Hotels in Crestwynd Bay

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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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Our prices for Kissimmee are cheapest in May

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Pricing is based on two traveler single night rates
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September
trending_downLow crowds
High 87°F / low 75°F. Sunny most days.
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September, Low crowds, average high temperature 87 degrees Fahrenheit, average low temperature 75 degrees Fahrenheit. Sunny most days.
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October, Moderate crowds, average high temperature 83 degrees Fahrenheit, average low temperature 69 degrees Fahrenheit. Sunny most days.
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November, Low crowds, average high temperature 76 degrees Fahrenheit, average low temperature 62 degrees Fahrenheit. Sunny most days.
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December, High crowds, average high temperature 73 degrees Fahrenheit, average low temperature 57 degrees Fahrenheit. Sunny most days.
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January, Moderate crowds, average high temperature 69 degrees Fahrenheit, average low temperature 53 degrees Fahrenheit. Sunny most days.
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74°
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February, High crowds, average high temperature 74 degrees Fahrenheit, average low temperature 57 degrees Fahrenheit. Sunny most days.
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78°
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March, High crowds, average high temperature 78 degrees Fahrenheit, average low temperature 59 degrees Fahrenheit. Sunny most days.
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April, Moderate crowds, average high temperature 82 degrees Fahrenheit, average low temperature 65 degrees Fahrenheit. Sunny most days.
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May, Low crowds, average high temperature 86 degrees Fahrenheit, average low temperature 69 degrees Fahrenheit. Sunny most days.
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June, Moderate crowds, average high temperature 88 degrees Fahrenheit, average low temperature 74 degrees Fahrenheit. Sunny most days.
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July, High crowds, average high temperature 90 degrees Fahrenheit, average low temperature 76 degrees Fahrenheit. Sunny most days.
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August, Low crowds, average high temperature 90 degrees Fahrenheit, average low temperature 77 degrees Fahrenheit. Partly sunny.
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Monthly weather averages (˚F)

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Frequently asked questions

Is Crestwynd Bay expensive to stay in?
You can find great hotels from $55 in Crestwynd Bay to suit a range of budgets. To find the best low-cost hotel on Hotels.com that meets your needs, apply your search filters and then sort hotels by "Price: low to high".
How can I find discounted rates and deals for Crestwynd Bay hotels?
Unlocking discounted rates at hotels in Crestwynd Bay couldn't be simpler. Members save up to 20% on select hotels when signed in. Silver, Gold, and Platinum members can earn additional rewards on VIP Access bookings.
Can I receive a refund if I cancel my Crestwynd Bay hotel booking?
The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel your booking. Some Crestwynd Bay hotels require you to cancel more than 24 hours before check-in, so look at your booking beforehand. For extra peace of mind before you book, filter hotels by "Property cancellation options" and select "Fully refundable property".
Is it worth staying in Crestwynd Bay?
You're spoilt for choice with 58 hotels in the area so it's easy to find your perfect somewhere. Basing yourself in Crestwynd Bay makes it easy to explore Kissimmee, including the neighborhoods of Bay Lake and Reunion.
Are all taxes and fees included in the Crestwynd Bay hotel prices shown on Hotels.com?
Hotels.com provides upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.

Find out more about Crestwynd Bay

Find out more about Crestwynd Bay

Crestwynd Bay: Where Thrills Meet Creativity in a Coastal Haven

Crestwynd Bay, located in the heart of Four Corners, Florida, is a charming resort destination that seamlessly blends relaxation and adventure. Just a stone's throw from world-famous theme parks, this picturesque neighborhood offers a serene retreat for families and couples alike. Explore the lush landscapes, enjoy nearby sports facilities, and indulge in the vibrant local dining scene. With its close proximity to attractions like Kissimmee and Orlando, Crestwynd Bay is the perfect base for an unforgettable Florida vacation, where every moment is infused with sunshine and excitement. Experience the magic of Crestwynd Bay, where dreams come alive.

Discover great hotels in Crestwynd Bay

Crestwynd Bay offers a variety of hotel accommodations and vacation rentals featuring resort-like amenities, including pools and recreational facilities. This family-friendly area provides a relaxed atmosphere, making it an ideal base for exploring nearby attractions while enjoying comfortable lodging options. These are some of the hotels preferred by our travelers in Crestwynd Bay:

  1. Windsor Hills Resort Homes by Atlas VHOpens in a new window: This inviting 3.5-star hotel offers a comfortable stay with its range of amenities designed for relaxation and leisure. Visitors can unwind in the well-equipped fitness facilities and enjoy a delightful meal at the bar and lounge, which creates a vibrant atmosphere for socializing. The hotel captures the essence of a smooth journey, with its attention to entertainment options and cozy ambiance. Travelers appreciate the welcoming environment that enhances their overall experience, making it a perfect choice for those seeking comfort and enjoyable moments.
  2. Westgate Vacation Villas ResortOpens in a new window: The elegant 4.0-star resort provides a luxurious escape ideal for leisure travelers. With a family-friendly atmosphere, it features amenities that cater to all ages, including a children’s pool and a water park, ensuring an exciting stay. The resort stands out with its engaging arcade game room and dedicated children's club, fostering memorable experiences. Guests revel in the vibrant, welcoming environment that enhances their vacation, making it a sought-after destination for those looking to create lasting memories in a beautiful setting.
  3. Westgate Town Center ResortOpens in a new window: This hotel exemplifies a unique lodging experience with its exquisite design and luxurious offerings. The property boasts a range of amenities that cater to discerning travelers seeking comfort and elegance. With its focus on curated experiences, guests can indulge in high-end dining options and relax in beautifully appointed spaces. The hotel’s exceptional ambiance and attention to detail create an atmosphere that resonates with those who appreciate sophisticated travel, ensuring a memorable stay filled with delightful moments.

Top locations to stay in Crestwynd Bay

Staying near Walt Disney World® Resort, Disney's Animal Kingdom® Theme Park, and Magic Kingdom® Park in Crestwynd Bay, Four Corners, Florida, offers unparalleled access to world-renowned attractions. Walt Disney World® Resort features diverse entertainment and shopping, Disney's Animal Kingdom® immerses visitors in wildlife adventures, while Magic Kingdom® is perfect for classic Disney experiences. For first-time visitors, staying near Magic Kingdom® Park is highly recommended.

  1. Near Walt Disney World® ResortOpens in a new window: Staying near Walt Disney World® Resort means you’re at the center of family fun and excitement. This iconic destination boasts attractions like Disney Springs™, where you can enjoy shopping and unique dining experiences. Plus, you’ll have easy access to world-famous theme parks and thrilling water parks, making it perfect for adventure seekers and families alike.
  2. Near Disney's Animal Kingdom® Theme ParkOpens in a new window: When you stay near Disney's Animal Kingdom® Theme Park, you’re in for a unique experience that combines wildlife and entertainment. Explore the lush landscapes and immersive attractions that celebrate the wonders of nature. Don’t miss out on the nearby ESPN Wide World of Sports Complex for sports enthusiasts looking for some active fun.
  3. Near Magic Kingdom® ParkOpens in a new window: Staying near Magic Kingdom® Park puts you right in the heart of Disney magic. This park is home to classic attractions and enchanting experiences that delight visitors of all ages. Enjoy convenient access to shopping at Old Town and Orlando Vineland Premium Outlets, making it a great spot for those looking to combine fun and retail therapy.

Things to do near Crestwynd Bay

Crestwynd Bay is a vibrant destination where sun-soaked beaches meet lush greenery and scenic parks. Visitors can dive into thrilling water sports, enjoy leisurely hikes through wooded trails, or unwind at nearby resorts. With plenty of shopping and golfing options, there's something for everyone to enjoy in this dynamic locale!

  • Walt Disney World® ResortOpens in a new window – Experience the magic at this iconic theme park, where enchanting attractions and beloved characters come to life. From thrilling rides to vibrant parades, there's something for everyone in this sprawling resort that promises fun and adventure at every turn.
  • Universal Studios FloridaOpens in a new window – Dive into the action at Universal Studios Florida, where you can step into the worlds of your favorite films. Enjoy exhilarating rides, interactive experiences, and live shows that bring blockbuster movies to life, making it a must-visit for movie buffs and thrill-seekers alike.
  • Universal Orlando ResortOpens in a new window – This expansive resort features a variety of entertainment options, including unique themed lands and attractions. Enjoy the excitement of rides that take you on incredible adventures inspired by popular films and characters, ensuring a full day of excitement and laughter.
  • Magic Kingdom® ParkOpens in a new window – Step into a fairy tale at Magic Kingdom® Park, the heart of Walt Disney World. Explore enchanting lands, meet Disney princesses, and enjoy classic attractions like the iconic Cinderella Castle. This park offers a delightful blend of nostalgia and excitement that will make your visit unforgettable.

5 tips for savvy savings when booking a hotel in Crestwynd Bay

  1. Book for the cheapest times: The most affordable time to visit Crestwynd Bay is during August, September, and November, when hotel prices are typically lower. For a fulfilling experience, it’s recommended to stay for at least 4 to 5 days to fully explore the area’s rich landmarks, history, and cultural attractions. You can enjoy the dolphinarium, visit the history museum, stroll through the town neighborhood, and relax at the urban park or recreational areas. Additionally, there are opportunities for entertainment at the theme park, stadium, and various shopping centers. This budget-friendly approach allows travelers to experience the best of Crestwynd Bay without breaking the bank.
  2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Crestwynd Bay on Hotels.com, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections for potential discounts on nearby hotels as your travel date approaches. You could also enable email alerts or push notifications to stay informed about flash sales and special promotions, helping you save on your stay. Additionally, the Smart ShoppingOpens in a new window tool available via the app allows you to compare hotel prices and amenities, so you're more likely to see the best options. With these resources, you may be among the first to know about price drops or room availability for your spontaneous getaway.
  3. Be flexible with dates: Prices can fluctuate due to factors like the hotel’s location, star rating, and the time of year, so being flexible with your travel dates may help you save on your stay at the Crestwynd Bay hotel. If you’re seeking something unique, boutique hotels often provide a more personalized experience and could offer better value. When you book through Hotels.com, we’ll inform you if the price for your chosen dates is above or below the average. If the price is on the higher end, we’ll recommend more budget-friendly dates that might help you find a better deal.
  4. Consider your location: Staying near major attractions or city centers can be convenient, but it often comes with a higher price tag. For more budget-friendly options, you might look into hotels in less central neighborhoods, which usually tend to be more affordable while still offering reasonable access to the sights you want to see. Additionally, consider checking out independent hotels a bit further out; they can provide a more authentic experience and are often more likely to fit your budget.
  5. Become a Member: Join for free and book your next stay in Crestwynd Bay! Enjoy exclusive member prices and save on over 100,000 hotels worldwide. As a member, you can quickly advance through the tiers and unlock fantastic perks, including complimentary room upgrades when available and discounts on food and beverages at select VIP Access properties. Start your membership today and enhance your travel experience!

Best time to go to Crestwynd Bay

Crestwynd Bay has a varied climate due to its size, so the best time to visit depends on the region and your preferences for weather and crowds. If you’re looking to soak up the lively atmosphere in Crestwynd Bay, March, July, and December are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny, with no to moderate rainfall. However, if you prefer a more relaxed experience, May, September, and October are perfect for a quieter getaway, marked by light to moderate rainfall and mostly sunny conditions.

What's Crestwynd Bay Like?

If you're looking for the perfect part of the city to explore, why not consider Crestwynd Bay? Disney's Animal Kingdom® Theme Park and Epcot® are a couple of the top places in the larger area worth a visit. Disney Springs™ and Walt Disney World® Resort are a couple of popular sights nearby.

How to Get to Crestwynd Bay

Flying to:

  • Kissimmee, FL (ISM-Kissimmee Gateway), 9.7 mi (15.5 km) from Crestwynd Bay
  • Orlando Intl. Airport (MCO), 18.8 mi (30.2 km) from Crestwynd Bay

Things to See and Do in and around Crestwynd Bay

Things to See near Crestwynd Bay:

  • ESPN Wide World of Sports Complex (2.4 mi/3.8 km away)
  • Lake Davenport (4.1 mi/6.6 km away)
  • Northeast Regional Park (4.4 mi/7.1 km away)
  • Melt-Away Bay (2.2 mi/3.5 km away)
  • Champion Stadium (2.4 mi/3.8 km away)

Things to Do near Crestwynd Bay:

  • Disney's Animal Kingdom® Theme Park (2.5 mi/4 km away)
  • Epcot® (4.2 mi/6.8 km away)
  • Disney's Hollywood Studios® (3 mi/4.8 km away)
  • Old Town (4.6 mi/7.5 km away)
  • Mystic Dunes Golf Club (1 mi/1.7 km away)

When Is the Best Time to Visit Four Corners?

  • Hottest months: August, July, June, September (average 81°F)
  • Coldest months: January, February, December, March (average 64°F)
  • Rainiest months: August, July, September, June (average 9 inches of rainfall)

Crestwynd Bay Travel Information

Best Time to Visit
January, April and June
Average Stay
5 days
Closest Neighborhoods
Aldea Reserve, Pinewood Country Estates
Top Attractions
Mystic Dunes Golf Club, Orange Lake Golf, Island H2O Live!

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