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

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!

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.

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.

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

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!

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.

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.

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!

Couple's Cottage - Serene Getaway!
Enjoy the retreat of this tiny home tucked away in the back of a 50-acre gated equestrian farm in north Ocala. Couples have access to a private outdoor shower, can walk among the peaceful garden trail, and enjoy the presence of resident horses, goats, and farm cats. Guests will be greeted with a welcome packet containing organic, natural products made right here on the farm! Whether a quick weekend trip or an extended stay, book your farm retreat today!
Popular amenities for Rutland holiday rentals
Other great holiday rentals in Rutland

Farm by Santos trails & the Villages

Guest House downstairs Apartment on stunning farm

Waterfront Hideaway

The Eagle's Nest

Cozy apt for traveling workers

Lakefront Heaven in Florida

Lake Pan Cabin #1

Quiet Condo between 2 lakes!
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
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- 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
- Black Diamond Ranch
- Weeki Wachee Springs State Park
- 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
- Mount Dora Golf Club
- Arlington Ridge Golf Club
- Pirates of the Caribbean




