TOP Hotels with Pool in Webster, FL for 2026

Q: What are some accommodation options with pools in Webster?

Brownwood Hotel & Spa : Features a full-service spa, an outdoor pool and free self parking. Days Inn by Wyndham Brooksville/Dade City : Offers daily, an outdoor pool and free self parking. Saddlebrook Resort : Provides 2 outdoor swimming pools, a children's pool and 3 restaurants. SPOT X Hotel Tampa - Wesley Chapel by The Red Collection : Features a snack bar/deli, an outdoor pool and buffet. Roadstar Hotel Zephyrhills : Offers buffet, an outdoor pool and free self parking.

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Our top choices for Webster hotels with a pool

Outdoor pool, pool umbrellas, pool loungers

Brownwood Hotel & Spa

Wildwood

Splash in a sun-soaked Florida pool with loungers and umbrellas at this relaxing hotel.

Kim

฿4,235 total

includes taxes & fees

7 Jun - 8 Jun

Mission Resort and Club

Howey-in-the-Hills

Soak up the sun at this Florida hotel with a refreshing outdoor pool and poolside bar.

Katrina

฿5,627 total

includes taxes & fees

22 Jun - 23 Jun

Microtel Inn & Suites by Wyndham Bushnell

Bushnell

Experience poolside bliss at a Bushnell city centre hotel with a serene outdoor pool.

Diane

฿2,860 total

includes taxes & fees

31 May - 1 Jun

Quality Inn Zephyrhills - Dade City

Zephyrhills

Splash into serenity at this Zephyrhills retreat with poolside relaxation and fitness amenities.

Ben

฿3,050 total

includes taxes & fees

2 Jun - 3 Jun

Holiday Inn Express & Suites Wildwood The Villages by IHG

Wildwood

Dive into pool bliss at this hotel with a sunny outdoor oasis and 24-hour fitness centre.

Kelly

฿3,602 total

includes taxes & fees

21 Jun - 22 Jun

Hampton Inn & Suites Clermont

Clermont

Soak up Florida sunshine at a pristine outdoor pool, complete with loungers for relaxing in suburban Clermont.

Christina

฿3,838 total

includes taxes & fees

7 Jun - 8 Jun

Suite, 1 King Bed, Non Smoking, Balcony | Terrace/patio

Hotel Eastport

Wildwood

Burt

฿4,861 total

includes taxes & fees

31 May - 1 Jun

Comfort Inn & Suites Wildwood - The Villages

Wildwood

Luxurious outdoor pool sanctuary with sun loungers creates the perfect countryside retreat after a day of exploring The Villages.

Robert

฿3,220 total

includes taxes & fees

31 May - 1 Jun

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Choose what matters most at hotels with a pool in Webster

Breakfast included

4 stars

Top Webster Hotel Reviews

Best Western Wesley Chapel

6/10 Okay

"I didn’t like that Housekeeping didn’t clean well! Found black curly hair through out room and inside the refrigerator!"

Saddlebrook Resort

8/10 Good

"The golf courses (3 nine hole courses) were nice to play on. We only played on Oak and Pine (Cypress seems to be for members only). Price was good and staff helpful. The food at the resort was very good and staff very friendly. As we were there in off season, it wasn’t overly crowded at all. Rooms are nice and plenty of towels offered. Our room looked out on green #9 of the Oak course which was lovely. Resort fees of $32 per day plus mandatory valet parking fees of $32 per day need to be considered if you book through third party."

Comfort Inn & Suites Wildwood - The Villages

6/10 Okay

"Very friendly staff. Property is a little run down. The room was clean enough, again it was dated and needed to be remodeled. The A/C condenser was dripping water onto the carpet (we didn't notice until we left and we did notify the staff). The coffee maker didn't work. We didn't stay for the breakfast."

Roadstar Hotel Zephyrhills

8/10 Good

"Overall, I had a good stay at the Roadstar Hotel in Zephyrhills. The room was clean and comfortable, and the staff was friendly. The complimentary breakfast was good and offered a nice variety to start the day. My only concern was that the shower tub appeared dirty and could have used a more thorough cleaning. Aside from that, the hotel provided a pleasant experience and a good value for the price."

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

10/10 Excellent

"We have stayed here a couple of times now while in town for softball tournaments. Very reasonable pricing, clean rooms, breakfast included and not a far drive to the fields. It’s just what we need to get a little sleep and get back to playing the next morning. The pancake maker is a big hit with the kids!"

Hampton Inn Dade City - Zephyrhills

2/10 Terrible

"Absolutely disgusting experience. I genuinely do not understand how this hotel is allowed to operate like this. Our FIRST room had hairs in the shower, dirty floors, and clearly had not been cleaned properly before check-in. We reported it and were told housekeeping would take care of it while we were out. Cool. We come back, and my fiancé pulls the sheets back a little only to find what looked like a PERIOD STAIN on the bed. Completely revolting. After complaining AGAIN, we were moved to a second room. Somehow, it was barely better. The bathroom still looked dirty, the entire room smelled moldy, and throughout our stay we saw MULTIPLE bugs crawling around the room. And somehow it still gets worse. We tried to at least enjoy the pool, only to find dead bugs floating in it, so that was ruined too. At that point, it honestly felt like cleanliness just does not exist at this hotel. What’s even crazier is the lack of accountability. No real urgency, no meaningful compensation, and barely an apology for the fact that we were expected to stay in these conditions. This was supposed to be a relaxing stay while house hunting and instead it turned into one of the nastiest hotel experiences I’ve ever had. Dirty rooms, stained sheets, moldy smells, bugs in the rooms, dead bugs in the pool, and horrible quality control all around. Save your money and stay literally anywhere else."

Frequently asked questions

What are some accommodation options with pools in Webster?

Brownwood Hotel & Spa: Features a full-service spa, an outdoor pool and free self parking. Days Inn by Wyndham Brooksville/Dade City: Offers daily, an outdoor pool and free self parking. Saddlebrook Resort: Provides 2 outdoor swimming pools, a children's pool and 3 restaurants. SPOT X Hotel Tampa - Wesley Chapel by The Red Collection: Features a snack bar/deli, an outdoor pool and buffet. Roadstar Hotel Zephyrhills: Offers buffet, an outdoor pool and free self parking.

What is there to see and do in Webster?

Make a point to visit attractions such as Withlacoochee Trail State Park and Giraffe Ranch. Discover sights such as Webster Westside Flea Market during your stay.

When is the best time to book a hotel with a pool in Webster?

Taking the local weather in Webster into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. 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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