Vacation rentals in Webster

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Top-rated vacation rentals in Webster

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Guest favorite
A set of wooden steps leads up to a charming cottage nestled among trees. The entrance features large glass doors, inviting natural light into the space. The surrounding area is landscaped, enhancing the tranquil ambiance of the private property.
Cottage in Eustis
4.96 out of 5 average rating, 135 reviews

Redbird cottage and farm. Equestrian lake cottage

Step back into “Old Florida” charm at this updated 1968 lake cottage, on a 7-acre equestrian farm. Secluded from main roads yet just minutes from downtown Mount Dora and Eustis, this peaceful retreat offers the perfect blend of rustic serenity and comfort. Located on a lake that offers direct water access. Campfires are welcomed, and the tranquil setting is made even more magical by the sight of horses. Inside, you'll find cozy touches and comfortable furnishings, including pillow-top mattresses

Top guest favorite
A tiny home is showcased with a grey exterior and a metal roof. Two wooden chairs are positioned on a grassy area in front, and flower pots add color near the entrance. Steps lead up to the front porch, providing access to the inviting interior.
Tiny home in Howey-in-the-Hills
4.96 out of 5 average rating, 166 reviews

Horse Farm & (2) Tiny Homes to choose from

Rest & Relaxation at its finest! This Tiny Home is set to impress! Add on the natural beauty of the rolling hills of Howey, with some of Thee most impressive sunsets over the water & this becomes an Incredible Unique Stay! After sunset, enjoy a nice campfire in your firepit (wood avail) as you STARGAZE into the night! This Tiny Home is fully equipped with ALL of your needs. On the back 3 acres of property, from which you will have your own Golf Cart to travel to/from our Designate Parking Area.

Top guest favorite
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, 58 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.

Top guest favorite
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, 188 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!

Top guest favorite
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, 157 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 favorite
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 favorite
The image showcases a collage of the Moto Ranch experience. A cozy RV interior features comfortable seating and a functional kitchen. Outdoor scenes display ATVs on forest trails, kayaks along the river, cyclists riding through lush landscapes, and horseback riders exploring scenic paths.
Camper/RV in Brooksville
4.89 out of 5 average rating, 135 reviews

Fuel Your Passion, Epic Moto Ranch ATV Experience

Embark on your escape to the Moto Ranch at Croom; an unforgettable off-road & outdoor adventure in the heart of nature. Situated on a serene 5-acre compound inside Croom Motorcycle Area & Withlacoochee State Forest, this is your exclusive getaway to almost endless thrilling motorcycle/ATV trails, outdoor experiences like mountain biking, horseback riding, kayaking, etc. and best of all… endless natural beauty! ☑ Many modern amenities of home ☑ Private access to Croom’s trails ☑ Pets welcomed

Top guest favorite
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, 138 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 favorite
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
4.92 out of 5 average rating, 354 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 favorite
A bright and inviting living area showcases a light-colored sofa with neutral-toned throw blankets. A wall-mounted television is positioned above a contemporary media console, while natural light filters through two windows covered with sheer curtains.
Guesthouse in Clermont
4.97 out of 5 average rating, 148 reviews

Coastal Cottage in Clermont

Welcome to our newly renovated coastal cottage! Located in the heart of Clermont, only 1 mile from downtown, the south lake trail, & only minutes from all of the best restaurants, shopping, & coffee shops in Clermont! This is the perfect location for triathletes in training or families visiting Disney World (or any of the theme parks) – Orlando’s best attractions are less than 30 miles away! This sweet & sunny lakeside studio has everything you’ll need for a comfortable visit!

Top guest favorite
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
4.94 out of 5 average rating, 222 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 favorite
Cottage in Coleman
4.97 out of 5 average rating, 181 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 Webster vacation rentals

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