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Calypso Cay Vacation Villas

3.5 star property
Family-friendly hotel with 3 outdoor pools and fitness centre

Photo gallery for Calypso Cay Vacation Villas

Relax by the resort pool surrounded by palm trees and lounge chairs.
Enjoy meals in this kitchen with a central island, sink, and dining table for four.
Relax in a serene outdoor space surrounded by lush greenery and comfortable seating.
Enjoy cooking in this fully equipped kitchen with a refrigerator, toaster, and kettle.
Play a round of mini-golf amidst lush greenery and palm trees.

Popular amenities

  • 24/7 front desk
  • Bar
  • Hot tub
  • Air conditioning
  • Gym

Explore the area

Map
3000 Bonfire Beach Dr., Kissimmee, FL, 34746
  • Old Town
    ‪4 min drive‬
  • Disney Springs™
    ‪6 min drive‬
  • Orlando Vineland Premium Outlets
    ‪6 min drive‬
  • Orlando, FL (MCO-Orlando Intl.)
    ‪24 min drive‬

Room options

View all photos for Villa, 3 Bedrooms

Villa, 3 Bedrooms | Living area

Villa, 3 Bedrooms

9.6 out of 10
Exceptional
(4 reviews)

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

Villa, 2 Bedrooms, Non Smoking | Living area

Villa, 2 Bedrooms, Non Smoking

Highlights

Separate dining area
Separate sitting area
Air conditioning
Kitchen
Fridge
Dining table
Dishwasher
TV
  • 111 sq m
  • Sleeps 6
  • 1 King Bed, 2 Double Beds and 1 Double Sofa Bed

View all photos for Villa, Non Smoking

2 bedrooms, premium bedding, laptop workspace, iron/ironing board

Villa, Non Smoking

8.0 out of 10
Very good
(33 reviews)

Highlights

Balcony
Separate dining area
Separate sitting area
Air conditioning
Kitchen
Fridge
Dining table
Dishwasher
  • 67 sq m
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

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About the area

Kissimmee

A family-friendly stay in the heart of Kissimmee awaits you at Calypso Cay Vacation Villas. You'll be within a 20-minute walk of Lake Cecile and 3.8 km (2.4 mi) from Old Town. Highlights at this hotel include 3 outdoor swimming pools, and in-room kitchens and free WiFi. .At the hotel's own lounge bar, you can stop for a drink. Enjoy the gym, Hot tub, waterslide and pool loungers. Additionally, you'll find free Wi-Fi in public areas and a snack bar/deli. There's also the convenience of free self parking. .Attractions within a 10-minute drive of this 3.5-property class Kissimmee hotel include Disney Springs™ and Walt Disney World® Resort.

What's nearby

  • Old Town - 4 min drive - 4.3 km
  • Disney Springs™ - 6 min drive - 7.1 km
  • Orlando Vineland Premium Outlets - 6 min drive - 7.8 km
  • SeaWorld® Orlando - 10 min drive - 13.2 km
  • Epcot® - 10 min drive - 11.0 km

Getting around

  • Poinciana Station - 10 min drive
  • Kissimmee Station - 14 min drive
  • Orlando International Airport (MCO) - 25 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

Family-friendly hotel with 3 outdoor pools and fitness centre
Calypso Cay Vacation Villas offers its guests 3 outdoor swimming pools, a waterslide, Access to hot tub, and a fitness centre. There's a restaurant on site, as well as a snack bar/deli. You can enjoy a drink at the bar/lounge. Public spaces have free WiFi.

A terrace, barbecue grills, and multilingual staff are also featured at the family-friendly Calypso Cay Vacation Villas. Free self parking is available.

This 3.5-star Kissimmee hotel is smoke free.

  • 150 guestrooms or units
  • Deli
  • Poolside lounge chairs
  • Umbrellas for the pool
  • Front desk (24 hours)
  • Staff members are multilingual
  • Tour and ticket information
  • Concierge
  • Terrace
  • BBQ grill(s)
  • Gift shop
  • ATM
  • Lift
  • No smoking on site
  • Bar or lounge
  • Dining venue
Calypso Cay Vacation Villas offers 150 air-conditioned accommodations with coffee/tea makers and a hairdryer. This accommodation offers separate sitting areas and includes dining tables. Beds feature premium bedding. Accommodation at this 3.5-star hotel has kitchens with microwaves and kitchenware and 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 an iron/ironing board and free toiletries. Housekeeping is provided once per stay.

Languages

English

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Property amenities

Internet

  • Available in all rooms: Free WiFi
  • In-room WiFi speed: 100+ Mbps (good for 1–2 people or up to 6 devices)
  • Available in some public areas: Free WiFi

Parking and transport

  • Free self parking on site

Food and drink

  • A bar/lounge
  • A restaurant
  • Snack bar/deli

Things to do

  • 3 outdoor pools
  • Basketball
  • Gym
  • Hot tub
  • Mini golf
  • Playground
  • Volleyball
  • Waterslide

Family friendly

  • 3 outdoor pools
  • Dining table
  • In-room kitchen
  • In-room microwave
  • Mini golf
  • Playground
  • Snack bar/deli
  • Waterslide

Conveniences

  • 24-hour front desk
  • ATM
  • Gift shop/newsstand
  • Guidebooks

Guest services

  • Concierge services
  • Housekeeping (once per stay)
  • Multilingual staff
  • Tour and ticket assistance

Outdoors

  • Barbecue grill
  • Pool loungers
  • Pool umbrellas
  • Terrace

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Lift
  • Wheelchair accessibility
  • Wheelchair accessible (may have limitations)

More

  • Smoke-free property

Room amenities

Bedroom

  • Premium bedding

Bathroom

  • Free toiletries
  • Hair dryer
  • Towels provided

Entertainment

  • TV with cable channels

Food and drink

  • Cleaning supplies
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dining table
  • Kitchen
  • Microwave
  • Paper towels

More

  • Air conditioning
  • Iron/ironing board
  • Laptop workspace
  • Laundry detergent
  • Phone
  • Separate sitting area

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

Special check-in instructions

Front desk staff will greet guests on arrival at the property

Access methods

Staffed front desk

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.
  • Rollaway/extra beds are not available.
  • Cots (infant beds) are available for USD 10.0 per day.

Payment types

Important information

Fees

Guests will be asked to pay the following charges at the property:

  • Deposit: USD 150 per accommodation, per stay

We've listed all charges provided to us by the property.

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

  • Crib (infant bed) fee: USD 10.0 per day

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

You need to know

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 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. 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 Visa, Mastercard, American Express, Discover and debit cards. Cash is not accepted. 

Property is 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

What is the cancellation policy at Calypso Cay Vacation Villas?

Calypso Cay Vacation Villas offers free cancellation on select room rates. Check out the cancellation policy for more info.

Is parking available at Calypso Cay Vacation Villas?

Yep, Calypso Cay Vacation Villas has a free self car park.

Does Calypso Cay Vacation Villas have a pool?

Calypso Cay Vacation Villas has 3 outdoor swimming pools. Grab your bathers and lounge poolside while enjoying under the shade of an umbrella.

Does Calypso Cay Vacation Villas have a waterslide?

Yep, this property has a waterslide!

What makes Calypso Cay Vacation Villas a romantic place to stay?

1 hot tub and a lounge bar, as well as premium bedding in the guestrooms, all help set the scene for a romantic weekend at Calypso Cay Vacation Villas.

Is Calypso Cay Vacation Villas family-friendly?

You bet! With amenities such as a playground, 3 outdoor pools and on-site mini golf, it's no surprise that Calypso Cay Vacation Villas is a hit with families.

Is there a free airport shuttle available at Calypso Cay Vacation Villas?

No, Calypso Cay Vacation Villas does not offer an airport shuttle service.

Is there a bar or restaurant at Calypso Cay Vacation Villas?

Yep, they've got a lounge bar and an onsite restaurant.

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

Check-in begins at 4 PM. Check-out time is 10 AM.

Are pets allowed at Calypso Cay Vacation Villas?

No, pets are not allowed.

Calypso Cay Vacation Villas Reviews

Reviews

8.0

Very good

Rating 10 - Excellent. 492 out of 1013 reviews
Rating 8 - Good. 236 out of 1013 reviews
Rating 6 - Okay. 114 out of 1013 reviews
Rating 4 - Poor. 70 out of 1013 reviews
Rating 2 - Terrible. 101 out of 1013 reviews

8.2/10

Cleanliness

8.0/10

Staff & service

8.2/10

Amenities

7.8/10

Property conditions & facilities

8.0/10

Eco-friendliness

Reviews

8/10 Good

Verified traveller

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Apr 2025

2/10 Terrible

Camisha

Travelled with family
Disliked: Cleanliness, staff & service, amenities, property conditions & facilities
If I could rate no stars I would, there was dead bugs, food on the back of the door, the ceiling fans had caked dust on them, the toilet ran the entire stay, you could also hear everything, people talking, toilets flushing, horrible
Stayed 1 night in Apr 2025

8/10 Good

Cheryl

Travelled with family
Liked: Cleanliness, amenities, property conditions & facilities
Loved the pool area with a Tiki bar. Only 1 of 5 area grills was functional. Property perimeter was open. It was difficult to reach the front desk for help, when we did they were very nice.
Stayed 1 night in Apr 2025

10/10 Excellent

Limaris

Liked: Cleanliness, staff & service, property conditions & facilities
Thanks for everything
Stayed 1 night in Apr 2025

4/10 Poor

Verified traveller

Travelled with family
Disliked: Cleanliness, staff & service

Disappointing

During our recent six-day stay at Calypso Cay, we experienced several issues that fell short of our expectations and the standards represented on your website. The two rooms we stayed in were significantly outdated compared to the photos shown online. Additionally, I left behind a sentimental item in one of the rooms. I contacted the front desk, but unfortunately received little assistance. I also attempted to recover the item through your text service, with no response. In contrast, I’ve stayed at other resorts where staff were proactive and eager to help return lost items—something I was hoping to experience here as well. At this point, I can only assume the item may have been taken by housekeeping after our departure. We also made a request via the text service for clean towels during our stay, but those were never delivered to our rooms. On top of that, the clothes dryer in our unit was not working, and the water in both the bathrooms and kitchen had a strong, unpleasant sewer-like odor. Unfortunately, given these multiple issues, I do not see myself or my family returning to Calypso Cay in the future.
Stayed 6 nights in Apr 2025

8/10 Good

Cynthia

Travelled with family
Liked: Staff & service, room comfort

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.
Stayed 2 nights in Apr 2025

10/10 Excellent

Rafael

Liked: Cleanliness
Stayed 1 night in Apr 2025

10/10 Excellent

Sade

Travelled with family and small children
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
My family and I enjoyed. It was convenient for our day at Disney. The resort was very family friendly. We will for sure book again.
Stayed 3 nights in Apr 2025

10/10 Excellent

Rictoria

Stayed 2 nights in Apr 2025

10/10 Excellent

Julio

Liked: Cleanliness, staff & service, property conditions & facilities
Nice
Stayed 1 night in Feb 2025

8/10 Good

Khalila

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Mar 2025

8/10 Good

Denis

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Hotel bueno para ir en familia

Tranquilo y cómodo. Aunque la propiedad está un poco descuidada. Las áreas recreativas estaban bien
Stayed 2 nights in Mar 2025

10/10 Excellent

Christina

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I come here every year since the early 2000s, I cannot say enough about how great this place is. Several pools, spacious villas, always clean and well kept.
Stayed 6 nights in Mar 2025

6/10 Okay

Mrs.

Stayed 2 nights in Mar 2025

4/10 Poor

Rod

Travelled with partner
Disliked: Amenities
We felt the water in the pools didn’t appear to be clean. When we called front desk to ask to have our TV fixed , the front desk picked up, put us on hold without saying a word, then blocked our room phone , which never worked again until we went to the front desk to inform them, the next day then the phone was working when we returned to our room .
Stayed 2 nights in Mar 2025

6/10 Okay

Jefferson

Travelled with family
Disliked: Cleanliness, property conditions & facilities

Roaches, bad ac, bad water heater 😒

The day we checked in the person on the front desk seemed like she did not know what she was doing... did not provide any information about the place I ended up getting my bands for the pool the next day it was our understanding we had access to everything in the hotel but we had to pay for the zip line, rock climbing etc...$ 5 per ride or $16 for a day. The room furniture and kitchen cabinets were not clean worts of all over the week we had to get rid of a few roaches. Water heater was a hit or miss and so was the ac . Pools are nice but no lifeguards at all one kid almos drowned when we were there.
Stayed 1 night in Mar 2025

8/10 Good

Manzy

Liked: Cleanliness, property conditions & facilities
The bathrooms can be updated other than that the place is a nice stay
Stayed 2 nights in Mar 2025

2/10 Terrible

Annmarie

Liked: Cleanliness
Disliked: Staff & service, room comfort

Wont stay again

Booked our 1 night stay on hotels.com for a 1 bedroom villa with jetted tub. Welp nothing like looking forward to a nice relaxing jetted tub after a long day to being told our room choice wasnt available due to being overbooked with owners and gave us a different one they had available with absolutely no compensation of any kind or for that matter any care in the world. They absolutely do NOT care about the average person just coming to stay. They said oh you booked third party take it up with them theres nothing we can do for you. So i contact hotels.com and after 7pm at night they give me two options either change hotels which would be packing up all our stuff and moving or just give me my $40 credit which i earned from other stays that i used toward the 1 night stay which was in total over $140. So basically lost either way. So when choosing a room here just keep in mind the photos and descriptions may or not be what you wind up getting very misleading.
Stayed 1 night in Mar 2025

10/10 Excellent

Christina

Stayed 1 night in Mar 2025

2/10 Terrible

Jefferson

Travelled with family
Liked: Room comfort
Disliked: Staff & service

Not a good experience

This has not been the best experience. The staff member who didnthe check in made a mistake and had us to check out the next day. When I went to the office another member tried to give me a different room once I got to the next room there was people in it!!! Then I went back to the main office demanding a manager and no manager is avaliable... at the end got the same room back when I already had all my belongings packed out the room. The resort kept blaming Hotels.com and said to complain to them. Staff in the common area wont even greet you... how ever the cleaning staff seems to have a better idea of what customer service is... they should be promoted!! I still have 6 more nights here hopefully it all got resolved.
Stayed 1 night in Mar 2025

8/10 Good

Ashley

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities
Great stay! Kids absolutely loved it
Stayed 3 nights in Mar 2025

8/10 Good

Rekinda

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 3 nights in Mar 2025

10/10 Excellent

ROBERTO

Stayed 2 nights in Mar 2025

10/10 Excellent

alejandro

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Feb 2025

10/10 Excellent

Amya

Stayed 2 nights in Mar 2025