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
  • Pool details: Outdoor Heated, 9am - 9pm,
  • 3 star Downtown hotel
From$102
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn + Suites - Orlando
+1-888-675-2083
626 Lee Rd., Orlando, FL 32810 +1-888-675-2083 ~2.99 miles west of Winter Park
  • Includes a pool: Open 24 hours Outdoor pool with large sundeck
  • 3-star Downtown property
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Orlando-Maitland
+1-800-716-8490
290 Southhall Lane, Maitland, FL 32751 +1-800-716-8490 ~3.81 miles northwest of Winter Park
  • Includes a pool: Dawn to Dusk/Outside
  • 3 star Downtown hotel
From$107
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Orlando Downtown
+1-800-805-5223
730 North Magnolia Ave., Orlando, FL 32803 +1-800-805-5223 ~3.87 miles southwest of Winter Park
  • Pool details: 8:00AM-10PM Outdoor heated
  • Mid-scale Downtown property
From$110
Very Good 4.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott Orlando Downtown
+1-888-965-1860
680 North Orange Ave., Orlando, FL 32801 +1-888-965-1860 ~4.06 miles southwest of Winter Park
  • Has swimming pool: 6am - 11pm Indoor Pool
  • Midscale Downtown hotel
From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Orlando Downtown
+1-888-788-5576
401 a North Magnolia Ave., Orlando, FL 32801 +1-888-788-5576 ~4.22 miles southwest of Winter Park
  • Has swimming pool: Rooftop Outdoor Pool Area
  • Affordable Downtown property
From$69
Very Good 4.0 /5 Read Reviews Call BookMore Details
Crowne Plaza Orlando Downtown - Orlando
+1-888-897-9207
304 West Colonial Dr., Orlando, FL 32801 +1-888-897-9207 ~4.23 miles southwest of Winter Park
  • Includes a pool: Outdoor heated pool & spa open from 7:00am to 11:00pm daily.
  • Midscale Downtown hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Orlando Altamonte Springs/Maitland in Orlando
+1-888-311-4278
1750 Pembrook Dr., Orlando, FL 32810 +1-888-311-4278 ~4.32 miles northwest of Winter Park
  • Has swimming pool: Our outdoor heated pool ranges from 3-6ft of depth. Hours of operations are 7:00A.M.-10:00P.M.
  • 3-star Suburban hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Orlando / Altamonte Springs
+1-888-469-4795
350 South Northlake Blvd., Altamonte Springs, FL 32701 +1-888-469-4795 ~4.77 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.
  • Mid-scale Suburban hotel
From$85
Average 3.5 /5 Hotel Reviews Call BookMore Details
Best Western Orlando East Inn & Suites in Orlando
+1-888-734-9421
8750 East Colonial Dr., Orlando, FL 32817 +1-888-734-9421 ~4.86 miles east of Winter Park
  • Pool in hotel: Pool is open from 8am to 10 pm m-t and 8am to 11 f-s. It''s out doors with a cookout area near .
  • Two star Downtown hotel
From$38
Average 3.0 /5 Hotel Reviews Call BookMore Details
Aloft Orlando Downtown
+1-888-841-5292
500 South Orange Ave., Orlando, FL 32801 +1-888-841-5292 ~4.96 miles southwest of Winter Park
  • Pool available: Outdoor heated pool, open until 8PM
  • Three Star Downtown hotel
From$88
Very Good 4.0 /5 Latest Reviews Call BookMore Details
The Eo Inn - Downtown in Orlando
+1-888-455-5160
227 North Eola Dr., Orlando, FL 32801 +1-888-455-5160 ~4.16 miles southwest of Winter Park
  • We have a pool ready for use
  • 3-star Downtown property
From$99
Average 3.0 /5 Hotel Reviews Call BookMore Details
Grand Bohemian Hotel Orlando - Orlando
+1-888-965-8297
325 South Orange Ave., Orlando, FL 32801 +1-888-965-8297 ~4.83 miles southwest of Winter Park
  • Our hotel comes with a pool
  • High-end Downtown hotel
From$200
Average 3.0 /5 Hotel Reviews Call BookMore Details
Developer Inn Orlando North a Baymont by Wyndham in Altamonte Springs
+1-888-906-6358
235 Wymore Rd., Altamonte Springs, FL 32714 +1-888-906-6358 ~5.12 miles northwest of Winter Park
  • Includes a pool: Brand new, renovated pool. Open daily: Dawn to Dusk
  • 3-star Highway property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Best Western Orlando West
+1-888-749-6785
2014 West Colonial Dr., Orlando, FL 32804 +1-888-749-6785 ~5.21 miles southwest of Winter Park
  • Pool available: Outdoor Pool Hour: 9:00 a.m. to 10:00 p.m.
  • Affordable Suburban property
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Quality Inn & Suites Altamonte Springs Orlando North in Altamonte Springs
+1-888-878-9982
150 South Westmonte Dr., Altamonte Springs, FL 32714 +1-888-878-9982 ~5.34 miles northwest of Winter Park
  • Includes a pool: Seasonal Outdoor Pool
  • Two star Highway hotel
From$44
Average 3.0 /5 Latest Reviews Call BookMore Details
TownePlace Suites by Marriott Orlando Altamonte Springs/Maitland
+1-888-389-4485
151 Douglas Ave., Altamonte Springs, FL 32714 +1-888-389-4485 ~5.36 miles northwest of Winter Park
  • Has swimming pool: 9:00am-10:00pm daily
  • 3 star Highway hotel
From$99
Average 3.0 /5 Reviews Call BookMore Details
Springhill Suites by Marriott Orlando Altamonte Springs
+1-888-389-4121
205 West State Rd. 436, Altamonte Springs, FL 32714 +1-888-389-4121 ~5.41 miles northwest of Winter Park
  • Includes a pool: Indoor pool
  • Three Star Suburban property
From$68
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Residence Inn Orlando Altamonte Springs / Maitland
+1-888-675-2083
270 Douglas Ave., Altamonte Springs, FL 32714 +1-888-675-2083 ~5.44 miles northwest of Winter Park
  • Has swimming pool: 9am-10pm Outdoor.
  • Three Star Suburban property
From$94
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Mainstay Suites Orlando Altamonte Springs - Altamonte Springs
+1-800-716-8490
644 Raymond Ave., Altamonte Springs, FL 32701 +1-800-716-8490 ~5.85 miles northwest of Winter Park
  • Pool details: Outdoor Pool
  • Economical Suburban property
From$40
Average 3.0 /5 Reviews Call BookMore Details
Quality Inn & Suites Downtown : 3956 West Colonial Dr.
+1-800-805-5223
3956 West Colonial Dr., Orlando, FL 32808 +1-800-805-5223 ~6.31 miles southwest of Winter Park
  • Has swimming pool: Our Outdoor pool is open from 9 AM to 8 PM daily.
  • Low Cost Downtown property
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Orlando East / Ucf Area
+1-888-965-1860
3420 Lake Lynda Dr., Orlando, FL 32817 +1-888-965-1860 ~7.07 miles east of Winter Park
  • Pool in hotel: Outdoor Pool Overlooking Lake Lynda
  • Affordable Lake property
From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Marriott Residence Inn Ucf / Orlando East - Orlando
+1-888-788-5576
11651 University Blvd., Orlando, FL 32817 +1-888-788-5576 ~7.33 miles east of Winter Park
  • Has a pool!
  • Three Star property
From$159
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites East Orlando Ucf - Orlando
+1-888-897-9207
3450 Quadrangle Blvd., Orlando, FL 32817 +1-888-897-9207 ~7.45 miles east of Winter Park
  • Pool in hotel: Outdoor heated pool. 9:00AM - 10:00PM
  • Three Star Suburban hotel
From$99
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Towneplace Suites by Marriott Orlando Ucf
+1-888-311-4278
11801 High Tech Ave., Orlando, FL 32817 +1-888-311-4278 ~7.55 miles east of Winter Park
  • Pool available: Outdoor heated pool open from 7am-11pm
  • Affordable Suburban hotel
From$119
Very Good 4.0 /5 Read Reviews Call BookMore Details
Doubletree by Hilton Orlando East Ucf Area
+1-888-469-4795
12125 High Tech Ave., Orlando, FL 32817 +1-888-469-4795 ~7.76 miles east of Winter Park
  • Pool in hotel: Outdoor Pool
  • Four star Suburban property
From$69
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Developer Inn Downtown Orlando a Baymont by Wyndham
+1-888-734-9421
2500 33rd St., Orlando, FL 32839 +1-888-734-9421 ~7.88 miles southwest of Winter Park
  • Pool in hotel: Outdoor pool is open from 7am to 10pm daily.
  • Midscale Highway hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Orlando Ucf
+1-888-841-5292
11805 Research Pkwy., Orlando, FL 32826 +1-888-841-5292 ~8.04 miles east of Winter Park
  • Includes a pool: Outdoor swimming pool open from 9:00AM -9:00PM. Weather permitting.
  • 3 star Suburban property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Orlando Ucf Area : 3028 North Alafaya Trl
+1-888-455-5160
3028 North Alafaya Trl, Orlando, FL 32826 +1-888-455-5160 ~8.05 miles east of Winter Park
  • Pool details: 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.
  • Three Star Suburban hotel
From$99
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Quality Inn & Suites Ucf - Orlando
+1-888-965-8297
11639 East Colonial Dr., Orlando, FL 32817 +1-888-965-8297 ~8.15 miles east of Winter Park
  • Includes a pool: Outdoor From 9 am to dusk
  • Two-star Airport hotel
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Orlando East/UCF Area - Orlando
+1-888-906-6358
1959 North Alafaya Trl, Orlando, FL 32826 +1-888-906-6358 ~8.22 miles east of Winter Park
  • Pool in hotel: Outdoor pool open daily from dusk until dawn.
  • 3 star Suburban property
From$73
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Plus Orlando East- UCF Area 
+1-888-749-6785
12101 Challenger Pkwy., Orlando, FL 32826 +1-888-749-6785 ~8.22 miles east of Winter Park
  • Pool details: Outdoor pool. Open from 9:00am to 9:00pm.
  • Mid-scale Suburban hotel
From$62
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Orlando East Ucf Area in Orlando
+1-888-878-9982
1724 North Alafaya Trail, Orlando, FL 32826 +1-888-878-9982 ~8.24 miles east of Winter Park
  • Has swimming pool: Soak up some Florida Sun from our Outdoor Pool and seating area.
  • Mid-scale Suburban hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Orlando East / Ucf Area : 1949 North Alafaya Trail
+1-888-389-4485
1949 North Alafaya Trail, Orlando, FL 32826 +1-888-389-4485 ~8.27 miles east of Winter Park
  • Has swimming pool: Outdoor pool open daily from dusk until dawn.
  • Mid-scale Suburban property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites Orlando at Millenia : 3551 Millenia Blvd.
+1-888-389-4121
3551 Millenia Blvd., Orlando, FL 32839 +1-888-389-4121 ~8.81 miles southwest of Winter Park
  • Has a pool!
  • Cheap Suburban property
From$99
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Apopka : 238 South Line Dr.
+1-888-675-2083
238 South Line Dr., Apopka, FL 32703 +1-888-675-2083 ~8.88 miles northwest of Winter Park
  • Pool details: Outdoor Pool is open from 9.00 am to 10.00 pm
  • Three Star Golf Course hotel
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Orlando Apopka - Apopka
+1-800-716-8490
321 South Lake Cortez Dr., Apopka, FL 32703 +1-800-716-8490 ~8.96 miles northwest of Winter Park
  • Has swimming pool: 8 am - 10 pm Outdoor
  • Mid-scale Suburban hotel
From$90
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Ocoee East, an IHG Hotel : 7474 West Colonial Dr.
+1-800-805-5223
7474 West Colonial Dr., Orlando, FL 32818 +1-800-805-5223 ~9.38 miles west of Winter Park
  • Has a pool!
  • 3-star Suburban property
From$70
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Towneplace Suites by Marriott Orlando Airport
+1-888-965-1860
5530 Butler National Dr., Orlando, FL 32812 +1-888-965-1860 ~9.39 miles south of Winter Park
  • Includes a pool: Outdoor Pool
  • Low Cost Airport property
From$60
Average 3.0 /5 Review Score Call BookMore Details
Wingate by Wyndham Orlando Airport
+1-888-788-5576
5750 Hazeltine National Dr., Orlando, FL 32822 +1-888-788-5576 ~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
  • Three Star Airport property
From$62
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Renaissance Orlando Airport Hotel
+1-888-897-9207
5445 Forbes Place, Orlando, FL 32812 +1-888-897-9207 ~9.69 miles south of Winter Park
  • Has swimming pool: Pool outdoors 8am - 10pm hours open
  • Four star Airport hotel
From$83
Very Good 4.0 /5 Reviews Call BookMore Details
Hyatt Place Orlando Airport
+1-888-311-4278
5435 Forbes Place, Orlando, FL 32812 +1-888-311-4278 ~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 hotel
From$80
Very Good 4.0 /5 Review Score Call BookMore Details
Fairfield Inn by Marriott Orlando Airport : 7100 Augusta National Dr.
+1-888-469-4795
7100 Augusta National Dr., Orlando, FL 32822 +1-888-469-4795 ~9.77 miles south of Winter Park
  • Includes a pool: Outdoor
  • Three Star Airport hotel
From$70
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Country Inn & Suites Orlando Airport
+1-888-734-9421
5440 Forbes Pl, Orlando, FL 32812 +1-888-734-9421 ~9.78 miles south of Winter Park
  • Pool available: Outdoor Pool and hot tub open from 11a-11p
  • Low Cost Airport hotel
From$79
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Orlando International Airport - Orlando
+1-888-841-5292
5750 T.g. Lee Blvd., Orlando, FL 32822 +1-888-841-5292 ~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 Latest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Orlando Airport North - Orlando
+1-888-455-5160
7160 North Frontage Rd., Orlando, FL 32812 +1-888-455-5160 ~9.88 miles south of Winter Park
  • Pool details: Heated Pool and Jacuzzi, open dawn to dusk
  • Midscale Airport property
From$76
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Orlando International Airport, an IHG Hotel
+1-888-965-8297
7900 South Conway Rd., Orlando, FL 32812 +1-888-965-8297 ~9.92 miles south of Winter Park
  • Has swimming pool
  • Mid-scale Airport hotel
From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Staybridge Suites Orlando Airport South, an IHG Hotel
+1-888-906-6358
7450 Augusta National Dr., Orlando, FL 32822 +1-888-906-6358 ~10.02 miles south of Winter Park
  • Pool available: Outdoor pool, jacuzzi
  • Three Star Airport property
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Ramada Suites Orlando Airport : 7500 Augusta National Dr.
+1-888-749-6785
7500 Augusta National Dr., Orlando, FL 32822 +1-888-749-6785 ~10.08 miles south of Winter Park
  • Pool in hotel: 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 Review Score Call BookMore Details
Candlewood Suites Lake Mary An Ihg Hotel : 1130 Greenwood Blvd.
+1-888-878-9982
1130 Greenwood Blvd., Lake Mary, FL 32746 +1-888-878-9982 ~10.11 miles north of Winter Park
  • Has swimming pool: Outdoor pool with gazebo and 2 gas grills . Pool closes at 10pm
  • Three Star Downtown property
From$55
Average 3.0 /5 Latest Reviews Call BookMore Details
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