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.
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
09/07/2017 10/07/2017
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}

    Calypso Cay Resort

    4951 Calypso Cay Way, Kissimmee, FL 34746-5522
    Best prices for your stay
    09/07/2017 10/07/2017
    1 room
    • 1 room
      2 adults
      • 2 adults
        0 children
        • 0 children
          SAVE US$48
          Traveller (56)
          Room & Suite (23)
          Dining (3)
          Inn at Calypso Cay
          105 reviews
          #60 of 152 hotels in Kissimmee
          Legacy Vacation Resorts
          1,151 reviews
          #12 of 59 Speciality lodging in Kissimmee
          Star Island Resort and Club
          2,310 reviews
          #23 of 152 hotels in Kissimmee
          Liki Tiki Village
          2,755 reviews
          #25 of 152 hotels in Kissimmee
          • Excellent35%
          • Very good21%
          • Average14%
          • Poor14%
          • Terrible16%
          Travellers talk about
          Free Wifi
          Free Parking
          Air Conditioning
          Non-Smoking Hotel
          Poolside Bar
          Fitness centre
          Multilingual Staff
          Pets Allowed
          Wheelchair Access
          Business Centre
          Self-Serve Laundry
          Shuttle Bus Service
          3.5 Star Hotel
          All hotel details
          {"widget":{"name":"ibex_photo_carousel","template":"ibex_photo_carousel__widget","dust":{"nav_controls":"ibex_photo_carousel__nav_controls"},"moduleList":["handlers"],"divClasses":"prw_rup prw_ibex_photo_carousel","js":{"handlers":"(ta.prwidgets.getjs(this,'handlers'))"}},"containerClass":null,"scriptFlags":null}
          Inn at Calypso Cay
          105 reviews
          #60 of 152 hotels in Kissimmee
          Legacy Vacation Resorts
          1,151 reviews
          #12 of 59 Speciality lodging in Kissimmee
          Star Island Resort and Club
          2,310 reviews
          #23 of 152 hotels in Kissimmee
          Liki Tiki Village
          2,755 reviews
          #25 of 152 hotels in Kissimmee
          9 Jul10 Jul
          1 room, 2 adults, 0 children
          Standard Room

          Getting you more information on this room

          Free Cancellation
          Show Available Rooms
          Sorry, this partner no longer has rooms available on TripAdvisor. Please visit one of our 9 partner sites to see rooms from US$111.
          We're sorry, there are no rooms available on TripAdvisor. Please change your dates, or view all Kissimmee hotels with availability
          Standard Room

          Getting you more information on this room

          Free Cancellation
          {"BOOKING_FEATURES": ["IB_STREAMLINED_SELECTED_ROOM","IB_NEW_REG_FLOW_INTERRUPTER","IB_SHOW_EMAIL_FOR_INSECURE_LOGIN","RCMS_INLINE_ROOM_GRID_MAX_OCC","IB_POST_BOOKING_LOGIN","IB_IRG_PERFORMANCE_METRICS","IB_IRG_MATCH_META","CHILDREN_SEARCH","IB_DW_INLINE_PASSWORD","HR_IB_EXCLUDE_TAXES_AND_FEES","IB_DW_CCNAME_WITH_AUTOCOMPLETE","IB_IRG_PERFORMANCE_METRICS_MOBILE","IB_BOOKNOW_CLEAN_WITH_ICON_SHORT_BTN","STORED_CARDS","IB_POST_BOOK_LOGIN_CTA","IB_PRICE_WINS_COPY","IB_DW_PROMPT_KNOWN_EMAIL","IB_PRICES_OUTSIDE_ROOM_BUTTON","IB_EXIT_INTERRUPTER","IB_SHOW_AMENITIES_AS_ICONS","IB_NEW_REG_FLOW","META_AIR","IB_INLINE_ROOM_GRID","IB_TIME_OF_STAY_PAYMENT_TYPES_V3","IBEX_HIGH_EQUITY_BRANDING","IB_PRICE_WINS_POST_TX","IB_BOOKING_FORM_FAVICON","IB_URGENCY_BLOCK","IB_NEW_REG_FLOW_POST_BOOK"] , "IMPRESSION_KEY": "c1d362b075354041bdd8a3b2192af9a2", "roomSelectionModel": {"partnerInfos":[],"multiplePartners":false,"polling":{"locationId":640018,"bookingSessionId":null,"detailedAvailabilityKey":null,"commerceContentIds":[],"additionalContentIds":[],"pollCount":0,"checkin":{"day":9,"month":7,"year":2017},"checkout":{"day":10,"month":7,"year":2017},"adults":2,"child_rm_ages":"","rooms":1,"display_rooms":300,"entryPrice":-1,"entryCurrency":"USD","complete":true,"formKey":"","showAllRooms":true,"genNewBookingSessionId":false,"winningProviderAtClick":"","selectedRoomKey":null,"impressionKey":"c1d362b075354041bdd8a3b2192af9a2","navArea":null,"referringServlet":"Hotel_Review","highestMetaPrice":159,"lowestMetaPrice":111,"additionalPartner":false,"highestMetaPriceDisplay":159,"roomsToVerify":[],"clazz":null},"summary":null,"unavailable":true,"metaOffers":[],"mismatchCheckModel":null,"totalMediaCount":0,"hotelPhotos":[],"noticeHeaderMessage":null,"moreProviders":null,"lowestPricePartner":null,"showAllRooms":true,"isMetaCheaper":false,"isBookingLessThanOrEqualToMeta":null,"avgHistoricalPrice":0.0,"avgHistoricalDisplayPrice":null,"expressBookState":{"hasFullTravelerInfo":false,"hasReducedBillingInfo":false,"hasFullBillingInfo":false},"highestMetaPrice":159,"lowestMetaPrice":111,"highestMetaPriceDisplay":159,"hotelName":"Calypso Cay Resort","hasSpecialTimeOfStayTaxes":false,"trackingTree":null,"trackingTreeId":null,"showPriceHoverTooltip":false,"trackingContext":"eyJzdGF0ZSI6IkhPVEVMX0FVQ1RJT04iLCJwIjoiSFJfTWFpbkNvbW1lcmNlIiwiaWRzIjp7IkJGSyI6ImMxZDM2MmIwNzUzNTQwNDFiZGQ4YTNiMjE5MmFmOWEyIiwiQUlLIjoiZWEzYmY0MmQ1N2M3NGQwZThlMDdhZjAxOGE5ODE4NTAifSwiZW50cnlTZXJ2bGV0IjoiSG90ZWxfUmV2aWV3In0=","cheaperPricesExist":false,"enableLPF":false,"priceDropPercent":0,"canExpandRooms":false,"expandRoomsToAllPartners":false,"roomSelectionKey":null,"useSupplierDirectTreatment":false,"isSupplierDirect":false,"showProviderSeparator":false,"clazz":null,"seeMoreMessage":null,"seeMoreIFrameMessage":null,"isPricelineCom":false}, "ibAvailability": false, "metaAvailability": true, "topOfferIsIB": false, "numHacTries": -1, "checkIn": "09/07/2017", "checkOut": "10/07/2017", "lowestPrice": "US$111", "hasDates": true, "hacComplete": true, "contentIdMappings": {"109306659":"HotelsCom2IB","74667808":"TravelocityEWS","78905271":"OrbitzEWS","72744960":"Expedia","81540506":"PricelineIB","71623651":"IB_TravelClickDS_1F1TuYDN","74312426":"BookingCom","79457691":"CheapTicketsEWS","76483016":"Hotwire"}, "pollingEnabled": false, "preventScroll": false, "offerClickToken": null, "conditionalUpdate": false, "mightGetRooms": true, "divClasses": "ppr_rup ppr_priv_hr_inline_room_grid_hsx", "singlePartnerRoomGridWidget": {"widget":{"name":"ibex_room_grid_hsx","template":"ibex_room_grid_hsx__widget","dust":{"sub_header":"ibex_room_grid_hsx__sub_header"},"moduleList":["handlers","tracking"],"divClasses":"prw_rup prw_ibex_room_grid_hsx","js":{"handlers":"(ta.prwidgets.getjs(this,'handlers'))","tracking":"(ta.prwidgets.getjs(this,'tracking'))"}},"containerClass":null,"scriptFlags":null}, "multiPartnerRoomGridWidget": null, "mismatchMessage": {"widget":{"name":"ibex_mismatch_message","template":"ibex_mismatch_message__widget","dust":{},"moduleList":["handler"],"divClasses":"prw_rup prw_ibex_mismatch_message","js":{"handler":"(ta.prwidgets.getjs(this,'handler'))"}},"containerClass":null,"scriptFlags":null}, "maxRoomsToShow": 300, "isTablet": false, "roomGridRowWidget": {"widget":{"name":"ibex_room_grid_row_hsx","template":"ibex_room_grid_row_hsx__widget","dust":{"amenities":"ibex_room_grid_row_hsx__amenities","condition_col":"ibex_room_grid_row_hsx__condition_col","price_text":"ibex_room_grid_row_hsx__price_text","reservation_col":"ibex_room_grid_row_hsx__reservation_col"},"moduleList":[],"divClasses":"prw_rup prw_ibex_room_grid_row_hsx","js":{}},"containerClass":null,"scriptFlags":null}, "mismatchMessageLightbox": null, "deviceInfo": "OtherOS OtherBrowser", "bookOnTripAdvisor": "Book on <img class=\"ibHeaderImg\" alt=\"TripAdvisor\" src=\"https:\/\/static.tacdn.com\/img2\/branding\/rebrand\/TA_logo_primary.png\"\/>"}
          Write a Review
          Reviews (84)
          Traveller rating
          Traveller type
          Time of year
          • More languages
          There are newer reviews for Calypso Cay Resort See the most recent reviews

          11 - 15 of 63 reviews

          Reviewed 22 May 2017

          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....More

          1  Thank cherismemaria
          Reviewed 22 May 2017 via 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,...More

          1  Thank Brent H
          Reviewed 22 May 2017

          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
          Reviewed 18 May 2017

          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....More

          2  Thank maharals
          Reviewed 18 May 2017

          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...More

          1  Thank 2stepper1954
          Inn at Calypso Cay
          105 reviews
          #60 of 152 hotels in Kissimmee
          Legacy Vacation Resorts
          1,151 reviews
          #12 of 59 Speciality lodging in Kissimmee
          Star Island Resort and Club
          2,310 reviews
          #23 of 152 hotels in Kissimmee
          Liki Tiki Village
          2,755 reviews
          #25 of 152 hotels in Kissimmee
          • Top amenities
          • Pool
          • Free Parking
          • Bar/Lounge
          • Fitness Centre with Gym / Workout Room
          • Free High Speed Internet ( WiFi )
          • Hotel Amenities
          • Free Parking
          • Children Activities (Kid / Family Friendly)
          • Shuttle Bus Service
          • Business Centre with Internet Access
          • Self-Serve Laundry
          • Multilingual Staff
          • Room amenities
          • Air Conditioning
          • Microwave
          • Refrigerator in room
          • Things to do
          • Pool
          • Bar/Lounge
          • Hot Tub
          • Fitness Centre with Gym / Workout Room
          • Price range
          • US$77 - US$398 (Based on Average Rates for a Standard Room)
          • Hotel class
          • Room types
          • Suites ,
          • Non-Smoking Rooms ,
          • Family Rooms
          • Number of rooms
          • 208
          • Reservation Options
          • TripAdvisor is proud to partner with Expedia, Orbitz, Booking.com, Cheap Tickets, TripOnline SA, Travelocity, Hotwire, getaroom.com, Cancelon, Priceline, Hotels.com, HotelsforEveryone and HotelQuickly 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.
          • Location
          • United States >
          • Florida >
          • Central Florida >
          • Kissimmee
          • Also Known As
          • Calypso Cay Hotel Kissimmee ,
          • Calypso Cay Resort Kissimmee, Florida
          Add Photo Photos
          Traveller (56)
          Room & Suite (23)
          Dining (3)
          Pool & Beach (1)
          Hotel & Grounds (41)
          Bathroom (3)
          Family and Play Areas (1)
          Hampton Inn & Suites Orlando - South Lake Buena Vista
          996 reviews
          .21 km away
          Embassy Suites by Hilton Orlando Lake Buena Vista South
          1,979 reviews
          .45 km away
          SpringHill Suites Orlando Kissimmee
          169 reviews
          .11 km away
          Fantasy World Club Villas
          985 reviews
          .37 km away
          Inn at Calypso Cay
          105 reviews
          .05 km away
          Nearby Restaurants
          Olive Garden
          2,327 reviews
          .56 km away
          King O Falafel
          289 reviews
          .62 km away
          CiCi's Pizza
          656 reviews
          .60 km away
          Jerusalem Middle East Restaurant
          216 reviews
          .65 km away
          Nearby Attractions
          Museum of Military History
          195 reviews
          1.09 km away
          Extreme Jet Ski of Orlando
          156 reviews
          1.18 km away
          Dare 2 Escape
          54 reviews
          .59 km away
          Star Island Resort's Star Bar
          24 reviews
          1.08 km away
          Questions & AnswersAsk a question
          Amber P
          I am booked to arrive next weekend. I am now freaking out about staying here after reading the reviews. The rooms sound absolutely disgusting! They cant all be that gross..Right!?
          14 June 2017|
          Answer Show all 7 answers
          Response from paul-mary | Reviewed this property |
          Our unit was clean with a great view
          Travelling with small children. Confused with layout of resort....We will be staying in one bedroom villa, just wondering the proximity to the pool area as I am predicting frequent trips back and forth to the room. Some reviews I read state that they had to cross a busy road to get to the pool area. Also, do these one bedroom villas have in room laundry? Any information on what to expect in relation to the layout of the resort would be greatly appreciated!
          30 April 2017|
          Answer Show all 3 answers
          Response from valann19 | Reviewed this property |
          We had to cross a road to get to the facilities but not too busy wouldn't let little children go on their own , great laundry facilities
          Fanta L
          hi me and my husband is supposed to arrive at Calypso cay resort on may 1st and we appreciate all of the reviews but I feel like you are going to enjoy yourself if you really want to, but mostly what I really want to ask is really important questions 1: I was told that we have to attend the timeshare meeting but we are not obligated to purchase. as long as we attend and keep an open mind we are good is that correct? 2: The resort fee, is it charged at check in so we get it out of the way? 3: Do we have to pay for parking our rental 4: Why is there going to be a hold of $350 on my card and when is it going to be released? The reservation says after going to the welcome center is that correct? 5: I would like to also ask for a contact number so I know exactly what I am getting into. ASAP.
          22 April 2017|
          Response from Clem216 |
          Yes Farrah you can enjoy the resort. We didn't attend a timeshare presentation. Yes recommend to tell the person that 90 minutes is 90 minutes. There isn't any parking fees at the resort And I'm not sure about the resort... More
          Room Tips
          "Rooms by pool have a great view"
          Read review
          "Our best tip to help travelers choose a good room, is to stay at a different resort."
          Read review
          "We loved being in the villas, on the first floor...."
          Read review
          "go with the villas!"
          Read review
          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