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Located In: Orlando

Calypso Cay Resort

Google Logo 3.8 Google reviews (3505)
Best Price From £669pp
Sep 2026
£669 pp
Room Only
Oct 2026
£699 pp
Room Only
Nov 2026
£829 pp
Room Only
Dec 2026
£839 pp
Room Only
Jan 2027
£789 pp
Room Only
Feb 2027
£919 pp
Room Only
Mar 2027
£999 pp
Room Only
Apr 2027
£909 pp
Room Only
May 2027
£909 pp
Room Only
Jun 2027
£1019 pp
Room Only
Jul 2027
£1059 pp
Room Only
Overview
Accommodation
Facilities
Dining
Hotel Reviews
Overview

Overview

Create cherished family memories at the Calypso Cay Resort, located only a short distance from Walt Disney World and the surrounding attractions. This sun-soaked holiday haven offers guests comfortable accommodation on a charming complex complete...

Create cherished family memories at the Calypso Cay Resort, located only a short distance from Walt Disney World and the surrounding attractions. This sun-soaked holiday haven offers guests comfortable accommodation on a charming complex complete with its own outdoor pool area, adventure park and complimentary shuttle service to the various theme parks nearby. There is also an onsite restaurant and pool bar, sitting among tropical-themed grounds of swaying palms and turquoise pools, making for a blissful retreat.

Distance from resort centre

The Calypso Cay Resort enjoys a stunning location in Kissimmee, Florida, and provides complimentary shuttle services to Walt Disney World and the surrounding theme parks.

Distance from airport

Orlando International Airport is approximately 31km away from the Calypso Cay Resort.

Pools
Restaurant
Bar
Golf
Shuttle
Wifi
Waterpark
Click to read more
Accommodation
Standard Room
  • 2 Queen-size beds
  • Minifridge
  • Microwave
  • Ironing facilities
  • Hairdryer
  • Complimentary Wi-Fi
  • Coffeemaker
  • Sofa
  • Air conditioning
  • TV

King Suite
  • King-size bed
  • Separate sitting area
  • Sofa bed
  • Complimentary Wi-Fi
  • Coffeemaker
  • Hairdryer
  • Sofa
  • Air conditioning
  • TV
  • Sitting area with table

1 Bedroom Vacation Villa
  • King-size bed master suite
  • Dining room
  • Living room with queen-size sofa bed
  • Fully-equipped kitchen
  • 2 TVs
  • Free Wi-Fi
  • Laundry facilities

2 Bedroom Vacation Villa
  • 1 king-size bed in master suite
  • Second bedroom with 2 double beds
  • Living room with sofa bed
  • Fully equipped kitchen
  • 2 bathrooms
  • Laundry facilities
  • 3 TVs
  • Free Wi-Fi

3 Bedroom Vacation Villa
  • 3 bedrooms
  • 3 bathrooms
  • 2 kitchens
  • 2 laundry facilities
  • 5 TVs
  • Free Wi-Fi

Facilities

Facilities

  • 2 themed outdoor pools
  • 2 poolside bars
  • ‘Castaway Cove’ adventure park
  • Children’s outdoor play area with sand pit, jungle gym, slides and splash pad
  • 18-hole mini golf course
  • Outdoor basketball court
  • Shuttle Service to theme Parks
  • Restaurant
Dining

Dining

Tiki Bar and Grill

  • Caribbean-themed restaurant with a variety of menu options ranging from appetizers, salads sandwiches and pizza

Sip and Dip

  • Grab’n’go snacks and drinks
Hotel Reviews
Google Logo 3.8 Google reviews (3505)
FSJA FSJA
Mayra at the front desk was absolutely delightful! The joint rooms were both incredibly spacious and were perfect for what we needed. However, it would be nice for the carpets to be steamed cleaned and the rooms renovated. It smelled moldy and I had a runny nose while in the room, but not to the point where I was wheezing. The grounds and amenities were wonderful and I would certainly stay there again.
Tiffany Pitts
We enjoy the location and the amenities that Calypso Cay has to offer…..but the customer service is disappointing. As capital vacation owners, this resort is the least accommodating and lacks professionalism. When we checked in our room wasn’t ready, which wasn’t a big deal but we were headed to seaworld, I ask them if it was possible to store a bag of cold food items in their fridge and they said yes. I got a call about 45 mins later the room was ready and they were going to put the bags in our fridge. 10pm at night we arrive to the room from seaworld and have nothing in the fridge and the front desk argued that the manger specifically was present when they were put in our fridge. I guess a ghost came in and took them? No resolution either, we’re just out of luck with 4 kids and no groceries. Also we had housekeeping ring our doorbell repeatedly at 10:15am because she thought we were checking out and we weren’t. 20 mins later maintenance is ringing the doorbell too, and then said never mind when we answered. Silverlake resort has always been professional and we’ve never dealt with these isssues there. The manager at Calypso offered no resolution and basically just said I’m out of luck. Beautiful property with lousy management.
Dwight Scheherazade
It was fine. It was more an AirBnB style than an actual resort. The only “resort” type “amenities” are the pools which are just okay. The slides are not really that fun for kids. Rooms are outdated and furniture is very old. Also 2 nights in a row we had an issue with kids screaming outside till 4am. Only positive thing was how close it is to all the parks and Disney Springs.
Chronnia Warren
We love this property! It is a home away from home; everything you need and more! Its very convenient to the ESPN Center for cheer comp, Walmart, shopping and Disney. The staff have been pleasant each time we've stayed. This is our second year staying at this resort! We will most definitely be back!
Chelsey Fussell
We enjoyed our 4 night stay! We stayed Sunday through Thursday and it was not crowded! 5 pools and it was so peaceful! We enjoyed making slime and clay creations with Chasity, tay, and Chris! They also gave us a scavenger hunt and it was so fun! They were amazing and so kind! They really go over and beyond coming up with activities for kids! They also do movie nights by the pool from 8:30-10pm! Amazing places for kids and everyone is so friendly! Highly recommend! We will be back soon!

BEST PRICE FROM Flight & Hotel
£669pp
Sep 2026
£669pp
Room Only
Oct 2026
£699pp
Room Only
Nov 2026
£829pp
Room Only
Dec 2026
£839pp
Room Only
Jan 2027
£789pp
Room Only
Feb 2027
£919pp
Room Only
Mar 2027
£999pp
Room Only
Apr 2027
£909pp
Room Only
May 2027
£909pp
Room Only
Jun 2027
£1019pp
Room Only
Jul 2027
£1059pp
Room Only

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