Located near Old Town, Calypso Cay Vacation Villas offers a fun-filled retreat with mini golf, volleyball courts and a playground. Relax in the spa tub or work out in the gym before unwinding at one of 3 outdoor pools with sun loungers and pool umbrellas. Enjoy WiFi connectivity throughout your stay.
Reviews
8.08.0 out of 10
Very good
Popular amenities
24/7 front desk
Bar
Air conditioning
Gym
Non-smoking
Main amenities (12)
Housekeeping once per stay
Restaurants and bar/lounge
3 outdoor pools
Fitness centre
Hot tub
Waterslide
Terrace
24-hour front desk
Air conditioning
Snack bar/deli
ATM/banking services
Multilingual staff
For families (6)
Playground on-site
Kitchen
Separate sitting area
Cable/satellite TV service
Terrace
Coffee/tea maker
Room options
Available filters for rooms
Showing 3 of 3 rooms
View all photos for Villa, 3 Bedrooms
Villa, 3 Bedrooms
Highlights
Balcony
Separate dining area
Separate sitting area
Air conditioning
Kitchen
Fridge
Dining table
Dishwasher
139 sq m
Sleeps 8
1 King Bed, 2 Double Beds, 1 Queen Bed and 1 Double Sofa Bed
View all photos for Villa, 2 Bedrooms, Non Smoking
Shingle Creek Regional Park - 2 min drive - 1.7 km
Old Town - 4 min drive - 4.3 km
Disney Springs™ - 6 min drive - 7.1 km
Disney's Typhoon Lagoon Water Park - 6 min drive - 7.7 km
Orlando Vineland Premium Outlets - 6 min drive - 7.8 km
Getting around
Kissimmee, FL (ISM-Kissimmee Gateway) - 11 min drive
Orlando International Airport (MCO) - 25 min drive
Kissimmee Station - 14 min drive
Orlando Station - 22 min drive
Brightline Orlando Station - 27 min drive
Restaurants
Taco Bell - 10 min walk
Wendy's - 17 min walk
Miller's Ale House - 14 min walk
Olive Garden - 10 min walk
Churromania - 11 min walk
About this property
Calypso Cay Vacation Villas
At Calypso Cay Vacation Villas, you'll be within a 10-minute drive of Old Town and Disney Springs™. After taking a dip in one of the 3 outdoor pools, you can grab a bite to eat at the restaurant or unwind with a drink at the bar/lounge. Other highlights include a fitness centre, a hot tub and a snack bar/deli. Fellow travellers love the helpful staff.
Languages
English
At a glance
DONE
Hotel size
150 rooms
DONE
Arriving/Leaving
Check-in start time: 4 PM; check-in end time: anytime
Minimum check-in age – 21
Check-out time is 10 AM
DONE
Special check-in instructions
Front desk staff will greet guests on arrival at the property
DONE
Required at check-in
Credit card, debit card or cash deposit required for incidental charges
Government-issued photo ID may be required
Minimum check-in age is 21
DONE
Pets
Pets not allowed
WIFI
Internet
Free WiFi in public areas
Free Wi-Fi in rooms (speed: 100+ Mbps (good for 1–2 people or up to 6 devices))
LOCAL_PARKING
Parking
Free on-site self-parking
DONE
Other information
Smoke-free property
Property amenities
Food and drink
Restaurant
Bar/lounge
Barbecue grills
Snack bar/deli
Travelling with children
Water slide
Mini golf
Playground
What to do
Basketball
Volleyball
Mini golf
Services
24-hour front desk
Concierge services
Tour/ticket assistance
Multilingual staff
Pool loungers
Pool umbrellas
Facilities
ATM/banking
Terrace
Fitness centre
3 outdoor pools
Hot tub
Water slide
Accessibility
Lift
Wheelchair-accessible
Room amenities
Be entertained
Television
Cable TV channels
Home comfort
Air conditioning
Coffee/tea maker
Iron/ironing board
Laundry detergent
Sleep well
Alarm clock
Premium bedding
What to enjoy
Separate sitting area
Freshen up
Free toiletries
Hairdryer
Towels
Stay connected
Laptop-friendly workspace
Complimentary wireless Internet access (speed of 100+ Mbps (good for 1–2 people or up to 6 devices))
Phone
Food and drink
Microwave
Kitchen
Cookware, dishes and utensils
Dining table
Paper towels
More
Housekeeping (once per stay)
Guidebooks/recommendations
Cleaning supplies
Fees & policies
Refundable deposits
Deposit: USD 150 per accommodation, per stay
Children & extra beds
Cots/infant beds are available for USD 10.0 per day
Pool, spa, & gym (if applicable)
Children under 14 years old are not allowed in the swimming pool or hot tub without adult supervision
Policies
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children. If you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room.
This property accepts credit cards and debit cards. Cash is not accepted.
Credit cards accepted: Visa, Mastercard, American Express, Discover
Also known as
Calypso Cay Vacation Villas Hotel Kissimmee
Calypso Cay Vacation Villas Hotel
Calypso Cay Vacation Villas Kissimmee
Calypso Cay Vacation Villas
Calypso Cay Vacation Villas Resort Kissimmee
Calypso Cay Vacation Kissimmee
Calypso Cay Vacation Villas Hotel
Calypso Cay Vacation Villas Kissimmee
Calypso Cay Vacation Villas Hotel Kissimmee
Frequently asked questions
Does Calypso Cay Vacation Villas offer free cancellation for a full refund?
Yes, Calypso Cay Vacation Villas does have fully refundable room rates available to book on our site. If you’ve booked a fully refundable room rate, this can be cancelled up to a few days before check-in, depending on the property's cancellation policy. Just make sure that you check this property's cancellation policy for the exact terms and conditions.
Is there a pool at Calypso Cay Vacation Villas?
Yes, there are 3 outdoor pools.
Are pets allowed at Calypso Cay Vacation Villas?
Sorry, pets aren't allowed.
Is parking offered on site at Calypso Cay Vacation Villas?
Yes, there's free self parking.
What are the check-in and check-out times at Calypso Cay Vacation Villas?
Check-in start time: 4 PM; check-in end time: anytime. Check-out time is 10 AM.
What is there to do at Calypso Cay Vacation Villas and nearby?
On-site recreation at Calypso Cay Vacation Villas includes basketball and volleyball. Relax in the hot tub or enjoy the use of other amenities, which include 3 outdoor pools and a fitness centre.
Are there restaurants at or near Calypso Cay Vacation Villas?
Yes, there's an on-site restaurant.
Does Calypso Cay Vacation Villas have self-catered rooms fitted with kitchens or kitchenettes?
Yes, a kitchen is available in every room, and also includes a coffee maker, cookware and a microwave.
What's the area around Calypso Cay Vacation Villas like?
Calypso Cay Vacation Villas is in the heart of Kissimmee, a short 17-minute walk from Lake Cecile.
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Calypso Cay Vacation Villas Reviews
Reviews
8.0
Very good
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.More informationOpens in a new window
8.0/10
Cleanliness
8.0/10
Staff & service
8.2/10
Amenities
7.8/10
Property conditions & facilities
8.0/10
Eco-friendliness
Popular mentions
Room
Service staff
Amenities
Family friendly
Children
Villa
Bed
Location
Bathroom
Food
What guests liked
The property features multiple pools, a Tiki bar, and enjoyable pool facilities with activities. (33 reviews)
From real guest reviews summarized by AI.
Reviews
10/10 Exceptional
26 May 2025
It was amazing. We definitely enjoyed all the pool
Sandra
Sandra, 2-night trip
10/10 Exceptional
13 May 2025
Mother's Day weekend get away
Our stay was awesome! The front desk clerk was great,he answered all of our questions and explained where everything was located.
angela
angela, 2-night trip
10/10 Exceptional
2 Jun 2025
It was our first time in the villas. Absolutely loved it. We have always loved the property as a whole very family friendly and you honestly don’t have to leave if you don’t want too. They have everything you need would want to do.
Natalie
Natalie, 2-night trip
10/10 Exceptional
10 Mar 2025
Very nice place, always a great stay
Kimberly
Kimberly, 1-night trip
10/10 Exceptional
23 Feb 2025
Return guest, always good service and a great property to stay at
Lydia
Lydia, 3-night trip
10/10 Exceptional
7 Feb 2025
My stay was amazing. Will definitely visit again
DEIDREANN
DEIDREANN, 3-night trip
8/10 Very good
20 Apr 2025
It was average kids always have a good time
It needs to be updated and you guys need to stop harassing people with that timeshare mess! I only go for my kids, they absolutely love the place.
Cynthia
Cynthia, 2-night trip
10/10 Exceptional
26 Jan 2025
The place was amazing clean and close to everything a home away from home me and my family enjoyed ourselves. The price is very affordable and recommended this place if you looking for a vacation rental.
Kizzie
Kizzie, 2-night trip
10/10 Exceptional
23 Feb 2025
Comfortable and clean
It was clean and comfortable. The pool and hot tub were nice.
Frank
Frank, 1-night trip
10/10 Exceptional
16 Jan 2025
The place was nice and cozy.
Rafael
Rafael, 1-night trip
10/10 Exceptional
4 Feb 2025
Very helpful staff
Ann
Ann, 2-night trip
10/10 Exceptional
23 Feb 2025
Came up for 5 days for my birthday. Originally we was planning to stay futher out, but changed our mind and decided to stay somewhere closer to all the attractions and stores. We're glad we did, the one bedroom we stayed in was very spacious, clean and the kitchen was stocked with everything we needed. We will definitely stay there again.
Tonya
Tonya, 5-night trip
8/10 Very good
3 Mar 2025
Easy access.
Patricia
Patricia, 1-night trip
10/10 Exceptional
15 Feb 2025
Very clean and spacious
christine
christine, 1-night trip
6/10 Good
7 Feb 2025
Not a bad stay.
The bar stays open until 10pm, if you are near it, you can hear it.
Justin
Justin, 2-night trip
6/10 Good
23 Feb 2025
Place was a dump.
Jose
Jose, 1-night trip
8/10 Very good
1 Feb 2025
Nice place. A little outdated but I would stay there again.
Geitta
Geitta, 3-night trip
8/10 Very good
20 Jan 2025
The stay was good, but at the end of the trip I noticed my kids had got eaten up by bed bugs.
Verified traveller
2-night trip
8/10 Very good
25 Jan 2025
Nice
Its a nice place to stay. The parking is horrible and there are not enough luggage carts.
Tina
Tina, 4-night trip
6/10 Good
20 May 2025
This place is usually great but not this time
Checked in at 10:15pm. Was told we could not get a pack and play past 10pm..I had to make a bed for my baby on the FLOOR. This hotel is right between Disney. Obviously families are traveling with children and my baby was on my reservation and should have had a safe, clean space to sleep. There was nothing they could do for us. Also our room 235C Horrible. Parking lot spotlight shines directly into your bedroom at night. Like a literal police spotlight. I asked for a curtain they never brought one or did anything about it. We got horrible sleep. Missed an entire day of Disney because we couldmy even rest to wake up early enough to go.
Morgan
Morgan, 3-night trip
8/10 Very good
28 Sept 2024
I like the pool area and the rooms are confortable.
Nilsa
Nilsa, 2-night trip
10/10 Exceptional
6 Jan 2025
Just beautiful
Tanya Sharisse
Tanya Sharisse, 3-night trip
10/10 Exceptional
19 Jun 2024
loved everything about this stay
sharese
sharese, 3-night trip
10/10 Exceptional
26 Jan 2025
Highly Recommend Staying Here!
This was our first time staying at Calypso Cay! We enjoyed our stay! Room was very comfortable and clean! Loved the Property! Rooms was spacious! Property was clean n well taken care of and quiet and relaxing! Near local shopping such as Walmart and Publix and alot of other food places and shopping and gas stations! The Property has security that walks around the Property! Old Town and FunSpot Kissimmee 4 minute drive away from Property! Staff was friendly upon my arrival after 10pm! Will be staying here again! And would highly recommend staying at this Property!
Dorothy
Dorothy, 3-night trip
10/10 Exceptional
15 Aug 2024
Beautiful place! Super quiet and really nice pool.