Find hotels with pools in Crestwynd Bay, Orlando from $55

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Check availability on Crestwynd Bay Hotels with a Pool

Our top choices for Crestwynd Bay hotels with a pool

Outdoor pool
DISNEY R US! UNIVERSAL IS TOO!!!

DISNEY R US! UNIVERSAL IS TOO!!!

DISNEY R US! UNIVERSAL IS TOO!!!
Crestwynd Bay
8.6 out of 10, Excellent, (10)
"Wonderful location. Great stay. We wish we could stay longer. Host was helpful every step of the way. "
United States
Audrey W.
$212 nightly
The price is $237
Dec 14 - Dec 15
Total with taxes and fees
DISNEY R US! UNIVERSAL IS TOO!!!
Exterior
Family Friendly Townhome Near Attractions

Family Friendly Townhome Near Attractions

Family Friendly Townhome Near Attractions
2.0 star property
Crestwynd Bay
$336 nightly
The price is $356
Dec 14 - Dec 15
Total with taxes and fees
Family Friendly Townhome Near Attractions
Pool
Serenity - Family & Pet Friendly, 10 Minutes to Disney & Attractions

Serenity - Family & Pet Friendly, 10 Minutes to Disney & Attractions

Serenity - Family & Pet Friendly, 10 Minutes to Disney & Attractions
Crestwynd Bay
$349 nightly
The price is $384
Dec 14 - Dec 15
Total with taxes and fees
Serenity - Family & Pet Friendly, 10 Minutes to Disney & Attractions
Exterior
Quiet Corner Gem in Gated Crestwynd Bay

Quiet Corner Gem in Gated Crestwynd Bay

Quiet Corner Gem in Gated Crestwynd Bay
2.0 star property
Crestwynd Bay
$330 nightly
The price is $349
Dec 14 - Dec 15
Total with taxes and fees
Quiet Corner Gem in Gated Crestwynd Bay
Fridge, microwave, oven, stovetop
Lovely Town House near Disney, Fits 8 people

Lovely Town House near Disney, Fits 8 people

Lovely Town House near Disney, Fits 8 people
Crestwynd Bay
8.8 out of 10, Excellent, (9)
"Nice place and location "
United States
Cristian A.
$272 nightly
The price is $304
Dec 18 - Dec 19
Total with taxes and fees
Lovely Town House near Disney, Fits 8 people
Exterior
Comfy Townhome Minutes from Disney

Comfy Townhome Minutes from Disney

Comfy Townhome Minutes from Disney
Crestwynd Bay
$354 nightly
The price is $376
Jan 13 - Jan 14, 2026
Total with taxes and fees
Comfy Townhome Minutes from Disney
Outdoor pool, pool umbrellas, sun loungers
Hyatt House Orlando International Drive

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
International Drive District
9.4 out of 10, Exceptional, (1358)
"The staff was really friendly and the property was nice and cozy "
United States
curtis
$99 nightly
The price is $111
Dec 14 - Dec 15
Total with taxes and fees
Hyatt House Orlando International Drive
Outdoor pool, open 8:00 AM to 9:00 PM, cabanas (surcharge)
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
3.0 star property
International Drive District
8.8 out of 10, Excellent, (681)
"Hospitable staff and nice rooms."
United States
Iryna
$76 nightly
The price is $85
Jan 4 - Jan 5, 2026
Total with taxes and fees
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
Outdoor pool, pool umbrellas, sun loungers
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (1969)
"Beautiful resort with very friendly staff. "
United States
kristie
$103 nightly
The price is $117
Dec 14 - Dec 15
Total with taxes and fees
Kompose Boutique Resort at Theme Parks
Outdoor pool
Seasons Florida Resort

Seasons Florida Resort

Seasons Florida Resort
2.0 star property
Kissimmee
8.8 out of 10, Excellent, (3294)
"Excellent location and value, very clean and friendly check in"
United States
Jason
$48 nightly
The price is $55
Jan 12 - Jan 13, 2026
Total with taxes and fees
Seasons Florida Resort
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.
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Top Crestwynd Bay Hotel Reviews

Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

10/10 Excellent
"Cleanliness and amenitiea"
Marjorie 2-night trip
Posted 15 hours ago
Rosen Inn at Pointe Orlando

Frequently asked questions

What are some accommodations with pools in Crestwynd Bay?
Universal's Cabana Bay Beach Resort: Hotel, 5-minute walk from Universal Orlando Resort. Features a lazy river, 2 outdoor pools, and 2 restaurants. DoubleTree by Hilton at the Entrance to Universal Orlando: Hotel, 2-minute walk from Universal Orlando Resort. Offers a children's pool, an outdoor pool, and 2 restaurants. Avanti International Resort: Hotel, 9-minute walk from Pointe Orlando. Provides a children's pool, a seasonal outdoor pool, and a snack bar/deli. Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Hotel located near Disney Springs™. Features 6 outdoor pools, a children's pool, and 3 restaurants. The Grove Resort & Water Park Orlando: Resort located near Flamingo Crossings Town Center. Offers 6 outdoor pools, a children's pool, and free water-park access.
What is there to see and do in Crestwynd Bay?
Explore places like Disney's Animal Kingdom® Theme Park, Epcot®, and Disney Springs™ while you're in the area. Make a point to visit attractions like Beachcomber Beach and Lake Bryan.

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