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Winter Park Hotels with Outdoor or Indoor Pools

Comfort Suites Downtown Orlando
+1-888-389-4121
2416 North Orange Ave., Orlando, FL 32804 ~2.73 miles southwest of Winter Park
  • Includes a pool: Outdoor Heated, 9am - 9pm,
  • Midscale Downtown property
From$102
Very Good 4.0 /5 Reviews Call BookMore Details
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Quality Inn + Suites in Orlando
+1-888-675-2083
626 Lee Rd., Orlando, FL 32810 ~2.99 miles west of Winter Park
  • Pool details: Open 24 hours Outdoor pool with large sundeck
  • Three Star Downtown property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Orlando-Maitland
+1-800-716-8490
290 Southhall Lane, Maitland, FL 32751 ~3.81 miles northwest of Winter Park
  • Has swimming pool: Dawn to Dusk/Outside
  • 3 star Downtown hotel
From$107
Very Good 4.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott Orlando Downtown : 680 North Orange Ave.
+1-800-805-5223
680 North Orange Ave., Orlando, FL 32801 ~4.06 miles southwest of Winter Park
  • Pool available: 6am - 11pm Indoor Pool
  • Mid-scale Downtown property
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Orlando Downtown : 401 a North Magnolia Ave.
+1-888-965-1860
401 a North Magnolia Ave., Orlando, FL 32801 ~4.22 miles southwest of Winter Park
  • Pool available: Rooftop Outdoor Pool Area
  • Mid-scale Downtown property
From$69
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Crowne Plaza Orlando Downtown
+1-888-788-5576
304 West Colonial Dr., Orlando, FL 32801 ~4.23 miles southwest of Winter Park
  • Has swimming pool: Outdoor heated pool & spa open from 7:00am to 11:00pm daily.
  • 3-star Downtown property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Orlando Altamonte Springs/Maitland
+1-888-897-9207
1750 Pembrook Dr., Orlando, FL 32810 ~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 Latest Reviews Call BookMore Details
Hilton Orlando / Altamonte Springs
+1-888-311-4278
350 South Northlake Blvd., Altamonte Springs, FL 32701 ~4.77 miles northwest of Winter Park
  • Has swimming pool: The Hilton Orlando/Altamonte Springs offers a beautiful outdoor heated pool and relaxation deck. The pool is open from 8AM-11PM daily.
  • Midscale Suburban hotel
From$85
Average 3.5 /5 Guest Reviews Call BookMore Details
Best Western Orlando East Inn & Suites in Orlando
+1-888-469-4795
8750 East Colonial Dr., Orlando, FL 32817 ~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 .
  • Low-priced Downtown hotel
From$38
Average 3.0 /5 Latest Reviews Call BookMore Details
Aloft Orlando Downtown - Orlando
+1-888-734-9421
500 South Orange Ave., Orlando, FL 32801 ~4.96 miles southwest of Winter Park
  • Pool available: Outdoor heated pool, open until 8PM
  • 3-star Downtown property
From$88
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
The Eo Inn - Downtown
+1-888-841-5292
227 North Eola Dr., Orlando, FL 32801 ~4.16 miles southwest of Winter Park
  • Includes a pool
  • 3-star Downtown hotel
From$99
Average 3.0 /5 Hotel Reviews Call BookMore Details
Grand Bohemian Hotel Orlando - Orlando
+1-888-455-5160
325 South Orange Ave., Orlando, FL 32801 ~4.83 miles southwest of Winter Park
  • Has swimming pool
  • Four-star Downtown property
From$200
Average 3.0 /5 Guest Reviews Call BookMore Details
Developer Inn Orlando North a Baymont by Wyndham
+1-888-965-8297
235 Wymore Rd., Altamonte Springs, FL 32714 ~5.12 miles northwest of Winter Park
  • Has swimming pool: Brand new, renovated pool. Open daily: Dawn to Dusk
  • 3-star Highway property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Orlando West
+1-888-906-6358
2014 West Colonial Dr., Orlando, FL 32804 ~5.21 miles southwest of Winter Park
  • Includes a pool: Outdoor Pool Hour: 9:00 a.m. to 10:00 p.m.
  • Affordable Suburban hotel
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Inn & Suites Altamonte Springs Orlando North : 150 South Westmonte Dr.
+1-888-749-6785
150 South Westmonte Dr., Altamonte Springs, FL 32714 ~5.34 miles northwest of Winter Park
  • Includes a pool: Seasonal Outdoor Pool
  • Economical Highway property
From$44
Average 3.0 /5 Reviews Call BookMore Details
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TownePlace Suites by Marriott Orlando Altamonte Springs/Maitland : 151 Douglas Ave.
+1-888-878-9982
151 Douglas Ave., Altamonte Springs, FL 32714 ~5.36 miles northwest of Winter Park
  • Pool available: 9:00am-10:00pm daily
  • Affordable Highway property
From$99
Average 3.0 /5 Recent Reviews Call BookMore Details
Springhill Suites by Marriott Orlando Altamonte Springs
+1-888-389-4485
205 West State Rd. 436, Altamonte Springs, FL 32714 ~5.41 miles northwest of Winter Park
  • Pool in hotel: Indoor pool
  • Affordable Suburban hotel
From$68
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Residence Inn Orlando Altamonte Springs / Maitland : 270 Douglas Ave.
+1-888-389-4121
270 Douglas Ave., Altamonte Springs, FL 32714 ~5.44 miles northwest of Winter Park
  • Pool details: 9am-10pm Outdoor.
  • Mid-scale Suburban hotel
From$94
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Mainstay Suites Orlando Altamonte Springs
+1-888-675-2083
644 Raymond Ave., Altamonte Springs, FL 32701 ~5.85 miles northwest of Winter Park
  • Pool details: Outdoor Pool
  • Two-star Suburban hotel
From$40
Average 3.0 /5 Reviews Call BookMore Details
Quality Inn & Suites Downtown
+1-800-716-8490
3956 West Colonial Dr., Orlando, FL 32808 ~6.31 miles southwest of Winter Park
  • Pool available: Our Outdoor pool is open from 9 AM to 8 PM daily.
  • Economy Downtown hotel
From$60
Average 3.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Orlando East / Ucf Area
+1-800-805-5223
3420 Lake Lynda Dr., Orlando, FL 32817 ~7.07 miles east of Winter Park
  • Pool available: Outdoor Pool Overlooking Lake Lynda
  • Three Star Lake property
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Marriott Residence Inn Ucf / Orlando East : 11651 University Blvd.
+1-888-965-1860
11651 University Blvd., Orlando, FL 32817 ~7.33 miles east of Winter Park
  • Has swimming pool
  • Three Star property
From$159
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites East Orlando Ucf : 3450 Quadrangle Blvd.
+1-888-788-5576
3450 Quadrangle Blvd., Orlando, FL 32817 ~7.45 miles east of Winter Park
  • Pool available: Outdoor heated pool. 9:00AM - 10:00PM
  • 3 star Suburban hotel
From$99
Very Good 4.5 /5 Reviews Call BookMore Details
Towneplace Suites by Marriott Orlando Ucf
+1-888-897-9207
11801 High Tech Ave., Orlando, FL 32817 ~7.55 miles east of Winter Park
  • Pool in hotel: Outdoor heated pool open from 7am-11pm
  • Midscale Suburban property
From$119
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Doubletree by Hilton Orlando East Ucf Area - Orlando
+1-888-311-4278
12125 High Tech Ave., Orlando, FL 32817 ~7.76 miles east of Winter Park
  • Includes a pool: Outdoor Pool
  • Expensive Suburban hotel
From$69
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Developer Inn Downtown Orlando a Baymont by Wyndham in Orlando
+1-888-469-4795
2500 33rd St., Orlando, FL 32839 ~7.88 miles southwest of Winter Park
  • Pool in hotel: Outdoor pool is open from 7am to 10pm daily.
  • Three Star Highway hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Orlando Ucf
+1-888-734-9421
11805 Research Pkwy., Orlando, FL 32826 ~8.04 miles east of Winter Park
  • Pool details: Outdoor swimming pool open from 9:00AM -9:00PM. Weather permitting.
  • 3 star Suburban property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Orlando Ucf Area - Orlando
+1-888-841-5292
3028 North Alafaya Trl, Orlando, FL 32826 ~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.
  • 3 star Suburban hotel
From$99
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Quality Inn & Suites Ucf
+1-888-455-5160
11639 East Colonial Dr., Orlando, FL 32817 ~8.15 miles east of Winter Park
  • Pool details: Outdoor From 9 am to dusk
  • Low-priced Airport property
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Orlando East/UCF Area - Orlando
+1-888-965-8297
1959 North Alafaya Trl, Orlando, FL 32826 ~8.22 miles east of Winter Park
  • Pool in hotel: Outdoor pool open daily from dusk until dawn.
  • 3-star Suburban hotel
From$73
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Plus Orlando East- UCF Area - Orlando
+1-888-906-6358
12101 Challenger Pkwy., Orlando, FL 32826 ~8.22 miles east of Winter Park
  • Pool details: Outdoor pool. Open from 9:00am to 9:00pm.
  • 3 star Suburban property
From$62
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Orlando East Ucf Area in Orlando
+1-888-749-6785
1724 North Alafaya Trail, Orlando, FL 32826 ~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 Recent Reviews Call BookMore Details
Hilton Garden Inn Orlando East / Ucf Area - Orlando
+1-888-878-9982
1949 North Alafaya Trail, Orlando, FL 32826 ~8.27 miles east of Winter Park
  • Pool available: Outdoor pool open daily from dusk until dawn.
  • 3 star Suburban property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites Orlando at Millenia in Orlando
+1-888-389-4485
3551 Millenia Blvd., Orlando, FL 32839 ~8.81 miles southwest of Winter Park
  • We have a pool ready for use
  • Economical Suburban hotel
From$99
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Apopka : 238 South Line Dr.
+1-888-389-4121
238 South Line Dr., Apopka, FL 32703 ~8.88 miles northwest of Winter Park
  • Pool in hotel: Outdoor Pool is open from 9.00 am to 10.00 pm
  • Midscale Golf Course hotel
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Orlando Apopka in Apopka
+1-888-675-2083
321 South Lake Cortez Dr., Apopka, FL 32703 ~8.96 miles northwest of Winter Park
  • Pool available: 8 am - 10 pm Outdoor
  • Mid-scale Suburban hotel
From$90
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Ocoee East, an IHG Hotel
+1-800-716-8490
7474 West Colonial Dr., Orlando, FL 32818 ~9.38 miles west of Winter Park
  • We have a pool ready for use
  • Three Star Suburban property
From$70
Very Good 4.0 /5 Read Reviews Call BookMore Details
Towneplace Suites by Marriott Orlando Airport : 5530 Butler National Dr.
+1-800-805-5223
5530 Butler National Dr., Orlando, FL 32812 ~9.39 miles south of Winter Park
  • Pool in hotel: Outdoor Pool
  • Low Cost Airport hotel
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Wingate by Wyndham Orlando Airport : 5750 Hazeltine National Dr.
+1-888-965-1860
5750 Hazeltine National Dr., Orlando, FL 32822 ~9.64 miles south of Winter Park
  • Includes a pool: Regular pool hours 10am- 10pm Pool is currently closed until further notice due to COVID19 restrictions
  • Three Star Airport hotel
From$62
Very Good 4.0 /5 Read Reviews Call BookMore Details
Renaissance Orlando Airport Hotel - Orlando
+1-888-788-5576
5445 Forbes Place, Orlando, FL 32812 ~9.69 miles south of Winter Park
  • Has swimming pool: Pool outdoors 8am - 10pm hours open
  • Expensive Airport hotel
From$83
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hyatt Place Orlando Airport - Orlando
+1-888-897-9207
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.
  • 3-star Airport property
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn by Marriott Orlando Airport in Orlando
+1-888-311-4278
7100 Augusta National Dr., Orlando, FL 32822 ~9.77 miles south of Winter Park
  • Pool available: Outdoor
  • 3 star Airport hotel
From$70
Very Good 4.0 /5 Review Score Call BookMore Details
Country Inn & Suites Orlando Airport
+1-888-469-4795
5440 Forbes Pl, Orlando, FL 32812 ~9.78 miles south of Winter Park
  • Has swimming pool: Outdoor Pool open from 11a-11p
  • 2 star Airport hotel
From$79
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Orlando International Airport : 5750 T.g. Lee Blvd.
+1-888-734-9421
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 Guest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Orlando Airport North
+1-888-841-5292
7160 North Frontage Rd., Orlando, FL 32812 ~9.88 miles south of Winter Park
  • Pool in hotel: Heated Pool and Jacuzzi, open dawn to dusk
  • 3 star Airport hotel
From$76
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Orlando International Airport, an IHG Hotel - Orlando
+1-888-455-5160
7900 South Conway Rd., Orlando, FL 32812 ~9.92 miles south of Winter Park
  • Our hotel comes with a pool
  • 3-star Airport property
From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Staybridge Suites Orlando Airport South, an IHG Hotel
+1-888-965-8297
7450 Augusta National Dr., Orlando, FL 32822 ~10.02 miles south of Winter Park
  • Pool in hotel: Outdoor pool, jacuzzi
  • Midscale Airport property
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Ramada Suites Orlando Airport
+1-888-906-6358
7500 Augusta National Dr., Orlando, FL 32822 ~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
  • Affordable Airport hotel
From$58
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Candlewood Suites Lake Mary An Ihg Hotel
+1-888-749-6785
1130 Greenwood Blvd., Lake Mary, FL 32746 ~10.11 miles north of Winter Park
  • Pool details: Outdoor pool with gazebo and 2 gas grills . Pool closes at 10pm
  • Affordable Downtown hotel
From$55
Average 3.0 /5 Guest Reviews Call BookMore Details
Sheraton Suites Orlando Airport
+1-888-878-9982
7550 Augusta National Dr., Orlando, FL 32822 ~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.
  • Expensive Airport hotel
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details

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