Calypso Cay Vacation Villas | Hotel in Kissimmee

| 8.2 (1051 Reviews) |  1 Bathroom
Kissimmee Hotel | Calypso Cay Vacation Villas

Hotel in Kissimmee

Along with 3 outdoor pools, this smoke-free hotel has a restaurant and a fitness center. Free WiFi in public areas and free self parking are also provided. Additionally, a bar/lounge, a snack bar/deli, and a hot tub are onsite.
Housekeeping is available once per stay.
Calypso Cay Vacation Villas offers 150 air-conditioned accommodations with coffee/tea makers and hair dryers. Accommodations offer separate sitting areas and include dining tables. Beds feature premium bedding. Accommodations at this 3.5-star hotel have kitchens with microwaves and cookware/dishes/utensils.

This Kissimmee hotel provides complimentary wireless Internet access, with a speed of 100+ Mbps (good for 1–2 people or up to 6 devices). Televisions come with cable channels. Additionally, rooms include irons/ironing boards and complimentary toiletries. Housekeeping is provided once per stay.


3 outdoor swimming pools are on site along with a hot tub. Other recreational amenities include a waterslide and a fitness center.

Children under 14 years old are not allowed in the swimming pool or hot tub without adult supervision.

The recreational activities listed below are available either on site or nearby; fees may apply.

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Amenities

Air Conditioner
Parking
Pool
TV
Wheelchair Accessible
Balcony/Terrace
Accessibility
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Restaurant
Bar
Toiletries
Guest Services
Barbecue/Outdoor Cooking
Child Friendly
Hot Tub
Internet
Kitchen
Laundry

Policies

Check-in
Check-in start time: 4 pm; check-in end time: anytime minimum check-in age: 21
Check-out
Check-out before 10 am
Child Policy
Children are welcome. rollaway/extra beds are not available. cribs (infant beds) are available for usd 10.0 per day.
Payment Policy
Crib (infant bed) fee: usd 10.0 per day the above list may not be comprehensive. fees and deposits may not include tax and are subject to change.
Pet Policy
Pets not allowed

Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property accepts credit cards and debit cards; cash is not accepted this property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

Reviews

Hayley
Feb 14, 2026 10:55:38 PM
Review Score:   10
Summary: We had a wonderful experience at Calypso Cay! We experienced a few record cold nights in the 20s and 30s and the tiki bar and hot tubs were still open for us northerners. The room was cozy and exceptionally well equipped With pots, pans, and even a pizza pan. They provided ample paper towels, toilet paper, laundry detergent, dish soap, and bath and pool towels. There was no housekeeping, but we were fine with that and the office provided any needed supplies. We had to ask maintenance once to look at our jetted tub, which they did right away and we had fully functional tub the whole week. We will be returning, thank
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FAQ's

Is this Calypso Cay Vacation Villas pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

What time is check-in & check-out at Calypso Cay Vacation Villas?

Check-in time for Calypso Cay Vacation Villas starts counting from 4:00 PM and check-out is until 10:00 AM. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

Does the Calypso Cay Vacation Villas have a swimming pool?

Yes, this Calypso Cay Vacation Villas has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Calypso Cay Vacation Villas?

Best-rates for the Calypso Cay Vacation Villas starts from $121 per night with includes Balcony/Terrace, Accessibility, Barbecue/Outdoor Cooking, Child Friendly, Kitchen, Wellness Facilities, Bar, Hot Tub, TV, Security/Safety, Sports/Activities, Bedding/Linens, Guest Services, Internet, Laundry, Air Conditioner, Parking, Restaurant, Toiletries, Pool, Wheelchair Accessible with all other facilities. matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.

Is Calypso Cay Vacation Villas a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this hotel 3 stars or guests have recommended them suitable for families. As reported by the owner or manager, the hotel has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Calypso Cay Vacation Villas wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Calypso Cay Vacation Villas is wheelchair accessible. Likewise, there is an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Calypso Cay Vacation Villas?

Based on the information reported by the owner or manager, the Calypso Cay Vacation Villas indicates 1 day stay policy at this hotel. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Calypso Cay Vacation Villas?

Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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