Webster Holiday Rentals, Florida: Private House Rentals

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Our top choices for Webster hotels

A hotel room with two beds, a TV, a desk, and a large window with curtains.

A compact kitchenette with a microwave, sink, and dishwasher, a gray sofa, a small wooden table, and a framed picture on the wall.

A compact hotel room with a kitchenette, a sofa, a dining table, and a flat-screen TV mounted on the wall.

A compact hotel room with a bathroom, kitchenette, and a sofa.

1. Microtel Inn & Suites by Wyndham Bushnell

Bushnell

Ralph

฿2,535

฿2,713 total

includes taxes & fees

12 Oct - 13 Oct

A hotel room with two beds, a nightstand with a lamp, a chair, and a window with curtains.

A reception area with a wooden counter, a Samsung TV, and a sign that reads "RODEWAY INN".

A hotel room with a bed, a desk, a chair, a TV, a lamp, a window with curtains, and an air conditioning unit.

A hotel lobby with a reception desk, seating area, and large windows offering a view of the street.

2. Rodeway Inn Bushnell

Bushnell

Mark

฿2,357

฿2,522 total

includes taxes & fees

13 Oct - 14 Oct

A lobby with seating areas, a coffee station, and framed artwork on the walls.

A hotel room with two beds, a nightstand, a lamp, a mirror, and a dresser.

A teal sofa and a dark wooden table in a hotel lobby with a patterned carpet and framed pictures on the wall.

A gym with exercise equipment including treadmills, stationary bikes, and a weight rack with exercise balls.

3. Hampton Inn Brooksville Dade

Brooksville

Roman

฿4,247

฿4,735 total

includes taxes & fees

18 Oct - 19 Oct

A coffee station with two coffee machines, a coffee press, and various coffee-related items on a wooden counter.

A conference room with tables set for meetings, equipped with nameplates, pens, and water pitchers.

A swimming pool with blue chairs and umbrellas, surrounded by a white fence and a red brick building.

A hotel room with a television, a desk, a chair, a sofa, and a bed.

4. Holiday Inn Express Hotel & Suites Brooksville by IHG

Brooksville

Colleen

฿4,091

฿4,561 total

includes taxes & fees

18 Oct - 19 Oct

A modern bar area with a long counter, multiple bar stools, and a view through large windows.

A hotel with a modern design, featuring a large glass facade and a reflection in the water.

A lounge area with a blue sofa and two striped armchairs, a round coffee table, and a sign reading "Hotel Eastport" on a brick wall.

A hotel room with two beds, a desk, a chair, a TV, and a view of the water.

5. Hotel Eastport

Wildwood

Jonnathan

฿4,798

฿5,134 total

includes taxes & fees

12 Oct - 13 Oct

A pool with a stone waterfall feature, surrounded by rocks and palm trees.

A large tree with Spanish moss, a picnic table, and a trash can in a grassy area.

A modern lounge area with a sofa, a vending machine, and a view of a garden through large windows.

A hotel room with two beds, a desk, a mirror, and a painting of a sunset.

6. Days Inn by Wyndham Brooksville/Dade City

Brooksville

Zinia

฿2,337

฿2,606 total

includes taxes & fees

1 Nov - 2 Nov

A hotel lobby with a reception desk, seating area, and a kitchen.

A hotel room with a desk, chair, minibar, television, and a patterned carpet.

A lobby with a reception desk, a coffee station, and seating areas.

A hotel room with a large bed, a desk with a TV, a chair, and a window with curtains.

7. Quality Inn & Suites Brooksville I-75/Dade City

Brooksville

Johnny

฿2,253

฿2,512 total

includes taxes & fees

1 Nov - 2 Nov

A hotel with a 'Comfort' sign, a covered entrance, and a well-maintained lawn.

A spacious lobby with a blue sofa, a green armchair, and a round coffee table.

A kitchenette area with a refrigerator, a microwave, and a small freezer.

A hotel room with two beds, a blue sofa, a wooden coffee table, and a desk with a lamp.

8. Comfort Inn & Suites Wildwood - The Villages

Wildwood

steve

฿2,679

฿2,867 total

includes taxes & fees

25 Oct - 26 Oct

A compact living space with a kitchenette, a sofa set, a coffee table, and a mounted horse painting.

A corridor with glass doors leading to a room, stone walls, and wooden beams.

A multi-story hotel with a modern architectural design, featuring a prominent entrance with a covered walkway and palm trees in the foreground.

A spacious lobby with a large chandelier, leather armchairs, and a central seating area.

9. Brownwood Hotel & Spa

Wildwood

Rick

฿4,555

฿4,874 total

includes taxes & fees

30 Oct - 31 Oct

An outdoor patio area with seating arrangements, a fire pit, and string lights.

A golf course with bunkers, water hazards, and a pond.

A swimming pool with yellow chairs and a covered seating area.

A breakfast area with a sign reading "inspired table," a coffee machine, and a display of pastries.

10. Home2 Suites by Hilton Wildwood the Villages

Wildwood

Nicole

฿3,534

฿3,781 total

includes taxes & fees

18 Oct - 19 Oct

A hotel room with a large bed, a desk, a chair, a window with curtains, a flat-screen TV, a mirror, and a wall-mounted shelf.

A modern lobby with a seating area, a TV mounted on the wall, and a visible kitchen area in the background.

A multi-story hotel with a modern design, featuring a parking lot with several cars parked in front.

A compact hotel room with a kitchenette, a bed, a TV, and a seating area.

11. Microtel Inn & Suites by Wyndham Brooksville

Brooksville

JoAnna

฿2,822

฿3,146 total

includes taxes & fees

13 Oct - 14 Oct

An outdoor patio with wicker furniture, a fire pit, and a stone wall.

A hotel room with a bed, a desk with a chair, a kitchenette, a sofa, and a TV mounted on the wall.

A hotel corridor with a modern kitchen area visible through an open door, including a refrigerator and a dining table.

A modern hotel with a sign reading "TownePlace Suites by Marriott" and a covered entrance area.

12. TownePlace Suites by Marriott Leesburg

Leesburg

Nicholas A

฿3,889

฿4,317 total

includes taxes & fees

25 Oct - 26 Oct

A hotel room with a bed, bedside tables, a desk, a chair, a large window with curtains, a bathtub, and a ceiling light.

A swimming pool with a metal ladder, surrounded by a white fence, and a building with large windows and a red wall in the background.

A hotel lobby with a check-in counter, seating area, and a reception desk.

A hotel lobby with seating areas, a coffee station, and a decorative ceiling.

13. Best Western Plus Chain of Lakes Inn & Suites

Leesburg

฿3,319

฿3,684 total

includes taxes & fees

18 Oct - 19 Oct

A modern hotel reception area with a reception desk, seating area, and a view of the lobby.

A Holiday Inn Express & Suites hotel with a modern design, featuring a covered entrance and multiple floors.

A hotel room with a desk, two beds, a TV, and a potted plant.

A modern office space with a reception desk, a seating area with a sofa, and a computer setup with a printer.

14. Holiday Inn Express & Suites Wildwood The Villages by IHG

Wildwood

Diane

฿3,051

฿3,265 total

includes taxes & fees

18 Oct - 19 Oct

A Fairfield Inn & Suites hotel with a pool area, including lounge chairs and umbrellas.

A hotel lobby with a reception desk, green and purple chairs, small tables, a colorful carpet, and a large window with a view of palm trees.

A modern lobby with a reception desk, seating areas, and large windows.

A Fairfield Inn & Suites hotel with a central entrance, palm trees, and a clear blue sky.

15. Fairfield Inn & Suites by Marriott Clermont

Clermont

Athena

฿3,460

฿3,841 total

includes taxes & fees

18 Oct - 19 Oct

A hotel room with a large bed, a sofa, a small table, a nightstand with a phone, and a painting on the wall.

A kitchenette with a refrigerator, a coffee machine, and a microwave.

A compact living space with a sofa, a small table, a built-in TV shelf, and a refrigerator.

A modern hotel room with a wooden floor, a flat-screen TV mounted on the wall, a desk with a chair, a large sliding glass door to the outside, and a remote control on a wooden table.

16. Quality Suites Wildwood - The Villages

Wildwood

Jay J

฿2,521

฿2,698 total

includes taxes & fees

1 Nov - 2 Nov

A reception area with a wooden reception desk, a welcome sign, a counter with a cash register, and a door to the right.

A Hampton Inn hotel with a clear entrance, a sign above the entrance, and a handicap accessibility sign.

A kitchen area with a chalkboard menu, waffle station, and various kitchen appliances.

A swimming pool with a 3 ft no diving sign, lounge chairs, and a fence.

17. Hampton Inn Dade City - Zephyrhills

Dade City

Caitlin

฿3,962

฿4,437 total

includes taxes & fees

18 Oct - 19 Oct

A modern restaurant with wooden flooring, bar seating, and a high ceiling with exposed beams.

An outdoor dining area with tables set for a meal, surrounded by arches and potted plants.

A spacious living room with a fireplace, large windows, and modern furniture.

A golf course with a pond, surrounded by lush greenery and trees.

18. Mission Resort and Club

Howey-in-the-Hills

Dee

฿3,997

฿5,553 total

includes taxes & fees

12 Oct - 13 Oct

A hotel room with two beds, a wooden headboard, a nightstand with a lamp, and a large pillar.

A swimming pool with a red and yellow building in the background.

An aerial view of a building with a red roof, a swimming pool, and a parking lot with several cars.

19. Wingate by Wyndham Leesburg Florida

Leesburg

Kirsten

฿1,962

฿2,177 total

includes taxes & fees

4 Nov - 5 Nov

An outdoor patio with seating, a fire pit, and a view of the sky.

An outdoor patio with yellow chairs and red umbrellas, a barbecue grill, and a pool.

A modern lounge area with a sofa, orange ottomans, and a variety of chairs.

A modern hotel lobby with a seating area, a reception desk, and a kitchenette.

20. Home2 Suites by Hilton Clermont

Clermont

Melinda

฿4,097

฿4,547 total

includes taxes & fees

18 Oct - 19 Oct

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Stay near popular Webster attractions

Webster Westside Flea Market

8.4/10 (40 reviews)

Florida's largest flea market spans 35 acres with 1,500 vendors selling antiques to fresh produce. Arrive early on Mondays for the best treasures and enjoy local food from the market's eateries.

See properties

Top Webster Hotel Reviews

Staybridge Suites Clermont Southeast by IHG

10/10 Excellent

"Great value"

Home2 Suites by Hilton Wildwood the Villages

10/10 Excellent

"Everything was a great for me. Room was nice and clean. I came down late for breakfast and I asked if there was any way I could get something before they cleaned up completely as I was attending a wedding and would not be able to eat in the next few hours and they were more than willing to allow me to grab something. The staff were super nice and helpful. They all went out of their way when I needed help and continually checked to make sure I was accommodated. I really appreciated their willingness to serve. I will definitely come back when I am in the area again."

Saddlebrook Resort

10/10 Excellent

"Every one was kind a helpful. Had a great time with my son."

Best Western Wesley Chapel

10/10 Excellent

"I like it. I”m staying other night with my parents."

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

8/10 Good

"Everything it was good 👍."

Roadstar Hotel Zephyrhills

10/10 Excellent

"The TV was a little under par but e everything else was top notch. Such friendly owners who make you feel welcome u Immediately"

Hampton Inn Dade City - Zephyrhills

8/10 Good

"El hotel excelente. Solo un detalle no nos gustó y es que el aire acondicionado cuando se prende suena demasiado duro y despierta a los huéspedes detalle la habitación."

Spot X Hotel Wesley Chapel - Tampa Area

10/10 Excellent

"We had a small hiccup during our stay and I have to tell you that the staff went above and beyond our expectations! They were wonderful!!! I will definitely stay here again if I come back!"

Holiday Inn Express & Suites Wildwood The Villages by IHG

10/10 Excellent

"This is our go-to stop when traveling from our home and West Palm Beach. Everything is always so clean and the front desk staff are always so nice and cheerful!!! It’s so quiet and peaceful there. We love it!!"

More cheap stays in Webster

Days Inn by Wyndham Brooksville/Dade City

6320 Windmere Rd Brooksville FL

฿2,337

฿2,606 total

1 Nov - 2 Nov

includes taxes & fees

Quality Inn Zephyrhills-dade City

6815 Gall Blvd Zephyrhills FL

฿2,235

฿2,650 total

22 Oct - 23 Oct

includes taxes & fees

Roadstar Hotel Zephyrhills

5734 Gall Blvd Zephyrhills FL

฿2,716

฿3,209 total

12 Oct - 13 Oct

includes taxes & fees

9.2/10 Wonderful! (1,211 reviews)

WoodSpring Suites Orlando West - Clermont

16311 FL-50 Clermont FL

฿2,984

฿3,312 total

12 Oct - 13 Oct

includes taxes & fees

Best Western Wesley Chapel

5639 Oakley Blvd. Wesley Chapel FL

฿3,180

฿3,562 total

18 Oct - 19 Oct

includes taxes & fees

8.4/10 Very good! (1,003 reviews)

Hampton Inn Dade City - Zephyrhills

13215 Us Highway 301 Dade City FL

฿3,962

฿4,437 total

18 Oct - 19 Oct

includes taxes & fees

Frequently asked questions

Where is the best place for a stay in Webster?

Brownwood Hotel & Spa, located 16.3 mi (26.3 km) from the heart of Webster, is a top choice for your stay, based on our traveller data. Other good options for your trip to the area are Spot X Hotel Wesley Chapel - Tampa Area and Saddlebrook Resort. See all available top hotels, or vacation rentals in Webster.

If I need to cancel my hotel reservation in Webster, will I receive a refund?

Yes, the majority of room reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of check in. If you have a non-refundable reservation, you might be able to cancel it and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Webster.

What are some accommodation options with pools in Webster?

Brownwood Hotel & Spa: Features a full-service spa, an outdoor pool and free self parking. Spot X Hotel Wesley Chapel - Tampa Area and Saddlebrook Resort are two additional hotels with an on-site pool. View all hotels with pools in Webster.

How is it to stay in Webster?

Visitors can enjoy all that Webster has to offer, including its shopping. In Webster, there are 8 hotels and other accommodation options to choose from. Find out more about Webster.

What are the top places to visit in Webster?

A favourite place to visit is Webster Westside Flea Market. You'll also find Florida National Cemetery and Withlacoochee Trail State Park in the area. Take a look at what more there is to see and do in Expedia's Webster guide.

What's the seasonal weather in Webster?

The hottest months are usually July and August, with an average temperature of 27°C, while the coldest months are January and February, with an average of 17°C. Average annual precipitation for Webster is 1161 mm.

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Book Hotels in Webster on Expedia.com

Find hotels in Webster, FL from ฿2,177

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Webster

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Webster hotels

1. Microtel Inn & Suites by Wyndham Bushnell

2. Rodeway Inn Bushnell

3. Hampton Inn Brooksville Dade

4. Holiday Inn Express Hotel & Suites Brooksville by IHG

5. Hotel Eastport

6. Days Inn by Wyndham Brooksville/Dade City

7. Quality Inn & Suites Brooksville I-75/Dade City

8. Comfort Inn & Suites Wildwood - The Villages

9. Brownwood Hotel & Spa

10. Home2 Suites by Hilton Wildwood the Villages

11. Microtel Inn & Suites by Wyndham Brooksville

12. TownePlace Suites by Marriott Leesburg

13. Best Western Plus Chain of Lakes Inn & Suites

14. Holiday Inn Express & Suites Wildwood The Villages by IHG

15. Fairfield Inn & Suites by Marriott Clermont

16. Quality Suites Wildwood - The Villages

17. Hampton Inn Dade City - Zephyrhills

18. Mission Resort and Club

19. Wingate by Wyndham Leesburg Florida

20. Home2 Suites by Hilton Clermont

Stay near popular Webster attractions

Webster Westside Flea Market

Top Webster Hotel Reviews

Staybridge Suites Clermont Southeast by IHG

Home2 Suites by Hilton Wildwood the Villages

Saddlebrook Resort

Best Western Wesley Chapel

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

Roadstar Hotel Zephyrhills

Hampton Inn Dade City - Zephyrhills

Spot X Hotel Wesley Chapel - Tampa Area

Holiday Inn Express & Suites Wildwood The Villages by IHG

More cheap stays in Webster

Days Inn by Wyndham Brooksville/Dade City

Quality Inn Zephyrhills-dade City

Roadstar Hotel Zephyrhills

WoodSpring Suites Orlando West - Clermont

Best Western Wesley Chapel

Hampton Inn Dade City - Zephyrhills

Frequently asked questions

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