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.
The latest reviews. The lowest prices. The perfect place to shop for hotels.

Calypso Cay Resort

View Deal
04/06/2017 05/06/2017
1 room 2 adults 0 children
Great Deal
Compare best prices from top travel sites
and 11 more sites!
Professional photos
Calypso Cay Resort
View Map
{"widget":{"name":"ibex_photo_carousel","moduleList":["handlers"],"template":"ibex_photo_carousel__widget","dust":{"nav_controls":"ibex_photo_carousel__nav_controls"},"divClasses":"prw_rup prw_ibex_photo_carousel","js":{"handlers":"(ta.prwidgets.getjs(this,'handlers'))"}},"scriptFlags":null,"containerClass":null}
Add Photo Write a Review

69 Reviews from our TripAdvisor Community

Traveller rating
Traveller type
Time of year
  • More
Showing 54: English reviews
Start your review of Calypso Cay Resort
 Click to rate
St. Petersburg, Florida
Reviewed 2 days ago NEW

Deposit and fees will amount to nearly 300 on your card or you cannot check in also you cannot cancel and will be charged the full amount if u decided to leave "cancel" when this happens. You are stuck in a sub par "tropical" hell. This may not be a surprise to some people but know it happens and the...

Thank skateboardingdogz
Orlando, Florida
Reviewed 4 days ago NEW

I am very much into reading reviews before booking or going anywhere so I like to write reviews as well when credit is due. I stayed at Calypso Cay Villas on May20th and it was an amazing experience. The staff was extremely nice and courteous. I had a birthday party and it was really nice, they gave us bands to...

Thank cherismemaria
Baltimore, Maryland
Reviewed 5 days ago NEWvia mobile

We decided on this resort due to the reviews on Hotel.com... We were very disappointed... The price for a one bedroom suite was a little pricey but from what we were expecting, it was a disaster... The room was very small... The bedroom was okay, the bed (king) was comfortable but not the pillows... The room we reserved had a...

Thank Brent H
Atlanta, Georgia
Reviewed 5 days ago NEW

Owned here for many years. This place rocks. I would recommend that you visit this location. The resort is clean and well kept with great service personnel. Everytime we stay here, we have a blast. The kids love the pool and I love the shopping.

Thank sapphyj
Oklahoma Panhandle
Reviewed 1 week ago

What a disappointment this place was! We bought here in 2006 and went back in 2008 for a week. My wife and I recently went back for a quick 4 day break and were extremely disappointed in what we saw. Our check-in was a disaster. They kept telling us to come back later as the room wasn't ready. While we...

2Thank maharals
Meridian, Idaho
Reviewed 1 week ago

We ended up staying in the Inn, not the resort rooms. It is supposedly being bought by a hotel chain (forget which one) and is going to be completely remodeled...it needs it. The smell in the rooms was sickening. We requested to be moved to a different room, but the smell in that one was worse. We didn't spend much...

1Thank 2stepper1954
Waunakee, Wisconsin
Reviewed 1 week ago via mobile

We had a great time here. We stayed in one of the villas which worked well for our family. The only down side was hid dirty the carpet was. All the different pools were so much fun. So easy to get to and lose to Disney and other attractions.

Thank Marla A
A TripAdvisor Member
1 review
Reviewed 2 weeks ago

This resort is out dated and ran down in many areas. Some of the staff at the front desk are rude. When I called to report that we were missing items from the room that should have been there ( tea towels, cutlery...) the girl let out a big sigh of disgust as if I was bothering her. When I...

Review collected in partnership with Armed Forces Vacation Club
Thank A TripAdvisor Member
Portland, Maine
Reviewed 2 weeks ago via mobile

We travel quite a bit so many qualities marketing timeshares vacation packages. And some I buy if I'm looking to take a vacation and others I pass on. I was solicited I believe by a marketing company for a four day three night vacation package at the wonderful Calypso Cay resort. Of course we had to sit through a presentation...

2Thank Cher1999
Jacksonville, Florida
Reviewed 2 weeks ago

If anyone has read any of my posts, you'll know that my family and I have traveled the world regularly both for business and vacation/pleasure, and we've stayed at hundreds of hotels, Air B n Bs, and our preferred mode of stay - timeshare since we're Wyndham Worldmark owners. We booked this resort as a phone special for $299 for...

3Thank Rob O

69 photos of this hotel

Traveller photos: See what travellers like you saw

All Traveller Photos (53)
Hotel & Grounds (10)
Room/Suite (14)
Bathroom (3)
Dining (2)
Other (24)

Management photos: Courtesy of the property manager

All Management Photos (16)
Hotel & Grounds (3)
Room/Suite (9)
Dining (1)
Pool/Beach Area (1)
Family/Play Areas (1)
Other (1)
04/06/2017 05/06/2017
Hotels you might also like...
Travellers also viewed these Kissimmee hotels
0.0 km away
Inn at Calypso Cay
Inn at Calypso Cay
#62 of 153 in Kissimmee
102 reviews
0.1 km away
SpringHill Suites Orlando Kissimmee
0.2 km away
Hampton Inn & Suites Orlando - South Lake Buena Vista
Show Prices
Show Prices
Show Prices
3.6 km away
Quality Suites Royale Parc Suites
1.2 km away
Legacy Vacation Resorts
Legacy Vacation Resorts
#13 of 59 in Kissimmee
1,125 reviews
16.8 km away
Liki Tiki Village
Liki Tiki Village
#22 of 153 in Kissimmee
2,735 reviews
Show Prices
Show Prices
Show Prices


  • Pool
  • Free Parking
  • Bar/Lounge
  • Fitness Centre with Gym / Workout Room
  • Free High Speed Internet ( WiFi )
About the property
  • Wheelchair Access
  • Pets Allowed ( Dog / Pet Friendly )
  • 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
  • Public Wifi
  • Free Internet
  • Free High Speed Internet ( WiFi )
  • Free Parking
  • Children Activities (Kid / Family Friendly)
  • Shuttle Bus Service
  • Business Centre with Internet Access
  • Self-Serve Laundry
  • Multilingual Staff
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: €70 - €197 (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 Expedia, Booking.com, Orbitz, Hotwire, Travelocity, Cheap Tickets, Priceline, getaroom.com, HotelsforEveryone, Cancelon, Hotels.com, TripOnline SA, HotelQuickly and HotelsClick 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.
45 questions
Ask a question
New Kensington, Pennsylvania

See all questions (45)

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

“Rooms by pool have a great view”
cherismemaria, 22 May 2017 | Read review
“Our best tip to help travelers choose a good room, is to stay at a different resort.”
  • more urine stains behind toilet - truly disgusting
  • left over chips from previous tenant
  • black feet from walking barefoot in unit
  • ripped window dressing
  • black carpet stains
  • after walking barefoot in the morning
  • urine stains behind toilet
  • Red carpet stains
267robo, 7 May 2017 | Read review
“We loved being in the villas, on the first floor....”
joannam37, 17 Apr 2017 | Read review
“go with the villas!”
brianneb28, 8 Apr 2017 | Read review
“Great for families but noisy. Ask if there is a suite away from the pool area.”
sslewis2017, 3 Apr 2017 | Read review
5 of 5
US$105* /night
View Deal
View all 10 deals
Prices are for 1 room, 2 adults
Change dates