Find Hotels with a Pool in Webster, FL

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Check prices for these dates

Tonight
13 Nov - 14 Nov
Tomorrow
14 Nov - 15 Nov
This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

Our top choices for Webster hotels with a pool

A swimming pool with a white fence, lounge chairs, and palm trees in the background.

1. Microtel Inn & Suites by Wyndham Bushnell

Microtel Inn & Suites by Wyndham Bushnell
2.0 star property
Bushnell
7.6 out of 10, Good, (1,004 reviews)
  • cleanliness
    Experience poolside bliss at a Bushnell city center hotel with a serene outdoor pool.
The price is AED 302
AED 324 total
includes taxes & fees
16 Nov - 17 Nov
Microtel Inn & Suites by Wyndham Bushnell
A swimming pool with blue tiles, surrounded by palm trees and a blue fence.

2. Rodeway Inn Bushnell

Rodeway Inn Bushnell
2.0 star property
Bushnell
7.0 out of 10, Good, (400 reviews)
  • cleanliness
    Dive into refreshing pool days at this sun-drenched motel with a playground nearby.
The price is AED 258
AED 276 total
includes taxes & fees
15 Nov - 16 Nov
Rodeway Inn Bushnell
A swimming pool with blue chairs and umbrellas, surrounded by a white fence and a red brick building.

3. Holiday Inn Express Hotel & Suites Brooksville by IHG

Holiday Inn Express Hotel & Suites Brooksville by IHG
2.5 star property
Brooksville
8.8 out of 10, Excellent, (812 reviews)
  • cleanliness
    Splash into sunny days at the Holiday Inn Express in Brooksville with a pristine outdoor pool that beckons travelers.
The price is AED 404
AED 450 total
includes taxes & fees
6 Dec - 7 Dec
Holiday Inn Express Hotel & Suites Brooksville by IHG
A swimming pool with lounge chairs, palm trees, and a building with a balcony.

4. Hotel Eastport

Hotel Eastport
2.0 star property
Wildwood
9.6 out of 10, Exceptional, (305 reviews)
The price is AED 383
AED 410 total
includes taxes & fees
15 Nov - 16 Nov
Hotel Eastport
A pool with a stone waterfall feature, surrounded by rocks and palm trees.

5. Days Inn by Wyndham Brooksville/Dade City

Days Inn by Wyndham Brooksville/Dade City
2.0 star property
Brooksville
7.6 out of 10, Good, (363 reviews)
  • cleanliness
    Outdoor pool paradise nestled by golf course and hiking trails for refreshing escapes.
The price is AED 259
AED 289 total
includes taxes & fees
30 Nov - 1 Dec
Days Inn by Wyndham Brooksville/Dade City
A rectangular swimming pool with a white border and a blue interior, surrounded by a white fence and lush greenery.

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

Quality Inn & Suites Brooksville I-75/Dade City
2.5 star property
Brooksville
6.8 out of 10, (906 reviews)
  • cleanliness
    Dive into refreshing waters at this family-friendly hotel with outdoor pools and nearby nature trails for adventure seekers.
The price is AED 247
AED 275 total
includes taxes & fees
3 Dec - 4 Dec
Quality Inn & Suites Brooksville I-75/Dade City
A swimming pool with a 5 ft 1.5 m depth marking, surrounded by lounge chairs and a fence, with a building in the background.

7. Comfort Inn & Suites Wildwood - The Villages

Comfort Inn & Suites Wildwood - The Villages
2.5 star property
Wildwood
8.6 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Luxurious outdoor pool sanctuary with sun loungers creates the perfect countryside retreat after a day of exploring The Villages.
The price is AED 346
AED 370 total
includes taxes & fees
6 Dec - 7 Dec
Comfort Inn & Suites Wildwood - The Villages
Pool

8. Brownwood Hotel & Spa

Brownwood Hotel & Spa
3.0 star property
Wildwood
9.8 out of 10, Exceptional, (1,507 reviews)
  • cleanliness
    Splash in a sun-soaked Florida pool with loungers and umbrellas at this relaxing hotel.
The price is AED 507
AED 542 total
includes taxes & fees
2 Dec - 3 Dec
Brownwood Hotel & Spa
A swimming pool with yellow chairs and a covered seating area.

9. Home2 Suites by Hilton Wildwood the Villages

Home2 Suites by Hilton Wildwood the Villages
3.0 star property
Wildwood
9.6 out of 10, Exceptional, (460 reviews)
  • cleanliness
    Splash into comfort at this sunny Florida hotel with a refreshing outdoor pool and fitness center.
The price is AED 404
AED 432 total
includes taxes & fees
22 Nov - 23 Nov
Home2 Suites by Hilton Wildwood the Villages
A swimming pool with lounge chairs and a patio area.

10. TownePlace Suites by Marriott Leesburg

TownePlace Suites by Marriott Leesburg
3.0 star property
Leesburg
9.0 out of 10, Wonderful, (434 reviews)
  • cleanliness
    Splash into cool comfort at this central-area hotel with an inviting outdoor pool and sun-soaked relaxation.
The price is AED 386
AED 428 total
includes taxes & fees
22 Nov - 23 Nov
TownePlace Suites by Marriott Leesburg
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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Choose what matters most at hotels with a pool in Webster

Breakfast included
4 stars

Top Webster Hotel Reviews

A swimming pool with lounge chairs, palm trees, and a building with a balcony.
Hotel Eastport

Hotel Eastport

Hotel Eastport
Wildwood

10/10 Excellent

The hotel was new and well maintained. All staff were friendly and helpful. Everyone acknowledged us when we walked by. Great spirit of hospitality
United States
monica
Reviewed November 9, 2026
Hotel Eastport

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. Spot X Hotel Wesley Chapel - Tampa Area: Offers a snack bar/deli, an outdoor pool, and buffet. Saddlebrook Resort: Provides 2 outdoor pools, a children's pool, and 3 restaurants. Roadstar Hotel Zephyrhills: Features buffet, an outdoor pool, and free self parking. Staybridge Suites Clermont Southeast by IHG: Features 3 restaurants, an outdoor pool, and a full-service spa.

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.