Calypso Cay Vacation Villas

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

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Where to?

Dates

February 2026

23

March 2026

3 outdoor pools, pool umbrellas, sun loungers - Calypso Cay Vacation Villas (Kissimmee)

Restaurant - Calypso Cay Vacation Villas (Kissimmee)

Reception - Calypso Cay Vacation Villas (Kissimmee)

Poolside bar - Calypso Cay Vacation Villas (Kissimmee)

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.

Very good

Popular amenities

Hot tub
Parking included
Free WiFi
Restaurant
Air conditioning

Check prices for these days

Room options

All rooms

2 beds

3+ beds

Showing 3 of 3 rooms

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

Villa, Non Smoking

Very good

Highlights

Balcony

Separate dining area

Separate sitting area

Air conditioning

Kitchen

Refrigerator

Dining table

Dishwasher

67 sq m
1 bedroom
Sleeps 4
1 King Bed and 1 Double Sofa Bed

Villa, 2 Bedrooms, Non Smoking

Good

Highlights

Separate dining area

Separate sitting area

Air conditioning

Kitchen

Refrigerator

Dining table

Dishwasher

TV

111 sq m
2 bedrooms
Sleeps 6
1 King Bed, 2 Double Beds and 1 Double Sofa Bed

Villa, 3 Bedrooms

Good

Highlights

Balcony

Separate dining area

Separate sitting area

Air conditioning

Kitchen

Refrigerator

Dining table

Dishwasher

139 sq m
1 bedroom
Sleeps 8
1 King Bed, 2 Double Beds, 1 Queen Bed and 1 Double Sofa Bed

About the neighborhood

Located in Kissimmee, Calypso Cay Vacation Villas is in the city center and near theme parks. Old Town and Disney Springs™ 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

34746, FL, Kissimmee, 3000 Bonfire Beach Dr.

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

Similar properties

Pool
Hot tub
Pet friendly
Parking included

￥17,683 total

includes taxes & fees

Feb 24 - Feb 25

Compare similar properties

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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Calypso Cay Vacation Villas Reviews

8.2

Very Good

8.2

Cleanliness

8.4

Amenities

8.2

Staff & service

8.0

Property conditions & facilities

8/10 Good

Karen

Feb 1, 2026

Liked: Cleanliness, property conditions & facilities

Room was good, staff were helpful.

Stayed 1 night in Jan 2026

10/10 Excellent

John

Jan 27, 2026

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

Jan 12, 2026

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

Jan 6, 2026

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

Jan 19, 2026

Liked: Amenities, property conditions & facilities

Large place! Nice pool areas. Full kitchen.

Stayed 2 nights in Jan 2026

10/10 Excellent

Elizabeth

Dec 16, 2025

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

Jan 31, 2026

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

Feb 3, 2026

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

Dec 16, 2025

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

Dec 13, 2025

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

10/10 Excellent

Joseph

Nov 8, 2025

Liked: Cleanliness, amenities, property conditions & facilities

Front desk staff was excellent!!

Stayed 1 night in Nov 2025

10/10 Excellent

Lori

Nov 5, 2025

Liked: Cleanliness, amenities, property conditions & facilities

Clean , great family place to stay. Good location

Stayed 1 night in Nov 2025

8/10 Good

Tracy

Jan 29, 2026

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

Hunter

Nov 10, 2025

Liked: Cleanliness, amenities, property conditions & facilities

Great location, very clean!

Stayed 3 nights in Nov 2025

10/10 Excellent

josephine

Jan 1, 2026

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

Lesly

Oct 11, 2025

Liked: Cleanliness, staff & service, property conditions & facilities

Great Stay everything was clean and amazing.

Stayed 2 nights in Oct 2025

10/10 Excellent

Beth

Nov 9, 2025

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

Sep 29, 2025

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

Nov 19, 2025

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