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Hotels with Swimming Pools in Windermere

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Check availability on Windermere Hotels with Swimming Pools

Tonight
2 Oct - 3 Oct
Tomorrow
3 Oct - 4 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Windermere hotels with a pool

1. Wyndham Garden Orlando Universal / I Drive

Wyndham Garden Orlando Universal / I Drive
International Drive District
  • Sparkling pool sanctuary in Orlando offers sun-soaked relaxation near Universal, complete with loungers for all-day enjoyment.
S$125
includes taxes & fees
5 Oct - 6 Oct
Wyndham Garden Orlando Universal / I Drive

2. DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando
Florida Center
  • Splash into Florida sunshine at the entrance to Universal Orlando with a poolside cocktail and refreshing hot tub.
S$133
includes taxes & fees
1 Nov - 2 Nov
DoubleTree by Hilton at the Entrance to Universal Orlando

3. DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
International Drive District
  • Splash into fun at this Orlando oasis with pool cabanas, a hot tub, and a poolside bar.
S$91
includes taxes & fees
26 Oct - 27 Oct
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

4. Hampton Inn closest to Universal Orlando

Hampton Inn closest to Universal Orlando
Florida Center
  • Dive into poolside serenity at this Orlando hotel, where sun-drenched relaxation awaits just minutes from Universal Studios.
S$112
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn closest to Universal Orlando

5. Holiday Inn Orlando International Dr-ICON by IHG

Holiday Inn Orlando International Dr-ICON by IHG
International Drive District
  • Refreshing outdoor pool beckons with sun loungers and umbrellas, steps away from ICON Park and exciting Orlando attractions.
S$124
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Orlando International Dr-ICON by IHG

6. Wingate by Wyndham Convention Ctr Closest Universal Orlando

Wingate by Wyndham Convention Ctr Closest Universal Orlando
Florida Center
  • Splash into Universal thrills at this hotel with a sun-drenched pool and cosy loungers.
S$143
includes taxes & fees
6 Oct - 7 Oct
Wingate by Wyndham Convention Ctr Closest Universal Orlando

7. Hilton Garden Inn Millenia near Universal Orlando Resort

Hilton Garden Inn Millenia near Universal Orlando Resort
Florida Center
  • Seasonal poolside bliss awaits at this art deco hotel near Florida's shopping hubs and local attractions.
S$114
includes taxes & fees
1 Nov - 2 Nov
Hilton Garden Inn Millenia near Universal Orlando Resort

8. Cambria Hotel Orlando Universal Blvd

Cambria Hotel Orlando Universal Blvd
International Drive District
  • Dive into sun-soaked holiday bliss at the rooftop pool, offering beautiful panoramic views and a vibrant poolside bar scene.
S$132
includes taxes & fees
18 Oct - 19 Oct
Cambria Hotel Orlando Universal Blvd

9. Rosen Shingle Creek

Rosen Shingle Creek
Orlando
  • Swim in luxury with four sparkling pools and poolside cabanas at this golf resort haven.
S$151
includes taxes & fees
17 Oct - 18 Oct
Rosen Shingle Creek

10. Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center
International Drive District
  • Splash into ultimate holiday vibes at this Orlando oasis featuring a family-friendly pool paradise just steps from your room.
S$110
includes taxes & fees
27 Oct - 28 Oct
Wyndham I-Drive Avanti Resort & Conference Center
View all properties

Choose what matters most at hotels with a pool in Windermere

Breakfast included
4 stars
Hot tub
5 stars
Spa

Top Windermere Hotel Reviews

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

10/10 Excellent
"I loved that somebody was smart enough to put a hotel in an airport. It was clean. It was peaceful. It was convenient. I wish every airport had a hotel like that."
Rachel 1-night trip
Posted less than an hour ago
Hyatt Regency Orlando International Airport
DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

8/10 Good
"Older building but well kept. Very friendly, best location and amazing pool. Musty damp smell on the 9th floor and no ventilation in the bathroom. Made for a hot and muggy bathroom."
Kerry 5-night trip
Posted 1 hour ago
DoubleTree by Hilton at the Entrance to Universal Orlando
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

8/10 Good
"I stayed for two nights and really enjoyed my stay. When I first arrived, though, it wasn’t very easy to find my way around or locate my room. The property is quite large, and there aren’t many signs. The ones that are there aren’t very clear, so it’s easy to get lost. Two other guests who had just arrived were having the same issue and were also trying to find their rooms. Other than that, I had a very comfortable stay and had no issues with bed bugs or anything like that. The room was very spacious and comfortable, and the hotel is conveniently located near shops, parks, and restaurants. I didn’t use the transportation service to the parks or Disney Springs because the schedule wasn’t very convenient for me. Overall, I recommend this hotel and would definitely stay here again."
Keylin 2-night trip
Posted 2 hours ago
Rosen Inn Lake Buena Vista
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

10/10 Excellent
"Staff was helpful. Room was clean. Excellent view of Universal! Definitely be back!"
Jason 4-night trip
Posted 2 hours ago
Universal's Cabana Bay Beach Resort
Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area

10/10 Excellent
"AMAZING!!! Highly recommend. The staff was amazing and so kind. Everyone who walked by greeted you and very helpful. We loved our experience so much! The bed was so big and comfy. Very clean rooms and great shuttle services"
Johanne 5-night trip
Posted 2 hours ago
Drury Plaza Hotel Orlando - Disney Springs Area
Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center

10/10 Excellent
"Very good hotel would definitely stay again place was clean, daily room cleans were good and staff were friendly and very helpful would recommend for solo travellers"
Charlie 16-night trip
Posted 3 hours ago
Wyndham I-Drive Avanti Resort & Conference Center
Marriott's Grande Vista

Marriott's Grande Vista

8/10 Good
"Overall good experience, the hotel quality was okay, shower was hot but no adjustment to pattern or flow. Check in took longer than we had expected, waited in line for a “welcome gift” but it was just an offer to get discounts on some services and a small gift card if we sat through a sales presentation for a timeshare package. Pool was nice, resort seemed well maintained. Was not ready for uber to pickup near our hotel room, so was a little hike anytime we wanted to go somewhere. Front facility was further than we expected from our room, so initial trip to room was quite far, would have appreciated a note about this and a drop off by shuttle or cart. Price was a little high for overall value, but experience wasn’t terrible. If we go again, I’d probably look at other opportunities and resorts to stay at. Probably worst aspect is we were ground floor near elevator and pool entry so there was a lot of gate slamming and loud people waiting for an elevator."
Sean 3-night trip
Posted 6 hours ago
Marriott's Grande Vista
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent
"The resort was beautiful and exactly as described in the listing. Room was exceptionally clean and staff was amazing."
Michelle 1-night trip
Posted 7 hours ago
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
Fairfield Inn & Suites Lake Buena Vista in Marriott Village

Fairfield Inn & Suites Lake Buena Vista in Marriott Village

10/10 Excellent
"The electric power outlets are not working well"
Jin Jun 3-night trip
Posted 8 hours ago
Fairfield Inn & Suites Lake Buena Vista in Marriott Village

Frequently asked questions

What are some hotels with pools in Windermere?
Hyatt Regency Orlando International Airport: Features 2 restaurants, an outdoor pool and complimentary wireless Internet access. Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Aparthotel located near Orlando Vineland Premium Outlets. Offers 6 outdoor swimming pools, a children's pool and 3 restaurants. Marriott's Grande Vista: Aparthotel located near Orlando Vineland Premium Outlets. Provides 4 outdoor swimming pools, a children's pool and 3 restaurants. The Grove Resort & Water Park Orlando: Resort located near Flamingo Crossings Town Center. Features 6 outdoor swimming pools, a children's pool and free water park access. Universal's Cabana Bay Beach Resort: Hotel, 5-minute walk from Universal Orlando Resort. Offers a lazy river, 2 outdoor swimming pools and 2 restaurants.
What is there to see and do in Windermere?
Explore places such as Universal Studios Florida, Universal Orlando Resort and Magic Kingdom® Park while you're in the area. Spend some time experiencing the great outdoors at Lake Butler and Tibet Butler Preserve.
When is the best time to book a hotel with a pool in Windermere?
You may want to consider accommodation that has an outdoor pool if you're planning to visit Windermere in the driest months of November, February or December, when the average rainfall is 49 mm. Accommodation with an indoor pool may be what you want if you come to town during the rainiest months of August, July and September when the average rainfall is 194 mm.

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