Winter Park Hotels with Pools - Outdoor/Indoor Pools in Winter Park FL

Winter Park hotels and motels with swimming pools that are perfect for a family are listed below. Search for cheap and discount hotel rates at hotels with a pool in or near Winter Park, FL for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Winter Park Florida hotel and motel rooms for children. Review the list of Winter Park hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.
Planning group travel? Get Winter Park FL Group Hotel Rates

Star Rating
Hotel Name
Price Range (USD) to
Amenities
+ More

Winter Park Hotels with Outdoor or Indoor Pools

Comfort Suites Downtown Orlando : 2416 North Orange Ave. 2416 North Orange Ave., Orlando, FL 32804
Call Us
~2.73 miles southwest of Winter Park
  • Pool details: Outdoor Heated, 9am - 9pm,
  • Affordable Downtown property
More Photos Swimming pool at Comfort Suites Downtown Orlando
From$96 total
Average 3.0 /5 Review Score Call BookMore Details
Tired of clicking around? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Winter Park" Get Alexa Skill →
Candlewood Suites Orlando North Winter Park by IHG in Orlando 626a Lee Rd., Orlando, FL 32810
Call Us
~2.99 miles west of Winter Park
  • Pool available: Open 24 hours Outdoor pool with large sundeck
  • Affordable Downtown hotel
More Photos hotel room
From$96 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Orlando North Winter Park by IHG in Orlando 626b Lee Rd., Orlando, FL 32810
Call Us
~3.04 miles west of Winter Park
  • Includes a pool: Outdoor pool with large sundeck
  • Inexpensive Downtown property
More Photos Photo of Holiday Inn Orlando North Winter Park by IHG Pool
From$61 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Doubletree by Hilton Hotel Orlando Downtown in Orlando 60 South Ivanhoe Blvd., Orlando, FL 32804
Call Us
~3.68 miles southwest of Winter Park
  • Pool in hotel: Pool access available from 8:00 AM to 10:00 PM
  • High-end Downtown hotel
More Photos Swimming pool at Doubletree by Hilton Hotel Orlando Downtown
From$90 total
Average 3.5 /5 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Orlando Maitland 290 Southhall Lane, Maitland, FL 32751
Call Us
~3.81 miles northwest of Winter Park
  • Pool in hotel: Dawn to Dusk/Outside
  • 3 star Downtown hotel
More Photos Swimming pool at Homewood Suites by Hilton Orlando Maitland
From$128 total
Very Good 4.0 /5 Reviews Call BookMore Details
Sheraton Orlando North 600 North Lake Destiny Rd., Maitland, FL 32751
Call Us
~3.84 miles northwest of Winter Park
  • Pool in hotel: Outdoor Pool with water feature and jacuzzi.
  • Three Star Suburban hotel
More Photos Swimming pool at Sheraton Orlando North
From$96 total
Average 3.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Orlando Downtown - Orlando 730 North Magnolia Ave., Orlando, FL 32803
Call Us
~3.87 miles southwest of Winter Park
  • Pool available: 8:00AM-10PM Outdoor heated
  • 3-star Downtown hotel
More Photos Swimming pool at Courtyard by Marriott Orlando Downtown
From$132 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Orlando Downtown 680 North Orange Ave., Orlando, FL 32801
Call Us
~4.06 miles southwest of Winter Park
  • Pool available: 6am - 11pm Indoor Pool
  • Affordable Downtown property
More Photos Swimming pool at Residence Inn by Marriott Orlando Downtown
From$130 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Home2 Suites by Hilton Orlando Downtown - Orlando 401b North Magnolia Ave., Orlando, FL 32801
Call Us
~4.22 miles southwest of Winter Park
  • Includes a pool: Rooftop Pool Deck open 8 AM to 10 PM
  • Three Star Downtown property
More Photos Photo of Home2 Suites by Hilton Orlando Downtown Pool
From$96 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Crowne Plaza Orlando Downtown : 304 West Colonial Dr. 304 West Colonial Dr., Orlando, FL 32801
Call Us
~4.23 miles southwest of Winter Park
  • Pool in hotel: Outdoor heated pool & spa open from 7:00am to 11:00pm daily.
  • Affordable Downtown hotel
More Photos Photo of Crowne Plaza Orlando Downtown Pool
From$96 total
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Orlando Altamonte Springs / Maitland 1750 Pembrook Dr., Orlando, FL 32810
Call Us
~4.32 miles northwest of Winter Park
  • Includes a pool: Our outdoor heated pool ranges from 3-6ft of depth. Hours of operations are 7:00A.M.-10:00P.M.
  • Affordable Suburban property
More Photos Photo of Courtyard by Marriott Orlando Altamonte Springs / Maitland Pool
From$96 total
Average 3.0 /5 Review Score Call BookMore Details
Marriott Orlando Downtown - Orlando 400 West Livingston St., Orlando, FL 32801
Call Us
~4.54 miles southwest of Winter Park
  • Pool available: The pool will be open from sunrise to sunset. Our pool is an outdoor pool.
  • 3 star Downtown property
More Photos Photo of Marriott Orlando Downtown Pool
From$180 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Orlando / Altamonte Springs 350 Northlake Blvd., Altamonte Springs, FL 32701
Call Us
~4.76 miles northwest of Winter Park
  • Pool details: The Hilton Orlando/Altamonte Springs offers a beautiful outdoor heated pool and relaxation deck. The pool is open from 8AM-11PM daily.
  • 3 star Suburban property
More Photos Pool image of Hilton Orlando / Altamonte Springs
From$102 total
Average 3.5 /5 Hotel Reviews Call BookMore Details
More Homes & Apts at Booking.com

Book online or call +1-800-219-2797

Booking for Homes and Apartments
Go to BookingGo to Booking
Grand Bohemian Orlando Autograph Collection : 325 South Orange Ave. 325 South Orange Ave., Orlando, FL 32801
Call Us
~4.83 miles southwest of Winter Park
  • Pool available: Dawn to Dusk
  • 4-star Downtown hotel
More Photos Photo of Grand Bohemian Orlando Autograph Collection Pool
From$180 total
Average 3.0 /5 Review Score Call BookMore Details
Baymont by Wyndham Orlando East in Orlando 8750 East Colonial Dr., Orlando, FL 32817
Call Us
~4.88 miles east of Winter Park
  • Pool in hotel: Pool is open from 8am to 10 pm Monday-Thursday and 8am to 11 Friday-Sunday. Our pool is outdoors, conveniently located in the center of the property. Relax and soak up the sun one of our many lounge chairs. We also provide a cooking area for anyone for anyone who would like to BBQ.
  • Three Star Downtown hotel
More Photos hotel room
From$62 total
Average 3.0 /5 Review Score Call BookMore Details
Need some questions answered? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Winter Park" Get Alexa Skill →
Motel 6 Altamonte Springs Fl 235 Wymore Rd., Altamonte Springs, FL 32714
Call Us
~5.12 miles northwest of Winter Park
  • Pool details: Brand new, renovated pool. Open daily: Dawn to Dusk
  • 2 star Highway hotel
More Photos Swimming pool at Motel 6 Altamonte Springs Fl
From$72 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Opal Hotel & Suites in Altamonte Springs 230 West State Rd. 436, Altamonte Springs, FL 32714
Call Us
~5.20 miles northwest of Winter Park
  • Includes a pool: Conveniently located in the heart of Altamonte Springs within easy driving distance of Walt Disney World Resort Maitland Center and Downtown Orlando, Almonte Hotel and Suites boasts a two-story waterfall that cascades into our Olympic-size outdoor swimming pool.
  • Affordable Suburban hotel
More Photos Photo of Opal Hotel & Suites Pool
From$54 total
Poor 2.5 /5 Latest Reviews Call BookMore Details
Springhill Suites by Marriott Orlando Altamonte Springs in Altamonte Springs 205 West State Rd. 436, Altamonte Springs, FL 32714
Call Us
~5.40 miles northwest of Winter Park
  • Includes a pool: Indoor pool
  • Affordable Suburban hotel
More Photos Swimming pool at Springhill Suites by Marriott Orlando Altamonte Springs
From$96 total
Average 3.0 /5 Review Score Call BookMore Details
Residence Inn Orlando Altamonte Springs / Maitland : 270 Douglas Ave. 270 Douglas Ave., Altamonte Springs, FL 32714
Call Us
~5.44 miles northwest of Winter Park
  • Pool available: 9am-10pm Outdoor.
  • 3 star Suburban property
More Photos Pool image of Residence Inn Orlando Altamonte Springs / Maitland
From$112 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Towneplace Suites Orlando Downtown in Orlando 51 Columbia St., Orlando, FL 32806
Call Us
~5.45 miles southwest of Winter Park
  • Has swimming pool: Soak up the sun and create some splashing memories at our sparkling outdoor pool from dawn to dusk.
  • Three Star Downtown hotel
More Photos hotel room
From$96 total
Very Good 4.0 /5 Review Score Call BookMore Details
Altamonte Springs Hotel & Suites 450 Douglas Ave., Altamonte Springs, FL 32714
Call Us
~5.69 miles northwest of Winter Park
  • Our hotel comes with a pool
  • Three Star Suburban property
More Photos Pool image of Altamonte Springs Hotel & Suites
From$48 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Baymont by Wyndham Orlando Downtown in Orlando 3956 West Colonial Dr., Orlando, FL 32808
Call Us
~6.31 miles southwest of Winter Park
  • Includes a pool: Our Outdoor pool is open from 9 AM to 8 PM daily.
  • Low Cost Downtown property
More Photos Swimming pool at Baymont by Wyndham Orlando Downtown
From$58 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Orlando East / Ucf Area 3420 Lake Lynda Dr., Orlando, FL 32817
Call Us
~7.07 miles east of Winter Park
  • Pool details: Outdoor Pool Overlooking Lake Lynda, with patio featuring gas grills and a fire pit.
  • Midscale Suburban property
More Photos Pool image of Fairfield Inn & Suites by Marriott Orlando East / Ucf Area
From$130 total
Very Good 4.0 /5 Reviews Call BookMore Details
Home2 Suites Orlando Near Ucf 3414 Technological Ave., Orlando, FL 32817
Call Us
~7.19 miles east of Winter Park
  • Includes a pool: Our outdoor swimming pool is a heated saline pool and the hours are from 8a-10p dally, children under the age of 18 must be accompanied by an adult 21 or older at all times. Food/beverages are not permitted in the area as a safety precaution and there is no appointed lifeguard on duty
  • 3 star hotel
More Photos Photo of Home2 Suites Orlando Near Ucf Pool
From$126 total
Very Good 4.0 /5 Review Score Call BookMore Details
Days Inn by Wyndham Orlando Downtown in Orlando Days Inn by Wyndham Orlando Downtown, Orlando, FL 32839
Call Us
~7.24 miles southwest of Winter Park
  • Has swimming pool: Outdoor pool open 10 am to 11 pm
  • Two-star Downtown property
More Photos Swimming pool at Days Inn by Wyndham Orlando Downtown
From$72 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Marriott Residence Inn Ucf / Orlando East in Orlando 11651 University Blvd., Orlando, FL 32817
Call Us
~7.33 miles east of Winter Park
  • Pool in hotel
  • Mid-scale hotel
More Photos Photo of Marriott Residence Inn Ucf / Orlando East Pool
From$190 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites East Orlando Ucf 3450 Quadrangle Blvd., Orlando, FL 32817
Call Us
~7.45 miles east of Winter Park
  • Pool in hotel: Outdoor heated pool. 9:00AM - 10:00PM
  • Mid-scale Suburban property
More Photos Photo of Hampton Inn & Suites East Orlando Ucf Pool
From$118 total
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Towneplace Suites by Marriott Orlando Ucf : 11801 High Tech Ave. 11801 High Tech Ave., Orlando, FL 32817
Call Us
~7.55 miles east of Winter Park
  • Includes a pool: Outdoor heated pool open from 7am-11pm
  • Midscale Suburban hotel
More Photos Swimming pool at Towneplace Suites by Marriott Orlando Ucf
From$142 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Courtyard Marriott Orlando East Ucf 12000 Collegiate Way, Orlando, FL 32817
Call Us
~7.68 miles east of Winter Park
  • Pool available: Outdoor, heated pool and hot tub 6am - 11pm
  • Three Star Suburban hotel
More Photos Photo of Courtyard Marriott Orlando East Ucf Pool
From$94 total
Average 3.5 /5 Hotel Reviews Call BookMore Details
DoubleTree by Hilton Hotel Orlando East - UCF Area in Orlando 12125 High Tech Ave., Orlando, FL 32817
Call Us
~7.76 miles east of Winter Park
  • Pool available: Outdoor Pool
  • Four-star Suburban property
More Photos Pool image of DoubleTree by Hilton Hotel Orlando East - UCF Area
From$82 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Baymont by Wyndham Orlando North Millenia in Orlando 2500 33rd St., Orlando, FL 32839
Call Us
~7.88 miles southwest of Winter Park
  • Pool details: Outdoor pool is open from 7am to 10pm daily.
  • Two star Highway hotel
More Photos Pool image of Baymont by Wyndham Orlando North Millenia
From$72 total
Poor 2.0 /5 Latest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Orlando Ucf 11805 Research Pkwy., Orlando, FL 32826
Call Us
~8.04 miles east of Winter Park
  • Pool details: Outdoor swimming pool open from 9:00AM -9:00PM. Weather permitting.
  • 3 star Suburban property
More Photos Swimming pool at La Quinta Inn & Suites by Wyndham Orlando Ucf
From$96 total
Average 3.0 /5 Reviews Call BookMore Details
Homewood Suites by Hilton Orlando Ucf Area 3028 North Alafaya Trl, Orlando, FL 32826
Call Us
~8.05 miles east of Winter Park
  • Has swimming pool: Dive into relaxation in our outdoor swimming pool. After an intense workout, soothe your sore muscles in the whirlpool. The pool area is open daily from 9:00 AM until 10:00 PM and is the largest hotel pool in the UCF area of Orlando! Stay active with our state-of-the-art fitness center, open 24 hours a day. Choose from a variety of different cardio machines, free weights, medicine balls and more.
  • 3-star Suburban property
More Photos Swimming pool at Homewood Suites by Hilton Orlando Ucf Area
From$118 total
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Best Western Plus Orlando East- UCF Area in Orlando 12101 Challenger Pkwy., Orlando, FL 32826
Call Us
~8.22 miles east of Winter Park
  • Has swimming pool: Sparkling outdoor pool opened daily sunrise to sunset.
  • 3-star Suburban property
More Photos Photo of Best Western Plus Orlando East- UCF Area Pool
From$73 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Orlando East Ucf Area 1724 North Alafaya Trail, Orlando, FL 32826
Call Us
~8.24 miles east of Winter Park
  • Has swimming pool: Soak up some Florida Sun from our Outdoor Pool and seating area.
  • Affordable Suburban property
More Photos Swimming pool at Holiday Inn Orlando East Ucf Area
From$142 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites Orlando at Millenia 3551 Millenia Blvd., Orlando, FL 32839
Call Us
~8.81 miles southwest of Winter Park
  • Has swimming pool: Our outdoor pool is open daily from Dawn to Dusk. Towels are provided.
  • Economy Suburban hotel
More Photos Photo of Fairfield Inn & Suites Orlando at Millenia Pool
From$118 total
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Orlando Apopka by IHG - Apopka 238 South Line Dr., Apopka, FL 32703
Call Us
~8.88 miles northwest of Winter Park
  • Pool available: Outdoor Pool is open from 9.00 am to 10.00 pm
  • 3 star Golf Course hotel
More Photos Photo of Holiday Inn Express Hotel & Suites Orlando Apopka by IHG Pool
From$118 total
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Orlando East Ucf 12250 East Colonial Dr., Orlando, FL 32826
Call Us
~8.89 miles east of Winter Park
  • Pool in hotel: Out door pool.
  • 3 star Suburban hotel
More Photos Swimming pool at Holiday Inn Express & Suites Orlando East Ucf
From$144 total
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Orlando Apopka in Apopka 321 South Lake Cortez Dr., Apopka, FL 32703
Call Us
~8.98 miles northwest of Winter Park
  • Has swimming pool: 9 am - 10 pm Outdoor
  • Midscale Suburban property
More Photos Swimming pool at Hampton Inn & Suites Orlando Apopka
From$118 total
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Towneplace Suites by Marriott Orlando Airport in Orlando 5530 Butler National Dr., Orlando, FL 32812
Call Us
~9.39 miles south of Winter Park
  • Pool available: Outdoor Pool
  • Affordable Airport property
More Photos Pool image of Towneplace Suites by Marriott Orlando Airport
From$94 total
Average 3.0 /5 Review Score Call BookMore Details
Wingate by Wyndham Orlando Airport 5750 Hazeltine National Dr., Orlando, FL 32822
Call Us
~9.64 miles south of Winter Park
  • Pool available: Regular pool hours 10am- 10pm Pool is currently closed until further notice due to COVID19 restrictions
  • Midscale Airport property
More Photos Pool image of Wingate by Wyndham Orlando Airport
From$74 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Renaissance Orlando Airport Hotel : 5445 Forbes Place 5445 Forbes Place, Orlando, FL 32812
Call Us
~9.69 miles south of Winter Park
  • Pool in hotel: Pool outdoors 8am - 10pm hours open
  • 4 star Airport hotel
More Photos Pool image of Renaissance Orlando Airport Hotel
From$99 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hyatt Place Orlando Airport in Orlando 5435 Forbes Place, Orlando, FL 32812
Call Us
~9.69 miles south of Winter Park
  • Pool in hotel: Heated Outdoor Pool. Grab a towel and relax with the family at our year-round outdoor heated pool. Open daily from dawn till dusk, our Hyatt Place Orlando Airport oasis is the perfect place to let the kids splash around in the shallow end while you lounge with your favorite book or music of choice.
  • Midscale Airport property
More Photos Photo of Hyatt Place Orlando Airport Pool
From$96 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Fairfield Inn Orlando Airport 7100 Augusta National Dr., Orlando, FL 32822
Call Us
~9.77 miles south of Winter Park
  • Pool details: Outdoor
  • 3 star Airport hotel
More Photos Photo of Fairfield Inn Orlando Airport Pool
From$84 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Orlando International Airport - Orlando 5767 T.g. Lee Blvd., Orlando, FL 32822
Call Us
~9.77 miles south of Winter Park
  • Has swimming pool: Outdoor pool with large deck space, hours are 9:00 am to 10:00 pm daily.
  • 3-star Airport property
More Photos Swimming pool at Hampton Inn Orlando International Airport
From$118 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Country Inn & Suites by Radisson Orlando Airport Fl in Orlando 5440 Forbes Pl, Orlando, FL 32812
Call Us
~9.78 miles south of Winter Park
  • Pool in hotel: Outdoor Pool and hot tub open from 11am-11pm
  • Economical Airport property
More Photos Pool image of Country Inn & Suites by Radisson Orlando Airport Fl
From$84 total
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Orlando International Airport in Orlando 5750 T.g. Lee Blvd., Orlando, FL 32822
Call Us
~9.80 miles south of Winter Park
  • Pool details: Outdoor Heated Pool 6 am to 11 pm daily
  • Mid-scale Airport hotel
More Photos Photo of Holiday Inn Orlando International Airport Pool
From$76 total
Average 3.5 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Orlando Airport in Orlando 7155 North Frontage Rd., Orlando, FL 32812
Call Us
~9.85 miles south of Winter Park
  • Has a pool!
  • Mid-scale Airport hotel
More Photos Pool image of Courtyard by Marriott Orlando Airport
From$84 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Orlando Airport North : 7160 North Frontage Rd. 7160 North Frontage Rd., Orlando, FL 32812
Call Us
~9.88 miles south of Winter Park
  • Pool available: Heated Pool and Jacuzzi, open dawn to dusk
  • 3 star Airport property
More Photos Photo of La Quinta Inn & Suites by Wyndham Orlando Airport North Pool
From$91 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Orlando Airport 5425 Gateway Village Circle, Orlando, FL 32812
Call Us
~9.96 miles south of Winter Park
  • Has swimming pool: Outdoor pool open from sunrise to sunset. BBQ grilling area also available.
  • Mid-scale Airport hotel
More Photos Pool image of Homewood Suites by Hilton Orlando Airport
From$93 total
Very Good 4.0 /5 Reviews Call BookMore Details

Next: Show All Available Winter Park Hotels with Pricing
Back to Top