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Calypso Cay Vacation Villas

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

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Photo gallery for Calypso Cay Vacation Villas

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

Explore the area

View in a 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 | TV

Villa, 3 Bedrooms

9.6 out of 10
Exceptional
(4 reviews)
  • 1496 sq ft
  • 3 bedrooms
  • 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 | TV

Villa, 2 Bedrooms, Non Smoking

7.2 out of 10
Good
(25 reviews)
  • 1194 sq ft
  • 2 bedrooms
  • 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
(34 reviews)
  • 720 sq ft
  • 1 bedroom
  • Sleeps 4
  • 1 King 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 Kissimmee Go-Karts are also within 2 miles (3 km).

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

  • ‪Wawa - ‬9 min walk
  • ‪Churromania - ‬11 min walk
  • ‪Starbucks - ‬15 min walk
  • ‪Taco Bell - ‬10 min walk
  • ‪XO Coffee Shop - ‬9 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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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

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 Sep 6, 2025, prices found for a 1-night stay for 2 adults at Calypso Cay Vacation Villas on Sep 7, 2025 start from $89.4, 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.

Does Calypso Cay Vacation Villas have an airport shuttle?

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

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. 497 out of 1000 reviews
Rating 8 - Good. 224 out of 1000 reviews
Rating 6 - Okay. 114 out of 1000 reviews
Rating 4 - Poor. 65 out of 1000 reviews
Rating 2 - Terrible. 100 out of 1000 reviews

8.2/10

Cleanliness

8.0/10

Staff & service

8.2/10

Amenities

8.0/10

Property conditions & facilities

8.2/10

Eco-friendliness

Reviews

6/10 Okay

Gaspar

Stayed 2 nights in Jul 2025

6/10 Okay

Peter

Traveled with partner
Liked: Cleanliness, amenities, property conditions & facilities
Location
Stayed 7 nights in May 2025

8/10 Good

Rita

Traveled with family and small children, Traveled with family
Liked: Cleanliness, amenities, property conditions & facilities
Great stay room very spacious but does need some upgrading especially in the bathrooms. And carpet removal would be ideal.
Stayed 2 nights in May 2025

10/10 Excellent

Olivia

Liked: Cleanliness, amenities, property conditions & facilities
I would definitely stay again at Calypso Cay Resort! Everyone was so nice and our room was huge. Super close to Disney, restaurants and shopping! Can’t wait to go back!
Stayed 5 nights in May 2025

10/10 Excellent

Milagros

Stayed 1 night in May 2025

10/10 Excellent

Benjamin

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

10/10 Excellent

Chantish

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

8/10 Good

Kendra

Traveled with family and small children, Traveled with group, Traveled with partner, Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful Rooms at a decent price!
Stayed 1 night in May 2025

10/10 Excellent

Natalie

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
It was our first time in the villas. Absolutely loved it. We have always loved the property as a whole very family friendly and you honestly don’t have to leave if you don’t want too. They have everything you need would want to do.
Stayed 2 nights in May 2025

6/10 Okay

Juan

Traveled with family
Disliked: Cleanliness, property conditions & facilities
Very outdated and fair cleanliness
Stayed 2 nights in May 2025

6/10 Okay

Beatriz

Traveled with family and small children
The units smells funny, not friendly staff
Stayed 3 nights in May 2025

10/10 Excellent

Marc

Great
Stayed 1 night in May 2025

10/10 Excellent

Jason

Traveled with group
Liked: Cleanliness, amenities, property conditions & facilities
Stayed 3 nights in May 2025

2/10 Terrible

Susie

Disliked: Cleanliness, amenities, property conditions & facilities
Stayed 1 night in May 2025

2/10 Terrible

Diane

Stayed 1 night in May 2025

10/10 Excellent

Jonathan

Business traveler, Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This is a great property location, in the center of everything and a great price/value. very spacious units for a 1 bedroom condo. only my wife and i this time, but i would definitely consider adding the extra bedrooms if we brought all 7 of us in family for a stay. plenty of space and large dining table seats 6 easily. lots of amenities too for all ages.
Stayed 3 nights in May 2025

10/10 Excellent

Regacia

Stayed 1 night in May 2025

10/10 Excellent

Limaris

Traveled with family and small children
Liked: Cleanliness, amenities, property conditions & facilities
Gracias por el servicio.
Stayed 2 nights in May 2025

10/10 Excellent

Sandra

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
It was amazing. We definitely enjoyed all the pool
Stayed 2 nights in May 2025

6/10 Okay

Cristina

Traveled with family
Liked: Staff & service, amenities
Rooms are outdated, but property is nice. Great amenities.
Stayed 3 nights in May 2025

10/10 Excellent

Idania

Stayed 2 nights in May 2025

10/10 Excellent

claudia

Traveled with family
Stayed 1 night in May 2025

10/10 Excellent

Marc

Traveled with family
Liked: Cleanliness, amenities, property conditions & facilities
Excellent service
Stayed 2 nights in May 2025

6/10 Okay

yalandria

Liked: Cleanliness, staff & service
This time it was very noisy. It's a nice resort and staff very attentive. Price is reasonable.
Stayed 2 nights in May 2025

10/10 Excellent

Derrick

Stayed 2 nights in May 2025