Winter Garden Hotels with Swimming Pool
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30 Aug - 31 AugTomorrow
31 Aug - 1 SeptNext weekend
4 Sept - 6 SeptIn two weeks
11 Sept - 13 SeptOur top choices for Winter Garden hotels with a pool
1. Home2 Suites by Hilton Orlando at Flamingo Crossings
Home2 Suites by Hilton Orlando at Flamingo CrossingsBay Lake
- Splash into holiday mode at this family resort featuring a sun-soaked pool area and thrilling waterslide.
RM376
RM423 total
includes taxes & fees
9 Sept - 10 Sept
2. Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Residence Inn by Marriott Orlando Flamingo Crossing/Western EntranceBay Lake
- Sun-soaked pool sanctuary with poolside bar offers leisurely holiday escape in a serene setting.
RM318
RM358 total
includes taxes & fees
15 Sept - 16 Sept
3. Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town CenterBay Lake
- Splash into endless fun with an outdoor pool and sunny loungers just steps from Disney magic.
RM376
RM423 total
includes taxes & fees
7 Sept - 8 Sept
4. SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western EntranceBay Lake
- Heated outdoor pool paradise with hot tub sanctuary offers the perfect retreat after exploring nearby Disney theme parks.
RM315
RM355 total
includes taxes & fees
2 Sept - 3 Sept
5. TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western EntranceBay Lake
- Dive into this heated outdoor oasis with poolside bar service, minutes from Disney parks and offering daily theme park shuttles.
RM373
RM420 total
includes taxes & fees
1 Sept - 2 Sept
6. Home2 Suites By Hilton Winter Garden
Home2 Suites By Hilton Winter GardenWinter Garden
- Sunny poolside retreats at the heart of Winter Garden offer a cool oasis after exploring.
RM429
RM483 total
includes taxes & fees
6 Sept - 7 Sept
7. Homewood Suites by Hilton Orlando at Flamingo Crossings
Homewood Suites by Hilton Orlando at Flamingo CrossingsBay Lake
- Dive into poolside bliss with loungers and a thrilling waterslide at this spotless Orlando retreat.
RM442
RM498 total
includes taxes & fees
9 Sept - 10 Sept
8. Hilton Vacation Club Aqua Sol Orlando West
Hilton Vacation Club Aqua Sol Orlando WestWinter Garden
- Splash into family fun with 2 outdoor pools and a free water park at this Disney-adjacent resort.
RM380
RM540 total
includes taxes & fees
7 Sept - 8 Sept
View all properties
Hotels with pools and free breakfast in Winter Garden
Home2 Suites by Hilton Orlando at Flamingo Crossings
Home2 Suites by Hilton Orlando at Flamingo CrossingsBay Lake
RM376
RM423 total
includes taxes & fees
9 Sept - 10 Sept
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town CenterBay Lake
RM376
RM423 total
includes taxes & fees
7 Sept - 8 Sept
Homewood Suites by Hilton Orlando at Flamingo Crossings
Homewood Suites by Hilton Orlando at Flamingo CrossingsBay Lake
RM442
RM498 total
includes taxes & fees
9 Sept - 10 Sept
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western EntranceBay Lake
RM315
RM355 total
includes taxes & fees
2 Sept - 3 Sept
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Residence Inn by Marriott Orlando Flamingo Crossing/Western EntranceBay Lake
RM318
RM358 total
includes taxes & fees
15 Sept - 16 Sept
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western EntranceBay Lake
RM373
RM420 total
includes taxes & fees
1 Sept - 2 Sept
RM429
RM483 total
includes taxes & fees
6 Sept - 7 Sept
Hotels with pools and hot tubs in Winter Garden
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western EntranceBay Lake
RM315
RM355 total
includes taxes & fees
2 Sept - 3 Sept
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western EntranceBay Lake
RM373
RM420 total
includes taxes & fees
1 Sept - 2 Sept
RM680
RM987 total
includes taxes & fees
1 Sept - 2 Sept
RM380
RM540 total
includes taxes & fees
7 Sept - 8 Sept
Upstay Large Family Condo w Pool Sauna
Upstay Large Family Condo w Pool SaunaWinter Garden
RM327
RM1,076 total
includes taxes & fees
8 Sept - 9 Sept
4-star hotels with pools in Winter Garden
RM680
RM987 total
includes taxes & fees
1 Sept - 2 Sept
RM380
RM540 total
includes taxes & fees
7 Sept - 8 Sept
Upstay: 3BR Family Condo w Pool & Sauna
Upstay: 3BR Family Condo w Pool & SaunaWinter Garden
RM463
RM1,195 total
includes taxes & fees
4 Sept - 5 Sept
RM278
RM987 total
includes taxes & fees
1 Sept - 2 Sept
Modern 3BR Resort Condo With Pool Near Disney
Modern 3BR Resort Condo With Pool Near DisneyWinter Garden
RM318
RM1,032 total
includes taxes & fees
8 Sept - 9 Sept
Upstay - Large Condo w Pool, Sauna, Gym
Upstay - Large Condo w Pool, Sauna, GymWinter Garden
RM350
RM978 total
includes taxes & fees
1 Sept - 2 Sept
Upstay: Resort Style Condo w Pool, Sauna
Upstay: Resort Style Condo w Pool, SaunaWinter Garden
RM366
RM996 total
includes taxes & fees
2 Sept - 3 Sept
Pet-friendly Resort Getaway With Patio and Pool
Pet-friendly Resort Getaway With Patio and PoolWinter Garden
RM302
RM924 total
includes taxes & fees
1 Sept - 2 Sept
Upstay Modern 2BR Condo Near Disney
Upstay Modern 2BR Condo Near DisneyWinter Garden
RM342
RM969 total
includes taxes & fees
2 Sept - 3 Sept
Family Fun Condo Pool and Sauna Near Disney
Family Fun Condo Pool and Sauna Near DisneyWinter Garden
RM334
RM960 total
includes taxes & fees
1 Sept - 2 Sept
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 propertiesTop Winter Garden Hotel Reviews
Walt Disney World Dolphin
10/10 Excellent
"I had a great stay at the Dolphin Hotel! The beds were very comfortable, and the room had a great view that made the stay even more enjoyable. The staff was helpful, friendly, and made the overall experience easy and pleasant. The hotel was a great place to relax after a long day, and I really appreciated the comfort and atmosphere. Everything about my stay was positive, and I would definitely consider staying here again in the future. Overall, I had a wonderful experience at the Dolphin Hotel and would happily recommend it to anyone looking for a comfortable stay with great views and helpful staff. I would absolutely stay here again!"
Holiday Inn Resort Orlando Suites - Waterpark by IHG
10/10 Excellent
"La propiedad está bien necesita un poco de mantenimiento sobre todo los ascensores y áreas públicas por lo demás muy bien ,,,"
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
10/10 Excellent
"Perfect"
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
10/10 Excellent
"Clean and amazing place the staff was incredible"
Westgate Lakes Resort & Spa Universal Studios Area
10/10 Excellent
"Deberían tener los parques de agua incluido"
Hyatt Regency Orlando International Airport
10/10 Excellent
"Very cool hotel integrated with the airport lobby. Nice rooms. Very conference-esque. Good restaurant McCoys was open late to serve us dinner. We stayed here before our cruise. Room was clean and spacious. Cool motion floor lights when you get up in the middle of the night. Highly recommended."