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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

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3 outdoor pools, pool umbrellas, sun loungers - Calypso Cay Vacation Villas (Kissimmee)
Reception - Calypso Cay Vacation Villas (Kissimmee)
Restaurant - Calypso Cay Vacation Villas (Kissimmee)
BBQ/picnic area - Calypso Cay Vacation Villas (Kissimmee)
3 outdoor pools, pool umbrellas, sun loungers - 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.

Reviews

8.4 out of 10
Very good

Popular amenities

  • Hot tub
  • Parking included
  • Free WiFi
  • 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

7.8 out of 10
Good
(81 reviews)
  • 67 sq m
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed
  • Free WiFi

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
(50 reviews)
  • 111 sq m
  • 2 bedrooms
  • Sleeps 6
  • 1 King Bed, 2 Double Beds and 1 Double Sofa Bed
  • Free WiFi

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

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 Disney's Typhoon Lagoon Water Park and Walt Disney World® Resort. Traveling with kids? Make time for Disney's Hollywood Studios®, 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
    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
  • Lake Buena Vista Factory Stores
    3 min drive - 1.5 miles
  • Capone's Dinner Show
    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
  • Olive Garden
    11 min walk

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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 full-sized refrigerator/freezer
  • In-room kitchen
  • In-room microwave
  • In-room sofa bed
  • 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
  • Queen sofa bed

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
  • 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

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

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 and Lake Buena Vista Factory Stores. Old Town is 2.4 mi (3.8 km) away.

Can I cancel my reservation for free and receive a full refund?

Yes, this property offers free cancellation on select room rates, because flexibility matters! Please refer to the property cancellation policy on our site for more details about any exclusions or requirements.

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Reviews

Calypso Cay Vacation Villas Reviews

8.4

Very Good

8.4

Cleanliness

8.6

Amenities

8.6

Staff & service

8.0

Property conditions & facilities
Rating 10 - Excellent. 555 out of 1000 reviews
Rating 8 - Good. 193 out of 1000 reviews
Rating 6 - Okay. 123 out of 1000 reviews
Rating 4 - Poor. 57 out of 1000 reviews
Rating 2 - Terrible. 72 out of 1000 reviews

Reviews

Verified

10/10 Excellent

SABRENA

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Loved it nice pool nice mini golf
Stayed 4 nights in Jun 2026
Verified

10/10 Excellent

SABRENA

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Loved it great place for family coming back in few weeks
Stayed 2 nights in May 2026
Verified

10/10 Excellent

Tasha

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The pool by the holiday in was very entertaining.
Stayed 2 nights in May 2026
Verified

10/10 Excellent

Samantha

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great property and great location. Close to Walmart places for breakfast and close to the parks
Stayed 2 nights in Apr 2026
Verified

10/10 Excellent

Suheily

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
My family love it and enjoy all the pool. Very nice place.
Stayed 2 nights in Jun 2026
Verified

10/10 Excellent

SABRENA

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful and nice had great time with grandkids
Stayed 1 night in May 2026
Verified

10/10 Excellent

Michael

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Something for everyone great accommodation and fun for the kids
Stayed 3 nights in Apr 2026
Verified

10/10 Excellent

Elda

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Really enjoyed our time here very family friendly
Stayed 5 nights in Feb 2026
Verified

10/10 Excellent

Randy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice room
Stayed 1 night in Feb 2026
Verified

8/10 Good

Orlando

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean room/ Convenient place to stay for family with kids
Stayed 4 nights in Apr 2026
Verified

8/10 Good

Maeghan

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location with a full kitchen in every unit. Staff amazing and property was very clean
Stayed 1 night in Apr 2026
Verified

10/10 Excellent

Mercedes

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We stayed during our weekend vacation, and it was perfect. The kids played basketball and used two of their pools. The location is very convenient. We found plenty of family-friendly restaurants nearby. The kitchen had all the necessary amenities to make meals. Plenty of towels for the pool.
Stayed 3 nights in May 2026
Verified

10/10 Excellent

Teresa

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We enjoy this resort, nice pool areas. Some of the rooms are outdated but it’s clean and friendly.
Stayed 1 night in Apr 2026
Verified

10/10 Excellent

Emanuel

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean room
Stayed 1 night in May 2026
Verified

10/10 Excellent

Joseph

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff was outstanding. The room was clean and spacious.
Stayed 7 nights in Apr 2026
Verified

10/10 Excellent

Liliana

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Love the room perfect for what we needed, very comfortable. Easy check in and check out. We will stay again.
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

Brad

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean rooms, nice pools and the grounds were well kept.
Stayed 7 nights in Feb 2026
Verified

10/10 Excellent

Bobbie

Liked: Cleanliness, staff & service, amenities
Clean, great location, great for big family
Stayed 2 nights in Jan 2026
Verified

10/10 Excellent

Brooke

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The room was perfect!! Close to the parks Staff was great!! This will be our go to hotel every time we come to Flordia!!
Stayed 2 nights in Feb 2026
Verified

10/10 Excellent

Debra

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great amenities and great location. Walmart and Publix within a half mile and Disney Springs only about 4 miles away!
Stayed 1 night in Feb 2026
Verified

4/10 Poor

Cary

Liked: Staff & service
Disliked: Cleanliness, property conditions & facilities
Room was good considering building and elevator areas are horrible. It definitely needs a total renovation. We were in building 5002 which is on the other side of the street between two other hotels (very hard to find) and no signs.
Stayed 2 nights in May 2026
Verified

10/10 Excellent

Dymphia

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The pools were great, my granddaughter enjoyed the slides. The Tiki bar offered great drinks and the staff was very welcoming.
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

Celimar

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Pool was enjoyable and well maintained
Stayed 3 nights in Feb 2026
Verified

10/10 Excellent

Carmen

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Enjoy our stay family friendly. Great for kids with disabilities
Stayed 5 nights in Mar 2026
Verified

8/10 Good

Melissa

Liked: Staff & service, amenities
Pool and hot tub were great. Staff was friendly
Stayed 6 nights in Feb 2026