Holiday houses in Rutland

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Top-rated holiday rentals in Rutland

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Guest favourite
A spacious screened porch is furnished with a circular table surrounded by six chairs, providing a comfortable gathering space. Ceiling fans are installed to enhance airflow. Large windows offer views of the greenery outside, inviting natural light into the area.
Home in Hernando
4.94 out of 5 average rating, 186 reviews

Escape to River:Charming house with Scenic Views

Our property is conveniently located near stunning springs: Rainbow River-12 miles,offering clear waters and abundant wildlife Crystal River-18 miles,known for its manatee encounters and underwater caves Homosassa Spring- 21 miles,escape with serene surroundings and manatee sightings Chassahowitzka- 29 miles, featuring pristine waters and lush surroundings Devils Den-35 mi., underground spring perfect for snorkeling and diving Weeki Wachee-44 mi. Unfortunately, the giant tub is not operational.

Top Guest favourite
A sun-drenched pool area features a sparkling blue pool surrounded by comfortable seating. A table with an umbrella and colorful chairs offer space for relaxation. The sunroom with large windows provides views of the inviting outdoor space, enhancing the overall tranquil setting.
Home in Lady Lake
4.96 out of 5 average rating, 330 reviews

Cozy Lady Lake Guest House

Private guesthouse in a quiet, rural area of Lady Lake. 1 bedroom, 1 bath, furnished with pool privileges. Kitchen, dining bar, living room and sunroom. Sunroom opens to the pool deck and sparkling blue pool, which is completely privacy-fenced in a common area shared with the owners. Suitable for 1 or 2 adults. Central heat and air, 40” Smart Television , WiFi, washer and dryer. Bed linens and bath towels provided. Kitchen with full sized refrigerator/freezer ice maker and electric stove.

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, 124 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!

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, 154 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 charming green cottage is set among tall pine trees, featuring a wooden porch and a welcoming entrance. A small window is visible on one side, complemented by outdoor lighting. Bright flowers line the base of the cottage, enhancing its rural setting.
Tiny home in Groveland
4.95 out of 5 average rating, 133 reviews

Lovely Meadow Farm Cottage

This lovely farm cottage can be found in a secluded meadowland under various oaks and pines along a natural cypress dome. Spectacular star lit night skies accompanied by hooting owls, whippoorwills, and fire flies make for an unforgettable camp fire atmosphere. Amenities include an outdoor shower, washer, dryer, barbecue, fire pit, fishing and outdoor wrap around patio. Ponds, canals, and Florida wetland host a variety of birds, mammals, fish and reptiles including the Florida gator.

Guest favourite
A spacious bedroom contains a large bed with a patterned coverlet and neatly arranged towels. Nightstands with lamps are positioned on either side, and a dresser is seen against one wall. Natural light enters through a window adorned with blinds.
Farm stay in Floral City
4.87 out of 5 average rating, 115 reviews

Quaint Cottage on an Old Florida Orange Grove

Come stay with us at The Grove! Located on a retired orange grove on the Floral City chain of lakes, you are sure to have a one-of-a-kind Florida experience. Stroll amongst citrus, ancient oaks, and abundant flora on our 66-acre property. We have a walking path right on the water, or get adventurous and explore the wild "north 40" acres! An exceptional piece of land, we neighbor the Flying Eagle Preserve. And only a few miles away from some of Floridas most famous freshwater springs!

Top Guest favourite
A wooden dock extends over calm waters, providing a serene view of the lake. Two blue Adirondack chairs are occupied, facing the tranquil surface. Lush greenery and water lilies are visible in the background, creating a peaceful waterfront setting.
Campervan/RV in Hernando
4.93 out of 5 average rating, 219 reviews

Lakefront Private Waterfront, dock 2kayaks & canoe

Magical lakefront setting. It is centrally located on the shores of Lake Hernando- the largest lake in the 25 mile chain of lakes known as the Tsala Apopka chain of lakes. Your waterfront retreat includes: Queen memory foam, Wi-Fi, TV, Bluetooth stereo, full kitchen, deck, grill, 2 free kayaks and canoe to explore, dock, fire pit, automatic gate security. This central location is perfect for nearby fun- Inverness 10 min. Crystal River 15 min, Ocala, Rainbow River or Homosassa 20 min

Top Guest favourite
An inviting outdoor space features a spacious in-ground pool with a sunken hot tub nearby. The pool area is enclosed by a screened lanai, allowing for privacy. Light reflections dance on the water's surface, creating a peaceful ambiance.
Place to stay in The Villages
5 out of 5 average rating, 104 reviews

Safari themed private addition with pool/hot tub.

This special Guest house addition is close to everything in The Villages! Making it easy to plan your visit.! We are in The Village of Osceola Hills at Soaring Eagle Preserve. A short golf cart or car ride to Brownwood Square and Sumter Landing Square for dining, shopping, and dancing! A 5 min jaunt to two plazas for groceries, gas, and eating:-) Access to play over 50 golf courses at a minimal fee. Ask us about our easy 4 seater Golf-cart rental and upon request free Guest passes!

Top Guest favourite
Guesthouse in Inverness
4.9 out of 5 average rating, 139 reviews

Tranquil guest home with beautiful salt water pool

Our tranquil getaway! Whether on vacation or traveling for work, this is the place to stay! With a beautiful pool and gigantic screened in area with comfortable patio furniture and a place to have your meals outside, you can't beat our guest house for enjoying Florida's weather. Inside, we have just added a stunningly comfortable new Queen sized bed with a "Purple" mattress on an adjustable frame. We have hi speed wi-fi and a large screen TV with Amazon Prime, Netflix, and more.

Top 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, 341 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 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, 101 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 four 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.

Top Guest favourite
Cottage in Coleman
4.97 out of 5 average rating, 177 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.

Popular amenities for Rutland holiday rentals

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