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Calypso Cay Vacation Villas

Property class: 3.5
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
3 outdoor pools, pool umbrellas, sun loungers
Poolside bar
Restaurant
Reception

Reviews

8.2 out of 10
Very good

Popular amenities

  • Hot tub
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning

Explore the area

View in a map
3000 Bonfire Beach Dr., Kissimmee, FL, 34746
  • Place, Lake Cecile
    ‪11 min walk‬
  • Place, Shingle Creek Regional Park
    ‪1 min drive‬
  • Place, Lake Buena Vista Factory Stores
    ‪3 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪23 min drive‬

Room options

View all photos for Villa, Non Smoking

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

Villa, Non Smoking

7.8 out of 10
Good
(70 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

7.8 out of 10
Good
(40 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

8.4 out of 10
Very good
(13 reviews)
  • 1496 sq ft
  • 1 bedroom
  • 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 Congo River Golf within 2 miles (3 km) of this hotel. Lake Buena Vista Factory Stores and Shingle Creek Regional Park are also within 2 miles (3 km).

What's nearby

  • Lake Cecile - 11 min walk - 0.6 miles
  • Shingle Creek Regional Park - 1 min drive - 1.3 miles
  • Congo River Golf - 3 min drive - 1.3 miles
  • Lake Buena Vista Factory Stores - 3 min drive - 1.5 miles
  • Capone's Dinner Show - 3 min drive - 1.5 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
  • ‪Taco Bell - ‬10 min walk
  • ‪First Watch - ‬14 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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  • Hot tub
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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 Apr 12, 2026, prices found for a 1-night stay for 2 adults at Calypso Cay Vacation Villas on Apr 13, 2026 start from $132, including 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 6.1 mi (15-min drive) from Getaway Glen and 9.5 mi (14-min drive) from Beachcomber Beach. Don't forget your sunscreen!

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

8.2

Very Good

Rating 10 - Excellent. 547 out of 1006 reviews
Rating 8 - Good. 202 out of 1006 reviews
Rating 6 - Okay. 123 out of 1006 reviews
Rating 4 - Poor. 61 out of 1006 reviews
Rating 2 - Terrible. 73 out of 1006 reviews

8.2/10

Cleanliness

8.4/10

Staff & service

8.6/10

Amenities

8.0/10

Property conditions & facilities

Reviews

10/10 Excellent

Theodore

Stayed 1 night in Jan 2026

10/10 Excellent

Lashunda

Stayed 1 night in Jan 2026

4/10 Poor

Jason

Stayed 1 night in Jan 2026

10/10 Excellent

Jessica M

Stayed 2 nights in Jan 2026

10/10 Excellent

Kelly, Buckhorn

Stayed 7 nights in Dec 2025

6/10 Okay

Taylor

Traveled with family
Liked: Cleanliness, property conditions & facilities
Disliked: Amenities
Amenities were shut down for then entirety of our trip with no prior warning
Stayed 7 nights in Dec 2025

10/10 Excellent

Audrey

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Second year staying at Calypso Cay, we do recommend this location for everyone looking for a good time in Kissimmee FL.
Stayed 5 nights in Dec 2025

10/10 Excellent

Elson

Traveled with family
Liked: Cleanliness, amenities, property conditions & facilities
Everthing was ok
Stayed 11 nights in Dec 2025

10/10 Excellent

Chris

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Room was awesome 100% recommended
Stayed 2 nights in Jan 2026

10/10 Excellent

Ebony

Liked: Cleanliness, staff & service, room comfort
Stayed 1 night in Jan 2026

10/10 Excellent

Brenda

Stayed 2 nights in Nov 2025

8/10 Good

Michelle

Traveled with family
Liked: Cleanliness, property conditions & facilities
Great vacation condos, except not all utensils and cooking ware is available; wish they would leave out dryer sheets as well not just laundry detergent. Room smells great not moldy like some out there. Nice area, lots of amenities; happy hour and full service for food. Shuttles for some of the parks but not all. Overall we would stay here again. 3 bedroom villa with balcony was very spacious and friendly staff, coffee maker did not work.
Stayed 5 nights in Dec 2025

8/10 Good

Jackie

Stayed 7 nights in Dec 2025

10/10 Excellent

Dana

Stayed 2 nights in Dec 2025

4/10 Poor

Nahiomy

Traveled with family and small children, Traveled with family
Disliked: Cleanliness, property conditions & facilities
We had to wait for the room and when we arrived the room was dirty
Stayed 7 nights in Dec 2025

10/10 Excellent

josephine

Traveled with family and small children, Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I traveled here with 6 teens for a birthday getaway and it was a great place! We live somewhat local so we brought snacks to cook for new years and the kitchen was plenty stocked with pans, dishes, etc. The 2 bedroom villa was nice and clean, the pool was well heated as it was 31 outside and the kids swam, staff we encountered was super friendly . I will definitely be booking here again!!!
Stayed 2 nights in Dec 2025

10/10 Excellent

Jose

Traveled with family
Liked: Cleanliness, amenities, property conditions & facilities
Nos hemos hospedado en Calypso ya en varias ocasiones y siempre ha sido un éxito! Volveré si Dios lo permite!
Stayed 7 nights in Dec 2025

10/10 Excellent

Danetta

Stayed 1 night in Dec 2025

10/10 Excellent

Danielle

Stayed 2 nights in Dec 2025

10/10 Excellent

Alton

Traveled with partner
Liked: Cleanliness, amenities, property conditions & facilities
All of the above
Stayed 2 nights in Dec 2025

10/10 Excellent

Camila

Stayed 1 night in Dec 2025

8/10 Good

Shirley

Stayed 3 nights in Dec 2025

6/10 Okay

Patti

Staff was courteous and room was ok. Wasn't as clean as it should have been. Timeshare representative from Silver Lake called me and was able to provide details as to exactly what my home address was and my room/villa number. After scheduling timeshare tour, I was unable to make it due to unforseen family situation and was going to reschedule it, but the representative was rude. For this reason, i will not be returning to Calypso Cay.
Stayed 6 nights in Dec 2025

10/10 Excellent

Jennifer

Traveled with family
Liked: Cleanliness, staff & service, amenities
Nice big rooms woth comfortable beds. Kitchen has everything you need. Kiddie pool with slash area and bigger pool. Kids had so much fun.
Stayed 1 night in Dec 2025

10/10 Excellent

Kimberly

Stayed 1 night in Dec 2025