A golf course with a pond, green hills, and a clear sky.

Find Hotels with a Pool in Wildwood, FL

Q: What are some accommodations with pools in Wildwood?

Brownwood Hotel & Spa : Features a full-service spa, an outdoor pool, and free self parking. Holiday Inn Express & Suites Wildwood The Villages by IHG : Offers a snack bar/deli, an outdoor pool, and buffet. Home2 Suites by Hilton Wildwood the Villages : Provides buffet, an outdoor pool, and flat-screen televisions. Comfort Inn & Suites Wildwood - The Villages : Features buffet, an outdoor pool, and complimentary wired internet access. Hotel Eastport : Offers 2 bars, an outdoor pool, and free self parking.

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Dates

November 2026

December 2026

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Our top choices for Wildwood hotels with a pool

A swimming pool with a white fence, blue chairs, and a building with a yellow and grey facade.

1. 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 center.

NT$3,269 total

includes taxes & fees

Nov 15 - Nov 16

A swimming pool with yellow chairs and a covered seating area.

2. Home2 Suites by Hilton Wildwood the Villages

Wildwood

Splash into comfort at this sunny Florida hotel with a refreshing outdoor pool and fitness center.

NT$3,859 total

includes taxes & fees

Nov 22 - Nov 23

A compact living space with a kitchenette, a sofa set, a coffee table, and a mounted horse painting.

3. Brownwood Hotel & Spa

Wildwood

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

NT$4,852 total

includes taxes & fees

Dec 2 - Dec 3

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.

4. 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.

NT$3,304 total

includes taxes & fees

Dec 10 - Dec 11

A motel with a swimming pool, white railings, and a fenced deck area.

5. Quality Suites Wildwood - The Villages

Wildwood

Refreshing outdoor pool oasis offers sun-soaked relaxation, with comfortable loungers for unwinding after exploring The Villages.

NT$2,641 total

includes taxes & fees

Dec 1 - Dec 2

A hotel with a swimming pool, picnic tables, and umbrellas.

6. Days Inn by Wyndham Wildwood I-75

Wildwood

Serene outdoor pool sanctuary awaits with loungers and umbrellas at this Wildwood retreat.

NT$2,666 total

includes taxes & fees

Nov 15 - Nov 16

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

7. Hotel Eastport

Wildwood

NT$3,909 total

includes taxes & fees

Nov 17 - Nov 18

A rectangular pool with clear blue water, surrounded by a black metal fence. There are lounge chairs and two green umbrellas providing shade.

8. Hampton Inn & Suites Lady Lake/The Villages

Lady Lake

Splash into luxury at the village's poolside paradise with comfortable loungers and cooling waters.

NT$3,542 total

includes taxes & fees

Dec 7 - Dec 8

A pool area with two circular pools, surrounded by palm trees and a waterfront view.

9. The Waterfront Inn

Lake Sumter Landing

Sunshine dances across the tranquil waters of the outdoor pool, where relaxation awaits under umbrellas with stunning lake views.

NT$3,839 total

includes taxes & fees

Dec 2 - Dec 3

A swimming pool with a no diving sign, a lifeguard tower, and a clock on the building.

10. Comfort Suites Lady Lake - The Villages

Lady Lake

Dive into poolside bliss with umbrella-shaded loungers at this Lady Lake hotel with fitness center.

NT$3,224 total

includes taxes & fees

Nov 29 - Nov 30

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Choose what matters most at hotels with a pool in Wildwood

Breakfast included

Hot tub

Hotels with pools and free breakfast in Wildwood

A modern hotel reception area with a reception desk, seating area, and a view of the lobby.

Holiday Inn Express & Suites Wildwood The Villages by IHG

Wildwood

NT$3,269 total

includes taxes & fees

Nov 15 - Nov 16

A hotel with a 'Comfort' sign, a covered entrance, and a well-maintained lawn.

Comfort Inn & Suites Wildwood - The Villages

Wildwood

NT$3,304 total

includes taxes & fees

Dec 10 - Dec 11

An outdoor patio area with seating arrangements, a fire pit, and string lights.

Home2 Suites by Hilton Wildwood the Villages

Wildwood

NT$3,859 total

includes taxes & fees

Nov 22 - Nov 23

A hotel room with a large bed, a sofa, a small table, a nightstand with a phone, and a painting on the wall.

Quality Suites Wildwood - The Villages

Wildwood

NT$2,641 total

includes taxes & fees

Dec 1 - Dec 2

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Top Wildwood Hotel Reviews

Brownwood Hotel & Spa

Wildwood

10/10 Excellent

Ocala

10/10 Excellent

Fred

A hotel with a swimming pool, outdoor seating, and a clear sky.

Hampton Inn & Suites Ocala - Belleview

Ocala

10/10 Excellent

We booked this as a stop over before our final destination in Gainesville. We arrived at 11:30 pm and were welcomed by Joe by name. He was so friendly and amazing, a real asset to the brand. Our room was comfortable, clean and breakfast reliably good as it always is with Hampton Inn. The only issue is they are doing serious construction on the Main Street the hotel is located on and it was hard to find the turn in. That of course is not the fault of the hote and will be temporary.

Caroline

Frequently Asked Questions

What are some accommodations with pools in Wildwood?

Brownwood Hotel & Spa: Features a full-service spa, an outdoor pool, and free self parking. Holiday Inn Express & Suites Wildwood The Villages by IHG: Offers a snack bar/deli, an outdoor pool, and buffet. Home2 Suites by Hilton Wildwood the Villages: Provides buffet, an outdoor pool, and flat-screen televisions. Comfort Inn & Suites Wildwood - The Villages: Features buffet, an outdoor pool, and complimentary wired internet access. Hotel Eastport: Offers 2 bars, an outdoor pool, and free self parking.

What is there to see and do in Wildwood?

Surround yourself with nature at Lake Okahumpka Park and Lake Deaton. Discover sights such as Brownwood Paddock Square and Continental Country Club during your stay.

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

Taking into account the local weather in Wildwood can help you maximize your time at the pool during your trip. 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 62°F. Average annual precipitation for Wildwood is 45 inches.

Find Hotels with a Pool in Wildwood, FL

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Wildwood hotels with a pool

1. Holiday Inn Express & Suites Wildwood The Villages by IHG

2. Home2 Suites by Hilton Wildwood the Villages

3. Brownwood Hotel & Spa

4. Comfort Inn & Suites Wildwood - The Villages

5. Quality Suites Wildwood - The Villages

6. Days Inn by Wyndham Wildwood I-75

7. Hotel Eastport

8. Hampton Inn & Suites Lady Lake/The Villages

9. The Waterfront Inn

10. Comfort Suites Lady Lake - The Villages

Choose what matters most at hotels with a pool in Wildwood

Hotels with pools and free breakfast in Wildwood

Holiday Inn Express & Suites Wildwood The Villages by IHG

Top Wildwood Hotel Reviews

Brownwood Hotel & Spa

10/10 Excellent

Frequently Asked Questions

What are some accommodations with pools in Wildwood?

What is there to see and do in Wildwood?

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

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