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

Reviews

8.4 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
    ‪12 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
(80 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

8.0 out of 10
Very good
(48 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

8.0 out of 10
Very good
(16 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 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

  • Lake Cecile - 12 min walk - 0.7 miles
  • 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 - 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
  • ‪Starbucks - ‬15 min walk
  • ‪First Watch - ‬14 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 have separate sitting areas and are furnished with queen sofa beds and dining tables. Beds feature premium bedding. Accommodations at this 3.5-star hotel have kitchens with full-sized refrigerators/freezers, stovetops, 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 full-sized refrigerator/freezer
  • In-room kitchen
  • In-room microwave
  • In-room sofa bed
  • 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
  • Queen sofa bed

Bathroom

  • Free toiletries
  • Hair dryer
  • Towels provided

Food and drink

  • Cleaning supplies
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dining table
  • Dishwasher
  • Full-sized refrigerator/freezer
  • Kitchen
  • Microwave
  • Oven
  • Paper towels
  • Stovetop

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 May 13, 2026, prices found for a 1-night stay for 2 adults at Calypso Cay Vacation Villas on Jun 8, 2026 start from $114, 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 mi (15-min drive) from Hideaway Bay and 6.1 mi (15-min drive) from Getaway Glen. 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

8.4

Very Good

Rating 10 - Excellent. 553 out of 1001 reviews
Rating 8 - Good. 198 out of 1001 reviews
Rating 6 - Okay. 122 out of 1001 reviews
Rating 4 - Poor. 56 out of 1001 reviews
Rating 2 - Terrible. 72 out of 1001 reviews

8.2/10

Cleanliness

8.6/10

Staff & service

8.6/10

Amenities

8.0/10

Property conditions & facilities

Reviews

8/10 Good

Russell

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 7 nights in Mar 2026

8/10 Good

Jamie

Liked: Cleanliness, amenities, property conditions & facilities
The villa was very clean and spacious. The staff were extremely nice and helpful. The amenties were good and i enjoyed the complementary popcorn in the afternoon around check in time. The location was great, very convenient, near pharmacy, gas stations and shopping. I felt very safe staying there and I definitely enjoyed my stay. My only issue was the villa was somewhat outdated , but it still had all of the necessities.
Stayed 4 nights in Feb 2026

10/10 Excellent

Eustaquio

Stayed 1 night in Feb 2026

10/10 Excellent

Brandi

Traveled with family
Liked: Cleanliness, staff & service, amenities
Friendly staff. Nice rooms.
Stayed 3 nights in Feb 2026

10/10 Excellent

Morgan

Stayed 1 night in Feb 2026

10/10 Excellent

Ashley

Stayed 1 night in Nov 2025

6/10 Okay

Kendra

Stayed 5 nights in Feb 2026

10/10 Excellent

Kristian

Traveled with group, Traveled with partner
Liked: Cleanliness, amenities, property conditions & facilities
10/10!!!!! Best hotel experience ever. Smooth check in, super friendly staff, will definitely come here again soon.
Stayed 4 nights in Feb 2026

8/10 Good

Todd

Traveled with partner
Liked: Cleanliness, property conditions & facilities
The room was nice and the amenities were great.
Stayed 3 nights in Jan 2026

4/10 Poor

Alicia F

Traveled with family
Liked: Amenities
Disliked: Cleanliness
Our first night there the temp outside was in the lower 30s and the heat in the room was barely working. The thermostat read reading 60 and we had the heat turned up to 78 trying to make it warm. Maintenance can and by the time they came the heat went up to 62 and they said well it’s going up just slowly and left. By midnight the temp had only got up to 64. I woke up in the middle of the night feeling like an icicle. Also the shower in the primary bedroom had a bunch of hair left in it and the walls looked as if they had a bunch of patches in them. There was also a hole in the floor in the primary bedroom. The furniture and everything throughout the room was outdated and needs to be upgraded. I will say the amenities were nice. We enjoyed playing mini golf. Overall I wouldn’t stay here again unless they update the property.
Stayed 2 nights in Feb 2026

10/10 Excellent

David

Stayed 1 night in Feb 2026

6/10 Okay

Morgan

Traveled with family
Liked: Cleanliness, property conditions & facilities
Very uncomfortable bed. Rest of stay was good. Well equipped villa.
Stayed 1 night in Feb 2026

8/10 Good

Jonathan

Traveled with family and small children
Liked: Amenities
Disliked: Cleanliness, property conditions & facilities
The staff was lovely the room was quiet and peaceful a perfect stay after a day at the parks but my only criticism is the floor was a bit dirty. If you have crawling age children it was not suitable for children to relax and decompress playing on the floor after a park day. Cleanliness needs to be more of a priority for the floors.
Stayed 1 night in Feb 2026

4/10 Poor

Janet

Traveled with family
Liked: Cleanliness
Disliked: Amenities, property conditions & facilities
Resort was very old needs lots or repairs. Every time we tried we were on hold for at least 20 mins. Leaking dishwasher could never reach concierge as promised when checking in. Room had old musty smell.but was clean location was great.very high pressure to buy into vacation club guy seemed offened when we told him we dont make decisions without seriously thinking about them.if this resort is any indicatio of this vacation club standards very glad we did not purchase
Stayed 7 nights in Jan 2026

6/10 Okay

Gail

Liked: Amenities
Room not updated. Smelled musty.
Stayed 6 nights in Jan 2026

10/10 Excellent

michael

Stayed 1 night in Jan 2026

6/10 Okay

Toni, Hattiesburg

Traveled with family and small children
The room was clean. Never heard from the staff until the night before checkout to invite me to a time share breakfast.
Stayed 5 nights in Jan 2026

10/10 Excellent

Gregory

Traveled with family
Liked: Amenities, property conditions & facilities
The place was very nice and met expectations
Stayed 2 nights in Jan 2026

10/10 Excellent

James

Stayed 1 night in Jan 2026

10/10 Excellent

Felix

Stayed 2 nights in Jan 2026

8/10 Good

Karen

Traveled with group
Liked: Cleanliness, property conditions & facilities
Room was good, staff were helpful.
Stayed 1 night in Jan 2026

10/10 Excellent

Abid

Liked: Cleanliness, staff & service, property conditions & facilities
Everything was great, the staff was professional and the kitchen had everything you need. Only complaint is that
Stayed 2 nights in Jan 2026

10/10 Excellent

Porsha

Stayed 1 night in Jan 2026

8/10 Good

Tracy

Liked: Cleanliness, amenities
The accommodations were clean and well stocked inside the villa. I had everything I needed to prepare meals. The staff were friendly and knowledgeable about the area. The grounds were well kept pool was nice for families. The only downfall was parking was tight, if you arrived after dark it could be challenging to find a spot and the lighting was not the best. Also the building exterior was a bit run down, with broken gutters, along with holes and gaps on the exterior walls. I did enjoy my stay at this resort.
Stayed 7 nights in Dec 2025

10/10 Excellent

John

Traveled with family
Liked: Cleanliness, amenities, property conditions & facilities
This was our 2nd time staying here. We love this place. The pools are great, the rooms are very spacious and clean upon arrival.
Stayed 3 nights in Jan 2026