103+ Rental Villas and Private Getaways in Crestwynd Bay |
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Crestwynd Bay Villa Rentals

About Crestwynd Bay Vacation Rentals

There are more than 103 incredible getaway rentals that are available in Crestwynd Bay. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Crestwynd Bay.

BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Crestwynd Bay, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Crestwynd Bay. Places to stay near Crestwynd Bay are 1132.92 ft² on average, with prices averaging CA $308 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Crestwynd Bay. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Private Villas, Resorts, and Rentals in Crestwynd Bay

Type Count
Vacation Homes 75
Villas 8
Holiday Apartments 4

Use these Quick Filters to Find a Vacation Rental in Crestwynd Bay

★ Pro Tip: BedroomVillas is a luxury vacation rental website, pulling some of the top private villas and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible beach houses and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Crestwynd Bay with BedroomVillas.

Weather in Crestwynd Bay, FL

View the weather forecast for Crestwynd Bay before booking your Crestwynd Bay Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Complexes around Crestwynd Bay, FL


Disney 12 Properties
Paradise Townhome 3 Properties

Frequently Asked Questions About Crestwynd Bay?

What are the top hotels or resorts in Crestwynd Bay?

We provide an array of great vacation destinations in Crestwynd Bay. If you are looking to stay in or around the Crestwynd Bay area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Crestwynd Bay:

How many vacation rentals have private pools in Crestwynd Bay?

We have 1 luxury villas and vacation rentals featuriung a private pool in and near Crestwynd Bay. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel or resort in Crestwynd Bay is best for families?

Searching for a family-friendly getaway in Crestwynd Bay? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Crestwynd Bay?

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2025 is over 103 in the Crestwynd Bay area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Crestwynd Bay. 

Nearby Neighborhood (2) 
Neighborhood Property Count
West Kissimmee Rental Villas and Private Getaways in Orlando, Florida 19576
Windsor Hills Rental Villas and Private Getaways in Orlando, Florida 1851

People Also Ask

Hotels in Crestwynd Bay 1 resorts, and 87 rentals

Recently Booked Hotels, Resorts, or Rentals in Crestwynd Bay