Kitchen
- Coffee maker
- Microwave
- Oven
- Refrigerator (full-size)
- Stovetop
Features
- Patio or balcony
- Washer and dryer (in-unit)
Policies
- No pets
- No smoking
Guests love the resort’s heated pools, water slides, hot tubs, mini-golf, fitness center, playgrounds, and BBQ areas. With free Wi-Fi, air conditioning, on-site dining, and convenient parking, everything you need is right here.
Perfect for couples, families, or theme-park adventurers looking for comfort, convenience, and resort-style fun at a great value! Resort amenities include: 🏊 Multiple heated outdoor pools & water slides 🛁 Relaxing hot tubs ⛳ Mini-golf course 🏐 Sports courts & playgrounds 🔥 BBQ & picnic areas 💪 Fitness center 🍹 On-site bar, restaurant, and market

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Contact us with questions, or book online with your credit card. You will receive your final confirmation within 5 days.

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Calypso Cay Vacation Villas

Kissimmee, Florida

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!

4951 Calypso Cay Way
Kissimmee, Florida 34746

Accuracy not guaranteed. Contact the resort to confirm the address before making plans.
3.9 out of 5
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- Great location to all Disney and Universal Parks. Excellent place to stay with families with or without kids.
  
  By rosellinam Updated Sep 22, 2022
  
  Helpful? 1 0
- Year-round outdoor pool with a waterslide, wonderful for families! Located 4 mi. drive from Disney World. Game room + Free Wifi + Cable...
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  By isabellel14 Updated Sep 22, 2022
  
  Helpful? 1 0
- Free shuttle to Disney Parks and Universal. Numerous Pools. Mini Golf. Laundry facilities in your unit. Close to everything! Great for...
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  By lindav207 Updated Sep 22, 2022
  
  Helpful? 1 0
- Were stayed at only 3 different Timeshare resorts in Florida and 3 more in South Carolina and Georgia. Calypso is a typical central...
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  By brenth92 Updated Sep 22, 2022
  
  Helpful? 1 0
- My son and I visited this Resort in August of 2010. The apartment was a little small, but clean. I found a few ants on the bed, but...
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  By lesliea75 Updated Sep 22, 2022
  
  Helpful? 1 0
- The resort itself is just okay. nothing spectacular. we were in a one bedroom unit which we found much too small ( the living room area...
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  By maryd368 Updated Sep 22, 2022
  
  Helpful? 1 0
- ⭐⭐⭐⭐⭐ Excellent Stay at Calypso Cay Resort! We had a wonderful stay at Calypso Cay Resort. The location is perfect—close to Disney and...
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  By elsier17 Dec 15, 2025
  
  Helpful? 0 0
- nice
  
  By robertc2409 Jun 16, 2025
  
  Helpful? 0 0
- Very close to our favorite parks, and conveniences like casual dining, Walmart (for in-unit cooking needs), etc. Resort has always been...
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  By ryana60 Jun 2, 2025
  
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- Fabulous resort for families with free shuttle to all local theme parks. Beautiful resort pool,climbing wall,zip line,etc on site. Great...
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  By edwinj28 Apr 23, 2024
  
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