Book the Best Hotels with POOL in Webster in 2026

Q: What are some accommodations with pools in Webster?

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

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Our top choices for Webster hotels with a pool

Quality Inn Zephyrhills - Dade City

Zephyrhills

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

Ben

CA $134 total

includes taxes & fees

May 26 - May 27

Outdoor pool, pool umbrellas, sun loungers

Brownwood Hotel & Spa

Wildwood

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

Salisia

CA $171 total

includes taxes & fees

Jun 14 - Jun 15

Microtel Inn & Suites by Wyndham Bushnell

Bushnell

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

Diane

CA $121 total

includes taxes & fees

Jun 1 - Jun 2

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

CA $134 total

includes taxes & fees

Jun 7 - Jun 8

The Central Motel

Inverness

Dive into pure relaxation at the poolside sanctuary just steps from Fort Cooper State Park and scenic biking trails.

barbara

CA $166 total

includes taxes & fees

Jun 17 - Jun 18

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

CA $135 total

includes taxes & fees

Jun 3 - Jun 4

Mission Resort and Club

Howey-in-the-Hills

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

Jeanne

CA $216 total

includes taxes & fees

May 24 - May 25

Hampton Inn & Suites Clermont

Clermont

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

Christina

CA $161 total

includes taxes & fees

May 31 - Jun 1

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Choose what matters most at hotels with a pool in Webster

Breakfast included

4 stars

Top Webster Hotel Reviews

Roadstar Hotel Zephyrhills

10/10 Excellent

"Was in Zephyrhills to save money on lodging for my son's graduation from USF. My expectations were low. But I was pleasantly surprised at how well the property and the rooms were maintained. Had several positive interactions with the staff. I never had a chance to use the pool. But it looked clean and pleasant for my fellow guests that took advantage of that."

Saddlebrook Resort

6/10 Okay

"Stayed for 2 days, used the pools, and had dinner and breakfast onsite. The food was good. Service was excellent. Rooms were clean, well maintained and recently updated. Front desk was weirdly rude. Called multiple times, couldn’t get thru for things (I think that I called and got hung up on 3 different times and had to call back). Asked for shuttle from room to front it never came. Called for amenities that never were delivered. For what was otherwise an amazingly clean and nice property. The grounds staff, valets and onsite waiters were all great, and then the front desk was just so far below par. The facilities were busy, but nothing felt slammed. Overall price to value ratio was great, but the front desk was so glaringly bad that I couldn’t help but dock points."

Mission Resort and Club

6/10 Okay

"The property was okay. It doesn’t feel like a 4-star hotel. The room was fine, check-in was easy. There were a lot of small oversights that could’ve been fixed to elevate the room/stay. For example, the first body towel I used had a tear in it along with 2 hairs (not ours) attached to it, there were scuff marks all over the walls and mirrors that could’ve been touched with paint and the clock in our room was off by a few hours."

Fairfield Inn & Suites by Marriott Clermont

6/10 Okay

"Early morning, on Saturday 16th there were no proteins available at the breakfast room. There were some bread slices, pastries, waffles and some fruit, but no eggs or traditional breakfast meat of some type. It appears that they were understaffed that morning. I had to ask for some napkins because there weren't any in the napkin box. I didn't bother to go back for breakfast on Sunday. The room, bed, bathroom and towels were clean. The cable was supper slow if you tried to watch Youtube. Very disappointed about that. I believe the hotel is reasonably priced but is not at Marriott's other hotels level. However, I felt safe in its surroundings and that's very important for a solo, female traveler. A shout out to Cara, the lady on the cleaning staff who was so friendly and accommodating on my request."

Comfort Inn & Suites Wildwood - The Villages

2/10 Terrible

"Someone booked a stay at this hotel through hotels.com but put in my email address for their email address. Since hotels.com and its partners do not care about data privacy, they don't bother to confirm email addresses for transactional emails. I marked all average for the review since that seems fair having never been to this hotel or this part of Florida. I will say that in general I don't stay with choice hotels anymore because most of the properties are too dated and not in good locations. I mostly stay at Marriott and the occasional Hilton. Perhaps hotels.com should require users to verify their email before sending them transactional e-mails that allow anyone to presumably cancel or modify a booking. Also, for most chain hotels, it is usually cheaper to book direct instead of through a third party."

Frequently asked questions

What are some accommodations with pools in Webster?

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

What is there to see and do in Webster?

Make a point to visit attractions like 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 into account the local weather in Webster is an important factor for planning your visit, especially if you plan to spend your trip poolside. 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.

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