Calypso Cay Vacation Villas

Star Rating
3.5 out of 5
Photo gallery


3.7 / 5Good
578 reviews


  • Pool
  • Free WiFi
  • Free Parking
  • Air Conditioning


What's nearby

  • Popular Location
    Old Town
    5 min drive
  • Popular Location
    Disney Springs®
    9 min drive
  • Restaurant
    Tabbouleh Halal
    8 min walk
  • Restaurant
    Smokey Bones Bar & Fire Grill
    9 min walk
  • Airport
    Orlando, FL (MCO-Orlando Intl.)
    26 min drive

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Book online or call:

  • 1 Bed Hotel Suite

    Room Amenities

    • Sleeps 4
    • 1 King Bed OR 2 Queen Beds
    More details
  • Villa, Non Smoking

    Room Amenities

    • Sleeps 4
    • 1 King Bed and 1 Double Sofa Bed
    More details
  • Villa, 2 Bedrooms, Non Smoking

    Room Amenities

    • Sleeps 6
    • 1 King Bed, 2 Double Beds and 1 Double Sofa Bed
    More details
  • Villa, 3 Bedrooms

    Room Amenities

    • Sleeps 8
    • 1 King Bed, 2 Double Beds and 1 Queen Bed
    More details

About this area


In the city center and near theme parks, Calypso Cay Vacation Villas is in an area with good shopping. Medieval Times and Madame Tussauds are cultural highlights, and some of the area's popular attractions include Disney's Typhoon Lagoon Water Park and Disney's Hollywood Studios®. Traveling with kids? Don't miss Gatorland® and Aquatica.

Visit our Kissimmee travel guide

What's nearby

  • Popular Location
    Old Town - 5 min drive
  • Popular Location
    Disney Springs® - 9 min drive
  • Popular Location
    Gatorland® - 10 min drive
  • Popular Location
    ESPN Wide World of Sports - 12 min drive
  • Popular Location
    Discovery Cove - 16 min drive

Getting around

  • Kissimmee Station - 11 min drive
  • Orlando, FL (MCO-Orlando Intl.) - 26 min drive


  • Tabbouleh Halal — 8 min walk
  • Smokey Bones Bar & Fire Grill — 9 min walk
  • TGI Friday's — 13 min walk
  • Denny's — 20 min walk
  • Chili's — 26 min walk

About this property

Calypso Cay Vacation Villas

Family-friendly resort with 3 outdoor pools and free water park access
3 outdoor pools, free water park access, and a restaurant are available at this smoke-free resort. Free WiFi in public areas and free self parking are also provided. Additionally, a fitness center, a bar/lounge, and a spa tub are onsite. All 150 rooms provide conveniences like microwaves and coffee makers, plus free WiFi and TVs with cable channels. Hair dryers, phones, and ironing boards are among the other amenities that guests will find.
Calypso Cay Vacation Villas offers 150 air-conditioned accommodations with coffee/tea makers and hair dryers. Cable television is provided.
Guests can surf the web using the complimentary wireless Internet access. Additionally, rooms include irons/ironing boards and complimentary toiletries.
Calypso Cay Vacation Villas features a complimentary water park, 3 outdoor swimming pools, a waterslide, and a spa tub. The resort offers a restaurant. A bar/lounge is on site where guests can unwind with a drink. Wireless Internet access is complimentary.
This 3.5-star property offers access to a business center. This family-friendly resort also offers a fitness center, a terrace, and tour/ticket assistance. Complimentary self parking is available on site.
Calypso Cay Vacation Villas is a smoke-free property.
3 outdoor swimming pools are on site along with a spa tub. Other recreational amenities include a complimentary water park and a fitness center.
The recreational activities listed below are available either on site or nearby; fees may apply.



Check-in between 4 PM - midnight
Minimum check-in age - 18

Special check-in instructions

If you are planning to arrive after 11 PM please contact the property in advance using the information on the booking confirmation.


Check-out before 10 AM

Children and extra beds

  • Children are welcome.
  • Rollaway/extra beds are not available.
  • Cribs (infant beds) are available for USD 10.0 per day.


  • Pets not allowed

Property payment types

American Express

Important information


You'll be asked to pay the following charges at the property:

  • Deposit: USD 150.00 per stay
  • Resort fee: USD 22.70 per accommodation, per night
The resort fee includes:
  • Pool access
  • Sporting facilities or equipment
  • Shuttle service
  • Business center/computer access
  • Internet access
  • Self parking
  • Parking

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

Optional extras

The following fees and deposits are charged by the property at time of service, check-in, or check-out.

  • Crib (infant bed) fee: USD 10.0 per day

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

You need to know

Extra-person charges may apply and vary depending on property policy.
Government-issued photo identification and a credit card are required at check-in for incidental charges.
Special requests are subject to availability upon check-in and may incur additional charges. Special requests cannot be guaranteed.

Property is 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

Property amenities


  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transportation

  • Free self parking

Food and drink

  • 1 restaurant
  • 1 bar

Things to do

  • 3 outdoor pools
  • Basketball
  • Fitness center
  • Free water park access
  • Mini golf
  • Playground
  • Spa tub
  • Volleyball

Family friendly

  • 3 outdoor pools
  • Cribs/infant beds (surcharge)
  • Free water park access
  • Microwave
  • Mini golf
  • Playground
  • Waterslide


  • ATM/banking services
  • Elevator
  • Gift shop/newsstand

Guest services

  • 24-hour front desk
  • Concierge services
  • Multilingual staff
  • Tour/ticket assistance

Languages spoken

  • English

Business services

  • Business center


  • BBQ grill(s)
  • Pool sun loungers
  • Pool umbrellas
  • Terrace


  • If you have requests for specific accessibility needs, please note them in the special requests field on the booking page after selecting your room.
  • Accessible bathroom
  • Wheelchair-accessible parking


  • Smoke-free property

Room amenities


  • Air conditioning
  • Cribs/infant beds (surcharge)


  • Free toiletries
  • Hair dryer


  • Cable channels
  • TV

Food and drink

  • Coffee/tea maker
  • Microwave


  • Iron/ironing board
  • Phone

Nearby things to do


  • Theme parks
5 - Excellent
4 - Good
3 - Okay
2 - Mediocre
1 - Poor
Service and Staff
Property condition


  • Disliked: Cleanliness, staff & service, amenities, property conditions & facilities

Stayed 1 night in Nov 2019


  • Liked: Cleanliness, staff & service, amenities

The rooms are beautiful however I called for maintenance within 2hrs of getting to my room for a clogged shower and no one ever came for the 5 days I was there. Dunkin (on property) didn’t open til 30min past opening time which meant missing breakfast before I went to the park. And you don’t get adventure park access unless you sign up for the time share. However, the pools are great and they do let you keep your luggage at the office after check out until your flight. The rooms do look like pictures and the tubs are worth it after a long day at the park!

Stayed 4 nights in Nov 2019


  • Liked: Cleanliness
  • Disliked: Staff & service, amenities, property conditions & facilities

I liked the fact there was a washer and dryer. However, only one box of detergent wasn’t enough. The dryer didn’t work and when I called not one person returned the call. I then called again and left a message with no response. The shuttle service was terrible with departure times offered 3x and only one returning shuttle at 10pm.

Stayed 2 nights in Nov 2019


  • Disliked: Property conditions & facilities

You get apt of space for your money however that’s really the only nice thing.. walls a really thin and so are floors you can hear everything from your neighbors.. walking, Talking, TVs in other rooms and Construction at 8AM... pools were ok however the one closest to you isn’t your pool it’s across the street and no one tells you where everything is they hand you a map a off you go... and was told when I arrived from The staff check out is 10:30am and then I get visit at 9am And a call on day of check out it’s 10am so everyone scrambles to get out on time. It was ok not going to stay here next time..

Stayed 4 nights in Nov 2019

5/5 Excellent

  • Liked: Cleanliness, staff & service, property conditions & facilities

Nice and clean close to everything.love it I’ll recommend

Stayed 4 nights in Oct 2019

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