Find Hotels with a Pool in Monticello, FL

Start date: Check-in selected.
To Date
End date: Check-out

  • 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 Monticello Hotels with a Pool

Our top choices for Monticello hotels with a pool

In-room safe, blackout drapes, iron/ironing board
Home2 Suites By Hilton Thomasville

Home2 Suites By Hilton Thomasville

Home2 Suites By Hilton Thomasville
3.0 star property
Thomasville
9.0 out of 10, Wonderful, (51)
"Clean room, friendly staff. Great location to downtown Thomasville. "
United States
Pollyann
The price is ￥17,857
￥21,490 total
includes taxes & fees
Dec 27 - Dec 28
Home2 Suites By Hilton Thomasville
Seasonal outdoor pool, pool umbrellas, sun loungers
Holiday Inn Express Tallahassee - I-10 E by IHG

Holiday Inn Express Tallahassee - I-10 E by IHG

Holiday Inn Express Tallahassee - I-10 E by IHG
2.5 star property
Market District
8.2 out of 10, Very Good, (1004)
"Great place to stay -"
United States
Stacey
The price is ￥15,036
￥16,916 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Holiday Inn Express Tallahassee - I-10 E by IHG
Exterior
Hampton Inn Thomasville

Hampton Inn Thomasville

Hampton Inn Thomasville
2.5 star property
Thomasville
9.0 out of 10, Wonderful, (630)
"The breakfast menu was very fresh. "
United States
Brian
The price is ￥13,269
￥16,167 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hampton Inn Thomasville
Exterior
Best Western Plus Rose City Conference Center Inn

Best Western Plus Rose City Conference Center Inn

Best Western Plus Rose City Conference Center Inn
2.5 star property
Thomasville
8.4 out of 10, Very Good, (867)
" CLEAN AND GREAT LOCATION"
United States
harold
The price is ￥13,441
￥16,367 total
includes taxes & fees
Dec 28 - Dec 29
Best Western Plus Rose City Conference Center Inn
Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers
Best Western Wakulla Inn & Suites

Best Western Wakulla Inn & Suites

Best Western Wakulla Inn & Suites
2.5 star property
Crawfordville
8.8 out of 10, Excellent, (946)
"Great hotel. Very good customer service and very clean"
United States
claudina
The price is ￥17,237
￥19,219 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Best Western Wakulla Inn & Suites
Outdoor pool
Holiday Inn Hotel & Suites Tallahassee Conference Ctr N by IHG

Holiday Inn Hotel & Suites Tallahassee Conference Ctr N by IHG

Holiday Inn Hotel & Suites Tallahassee Conference Ctr N by IHG
3.0 star property
Tallahassee
9.2 out of 10, Wonderful, (1004)
"Everything was perfect! This is the Best Holiday Inn stay -Ever!!"
United States
Ronnie D
The price is ￥13,486
￥15,172 total
includes taxes & fees
Dec 22 - Dec 23
Holiday Inn Hotel & Suites Tallahassee Conference Ctr N by IHG
Outdoor pool
Hilton Garden Inn Tallahassee

Hilton Garden Inn Tallahassee

Hilton Garden Inn Tallahassee
3.0 star property
Tallahassee
8.0 out of 10, Very Good, (703)
"Great place for the price. Staff was incredibly friendly :) I would definitely stay again."
United States
synthia
The price is ￥12,883
￥14,493 total
includes taxes & fees
Dec 26 - Dec 27
Hilton Garden Inn Tallahassee
Seasonal outdoor pool
BOB Hotels Tallahassee - Boutique on Budget

BOB Hotels Tallahassee - Boutique on Budget

BOB Hotels Tallahassee - Boutique on Budget
3.0 star property
Tallahassee
9.0 out of 10, Wonderful, (1716)
"Great place to stay. "
United States
Matthew
The price is ￥9,582
￥10,780 total
includes taxes & fees
Dec 24 - Dec 25
BOB Hotels Tallahassee - Boutique on Budget
Indoor pool, outdoor pool
Drury Plaza Hotel Tallahassee

Drury Plaza Hotel Tallahassee

Drury Plaza Hotel Tallahassee
3.0 star property
Market District
9.8 out of 10, Exceptional, (1401)
"Nice stay "
United States
Ingrid
The price is ￥15,809
￥17,785 total
includes taxes & fees
Dec 21 - Dec 22
Drury Plaza Hotel Tallahassee
Outdoor pool
Super 8 by Wyndham Monticello

Super 8 by Wyndham Monticello

Super 8 by Wyndham Monticello
2.0 star property
Lamont
7.0 out of 10, Good, (584)
"Great for the price and short stays."
United States
Jimmy
The price is ￥10,930
￥12,023 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Super 8 by Wyndham Monticello
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

Top Monticello Hotel Reviews

Sleep Inn & Suites Tallahassee-Capitol

Sleep Inn & Suites Tallahassee-Capitol

10/10 Excellent
"Grest customer service, staff, housekeeping and good variety of food for breakfast. "
Suzette 2-night trip
Posted 4 days ago
Sleep Inn & Suites Tallahassee-Capitol

Explore a world of travel with Expedia

Frequently asked questions

What are some hotels with pools in Monticello?
Econo Lodge Monticello: Hotel, 10-minute walk from Florida State University. Provides complimentary wireless internet access, an outdoor pool, and a 24-hour fitness center. Daffodale House B&B: Features daily, a seasonal outdoor pool, and free self parking. DoubleTree by Hilton Hotel Tallahassee: Hotel, 11-minute walk from Florida State University. Offers 2 bars, an outdoor pool, and a snack bar/deli. BOB Hotels Tallahassee - Boutique on Budget: Offers on-the-go, an outdoor pool, and complimentary wired internet access. Four Points by Sheraton Tallahassee Downtown: Features a snack bar/deli, an outdoor pool, and daily.
What is there to see and do in Monticello?
The picturesque setting of Apalachee Regional Park and "Boots" Thomas Veteran Memorial Park showcase the area's natural beauty. Discover sights such as Monticello Opera House, St. Marks River Preserve State Park, and Jefferson Country R. J. Nailer Public Library during your stay.
When is the best time to book a hotel with a pool in Monticello?
You may want to consider an accommodation that offers an outdoor pool if you're planning to visit Monticello in the hottest months of July, August, or June when the average temperature is 80°F. Lodging with an indoor pool may be what you want if you visit during the coldest months of January, February, or December when the average temp is 56°F.