Calypso Cay Vacation Villas

3.5 star property

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Room options

View all photos for Villa, Non Smoking

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

Villa, Non Smoking

7.6 out of 10
Good
(38 reviews)
  • 67 sq m
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

View all photos for Villa, 2 Bedrooms, Non Smoking

Villa, 2 Bedrooms, Non Smoking | Living area | TV

Villa, 2 Bedrooms, Non Smoking

7.4 out of 10
Good
(29 reviews)
  • 111 sq m
  • 2 bedrooms
  • Sleeps 6
  • 1 King Bed, 2 Double Beds and 1 Double Sofa Bed

View all photos for Villa, 3 Bedrooms

Villa, 3 Bedrooms | Living area | TV

Villa, 3 Bedrooms

7.6 out of 10
Good
(7 reviews)
  • 139 sq m
  • 3 bedrooms
  • Sleeps 8
  • 1 King Bed, 2 Double Beds, 1 Queen Bed and 1 Double Sofa Bed

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About this property

Calypso Cay Vacation Villas

Family-friendly hotel with 3 outdoor pools and fitness centre
Along with 3 outdoor pools, this smoke-free hotel has a restaurant and a fitness centre. Free WiFi in public areas and free self parking are also provided. Additionally, a bar/lounge, a snack bar/deli and Access to hot tub are on-site. Housekeeping is available once per stay.
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.

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

Children aged 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.

Our customers tell us that they can't get enough of the helpful staff at Calypso Cay Vacation Villas. During your stay, you'll be within walking distance of Lake Cecile. Enjoy features like free WiFi in public areas and free self-parking, plus 3 outdoor pools.
  • Free Wi-Fi (speed: 100+ Mbps (good for 1–2 people or up to 6 devices))
  • Free self-parking
  • Grab something to eat at the restaurant or stop for a drink at the bar/lounge
  • Splash around at the waterslide or swim in the 3 outdoor pools
  • Amenities include a gift shop, multilingual staff and a lift
  • On-site recreation includes a gym, mini golf and basketball
  • Just a 4-minute drive from Old Town and 9 minutes from Disney Springs™
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.

Calypso Cay Vacation Villas has a restaurant on site.

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 at the property

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

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
Front desk staff will greet guests on arrival at the property.

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

Reviews

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

8.0/10

Eco-friendliness
Rating 10 - Excellent. 504 out of 1007 reviews
Rating 8 - Good. 218 out of 1007 reviews
Rating 6 - Okay. 119 out of 1007 reviews
Rating 4 - Poor. 68 out of 1007 reviews
Rating 2 - Terrible. 98 out of 1007 reviews

Reviews

2/10 Terrible

Cesar Rolando

Travelled with partner
Disliked: Cleanliness, staff & service, amenities, property conditions & facilities
No food options, no one ever answers the front desk phone. Most staff were rude, and unprofessional with exception of district manager. Whom, finally got someone to fixed our tv wifi, by actually changing our two old tv's and replacing them with 2 Smart tv's with wifi, two days before we left our seven days stayed (booked) in there. No jacuzzi and shower in rooms as Advertised. They claimed those rooms are only for owners, Not Guests. There were full garbage bags on stairs, and parking lot for days without being picked up by any custodians. Swimming pools were shared by two other hotel guests (Springhill Suites & The Holiday Inn) Bottom line it was a total nightmare experience will never forget, and surely pass it on to our friends and family!!!
Stayed 7 nights in Jul 2025

8/10 Good

Dawna

Stayed 2 nights in Jul 2025

10/10 Excellent

Talisha

Liked: Cleanliness, staff & service, property conditions & facilities
Everything was amazing!
Stayed 2 nights in May 2025

2/10 Terrible

Cheyenne

Disliked: Cleanliness, staff & service, property conditions & facilities
Staff was friendly. However, we were told we would be called as soon as room was ready. Waited until well after normal check in time
Stayed 3 nights in Jul 2025

2/10 Terrible

Melina

Travelled with family, Travelled with family and small children
Disliked: Cleanliness, staff & service, amenities
The resort is not what’s listed. The property is VERY outdated. The room we’re given was dark, dirty, had an old closed up smell and tv’s that didn’t work. After calling, maintenance brought another tv- only for the living room, still not a smart tv, but not able to use any streaming apps such as Netflix, etc. I complained and complained and finally got my family moved to a new room after getting the attention of corporate. The new room was an improvement, still not what I thought I was booking for our family vacation. Not the bright, inviting room advertised in the photos listed. There was black mold in the laundry room- near the air vent. Cob webs hanging from the ceiling. Again, just not up to date, very old, more than poor housekeeping. The place is run down and being solicited as a resort when it’s more like a motel. Majority of the amenities listed are separated from part of the suites /villas, by what they determine as an “internal road” it has traffic in two directions, with no traffic controls at a 35mph speed limit! The amenities are hyped up and not what you would expect from the photos and listing. The marketplace sells pizza, Starbucks and a few pool floats and sunscreen. Not much of a marketplace at all. The outside is not clean, they advised they are doing renovations but that those are not visible to the eye and will not be completed for about 2 years. It is not in the best neighborhood either. I would not recommend and would not stay at this property again.
Stayed 6 nights in Jul 2025

10/10 Excellent

Lisa

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

Great hotel and amenities.

Stay was great! Last minute weekend trip. Hotel was clean and quiet. Offered amenities was also great.
Stayed 2 nights in Jul 2025

10/10 Excellent

tawana

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

8/10 Good

sabrina

Stayed 1 night in Jul 2025

10/10 Excellent

Danijela

Liked: Cleanliness, staff & service, property conditions & facilities
We come here every year at least once and we love it. Great location and friendly staff.
Stayed 5 nights in Jul 2025

2/10 Terrible

Eliana

Travelled with partner
Liked: Cleanliness, amenities
My unit had a huge amount of black mold in the closet. I was rudely told that they were booked and I can handle that with Expedia. No offer compensation for another day, nothing! I’m still fighting for my refund. Because as a chronic asthmatic, there was no way I could stay in that room.
Stayed 2 nights in Jul 2025

10/10 Excellent

TAMBER

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

Always fun and stress free!!

This is my go to for a spacious condo for our family to have a no frills fun vacation!! The staff are always friendly, the rooms are clean, and our child has a blast on the zip line and in the pools with the slides. It’s safe and nearby a lot of great shopping and food options.
Stayed 3 nights in Jul 2025

10/10 Excellent

Melanie

Stayed 1 night in Jul 2025

2/10 Terrible

john

Liked: Cleanliness, staff & service
Stayed 1 night in Jul 2025

10/10 Excellent

Jessica

Stayed 1 night in Jul 2025

10/10 Excellent

Levi

Liked: Cleanliness, staff & service, property conditions & facilities
Grate property but the parking was bad
Stayed 1 night in Jul 2025

10/10 Excellent

Levi

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The resort was grate but the parking was trash.
Stayed 1 night in Jul 2025

8/10 Good

Luis, Wappingers falls

Travelled with group
Liked: Cleanliness, staff & service, amenities
Place is affordable, staff is friendly, just out dated! Much needed renovations, place is still in late 80’s early 90’s
Stayed 2 nights in Jul 2025

10/10 Excellent

Rosalyn, Jacksonville

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We stay there all the time we love the property
Stayed 3 nights in May 2025

6/10 Okay

Gaspar

Stayed 2 nights in Jul 2025

10/10 Excellent

Tanisha, Largo

Liked: Cleanliness, staff & service, property conditions & facilities
Great place for a quick vacation and affordable.
Stayed 3 nights in Jul 2025

10/10 Excellent

Roberto

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

2/10 Terrible

Kevin

Disliked: Cleanliness, staff & service, property conditions & facilities, room comfort
All around absolute worse customers services and rooms
Stayed 1 night in Jul 2025

2/10 Terrible

Muhjah

Travelled with family, Travelled with family and small children
Disliked: Cleanliness, staff & service, property conditions & facilities
Checking too late . Waste all day waiting to get into room. Staff was very short no manager available . No assistance with extension and had to leave and rebook all over somewhere else
Stayed 1 night in Jul 2025

6/10 Okay

Luis

Stayed 1 night in Jun 2025

10/10 Excellent

Yelonda

Travelled with family and small children
Liked: Cleanliness, amenities, property conditions & facilities
Kids loved the pool! There was plenty of space for the five of us to enjoy the living accommodations. Would recommend people to come here!
Stayed 4 nights in Jul 2025