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Holiday rentals in Webster

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Top-rated holiday rentals in Webster

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Guest favourite
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.
Holiday home in Bushnell
4.94 out of 5 average rating, 147 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 favourite
Cottage in Coleman
4.97 out of 5 average rating, 201 reviews

Peaceful Farm Cottage Near Villages | Garden, Pets

Escape to a peaceful private farm cottage just minutes from Villages. Enjoy a romantic, cozy retreat with a private fenced courtyard, mini farm charm, and thoughtful comforts throughout. Pets are welcome with no surprise fees. Easy self check-in and simple checkout make your stay stress-free. Close to Brownwood, dining, shopping, and I-75. Extra parking may be available for boats, trailers, or larger vehicles with advance notice. Traveling with family or friends? Ask about nearby sister rentals.

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
4.99 out of 5 average rating, 67 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 favourite
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, 201 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 favourite
Farm stay in Dade City
4.94 out of 5 average rating, 381 reviews

Florida Breeze -Wildlife Sanctuary- 5 miles to I75

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.

Top 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
4.96 out of 5 average rating, 135 reviews

Serendipity Lake private dock, canoes & kayaks

What a view, what a really good view, YES IT IS! Watch the sunrise and sunset over the water on a private dock. We have 2 canoes and 2 kayaks to enjoy the water or bring your boat! This is a place you will want to come back to time and time again. Water views from all angles, you will feel like you're on a houseboat there's so much water! Plenty of room for outdoor games and activities. Pet friendly. Just a short drive to downtown Inverness and 30 minutes to Crystal River. Simply perfect!

Top guest favourite
Home in Leesburg
4.98 out of 5 average rating, 99 reviews

Waterfront cottage Haynes Creek

Enjoy all central Florida has to offer, at this cozy waterfront cottage, on Haynes Creek, part of the Harris Chain. Fish from the dock, or bring your own watercraft, you have your own boat slip. Explore the area on our paddleboat, kayaks or paddle board. If its shopping and nightlife you enjoy we are close to Leesburg, Eustis, Mt. Dora, Tavares and the Villages. Or maybe you would enjoy watching wildlife and exploring one of the many parks or trails in the area. Central Florida has it all.

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
4.97 out of 5 average rating, 170 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!

Top guest favourite
Tiny home in Dade City
4.98 out of 5 average rating, 214 reviews

Eco-Luxurious Lakefront haven (Fire pit & Hot Tub)

Experience the perfect blend of an eco-friendly retreat and modern luxury of our lakefront container home. Nestled in the heart of nature, this stylish oasis promises an unforgettable experience where you can immerse yourself amidst the beauty of the countryside without sacrificing comfort. Plus, enjoy the opportunity to interact with our farm animals, adding a touch of rural charm to your agritourism escape. Also, feel free to check out my other listing, Casa de Elvira on my host profile.

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
4.96 out of 5 average rating, 163 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
An inviting outdoor space features a spacious in-ground pool with a sunken hot tub nearby. The pool area is enclosed by a screened lanai, allowing for privacy. Light reflections dance on the water's surface, creating a peaceful ambiance.
Place to stay in The Villages
5 out of 5 average rating, 120 reviews

Safari themed private addition with pool/hot tub.

This special Guest house addition is close to everything in The Villages! Making it easy to plan your visit.! We are in The Village of Osceola Hills at Soaring Eagle Preserve. A short golf cart or car ride to Brownwood Square and Sumter Landing Square for dining, shopping, and dancing! A 5 min jaunt to two plazas for groceries, gas, and eating:-) Access to play over 50 golf courses at a minimal fee. Ask us about our easy 4 seater Golf-cart rental and upon request free Guest passes!

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
4.89 out of 5 average rating, 98 reviews

Quet’s Place | 10-Acre Retreat in Richloam

Escape to the peace and quiet of Old Florida at Quet’s Place, a private 10-acre retreat tucked down a scenic gravel road in historic Richloam. Relax on the front porch with your morning coffee, watch wild turkeys and deer pass by, and unwind in a setting that feels a world away from the noise. Whether you're looking to slow down and enjoy the country or explore nearby attractions, this is the perfect place to relax and recharge.Just about an hour from Florida’s major theme parks.

Popular amenities for Webster holiday rentals

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