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Winter Park Hotels with Outdoor or Indoor Pools

Comfort Suites Downtown Orlando : 2416 North Orange Ave.
+1-888-389-4121
2416 North Orange Ave., Orlando, FL 32804 ~2.73 miles southwest of Winter Park
  • Pool available: Outdoor Heated, 9am - 9pm,
  • Mid-scale Downtown hotel
From$102
Very good 4.0 /5 Recent Reviews Call BookMore Details
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Doubletree by Hilton Hotel Orlando Downtown
+1-888-675-2083
60 South Ivanhoe Blvd., Orlando, FL 32804 ~3.68 miles southwest of Winter Park
  • Includes a pool: Pool access available from 8:00 AM to 10:00 PM
  • 4-star Downtown hotel
From$75
Average 3.5 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Orlando-Maitland in Maitland
+1-800-716-8490
290 Southhall Lane, Maitland, FL 32751 ~3.81 miles northwest of Winter Park
  • Includes a pool: Dawn to Dusk/Outside
  • Three Star Downtown property
From$107
Very good 4.0 /5 Recent Reviews Call BookMore Details
Sheraton Orlando North : 600 North Lake Destiny Rd.
+1-800-805-5223
600 North Lake Destiny Rd., Maitland, FL 32751 ~3.84 miles northwest of Winter Park
  • Pool in hotel: Outdoor Pool with water feature and jacuzzi.
  • Three Star Suburban hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Orlando Downtown in Orlando
+1-888-965-1860
680 North Orange Ave., Orlando, FL 32801 ~4.06 miles southwest of Winter Park
  • Has swimming pool: 6am - 11pm Indoor Pool
  • 3-star Downtown property
From$109
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Orlando Downtown
+1-888-788-5576
401 a North Magnolia Ave., Orlando, FL 32801 ~4.22 miles southwest of Winter Park
  • Pool in hotel: Rooftop Outdoor Pool Area
  • Affordable Downtown hotel
From$69
Very good 4.0 /5 Review Score Call BookMore Details
Crowne Plaza Orlando Downtown : 304 West Colonial Dr.
+1-888-897-9207
304 West Colonial Dr., Orlando, FL 32801 ~4.23 miles southwest of Winter Park
  • Includes a pool: Outdoor heated pool & spa open from 7:00am to 11:00pm daily.
  • Mid-scale Downtown hotel
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Orlando Altamonte Springs / Maitland : 1750 Pembrook Dr.
+1-888-311-4278
1750 Pembrook Dr., Orlando, FL 32810 ~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 hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Marriott Orlando Downtown in Orlando
+1-888-469-4795
400 West Livingston St., Orlando, FL 32801 ~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 hotel
From$55
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Orlando / Altamonte Springs
+1-888-734-9421
350 Northlake Blvd., Altamonte Springs, FL 32701 ~4.76 miles northwest of Winter Park
  • Includes a pool: The Hilton Orlando/Altamonte Springs offers a beautiful outdoor heated pool and relaxation deck. The pool is open from 8AM-11PM daily.
  • Three Star Suburban hotel
From$85
Average 3.5 /5 Review Score Call BookMore Details
Baymont by Wyndham Orlando East : 8750 East Colonial Dr.
+1-888-841-5292
8750 East Colonial Dr., Orlando, FL 32817 ~4.88 miles east of Winter Park
  • Pool available: 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.
  • Affordable Downtown hotel
From$52
Average 3.0 /5 Recent Reviews Call BookMore Details
Aloft Orlando Downtown
+1-888-455-5160
500 South Orange Ave., Orlando, FL 32801 ~4.96 miles southwest of Winter Park
  • Pool in hotel: Stay active and unwind with access to our splash outdoor pool, open daily from 8:00 AM to 10:00 PM. The pool area gets plenty of sun throughout the day, making it the perfect spot to lounge, relax, and soak up the Orlando sunshine.
  • 3 star Downtown property
From$88
Very good 4.0 /5 Read Reviews Call BookMore Details
Opal Hotel & Suites
+1-888-965-8297
230 West State Rd. 436, Altamonte Springs, FL 32714 ~5.20 miles northwest of Winter Park
  • Pool details: 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.
  • 3 star Suburban hotel
Residence Inn Orlando Altamonte Springs / Maitland
+1-888-906-6358
270 Douglas Ave., Altamonte Springs, FL 32714 ~5.44 miles northwest of Winter Park
  • Pool details: 9am-10pm Outdoor.
  • Midscale Suburban hotel
From$94
Very good 4.0 /5 Read Reviews Call BookMore Details
Altamonte Springs Hotel & Suites in Altamonte Springs
+1-888-749-6785
450 Douglas Ave., Altamonte Springs, FL 32714 ~5.69 miles northwest of Winter Park
  • We have a pool
  • Affordable Suburban property
From$40
Average 3.0 /5 Review Score Call BookMore Details
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Baymont by Wyndham Orlando Downtown
+1-888-878-9982
3956 West Colonial Dr., Orlando, FL 32808 ~6.31 miles southwest of Winter Park
  • Has swimming pool: Our Outdoor pool is open from 9 AM to 8 PM daily.
  • 2 star Downtown property
From$49
Average 3.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Orlando East / Ucf Area
+1-888-389-4485
3420 Lake Lynda Dr., Orlando, FL 32817 ~7.07 miles east of Winter Park
  • Includes a pool: Outdoor Pool Overlooking Lake Lynda, with patio featuring gas grills and a fire pit.
  • 3 star Suburban hotel
From$109
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Marriott Residence Inn Ucf / Orlando East in Orlando
+1-888-389-4121
11651 University Blvd., Orlando, FL 32817 ~7.33 miles east of Winter Park
  • With a pool!
  • 3 star property
From$159
Very good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites East Orlando Ucf : 3450 Quadrangle Blvd.
+1-888-675-2083
3450 Quadrangle Blvd., Orlando, FL 32817 ~7.45 miles east of Winter Park
  • Pool in hotel: Outdoor heated pool. 9:00AM - 10:00PM
  • 3-star Suburban hotel
From$99
Very good 4.5 /5 Read Reviews Call BookMore Details
Towneplace Suites by Marriott Orlando Ucf : 11801 High Tech Ave.
+1-800-716-8490
11801 High Tech Ave., Orlando, FL 32817 ~7.55 miles east of Winter Park
  • Pool available: Outdoor heated pool open from 7am-11pm
  • Mid-scale Suburban hotel
From$119
Very good 4.0 /5 Guest Reviews Call BookMore Details
Courtyard Marriott Orlando East Ucf
+1-800-805-5223
12000 Collegiate Way, Orlando, FL 32817 ~7.68 miles east of Winter Park
  • Has swimming pool: Outdoor, heated pool and hot tub 6am - 11pm
  • Mid-scale Suburban hotel
From$79
Average 3.5 /5 Hotel Reviews Call BookMore Details
Doubletree by Hilton Orlando East Ucf Area : 12125 High Tech Ave.
+1-888-965-1860
12125 High Tech Ave., Orlando, FL 32817 ~7.76 miles east of Winter Park
  • Pool in hotel: Outdoor Pool
  • Expensive Suburban property
From$69
Very good 4.0 /5 Reviews Call BookMore Details
Baymont by Wyndham Orlando North Millenia
+1-888-788-5576
2500 33rd St., Orlando, FL 32839 ~7.88 miles southwest of Winter Park
  • Has swimming pool: Outdoor pool is open from 7am to 10pm daily.
  • Two-star Highway hotel
From$60
Poor 2.0 /5 Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Orlando Ucf in Orlando
+1-888-897-9207
11805 Research Pkwy., Orlando, FL 32826 ~8.04 miles east of Winter Park
  • Pool in hotel: Outdoor swimming pool open from 9:00AM -9:00PM. Weather permitting.
  • Mid-scale Suburban hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Homewood Suites by Hilton Orlando Ucf Area
+1-888-311-4278
3028 North Alafaya Trl, Orlando, FL 32826 ~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.
  • Affordable Suburban hotel
From$99
Very good 4.5 /5 Recent Reviews Call BookMore Details
Quality Inn & Suites Orlando East Ucf Area
+1-888-469-4795
11639 East Colonial Dr., Orlando, FL 32817 ~8.15 miles east of Winter Park
  • Pool available: Outdoor From 9 am to dusk
  • Affordable Airport property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Best Western Plus Orlando East- UCF Area : 12101 Challenger Pkwy.
+1-888-734-9421
12101 Challenger Pkwy., Orlando, FL 32826 ~8.22 miles east of Winter Park
  • Includes a pool: Sparkling outdoor pool opened daily sunrise to sunset.
  • Midscale Suburban property
From$62
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Orlando East - Orlando
+1-888-841-5292
1724 North Alafaya Trail, Orlando, FL 32826 ~8.24 miles east of Winter Park
  • Pool in hotel: Soak up some Florida Sun from our Outdoor Pool and seating area.
  • Three Star Suburban hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites Orlando at Millenia - Orlando
+1-888-455-5160
3551 Millenia Blvd., Orlando, FL 32839 ~8.81 miles southwest of Winter Park
  • Pool in hotel
  • Cheap Suburban property
From$99
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Orlando East Ucf
+1-888-965-8297
12250 East Colonial Dr., Orlando, FL 32826 ~8.89 miles east of Winter Park
  • Pool in hotel: Out door pool.
  • Three Star Suburban property
From$120
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Orlando Apopka - Apopka
+1-888-906-6358
321 South Lake Cortez Dr., Apopka, FL 32703 ~8.98 miles northwest of Winter Park
  • Pool available: 9 am - 10 pm Outdoor
  • Mid-scale Suburban hotel
From$99
Very good 4.5 /5 Latest Reviews Call BookMore Details
Towneplace Suites by Marriott Orlando Airport
+1-888-749-6785
5530 Butler National Dr., Orlando, FL 32812 ~9.39 miles south of Winter Park
  • Pool in hotel: Outdoor Pool
  • Mid-scale Airport property
From$79
Average 3.0 /5 Guest Reviews Call BookMore Details
Wingate by Wyndham Orlando Airport
+1-888-878-9982
5750 Hazeltine National Dr., Orlando, FL 32822 ~9.64 miles south of Winter Park
  • Pool in hotel: Regular pool hours 10am- 10pm Pool is currently closed until further notice due to COVID19 restrictions
  • 3-star Airport property
From$62
Very good 4.0 /5 Read Reviews Call BookMore Details
Renaissance Orlando Airport Hotel
+1-888-389-4485
5445 Forbes Place, Orlando, FL 32812 ~9.69 miles south of Winter Park
  • Has swimming pool: Pool outdoors 8am - 10pm hours open
  • 4-star Airport hotel
From$83
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hyatt Place Orlando Airport : 5435 Forbes Place
+1-888-389-4121
5435 Forbes Place, Orlando, FL 32812 ~9.69 miles south of Winter Park
  • Pool available: 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.
  • Mid-scale Airport property
From$80
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn Orlando Airport - Orlando
+1-888-675-2083
7100 Augusta National Dr., Orlando, FL 32822 Website ~9.77 miles south of Winter Park
  • Includes a pool: Outdoor swimming pool and hot tub open from 6 am to 11pm
  • 3-star Airport property
From$99
Very good 4.0 /5 Read Reviews Call BookMore Details
Country Inn & Suites by Radisson Orlando Airport Fl : 5440 Forbes Pl
+1-800-716-8490
5440 Forbes Pl, Orlando, FL 32812 ~9.78 miles south of Winter Park
  • Has swimming pool: Outdoor Pool and hot tub open from 11am-11pm
  • Two star Airport hotel
From$70
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Orlando International Airport : 5750 T.g. Lee Blvd.
+1-800-805-5223
5750 T.g. Lee Blvd., Orlando, FL 32822 ~9.80 miles south of Winter Park
  • Pool details: Outdoor Heated Pool 6 am to 11 pm daily
  • 3-star Airport property
From$64
Average 3.5 /5 Reviews Call BookMore Details
Courtyard by Marriott Orlando Airport - Orlando
+1-888-965-1860
7155 North Frontage Rd., Orlando, FL 32812 ~9.85 miles south of Winter Park
  • Includes a swimming pool
  • 3-star Airport property
From$70
Very good 4.0 /5 Read Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Orlando Airport North - Orlando
+1-888-788-5576
7160 North Frontage Rd., Orlando, FL 32812 ~9.88 miles south of Winter Park
  • Pool details: Heated Pool and Jacuzzi, open dawn to dusk
  • Mid-scale Airport property
From$92
Very good 4.0 /5 Reviews Call BookMore Details
Homewood Suites by Hilton Orlando Airport
+1-888-897-9207
5425 Gateway Village Circle, Orlando, FL 32812 ~9.96 miles south of Winter Park
  • Includes a pool: Outdoor pool open from sunrise to sunset. BBQ grilling area also available.
  • Three Star Airport hotel
From$78
Very good 4.0 /5 Guest Reviews Call BookMore Details
Ramada Suites Orlando Airport
+1-888-311-4278
7500 Augusta National Dr., Orlando, FL 32822 ~10.08 miles south of Winter Park
  • Includes a pool: Regular pool hours from 10am to 10pm Pool is currently closed until further notice due to COVID19
  • Mid-scale Airport property
From$58
Very good 4.0 /5 Recent Reviews Call BookMore Details
Candlewood Suites Lake Mary An Ihg Hotel
+1-888-469-4795
1130 Greenwood Blvd., Lake Mary, FL 32746 ~10.11 miles north of Winter Park
  • Pool available: Outdoor pool with gazebo and 2 gas grills . Pool closes at 10pm
  • 3 star Downtown property
From$55
Average 3.0 /5 Review Score Call BookMore Details
Sheraton Suites Orlando Airport : 7550 Augusta National Dr.
+1-888-734-9421
7550 Augusta National Dr., Orlando, FL 32822 ~10.12 miles south of Winter Park
  • Has swimming pool: Half Indoor and Outdoor Heated Pool open from 6:00am-11:00pm. Pool is 1,375sq.ft. Our Jacuzzi is on the indoor portion of the pool deck also open from 6:00am-11:00pm.
  • Expensive Airport property
From$99
Very good 4.0 /5 Reviews Call BookMore Details
Marriott Orlando Airport Lakeside
+1-888-841-5292
7499 Augusta National Dr., Orlando, FL 32822 ~10.13 miles south of Winter Park
  • Pool in hotel
  • Four star Airport property
From$99
Very good 4.0 /5 Recent Reviews Call BookMore Details
Cambria Hotel Orlando Airport
+1-888-455-5160
7986 South Conway Rd., Orlando, FL 32812 ~10.16 miles south of Winter Park
  • Includes a pool: Outdoor Pool
  • 3 star Airport property
From$99
Poor 2.0 /5 Reviews Call BookMore Details
La Quinta Inn by Wyndham Orlando Airport West - Orlando
+1-888-965-8297
7931 Daetwyler Dr., Orlando, FL 32812 ~10.17 miles south of Winter Park
  • Pool in hotel: Enjoy our sparkling outdoor pool. Hours may vary.
  • Three Star Suburban property
From$59
Average 3.0 /5 Read Reviews Call BookMore Details
Sonesta Essential Orlando
+1-888-906-6358
8101 Aircenter Court, Orlando, FL 32809 ~10.34 miles south of Winter Park
  • Has swimming pool: After a long day, guests at this hotel are welcome to take a refreshing dip in the hotel's outdoor swimming pool.
  • Affordable Airport hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Orlando Lake Mary
+1-888-749-6785
1060 Greenwood Blvd., Lake Mary, FL 32746 ~10.36 miles north of Winter Park
  • Pool available: Outdoor Pool open from 10 Am -10 PM
  • Affordable property
From$89
Very good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Orlando I 4 Millenia Blvd Mall : 5058 Millenia Pl Dr.
+1-888-878-9982
5058 Millenia Pl Dr., Orlando, FL 32839 ~10.39 miles southwest of Winter Park
  • Pool in hotel: Outdoor saline pool.
  • 3 star Highway hotel
From$109
Average 3.0 /5 Review Score Call BookMore Details

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