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All properties in Kissimmee, Florida, United States of America
1 room, 2 adults

Calypso Cay Vacation Villas

3.5-star3.5 stars
4951 Calypso Cay Way, Kissimmee, FL, 34746, United States of America

Family-friendly resort with 3 outdoor pools, near Lake Buena Vista Factory Stores
  • Free WiFi
  • Collect stampsYou can collect™ Rewards stamps here

Restrictions related to your trip

COVID-19 alert: Travel requirements are changing rapidly, including need for pre-travel COVID-19 testing and quarantine on arrival.  Check restrictions for your trip.

  • The property is clean, ill give them that, but the place constantly smelled off weed.…Apr 30, 2021
  • The villa was ok but the toilet in one of the bathrooms was broken. Very bad.Apr 18, 2021

Calypso Cay Vacation Villas

from NZ$170
  • Villa, Non Smoking
  • Villa, 2 Bedrooms, Non Smoking
  • Villa, 3 Bedrooms
  • Deluxe Room

What’s around Calypso Cay Vacation Villas


  • Heart of Kissimmee
  • Lake Buena Vista Factory Stores - 21 min walk
  • Congo River Golf - 22 min walk
  • Capone's Dinner Show - 27 min walk
  • Falcon's Fire Golf Club - 41 min walk
  • Old Town - 2.6 mi / 4.2 km
  • Fun Spot America - 2.4 mi / 3.9 km
  • Medieval Times - 2.9 mi / 4.6 km

Getting around

  • Orlando International Airport (MCO) - 24 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 8 min drive
  • Kissimmee Station - 11 min drive
  • Orlando Station - 22 min drive

At a glance

Key facts

Hotel size

  • This hotel has 150 rooms
  • This hotel is arranged over 0 floor


  • Check-in time 4 PM-anytime
  • Check-out time is 10 AM

Restrictions related to your trip

  • COVID-19 alert: Travel requirements are changing rapidly, including need for pre-travel COVID-19 testing and quarantine on arrival.
Front desk staff will greet guests on arrival.

Required at check-in

  • Credit card required for incidental charges

  • Government-issued photo ID may be required

  • Minimum check-in age is 21

Travelling with others


  • Pets not allowed


  • Free WiFi in public areas

  • Free WiFi in rooms



  • Wheelchair-accessible parking on site

Payment types at the property

Other information

  • Smoke-free property
*See small print for additional details or extra charges

In the hotel

Food and drink
  • Restaurant
  • Bar/lounge
  • Snack bar/deli
  • Barbecue grills
Things to do
  • Number of outdoor pools - 3
  • Waterslide
  • Fitness facilities
  • Spa tub
  • Basketball on site
  • Miniature golf on site
  • Playground on site
  • Volleyball on site
  • Pool sun loungers
  • Pool umbrellas
Working away
  • Business center
  • 24-hour front desk
  • Concierge services
  • Tours/ticket assistance
  • Multilingual staff
  • Elevator
  • ATM/banking
  • Terrace
  • Accessible bathroom
  • In-room accessibility
  • Wheelchair accessible
  • Wheelchair-accessible parking
Languages Spoken
  • English

In the room

Home comforts
  • Air conditioning
  • Coffee/tea maker
  • Iron/ironing board
Freshen up
  • Free toiletries
  • Hair dryer
Be entertained
  • TV
  • Cable TV channels
Stay connected
  • Free WiFi
  • Phone
Food and drink
  • Microwave

Calypso Cay Vacation Villas’s small print

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 Resort
  • Calypso Cay Vacation Villas Kissimmee
  • Calypso Cay Vacation Villas Resort Kissimmee


This property advises that enhanced cleaning and guest safety measures are currently in place.

Disinfectant is used to clean the property; commonly-touched surfaces are cleaned with disinfectant between stays; bed sheets and towels are laundered at a temperature of at least 60°C/140°F.

Personal protective equipment, including masks, will be available to guests.

Staff at the property wear personal protective equipment; a shield is in place between staff and guests in main contact areas; periodic temperature checks are conducted on staff.

This property affirms that it adheres to the cleaning and disinfection practices of SafeStay (AHLA - USA).

This property accepts credit cards and debit cards. Cash is not accepted. 

Mandatory fees

You’ll be asked to pay the following charges at check-in or check-out:

Deposit: USD 150.00 per stay

  • Resort fee: USD 22.70 per accommodation, per night

Resort fee inclusions:

  • Pool access
  • Sporting facilities or equipment
  • Shuttle service
  • Business center/computer access
  • Internet access (may be limited)
  • Self parking
  • Parking

Optional extras

Cribs/Infant beds are available for USD 10.0 per day

We have included all charges provided to us by this property. However, charges can vary, for example, based on length of stay or the unit you book.

FAQs for Calypso Cay Vacation Villas

  • Does Calypso Cay Vacation Villas offer free cancellation for a full refund?
    Yes, Calypso Cay Vacation Villas does have fully refundable rooms available to book on our site, which can be cancelled up to a few days before check-in. Just make sure to check this property's cancellation policy for the exact terms and conditions.
  • What are the cleanliness and hygiene measures currently in place at Calypso Cay Vacation Villas?
    This property confirms that disinfectant is used to clean the property and gives staff personal protective equipment. Please note that this information has been provided by our partners.
  • 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.
  • What are the check-in and check-out times at Calypso Cay Vacation Villas?
    You can check in from 4 PM - anytime. Check-out time is 10 AM.
  • Are there restaurants at or near Calypso Cay Vacation Villas?
    Yes, there's an onsite restaurant. Nearby restaurants include Tropico Mofongo (8-min walk), Jerusalem Middle Eastern (9-min walk), and Smokey Bones Bar & Fire Grill (9-min walk).
  • 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 spa tub or enjoy the use of other amenities, which include 3 outdoor pools and a fitness center.

Recent reviews

Good 7.4 From 509 reviews

Poor 2.0
45 min to check in when we got to the room beds where not even made. They tried to even just drop the sheets off and not make the beds. The room had no TVs in it and when I asked if they knew that the front desk just said yes with no offer to even fix that problem
Terry, us1 night family trip
Poor 2.0
Not worth it
T.v did not work we were not provided clean towels on our 2nd night i just did not enjoy my stay
Katrina, us2 night family trip
Poor 2.0
Mol in room, food on chairs, food on table, mold in jet and jet Missing, broken table leg
Marie, us3 night family trip
Poor 2.0
Absolutely terrible
The customer service was Horrendous.
Aminata, us3 night family trip
Exceptional 10.0
Family getaway
Overall the stay was great little noisy due to the people above us place was clean n kid friendly my kids enjoyed them self as well i would recommend to others
Terrina, us2 night family trip
Poor 2.0
Worst Stay Ever.
When we got there checked in and went to our room the room was nice until we noticed how dirty it actually was. That me and my daughter had to wipe down everything. The roomcould have been better cleaned. The room was so dirty so much dust on our room ceiling fan and so much dust on the top curtains in our bedroom and kids bedroom. This room was so dirty and dusty that my toddler got sick and when we got back into our town we had to take him to the ER which they told me he got the flu. These rooms should be cleaned better high and low. What was suppose to be a good weekend Ended up with my toddler son getting the flu from this resort and now i have see my baby be sick which he shouldn't be The dishes were like if they didn't wash them correctly which was unsanitary. And guest services/ front desk and housekeeping absolutely worst service. I called guest services more than 4 times two days in a row no one ever answered the phone we were having problems with washer but could never get a a hold of any one. Housekeeping turned us down on getting more toiletries and paper towels for our room and told us they were closed and could not get any supplies out which was pretty upsetting to me. Also the elevator is so slow i had anxiety going up because it just was taking to long so we had to walk upstairs to level 4 each day which was tiring but because i couldn't take the elevator with my family due to how hot it was in there and how slow and long it took to get our floor.
Maria E, us3 night family trip
Good 6.0
Very unlikely to stay again
This was my first and last stay at this resort. Kissimmee has a big selection of better resorts. Pros: Check in was quick and easy Beautiful pool area with bar Bed was very comfortable Cons: Elevator was broken on the first day and I was on the 5th floor; Not much fun walking up 5 flights of stairs with an arm full of bags Could not use the jacuzzi tub in bathroom because the button was broken Bathroom lights did not work Osceola Parkway was located right outside patio so there was a lot of traffic noise
Sharlene, us2 night trip
Very good 8.0
So so
Leak In room, horrible cable but we still enjoyed ourselves. Huge old coffee stain on window pain so I definitely question the cleanliness.
Daren, us3 night family trip
Very good 8.0
Can be better
Everything was ok until first night an office employee nock my door with a time share meeting promotion (First red flag) (Do not disturb your guests) Then i was inside of the tub and the water heater wasn’t enough to provide hot water ( Second flag). Happy? No.
Luis, us2 night trip
Exceptional 10.0
Great for Families or Large Parties
This is our second stay at Calypso Cay. It is ideal for families because your stay is in a villa with in room laundry, full kitchen, living and dining room. We stayed in the two bedroom villa which has a master bedroom with a master bath, the second bedroom has 2 queen size beds, there is a second bath and the living room has a pull out couch that my two young boys slept on. I wish check out was later - it is at 10am and there is a $22 resort fee per day and a $150 deposit collected. Those are the only negatives. We what a very comfortable stay.
Annie, us3 night family trip

Calypso Cay Vacation Villas