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

Wildwood Hotels with Swimming Pool

  • 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 Swimming Pools

Tonight
3 Oct - 4 Oct
Tomorrow
4 Oct - 5 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

Our top choices for Wildwood hotels with a pool

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

1. 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.
RM413
RM442 total
includes taxes & fees
7 Oct - 8 Oct
Home2 Suites by Hilton Wildwood the Villages
Pool
A corridor with glass doors leading to a room, stone walls, and wooden beams.
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.

2. Brownwood Hotel & Spa

Brownwood Hotel & Spa
Wildwood
  • Splash in a sun-soaked Florida pool with loungers and umbrellas at this relaxing hotel.
RM401
RM430 total
includes taxes & fees
22 Oct - 23 Oct
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 bathroom with a sink, toilet, and bathtub. There are towels and a mirror.
A hotel with a 'Comfort' sign, a covered entrance, and a well-maintained lawn.
A clean, modern dining area with multiple tables and chairs, a coffee machine, and a counter with a menu display.

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.
RM307
RM329 total
includes taxes & fees
25 Oct - 26 Oct
Comfort Inn & Suites 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 hotel room with a large bed, a sofa, a small table, a nightstand with a phone, and a painting on the wall.
A kitchenette with a refrigerator, a coffee machine, and a microwave.

4. 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.
RM291
RM311 total
includes taxes & fees
27 Oct - 28 Oct
Quality Suites Wildwood - The Villages
A hotel with a swimming pool, picnic tables, and umbrellas.
A hotel room with a desk, a couch, a TV, and two lamps.
A bathroom with a granite countertop, a sink, a mirror, a toilet, and a shower with a curtain.
A hotel room with two beds, a nightstand with a lamp, and a wall-mounted painting of a pier and sunset.

5. 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.
RM299
RM332 total
includes taxes & fees
8 Oct - 9 Oct
Days Inn by Wyndham Wildwood I-75
A swimming pool with lounge chairs, palm trees, and a building with a balcony.
A hotel with a modern design, featuring a large glass facade and a reflection in the water.
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.

6. Hotel Eastport

Hotel Eastport
Wildwood
RM548
RM586 total
includes taxes & fees
4 Oct - 5 Oct
Hotel Eastport
A pool area with lounge chairs and umbrellas, surrounded by trees and covered structures.
A dining area with a white table and chairs, a vase with flowers, and a kitchen visible through an archway.
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 modern outdoor seating area with a wicker sectional sofa, a wooden coffee table, and a large umbrella.

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

Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
Collier
RM605
RM1,529 total
includes taxes & fees
4 Oct - 5 Oct
Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
A rectangular pool with clear blue water, surrounded by a black metal fence. There are lounge chairs and two green umbrellas providing shade.
A modern bathroom with a wooden vanity, a round mirror, and a sink.
A modern lounge area with a brick wall, wooden flooring, and a mix of seating options including sofas and a small table.
A Hampton Inn & Suites building with a modern facade, clear signage, and a landscaped entrance area.

8. Hampton Inn & Suites Lady Lake/The Villages

Hampton Inn & Suites Lady Lake/The Villages
Lady Lake
  • Splash into luxury at the village's poolside paradise with comfortable loungers and cooling waters.
RM365
RM391 total
includes taxes & fees
8 Oct - 9 Oct
Hampton Inn & Suites Lady Lake/The Villages
A person sitting by a pool with a drink, wearing a straw hat and white clothing.
A waterfront hotel with multiple balconies, a central tower, and a restaurant named "The Waterfront."
A hotel room with a large bed, a desk with a computer, a chair, a sofa, and a balcony with a view.
A spacious lobby with a reception desk, seating area, and a large window offering a view of the outdoors.

9. The Waterfront Inn

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.
RM397
RM425 total
includes taxes & fees
1 Nov - 2 Nov
The Waterfront Inn
A swimming pool with a no diving sign, a lifeguard tower, and a clock on the building.
A hotel room with a bed, a blue sofa, a desk with a lamp, a large bathtub, and a mirror on the wall.
Breakfast area
A hotel with a curved facade, a prominent Comfort Suites sign, and a well-maintained entrance area with potted plants and a flag.

10. Comfort Suites Lady Lake - The Villages

Comfort Suites Lady Lake - The Villages
Lady Lake
  • Dive into poolside bliss with umbrella-shaded loungers at this Lady Lake hotel with fitness centre.
RM351
RM389 total
includes taxes & fees
1 Nov - 2 Nov
Comfort Suites Lady Lake - The Villages
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 gym with multiple treadmills and elliptical machines, equipped with digital screens and control panels.
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.

Holiday Inn Express & Suites Wildwood The Villages by IHG

Holiday Inn Express & Suites Wildwood The Villages by IHG
Wildwood
RM339
RM363 total
includes taxes & fees
25 Oct - 26 Oct
Holiday Inn Express & Suites Wildwood The Villages by IHG
A hotel with a 'Comfort' sign, a covered entrance, and a well-maintained lawn.
A spacious lobby with a blue sofa, a green armchair, and a round coffee table.
A clean, modern dining area with multiple tables and chairs, a coffee machine, and a counter with a menu display.
A hotel room with two beds, a blue sofa, a wooden coffee table, and a desk with a lamp.

Comfort Inn & Suites Wildwood - The Villages

Comfort Inn & Suites Wildwood - The Villages
Wildwood
RM307
RM329 total
includes taxes & fees
25 Oct - 26 Oct
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 golf course with bunkers, water hazards, and a pond.

Home2 Suites by Hilton Wildwood the Villages

Home2 Suites by Hilton Wildwood the Villages
Wildwood
RM413
RM442 total
includes taxes & fees
7 Oct - 8 Oct
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 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.

Quality Suites Wildwood - The Villages

Quality Suites Wildwood - The Villages
Wildwood
RM291
RM311 total
includes taxes & fees
27 Oct - 28 Oct
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 hotel with a swimming pool, picnic tables, and umbrellas.
A reception desk with a Days Inn logo, a clock, and a flat-screen TV.
A restaurant interior with wooden tables and chairs, recessed lighting, and a modern ceiling design.

Days Inn by Wyndham Wildwood I-75

Days Inn by Wyndham Wildwood I-75
Wildwood
RM299
RM332 total
includes taxes & fees
8 Oct - 9 Oct
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
"Clean, comfortable beds"
steve 3-night trip
Posted 3 days 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 12 days ago
Red Roof Inn Wildwood, FL - The Villages

Frequently asked questions

What are some accommodation options 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 high-speed (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 the local weather in Wildwood into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 27Β°C, while the coldest months are January and February, with an average of 17Β°C. Average annual precipitation for Wildwood is 1142 mm.

Explore a world of travel with Expedia