Calypso Cay Vacation Villas

Family-friendly hotel in Kissimmee with restaurant and bar/lounge

Choose dates to view prices

Where to?

Dates

November 2025

December 2025

3 outdoor pools, pool umbrellas, sun loungers

Villa, Non Smoking | Private kitchen | Microwave, coffee/tea maker, cookware/dishes/utensils, cleaning supplies

Villa, 2 Bedrooms, Non Smoking | In-room dining

Located near Old Town, Calypso Cay Vacation Villas offers a fun-filled retreat with mini golf, volleyball courts and a playground. Relax in the spa tub or work out in the gym before unwinding at one of 3 outdoor pools with sun loungers and pool umbrellas. Enjoy WiFi connectivity throughout your stay.

Very good

Popular amenities

24/7 front desk
Bar
Air conditioning
Gym
Non-smoking

Main amenities (12)

Housekeeping once per stay
Restaurant and bar/lounge
3 outdoor pools
Fitness center
Hot tub
Waterslide
Terrace
24-hour front desk
Air conditioning
Snack bar/deli
ATM/banking services
Multilingual staff

For families (6)

Playground on site
2 bedrooms
Kitchen
Separate sitting area
Cable/satellite TV service
Terrace

$117 total

includes taxes & fees

Oct 27 - Oct 28

Room options

Check availability for these dates

Tonight

Oct 26 - Oct 27

Tomorrow

Oct 27 - Oct 28

All rooms

2 beds

3+ beds

Showing 3 of 3 rooms

2 bedrooms, premium bedding, laptop workspace, iron/ironing board

Villa, Non Smoking

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
3 bedrooms
Sleeps 8
1 King Bed, 2 Double Beds, 1 Queen Bed and 1 Double Sofa Bed

Similar properties

Pool
Laundry facilities
Free WiFi
Air conditioning

$113 total

includes taxes & fees

Nov 3 - Nov 4

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About the neighborhood

3000 Bonfire Beach Dr., Kissimmee, FL, 34746

What's nearby

Old Town - 4 min drive - 4.3 km
Disney Springs™ - 6 min drive - 7.1 km
Orlando Vineland Premium Outlets - 6 min drive - 7.8 km
SeaWorld® Orlando - 10 min drive - 13.2 km
Epcot® - 10 min drive - 11.0 km

Getting around

Kissimmee, FL (ISM-Kissimmee Gateway) - 11 min drive
Orlando Intl. Airport (MCO) - 25 min drive
Kissimmee Station - 14 min drive
Orlando Station - 22 min drive
Brightline Orlando Station - 27 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

At Calypso Cay Vacation Villas, you'll be within a 10-minute drive of Old Town and Disney Springs™. After taking a dip in one of the 3 outdoor pools, you can grab a bite to eat at the restaurant or unwind with a drink at the bar/lounge. Other highlights include a fitness center, a hot tub, and a snack bar/deli. Fellow travelers love the helpful staff.

At a glance

Hotel size

- 150 rooms

Arriving/Leaving

- Check-in start time: 4 PM; Check-in end time: anytime
- Minimum check-in age: 21
- Check-out time is 10 AM

Special check-in instructions

- Front desk staff will greet guests on arrival at the property

Required at check-in

- Credit card, debit card, or cash deposit required for incidental charges
- Government-issued photo ID may be required
- Minimum check-in age is 21

Pets

- Pets not allowed

Internet

- Free WiFi in public areas
- Free WiFi in rooms (speed: 100+ Mbps (good for 1–2 people or up to 6 devices))

Parking

- Free onsite self parking

Other information

- Smoke-free property

Property amenities

Food and drink

Restaurant
Bar/lounge
Barbecue grills
Snack bar/deli

Traveling with children

Waterslide
Mini golf
Playground

What to do

Basketball
Volleyball
Mini golf

Services

24-hour front desk
Concierge services
Tour/ticket assistance
Multilingual staff
Pool loungers
Pool umbrellas

Facilities

ATM/banking
Terrace
Fitness center
3 outdoor pools
Hot tub
Waterslide

Accessibility

Elevator
Wheelchair accessible

Room amenities

Be entertained

Television
Cable TV channels

Home comfort

Air conditioning
Coffee/tea maker
Iron/ironing board
Laundry detergent

Sleep well

2 bedrooms
Alarm clock
Premium bedding

What to enjoy

Separate sitting area

Freshen up

Free toiletries
Hair dryer
Towels

Stay connected

Laptop-friendly workspace
Free WiFi (speed of 100+ Mbps (good for 1–2 people or up to 6 devices))
Phone

Food and drink

Microwave
Kitchen
Cookware, dishes, and utensils
Dining table
Paper towels

More

Housekeeping (once per stay)
Guidebooks/recommendations
Cleaning supplies

Fees & policies

Refundable deposits

Deposit: USD 150 per accommodation, per stay

Children & extra beds

Cribs/infant beds are available for USD 10.0 per day

Pool, spa, & gym (if applicable)

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

Policies

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 credit cards and debit cards. Cash is not accepted.

Credit cards accepted: Visa, Mastercard, American Express, Discover

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 offer free cancellation for a full refund?

Yes, Calypso Cay Vacation Villas does have fully refundable room rates available to book on our site. If you’ve booked a fully refundable room rate, this can be cancelled up to a few days before check-in depending on the property's cancellation policy. Just make sure to check this property's cancellation policy for the exact terms and conditions.

Is there a pool at Calypso Cay Vacation Villas?

Yes, there are 3 outdoor pools.

Are pets allowed at Calypso Cay Vacation Villas?

Sorry, pets aren't allowed.

Is parking offered on site at Calypso Cay Vacation Villas?

Yes, there's free self parking.

What are the check-in and check-out times at Calypso Cay Vacation Villas?

Check-in start time: 4 PM; Check-in end time: anytime. Check-out time is 10 AM.

What is there to do at Calypso Cay Vacation Villas and nearby?

Onsite recreation at Calypso Cay Vacation Villas includes basketball and volleyball. Relax in the hot tub or enjoy the use of other amenities, which include 3 outdoor pools and a fitness center.