We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
Want the lowest hotel prices? You're in the right place. We check 200+ sites for you.

Calypso Cay Resort

Show Prices
Enter dates for lowest prices
powered by PriceFinder
Check In Check Out
1 room 2 adults 0 children
We check 200+ sites to find the latest and lowest prices.
Professional photos
Calypso Cay Resort
View Map
{"scriptFlags":null,"containerClass":null,"widget":{"name":"ibex_photo_carousel","divClasses":"prw_rup prw_ibex_photo_carousel","moduleList":["handlers"],"js":{"handlers":"(ta.prwidgets.getjs(this,'handlers'))"},"template":"ibex_photo_carousel__widget","dust":{"nav_controls":"ibex_photo_carousel__nav_controls"}}}
Add Photo Write a Review

954 Reviews from our TripAdvisor Community

Traveller rating
Traveller type
Time of year
Language
  • More
There are newer reviews for Calypso Cay Resort
See the most recent reviews
Showing 798: English reviews
Orlando, Florida
Reviewed 11 January 2017 via mobile

We stayed at Calypso Cay for a long weekend and it was enjoyable the room was very spacious we ended up getting the room through a timeshare presentation the presentation was supposed to be 90 minutes but it lasted three hours but our guide was very nice the furniture in the condo itself is semi dated but plenty of room...

 Report
Helpful?
Thank ronjohn9552
CalypsoCayDOS, Director of Sales at Calypso Cay Resort, responded to this review

Hello! Thank you for your kind review - we strive very hard to ensure complete guest satisfaction and are very proud of Calypso Cay Resort, from our team members to our 1, 2 & 3 bedroom fully furnished and spacious vacation villas to our world class amenities. Yes, the electric grills are all poolside along with covered sitting areas and...

Greenville, Alabama
Reviewed 28 March 2016

Using Interval International, I exchanged a week at my home resort for a week at Calypso Cay beginning March 25, 2016. The basic premise of an exchange through Interval International states: "like for like". In other words your exchange request will compare with your home resort which in my case is a 3 bedroom unit rated in the second highest...

 Report
Helpful?
8Thank Mikail B
Cedar Rapids, Iowa
Reviewed 24 March 2016

We had a timeshare week that was going to expire so we traded it for the Calypso Cay in Kissimmee, FL. After booking we looked at the reviews on Tripadvisor about Calypso Cay and wondered if we had made the correct decision. (I know, I know, note to self, reviews first, book second) Here’s the blueprint: Calypso Cay is very...

 Report
Helpful?
4Thank Dave17CR
CalypsoCayDOS, Director of Sales at Calypso Cay Resort, responded to this review

Hello! Thank you so much for your outstanding review! We cannot tell you how much we appreciate it! We strive so hard to ensure complete guest satisfaction every time. We are so happy to hear that you loved everything at Calypso Cay Resort...from your Villa to all the amenities! We take great pride in our property! Thank you again! Look...

Cape Cod
Reviewed 23 March 2016 via mobile

We had a great time! The condo was clean and had plenty of room. Great place for all ages. Close to many restaurants. Staff was very helpful and nice. I'm going to remember this place when we bring family with us. We will definitely go back again😊

 Report
Helpful?
1Thank DebML
CalypsoCayDOS, Director of Sales at Calypso Cay Resort, responded to this review

Hello! Thank you so much for your outstanding review! We cannot tell you how much we appreciate it! We strive so hard to ensure complete guest satisfaction every time. We are so happy to hear that you loved everything at Calypso Cay Resort...from your Villa to all the amenities! We take great pride in our property! Thank you again! Look...

Fort Myers, Florida
Reviewed 20 March 2016

This was a last minute book because it was the only thing left. We found out why that was the case. First of all, the signage was not good and it took us awhile to find the check-in. Check-in was ok and the ladies were friendly. However, when we went to the room, it looked like the housekeepers' shifts had...

 Report
Helpful?
5Thank shannonacosta10
CalypsoCayDOS, Director of Sales at Calypso Cay Resort, responded to this review

Hi Mrs. Acosta-I am currently speaking with you to resolve your issues that you encountered, which I was very sorry to hear since we strive so hard to ensure guest satisfaction at Calypso Cay Resort. I hope that you will give us another try in the future. Thank you kindly.

Portland, Maine
Reviewed 19 March 2016

*Positive: our room was nice and the main pool is awesome with the zero entrance Negative: Our room keys didn't work even after having them reprogramed twice A cleaning person let us in finally. After getting settled we walked to the groc store arriving with cold stuff to find we were locked out of our room no one could get...

 Report
Helpful?
3Thank Phillip L
CalypsoCayDOS, Director of Sales at Calypso Cay Resort, responded to this review

Hello-Thank you for your feedback. We appreciate the information as we strive very hard to ensure guest satisfaction so you will return time and time again. First let me say THANK YOU for choosing Calypso Cay Resort and I am happy to hear you liked your Villa and both our main pools are zero entry, which everyone loves! It makes...

Reviewed 18 March 2016

I've had mixed experiences at this resort. However, my last visit was absolutely horrible. The was a bad odor from the time I walked into the condo. I quickly found out that the smell was mildew as it covered the bathroom. I told the front desk people and they said that there was nothing they could do about it because...

 Report
Helpful?
2Thank TH1913
CalypsoCayDOS, Director of Sales at Calypso Cay Resort, responded to this review

Hello! Thank you for your feedback. We appreciate it very much as it helps us improve. It looks like you vacationed with us in May 2015. Since May, we have completed renovations and we would love for you to come back and experience Calypso Cay Resort again in the future! Additionally, Summer 2016, we will have our new Castaway Cove...

Miami, Florida
Reviewed 18 March 2016

Room key didnt open. Nobody answer the phone at front desk. Bed bug and worm in the carpet killed my experience with an awesome room but poorly managed property. Shame. I asked for the manager at checkout and no manager on property. I emailed the manager and after a week no response still. They dont care about you after you...

Review collected in partnership with Amoma.com
 Report
Helpful?
2Thank Albertogotera
CalypsoCayDOS, Director of Sales at Calypso Cay Resort, responded to this review

Hello- Thank you for your feedback. We strive very hard to ensure complete guest satisfaction and I am sorry to hear that you did not have the experience you deserve. If you stayed at the Inn at Calypso, please note that the Inn at Calypso is under new management and is not owned by Calypso Cay Resort, among the other...

West Palm Beach, Florida
Reviewed 17 March 2016

I'll recommend this place for a family vacation, this location has all that you need to enjoy a quality time with your family and friends. very good service, room are clean you could even have a BBQ there because on the open area they have grills and a very good music I like it a lot

 Report
Helpful?
2Thank cholausa
CalypsoCayDOS, Director of Sales at Calypso Cay Resort, responded to this review

Hello! :) Thank you so much for your wonderful review, we appreciate it! We work hard and take great pride in ensuring great family vacations! We hope you will choose Calypso Cay Resort as your vacation destination again in the future! :)

Boys Town
Reviewed 16 March 2016 via mobile

My family and I stayed at calypso cay resor in a one bedroom suite. The accommodations were fine. What wasn't fine is at the end of our trip there was grease left on the stove. I didn't realize the burner hadn't been turned off. The unit was filed with smoke so bad I could barely see my children to evacuate...

 Report
Helpful?
1Thank Tammy E
CalypsoCayDOS, Director of Sales at Calypso Cay Resort, responded to this review

Hello! Thank you for your feedback. I am happy you enjoyed your accommodations, that is great to hear. Please be certain that guest safety is our #1 concern always at Calypso Cay Resort. All smoke detectors are routinely monitored and batteries are replaced. I appreciate you bringing this to our attention so that we may address it. I hope in...

410 photos of this hotel

Traveller photos: See what travellers like you saw

Viewed
All Traveller Photos (394)
Viewed
Bathroom (35)
Viewed
Room/Suite (114)
Viewed
Hotel & Grounds (38)
Viewed
Pool/Beach Area (28)
Viewed
Dining (10)
Viewed
Family/Play Areas (3)
Viewed
View from Room (9)
Viewed
Other (157)

Management photos: Courtesy of the property manager

Viewed
All Management Photos (16)
Viewed
Hotel & Grounds (3)
Viewed
Room/Suite (9)
Viewed
Dining (1)
Viewed
Pool/Beach Area (1)
Viewed
Family/Play Areas (1)
Viewed
Other (1)
Check In Check Out
Hotels you might also like...
Travellers also viewed these Kissimmee hotels
0.3 km away
Inn at Calypso Cay
Inn at Calypso Cay
#69 of 156 in Kissimmee
84 reviews
0.2 km away
SpringHill Suites Orlando Kissimmee
0.1 km away
Hampton Inn & Suites Orlando - South Lake Buena Vista
Show Prices
Show Prices
Show Prices
1.3 km away
Legacy Vacation Resorts
Legacy Vacation Resorts
#16 of 58 in Kissimmee
1,040 reviews
17.1 km away
Liki Tiki Village
Liki Tiki Village
#21 of 156 in Kissimmee
2,656 reviews
1.2 km away
Star Island Resort and Club
Star Island Resort and Club
#19 of 156 in Kissimmee
2,101 reviews
Show Prices
Show Prices
Show Prices

Amenities

Highlights
  • Breakfast included
  • Pool
  • Free Parking
  • Bar/Lounge
  • Free High Speed Internet ( WiFi )
  • Fitness Centre with Gym / Workout Room
About the property
  • Pets Allowed ( Dog / Pet Friendly )
  • Wheelchair Access
  • Non-Smoking Hotel
Things to do
  • Pool
  • Bar/Lounge
  • Hot Tub
  • Fitness Centre with Gym / Workout Room
Room types
  • Suites
  • Non-Smoking Rooms
  • Family Rooms
In your room
  • Air Conditioning
  • Microwave
  • Refrigerator in room
Internet
  • Free Internet
  • Public Wifi
  • Free High Speed Internet ( WiFi )
Services
  • Breakfast included
  • Free Parking
  • Children Activities (Kid / Family Friendly)
  • Shuttle Bus Service
  • Business Centre with Internet Access
  • Multilingual Staff
  • Self-Serve Laundry
Official Description (provided by the hotel)
Calypso Cay Resort is a family-friendly, Caribbean-themed Kissimmee property and is situated in the heart of what Orlando, FL is famous for...Walt Disney World® Resort, Universal Studios and Sea World...all with complimentary daily shuttle services. The awesome amenities at Calypso Cay Resort include: 18 holes of mini golf, 3 outdoor heated pools, 2 are zero entry, 2 hot tubs, 3 water slides, License To Chill Tiki Bar & Grill, sand volleyball, lighted basketball, family grilling areas and covered cabanas, Sip 'n Dip Sundries Shop, fitness room, game room, FREE WIFI and parking, planned activities for all ages, and our NEWEST AMENITY...CASTAWAY COVE ADVENTURE PARK - Vacationers can: ● Glide down a 300 foot zipline ● Soar up to 25 feet on a jumper ● Challenge themselves on a custom ropes course ● Launch water balloons in an ultimate battle ● Climb a 26 foot rock wall adventure Come check-out Calypso Cay Resort today and book yourself a magical get-a-way in one of our 1, 2 and/or 3 bedroom fully furnished and spacious vacation villas and start making memories that will last a lifetime! ... more   less 

Additional Information about Calypso Cay Resort

Address: 4951 Calypso Cay Way, Kissimmee, FL 34746-5522
Region: United States > Florida > Central Florida > Kissimmee
Price Range: €94 - €160 (Based on Average Rates for a Standard Room)
Hotel Class:3.5 star — Calypso Cay Resort 3.5*
Number of rooms: 208
Reservation Options:
TripAdvisor is proud to partner with Booking.com, Priceline and Hotels.com so you can book your Calypso Cay Resort reservations with confidence. We help millions of travellers each month to find the perfect hotel for both holiday and business trips, always with the best discounts and special offers.
Also Known As:
Calypso Cay Hotel Kissimmee
Calypso Cay Resort Kissimmee, Florida
Is This Your TripAdvisor Listing?
Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more.
Claim Your Listing

Questions & Answers

Here's what travellers have asked, with answers from Calypso Cay Resort staff and other travellers.
40 questions
Ask a question
New Kensington, Pennsylvania
Monroe, New York, United States

See all questions (40)

Questions? Get answers from Calypso Cay Resort staff and past guests.
Posting guidelines
Typical questions asked:
  • Can tickets for local attractions be purchased at the front desk?
  • Do you have to pay extra for a mini-fridge?
  • At what time does the pool open each day?

See which rooms travellers prefer

“as a smoker I enjoyed being on the ground floor as the rooms are non smoking”
 of 5 bubbles pbutler54, 15 Feb 2017 | Read review
“Avoid this resort.”
 of 5 bubbles mikailb2013, 28 Mar 2016 | Read review
“stay somewhere else”
  • Your guess is as good as mine. Literally, WTH was going on here?
  • Pretty sure those are dirty sheets crumpled on the unmade bed.
 of 5 bubbles shannonacosta10, 20 Mar 2016 | Read review
“Go Somewhere else”
 of 5 bubbles 813phillipl, 19 Mar 2016 | Read review
“I would not trust any room.”
 of 5 bubbles libbylou62, 6 Mar 2016 | Read review
5 of 5