Holiday rentals in Webster

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Top-rated holiday rentals in Webster

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Top guest favourite
A sun-drenched pool area features a sparkling blue pool surrounded by comfortable seating. A table with an umbrella and colorful chairs offer space for relaxation. The sunroom with large windows provides views of the inviting outdoor space, enhancing the overall tranquil setting.
Home in Lady Lake
4.96 out of 5 average rating, 330 reviews

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.

Top guest favourite
A compact space features a trundle bed topped with a floral comforter and decorative pillows. Framed artwork adorns the wall above, while a small dining table for two is positioned nearby. A kitchenette with a microwave and refrigerator is visible, with natural light streaming through the window.
Tiny home in Apopka
4.97 out of 5 average rating, 249 reviews

Tiny Home Near the Springs

Fresh air and back to nature. Imagine a tiny but comfortable hotel room in a rural setting. You'll hear roosters crow as the sun rises. Take a walk on a moonless cloudless night, and you may see stars. This 190 sq. ft. tiny house is a ten minute drive to either Rock Springs or Wekiva Springs, a four minute bike ride to the West Orange Trail which runs for 22 miles, and a 15 minute drive to the Lake Apopka Wildlife Drive. The major theme parks are a 30 to 45 minute drive, depending on traffic.

Guest favourite
A serene natural setting is depicted, featuring a calm pond reflecting surrounding trees under soft sunlight. A wooden bench stands at the water's edge, offering a perfect spot to enjoy the peaceful view and lush greenery.
Cabin in Brooksville
4.92 out of 5 average rating, 50 reviews

Orange Blossom Retreat

Tucked away on the nature trail only a short walk from parking you'll find your weekend retreat. A cozy cabin perfect for a romantic getaway or weekend trip with the family. This is a work in progress, hand built and currently a blank canvas. Current sleeping arrangements is for 3 but can accommodate more on site for an additional charge to put up a tent. Spacious wooded area with picnic table and fire pit. There's no bathroom inside the cabin. but it's a short walk to our campsite bathroom.

Guest favourite
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.
Campervan/Motorhome in Brooksville
4.89 out of 5 average rating, 131 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 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, 350 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

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
5 out of 5 average rating, 34 reviews

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 .

Top guest favourite
A treehouse is illuminated by warm string lights, nestled among large branches under a deep blue sky. The structure features large windows allowing views of the surrounding greenery, with a cozy seating area visible inside. A wooden walkway leads to the entrance.
Treehouse in St. Cloud
4.97 out of 5 average rating, 1,067 reviews

TreeHouse in the Cloud, (Close toTheme Parks

The treehouse is a private getaway for a couple that want to experience the magic. Check out video tours on U-Tube. Type in Treehouse in the Cloud. There have been several movie and other photo shoots done on property. Please text request and details, and we can negotiate fees. Our other AirBnB is just next door; Country gem horses close to Theme parks [link] Which is 1,000 sq ft and sleeps six.

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, 175 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, 48 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 stone pathway meanders through lush greenery, leading towards a serene seating area. Tall palmetto plants are situated on either side of the path, with vibrant seating visible in the background. Sunlight filters through the surrounding foliage, creating a peaceful invitation to relax outdoors.
Cottage in Brooksville
4.94 out of 5 average rating, 476 reviews

Whispers of Country Where your soul will Wander.

The Shebeen – a charming retreat nestled along the Brooksville ridge, on a picturesque working dairy farm. Here, adventure meets relaxation in a space designed for, reflection, and a bit of romance. Let the rhythmic sound of the farm surround you as you step into a world where time slows, and every moment feels like a sweet escape. Book your stay now and find a little magic in every moment.

Top guest favourite
Guest house in Lady Lake
5 out of 5 average rating, 202 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