Winter Park Hotels with Outdoor or Indoor Pools

Comfort Suites Downtown Orlando
+1-888-389-4121
2416 North Orange Ave., Orlando, FL 32804 +1-888-389-4121 ~2.73 miles southwest of Winter Park
  • Has swimming pool: Outdoor Heated, 9am - 9pm,
  • 3-star Downtown hotel
From$102
Very Good 4.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Orlando Maitland
+1-888-675-2083
290 Southhall Lane, Maitland, FL 32751 +1-888-675-2083 ~3.81 miles northwest of Winter Park
  • Pool details: Dawn to Dusk/Outside
  • Mid-scale Downtown property
From$107
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Sheraton Orlando North in Maitland
+1-800-716-8490
600 North Lake Destiny Rd., Maitland, FL 32751 +1-800-716-8490 ~3.84 miles northwest of Winter Park
  • Pool in hotel: Outdoor Pool with water feature and jacuzzi.
  • Three Star Suburban property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Orlando Downtown - Orlando
+1-800-805-5223
680 North Orange Ave., Orlando, FL 32801 +1-800-805-5223 ~4.06 miles southwest of Winter Park
  • Includes a pool: 6am - 11pm Indoor Pool
  • 3 star Downtown property
From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Orlando Downtown
+1-888-965-1860
401 a North Magnolia Ave., Orlando, FL 32801 +1-888-965-1860 ~4.22 miles southwest of Winter Park
  • Pool in hotel: Rooftop Outdoor Pool Area
  • Mid-scale Downtown property
From$69
Very Good 4.0 /5 Review Score Call BookMore Details
Crowne Plaza Orlando Downtown : 304 West Colonial Dr.
+1-888-788-5576
304 West Colonial Dr., Orlando, FL 32801 +1-888-788-5576 ~4.23 miles southwest of Winter Park
  • Has swimming pool: Outdoor heated pool & spa open from 7:00am to 11:00pm daily.
  • Affordable Downtown property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Orlando Altamonte Springs / Maitland : 1750 Pembrook Dr.
+1-888-897-9207
1750 Pembrook Dr., Orlando, FL 32810 +1-888-897-9207 ~4.32 miles northwest of Winter Park
  • Pool details: Our outdoor heated pool ranges from 3-6ft of depth. Hours of operations are 7:00A.M.-10:00P.M.
  • 3-star Suburban property
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Marriott Orlando Downtown : 400 West Livingston St.
+1-888-311-4278
400 West Livingston St., Orlando, FL 32801 +1-888-311-4278 ~4.54 miles southwest of Winter Park
  • Includes a pool: The pool will be open from sunrise to sunset. Our pool is an outdoor pool.
  • 3 star Downtown property
From$55
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Orlando / Altamonte Springs - Altamonte Springs
+1-888-469-4795
350 Northlake Blvd., Altamonte Springs, FL 32701 +1-888-469-4795 ~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.
  • Mid-scale Suburban property
From$85
Average 3.5 /5 Guest Reviews Call BookMore Details
Baymont by Wyndham Orlando East
+1-888-734-9421
8750 East Colonial Dr., Orlando, FL 32817 +1-888-734-9421 ~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.
  • 3-star Downtown property
From$52
Average 3.0 /5 Recent Reviews Call BookMore Details
Aloft Orlando Downtown in Orlando
+1-888-841-5292
500 South Orange Ave., Orlando, FL 32801 +1-888-841-5292 ~4.96 miles southwest of Winter Park
  • Pool available: 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 Reviews Call BookMore Details
Opal Hotel & Suites in Altamonte Springs
+1-888-455-5160
230 West State Rd. 436, Altamonte Springs, FL 32714 +1-888-455-5160 ~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 property
Residence Inn Orlando Altamonte Springs / Maitland : 270 Douglas Ave.
+1-888-965-8297
270 Douglas Ave., Altamonte Springs, FL 32714 +1-888-965-8297 ~5.44 miles northwest of Winter Park
  • Has swimming pool: 9am-10pm Outdoor.
  • Mid-scale Suburban property
From$94
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Altamonte Springs Hotel & Suites - Altamonte Springs
+1-888-906-6358
450 Douglas Ave., Altamonte Springs, FL 32714 +1-888-906-6358 ~5.69 miles northwest of Winter Park
  • Has swimming pool
  • Mid-scale Suburban property
From$40
Average 3.0 /5 Latest Reviews Call BookMore Details
Baymont by Wyndham Orlando Downtown
+1-888-749-6785
3956 West Colonial Dr., Orlando, FL 32808 +1-888-749-6785 ~6.31 miles southwest of Winter Park
  • Has swimming pool: Our Outdoor pool is open from 9 AM to 8 PM daily.
  • Economy Downtown property
From$49
Average 3.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Orlando East / Ucf Area : 3420 Lake Lynda Dr.
+1-888-878-9982
3420 Lake Lynda Dr., Orlando, FL 32817 +1-888-878-9982 ~7.07 miles east of Winter Park
  • Pool in hotel: Outdoor Pool Overlooking Lake Lynda, with patio featuring gas grills and a fire pit.
  • Three Star Suburban property
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Marriott Residence Inn Ucf / Orlando East in Orlando
+1-888-389-4485
11651 University Blvd., Orlando, FL 32817 +1-888-389-4485 ~7.33 miles east of Winter Park
  • We have a pool
  • Midscale property
From$159
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites East Orlando Ucf in Orlando
+1-888-389-4121
3450 Quadrangle Blvd., Orlando, FL 32817 +1-888-389-4121 ~7.45 miles east of Winter Park
  • Pool available: Outdoor heated pool. 9:00AM - 10:00PM
  • Three Star Suburban property
From$99
Very Good 4.5 /5 Reviews Call BookMore Details
Towneplace Suites by Marriott Orlando Ucf
+1-888-675-2083
11801 High Tech Ave., Orlando, FL 32817 +1-888-675-2083 ~7.55 miles east of Winter Park
  • Includes a pool: Outdoor heated pool open from 7am-11pm
  • Midscale Suburban property
From$119
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Courtyard Marriott Orlando East Ucf : 12000 Collegiate Way
+1-800-716-8490
12000 Collegiate Way, Orlando, FL 32817 +1-800-716-8490 ~7.68 miles east of Winter Park
  • Pool details: Outdoor, heated pool and hot tub 6am - 11pm
  • 3-star Suburban property
From$79
Average 3.5 /5 Hotel Reviews Call BookMore Details
Doubletree by Hilton Orlando East Ucf Area : 12125 High Tech Ave.
+1-800-805-5223
12125 High Tech Ave., Orlando, FL 32817 +1-800-805-5223 ~7.76 miles east of Winter Park
  • Pool available: Outdoor Pool
  • High-end Suburban hotel
From$69
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Baymont by Wyndham Orlando North Millenia - Orlando
+1-888-965-1860
2500 33rd St., Orlando, FL 32839 +1-888-965-1860 ~7.88 miles southwest of Winter Park
  • Pool available: Outdoor pool is open from 7am to 10pm daily.
  • Low Cost Highway property
La Quinta Inn & Suites by Wyndham Orlando Ucf
+1-888-788-5576
11805 Research Pkwy., Orlando, FL 32826 +1-888-788-5576 ~8.04 miles east of Winter Park
  • Pool details: Outdoor swimming pool open from 9:00AM -9:00PM. Weather permitting.
  • Affordable Suburban property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Homewood Suites by Hilton Orlando Ucf Area
+1-888-897-9207
3028 North Alafaya Trl, Orlando, FL 32826 +1-888-897-9207 ~8.05 miles east of Winter Park
  • Pool available: 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 hotel
From$99
Very Good 4.5 /5 Read Reviews Call BookMore Details
Quality Inn & Suites Orlando East Ucf Area : 11639 East Colonial Dr.
+1-888-311-4278
11639 East Colonial Dr., Orlando, FL 32817 +1-888-311-4278 ~8.15 miles east of Winter Park
  • Includes a pool: Outdoor From 9 am to dusk
  • 3 star Airport property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Best Western Plus Orlando East- UCF Area
+1-888-469-4795
12101 Challenger Pkwy., Orlando, FL 32826 +1-888-469-4795 ~8.22 miles east of Winter Park
  • Includes a pool: Sparkling outdoor pool opened daily sunrise to sunset.
  • Affordable Suburban property
From$62
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Orlando East in Orlando
+1-888-734-9421
1724 North Alafaya Trail, Orlando, FL 32826 +1-888-734-9421 ~8.24 miles east of Winter Park
  • Has swimming pool: Soak up some Florida Sun from our Outdoor Pool and seating area.
  • Three Star Suburban hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Orlando East / Ucf Area in Orlando
+1-888-841-5292
1949 North Alafaya Trail, Orlando, FL 32826 +1-888-841-5292 ~8.27 miles east of Winter Park
  • Has swimming pool: Outdoor pool open daily from dusk until dawn.
  • Midscale Suburban property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites Orlando at Millenia in Orlando
+1-888-455-5160
3551 Millenia Blvd., Orlando, FL 32839 +1-888-455-5160 ~8.81 miles southwest of Winter Park
  • Has swimming pool
  • Low priced Suburban property
From$99
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Orlando East Ucf in Orlando
+1-888-965-8297
12250 East Colonial Dr., Orlando, FL 32826 +1-888-965-8297 ~8.89 miles east of Winter Park
  • Pool available: Out door pool.
  • Midscale Suburban hotel
From$120
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Orlando Apopka
+1-888-906-6358
321 South Lake Cortez Dr., Apopka, FL 32703 +1-888-906-6358 ~8.98 miles northwest of Winter Park
  • Pool available: 9 am - 10 pm Outdoor
  • Affordable Suburban hotel
From$99
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Towneplace Suites by Marriott Orlando Airport in Orlando
+1-888-749-6785
5530 Butler National Dr., Orlando, FL 32812 +1-888-749-6785 ~9.39 miles south of Winter Park
  • Has swimming pool: Outdoor Pool
  • Affordable Airport hotel
From$79
Average 3.0 /5 Review Score Call BookMore Details
Wingate by Wyndham Orlando Airport : 5750 Hazeltine National Dr.
+1-888-878-9982
5750 Hazeltine National Dr., Orlando, FL 32822 +1-888-878-9982 ~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
  • 3-star Airport hotel
From$62
Very Good 4.0 /5 Review Score Call BookMore Details
Renaissance Orlando Airport Hotel : 5445 Forbes Place
+1-888-389-4485
5445 Forbes Place, Orlando, FL 32812 +1-888-389-4485 ~9.69 miles south of Winter Park
  • Includes a pool: Pool outdoors 8am - 10pm hours open
  • Expensive Airport property
From$83
Very Good 4.0 /5 Reviews Call BookMore Details
Hyatt Place Orlando Airport
+1-888-389-4121
5435 Forbes Place, Orlando, FL 32812 +1-888-389-4121 ~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.
  • 3-star Airport property
From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn Orlando Airport
+1-888-675-2083
7100 Augusta National Dr., Orlando, FL 32822 +1-888-675-2083 ~9.77 miles south of Winter Park
  • Pool in hotel: Outdoor swimming pool and hot tub open from 6 am to 11pm
  • Affordable Airport hotel
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Country Inn & Suites by Radisson Orlando Airport Fl in Orlando
+1-800-716-8490
5440 Forbes Pl, Orlando, FL 32812 +1-800-716-8490 ~9.78 miles south of Winter Park
  • Includes a pool: Outdoor Pool and hot tub open from 11am-11pm
  • Cheap Airport hotel
From$75
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Orlando International Airport
+1-800-805-5223
5750 T.g. Lee Blvd., Orlando, FL 32822 +1-800-805-5223 ~9.80 miles south of Winter Park
  • Pool available: Outdoor Heated Pool 6 am to 11 pm daily
  • Midscale Airport property
From$64
Average 3.5 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Orlando Airport
+1-888-965-1860
7155 North Frontage Rd., Orlando, FL 32812 +1-888-965-1860 ~9.85 miles south of Winter Park
  • With a pool!
  • Midscale Airport hotel
From$70
Very Good 4.0 /5 Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Orlando Airport North : 7160 North Frontage Rd.
+1-888-788-5576
7160 North Frontage Rd., Orlando, FL 32812 +1-888-788-5576 ~9.88 miles south of Winter Park
  • Includes a pool: Heated Pool and Jacuzzi, open dawn to dusk
  • Midscale Airport property
From$92
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Orlando Airport
+1-888-897-9207
5425 Gateway Village Circle, Orlando, FL 32812 +1-888-897-9207 ~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
From$78
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Orlando International Airport, an IHG Hotel : 7900 South Conway Rd.
+1-888-311-4278
7900 South Conway Rd., Orlando, FL 32812 +1-888-311-4278 ~9.98 miles south of Winter Park
  • Pool in hotel
  • Midscale Airport hotel
From$54
Very Good 4.0 /5 Reviews Call BookMore Details
Staybridge Suites Orlando Airport South, an IHG Hotel : 7450 Augusta National Dr.
+1-888-469-4795
7450 Augusta National Dr., Orlando, FL 32822 +1-888-469-4795 ~10.01 miles south of Winter Park
  • Has swimming pool: Outdoor pool, jacuzzi
  • Midscale Airport hotel
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Ramada Suites Orlando Airport in Orlando
+1-888-734-9421
7500 Augusta National Dr., Orlando, FL 32822 +1-888-734-9421 ~10.08 miles south of Winter Park
  • Pool available: Regular pool hours from 10am to 10pm Pool is currently closed until further notice due to COVID19
  • 3 star Airport property
From$58
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Candlewood Suites Lake Mary An Ihg Hotel in Lake Mary
+1-888-841-5292
1130 Greenwood Blvd., Lake Mary, FL 32746 +1-888-841-5292 ~10.11 miles north of Winter Park
  • Includes a pool: Outdoor pool with gazebo and 2 gas grills . Pool closes at 10pm
  • Affordable Downtown hotel
From$55
Average 3.0 /5 Recent Reviews Call BookMore Details
Sheraton Suites Orlando Airport : 7550 Augusta National Dr.
+1-888-455-5160
7550 Augusta National Dr., Orlando, FL 32822 +1-888-455-5160 ~10.12 miles south of Winter Park
  • Pool available: 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.
  • 4 star Airport hotel
From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Cambria Hotel Orlando Airport
+1-888-965-8297
7986 South Conway Rd., Orlando, FL 32812 +1-888-965-8297 ~10.16 miles south of Winter Park
  • Pool details: Outdoor Pool
  • Midscale Airport property
La Quinta Inn by Wyndham Orlando Airport West in Orlando
+1-888-906-6358
7931 Daetwyler Dr., Orlando, FL 32812 +1-888-906-6358 ~10.17 miles south of Winter Park
  • Pool details: Enjoy our sparkling outdoor pool. Hours may vary.
  • Affordable Suburban hotel
From$59
Average 3.0 /5 Read Reviews Call BookMore Details
Comfort Suites Orlando Airport - Orlando
+1-888-749-6785
1936 Mccoy Rd., Orlando, FL 32809 +1-888-749-6785 ~10.33 miles south of Winter Park
  • Includes a pool: Nice Outdoor Pool & Hot Tub, open daily from 8:00am-10:00pm
  • 3-star Airport property
From$78
Average 3.0 /5 Reviews Call BookMore Details
Sonesta Essential Orlando - Orlando
+1-888-878-9982
8101 Aircenter Court, Orlando, FL 32809 +1-888-878-9982 ~10.34 miles south of Winter Park
  • Includes a pool: After a long day, guests at this hotel are welcome to take a refreshing dip in the hotel's outdoor swimming pool.
  • 3-star Airport property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
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