Accommodations in Crestwynd Bay, FL: Compare 10+ Sites & Save

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24733 Best Accommodations in Crestwynd Bay (Starting from $125)

2813 Almaton #403
2813 Almaton #403
House
Orlando, FL, USA
0.1k from Crestwynd Bay center

Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals

3 Bedrooms6 Guests
New to Booking
$154
Average price / night
Check Availability
NEW amazing upscale dream house just 5 Minutes to Disney Parks
NEW amazing upscale dream house just 5 Minutes to Disney Parks
House
Kissimmee, FL, 34747, United States
0.0k from Crestwynd Bay center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$256
Average price / night
Check Availability
7650 Comrow #204
7650 Comrow #204
House
Orlando, FL, USA
0.1k from Crestwynd Bay center

Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals

3 Bedrooms8 Guests
New to Booking
$236
Average price / night
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2BR Villa, Beautiful heated pool & Jacuzzi!  Just minutes from all attractions.
2BR Villa, Beautiful heated pool & Jacuzzi! Just minutes from all attractions.
Resort
Kissimmee, FL, 34747, United States
0.1k from Crestwynd Bay center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$329
Average price / night
Check Availability
WH205B 3 BR Windsor Hills Condo!
WH205B 3 BR Windsor Hills Condo!
House
Orlando, FL, USA
0.1k from Crestwynd Bay center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$177
Average price / night
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Serenity - Family & Pet Friendly, 10 Minutes to Disney & Attractions
Serenity - Family & Pet Friendly, 10 Minutes to Disney & Attractions
House
Kissimmee, FL, 34747, United States
0.1k from Crestwynd Bay center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
New to Booking
$396
Average price / night
Check Availability
Sun-Kissed in Kissimmee
Sun-Kissed in Kissimmee
House
Orlando, FL, USA
0.1k from Crestwynd Bay center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Accessible hotels

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$150
Average price / night
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Spacious 4-bedroom townhome only 5 minutes from Disney World
Spacious 4-bedroom townhome only 5 minutes from Disney World
House
Kissimmee, FL, 34747, United States
0.1k from Crestwynd Bay center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms10 Guests
New to Booking
$313
Average price / night
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Wonderful Life at Windsor Hills
Wonderful Life at Windsor Hills
Apartment
Orlando, FL, USA
0.1k from Crestwynd Bay center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Self-catering

3 Bedrooms6 Guests
9.4

Superb

5 reviews

$195
Average price / night
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Family Friendly Townhome Near Attractions
Family Friendly Townhome Near Attractions
House
Kissimmee, FL, 34747-1807, United States
0.1k from Crestwynd Bay center

AC, Balcony, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
New to Booking
$372
Average price / night
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2 Bed 2 Bath Condo First Floor Windsor Hills
2 Bed 2 Bath Condo First Floor Windsor Hills
Apartment
Orlando, FL, USA
0.1k from Crestwynd Bay center

Apartments, Accommodations, Parking, Lodgings, Places to stay, Accessible hotels, Condos

1 Bedroom6 Guests
1.0

Review score

1 reviews

$125
Average price / night
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Quiet Corner Gem in Gated Crestwynd Bay
Quiet Corner Gem in Gated Crestwynd Bay
House
Kissimmee, FL, 34747, United States
0.1k from Crestwynd Bay center

AC, Balcony, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
New to Booking
$406
Average price / night
Check Availability
Cozy Apartment at Windsor Hills WH28131
Cozy Apartment at Windsor Hills WH28131
Apartment
Orlando, FL, USA
0.1k from Crestwynd Bay center

Apartments, Accommodations, Lodgings, Places to stay

3 Bedrooms6 Guests
5.0

Review score

3 reviews

$160
Average price / night
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Cozy 3BDR House near Disney - AL
Cozy 3BDR House near Disney - AL
House
Kissimmee, FL, 34747, United States
0.1k from Crestwynd Bay center

AC, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, TV

3 Bedrooms6 Guests
New to Booking
$154
Average price / night
Check Availability
Disney-area 4br Retreat Relax & Swim By The Pool
Disney-area 4br Retreat Relax & Swim By The Pool
House
Orlando, FL, USA
0.1k from Crestwynd Bay center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom8 Guests
New to Booking
$280
Average price / night
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Minutes to Magic! Walt Disney World Awaits
Minutes to Magic! Walt Disney World Awaits
House
Kissimmee, FL, 34747, United States
0.1k from Crestwynd Bay center

AC, Arcade, Balcony, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms6 Guests
New to Booking
$163
Average price / night
Check Availability
Windsor Hills Spacious Condo,Pool,Slides,By Disney
Windsor Hills Spacious Condo,Pool,Slides,By Disney
House
Orlando, FL, USA
0.1k from Crestwynd Bay center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$380
Average price / night
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Relax in a Charming 3BD Home BBQ
Relax in a Charming 3BD Home BBQ
House
Kissimmee, FL, 34747, United States
0.1k from Crestwynd Bay center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms7 Guests
New to Booking
$224
Average price / night
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Windsor Hills Cozy 3 BR Condo, Starwars, By Disney
Windsor Hills Cozy 3 BR Condo, Starwars, By Disney
House
Orlando, FL, USA
0.1k from Crestwynd Bay center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Hot tubs, Places to stay, Family

3 Bedrooms6 Guests
New to Booking
$447
Average price / night
Check Availability
5 Min to Disney | 4 Suites | Hot tub & BBQ
5 Min to Disney | 4 Suites | Hot tub & BBQ
House
Kissimmee, FL, 34747, United States
0.1k from Crestwynd Bay center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms8 Guests
New to Booking
$306
Average price / night
Check Availability
ALM2813-403
ALM2813-403
House
Orlando, FL, USA
0.1k from Crestwynd Bay center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom6 Guests
New to Booking
$222
Average price / night
Check Availability
Comfy Townhome Minutes from Disney
Comfy Townhome Minutes from Disney
House
Kissimmee, FL, 34747, United States
0.1k from Crestwynd Bay center

AC, Balcony, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms7 Guests
New to Booking
$377
Average price / night
Check Availability
Home Near Disney Private Pool & Playground
Home Near Disney Private Pool & Playground
House
Howey in the Hills, FL, USA
0.1k from Crestwynd Bay center

Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly, Lodgings

3 Bedrooms6 Guests
New to Booking
$147
Average price / night
Check Availability
Rumi Vacation Stays-  Just 2 miles  from Disney .
Rumi Vacation Stays- Just 2 miles from Disney .
House
Kissimmee, FL, 34747, United States
0.1k from Crestwynd Bay center

AC, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms8 Guests
New to Booking
$241
Average price / night
Check Availability
Charming 3-Bedroom Modern Townhome near Disney
Charming 3-Bedroom Modern Townhome near Disney
House
Kissimmee, FL, 34747, United States
0.1k from Crestwynd Bay center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms7 Guests
New to Booking
$241
Average price / night
Check Availability
3BR Family-Friendly Town Home Near Disney
3BR Family-Friendly Town Home Near Disney
House
Kissimmee, FL, 34747, United States
0.1k from Crestwynd Bay center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

3 Bedrooms6 Guests
New to Booking
$196
Average price / night
Check Availability
2-story snowbird-friendly townhouse near Disney with patio, streaming, W/D, AC
2-story snowbird-friendly townhouse near Disney with patio, streaming, W/D, AC
House
Kissimmee, FL, 34747, United States
0.1k from Crestwynd Bay center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

3 Bedrooms6 Guests
New to Booking
$202
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Accommodations in Crestwynd Bay.

Stay Near Crestwynd Bay's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Crestwynd Bay Accommodations on the Map

Frequently Asked Questions

You can explore 24733 verified accommodations in Crestwynd Bay, including hotels, vacation rentals, resorts, and boutique stays. This variety makes it easier to choose the option that best fits your travel style and budget.

Accommodation prices in Crestwynd Bay vary based on property type, location, and travel dates. Rates typically start from around $125 per night, with higher prices for premium properties and peak travel periods.

Hotels are ideal for convenience and short stays, while vacation rentals offer more space and privacy. Resorts are suitable for all-inclusive experiences, and boutique properties provide a more unique and personalized stay in Crestwynd Bay.

Yes, Crestwynd Bay offers many family-friendly options, including large vacation rentals and hotels with suites or connecting rooms. Currently, 85 listings in Crestwynd Bay are well-suited for families and group travel.

Booking 30 to 60 days in advance is generally recommended for the best availability and pricing. For peak travel seasons or major events in Crestwynd Bay, booking several months ahead can help secure your preferred property.

Accommodations in Crestwynd Bay commonly include amenities such as Fireplace/Heating, Wellness Facilities, and Child Friendly. Availability may vary depending on the type of property you choose.

Yes, some accommodations in Crestwynd Bay focus on sustainable practices such as energy efficiency and reduced environmental impact. You can filter listings to find options that align with your preferences in Crestwynd Bay.