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Vacation rentals in Webster

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Top-rated vacation rentals in Webster

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A serene river scene is depicted, featuring a lone kayaker maneuvering through calm waters reflecting the sky and surrounding trees. Vibrant autumn foliage borders the riverbanks, creating a peaceful ambience in a natural setting.

Vacation home in Bushnell

4.95 out of 5 average rating, 128 reviews

Withlacoochee River House w/ Kayaks, Bikes, Canoes

Located on the main channel of the Withlacoochee River across from the State Forest, this home offers relaxation and recreation. The home is equipped with canoes & kayaks to launch from the backyard, and bikes to enjoy the 40+ miles of paved and mountain bike trails. Come home to relax by the fireplace and enjoy the river view, hang out and fish from the river bank, lie out back in a couple hammocks, or fire up the grill. This home is a great vacation getaway for couples, families, & friends!

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, 175 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!

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, 149 reviews

Horse Farm-Two Tiny Homes 33mi from Orlando

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, as you STARGAZE into the night! This Tiny Home is fully equipped with ALL of your needs. Located on the back 3 acres of property, from which you will have your own Golf Cart to travel to/from our Designate Parking Area.

A two-story home is set amidst trees, featuring a wooden staircase leading to the entrance. The exterior is painted in a soft grey, with multiple windows allowing natural light to enter. A clear path through fallen leaves directs attention toward the structure.

Home in Dade City

4.91 out of 5 average rating, 46 reviews

Tranquility Treasures

A beautiful peaceful cozy family and pet friendly 3/1 home in Dade City. For a memorable vacation; why not stay in an unforgettable home while enjoying an environment surrounded by nature. Minutes from Down Town, groceries stores and restaurants. We don’t allow 3rd party bookings without approval, if you book-you must be present. Full kitchen stock with basic cookware, laundry and dishwasher. Stainless grill in the covered patio with outdoor sitting and a TV. Great for walking or bicycling.

Top guest favorite

Bungalow in Okahumpka

5 out of 5 average rating, 11 reviews

The Lake Harris Bungalow

The newly finished Lake Harris Bungalow offers fun, sun & relaxation! Sitting directly on Lake Harris this in-law suite offers amazing views from its 2 beds (queen & twin XL), full bathroom, kitchen w/ full size appliances, WiFi/TV, covered parking (with power for boat/EV charging) and furnished screened in back porch overlooking the lake (with bbq grill). We also offer discounted pontoon boat rental prices for guests. We promise a relaxing & peaceful stay. You're going to love it here!

Top guest favorite

A screened-in porch features comfortable seating with dark cushions and a white table at the center. Views of lush greenery and a lake can be seen through the open railing, framed by trees draped with Spanish moss. A dining table is also visible in the background.

Home in Groveland

5 out of 5 average rating, 55 reviews

Island life on the lakes

Escape to the island life (yes, an actual island!) located on the Clermont and Groveland chain of lakes where an endless amount of exploration awaits and you choose your own adventure…kayaks, paddle boards, pedal boat, fishing! Bring your boat and enjoy the lakes or sit on the dock in solitude with the sunsets and wildlife. This rustic slice of paradise is secluded yet within a short driving distance to local hot spots, Orlando attractions, the beach, and everything in between.

Top guest favorite

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, 24 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 favorite

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.

Guesthouse 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 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

4.93 out of 5 average rating, 209 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

A modern Patio Villa is depicted in a well-maintained neighborhood, featuring a gray and white exterior with a slanted roof. A blue golf cart is parked on the driveway, surrounded by neatly trimmed grass and small shrubs.

Home in The Villages

4.96 out of 5 average rating, 23 reviews

Latitude Adjustment

Change your latitude in this brand new two bedroom, two bathroom Patio Villa in The Villages. Located in the up and coming Village of Newell, this spacious and modern home has everything you need to make your stay relaxing and fun, including a golf cart! Enjoy a cup of coffee from the Keureg after your morning stroll on one of the nearby nature trails. Pools, pickleball and golf are all five minutes by golf cart, along with dining and entertainment at Sawgrass Grove!

Top guest favorite

An aerial view captures a rustic property surrounded by lush greenery, including oak and hickory trees. A winding path leads from the road to the guest house, which is nestled within the expansive landscape. A serene lake is visible in the background.

Guesthouse in Dade City

4.95 out of 5 average rating, 205 reviews

Hickory Breeze Guest House

We invite you to come and enjoy our little piece of country in north Pasco County, Florida! Not fancy, but comfortable is our objective for our guests! We are not a business (nor are we owned by a business) therefore we do not conduct our hospitality like a business, but rather as hosts looking to meet and make new friends! We do all our own cleaning and set-up in the guesthouse so that we know it is done the way we would do it for our own family.

Top guest favorite

A vintage chic studio apartment features a spacious bed with a light quilt, complemented by an orange accent chair. Bright, floral curtains frame a window, while wood beams add character to the ceiling. Soft lighting highlights the warm tones of the space.

Apartment in Coleman

4.99 out of 5 average rating, 75 reviews

Chic Vintage Studio Apartment Near The Villages

Enjoy our clean, peaceful, vintage chic studio apartment attached to our home on our 1.5 acre homestead. This is the perfect location as we are 5 minutes from I75 and Florida Turnpike. We are 10 minutes from LIVE Music, Restaurants and more in the Brownwood Town Square. Looking forward to hosting you! 1 h. from Orlando/Disney & Tampa/Busch Gardens 25 m. Leesburg Hospital (Great for Traveling Nurses or Traveling Physicians)

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Popular amenities for Webster vacation rentals

Free parking on premises

Air conditioning

Other great vacation rentals in Webster

Top guest favorite

An open kitchen and dining area is presented, featuring a spacious island with a sink and modern appliances. A dining table with white chairs is positioned beside a living area, illuminated by natural light streaming through windows. Light-colored cabinetry complements the warm wood flooring.

Home in The Villages

5 out of 5 average rating, 12 reviews

Hideaway in the Villages

Top guest favorite

A private pool is enclosed by a screened lanai, providing a serene escape. Sunlight filters onto the pool's surface, reflecting off the water. Comfortable seating and a dining area are visible alongside the pool, with lush green grass and neighboring homes in the background.

Home in The Villages

5 out of 5 average rating, 82 reviews

Calming Pool Oasis in Fenney, The Villiages FL

A cozy outdoor seating area is arranged around a stone fire pit, featuring four blue chairs on a carpet of fallen leaves. In the background, kayaks are stacked against the trees, surrounded by lush greenery and sunlight filtering through the branches.

Camper/RV in Dade City

4.85 out of 5 average rating, 87 reviews

Riverside Retreat, Glamping, Kayak, Swim, Fish

Top guest favorite

A wooden deck is positioned by the lake, illuminated by soft lighting. The sky transitions from warm orange to deep blue, reflecting on the water. Surrounding vegetation and the distant silhouette of trees create a serene natural backdrop.

Home in Clermont

4.96 out of 5 average rating, 78 reviews

Fun Getaway Ranch Lake Pool Soccer 6 Bed 3 Bath

Top guest favorite

An aerial view showcases the home's roof and layout, with a spacious driveway leading to a neatly parked vehicle. Surrounding landscaping features manicured grass and stone pathways, highlighting a well-maintained outdoor environment.

Home in The Villages

5 out of 5 average rating, 33 reviews

Sunny Daze! Minutes to SawGrass

Top guest favorite

The villa is framed by lush palm trees and vibrant landscaping under clear blue skies. Natural light creates a glowing effect as it shines through the foliage. The expansive lawn provides a spacious and inviting outdoor area, enhancing the serene atmosphere of the property.

Home in Inverness

5 out of 5 average rating, 15 reviews

Founder's Lodge at The Cove

A charming home exterior showcases a light blue facade and a white picket fence, surrounded by vibrant landscaping. A two-car garage is positioned prominently, with decorative plants adding interest. The clear blue sky provides a bright backdrop, accentuating the inviting appearance of the house.

Home in Wildwood

4.95 out of 5 average rating, 19 reviews

Brownwood Square - Villages Home

Top guest favorite

The living room features a flat-screen TV on a wooden console. A comfortable, tufted sofa and two leather armchairs are arranged around a coffee table. Natural light enters through the blinds of a nearby window, and decorative wall accents add a simple touch.

Apartment in Dade City

5 out of 5 average rating, 79 reviews

Dade City Cozy Little Coop

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