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

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
(48 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 Congo River Golf within 2 miles (3 km) of this hotel. Lake Buena Vista Factory Stores and Capone's Dinner Show 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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Legacy Vacation Resorts - Kissimmee/Orlando
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  • Hot tub
  • Pet friendly
  • Parking included
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The price is $106
Jan 27 - Jan 28
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 Jan 24, 2026, prices found for a 1-night stay for 2 adults at Calypso Cay Vacation Villas on Jan 25, 2026 start from $87.49, 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

8.2

Very Good

Rating 10 - Excellent. 528 out of 1005 reviews
Rating 8 - Good. 205 out of 1005 reviews
Rating 6 - Okay. 123 out of 1005 reviews
Rating 4 - Poor. 62 out of 1005 reviews
Rating 2 - Terrible. 87 out of 1005 reviews

8.2/10

Cleanliness

8.0/10

Staff & service

8.4/10

Amenities

8.0/10

Property conditions & facilities

Reviews

10/10 Excellent

Carlos

Stayed 1 night in Nov 2025

8/10 Good

shaun

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Just a small getaway for the wife and I Loved the space and convience. My only issue is the selling tactics of timeshares which we are not interested in
Stayed 2 nights in Oct 2025

10/10 Excellent

Billy, Jacksonville

Stayed 1 night in Oct 2025

8/10 Good

Eric

Stayed 2 nights in Oct 2025

2/10 Terrible

diana

Stayed 2 nights in Oct 2025

10/10 Excellent

Gerald

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
The room was comfortable and the kitchen had all the basics you need dishes, flatware, cups.
Stayed 3 nights in Oct 2025

10/10 Excellent

Deborah

Stayed 1 night in Sep 2025

10/10 Excellent

Denaviyonce

Stayed 1 night in Oct 2025

8/10 Good

Oli

Liked: Cleanliness, property conditions & facilities, room comfort
Easy Check in, appreciated after a long travel day. Rooms look a bit dated and you kind of just have to find your way around a bit, theres no guide in the villa for switches, appliances etc. Its fine if you can understand basics :) Huge comfy bed, good quality towels and decent sized balcony. Did get the usual "welcome gift" spiel but as we were out everyday early never bothered to check in. Stillnwould definitely reccomend as a place for self catering
Stayed 4 nights in Oct 2025

10/10 Excellent

Kendra

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location
Stayed 1 night in Oct 2025

10/10 Excellent

Eileen

Stayed 1 night in Oct 2025

10/10 Excellent

Estalin

Traveled with family
Liked: Cleanliness, amenities
Excellent stay
Stayed 1 night in Oct 2025

10/10 Excellent

Benjamin

Stayed 2 nights in Oct 2025

10/10 Excellent

Alexy

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

6/10 Okay

preston

Traveled with group

not good

Noise from up stairs all night and day long
Stayed 2 nights in Oct 2025

6/10 Okay

Erin

Traveled with family
Liked: Property conditions & facilities
Disliked: Room comfort
Stayed 1 night in Oct 2025

2/10 Terrible

Louise

Traveled with family and small children
Disliked: Cleanliness, staff & service, amenities, property conditions & facilities
Unit had bedbugs, terrible customer service, hard to communicate with staff and just very unsatisfied overall.
Stayed 5 nights in Oct 2025

10/10 Excellent

Sarah

Very pleased with our trip!
Stayed 2 nights in Oct 2025

2/10 Terrible

Juan

Liked: Staff & service
Disliked: Cleanliness, property conditions & facilities
Stayed 2 nights in Oct 2025

10/10 Excellent

Lyana Elesha

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It was very nice obeisance
Stayed 4 nights in Sep 2025

10/10 Excellent

Mark

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

2/10 Terrible

Acneris

Stayed 1 night in Oct 2025

10/10 Excellent

Donna

Stayed 1 night in Oct 2025

10/10 Excellent

Lesly

Traveled with group
Liked: Cleanliness, staff & service, property conditions & facilities
Great Stay everything was clean and amazing.
Stayed 2 nights in Oct 2025

10/10 Excellent

Lesley

Stayed 2 nights in Oct 2025