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Calypso Cay Vacation Villas

3.5 star property
Family-friendly hotel with 3 outdoor pools and a fitness center

Choose dates to view prices

Photo gallery for Calypso Cay Vacation Villas

3 outdoor pools, pool umbrellas, sun loungers
Poolside bar
Mini-golf
Villa, 2 Bedrooms, Non Smoking | In-room dining
Villa, Non Smoking | Private kitchen | Microwave, coffee/tea maker, cookware/dishes/utensils, cleaning supplies
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

8.0 out of 10
Very good

Popular amenities

  • 24/7 front desk
  • Bar
  • Hot Tub
  • Air conditioning
  • Gym

Room options

Check availability for these dates

Tonight

Sep 24 - Sep 25
Check availability for tonight Sep 24 - Sep 25

Tomorrow

Sep 25 - Sep 26
Check availability for tomorrow Sep 25 - Sep 26
Available filters for rooms
Showing 3 of 3 rooms

View all photos for Villa, 3 Bedrooms

Villa, 3 Bedrooms | Living area | TV

Villa, 3 Bedrooms

8.4 out of 10
Very good
(6 reviews)

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

View all photos for Villa, 2 Bedrooms, Non Smoking

Villa, 2 Bedrooms, Non Smoking | Living area | TV

Villa, 2 Bedrooms, Non Smoking

7.2 out of 10
Good
(26 reviews)

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

View all photos for Villa, Non Smoking

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

Villa, Non Smoking

7.8 out of 10
Good
(35 reviews)

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

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About the neighborhood

Map
34746, FL, Kissimmee, 3000 Bonfire Beach Dr.

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

  • 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
  • ‪Starbucks - ‬15 min walk
  • ‪Taco Bell - ‬10 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 basketball and volleyball. 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
  • An elevator, a 24-hour front desk, and tour/ticket assistance
  • Barbecue grills, a gift shop, and concierge services
  • 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

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

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 at Calypso Cay Vacation Villas?

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 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

8.0

Very Good

8.2

Cleanliness

8.2

Amenities

8.0

Staff & service

8.2

Eco-friendliness

7.8

Property conditions & facilities
Rating 10 - Excellent. 508 out of 1017 reviews
Rating 8 - Good. 224 out of 1017 reviews
Rating 6 - Okay. 116 out of 1017 reviews
Rating 4 - Poor. 67 out of 1017 reviews
Rating 2 - Terrible. 102 out of 1017 reviews

Reviews

10/10 Excellent

Albina

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great stay!! Definitely recommend!
Stayed 1 night in Aug 2025

8/10 Good

Marcus

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great stay...spacious & clean.
Stayed 2 nights in Aug 2025

10/10 Excellent

Angela

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The environment was calming and relaxing. I can’t wait to return.
Stayed 3 nights in Sep 2025

10/10 Excellent

Sarimar

Liked: Cleanliness, staff & service, amenities
Location ans amenities
Stayed 2 nights in Aug 2025

10/10 Excellent

Emily

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Love this place!
Stayed 1 night in Jul 2025

10/10 Excellent

Crispin

Liked: Cleanliness, staff & service, property conditions & facilities
Nice resort
Stayed 2 nights in Aug 2025

10/10 Excellent

Paola

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Good
Stayed 3 nights in Sep 2025

10/10 Excellent

Tanisha

Liked: Cleanliness, staff & service, property conditions & facilities
Great place for a quick vacation and affordable.
Stayed 3 nights in Jul 2025

10/10 Excellent

Rosalyn

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We stay there all the time we love the property
Stayed 3 nights in May 2025

10/10 Excellent

Deonno

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Everything was great
Stayed 2 nights in Aug 2025

10/10 Excellent

Danijela

Liked: Cleanliness, staff & service, property conditions & facilities
We come here every year at least once and we love it. Great location and friendly staff.
Stayed 5 nights in Jul 2025

10/10 Excellent

Talisha

Liked: Cleanliness, staff & service, property conditions & facilities
Everything was amazing!
Stayed 2 nights in May 2025

10/10 Excellent

Evelyn A

Liked: Amenities
Property and suite was clean. Friendly staff. Awesime amenities for children.
Stayed 2 nights in Aug 2025

2/10 Terrible

Maytee

Disliked: Cleanliness, staff & service, property conditions & facilities
No se que pasa con este hotel que ha perdido mucha calidad.Se ha convertido en un hotel descuidado y sucio.
Stayed 3 nights in Sep 2025

10/10 Excellent

Maria L

Liked: Staff & service, amenities, property conditions & facilities
Nos alojamos como familia desde el 5 de agosto hasta el 17 de agosto y nuestra experiencia fue de excelencia. El hotel tiene todas las comodidades que una familia necesita. La ubicación que tiene el hotel es súper céntrica. Lo recomiendo.
Stayed 6 nights in Aug 2025

10/10 Excellent

Jasson

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very good overall. We will come Back For sure, family of 7
Stayed 1 night in Aug 2025

2/10 Terrible

Maytee

Disliked: Cleanliness, staff & service, property conditions & facilities
Habitaciones viejas y descuidadas
Stayed 3 nights in May 2025

10/10 Excellent

Cathy

Liked: Cleanliness, amenities, property conditions & facilities
Great atmosphere and area close to many food options and stores
Stayed 1 night in Jun 2025

10/10 Excellent

Veronica

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place
Stayed 1 night in May 2025

8/10 Good

Michelle

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Fuimos 9 personas y la villa estuvo muy cómoda!
Stayed 5 nights in Jul 2025

10/10 Excellent

Kendra

Liked: Cleanliness, amenities, property conditions & facilities
Loved the property
Stayed 1 night in Mar 2025

10/10 Excellent

Joseph

Liked: Cleanliness, staff & service, property conditions & facilities
Awesome
Stayed 2 nights in Jul 2025

10/10 Excellent

melissa

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The 1 bedroom was very spacious and clean , the elevators suck , there’s only one and it’s so hot in there .
Stayed 1 night in Aug 2025

10/10 Excellent

Celina

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Kid friendly
Stayed 2 nights in Aug 2025

8/10 Good

Kendra

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful Rooms at a decent price!
Stayed 1 night in May 2025

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