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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Compare 4 B&B in Webster with updated reviews, rates, and availability.

Charming guest house in Spring hill, Florida
1 bedroom, in-room safe, free WiFi, bed sheets

Charming guest house in Spring hill, Florida

10.0 out of 10, Exceptional, (1)
"Property was very well done . Had easy access to town ."
The price is AED 158
AED 618 total
includes taxes & fees
22 May - 23 May
Charming guest house in Spring hill, Florida
Dolan House B&B
View from property

Dolan House B&B

3.0 star property
10.0 out of 10, Exceptional, (61)
"Wonderful hosts.. "
The price is AED 625
AED 697 total
includes taxes & fees
11 May - 12 May
Dolan House B&B
Private suite 3 BR 1 BA with pool, balcony, boat parking
Property grounds

Private suite 3 BR 1 BA with pool, balcony, boat parking

7.6 out of 10, Good, (4)
"Other than parking for the boats every thing was great"
The price is AED 459
AED 1,226 total
includes taxes & fees
11 May - 12 May
Private suite 3 BR 1 BA with pool, balcony, boat parking
Rock Pointe Ranch
Outdoor pool

Rock Pointe Ranch

3.5 star property
9.8 out of 10, Exceptional, (117)
"A clean, peaceful place to stay. "
Rock Pointe Ranch
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Webster

NEW - Luxury decorated villa with amazing view, private pool and spa
Exterior

NEW - Luxury decorated villa with amazing view, private pool and spa

10.0 out of 10, Exceptional, (245)
"We came to Orlando to celebrate 2 birthdays and got an engagement as a bonus. The property was a perfect fit for our family of 7 and we loved the pool and hot tub after a day walking in the theme parks!!"
NEW - Luxury decorated villa with amazing view, private pool and spa
WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+
Property grounds

WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+

9.8 out of 10, Exceptional, (98)
"We had a great stay in the Villages. The villa was perfect for us. Close to Sumter Landing. Dogs enjoyed the back yard. We look forward to coming back!"
WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+
AWESOME HOUSE 5 bed/4 bath, south facing pool with spa & games room
Pool

AWESOME HOUSE 5 bed/4 bath, south facing pool with spa & games room

10.0 out of 10, Exceptional, (133)
"We were very comfortable in this beautiful home and had ample room to spread out. The layout was perfect for our family of eight. The hosts were accommodating and attentive. The neighborhood was lovely and peaceful, and conveniently located near a grocery store. Highly recommend this property, and would love to book again next time we're vacationing in the area."
AWESOME HOUSE 5 bed/4 bath, south facing pool with spa & games room
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Searching for B&Bs in Webster?
Whether you’re traveling with your family and want a friendly place to stay, or you’re traveling solo and hoping to get some local recommendations, a B&B might be the right choice for your trip. When you want to explore some of the destination’s attractions, Webster Westside Flea Market is worth a visit.
Are you thinking about a B&B for your stay?
With attentive service, opportunities to meet other guests, and top-rated breakfasts, B&Bs offer a unique environment.
What are the top B&Bs in Webster?
Check out this B&B in the surrounding area: Rock Pointe Ranch: 2 rooms. 18 mi (29 km) from the heart of downtown. Enjoy the library and in-room fireplace.
When is the best time to stay at a B&B in Webster?
When you’re dreaming of a getaway to Webster, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 81°F, while the coldest months are January and February with an average of 63°F. Average annual precipitation for Webster is 46 inches.
What is there to do in Webster?
If you want to check out some popular attractions in Webster, you might enjoy a visit to Webster Westside Flea Market. You might also consider a trip to sites like Florida National Cemetery or Withlacoochee Trail State Park if you have time to see more of the area.
How can I get to and around Webster?
Mapping out your trip in and around Webster is easy with these transportation options. Fly into Leesburg, FL (LEE-Leesburg Intl.), which is located 21.1 mi (34 km) away from the heart of the city. Otherwise, look for flights into Lakeland Intl. Airport (LAL), which is 42.6 mi (68.5 km) away. If you’d like to venture out around the area, you may want a rental car for your journey.