Calypso Cay Vacation Villas

Family-friendly hotel with 3 outdoor pools and a fitness center

Choose dates to view prices

Where to?

Dates

August 2025

September 2025

3 outdoor pools, pool umbrellas, sun loungers

Villa, Non Smoking | Private kitchen | Microwave, coffee/tea maker, cookware/dishes/utensils, cleaning supplies

Villa, 2 Bedrooms, Non Smoking | In-room dining

Overview
Rooms
Location
Policies

Popular amenities

24/7 front desk
Bar
Hot Tub
Air conditioning
Gym

Explore the area

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

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Room options

Villa, 3 Bedrooms

Exceptional

1496 sq ft
Sleeps 8
1 King Bed, 2 Double Beds, 1 Queen Bed and 1 Double Sofa Bed

Villa, 2 Bedrooms, Non Smoking

1194 sq ft
Sleeps 6
1 King Bed, 2 Double Beds and 1 Double Sofa Bed

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

Villa, Non Smoking

Very good

720 sq ft
Sleeps 4
1 King Bed and 1 Double Sofa Bed

About the neighborhood

Kissimmee

Calypso Cay Vacation Villas is located within a mile (2 km) of Lake Cecile and Lake Buena Vista Factory Stores. This 150-room, 3.5-star hotel welcomes guests with 3 outdoor pools, a restaurant, and free in-room WiFi.

What's nearby

Old Town - 4 min drive - 2.7 miles
Disney Springs™ - 6 min drive - 4.4 miles
Orlando Vineland Premium Outlets - 6 min drive - 4.9 miles
SeaWorld® Orlando - 10 min drive - 8.2 miles
Epcot® - 10 min drive - 6.9 miles

Getting around

Poinciana Station - 10 min drive
Kissimmee Station - 14 min drive
Orlando Intl. 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 a fitness center

Guests staying at Calypso Cay Vacation Villas enjoy access to 3 outdoor pools, a gym, and free WiFi in public areas. There's free parking if you drive. The 24-hour front desk has multilingual staff ready to help with tours or tickets, and answer any questions about the area. Other amenities at this family-friendly hotel include a hot tub, a terrace, and a gift shop.

TVs come with cable channels, and free WiFi keeps guests connected. Bathrooms offer hair dryers and free toiletries, and beds sport premium bedding. Other standard amenities include kitchens, sitting areas, and microwaves. Housekeeping is available 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.

Languages

English

Similar properties

Pool
Hot Tub
Washer
Dryer

$92 nightly

Aug 5 - Aug 6

Total includes taxes and fees

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 transportation

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.
Elevator
Wheelchair accessibility
Wheelchair accessible (may have limitations)

Smoking not allowed

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

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

This property doesn't allow pets

Children and extra beds

Cribs/infant beds are available for USD 10.0 per day

Property payment types

Important information

Fees

You'll be asked to pay these charges at the property:

Deposit: USD 150 per accommodation, per stay

These are all of the charges provided to us by the property.

Optional extras

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

Crib (infant bed) fee: USD 10.0 per day

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

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, 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

Check-in: 4 PM—-anytime
Check-out: 10 AM
Minimum check-in age: 21

The front desk is open 24 hours a day. Driving? This property offers free parking.

We should mention

Details about charges, deposits, or other important information:

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, 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.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
This property accepts credit cards and debit cards. Cash is not accepted.

Additional information about polices, regulations, and more:

No rollaway or extra beds are available.

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

Is a free cancellation option available at Calypso Cay Vacation Villas?

Calypso Cay Vacation Villas provides free cancellation on some room rates. If you'd like to learn more, look at the cancellation policy on our site.

How much does it cost to stay at Calypso Cay Vacation Villas?

As of Jul 29, 2025, prices found for a 1-night stay for 2 adults at Calypso Cay Vacation Villas on Aug 7, 2025 start from $101.4, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

What's there to see within easy reach of Calypso Cay Vacation Villas?

This hotel is located in Kissimmee within a short 17-minute walk of Lake Cecile. You'll also find Old Town and Disney Springs™ within a short drive.

Is parking available on site at Calypso Cay Vacation Villas?

Yes, self parking is offered for free at the hotel.

Does Calypso Cay Vacation Villas have a casino at the property?

No, Calypso Cay Vacation Villas doesn't have a casino.

Will I find an indoor pool at Calypso Cay Vacation Villas?

No, this hotel doesn't have an indoor pool; however, there are 3 outdoor pools and a hot tub.

What will couples enjoy most about a stay at Calypso Cay Vacation Villas?

There are plenty of amenities for couples at this hotel, including 3 outdoor pools, a bar, and a restaurant.

Does Calypso Cay Vacation Villas have a hot tub?

Yes, guests can enjoy a spa tub at this hotel.

Does Calypso Cay Vacation Villas have a restaurant with a breakfast menu?

No, Calypso Cay Vacation Villas doesn't have a restaurant that serves breakfast.

Will Calypso Cay Vacation Villas allow pets to stay for free?

No, pets aren't allowed at Calypso Cay Vacation Villas.

Does Calypso Cay Vacation Villas have connecting rooms?

No, this hotel doesn't feature connecting guestrooms.

How close is the airport from Calypso Cay Vacation Villas?

The closest major airport to Calypso Cay Vacation Villas is Kissimmee, FL (ISM-Kissimmee Gateway), which is 5.2 mi away (11 minutes by car). Another top airport is Orlando Intl. Airport (MCO), which is located 20.5 mi away (25-minute drive).

Are there rooms with balconies that I can book at Calypso Cay Vacation Villas?

Yes, some guestrooms at Calypso Cay Vacation Villas offer a balcony.

Calypso Cay Vacation Villas Reviews

8.0

Very Good

8.2/10

Cleanliness

8.0/10

Staff & service

8.2/10

Amenities

7.8/10

Property conditions & facilities

8.2/10

Eco-friendliness

10/10 Excellent

Jazmine

Jun 10, 2025

Liked: Cleanliness, amenities, property conditions & facilities

love!

Stayed 1 night in May 2025

8/10 Good

Verified traveler

Traveled with family

Apr 27, 2025

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

Stayed 1 night in Apr 2025

2/10 Terrible

Camisha

Traveled with family

Apr 26, 2025

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

Traveled with family

Apr 25, 2025

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

Apr 22, 2025

Liked: Cleanliness, staff & service, property conditions & facilities

Thanks for everything

Stayed 1 night in Apr 2025

4/10 Poor

Verified traveler

Traveled with family

Apr 20, 2025

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

Traveled with family

Apr 20, 2025

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

Apr 19, 2025

Liked: Cleanliness

Stayed 1 night in Apr 2025

10/10 Excellent

Sade

Traveled with family and small children

Apr 18, 2025

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

Apr 16, 2025

Stayed 2 nights in Apr 2025

10/10 Excellent

Julio

Apr 12, 2025

Liked: Cleanliness, staff & service, property conditions & facilities

Nice

Stayed 1 night in Feb 2025

8/10 Good

Khalila

Apr 5, 2025

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

Stayed 2 nights in Mar 2025

8/10 Good

Denis

Traveled with family

Mar 31, 2025

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

Traveled with family

Mar 30, 2025

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.

Mar 30, 2025

Stayed 2 nights in Mar 2025

4/10 Poor

Rod

Traveled with partner

Mar 29, 2025

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

Traveled with family

Mar 28, 2025

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

Mar 27, 2025

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

Mar 24, 2025

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

Mar 22, 2025

Stayed 1 night in Mar 2025

2/10 Terrible

Jefferson

Traveled with family

Mar 22, 2025

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