green shutters that complement the light yellow siding. Sunlight filters through the branches, creating a serene atmosphere around the home.
Home in Floral City
4.96 out of 5 average rating, 179 reviews

Latitude 28 a little Patch of Paradise!

"Latitude 28" in Floral City is a spacious 2 BR/2BA Mobile Home. Once inside you'll find semi-open living concept with split bedrooms; Ciozy bedding w/Queen Pillowtop & ensuite bath in MBR, GBR offers Full gel-foam topper. Living area has unique design elements from a local artisan. Amenities include 40" Smart TV, Wi-Fi, fully equipped eat-in Kitchen w/Keurig. Large Sun Room overlooking the expansive lawn great for Birdwatching and located just .07 miles from Trail for Cycling Enthusiasts!

Guest favourite
A screened porch offers a view of the water and surrounding landscape, with seating options including a red leather chair and a light-colored sofa. Natural light fills the space, enhancing the connection with the outdoors.
Cottage in Inverness
4.95 out of 5 average rating, 116 reviews

Serendipity Lake private dock, canoes & kayaks

What a view, what a really good view, YES IT IS! Watch the sunrise and sunset over the water on a private dock. We have 2 canoes and 2 kayaks to enjoy the water or bring your boat! This is a place you will want to come back to time and time again. Water views from all angles, you will feel like you're on a houseboat there's so much water! Plenty of room for outdoor games and activities. Pet friendly. Just a short drive to downtown Inverness and 30 minutes to Crystal River. Simply perfect!

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, 150 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!

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, 225 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.

Guest favourite
A tiny house is set against a backdrop of greenery, featuring a dark wooden exterior complemented by vibrant orange window frames. The entrance includes a small wooden porch that leads to the surrounding natural landscape, with blue skies and scattered clouds overhead.
Tiny home in Dunnellon
4.92 out of 5 average rating, 116 reviews

Bear Necessities Tiny Home

Enjoy the lovely setting of this romantic spot in nature. This is a perfect romantic retreat but would also be a great place to unwind on a solo journey. Sit on the shaded-open patio and enjoy the fountain and nature. Biking and hiking trails, boating, fishing, relaxing, and/or exploring are all available here. Among others, visit Rainbow River, The World Equestrian Center, Hernando Lake, and Crystal River. Dine on the water at Stumpknockers, Blue Gator, or Stumpys restaurants.

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
4.96 out of 5 average rating, 335 reviews

The Cove Point House

Escape to this beautiful retreat surrounded by picturesque ferns on beautiful Lake Henderson. Relax on a screened in porch in one of the most utilized rentals around! Our piece of paradise offers a private dock with stunning 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!

Top Guest favourite
A wooden dock extends over calm waters, framed by lush greenery and moss-draped trees. The tranquil scene is complemented by a screened dockhouse nearby, providing a secluded spot for relaxation and enjoying the natural surroundings.
Cottage in Floral City
4.93 out of 5 average rating, 213 reviews

Waterfront Cottage 2BR 1B

This charming house is located on nearly an acre of woodland. Fish from the dock of the screen room on the canal or kayak to the nearby lake. Relax in the private backyard Jacuzzi. Bike on the nearby Withlacoochee Trail. There are 2 bedrooms plus living room sleeper sofa, and a lanai with a day bed. Fully furnished. Orlando theme parks are 1 1/2 hour away, Busch Gardens 1 hour. Close to Weeki Wachee, Homosassa and Crystal River for manatee viewing or scallop season.

Top Guest favourite
Cottage in Coleman
4.96 out of 5 average rating, 167 reviews

Peaceful Farm Cottage Near Villages | Garden, Pets

Escape to this cozy tiny cottage with king-size bed, full bath, kitchenette, and pet-friendly comfort. Relax under starry skies, enjoy farm views, and pick fresh vegetables or fruit from the garden and trees when in season. Just 15 min to The Villages, 20 min to Wildwood, 35 min to Ocala, 1 hr to Orlando, minutes from Brownwood live music, and quick access to the Turnpike & I-75. Perfect for a romantic, stylish getaway close to springs, trails, and local attractions.

Guest favourite
The A-frame cabin features a striking black exterior with large windows that reflect the surrounding greenery. A spacious wooden deck is highlighted, equipped with a picnic table. Lush trees frame the cabin, creating a serene and inviting outdoor setting.
Cabin in Ocala
4.96 out of 5 average rating, 210 reviews

Cozy A-Frame Retreat w/ hot tub!

Escape to our cozy A-frame cabin, nestled amidst the serene beauty of nature. Just 10 mins from Santos Trailhead and 35 from Rainbow Springs! After a day of exploration, unwind in the private hot tub, gather around the bonfire pit for s'mores, or snuggle by the fireplace and stream your favorite movie. Whether you seek a romantic retreat or an extended family getaway, our A-frame cabin promises the perfect blend of nature's tranquility and modern comfort!

Guest favourite
The image captures the serene Withlacoochee River at dawn, with soft sunlight filtering through lush foliage. A canoe is tied to a wooden dock, which extends into the calm water surrounded by dense greenery. The tranquil scene reflects nature's beauty and peaceful ambiance.
Cottage in Inverness
5 out of 5 average rating, 40 reviews

Rustic & Romantic Withlacoochee River cottage

Let the nature lover in you take it easy at this unique and tranquil getaway on the Withlacoochee River. Kayak, canoe, hike, fish, and bike through the beautiful wilderness. Or hang out in the hammock, read, cook, relax, and watch wildlife. This open floor plan cottage has all amenities for comfort, relaxation, adventure, and getting away from it all. (Cabin is at end of a rugged 2-mile dirt road not suitable for sports cars.)

Top Guest favourite
A spacious living area features a brown leather sofa paired with a wooden coffee table and decorative rug. A ceiling fan hangs above, and a large wall art piece depicting tropical leaves adds a splash of color. The adjoining kitchen is visible in the background.
Home in Inverness
5 out of 5 average rating, 145 reviews

Lake Tsala Gardens Waterfront Home

Welcome to our Tsala Gardens Home centrally located in Inverness. There is plenty of outdoor space and decks with room to relax and enjoy. This property has direct access to multiple lakes prime for bass fishing. Bring your boat and launch from the private community boat ramp or public ramp and dock up at our dock house. We are located one mile from downtown Inverness and its shops, restaurants, parks, and bike trails.

Guest favourite
The property is surrounded by lush greenery and features a winding river that flows around it. The spacious estate home is situated centrally within the expansive 40-acre landscape, providing a serene waterfront setting complemented by diverse vegetation.
Home in Inverness
4.95 out of 5 average rating, 171 reviews

Private 40 Acre Waterfront Retreat on Nature Coast

Welcome to your private oasis; a truly outstanding 40-acre waterfront estate. Experience the exceptional beauty and diverse wildlife that is characteristic of the Nature Coast. Our4400 square foot private vacation retreat invites you to relax by the pool, fish on the river, explore, and take advantage of all the local sites to see. Create special memories reconnecting with nature and each other.

Popular amenities for Rutland holiday rentals

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