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

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
  • Pool details: Outdoor Heated, 9am - 9pm,
  • Midscale Downtown property
From$102
Very Good 4.0 /5 Guest Reviews 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 →
Doubletree by Hilton Hotel Orlando Downtown in Orlando
+1-888-675-2083
60 South Ivanhoe Blvd., Orlando, FL 32804 ~3.68 miles southwest of Winter Park
  • Pool available: Pool access available from 8:00 AM to 10:00 PM
  • High end Downtown hotel
From$75
Average 3.5 /5 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Orlando-Maitland : 290 Southhall Lane
+1-800-716-8490
290 Southhall Lane, Maitland, FL 32751 ~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
Sheraton Orlando North
+1-800-805-5223
600 North Lake Destiny Rd., Maitland, FL 32751 ~3.84 miles northwest of Winter Park
  • Pool available: Outdoor Pool with water feature and jacuzzi.
  • Affordable Suburban property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Orlando Downtown
+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
  • Midscale Downtown property
From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Orlando Downtown : 401 a North Magnolia Ave.
+1-888-788-5576
401 a North Magnolia Ave., Orlando, FL 32801 ~4.22 miles southwest of Winter Park
  • Includes a pool: Rooftop Outdoor Pool Area
  • 3 star Downtown hotel
From$69
Very Good 4.0 /5 Reviews Call BookMore Details
Crowne Plaza Orlando Downtown in Orlando
+1-888-897-9207
304 West Colonial Dr., Orlando, FL 32801 ~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
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Orlando Altamonte Springs / Maitland in Orlando
+1-888-311-4278
1750 Pembrook Dr., Orlando, FL 32810 ~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.
  • Affordable Suburban property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Marriott Orlando Downtown
+1-888-469-4795
400 West Livingston St., Orlando, FL 32801 ~4.54 miles southwest of Winter Park
  • Pool in hotel: 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 Latest 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
  • 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.
  • 3-star Suburban property
From$85
Average 3.5 /5 Latest Reviews Call BookMore Details
Baymont by Wyndham Orlando East in Orlando
+1-888-841-5292
8750 East Colonial Dr., Orlando, FL 32817 ~4.88 miles east of Winter Park
  • Pool details: 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
+1-888-455-5160
500 South Orange Ave., Orlando, FL 32801 ~4.96 miles southwest of Winter Park
  • Pool details: 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 hotel
From$88
Very Good 4.0 /5 Latest 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
  • Has swimming 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.
  • Mid-scale Suburban property
Springhill Suites by Marriott Orlando Altamonte Springs
+1-888-906-6358
205 West State Rd. 436, Altamonte Springs, FL 32714 ~5.40 miles northwest of Winter Park
  • Has swimming pool: Indoor pool
  • Three Star Suburban hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
Residence Inn Orlando Altamonte Springs / Maitland : 270 Douglas Ave.
+1-888-749-6785
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 Reviews 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 →
Altamonte Springs Hotel & Suites
+1-888-878-9982
450 Douglas Ave., Altamonte Springs, FL 32714 ~5.69 miles northwest of Winter Park
  • Includes a pool
  • Three Star Suburban property
From$40
Average 3.0 /5 Read Reviews Call BookMore Details
Baymont by Wyndham Orlando Downtown
+1-888-389-4485
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.
  • Low Cost Downtown property
From$49
Average 3.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Orlando East / Ucf Area : 3420 Lake Lynda Dr.
+1-888-389-4121
3420 Lake Lynda Dr., Orlando, FL 32817 ~7.07 miles east of Winter Park
  • Pool available: Outdoor Pool Overlooking Lake Lynda, with patio featuring gas grills and a fire pit.
  • Midscale Suburban property
From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Marriott Residence Inn Ucf / Orlando East
+1-888-675-2083
11651 University Blvd., Orlando, FL 32817 ~7.33 miles east of Winter Park
  • With a pool!
  • 3-star hotel
From$159
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites East Orlando Ucf in Orlando
+1-800-716-8490
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 Review Score Call BookMore Details
Towneplace Suites by Marriott Orlando Ucf : 11801 High Tech Ave.
+1-800-805-5223
11801 High Tech Ave., Orlando, FL 32817 ~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 Reviews Call BookMore Details
Courtyard Marriott Orlando East Ucf
+1-888-965-1860
12000 Collegiate Way, Orlando, FL 32817 ~7.68 miles east of Winter Park
  • Pool in hotel: Outdoor, heated pool and hot tub 6am - 11pm
  • Midscale Suburban property
From$79
Average 3.5 /5 Review Score Call BookMore Details
DoubleTree by Hilton Hotel Orlando East - UCF Area : 12125 High Tech Ave.
+1-888-788-5576
12125 High Tech Ave., Orlando, FL 32817 ~7.76 miles east of Winter Park
  • Pool details: Outdoor Pool
  • Expensive Suburban hotel
From$69
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Baymont by Wyndham Orlando North Millenia
+1-888-897-9207
2500 33rd St., Orlando, FL 32839 ~7.88 miles southwest of Winter Park
  • Includes a pool: Outdoor pool is open from 7am to 10pm daily.
  • Economy Highway property
La Quinta Inn & Suites by Wyndham Orlando Ucf : 11805 Research Pkwy.
+1-888-311-4278
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.
  • Affordable Suburban hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Orlando Ucf Area
+1-888-469-4795
3028 North Alafaya Trl, Orlando, FL 32826 ~8.05 miles east of Winter Park
  • Pool in hotel: 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.
  • Mid-scale Suburban hotel
From$99
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Quality Inn & Suites Orlando East Ucf Area - Orlando
+1-888-734-9421
11639 East Colonial Dr., Orlando, FL 32817 ~8.15 miles east of Winter Park
  • Has swimming pool: Outdoor From 9 am to dusk
  • Midscale Airport property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Plus Orlando East- UCF Area in Orlando
+1-888-841-5292
12101 Challenger Pkwy., Orlando, FL 32826 ~8.22 miles east of Winter Park
  • Pool in hotel: Sparkling outdoor pool opened daily sunrise to sunset.
  • Mid-scale Suburban hotel
From$62
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Orlando East : 1724 North Alafaya Trail
+1-888-455-5160
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.
  • 3-star Suburban hotel
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites Orlando at Millenia in Orlando
+1-888-965-8297
3551 Millenia Blvd., Orlando, FL 32839 ~8.81 miles southwest of Winter Park
  • Has swimming pool
  • Two star Suburban property
From$99
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Orlando Apopka by IHG
+1-888-906-6358
238 South Line Dr., Apopka, FL 32703 ~8.88 miles northwest of Winter Park
  • Has swimming pool: Outdoor Pool is open from 9.00 am to 10.00 pm
  • 3 star Golf Course hotel
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Orlando East Ucf in Orlando
+1-888-749-6785
12250 East Colonial Dr., Orlando, FL 32826 ~8.89 miles east of Winter Park
  • Pool available: Out door pool.
  • Three Star Suburban hotel
From$120
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Orlando Apopka : 321 South Lake Cortez Dr.
+1-888-878-9982
321 South Lake Cortez Dr., Apopka, FL 32703 ~8.98 miles northwest of Winter Park
  • Includes a pool: 9 am - 10 pm Outdoor
  • Mid-scale Suburban property
From$99
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Towneplace Suites by Marriott Orlando Airport
+1-888-389-4485
5530 Butler National Dr., Orlando, FL 32812 ~9.39 miles south of Winter Park
  • Pool available: Outdoor Pool
  • Three Star Airport property
From$79
Average 3.0 /5 Read Reviews Call BookMore Details
Wingate by Wyndham Orlando Airport : 5750 Hazeltine National Dr.
+1-888-389-4121
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 Guest Reviews Call BookMore Details
Renaissance Orlando Airport Hotel : 5445 Forbes Place
+1-888-675-2083
5445 Forbes Place, Orlando, FL 32812 ~9.69 miles south of Winter Park
  • Pool available: Pool outdoors 8am - 10pm hours open
  • High-end Airport property
From$83
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hyatt Place Orlando Airport in Orlando
+1-800-716-8490
5435 Forbes Place, Orlando, FL 32812 ~9.69 miles south of Winter Park
  • Includes a pool: 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 hotel
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn Orlando Airport in Orlando
+1-800-805-5223
7100 Augusta National Dr., Orlando, FL 32822 ~9.77 miles south of Winter Park
  • Has swimming pool: Outdoor
  • Mid-scale Airport property
From$70
Very Good 4.0 /5 Reviews Call BookMore Details
Country Inn & Suites by Radisson Orlando Airport Fl
+1-888-965-1860
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
  • Inexpensive Airport property
From$70
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Orlando International Airport
+1-888-788-5576
5750 T.g. Lee Blvd., Orlando, FL 32822 ~9.80 miles south of Winter Park
  • Has swimming pool: Outdoor Heated Pool 6 am to 11 pm daily
  • 3 star Airport property
From$64
Average 3.5 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Orlando Airport : 7155 North Frontage Rd.
+1-888-897-9207
7155 North Frontage Rd., Orlando, FL 32812 ~9.85 miles south of Winter Park
  • Includes a pool
  • Three Star Airport hotel
From$70
Very Good 4.0 /5 Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Orlando Airport North
+1-888-311-4278
7160 North Frontage Rd., Orlando, FL 32812 ~9.88 miles south of Winter Park
  • Pool available: Heated Pool and Jacuzzi, open dawn to dusk
  • 3-star Airport hotel
From$92
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Orlando Airport
+1-888-469-4795
5425 Gateway Village Circle, Orlando, FL 32812 ~9.96 miles south of Winter Park
  • Pool details: Outdoor pool open from sunrise to sunset. BBQ grilling area also available.
  • Affordable Airport property
From$78
Very Good 4.0 /5 Review Score Call BookMore Details
Ramada Suites Orlando Airport : 7500 Augusta National Dr.
+1-888-734-9421
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
  • 3 star Airport hotel
From$58
Very Good 4.0 /5 Reviews Call BookMore Details
Candlewood Suites Lake Mary An Ihg Hotel - Lake Mary
+1-888-841-5292
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
  • Mid-scale Downtown property
From$55
Average 3.0 /5 Latest Reviews Call BookMore Details
Sheraton Suites Orlando Airport
+1-888-455-5160
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.
  • Four-star Airport hotel
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Marriott Orlando Airport Lakeside
+1-888-965-8297
7499 Augusta National Dr., Orlando, FL 32822 ~10.13 miles south of Winter Park
  • Includes a swimming pool
  • Four star Airport property
From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Cambria Hotel Orlando Airport in Orlando
+1-888-906-6358
7986 South Conway Rd., Orlando, FL 32812 ~10.16 miles south of Winter Park
  • Pool in hotel: Outdoor Pool
  • Mid-scale Airport hotel
From$99
Poor 2.0 /5 Reviews Call BookMore Details
La Quinta Inn by Wyndham Orlando Airport West in Orlando
+1-888-749-6785
7931 Daetwyler Dr., Orlando, FL 32812 ~10.17 miles south of Winter Park
  • Has swimming pool: Enjoy our sparkling outdoor pool. Hours may vary.
  • Mid-scale Suburban property
From$59
Average 3.0 /5 Hotel Reviews Call BookMore Details
Sonesta Essential Orlando
+1-888-878-9982
8101 Aircenter Court, Orlando, FL 32809 ~10.34 miles south of Winter Park
  • Pool details: 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 Latest Reviews Call BookMore Details

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