Crestwynd Bay holiday rentals
We found 2,055 holiday rentals — enter your dates for availability
Discover a selection of 12 homes and other holiday rentals in Crestwynd Bay that are perfect for your trip. Whether you're staying in a holiday rental with your children or with friends, you'll find the amenities that you need and want, which might include a hot tub and garden. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts – Crestwynd Bay
Showing deals for:13 Nov - 20 Nov
Wonderful
(60 reviews)
Windsor Hills - Right at Disney's Doorstep. Universal Studios, SeaWorld.
Kissimmee
AU$1,586
for 7 nights, 1 apartment
AU$227 per night
includes taxes & fees
Exceptional
(132 reviews)
Amazing Private Theater and Game Room! Pool/Spa & Star Wars room! Free Pool Heat
Kissimmee
AU$3,387
for 7 nights, 1 home
AU$484 per night
includes taxes & fees
Exceptional
(172 reviews)
Welcome to The Windsor Dream!
Kissimmee
AU$4,075
for 7 nights, 1 villa
AU$582 per night
includes taxes & fees
Exceptional
(142 reviews)
Mickey Pool Villa - 10 minutes to Disney
Kissimmee
AU$3,118
for 7 nights, 1 villa
AU$445 per night
includes taxes & fees
Very good
(79 reviews)
Disney World... Minutes Away! Luxury 6 BR/4 BA 5 Star Villa in Winds
Kissimmee
AU$3,404
for 7 nights, 1 villa
AU$486 per night
includes taxes & fees
Exceptional
(137 reviews)
FREE Pool Heat - Stay in the BEST Luxury 5 bedroom villa with SOUTH facing pool
Kissimmee
AU$3,260
for 7 nights, 1 villa
AU$466 per night
includes taxes & fees
Exceptional
(138 reviews)
Cinderella Pool Villa - 10 minutes from Disney
Kissimmee
AU$3,264
for 7 nights, 1 villa
AU$466 per night
includes taxes & fees
Exceptional
(32 reviews)
Windsor Orlando Arcade Room, Movie Theater, Pool & Hot Tub, King Bed, Bunk Bed
Kissimmee
AU$4,045
for 7 nights, 1 home
AU$578 per night
includes taxes & fees
Exceptional
(6 reviews)
Mickey’s Vacation Villa-Premium- Minutes from Disney World with private pool!
Kissimmee
AU$5,882
for 7 nights, 1 home
AU$840 per night
includes taxes & fees
Exceptional
(57 reviews)
NEW Immersive Luxury Experience- 2 miles from Disney. Game Room, 3 en-suites
Kissimmee
AU$3,515
for 7 nights, 1 home
AU$502 per night
includes taxes & fees
Exceptional
(19 reviews)
Luxary villa close to disney
Kissimmee
AU$1,970
for 7 nights, 1 villa
AU$281 per night
includes taxes & fees
Exceptional
(129 reviews)
Steps from clubhouse. "Be Our Guest" in Windsor Hills-pool heat included
Kissimmee
AU$2,361
for 7 nights, 1 home
AU$337 per night
includes taxes & fees
Exceptional
(35 reviews)
Oakwater, 3 bedrooms - The nearest resort from Disney!
Kissimmee
AU$1,656
for 7 nights, 1 home
AU$237 per night
includes taxes & fees
Exceptional
(33 reviews)
OW006 3bedroom 2bath main floor Closest to the Pool
Kissimmee
AU$1,392
for 7 nights, 1 home
AU$199 per night
includes taxes & fees
Exceptional
(78 reviews)
2 bed, 2 bath condo close to Disney and other theme parks Orlando
Kissimmee
AU$1,376
for 7 nights, 1 apartment
AU$197 per night
includes taxes & fees
Exceptional
(20 reviews)
Cozy Family Condo 2 miles from Disney! 3 Bedroom, 2 Bath / Sleeps 10-12
Kissimmee
AU$2,069
for 7 nights, 1 apartment
AU$296 per night
includes taxes & fees
Exceptional
(64 reviews)
Fantastic Quiet Second Floor Oakwater Home
Kissimmee
AU$1,573
for 7 nights, 1 apartment
AU$225 per night
includes taxes & fees
Exceptional
(151 reviews)
Getaway with Mickey in Windsor Hills!
Kissimmee
AU$1,766
for 7 nights, 1 apartment
AU$252 per night
includes taxes & fees
Wonderful
(233 reviews)
Vacation Rental near Disney, Univeral Studios, Epic, w/free parking and Wi-Fi.
Kissimmee
AU$1,478
for 7 nights, 1 apartment
AU$211 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Crestwynd Bay
GREAT LOCATION in My Home Away-3 bed townhouse SLEEPS 8 just 1.5 miles from WDW!
Sleeps 8 · 3 bedrooms · 3+ bathrooms
RLR2Disney #2! (3 Turns To Disney)
Sleeps 8 · 3 bedrooms · 2+ bathrooms
8 Bedroom, Swim Up Pool Bar, Movie Theater, Games Room, Gym - 2 miles to Disney.
Sleeps 19 · 8 bedrooms · 8 bathrooms
Unit 8 | 3BR Home | 2 Mi to Disney | Pet Friendly | Heated Pool | Gated
Sleeps 7 · 3 bedrooms · 3 bathrooms
Unit 4 | 3BR Home | 2 Mi to Disney | Pet Friendly | Heated Pool | Free Parking
Sleeps 8 · 3 bedrooms · 3 bathrooms
Only 7 minutes away from Walt Disney World Magic Kingdom
Sleeps 8 · 3 bedrooms · 3 bathrooms
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of holiday home accommodation in Crestwynd Bay?
The most desirable types of holiday homes in Crestwynd Bay are townhomes. Want something different? Stayz has many options to match the needs of our guests, so you'll see properties in all shapes and sizes, and for all budgets. The perfect home away from home is waiting for you — get hold of yours today.
How much does it cost to rent a holiday home in Crestwynd Bay?
A number of factors determine what you'll pay for a holiday home in Crestwynd Bay, such as the time of year, property type and length of stay. But, all our holiday homes have one thing in common — amazing value. Just enter your travel dates to find your home away from home.
How much does it cost to rent a beach house in Crestwynd Bay?
When you travel and the style and size of the property will influence the cost of your beachside stay. Click on your Crestwynd Bay travel dates to view your options on Stayz. Did someone just say "private pool"? Use our filters to select the features and amenities you want in your beach house.
Are there pet-friendly holiday homes in Crestwynd Bay?
Good news. There are. You'll find 48 stays that welcome pets in Crestwynd Bay on Stayz. Our furry kids deserve a getaway too, so simply use our search function for pet-friendly holiday homes to find a pad where your pup can be near his favourite humans.
Can I rent a house with a pool in Crestwynd Bay?
Pack your swimming gear and inflatable flamingo, because there are 45 houses with a private pool in Crestwynd Bay. Book one of these popular holiday homes and make every day a pool day. Simply enter your travel dates into Stayz, then check the "pool" filter to find a place to make a splash!
What are popular home amenities in Crestwynd Bay?
When it comes to home amenities that people prefer in Crestwynd Bay, a barbecue grill, a fireplace and nearby museums rank the highest. With Stayz holiday homes, you'll discover options to match your taste and style, whether you're holidaying with family members, friends or even pets.
Are there large group holiday homes in Crestwynd Bay?
You'll find 38 holiday homes in Crestwynd Bay that can sleep five or more people. From family getaways to events like birthday parties, these stays have ample space to gather with the people that matter the most.
Are there holiday homes in Crestwynd Bay that welcome kids?
Bring the whole family together for fun-filled adventures in Crestwynd Bay at one of our 48 family-friendly holiday properties. A lot of these stays provide conveniences that are ideal for getaways with the kids, including kitchens, bunk beds and entertainment units. Just check the "Properties good for families" filter and pick out your favourite.
What are the top attractions for families in Crestwynd Bay?
Keeping the kids amused during your Crestwynd Bay holiday is easy with these awesome family-friendly attractions:
- Fun Spot America
- Island H2O Live!
- Surfari Water Park
Are there holiday homes with WiFi in Crestwynd Bay?
You'll find 34 holiday homes with WiFi in Crestwynd Bay. If you'd like to disconnect from daily life during your escape, but still want to be connected to the internet, these getaways are just what you need. Narrow your search by applying the WiFi filter on Stayz.
How can I find holiday homes with air conditioning in Crestwynd Bay?
Crestwynd Bay has 48 holiday homes where you'll be able to kick back in air-conditioned comfort. To locate a property on Stayz that provides 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 holiday home in Crestwynd Bay?
It's a good idea to check with the Crestwynd Bay holiday home you want on Stayz as the minimum age differs. However, normally it's 16, 18 or 21.
How long can I rent a holiday home in Crestwynd Bay for?
How long you can rent a holiday home in Crestwynd Bay is down to the property. Simply enter your chosen travel dates to look at a list of options offering extended stays. With loads of amenities like laundries and air conditioning, as well as some offering weekly or monthly discounts, you're sure to find somewhere perfect to call your home away from home in Crestwynd Bay.
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