Find Hotels with a Pool in Webster, FL

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Webster Hotels with a Pool

This weekend
May 29 - May 31
Next weekend
Jun 5 - Jun 7

Our top choices for Webster hotels with a pool

Outdoor pool, pool umbrellas, sun loungers

Brownwood Hotel & Spa

Brownwood Hotel & Spa
3.0 star property
Wildwood
9.8 out of 10, Exceptional, (1,195 reviews)
  • cleanliness
    Splash in a sun-soaked Florida pool with loungers and umbrellas at this relaxing hotel.
The price is ₩181,783
₩194,503 total
includes taxes & fees
Jun 24 - Jun 25
Brownwood Hotel & Spa
Outdoor pool, cabanas (surcharge)

Mission Resort and Club

Mission Resort and Club
4.0 star property
Howey-in-the-Hills
8.8 out of 10, Excellent, (827 reviews)
  • cleanliness
    Soak up the sun at this Florida hotel with a refreshing outdoor pool and poolside bar.
The price is ₩168,943
₩237,476 total
includes taxes & fees
Jun 22 - Jun 23
Mission Resort and Club
Outdoor pool

Microtel Inn & Suites by Wyndham Bushnell

Microtel Inn & Suites by Wyndham Bushnell
2.0 star property
Bushnell
7.6 out of 10, Good, (1,001 reviews)
  • cleanliness
    Experience poolside bliss at a Bushnell city center hotel with a serene outdoor pool.
The price is ₩123,478
₩132,121 total
includes taxes & fees
Jun 1 - Jun 2
Microtel Inn & Suites by Wyndham Bushnell
Outdoor pool

Quality Inn Zephyrhills - Dade City

Quality Inn Zephyrhills - Dade City
2.5 star property
Zephyrhills
7.8 out of 10, Good, (1,003 reviews)
  • cleanliness
    Splash into serenity at this Zephyrhills retreat with poolside relaxation and fitness amenities.
The price is ₩133,359
₩155,903 total
includes taxes & fees
May 31 - Jun 1
Quality Inn Zephyrhills - Dade City
Outdoor pool

Holiday Inn Express & Suites Wildwood The Villages by IHG

Holiday Inn Express & Suites Wildwood The Villages by IHG
3.5 star property
Wildwood
9.4 out of 10, Exceptional, (1,006 reviews)
  • cleanliness
    Dive into pool bliss at this hotel with a sunny outdoor oasis and 24-hour fitness center.
The price is ₩154,498
₩165,312 total
includes taxes & fees
Jun 21 - Jun 22
Holiday Inn Express & Suites Wildwood The Villages by IHG
Outdoor pool, pool umbrellas, sun loungers

Hampton Inn & Suites Clermont

Hampton Inn & Suites Clermont
2.5 star property
Clermont
9.2 out of 10, Wonderful, (829 reviews)
  • cleanliness
    Soak up Florida sunshine at a pristine outdoor pool, complete with loungers for relaxing in suburban Clermont.
The price is ₩158,668
₩176,122 total
includes taxes & fees
Jun 28 - Jun 29
Hampton Inn & Suites Clermont
Suite, 1 King Bed, Non Smoking, Balcony | Terrace/patio

Hotel Eastport

Hotel Eastport
2.0 star property
Wildwood
9.6 out of 10, Exceptional, (181 reviews)
The price is ₩208,497
₩223,092 total
includes taxes & fees
May 31 - Jun 1
Hotel Eastport
Outdoor pool, sun loungers

Comfort Inn & Suites Wildwood - The Villages

Comfort Inn & Suites Wildwood - The Villages
2.5 star property
Wildwood
8.8 out of 10, Excellent, (990 reviews)
  • cleanliness
    Luxurious outdoor pool sanctuary with sun loungers creates the perfect countryside retreat after a day of exploring The Villages.
The price is ₩138,103
₩147,771 total
includes taxes & fees
May 31 - Jun 1
Comfort Inn & Suites Wildwood - The Villages
Outdoor pool, open 7:00 AM to 10 PM, pool umbrellas, sun loungers

Fairfield Inn & Suites by Marriott Clermont

Fairfield Inn & Suites by Marriott Clermont
3.0 star property
Clermont
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Float above it all in this hotel's serene outdoor pool with sun loungers and cooling umbrellas.
The price is ₩170,278
₩189,008 total
includes taxes & fees
Jun 1 - Jun 2
Fairfield Inn & Suites by Marriott Clermont
Outdoor pool, pool umbrellas, sun loungers

The Central Motel

The Central Motel
2.0 star property
Inverness
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Dive into pure relaxation at the poolside sanctuary just steps from Fort Cooper State Park and scenic biking trails.
The price is ₩178,498
₩198,132 total
includes taxes & fees
May 29 - May 30
The Central Motel
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.
View all properties

Choose what matters most at hotels with a pool in Webster

Breakfast included
4 stars

Top Webster Hotel Reviews

Days Inn by Wyndham Brooksville/Dade City

Days Inn by Wyndham Brooksville/Dade City

6/10 Okay
"Staff friendly Bed comfy"
Jennifer 1-night trip
Posted 6 hours ago
Days Inn by Wyndham Brooksville/Dade City

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. Days Inn by Wyndham Brooksville/Dade City: Offers daily, an outdoor pool, and free self parking. Saddlebrook Resort: Provides 2 outdoor 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 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.