Calypso Cay Vacation Villas

Kissimmee, Florida

Calypso Cay Vacation Villas

Kissimmee, Florida

Timeshare rentals

$57 - $161 /night

Starting at $57 /night

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Timeshare resales

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Calypso Cay Vacation Villas brings the tranquility of the Caribbean to central Florida. Spend your days soaking in the rays at the resort's main pool area which includes a tiki bar and three outdoor heated pools, one with zero depth entry and water slide. Golf enthusiasts can play a rousing round of mini golf at Calypso Cay Resort's eighteen-hole course, complete with colorful tropical plants that make shooting par so much sweeter.

With spacious rooms that are 25 percent larger than traditional hotel rooms, there is plenty of space to stretch out and enjoy your time away from home. Each timeshare suite features a kitchenette complete with microwave and refrigerator; standard suites offer the choice of two double beds and a sleeper sofa, one king bed and living area, or one king bed with a sleeper sofa.

Calypso Cay is just a short drive from the many attractions Central Florida has to offer, including Walt Disney World, Universal Orlando, and SeaWorld, and is only about an hour's drive away from Busch Gardens, Kennedy Space Center, and world-famous beaches. Orlando is also a haven for golfers, offerings dozens of courses for you to try your hand at. For exciting shopping and dining, don't forget to head into the city proper!

Heightened health and safety measures (including the use of masks/facial coverings) may be required.

COVID-19 Alert: A 14-day quarantine may be required for travelers entering the state from New York, New Jersey and Connecticut. Please see the latest requirements from Florida's Department of Health.

On-Site Features & Amenities

  • Accessible Units
  • Bar
  • BBQ Area
  • Children's Pool
  • Conference Facilities
  • Elevator
  • Housekeeping Available
  • Kid Friendly
  • Movie Rentals
  • Outdoor Pool
  • Playground Area
  • Shared Laundry Facilities
  • Whirlpool/Hot Tub

Nearby Attractions

  • Drug Store
  • Fishing
  • Golf
  • Grocery Store
  • Lake
  • Medical Facilities
  • Movie Theater
  • Park
  • Shopping Area
  • Theme Park
  • Water Skiing

Stayed at Calypso Cay Vacation Villas recently? Let us know of resort details we should update.

Resort Reviews (15) Add your review


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  • Avatar for lindav207
    By lindav207
    Mar 31, 2015

    Free shuttle to Disney Parks and Universal. Numerous Pools. Mini Golf. Laundry facilities in your unit. Close to everything! Great for...

    Read more »
  • Avatar for brenth92
    By brenth92
    Jul 15, 2014

    Were stayed at only 3 different Timeshare resorts in Florida and 3 more in South Carolina and Georgia. Calypso is a typical central...

    Read more »

Questions & Answers

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Map & Address

4951 Calypso Cay Way
Kissimmee, Florida 34746
Accuracy not guaranteed. Contact the resort to confirm the address before making plans.

Timeshare Rentals

$57 - $161 /night

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Timeshare Rentals

Timeshares for rent at Calypso Cay Vacation Villas

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  Dates Nights Nts Price Unit view Unit Beds/Baths Be/Ba Sleeps  
10/09/20–10/16/20 New! 7 nights $1,130 ($161/night) View: Varies Beds: 2 Baths: 2 Sleeps: 6 View posting
Availability varies 07/13/20–12/13/20 7 nights $449 ($64/night) View: Varies Beds: 2 Baths: 2 Sleeps: 6 View posting
Availability varies 08/15/20–12/12/20 7 nights $399 ($57/night) View: Varies Beds: 1 Baths: 1 Sleeps: 4 View posting
07/11/21–07/18/21 7 nights $999 ($143/night) View: Varies Beds: 3 Baths: 3 Sleeps: 12 View posting

Timeshare Resales

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