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Calypso Cay Vacation Villas

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

Choose dates to view prices

Photo gallery for Calypso Cay Vacation Villas

3 outdoor pools, pool umbrellas, sun loungers
Restaurant
Poolside bar
Reception
3 outdoor pools, pool umbrellas, sun loungers

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, 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.)
    ‪22 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
(44 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

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

  • 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 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 barbecue grills.
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.

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Legacy Vacation Resorts - Kissimmee/Orlando
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  • Hot tub
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  • Parking included
7.8 out of 10, Good, 2,689 reviews
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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
  • Limited onsite self parking

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)

More

  • 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

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

  • 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 Dec 24, 2025, prices found for a 1-night stay for 2 adults at Calypso Cay Vacation Villas on Jan 3, 2026 start from $97.3, 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.

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.

Will I be able to park 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 amenities will couples enjoy 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.

Are there connecting rooms at Calypso Cay Vacation Villas?

No, there aren't connecting guestrooms at this hotel.

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 at Calypso Cay Vacation Villas?

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

Calypso Cay Vacation Villas Reviews

Reviews

8.2

Very Good

Rating 10 - Excellent. 518 out of 1000 reviews
Rating 8 - Good. 207 out of 1000 reviews
Rating 6 - Okay. 123 out of 1000 reviews
Rating 4 - Poor. 62 out of 1000 reviews
Rating 2 - Terrible. 90 out of 1000 reviews

8.2/10

Cleanliness

8.0/10

Staff & service

8.4/10

Amenities

8.0/10

Property conditions & facilities

8.0/10

Eco-friendliness

Reviews

6/10 Okay

Adam

Traveled with partner
Liked: Amenities
Disliked: Property conditions & facilities
Check in was good but making you go to another area to get your parking pass with them trying to sell you their products is very unpleasant. Room was good but building needs some work.
Stayed 1 night in Nov 2025

4/10 Poor

Jennifer

Traveled with family and small children
Disliked: Cleanliness, property conditions & facilities
The room was never finished being cleaned when we got there. There was still a pile of dirt next to a broom and the tubs were not clean. Was advised i would have to contact Expedia since I booked through a third party and was never even offered another unit even though the condition of the Villa had nothing to do with Expedia. Very poor customer service
Stayed 2 nights in Sep 2025

8/10 Good

Christina

Stayed 1 night in Sep 2025

10/10 Excellent

Dorothy

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

10/10 Excellent

Angela

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The environment was calming and relaxing. I can’t wait to return.
Stayed 3 nights in Sep 2025

4/10 Poor

Charlotte

Traveled with family
Liked: Room comfort
Disliked: Cleanliness, property conditions & facilities

Visible Black Mold

Leaking AC causing puddle in laundry room, black mold and dryer broken.
Stayed 3 nights in Sep 2025

10/10 Excellent

Shelly

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

2/10 Terrible

Maytee, Tampa

Disliked: Cleanliness, staff & service, property conditions & facilities
Habitaciones viejas y descuidadas
Stayed 3 nights in May 2025

2/10 Terrible

Maytee, Tampa

Disliked: Cleanliness, staff & service, property conditions & facilities
No se que pasa con este hotel que ha perdido mucha calidad.Se ha convertido en un hotel descuidado y sucio.
Stayed 3 nights in Sep 2025

10/10 Excellent

Natalie

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

Vacation

Family’s trip to Orlando. Went to theme parks. Had a great trip.
Stayed 1 night in Sep 2025

6/10 Okay

Deborah

Traveled with group
Liked: Cleanliness, property conditions & facilities

AC issues in unit

Upon arrival the AC was not working. Called the front desk to request mainatenance. No one came until the next day after 12pm. Batteries needed to be replaced. Later that evening the AC stopped working again. Called the front desk to request maintenance again. Requested someonr come asap so we didn't go another night without AC. They came within the hour. Have to vaccum the unit. All good after that.
Stayed 2 nights in Sep 2025

10/10 Excellent

Paola

Traveled with family and small children
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Good
Stayed 3 nights in Sep 2025

6/10 Okay

Patti

Liked: Cleanliness, staff & service
Stayed 3 nights in Sep 2025

10/10 Excellent

Susan

Stayed 2 nights in Sep 2025

4/10 Poor

LeeAnne

Traveled with family
Liked: Staff & service
Disliked: Cleanliness, property conditions & facilities, room comfort
We found half a lime at the edge of the bed. The shower grout was black like mold,
Stayed 3 nights in Sep 2025

10/10 Excellent

Ladonya

Stayed 1 night in Aug 2025

10/10 Excellent

Albina

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great stay!! Definitely recommend!
Stayed 1 night in Aug 2025

6/10 Okay

David

Disliked: Property conditions & facilities
Stayed 2 nights in Sep 2025

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

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