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Calypso Cay Vacation Villas

3.5 star property
Family-friendly 3.5-star hotel near Old Town

Choose dates to view prices

Photo gallery for Calypso Cay Vacation Villas

3 outdoor pools, pool umbrellas, sun loungers
Villa, Non Smoking | Private kitchen | Microwave, coffee/tea maker, cookware/dishes/utensils, cleaning supplies
Poolside bar
Mini-golf
Villa, 2 Bedrooms, Non Smoking | In-room dining

Reviews

8.0 out of 10
Very good

Popular amenities

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

Explore the area

View in a map
3000 Bonfire Beach Dr., Kissimmee, FL, 34746
  • Place, Shingle Creek Regional Park
    ‪1 min drive‬
  • Place, Capone's Dinner Show
    ‪2 min drive‬
  • Place, Lake Buena Vista Factory Stores
    ‪2 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪25 min drive‬

Room options

View all photos for Villa, Non Smoking

Premium bedding, laptop workspace, iron/ironing board, free WiFi

Villa, Non Smoking

7.6 out of 10
Good
(43 reviews)
  • 720 sq ft
  • 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
(32 reviews)
  • 1194 sq ft
  • 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)
  • 1496 sq ft
  • 3 bedrooms
  • Sleeps 8
  • 1 King Bed, 2 Double Beds, 1 Queen Bed and 1 Double Sofa Bed

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About the neighborhood

Kissimmee

Heart of Kissimmee.You'll find Lake Cecile and Lake Buena Vista Factory Stores within 2 miles (3 km) of this hotel. Capone's Dinner Show and Shingle Creek Regional Park are also within 2 miles (3 km).

What's nearby

  • Shingle Creek Regional Park - 1 min drive - 1.3 miles
  • Congo River Golf - 2 min drive - 1.3 miles
  • Capone's Dinner Show - 2 min drive - 1.5 miles
  • Lake Buena Vista Factory Stores - 2 min drive - 1.5 miles
  • Falcon's Fire Golf Club - 4 min drive - 2.3 miles

Getting around

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

Restaurants

  • ‪Wawa - ‬9 min walk
  • ‪Churromania - ‬11 min walk
  • ‪First Watch - ‬14 min walk
  • ‪Taco Bell - ‬10 min walk
  • ‪Starbucks - ‬15 min walk

About this property

Calypso Cay Vacation Villas

Family-friendly 3.5-star hotel near Old Town
Calypso Cay Vacation Villas offers its guests 3 outdoor swimming pools, a waterslide, a hot tub, and a fitness center. 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 is multilingual
  • Tour and ticket information
  • Concierge
  • Terrace
  • BBQ grill(s)
  • Gift shop
  • ATM
  • Elevator
  • No smoking on site
  • Bar or lounge
  • Dining venue
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.

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Dec 7 - Dec 8
Total with taxes and fees
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Property amenities

Family friendly

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

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

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)

Room amenities

Entertainment

  • TV with cable channels

Bedroom

  • Premium bedding

Bathroom

  • Free toiletries
  • Hair dryer
  • Towels provided

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
Information provided by the property may be translated using automated translation tools

Access methods

Staffed front desk

Pets

  • No pets allowed

Children and extra beds

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

Property 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, 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 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, 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. 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

How close is Calypso Cay Vacation Villas to the airport?

Calypso Cay Vacation Villas is 5.2 mi (11-min drive) away from the Kissimmee, FL (ISM-Kissimmee Gateway) airport, the closest popular airport to the property.

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

As of Dec 6, 2025, prices found for a 1-night stay for 2 adults at Calypso Cay Vacation Villas on Dec 14, 2025 start from $69.3, 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.

Does Calypso Cay Vacation Villas have an airport shuttle?

Airport shuttle services are not available at Calypso Cay Vacation Villas.

How close is Calypso Cay Vacation Villas to the beach?

This hotel is 9.5 mi (14-min drive) from Beachcomber Beach.

Does Calypso Cay Vacation Villas offer free breakfast?

Calypso Cay Vacation Villas does not offer free breakfast.

Is there a casino at Calypso Cay Vacation Villas?

No, there is no casino at this hotel.

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

Check-in start time: 4 PM; Check-in end time: anytime.

Is there free parking at Calypso Cay Vacation Villas?

This hotel offers free self parking.

Does Calypso Cay Vacation Villas have a pool?

Calypso Cay Vacation Villas features 3 outdoor pools.

Does Calypso Cay Vacation Villas have a restaurant?

Yes, there is a restaurant on site.

Does Calypso Cay Vacation Villas have a spa?

There are no spa services available at this hotel.

How close is Calypso Cay Vacation Villas to downtown Kissimmee?

Calypso Cay Vacation Villas is 5.6 mi away from Kissimmee.

Calypso Cay Vacation Villas Reviews

Reviews

8.0

Very Good

Rating 10 - Excellent. 517 out of 1004 reviews
Rating 8 - Good. 209 out of 1004 reviews
Rating 6 - Okay. 119 out of 1004 reviews
Rating 4 - Poor. 64 out of 1004 reviews
Rating 2 - Terrible. 95 out of 1004 reviews

8.2/10

Cleanliness

8.0/10

Staff & service

8.4/10

Amenities

7.8/10

Property conditions & facilities

8.0/10

Eco-friendliness

Reviews

8/10 Good

Gregory

Liked: Property conditions & facilities
Stayed 2 nights in Aug 2025

10/10 Excellent

Gabriel

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 2 nights in Aug 2025

10/10 Excellent

TAMBER

Traveled with group, Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 3 nights in Aug 2025

10/10 Excellent

Elizabeth

Stayed 1 night in Aug 2025

10/10 Excellent

David

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

Expectional

Everything was exceptional. Only down side was the Master bedroom did not have power so none of the lights worked. Maintenance came out and had it fixed super fast. Best stay ever!
Stayed 1 night in Aug 2025

2/10 Terrible

Ivan

Liked: Staff & service, property conditions & facilities
2 huge roaches greeted us at our room. Trying to get refunded.
Stayed 1 night in Aug 2025

10/10 Excellent

Sarimar

Traveled with partner
Liked: Cleanliness, staff & service, amenities
Location ans amenities
Stayed 2 nights in Aug 2025

10/10 Excellent

Evelyn A

Traveled with family and small children
Liked: Amenities
Property and suite was clean. Friendly staff. Awesime amenities for children.
Stayed 2 nights in Aug 2025

8/10 Good

Ulises

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I like but its old
Stayed 2 nights in Aug 2025

6/10 Okay

Amanda

Traveled with family

Dream sold, not delivered.

The king bed needs updating.. the mattress was sunk in the middle section.. so you would end up rolling down into the middle & the bed frame was so squeaky that if you even moved a finger it was VERY loud. Wine opener was defective so we had to run to Walmart to buy one. The dishes still had a lot of food stuck to it so we hand washed everything we used extra good. If you don’t want to hear other people above you because the floors/ceilings were very squeaky that you heard everything.. ask for the 3rd floor. You do have to cross a road to get over to the pools. No where to get any ice on property. No late check out offered even if willing to pay extra. We did enjoy our time together as a family but not at all what was expected. Did not take any pictures because the room wasn’t even impressive to.
Stayed 3 nights in Aug 2025

10/10 Excellent

Joana

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

2/10 Terrible

Destiny

Traveled with family and small children, Traveled with family
Disliked: Cleanliness, staff & service, amenities, property conditions & facilities
People smoking weed everywhere, all our blankets have stains and I took a video from the moment I entered the door. Staff takes 4 hours to fix something. Ants in the kitchen. Disgusting
Stayed 1 night in Aug 2025

10/10 Excellent

Madelyn

Stayed 3 nights in Aug 2025

10/10 Excellent

Felicia

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Our trip to calypso cay was amazing from check in to check out. The rooms are very clean, spacious and inviting. The staff was awesome and very friendly. The property was very clean and well maintained.
Stayed 1 night in Aug 2025

2/10 Terrible

Ronald, Saint Augustine

Disliked: Cleanliness, property conditions & facilities
room was very outdaed laundry room unsafe furniture chipped
Stayed 1 night in Aug 2025

10/10 Excellent

melissa

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The 1 bedroom was very spacious and clean , the elevators suck , there’s only one and it’s so hot in there .
Stayed 1 night in Aug 2025

10/10 Excellent

Kayla

Traveled with family and small children
Liked: Cleanliness, staff & service, property conditions & facilities
Disliked: Amenities
Check in was very easy and painless. The ladies at the desk were quick and efficient. The room was spacious and the bed was actually pretty comfortable for a hotel bed. Honestly, I think the only negative thing I could say about the hotel was the hot water ran out quickly and the pool area was not that great mainly because of other people. I will definitely book there anytime I go back to Orlando.
Stayed 2 nights in Aug 2025

8/10 Good

Sentrell

Liked: Cleanliness, property conditions & facilities, room comfort
Stayed 1 night in Aug 2025

10/10 Excellent

Amanda

Liked: Cleanliness
Stayed 2 nights in Aug 2025

8/10 Good

Marcus

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great stay...spacious & clean.
Stayed 2 nights in Aug 2025

8/10 Good

Sharonda

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Elevator issues. Wished there was more working luggage carts. Front desk dont pick up phones when calling from room phone. Loved everything else.
Stayed 6 nights in Aug 2025

10/10 Excellent

Deonno

Traveled with family and small children
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Everything was great
Stayed 2 nights in Aug 2025

10/10 Excellent

Jasson

Traveled with family and small children, Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very good overall. We will come Back For sure, family of 7
Stayed 1 night in Aug 2025

10/10 Excellent

Melissa

Traveled with group, Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in May 2025

10/10 Excellent

Luis

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