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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 resort in Kissimmee with 3 outdoor pools, free water park
  • Free WiFi and free parking
  • Collect nightsYou can collect™ Rewards nights here
  • Price Guarantee
Great location
Tasty breakfast
Sufficient wellness & sports facilities
Fairly good value for money
471See all 471 reviews
From 284 reviews

TripAdvisor Traveller Rating

Calypso Cay Vacation Villas

from A$112
  • Villa, Non Smoking
  • Villa, 2 Bedrooms, Non Smoking
  • Villa, 3 Bedrooms
  • 1 Bed Hotel Suite

What’s around Calypso Cay Vacation Villas


  • Heart of Kissimmee
  • Lake Buena Vista Factory Stores - 21 min walk
  • Old Town - 2.6 mi / 4.2 km
  • Fun Spot America - 2.4 mi / 3.9 km
  • Capone's Dinner Show - 2.6 mi / 4.2 km
  • Congo River Golf - 2.9 mi / 4.6 km
  • Orlando Vineland Premium Outlets - 5.1 mi / 8.3 km
  • Disney Springs® - 5.2 mi / 8.4 km

Getting around

  • Kissimmee, FL (ISM-Kissimmee Gateway) - 8 min drive
  • Orlando, FL (MCO-Orlando Intl.) - 26 min drive
  • Kissimmee Station - 11 min drive
  • Orlando Station - 27 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-midnight
  • Check-out time is 10 AM
If you are planning to arrive after 11 PM please contact the property in advance using the information on the booking confirmation.

Required at check-in

  • Credit card deposit required

  • Government-issued photo ID required

  • Minimum check-in age is 18

Travelling with others


  • Pets not allowed


  • Free WiFi in public areas

  • Free WiFi in rooms



  • Free self parking

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
  • 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
  • Free water park access
  • Pool sunloungers
  • Pool umbrellas
Working away
  • Business centre
  • 24-hour front desk
  • Concierge services
  • Tours/ticket assistance
  • Multilingual staff
  • Lift
  • ATM/banking
  • Terrace
  • Accessible bathroom
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 Resort Kissimmee
  • Calypso Cay Vacation Villas Resort Kissimmee

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

Inclusions may be listed elsewhere on the page as free or for a surcharge.

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.

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Recent reviews

Good 7.6 From 471 reviews

Poor 2.0
Bed Bugs
My stay was horrible, my room had bed bugs. I couldn't rest nor sleep good. My room got switched at midnight the second time I complained and I was checking out at 10am, no sleep or rest at all. My boyfriend and I ended up going to the ER for bed bugs and now on medication
usFamily trip
Good 6.0
Not the best
When I checked in, the front desk was very rude. They didn’t explain anything and didn’t give us directions to the room, us a map and your all set. The beds were very uncomfortable. I have stayed at other resorts in the area and I will not go back here.
Rikkara, us2 night trip with friends
Good 6.0
For the price... just stay elsewhere
After 20 minutes of trying to find the check in (seriously, it's hidden with almost no signage), I spent another 30 minutes to check in. Being the only person there I assumed it would go faster. The check-in lady was constantly wiping her nose with her hand, I was not thrilled to receive back my snot covered paperwork and credit card. Also, I had to forward my reservation email to the hotel, silly me expected they'd have all the info they needed as they showed my reservation in the system already. Confirmation # wasn't adequate for them either. Fast forward to the room. Walking into the room I was time-warped back to my dead grandmother's goodwill decorated house. Nothing matched, the fake flowers scattered about had a decent layer of dust. Even the musty smell was present. For the price, head ache of check in and sub-par room, I would not recommend this hotel. Perhaps if they slashed their pricing a good 30% mayyyybe it would be worth it. With that being said, we'll stay elsewhere from now on.
lauren, us1 night romance trip
Very good 8.0
good stay. good location but little deceiving
great location. fun pools. great stay. it is deceiving as we didnt stay in a Calypso Cay Vacation Villa but a holiday inn room. like others said, it was little hard tying to find check in. once you find it, you check in, then they tell you to "check in" again at holiday inn. ridiculous. but the kids liked the pools, splash pad and mini golf and i found the area to within reasonable driving distances to where we needed to be. another thing i didnt like is that not only is there a daily resort fee but they also charge a separate fee per individual for zipline area. ridiculous. but again. overall the stay was still on the positive side.
laura, usFamily trip
Good 6.0
The rooms ok but the pool was really good
Nitza, us2 night family trip

Calypso Cay Vacation Villas

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