
Holiday rentals in Rutland
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Top-rated holiday rentals in Rutland
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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.

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!

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!

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.

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!

Cozy Cottage. Surrounded by nature, not neighbors.
Our one-bedroom cottage sits in the middle of over 25 acres of the beautiful Florida Nature Coast. Even though we are secluded, we have all the comforts of home, from indoor plumbing and hot water to AC and Wi-Fi. Our TV has a Firestick, so bring your streaming accounts and relax night away after you retire from roasting Smores on the outdoor firepit. A fold out sleeper couch takes this from a 2 person cottage to 4 in just minutes. Parking is not an issue, even if you have a trailer.

Duck Haven - Wildlife Sanctuary - 5 miles to I75
Have you ever wanted the opportunity to feed an egg to a fox? Or feed a lemur? Hand feed a deer or sheep? Dance with a cockatoo? If so you’ll get to have these and many more experiences here during your stay. Our Airbnb is different, and our main focus is on offering rememberal experiences to our guests. We have a small family run 501C-3 wildlife sanctuary here on our 18 acre facility that you will be staying at. We do live on the property, but in a detached house across the driveway

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

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.

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!

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.

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!
Popular amenities for Rutland holiday rentals
Other great holiday rentals in Rutland

Guest House downstairs Apartment on stunning farm

The Eagle's Nest

Private Entrance/Private Bathroom off Hwy 200

Snooky Park Apartment next to The Villages

Cozy Loft with Farm Animals & Fire Pit Altoona, FL

Quiet Condo between 2 lakes!

Family Home• Game Room • Sleeps 9 • Ocala

Stunning Waterfront Retreat!
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Four Corners Holiday rentals
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- Walt Disney World Resort Golf
- Magic Kingdom Park
- Weeki Wachee Springs
- Rainbow Springs State Park
- Fort Island Beach
- Paynes Prairie Preserve State Park
- Wekiwa Springs State Park
- Isleworth Golf and Country Club
- Weeki Wachee Springs State Park
- Black Diamond Ranch
- World Woods Golf Club
- Bird Creek Beach
- Homosassa Springs Wildlife State Park
- Clerbrook Golf & RV Resort
- Kings Ridge Golf Club
- Ocala Golf Club
- Ocala National Golf Club
- Plantation Inn and Golf Resort
- Lake Griffin State Park
- Lake Louisa State Park
- Hillsborough River State Park
- Pirates of the Caribbean
- Mount Dora Golf Club
- Arlington Ridge Golf Club




