Crestwynd Bay vacation rentals

We found 2,081 vacation rentals — enter your dates for availability

Discover a selection of 46 homes and other vacation rentals in Crestwynd Bay that are perfect for your trip. Whether you're staying in a vacation rental with friends, family, or even just your pets, you'll have the amenities you expect and more, which might include WiFi and a washer and dryer. You'll be sure to find a rental for everyone's needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - Crestwynd Bay

Showing deals for:Sep 5 - Sep 12
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Find out more about Crestwynd Bay

Find out more about Crestwynd Bay

Why visit Crestwynd Bay

  1. Outdoor Adventures: Crestwynd Bay is perfect for families seeking fun, with nearby theme parks and beautiful lakefront activities.
  2. Golfing Opportunities: Enjoy a round of golf at local country clubs, catering to both beginners and seasoned players.
  3. Water Parks: Experience thrilling water parks that provide exciting entertainment for visitors of all ages.
  4. Diverse Accommodations: Choose from a variety of vacation rentals, including cozy homes and spacious villas, to suit your needs.
  5. Welcoming Atmosphere: The charming neighborhood of Crestwynd Bay ensures a relaxing and enjoyable vacation experience.

Popular types of accommodation around Crestwynd Bay

Crestwynd Bay offers a fantastic selection of vacation rentals, including private homes, villas, and condos, perfect for any traveler. Whether you’re seeking a cozy retreat or a spacious getaway, Crestwynd Bay’s diverse accommodations cater to families, couples, and groups alike. Explore the charm of the Crestwynd Bay neighborhood and enjoy the assurance of a seamless stay in this inviting resort area. Discover your ideal vacation rental today!

  • Houses: The top choice among travelers to Crestwynd Bay, these homes offer spacious and comfortable accommodations for families or groups.
  • Villas: A luxurious option, villas provide upscale amenities and beautiful surroundings, perfect for a relaxing getaway.
  • Condos: Convenient and often centrally located, condos are ideal for those seeking easy access to local attractions.
  • Apartments: A practical choice for visitors, apartments offer the comforts of home in a variety of settings.
  • Cottages: These quaint and cozy rentals are perfect for a charming and intimate vacation experience.**

Top attractions near Crestwynd Bay

Crestwynd Bay is an ideal destination for families seeking outdoor adventures and entertainment. Visitors can explore nearby theme parks, enjoy the picturesque lakefront, and play a round of golf at local country clubs. With options like water parks and various entertainment venues, Crestwynd Bay offers a treasure trove of activities for travelers of all ages, ensuring a fun-filled vacation experience.

  1. Walt Disney World® Resort: Experience the magic at this iconic theme park, located 6 miles from Crestwynd Bay. With thrilling rides, captivating shows, and beloved characters, it's the ultimate family destination brimming with entertainment and joy.
  2. Orange County Convention Center: Situated 10 miles away, this arts center is a cultural hub featuring a variety of events and exhibitions. It's a great place to immerse yourself in local art and community vibes.
  3. ChampionsGate Golf Club: Only 4 miles from Crestwynd Bay, this family-friendly golf course offers scenic views, friendly staff, and exciting excursions for golf enthusiasts and families alike.

Things to do recommended for couples

Embark on a romantic adventure in Crestwynd Bay! Enjoy breathtaking views on the Orlando Eye at ICON Park, challenge each other at Disney's Winter Summerland Miniature Golf, and savor a delightful meal at Pirate's Dinner Adventure for a perfect blend of fun and romance.

Things to do recommended for families

Your family will have a blast at the ESPN Wide World of Sports Complex, just 2 miles away, experiencing the thrill of sports. For water fun, visit Disney's Typhoon Lagoon Water Park, located 5 miles away, or head to Wonderworks, an arcade adventure zone, 11 miles away for more excitement!

What do I need to keep in mind when booking a vacation around Crestwynd Bay

If you're traveling with a group, with family, bringing pets, or seeking extended stays, it's important to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Crestwynd Bay with a group: Think about how many bedrooms you require, along with features like a full kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and many more on Vrbo.
  • Traveling to Crestwynd Bay with young kids: Traveling with young kids can be tricky. It’s important to prioritize their comfort and safety, as well as look for age-appropriate amenities, like a private swimming pool. Additionally, thinking about how close you are to family-friendly attractions is a wise choice.
  • Taking your pets with you to Crestwynd Bay: For many families, a vacation isn't truly a getaway without their furry companions. If you can relate, explore Vrbo listings that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and cozy beds, ensuring that every member of the family feels at home.
  • Planning for a long term stay visiting Crestwynd Bay: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By utilizing the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include additional preferences like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Crestwynd Bay

Crestwynd Bay offers an idyllic setting for family-friendly vacations, blending relaxation with exciting entertainment options. Explore nearby attractions that promise memorable excursions and a welcoming atmosphere. With its prime location, you'll find opportunities for outdoor adventures and luxury experiences, making it the perfect vacation destination. Whether you’re seeking a new apartment or simply looking to unwind, Crestwynd Bay and its surrounding areas are sure to fulfill your travel dreams.

  • Lake Buena Vista: Situated 6 miles from Crestwynd Bay, Lake Buena Vista is a vibrant city known for its family-friendly atmosphere and entertainment options. Visitors flock to this area for its renowned resorts and shopping centers, making it a hub for both leisure and business activities. The city is also home to iconic local landmarks such as theme parks, film studios, and stadiums, ensuring a variety of attractions to suit everyone’s interests. Whether you're indulging in retail therapy or exploring thrilling rides, Lake Buena Vista offers an unforgettable travel experience.
  • Windsor Hills: Located a mere 0.3 miles away from Crestwynd Bay, Windsor Hills is a charming neighborhood perfect for families and outdoor enthusiasts. This area boasts easy access to resorts, shopping areas, and golf facilities, making it a convenient choice for visitors. Windsor Hills is surrounded by major attractions, including theme parks and film studios, ensuring that adventure is never far away. With its welcoming community and variety of outdoor activities, it serves as an ideal base for exploring the nearby attractions.
  • Indian Ridge: Just 2 miles from Crestwynd Bay, Indian Ridge is a delightful neighborhood that combines family fun with outdoor recreation. Known for its golf courses and stunning resort options, Indian Ridge is a fantastic spot for visitors looking to unwind and play. The neighborhood is close to popular local landmarks such as theme parks and sports facilities, offering a wealth of entertainment opportunities. Whether you're teeing off on the greens or enjoying nearby attractions, Indian Ridge promises a memorable vacation experience.

Best time to go to Crestwynd Bay

If you're planning a trip to Crestwynd Bay, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in February to March and July, while off-peak times, like September to November tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January60.6°F (15.9°C)Light RainMostly SunnyAverageAverage
February64.4°F (18.0°C)Light RainMostly SunnySlightly HighSlightly Low
March67.6°F (19.8°C)Light RainMostly SunnySlightly HighAverage
April72.7°F (22.6°C)Light RainMostly SunnyAverageAverage
May77.2°F (25.1°C)Light RainMostly SunnyAverageAverage
June81.1°F (27.3°C)Light RainMostly SunnyAverageSlightly High
July82.4°F (28.0°C)Moderate RainMostly SunnySlightly HighSlightly High
August82.6°F (28.1°C)Moderate RainMostly SunnyAverageAverage
September80.4°F (26.9°C)Moderate RainMostly SunnySlightly LowSlightly Low
October75.2°F (24.0°C)Light RainMostly SunnySlightly LowSlightly Low
November68.5°F (20.3°C)Light RainMostly SunnySlightly LowAverage
December64.4°F (18.0°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is a breeze

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Additionally, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to search by price, location, and type of vacation rental. We're here to help you find the perfect getaway!

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on the full booking amount. Being the planner has its perks! When you join our travel rewards program, One Key, you'll gain access to exclusive member discounts and earn OneKeyCash™ on eligible bookings. Sign up today and begin enjoying your savings!

Vrbo Trips: Planning as easy as it gets

Vrbo's user-friendly Trip Board offers you a dedicated area to plan new adventures, pick up right where you left off, and manage your travel arrangements effectively. You can easily access properties you've saved or booked, now categorized under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Crestwynd Bay?
Condos are the most popular type of vacation rental in Crestwynd Bay, according to our data. Even if you’ve got a different idea in mind, Vrbo has vacation homes in many shapes and sizes. Look through our options to find your ideal fit.
How much does it cost to rent a vacation rental in Crestwynd Bay?
The average price for a vacation home in Crestwynd Bay is determined by several factors, like season, length of stay and property type. Whether you’re dreaming about a sprawling villa with room to move around or an apartment for you and your other half, just enter your travel dates to view stays with amazing value.
How much does it cost to rent a beach house in Crestwynd Bay?
The average price for a vacation home by the beach in Crestwynd Bay will depend on when you’re going and the size and type of property you’re looking for. You can find prices quickly and easily on Vrbo by entering your dates of travel. Then use our filters to pick the number of bedrooms and amenities that you require, like air conditioning, a pool and WiFi.
Are there pet-friendly vacation rentals in Crestwynd Bay?
There are, yes. Choose from 51 vacation homes that welcome pets in Crestwynd Bay on Vrbo. Our furry best friends need a break too, so simply use our search function for pet-friendly vacation rentals to find a perfect pad where your pup can join in the fun.
Can I rent a house with a pool in Crestwynd Bay?
Grab your swimwear and inflatable unicorn, because there are 47 houses with a private pool in Crestwynd Bay. Stay at one of these sought-after vacation homes and every day will be a pool day. Simply enter your travel dates into Vrbo, then use the “pool” filter to find the ideal place for a splashing good time!
What are popular rental amenities in Crestwynd Bay?
When it comes to rental amenities that guests are on the lookout for in Crestwynd Bay, a garden, a chef and tennis rank highest. With Vrbo vacation rentals, you’ll discover options to fit your taste and style, whether you’re traveling with family, friends or even pets.
Are there large group vacation rentals in Crestwynd Bay?
Crestwynd Bay has two vacation rentals that can accommodate 10 or more guests. These stays come with enough space to enjoy good times with your nearest and dearest.
Are there vacation rentals in Crestwynd Bay that welcome kids?
Crestwynd Bay has 51 family-friendly vacation homes to pick from. And securing a stay that welcomes little ones is super easy with Vrbo’s “Properties good for families” filter. On top of having the whole place to yourselves, you’ll also enjoy access to perks and conveniences such as dining rooms, kitchens and private pools.
Are there vacation rentals with WiFi in Crestwynd Bay?
Crestwynd Bay has 36 vacation rentals with WiFi, so you can stay connected while traveling. Simply check the “WiFi” box in our handy search filter to find the perfect property. From streaming movies with the family to catching up on social media, these Vrbo homes make it a breeze to go online.
How can I find vacation rentals with air conditioning in Crestwynd Bay?
Crestwynd Bay has 51 vacation rentals where you can relax and recharge in air-conditioned comfort. To locate a stay on Vrbo offering this perk, enter your preferred travel dates and use the filter tool to select the “air conditioning” box.
How old do you have to be to rent a vacation rental in Crestwynd Bay?
It’s a good idea to check with the Crestwynd Bay vacation property you’d like on Vrbo as age restrictions vary. However, it’s normally 16, 18 or 21.
How long can I rent a vacation rental in Crestwynd Bay for?
The amount of time you can rent a Crestwynd Bay vacation rental for varies depending on the property. Simply enter your preferred travel dates to browse available options offering longer term stays. They feature everything you need to make your extended vacation more convenient and comfortable, such as kitchens and backyards. Some vacation rentals may also offer weekly or monthly discounts, so you can stay longer for less money.
Does Vrbo offer discounts for vacation homes in Crestwynd Bay?
On Vrbo, we’ve got some fantastic discounts and bargains for Crestwynd Bay. Browse our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you’re after a weekend getaway or a longer stay, Vrbo offers a variety of options for every budget and style.

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