Holiday rentals in Webster

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Top-rated holiday rentals in Webster

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Top guest favourite
Aerial view captures a rustic two-story home surrounded by expansive green lawns and mature oak trees draped in Spanish moss. The roof is metal, and a wraparound porch enhances the outdoor space, suggesting a serene retreat in a peaceful country setting.
Home in Webster
4.98 out of 5 average rating, 57 reviews

Unique Country home in Sumter County, Florida.

Take it easy at this unique and tranquil getaway. You will be close to lakes, beaches, and major cities like Orlando, Tampa, Ocala and communities like the Villages. Close to Bushnell, Inverness, Tavares, Lake Dora, Crystal River, Homosassa, the I-75 corridor and Florida's West Coast. Florida Country at it's very best! The original orange groves, local farmer markets and wildlife. Take a airboat ride and see alligators in their natural habitat. Attend an event at the Sumter county fairground.

Guest favourite
A welcoming exterior features a red-trimmed entryway and wooden ramp leading to the door. Two chairs are placed on a grassy patch, while a round clock is mounted on the wall, surrounded by trees that provide shade.
Guest house in Webster
4.92 out of 5 average rating, 26 reviews

Withlacoochee Oasis

If you are coming to enjoy the Withlacoochee area, this is a great place to be close to all She has to offer. Bicycle- Located 8 miles from the Withlacoochee bicycle trailhead, 10 miles from Lake Townsend Preserve Trailhead on the Withlacoochee bicycle trail. 19 miles to the Van Fleet trail Mable trailhead.. Kayaking the River- We are 2 miles to River Junction State Park. launch to Silver Lake Hiking- A 6.8 mile trail from River Junction to Iron Bridge to Hog Island all which are State Parks.

Guest favourite
A quaint cottage is nestled among greenery, featuring a wooden deck with a railing. Pink chairs sit invitingly on the porch, while vibrant flowers and manicured plants frame the entrance. A metal roof reflects sunlight, enhancing the cottage's charming exterior.
Cottage in Brooksville
4.88 out of 5 average rating, 157 reviews

Spotted Dance Ranch

Spotted Dance Ranch is a small guest ranch and horse breeding facility that has been hosting guests since 2014. Come stay in our cozy Cowboy Cottage located on the beautiful ranch grounds, and enjoy the peace and quiet of the ranch located adjacent to the Croom Tract of the Withlacoochee State Forest! Bring your horse if you have one; otherwise, many other outdoor activities and attractions are available nearby, or just relax! We are conveniently located outside Brooksville, FL near I-75.

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
4.96 out of 5 average rating, 136 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.

Top guest favourite
A gentle-looking fox rests on the ground beneath a fence, surrounded by greenery. Its white fur blends with the natural surroundings, and its dark eyes reflect curiosity. The area is covered with soft earth and decorative wood chips, creating a tranquil setting.
Farm stay in Dade City
4.93 out of 5 average rating, 351 reviews

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

Guest favourite
An open studio layout is showcased, featuring a comfortable queen bed with decorative pillows and a soft throw blanket. A multi-functional sofa and coffee table are positioned in front of a flat-screen TV. A dining table for four is also visible, enhancing the inviting atmosphere.
Home in Minneola
4.96 out of 5 average rating, 161 reviews

Cozy Studio Near Disney/Universal/Training center

This cozy stylish studio, detached guest house is perfect for short-term or extended stay in the beautiful city of Minneola. Sleeps 2, can accommodate up to 4. Features a large backyard and a fire pit.  Close to Downtown Clermont, National Training Center, and 35 minutes to Disney World and other major attractions. This tranquil space features a queen bed with 3" memory foam mattress topper and a spacious living space that has a Multi-Functional Sofa that converts into a Bed.

Top guest favourite
A cozy living space features a large television mounted on the wall and a wooden dresser. In the foreground, two bar stools are positioned by a counter. The kitchen area is visible in the background, showcasing wooden cabinetry and a tile backsplash.
Guest house in Tavares
4.98 out of 5 average rating, 132 reviews

The Landing Pad+Short Stroll to Heart of Tavares!

We are located in heart of Taveras where everything is walking distance-restaurants, pubs, the seaport, Wooton Park & the history museum! Sit on the patio while using the electric grill. Bring your boat! Plenty of off street park with easy access using the alleyway. Bathroom has a rain shower with 2 speeds. Full kitchen including all the basic amenities+kureig with refillable cups. Come & relax at this fun little spot & enjoy all we have to offer thanks for landing here!

Top guest favourite
A bright living area features a large flat-screen TV mounted on the wall above a modern entertainment center with an electric fireplace. A striped sofa offers comfortable seating, complemented by a potted plant. Elements of the kitchen are visible in the background.
Guest house in Bushnell
5 out of 5 average rating, 14 reviews

Charming Country Guest Cottage

Discover serenity in our remodeled cottage featuring two bedrooms with queen-sized beds, 2 flat-screen HD TVs. Our modern bathroom has a spacious walk-in shower, and the kitchen is fully equipped with microwave, stove w/oven, fridge, and Keurig, all brand new. Enjoy amenities like central air & heating, W/D ,fans throughout, cozy fireplace, and an outdoor pool (weather permitting). Entertainment options include books, puzzles, and board games. Close to area attractions.

Top guest favourite
Cottage in Coleman
4.97 out of 5 average rating, 179 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.

Top guest favourite
The cabin is framed by tall trees, featuring a screened porch with a green metal roof. A picnic table is positioned in front, accompanied by a grill. The surrounding ground is covered in brown leaves, creating a natural and serene atmosphere.
Cabin in Center Hill
4.98 out of 5 average rating, 49 reviews

Woodsy cabin close to major theme parks

This is a woodsy getaway in a small town. Take it easy at this unique and tranquil getaway and relax on your screened porch and watch the birds in all the surrounding old oak trees. All the major theme parks are less than an hour away. St Pete beach is just 90 minutes away, or just relax in the woods! We are renting with a 7 day minimum, so come and stay for a while. There is a 20% discount for 7 days or more and 45% for 28 days or more.

Top guest favourite
A welcoming entrance features a garden area with vibrant plants, bordered by natural stone and mulch. A black horse statue stands gracefully near a wooden fence, framing a scenic view of open land and distant structures under a large oak tree.
Tiny home in Bushnell
4.87 out of 5 average rating, 47 reviews

Country getaway

You won’t forget the peaceful surroundings of this rustic destination. Former inn-keeper offering this unique space on Wildfire's Ranch. Centrally located from Ocala, Tampa and Orlando. Short drive to the Villages. Set in the country but minutes from shopping and restaurants. Secured gated entry and easy access to interstate 75. If you like the holidays you will love it here.

Top guest favourite
Guest house in Lady Lake
5 out of 5 average rating, 204 reviews

Cute & Cozy Tiny Guesthouse

Take it easy at this cozy and peaceful getaway located in a safe and quiet neighborhood near The Villages. It's conveniently located within 1.5 miles of many shops, restaurants and The Villages Hospital. We are also located two miles from The Villages Spanish Springs town square which has free nightly entertainment.

Popular amenities for Webster holiday rentals

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