Located near Old Town, Calypso Cay Vacation Villas offers a fun-filled retreat with mini golf, volleyball courts and a playground. Relax in the spa tub or work out in the gym before unwinding at one of 3 outdoor pools with sun loungers and pool umbrellas. Enjoy WiFi connectivity throughout your stay.
Orlando Vineland Premium Outlets - 6 min drive - 7.8 km
SeaWorld® Orlando - 10 min drive - 13.2 km
Epcot® - 10 min drive - 11.0 km
Getting around
Kissimmee, FL (ISM-Kissimmee Gateway) - 11 min drive
Orlando Intl. Airport (MCO) - 25 min drive
Kissimmee Station - 14 min drive
Orlando Station - 22 min drive
Brightline Orlando Station - 27 min drive
Restaurants
Wawa - 9 min walk
Churromania - 11 min walk
Starbucks - 15 min walk
Taco Bell - 10 min walk
XO Coffee Shop - 9 min walk
About this property
Calypso Cay Vacation Villas
At Calypso Cay Vacation Villas, you'll be within a 10-minute drive of Old Town and Disney Springs™. After taking a dip in one of the 3 outdoor pools, you can grab a bite to eat at the restaurant or unwind with a drink at the bar/lounge. Other highlights include a fitness center, a hot tub, and a snack bar/deli. Fellow travelers love the helpful staff.
At a glance
DONE
Hotel size
150 rooms
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Arriving/Leaving
Check-in start time: 4 PM; Check-in end time: anytime
Minimum check-in age: 21
Check-out time is 10 AM
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Special check-in instructions
Front desk staff will greet guests on arrival at the property
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Required at check-in
Credit card, debit card, or cash deposit required for incidental charges
Government-issued photo ID may be required
Minimum check-in age is 21
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Pets
Pets not allowed
WIFI
Internet
Free WiFi in public areas
Free WiFi in rooms (speed: 100+ Mbps (good for 1–2 people or up to 6 devices))
LOCAL_PARKING
Parking
Free onsite self parking
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Other information
Smoke-free property
Property amenities
Food and drink
Restaurant
Bar/lounge
Barbecue grills
Snack bar/deli
Traveling with children
Waterslide
Mini golf
Playground
What to do
Basketball
Volleyball
Mini golf
Services
24-hour front desk
Concierge services
Tour/ticket assistance
Multilingual staff
Pool loungers
Pool umbrellas
Facilities
ATM/banking
Terrace
Fitness center
3 outdoor pools
Hot tub
Waterslide
Accessibility
Elevator
Wheelchair accessible
Room amenities
Be entertained
Television
Cable TV channels
Home comfort
Air conditioning
Coffee/tea maker
Iron/ironing board
Laundry detergent
Sleep well
2 bedrooms
Alarm clock
Premium bedding
What to enjoy
Separate sitting area
Freshen up
Free toiletries
Hair dryer
Towels
Stay connected
Laptop-friendly workspace
Free WiFi (speed of 100+ Mbps (good for 1–2 people or up to 6 devices))
Phone
Food and drink
Microwave
Kitchen
Cookware, dishes, and utensils
Dining table
Paper towels
More
Housekeeping (once per stay)
Guidebooks/recommendations
Cleaning supplies
Fees & policies
Refundable deposits
Deposit: USD 150 per accommodation, per stay
Children & extra beds
Cribs/infant beds are available for USD 10.0 per day
Pool, spa, & gym (if applicable)
Children under 14 years old are not allowed in the swimming pool or hot tub without adult supervision
Policies
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
This property accepts credit cards and debit cards. Cash is not accepted.
Credit cards accepted: Visa, Mastercard, American Express, Discover
Also known as
Calypso Cay Vacation Villas Hotel Kissimmee
Calypso Cay Vacation Villas Hotel
Calypso Cay Vacation Villas Kissimmee
Calypso Cay Vacation Villas
Calypso Cay Vacation Villas Resort Kissimmee
Calypso Cay Vacation Kissimmee
Calypso Cay Vacation Villas Hotel
Calypso Cay Vacation Villas Kissimmee
Calypso Cay Vacation Villas Hotel Kissimmee
Frequently asked questions
Does Calypso Cay Vacation Villas offer free cancellation for a full refund?
Yes, Calypso Cay Vacation Villas does have fully refundable room rates available to book on our site. If you’ve booked a fully refundable room rate, this can be cancelled up to a few days before check-in depending on the property's cancellation policy. Just make sure to check this property's cancellation policy for the exact terms and conditions.
Is there a pool at Calypso Cay Vacation Villas?
Yes, there are 3 outdoor pools.
Are pets allowed at Calypso Cay Vacation Villas?
Sorry, pets aren't allowed.
Is parking offered on site at Calypso Cay Vacation Villas?
Yes, there's free self parking.
What are the check-in and check-out times at Calypso Cay Vacation Villas?
Check-in start time: 4 PM; Check-in end time: anytime. Check-out time is 10 AM.
What is there to do at Calypso Cay Vacation Villas and nearby?
Onsite recreation at Calypso Cay Vacation Villas includes basketball and volleyball. Relax in the hot tub or enjoy the use of other amenities, which include 3 outdoor pools and a fitness center.
Are there restaurants at or near Calypso Cay Vacation Villas?
Yes, there's an onsite restaurant.
Does Calypso Cay Vacation Villas have self-catered rooms fitted with kitchens or kitchenettes?
Yes, a kitchen is available in every room, and also includes a coffee maker, cookware, and a microwave.
What's the area around Calypso Cay Vacation Villas like?
Calypso Cay Vacation Villas is in the heart of Kissimmee, a short 17-minute walk from Lake Cecile.
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Calypso Cay Vacation Villas Reviews
Reviews
8.0
Very Good
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.More informationOpens in a new window
8.2/10
Cleanliness
8.0/10
Staff & service
8.2/10
Amenities
8.0/10
Property conditions & facilities
8.2/10
Eco-friendliness
Popular mentions
Room
Service staff
Amenities
Family friendly
Children
Villa
Bed
Location
Bathroom
Food
Reviews
10/10 Exceptional
Aug 22, 2025
Our trip to calypso cay was amazing from check in to check out. The rooms are very clean, spacious and inviting. The staff was awesome and very friendly. The property was very clean and well maintained.
Felicia
Felicia, 1-night trip
10/10 Exceptional
Jul 28, 2025
Great hotel and amenities.
Stay was great! Last minute weekend trip. Hotel was clean and quiet. Offered amenities was also great.
Lisa
Lisa, 2-night trip
8/10 Very good
Aug 2, 2025
Nice stay! My son loved the pools! Room was very spacious and homily!
Edgar
Edgar, 3-night trip
10/10 Exceptional
Aug 4, 2025
CALYPSO CAY IS NOW ONE OF MY GO TO FAVORITES. EVERYTHING WAS GREAT ABOUT THIS HOTEL. THE LOCATION IS CLOSE TO THE INTERSTATE, WALMART & WAWA.
Lane
Lane, 2-night trip
10/10 Exceptional
Sep 1, 2025
Expectional
Everything was exceptional. Only down side was the Master bedroom did not have power so none of the lights worked. Maintenance came out and had it fixed super fast. Best stay ever!
David
David, 1-night trip
10/10 Exceptional
Jul 22, 2025
Always fun and stress free!!
This is my go to for a spacious condo for our family to have a no frills fun vacation!! The staff are always friendly, the rooms are clean, and our child has a blast on the zip line and in the pools with the slides. It’s safe and nearby a lot of great shopping and food options.
TAMBER
TAMBER, 3-night trip
6/10 Good
Aug 2, 2025
Our day was OK. The only thing was that the bathroom had black mold? And hairs all over but overall, it was great.
Luz
Luz, 3-night trip
10/10 Exceptional
May 21, 2025
Great property!
Rosalyn
Rosalyn, 1-night trip
10/10 Exceptional
Jun 5, 2025
I would definitely stay again at Calypso Cay Resort! Everyone was so nice and our room was huge. Super close to Disney, restaurants and shopping! Can’t wait to go back!
Olivia
Olivia, 5-night trip
10/10 Exceptional
Jun 18, 2025
Stayed in a villa. It’s so wonderful and the grounds are very well maintained. Some of the villas are a little dated but the cleanliness and condition of the units makes up for it.
Natalie
Natalie, 4-night trip
10/10 Exceptional
Jun 16, 2025
This villa was very clean and neat. There was a lot of space and the kitchen was well stocked with utensils and appliances.
Hannah K
Hannah K, 1-night trip
10/10 Exceptional
May 18, 2025
I liked the pool and daily activities
Quanika
Quanika, 1-night trip
10/10 Exceptional
Mar 10, 2025
Very nice place, always a great stay
Kimberly
Kimberly, 1-night trip
2/10 Poor
Jul 13, 2025
All around absolute worse customers services and rooms
Kevin
Kevin, 1-night trip
10/10 Exceptional
May 13, 2025
Mother's Day weekend get away
Our stay was awesome! The front desk clerk was great,he answered all of our questions and explained where everything was located.
angela
angela, 2-night trip
10/10 Exceptional
May 26, 2025
It was amazing. We definitely enjoyed all the pool
Sandra
Sandra, 2-night trip
10/10 Exceptional
May 26, 2025
Excellent service
Marc
Marc, 2-night trip
10/10 Exceptional
Jun 24, 2025
Family atmosphere
Outstanding family environment! Had 3/2 villa. Clean, great instructions left for us, full kitchen, nice clean pools with towels included, washer/dryer. Easy check in process. Liked the text messages for information and any questions. Will definitely go back again.
MaryAnn
MaryAnn, 3-night trip
10/10 Exceptional
May 31, 2025
Great
Marc
Marc, 1-night trip
10/10 Exceptional
Jun 2, 2025
It was our first time in the villas. Absolutely loved it. We have always loved the property as a whole very family friendly and you honestly don’t have to leave if you don’t want too. They have everything you need would want to do.
Natalie
Natalie, 2-night trip
6/10 Good
May 24, 2025
This time it was very noisy. It's a nice resort and staff very attentive. Price is reasonable.
yalandria
yalandria, 2-night trip
8/10 Very good
Mar 21, 2025
Great stay! Kids absolutely loved it
Ashley
Ashley, 3-night trip
10/10 Exceptional
May 22, 2025
love it ! pools are open 24hrs they are clean and beautiful also the hut tub amazing property!!
Sandra
Sandra, 2-night trip
8/10 Very good
Jun 6, 2025
Great stay room very spacious but does need some upgrading especially in the bathrooms. And carpet removal would be ideal.
Rita
Rita, 2-night trip
10/10 Exceptional
Apr 18, 2025
My family and I enjoyed. It was convenient for our day at Disney. The resort was very family friendly. We will for sure book again.