Vacation rentals in Webster

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Top-rated vacation rentals in Webster

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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, 63 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, 192 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
A modern living area features a plush navy blue couch and loveseat arranged around a glass coffee table. A large television is mounted on a white media console. Soft gray curtains frame a bright window, while a light area rug adds warmth to the space.
Apartment in Dade City
4.95 out of 5 average rating, 116 reviews

Dade City Restful Retro Retreat

You will be close to everything when you stay at this centrally-located home. Thirty minutes from Tampa and Wesley Chapel, one hour to Disney and minutes to numerous wedding venues and amenities in the Dade City area. Come and enjoy the quaint downtown of Dade City, while still being close to all the action. The apartment has TVs and cable, in each bedroom and living room, kitchen with all amenities, washer and dryer and garage. We ask for dogs to be under 30lbs for reservations over 30 days.

Guest favorite
Tall grass and reeds frame a serene lake, reflecting the bright blue sky and scattered clouds. The water is dotted with lily pads, while trees can be seen in the background, contributing to the natural setting.
Bungalow in Groveland
4.84 out of 5 average rating, 25 reviews

Private Lakefront Get-A-Way

Watch the sunrise every morning over the lake in a natural old Florida style with wildlife and cypress trees. Cozy updated bungalow with comfortable floor plan and split bedrooms. Large screened porch to enjoy the cool nights. Kitchen is well equipped. Queen size beds in each bedroom with extra sheets, blankets and pillows if needed. If you need an extra bed, I can provide a twin pull out. Washer & dryer provided. RV/ boat parking on property. The property is oddly shaped, check it out.

Top guest favorite
A welcoming sign for Sawgrass Landing is surrounded by lush green landscaping and natural elements. The sign features decorative script and stylized plant graphics, indicating the entrance to the community.
Condo in Crystal River
4.99 out of 5 average rating, 134 reviews

Waterfront Condo in Sawgrass Landing

A unique setting surrounded by palm trees and water with a boardwalk to your front door. This quiet location is canal front with views to the Salt River. The Gulf of Mexico is accessible via Crystal River located just across the Salt River from the condo. Wonderful seafood restaurants and activities, such as kayaking, snorkeling, swimming with the manatees, scalloping, biking, golfing, saltwater and freshwater fishing are all available nearby. A public beach is located 4 miles from the condo.

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, 147 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 favorite
A modern kitchen is featured, combining gray cabinetry with white countertops. Under-cabinet lighting highlights the stone backsplash. A dining table is visible, accompanied by chairs and decorative place settings. Pendant lights above the counter create a warm ambiance, enhancing the spacious and airy feel.
Home in The Villages
4.98 out of 5 average rating, 137 reviews

Marsh Bend Waterview Oasis in The Villages

Picture yourself staying at our Sanctuary overlooking the peaceful water view in the Village of Marsh Bend. Take a short stroll across the street to Edna's Beer & Wine Garden or enjoy the nearby pool or Pitch N Putt. This beautiful, ultra clean, new home can be your next oasis and you enjoy preparing a meal in the beautiful kitchen with all of the necessities. 3 Bedrooms and 2 Bathrooms give you plenty of room to enjoy the house for yourselves or have a few guests.

Top guest favorite
Cottage in Coleman
4.97 out of 5 average rating, 192 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.

Guest favorite
A serene lake scene is captured at sunset, with calm waters reflecting pastel hues of pink, orange, and blue. Silhouetted reeds stand in the foreground, enhancing the tranquil atmosphere of the landscape.
Home in Eustis
4.89 out of 5 average rating, 89 reviews

Eclectic Lake County Home Gateway to FL 2 King Bds

Eclectic large spacious 6 Room, 1200 Square foot, 2 bedroom, 1 bath located on Bay Street, just 5 blocks from quaint downtown Eustis, 10 minutes from shopping and restaurants in historic Mount Dora, and 1 block from Lake Eustis and boat ramp to the Chain of Lakes. Great fishing, kayaking, canoeing, boating, wildlife, freshwater springs, and beaches 5 minutes to 1 hour away.

Top guest favorite
The cabin is surrounded by vibrant greenery and rustic elements, featuring a brick exterior. A spacious deck is visible, adorned with various potted plants and furniture for outdoor seating. Large windows offer a view of the natural landscape beyond the property.
Tiny home in Inverness
4.96 out of 5 average rating, 334 reviews

The Love Shack at The Cove

Take a step back into Cove History with this divine original fish camp cabin! This stylish and cozy gem is perfectly suited for couples! Enjoy authentic wood ceilings, vintage décor, granite counter tops, live oak shelving, breakfast bar and walk in shower. Nestled under huge live oak and surrounded by decking. This cabin offers a romantic retreat and escape from daily life!

Superhost
A serene bedroom features a spacious bed with a light quilt and a decorative blue pillow. A sleek wardrobe with mirrored doors stands adjacent to the bed, and a piece of abstract art adorns the wall. Natural light filters through the window, enhanced by a blue curtain.
Home in Lake Panasoffkee
4.76 out of 5 average rating, 101 reviews

Brand New! Modern Guesthouse!

New Morden gateway! This guesthouse is located in the peaceful community of Lake Panasoffkee and located just one hour from Walt Disney World and Orlando. One hour to Tampa/Busch Gardens/Clearwater/Sarasota. The suite is a beautiful queen size bedroom, 1 bath, kitchen and a living room with a fold-out couch. This suite includes 2 smart TV's and Wi-Fi.

Guest favorite
A tranquil log cabin is nestled among lush greenery, with a wooden deck extending over calm waters. The surrounding trees provide shade, while the cabin's rustic exterior blends harmoniously with the natural environment, creating a serene retreat.
Cabin in Nobleton
4.86 out of 5 average rating, 184 reviews

Log cabin on the river

Experience the charm of the great outdoors in this rustic riverfront log cabin. Surrounded by nature, this cozy retreat offers a blend of comfort and adventure for nature lovers. Unwind by the fireplace, fish off the dock, and explore the tranquil wilderness right outside your door. Ideal for those seeking an escape with a touch of rugged charm.

Popular amenities for Webster vacation rentals

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