Holiday rentals in Webster

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Top-rated holiday rentals in Webster

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Top guest favourite

Farm stay in Dade City

Florida Breeze - 18 Acre Wildlife Sanctuary

Have you ever wanted the opportunity to feed an egg to a fox? Or feed a grape to 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 rescue 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.

4.94 out of 5 average rating, 398 reviews

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

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!

4.97 out of 5 average rating, 189 reviews

Top guest favourite

A collage showcasing various aspects of the Moto Ranch. The center features a bright living area with high ceilings. Surrounding images display outdoor activities, including ATV riding, kayaking, cycling, and horseback riding, set amidst lush green landscapes.

Home in Brooksville

Fuel Your Passion, Epic Moto Ranch Factory Ride

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 gateway 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

4.96 out of 5 average rating, 174 reviews

Top guest favourite

Two wooden cabins are positioned under tall trees, reflecting on the calm water's surface. A small seating area with bright blue chairs and a fire pit is situated on the grassy shore, providing a relaxed outdoor space, while the surrounding nature complements the serene setting.

Home in Clermont

Lake Front Home with private Dock on Lake Louisa

Beautiful lake front home on Lake Louisa. The home sits under towering Cypress trees and is 15 feet from the waters edge. Enjoy breathtaking views of Lake Louisa in the very large great room. Enjoy a game of pool on the pool table, watch cable tv, or walk out onto our private shaded dock where you can fish, swim, enjoy the views, read, play a game of Bimini ring toss, or just relax and unwind. For the safety our guests we allow 2 days between to allow cleaning and disinfecting of the house

4.94 out of 5 average rating, 228 reviews

Top guest favourite

Home in Webster

Webster House Your Central Florida Home Base

Entire private home on 1 acre Three queen bedrooms • Sleeps up to 6 * Known for exceptional cleanliness * Fully equipped kitchen * Dog friendly — No pet fees for first pet. * Minutes from many of the area's most popular wedding venues and ideal for bridal party prep. * Perfect for family visits, business travel, local events, and extended stays * Just a minute from the Public Library, offering printing etc and meeting rooms—perfect for business travelers, remote workers * Ample parking

4.99 out of 5 average rating, 76 reviews

Top 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

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.

4.96 out of 5 average rating, 188 reviews

Guest favourite

Cabin in Dunnellon

The Owl A-Frame Retreat/ with hot tub

Escape to The Owl A-Frame a private cabin designed for special occasions. Here you won’t have any neighbors around just the peaceful sounds of birds and the magical sight of owls. Surrounded by impressively trees far away from city noise and distractions. This is the perfect place to relax and reconnect. Soak in the hot tub while listening to nature. If you’re looking for a peaceful family getaway, a nature escape, or a place to create unforgettable memories The Owl A-Frame offers it all.

4.95 out of 5 average rating, 100 reviews

Top guest favourite

A relaxing outdoor space features a circular seating area with bright green chairs surrounding a fire pit. A stack of firewood is placed nearby, with twinkling string lights overhead. In the background, a dining area and a hot tub can be seen within a spacious yard.

Farm stay in Webster

Welcome happy Campers, have fun!

Enjoy peaceful surroundings & have fun with our little furry friends @theranchsite 5 minutes away from the chase wildlife sanctuary and the 29 Mile Van Fleet Trail . Just 25 minutes to the Clermont Downtown and 1 hour to Tampa , Orlando ,Ocala and the theme parks . In the heart of Florida and closer to the most stunning springs in the state . Bushnell Motorsport park offers an incredible high speed rental kart experience ,no reservation required and only 25 minutes away .

4.98 out of 5 average rating, 55 reviews

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

Serendipity Lake private dock, canoes & kayaks

Please note the 15.5% Host Service Fee is an Airbnb fee, they chose the name, host do not collect this fee. FL is in a drought, water levels are 8ft + lower than normal. You can still enjoy fishing and kayaking on our direct waterway. We do provide kayaks and canoes to enjoy the lakes. Plenty of room for outdoor games and activities. Pet friendly. Just a short drive to downtown Inverness and 30 minutes to Crystal River, Dunnellon or Homosassa. Simply perfect!

4.96 out of 5 average rating, 144 reviews

Guest favourite

The exterior of the home showcases a spacious front porch with a charming swing surrounded by greenery. The light-colored walls and dark roof contrast with the extensive lawn, while large windows provide views into the inviting interior. A decorative star and hanging plants enhance the porch's welcoming appearance.

Home in Webster

Farmhouse Stay / Perfect for Florida Adventures

Escape to the peace and quiet of Old Florida at this private 10-acre farmhouse retreat. Sip your morning coffee on the porch, watch wild turkeys and deer wander by, and enjoy a slower pace surrounded by country. Tucked down a scenic gravel road in historic Richloam, it’s a peaceful home base for exploring Central Florida. **Perfect for snowbirds and extended winter stays** looking for a quiet Florida getaway, with major theme parks about an hour away.

4.89 out of 5 average rating, 102 reviews

Top guest favourite

A welcoming outdoor dining area is featured on a wooden deck, accompanied by three wooden stools and a small table. A decorative plant is positioned on the table. An American flag is displayed, and string lights are hung overhead, creating a cozy atmosphere.

Home in Webster

Peaceful Country Retreat

Escape the city noise and relax at your country getaway. Listen to the birds and cows while enjoying your morning coffee on the front porch swing. Hike or cycle the 30 mile long Van Fleet State Trail which runs through the state forest , located just a 4 minute bike ride from the home. Property borders the Withlacoochee State Forest for all the hikers and nature lovers. Enjoy views of the large oaks, wildlife and neighboring cow fields.

5.0 out of 5 average rating, 31 reviews

Top guest favourite

Cottage in Clermont

Private Country House | 16 Guests | Gatherings

Bring the whole family to this private 5-acre retreat, situated in one of the few hilly regions of Florida. Enjoy privacy, nature, spectacular sunsets, and starry nights—perfect for relaxing or enjoying outdoor activities. ⚠️ Gatherings require prior approval—please contact us before booking. Note: There is another house on the property that may be rented by other guests. Both are completely private, with no shared areas or parking.

4.93 out of 5 average rating, 149 reviews