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Calypso Cay Vacation Villas

3.5 star property
Families splash in three pools or challenge each other to mini golf at this welcoming resort where attentive staff handles all the details

Choose dates to view prices

Near Old Town, Calypso Cay Vacation Villas combines relaxation and recreation. Guests enjoy mini golf, volleyball courts and a playground, plus a spa tub and gym. Three outdoor pools feature sun loungers and umbrellas, while WiFi keeps everyone connected throughout their stay.

Reviews

8.2 out of 10
Very good

Popular amenities

  • Hot tub
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning

Room options

Available filters for rooms
Showing 3 of 3 rooms

View all photos for Villa, Non Smoking

Premium bedding, laptop workspace, iron/ironing board, free WiFi

Villa, Non Smoking

8.0 out of 10
Very good
(52 reviews)

Highlights

Balcony
Separate dining area
Separate sitting area
Air conditioning
Kitchen
Refrigerator
Dining table
Dishwasher
  • 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

7.6 out of 10
Good
(33 reviews)

Highlights

Separate dining area
Separate sitting area
Air conditioning
Kitchen
Refrigerator
Dining table
Dishwasher
TV
  • 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)

Highlights

Balcony
Separate dining area
Separate sitting area
Air conditioning
Kitchen
Refrigerator
Dining table
Dishwasher
  • 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

Located in Kissimmee, Calypso Cay Vacation Villas is in the city center and near theme parks. Old Town and Orlando Vineland Premium Outlets are worth checking out if shopping is on the agenda, while those wishing to experience the area's popular attractions can visit Walt Disney World® Resort and Disney's Hollywood Studios®. Traveling with kids? Make time for Disney's Typhoon Lagoon Water Park, or check out an event or a game at ESPN Wide World of Sports Complex. Visit our Kissimmee travel guide
Map
3000 Bonfire Beach Dr., Kissimmee, FL, 34746

What's nearby

  • Lake Cecile
    11 min walk - 1.0 km
  • Shingle Creek Regional Park
    1 min drive - 2.0 km
  • Congo River Golf
    3 min drive - 2.1 km
  • Lake Buena Vista Factory Stores
    3 min drive - 2.4 km
  • Capone's Dinner Show
    3 min drive - 2.4 km

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 near Old Town
A terrace, mini golf, and a playground are just a few of the amenities provided at Calypso Cay Vacation Villas. For some rest and relaxation, visit the hot tub. Enjoy the gym, as well as activities like volleyball and basketball. In addition to a bar and a restaurant, guests can connect to free in-room WiFi, with speed of 100+ Mbps (good for 1–2 people or up to 6 devices).
You'll also find perks like:
  • 3 outdoor pools along with a waterslide, sun loungers, and pool umbrellas
  • Free self parking
  • A 24-hour front desk, ATM/banking services, and tour/ticket assistance
  • Smoke-free premises, concierge services, and a gift shop
  • Guest reviews speak highly of the helpful staff
Room features
All 150 rooms offer comforts such as premium bedding and laptop-friendly workspaces, in addition to thoughtful touches like air conditioning and separate sitting areas.
Extra conveniences in all rooms include:
  • Free toiletries and hair dryers
  • TVs with cable channels
  • Wardrobes/closets, separate sitting areas, and kitchens

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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

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

Pets not 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

You'll be asked to pay the following charges at the property. Fees may include applicable taxes:

  • Deposit: USD 150 per accommodation, per stay

We have included all charges provided to us by the property.

Optional extras

  • Crib (infant bed) fee: USD 10.0 per day

The above list may not be comprehensive. Fees and deposits may 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

We should mention

Children under 14 years old are not allowed in the swimming pool or hot tub without adult supervision

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

Does Calypso Cay Vacation Villas have a pool?

Yes, this property has 3 outdoor pools.

Is Calypso Cay Vacation Villas pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Self parking is free at this property.

What time is check-in at Calypso Cay Vacation Villas?

Check-in start time: 4 PM; Check-in end time: anytime.

What time is check-out at Calypso Cay Vacation Villas?

Check-out is at 10 AM.

Where is Calypso Cay Vacation Villas located?

This family-friendly hotel is located in the city center, within 1 mi (2 km) of Lake Cecile, Congo River Golf, and Lake Buena Vista Factory Stores. Old Town is 2.4 mi (3.8 km) away.

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Reviews

Calypso Cay Vacation Villas Reviews

8.2

Very Good

8.2

Cleanliness

8.4

Amenities

8.2

Staff & service

8.0

Property conditions & facilities
Rating 10 - Excellent. 532 out of 1010 reviews
Rating 8 - Good. 208 out of 1010 reviews
Rating 6 - Okay. 122 out of 1010 reviews
Rating 4 - Poor. 64 out of 1010 reviews
Rating 2 - Terrible. 84 out of 1010 reviews

Reviews

8/10 Good

Karen

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

10/10 Excellent

John

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

10/10 Excellent

CINDY

Liked: Cleanliness, amenities, property conditions & facilities
Our rooms were perfect. Clean, great amenities and staff was nice at check in and out.
Stayed 2 nights in Jan 2026

10/10 Excellent

Audrey

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Second year staying at Calypso Cay, we do recommend this location for everyone looking for a good time in Kissimmee FL.
Stayed 5 nights in Dec 2025

8/10 Good

Candice

Liked: Amenities, property conditions & facilities
Large place! Nice pool areas. Full kitchen.
Stayed 2 nights in Jan 2026

10/10 Excellent

Elizabeth

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very beautiful and peaceful place love every minute of my stay just what i was looking for my room felt like i was home very nice
Stayed 2 nights in Dec 2025

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

6/10 Okay

Toni

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

8/10 Good

Stacy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This was a great place for a quick getaway. Conveniently located. Room very clean and well appointed. Would definitely stay again.
Stayed 1 night in Oct 2025

10/10 Excellent

Jill

Liked: Cleanliness, amenities, property conditions & facilities
Staff and amenities were great! Rooms could use some TLC. Overall we loved our stay!
Stayed 1 night in Dec 2025

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

Joseph

Liked: Cleanliness, amenities, property conditions & facilities
Front desk staff was excellent!!
Stayed 1 night in Nov 2025

10/10 Excellent

Lori

Liked: Cleanliness, amenities, property conditions & facilities
Clean , great family place to stay. Good location
Stayed 1 night in Nov 2025

10/10 Excellent

josephine

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I traveled here with 6 teens for a birthday getaway and it was a great place! We live somewhat local so we brought snacks to cook for new years and the kitchen was plenty stocked with pans, dishes, etc. The 2 bedroom villa was nice and clean, the pool was well heated as it was 31 outside and the kids swam, staff we encountered was super friendly . I will definitely be booking here again!!!
Stayed 2 nights in Dec 2025

10/10 Excellent

Hunter

Liked: Cleanliness, amenities, property conditions & facilities
Great location, very clean!
Stayed 3 nights in Nov 2025

10/10 Excellent

Lesly

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

10/10 Excellent

Beth

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Front desk staff was friendly. Close to parks, clean room and good price.
Stayed 1 night in Nov 2025

10/10 Excellent

sandra

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Great place to stay as family. Beautiful grounds. Would definitely stay there.
Stayed 1 night in Sep 2025

10/10 Excellent

Ender

Liked: Cleanliness, staff & service, property conditions & facilities
Clean room very spacious reasonable price excellent customer service easy fast check in and carmen is very friendly and made check out very fast love it will return and recommend.
Stayed 1 night in Nov 2025

10/10 Excellent

Letxamaly

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

8/10 Good

Karen

Liked: Cleanliness, amenities, property conditions & facilities
Room was clean and staff was very nice. Furniture in living room was a little hard. Would be even better for families to use activities.
Stayed 4 nights in Nov 2025

10/10 Excellent

Maribel

Liked: Cleanliness, amenities, property conditions & facilities
Everything. Clean, staff, villa
Stayed 7 nights in Nov 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

Ivan

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff here was great . The suites were clean and great value . Pool area and bar amazing staff . We will be back with the family very soon
Stayed 3 nights in Sep 2025

10/10 Excellent

Enrique

Liked: Cleanliness, amenities, property conditions & facilities
Clean property. Like amenities
Stayed 4 nights in Oct 2025