The Best Hotels with a Pool in Fleming Island, FL from ￥13,359 in 2026

Q: What are some hotels with pools in Fleming Island?

Holiday Inn Express & Suites Fleming Island by IHG : Features buffet, an outdoor pool, and free self parking. Hyatt Regency Jacksonville : Hotel located near EverBank Stadium. Offers 3 restaurants, an outdoor pool, and complimentary wired internet access. Wyndham Garden Jacksonville : Provides free self parking, a pool, and complimentary wireless internet access. Embassy Suites by Hilton Jacksonville Baymeadows : Features a snack bar/deli, an indoor pool, and cooked-to-order. Weekly Inn : Hotel located near Mayo Clinic Florida. Features a snack bar/deli, an outdoor pool, and buffet.

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Our top choices for Fleming Island hotels with a pool

Holiday Inn Express & Suites Fleming Island by IHG

Fleming Island

Poolside bliss awaits with refreshing dips and sun-soaked relaxation at this hotel's outdoor sanctuary.

Anonymous traveler

￥20,383 total

includes taxes & fees

Jun 7 - Jun 8

Tru by Hilton Jacksonville West I 295

Northwest

Soak in warm Florida sunshine at this modern hotel's refreshing outdoor pool and deck.

Shana

￥19,116 total

includes taxes & fees

Jun 21 - Jun 22

TownePlace Suites by Marriott Middleburg

Middleburg

Gabriel

￥22,385 total

includes taxes & fees

May 31 - Jun 1

Outdoor pool, pool umbrellas, sun loungers

La Quinta Inn & Suites by Wyndham Jacksonville Mandarin

Jacksonville

Sunshine-soaked relaxation awaits at this pool sanctuary, complete with loungers and umbrellas for ultimate comfort.

Becky

￥13,359 total

includes taxes & fees

Jun 14 - Jun 15

World Golf Village Renaissance St. Augustine Resort

St. Augustine

Poolside cocktail bar makes for sun-soaked vacation days in a picturesque golf resort setting.

Deanna

￥22,506 total

includes taxes & fees

Jun 7 - Jun 8

Mi CASA es su CASA

St. Augustine

Ryan

￥32,488 total

includes taxes & fees

May 27 - May 28

Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas, sun loungers

Hilton Jacksonville At Mayo Clinic

Jacksonville

Daisy

￥29,436 total

includes taxes & fees

Jun 26 - Jun 27

Residence Inn By Marriott Jacksonville - Mayo Clinic Area

Isle of Palms

Refreshing escapes await at this stunning outdoor pool with shaded loungers and a poolside bar serving chilled beverages.

Craig

￥24,994 total

includes taxes & fees

Jun 26 - Jun 27

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Choose what matters most at hotels with a pool in Fleming Island

Breakfast included

4 stars

Top Fleming Island Hotel Reviews

Holiday Inn Express & Suites Jacksonville SE- Med Ctr Area by IHG

8/10 Good

"This hotel was a little pushed back from the main road beside Publix. Staff had excellent customer service. Property was very clean and maintained well. Breakfast was good."

Embassy Suites by Hilton Jacksonville Baymeadows

2/10 Terrible

"I can overlook a certain amount of upgrades not being done, but our room literally smelled aweful. It was the worst every time the air clicked on. The room was mostly clean otherwise. The breakfast was a negative, too. The omlet line was long being a holiday weekend...wish we would have waited anyways because the other food was not good...we were there within the last hour of breakfast, so likely it had just sat out a long time. Still disappointing though. The pool seemed nice, but was closed. I will say that all of the personel we spoke with were very helpful and pleasant though."

DoubleTree by Hilton Hotel Jacksonville Riverfront

4/10 Poor

"Ocean view, staff polite, room no fridge or microwave, bathroom door make noise when open or closing the shower floor needs cleaning with a strong floor cleaner and bathroom needs to be restored with flesh paint the bathroom door you can see rust at the bottom room 808"

Southbank Hotel by Marriott Jacksonville Riverwalk

8/10 Good

"Renovations going on making it hard to navigate the lobby. Carpets in hallway were dirty with debris (not vacuumed), no clock in room, no ice or soda vending machines, not enough towels for a two day stay, sticky bathroom floor. No access of a cart to carry luggage and packages, terribly uncomfortable pillows and bed covers, long check in check out process (lines and only 2 desk clerks). Staff was great...both friendly and helpful, good restaurant, quiet hallways, room was clean, nice view of the river from room."

La Quinta Inn & Suites by Wyndham Jacksonville Butler Blvd

8/10 Good

"I needed a place for a business trip & most rooms were sold out in the city because of the TPC tournament. Staff was great & the hotel was clean. Landscaping/grounds need some attention & it appeared that new hot water heaters were getting installed. Property is older & appears to be going through some maintenance or renovation. Not my first choice but grateful it was available."

Frequently asked questions

What are some hotels with pools in Fleming Island?

Holiday Inn Express & Suites Fleming Island by IHG: Features buffet, an outdoor pool, and free self parking. Hyatt Regency Jacksonville: Hotel located near EverBank Stadium. Offers 3 restaurants, an outdoor pool, and complimentary wired internet access. Wyndham Garden Jacksonville: Provides free self parking, a pool, and complimentary wireless internet access. Embassy Suites by Hilton Jacksonville Baymeadows: Features a snack bar/deli, an indoor pool, and cooked-to-order. Weekly Inn: Hotel located near Mayo Clinic Florida. Features a snack bar/deli, an outdoor pool, and buffet.

What is there to see and do in Fleming Island?

Explore places like Jacksonville Naval Air Station and St. Johns Town Center while you're in the area. Surround yourself with nature at Little Jessie Island. The restaurants and shopping are just some of the things to enjoy while you're in the area.

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

Taking into account the local weather in Fleming Island 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 60°F. Average annual precipitation for Fleming Island is 45 inches.

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Our top choices for Fleming Island hotels with a pool