A river surrounded by dense forest with clear water and exposed tree roots.

Find Hotels with a Pool in Wildwood, FL from CA $109

  • 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 Wildwood Hotels with a Pool

Tonight
Oct 6 - Oct 7
Tomorrow
Oct 7 - Oct 8
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

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.
A modern office space with a reception desk, a seating area with a sofa, and a computer setup with a printer.
A hotel room with a desk, two beds, a TV, and a potted plant.
A Holiday Inn Express & Suites hotel with a modern design, featuring a covered entrance and multiple floors.

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

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 centre.
CA $118
CA $127 total
includes taxes & fees
Oct 18 - Oct 19
Holiday Inn Express & Suites Wildwood The Villages by IHG
Pool
A restaurant with wooden ceiling, chandeliers, and large windows. Tables are set with wine glasses and plates.
A spacious lobby with a large chandelier, leather armchairs, and a central seating area.
A corridor with glass doors leading to a room, stone walls, and wooden beams.

2. Brownwood Hotel & Spa

Brownwood Hotel & Spa
Wildwood
  • Splash in a sun-soaked Florida pool with loungers and umbrellas at this relaxing hotel.
CA $139
CA $149 total
includes taxes & fees
Oct 22 - Oct 23
Brownwood Hotel & Spa
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.
A hotel room with two beds, a blue sofa, a wooden coffee table, and a desk with a lamp.
A clean, modern dining area with multiple tables and chairs, a coffee machine, and a counter with a menu display.
A hotel with a 'Comfort' sign, a covered entrance, and a well-maintained lawn.

3. Comfort Inn & Suites Wildwood - The Villages

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.
CA $114
CA $122 total
includes taxes & fees
Oct 25 - Oct 26
Comfort Inn & Suites Wildwood - The Villages
A swimming pool with yellow chairs and a covered seating area.
A hotel lobby with a reception desk, seating areas, and a vending machine.
A breakfast area with a sign reading "inspired table," a coffee machine, and a display of pastries.
A golf course with bunkers, water hazards, and a pond.

4. Home2 Suites by Hilton Wildwood the Villages

Home2 Suites by Hilton Wildwood the Villages
Wildwood
  • Splash into comfort at this sunny Florida hotel with a refreshing outdoor pool and fitness centre.
CA $144
CA $154 total
includes taxes & fees
Oct 11 - Oct 12
Home2 Suites by Hilton Wildwood the Villages
A motel with a swimming pool, white railings, and a fenced deck area.
A compact living space with a sofa, a small table, a built-in TV shelf, and a refrigerator.
A kitchenette with a refrigerator, a coffee machine, and a microwave.
A hotel room with a large bed, a sofa, a small table, a nightstand with a phone, and a painting on the wall.

5. Quality Suites Wildwood - The Villages

Quality Suites Wildwood - The Villages
Wildwood
  • Refreshing outdoor pool oasis offers sun-soaked relaxation, with comfortable loungers for unwinding after exploring The Villages.
CA $101
CA $109 total
includes taxes & fees
Oct 26 - Oct 27
Quality Suites Wildwood - The Villages
A hotel with a swimming pool, picnic tables, and umbrellas.
A hotel room with two beds, a nightstand with a lamp, and a wall-mounted painting of a pier and sunset.
A restaurant interior with wooden tables and chairs, recessed lighting, and a modern ceiling design.
A bathroom with a granite countertop, a sink, a mirror, a toilet, and a shower with a curtain.

6. Days Inn by Wyndham Wildwood I-75

Days Inn by Wyndham Wildwood I-75
Wildwood
  • Serene outdoor pool sanctuary awaits with loungers and umbrellas at this Wildwood retreat.
CA $104
CA $116 total
includes taxes & fees
Oct 8 - Oct 9
Days Inn by Wyndham Wildwood I-75
A swimming pool with lounge chairs, palm trees, and a building with a balcony.
A modern bathroom with a glass-enclosed shower, a vanity with a marble countertop, and a large mirror with a circular frame.
A hotel room with two beds, a desk, a chair, a TV, and a view of the water.
A modern bar area with a long counter, multiple bar stools, and a view through large windows.

7. Hotel Eastport

Hotel Eastport
Wildwood
CA $204
CA $218 total
includes taxes & fees
Oct 8 - Oct 9
Hotel Eastport
A pool area with lounge chairs and umbrellas, surrounded by trees and covered structures.
A modern outdoor seating area with a wicker sectional sofa, a wooden coffee table, and a large umbrella.
A bedroom with a wooden bed, floral bedding, two bedside tables with lamps, a mirror on the wall, and a door leading to another room.
A single-story house with a garage, a driveway, and a lawn.

8. Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!

Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
Collier
CA $211
CA $533 total
includes taxes & fees
Oct 7 - Oct 8
Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
A pool area with lounge chairs and umbrellas, surrounded by trees and covered structures.
A bedroom with a wooden bed, floral bedding, two bedside tables with lamps, a mirror on the wall, and a door leading to another room.
A single-story house with a garage, a driveway, and a lawn.
A modern outdoor seating area with a wicker sectional sofa, a wooden coffee table, and a large umbrella.

9. Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!

Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
Collier
CA $154
CA $543 total
includes taxes & fees
Oct 7 - Oct 8
Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
A rustic stone building with a wooden roof near a pond, surrounded by lush greenery and colorful flowers.
A spacious living room with a dark wood floor, a brown leather sofa, a coffee table, and a television on a cabinet.
A modern kitchen with dark wood cabinets, stainless steel appliances, a granite countertop, and pendant lighting.
A modern kitchen with dark cabinets, stainless steel appliances, and a central island with stools.

10. St. John's, 3 bdrm, 2 bath, 2022 built home. 10% off military, breast cancer

St. John's, 3 bdrm, 2 bath, 2022 built home. 10% off military, breast cancer
The Villages
CA $215
CA $475 total
includes taxes & fees
Oct 7 - Oct 8
St. John's, 3 bdrm, 2 bath, 2022 built home. 10% off military, breast cancer
View all properties

Choose what matters most at hotels with a pool in Wildwood

Breakfast included
Hot tub
4 stars
Spa
5 stars

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.
A hotel room with a desk, two beds, a TV, and a potted plant.
A gym with multiple treadmills and elliptical machines, equipped with digital screens and control panels.
A modern office space with a reception desk, a seating area with a sofa, and a computer setup with a printer.

Holiday Inn Express & Suites Wildwood The Villages by IHG

Holiday Inn Express & Suites Wildwood The Villages by IHG
Wildwood
CA $118
CA $127 total
includes taxes & fees
Oct 18 - Oct 19
Holiday Inn Express & Suites Wildwood The Villages by IHG
A hotel with a 'Comfort' sign, a covered entrance, and a well-maintained lawn.
A kitchenette area with a refrigerator, a microwave, and a small freezer.
A hotel room with two beds, a blue sofa, a wooden coffee table, and a desk with a lamp.
A clean, modern dining area with multiple tables and chairs, a coffee machine, and a counter with a menu display.

Comfort Inn & Suites Wildwood - The Villages

Comfort Inn & Suites Wildwood - The Villages
Wildwood
CA $114
CA $122 total
includes taxes & fees
Oct 25 - Oct 26
Comfort Inn & Suites Wildwood - The Villages
An outdoor patio area with seating arrangements, a fire pit, and string lights.
A swimming pool with yellow chairs and a covered seating area.
A hotel lobby with a reception desk, seating areas, and a vending machine.
A breakfast area with a sign reading "inspired table," a coffee machine, and a display of pastries.

Home2 Suites by Hilton Wildwood the Villages

Home2 Suites by Hilton Wildwood the Villages
Wildwood
CA $144
CA $154 total
includes taxes & fees
Oct 11 - Oct 12
Home2 Suites by Hilton Wildwood the Villages
A hotel room with a large bed, a sofa, a small table, a nightstand with a phone, and a painting on the wall.
A modern kitchen with a coffee machine, a fruit bowl, and a coffee dispenser.
A kitchenette with a refrigerator, a coffee machine, and a microwave.
A compact living space with a sofa, a small table, a built-in TV shelf, and a refrigerator.

Quality Suites Wildwood - The Villages

Quality Suites Wildwood - The Villages
Wildwood
CA $101
CA $109 total
includes taxes & fees
Oct 26 - Oct 27
Quality Suites Wildwood - The Villages
A hotel room with two beds, a nightstand with a lamp, and a wall-mounted painting of a pier and sunset.
A restaurant interior with wooden tables and chairs, recessed lighting, and a modern ceiling design.
A hotel room with a desk, a couch, a TV, and two lamps.
A reception desk with a Days Inn logo, a clock, and a flat-screen TV.

Days Inn by Wyndham Wildwood I-75

Days Inn by Wyndham Wildwood I-75
Wildwood
CA $104
CA $116 total
includes taxes & fees
Oct 8 - Oct 9
Days Inn by Wyndham Wildwood I-75
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 Wildwood Hotel Reviews

Comfort Inn & Suites Wildwood - The Villages

Comfort Inn & Suites Wildwood - The Villages

8/10 Good
"The property was fairly clean and the staff was nice. However, our room smelled of a very strong, strange odor and a dirty vase was left outside of our door. The breakfast was ok but not very well stocked. Our face towel had a red stain (almost like nail polish) on it."
Ashleigh 1-night trip
Posted 1 day ago
Comfort Inn & Suites Wildwood - The Villages
Red Roof Inn Wildwood, FL - The Villages

Red Roof Inn Wildwood, FL - The Villages

8/10 Good
"Place needs work. The pool was destroyed and the tub needs to be replaced."
Kenneth 1-night trip
Posted 2 weeks ago
Red Roof Inn Wildwood, FL - The Villages

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.

Explore a world of travel with Expedia