See all properties

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
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
(47 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

You may also like

Ad
6 outdoor pools, free cabanas, pool umbrellas

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Orlando
  • Pool
  • Hot tub
  • Kids pool
  • Waterslide
4.7 out of 5, Exceptional, 4,294 reviews
$119 nightly
The price is $134
Feb 3 - Feb 4
Total with taxes and fees
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

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.

Similar properties

4 outdoor pools
Legacy Vacation Resorts - Kissimmee/Orlando
  • Pool
  • Hot tub
  • Pet friendly
  • Parking included
3.9 out of 5, Good, 2,695 reviews
$81 nightly
The price is $92
Jan 20 - Jan 21
Total with taxes and fees
Legacy Vacation Resorts - Kissimmee/Orlando

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 11, 2026, prices found for a 1-night stay for 2 adults at Calypso Cay Vacation Villas on Jan 12, 2026 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

8.2

Very Good

Rating 10 - Excellent. 525 out of 1004 reviews
Rating 8 - Good. 206 out of 1004 reviews
Rating 6 - Okay. 123 out of 1004 reviews
Rating 4 - Poor. 63 out of 1004 reviews
Rating 2 - Terrible. 87 out of 1004 reviews

8.2/10

Cleanliness

8.0/10

Staff & service

8.4/10

Amenities

8.0/10

Property conditions & facilities

8.2/10

Eco-friendliness

Reviews

10/10 Excellent

Carlos

Stayed 1 night in Nov 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

8/10 Good

Tamicka

Stayed 3 nights in Oct 2025

6/10 Okay

Elizabeth

Liked: Cleanliness, room comfort
Good
Stayed 2 nights in Oct 2025

8/10 Good

yalandria

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Good spot for money. Furniture needs to be updated
Stayed 1 night in Sep 2025

8/10 Good

joan

Traveled with family
Disliked: Cleanliness
Perfect location to Disney. Property was very accessible with CLOSE distance to restaurants and shopping. The unit we stayed in was spacious, but very dated. Needed a re-fresh for sure!
Stayed 1 night in Oct 2025

10/10 Excellent

Sandra

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

4/10 Poor

Dan

Traveled with partner
Disliked: Staff & service, amenities
Hotel is nice, just very old. Was probably beautiful in 1988. Hallways at old and scarey, rooms are old, beds are old and uncomfortable, all tvs in room are different and only 2 of the 3 tvs work. This property is not worth price at all. Needs absolutely everything. Also, the front reception staff is absolutely horrible! Start your renovation by firing reception! No matter how many times you call, no one answers? Always say they are busy? I walked down once to see how busy they were? They were on thier phones texting and laughing. Also very ackward layout to rooms and not very family friendly. Stay away! Almost forgot? They did have someone always available to talk to you about buying a timeshare from this dump! Maybe do a complete reno and maybe someone might buy here?
Stayed 1 night in Oct 2025

10/10 Excellent

Lisa

Traveled with family and small children, Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I have nothing at all to complain about this place. Rooms are great. The staff is very friendly and always there If you need help. they are great. The grounds are awesome. Lots to do. my family and I stay there quite often. It’s a great place!
Stayed 2 nights in Oct 2025

10/10 Excellent

Robert

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
We planned a family trip to Orlando but arrived a day early. So we had to find a place to stay unexpectedly. We found Calypso Cay by accident. We were amazed at how affordable it was - it cost less than most of the mid-range hotels in the area. It might be an older building, but clean comfortable and well kept. For less than the price of a hotel we got a beautiful mini-resort! It was an unexpected joy to stay there
Stayed 1 night in Oct 2025

4/10 Poor

Lazara

Traveled with partner
Liked: Cleanliness
Disliked: Staff & service, amenities, property conditions & facilities
Kind of felt like we were given the worst room at check in. I asked for one with a balcony as specified in my reservation- told the girl at check in I didn’t want the unit on the first floor and guess what I got? Lol. There was construction going on so it was that along with the noise from upstairs and the elevator. Couldn’t really sleep. I never care for this but man it was pretty crappy. Cleanliness was 100% though it was honestly the service :/
Stayed 2 nights in Oct 2025

2/10 Terrible

Alfred

Disliked: Staff & service
Stayed 1 night in Oct 2025

10/10 Excellent

LaToya

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

6/10 Okay

clementine

Traveled with family
Disliked: Amenities
None
Stayed 1 night in Sep 2025

4/10 Poor

Gerald, Miami

Traveled with family and small children, Business traveler
Liked: Staff & service, amenities, property conditions & facilities
Smell of Marijuana all over the place
Stayed 1 night in Aug 2025

10/10 Excellent

Letxamaly

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Good hotel
Stayed 1 night in Sep 2025

8/10 Good

Cheynetha

Traveled with family
Liked: Staff & service
No pets allowed only service animals
Stayed 3 nights in Sep 2025

10/10 Excellent

Carmen

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
The rooms are clean, and well taken care of. The grounds, pool and amenities are also clean
Stayed 2 nights in Sep 2025

8/10 Good

Tezia

Stayed 2 nights in Aug 2025