Find Hotels with a Pool in Winter Garden, FL

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Check availability on Winter Garden Hotels with a Pool

Tonight
Nov 6 - Nov 7
Tomorrow
Nov 7 - Nov 8
This weekend
Nov 7 - Nov 9
Next weekend
Nov 14 - Nov 16

Top Winter Garden Hotels with a Pool

Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
2.5 star property
  • Outdoor pool
  • Poolside bar
  • Pool loungers
9.4 out of 10, Exceptional, (4168)
Vibrant pool area welcomes families with comfortable loungers, refreshing drinks, and attentive bar service just minutes from Disney parks. Sports enthusiasts appreciate the basketball court while parents value the shallow pool section perfect for young swimmers.
The price is NT$3,465
NT$3,898 total
includes taxes & fees
Nov 23 - Nov 24
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Outdoor pool, a heated pool
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
3.5 star property
  • Outdoor pool
  • Poolside bar
  • Hot tub
9.0 out of 10, Wonderful, (2227)
Sparkling waters beckon at this hotel's expansive outdoor pool area, complete with a relaxing hot tub and convenient poolside bar. A complimentary shuttle whisks guests to theme parks while the freshly remodeled spaces provide a comfortable respite.
The price is NT$3,156
NT$3,550 total
includes taxes & fees
Dec 1 - Dec 2
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers
Home2 Suites by Hilton Orlando at Flamingo Crossings
Home2 Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
  • Outdoor pool
  • Pool loungers
9.2 out of 10, Wonderful, (4871)
Spacious rooms with full kitchens welcome families after exciting pool adventures with waterslides and sun loungers. Beyond the sparkling waters, guests enjoy firepit gatherings, a 24-hour fitness center with Peloton bikes, and complimentary theme park shuttles.
The price is NT$3,192
NT$3,591 total
includes taxes & fees
Nov 13 - Nov 14
Home2 Suites by Hilton Orlando at Flamingo Crossings
Outdoor pool, a heated pool
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
3.5 star property
  • Outdoor pool
  • Poolside bar
  • Hot tub
9.0 out of 10, Wonderful, (1611)
Swimmers splash in the spacious outdoor pool while others relax in the steaming hot tub nearby. A poolside bar serves cold drinks, creating a perfect retreat after park adventures. The hotel's complimentary Disney shuttle, breakfast buffet, and fitness center complete this family escape.
The price is NT$3,526
NT$3,967 total
includes taxes & fees
Nov 17 - Nov 18
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Exterior
Hilton Vacation Club Aqua Sol Orlando West
Hilton Vacation Club Aqua Sol Orlando West
4.0 star property
  • 2 outdoor pools
  • Poolside bar
  • Pool loungers
  • Hot tub
8.8 out of 10, Excellent, (4038)
Splash into aquatic bliss at a resort boasting multiple swimming options, from thrilling waterslides to tranquil pool loungers. Beyond water adventures, guests enjoy tennis courts, mini golf, paddle boats, and convenient poolside dining.
The price is NT$3,287
NT$4,568 total
includes taxes & fees
Nov 30 - Dec 1
Hilton Vacation Club Aqua Sol Orlando West
Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
3.0 star property
  • Outdoor pool
  • Poolside bar
  • Pool loungers
9.6 out of 10, Exceptional, (1942)
Sparkling waters beckon at this family-friendly retreat featuring an inviting outdoor pool complete with sun loungers and refreshing poolside bar service. Located just 10-15 minutes from Disney theme parks, this spotless hotel offers spacious accommodations with fully equipped kitchens.
The price is NT$3,655
NT$4,112 total
includes taxes & fees
Nov 23 - Nov 24
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers
Homewood Suites by Hilton Orlando at Flamingo Crossings
Homewood Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
  • Outdoor pool
  • Pool loungers
9.4 out of 10, Exceptional, (2047)
Splash into vacation bliss at the outdoor pool featuring an exciting waterslide and sun loungers for post-swim relaxation. Families appreciate the nearby theme park shuttle, on-site dining, and spacious suites with full kitchenettes.
The price is NT$3,440
NT$3,870 total
includes taxes & fees
Nov 16 - Nov 17
Homewood Suites by Hilton Orlando at Flamingo Crossings
Aerial view
The Grove Resort & Water Park Orlando
The Grove Resort & Water Park Orlando
4.0 star property
  • 6 outdoor pools
  • 3 poolside bars
  • Pool loungers
  • 2 hot tubs
8.0 out of 10, Very Good, (8683)
Flowing waters beckon from six outdoor pools, including a free water park with waterslide and lazy river. Cabanas provide shade while three poolside bars serve refreshing drinks between fishing excursions and arcade games.
The price is NT$5,104
NT$7,134 total
includes taxes & fees
Dec 2 - Dec 3
The Grove Resort & Water Park Orlando
Outdoor pool
Home2 Suites By Hilton Winter Garden
Home2 Suites By Hilton Winter Garden
3.0 star property
  • Outdoor pool
9.4 out of 10, Exceptional, (341)
Fitness enthusiasts appreciate this hotel's well-maintained outdoor pool and fully equipped fitness center. Spotlessly clean rooms with designer toiletries offer a peaceful retreat after enjoying the complimentary breakfast praised by travelers.
The price is NT$3,779
NT$4,252 total
includes taxes & fees
Nov 23 - Nov 24
Home2 Suites By Hilton Winter Garden
Outdoor pool
Monarch Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
Monarch Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
3.5 star property
  • Outdoor pool
The price is NT$4,176
NT$8,352 total
includes taxes & fees
Nov 9 - Nov 10
Monarch Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Winter Garden Hotel Reviews

Hyatt Regency Orlando

Hyatt Regency Orlando

10/10 Excellent
"Great, over-sized room...front desk, valet & bell service outstanding...conveniently located"
Ronald Ray 3-night trip
Posted 8 hours ago
Hyatt Regency Orlando

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Frequently asked questions

What's it like visiting Winter Garden?
If lounging by a pool is your idea of the perfect getaway, you might want to think about family-friendly Winter Garden, which has 23 places to stay with pools. During your trip, you can explore sights such as Universal Studios Florida and Universal Orlando Resort, and then relax and unwind poolside at one of the accommodations in Winter Garden that guests like for their pools.
What are some accommodations with pools in Winter Garden?
The Grove Resort & Water Park Orlando: Resort located near Flamingo Crossings Town Center. Features 6 outdoor pools, a children's pool, and free water-park access. Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center: Hotel steps from Flamingo Crossings Town Center. Offers buffet, an outdoor pool, and complimentary wireless internet access. Hilton Vacation Club Aqua Sol Orlando West: Hotel located near Flamingo Crossings Town Center. Provides 2 outdoor pools, a children's pool, and free water-park access. TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance: Hotel, 1-minute walk from Flamingo Crossings Town Center. Features a snack bar/deli, a pool, and buffet.
How many pool hotels are there in Winter Garden?
Expedia's 23 hotels in Winter Garden give you a great choice for your poolside getaway.
What is there to see and do in Winter Garden?
Explore places like Universal Studios Florida, Universal Orlando Resort, and Magic Kingdom® Park while you're in the area. Make a point to visit attractions like Lake Butler and Surfari Water Park. Winter Garden appeals to visitors with its array of dining options, fun-filled attractions, and major shopping area.
When is the best time to book a hotel with a pool in Winter Garden?
Taking into account the local weather in Winter Garden can help you maximize your time at the pool during your trip. The hottest months are usually August and July with an average temp of 82°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Garden are August, July, September, and June, with each month seeing an average of 9 inches of rainfall.