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Calypso Cay Vacation Villas

3.5 star property

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3 outdoor pools, pool umbrellas, sun loungers
3 outdoor pools, pool umbrellas, sun loungers
Restaurant
Reception
Poolside bar

Reviews

8.2 out of 10
Very good

Popular amenities

  • Hot tub
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
$116
$102 nightly
$116 total
Total with taxes and fees
Apr 12 - Apr 13

Explore the area

View in a map
3000 Bonfire Beach Dr., Kissimmee, FL, 34746
  • Place, Lake Cecile
    ‪11 min walk‬
  • Place, Shingle Creek Regional Park
    ‪1 min drive‬
  • Place, Lake Buena Vista Factory Stores
    ‪3 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪23 min drive‬

Room options

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
(65 reviews)
  • 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

7.8 out of 10
Good
(38 reviews)
  • 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

8.0 out of 10
Very good
(11 reviews)
  • 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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4 outdoor pools
Legacy Vacation Resorts - Kissimmee/Orlando
  • Pool
  • Hot tub
  • Pet friendly
  • Parking included
3.9 out of 5, Good, 2,742 reviews
$118 nightly
The price is $134
Apr 12 - Apr 13
Total with taxes and fees
Legacy Vacation Resorts - Kissimmee/Orlando

About the neighborhood

Kissimmee

With a stay at Calypso Cay Vacation Villas, you'll be centrally located in Kissimmee, a 4-minute drive from Old Town and 9 minutes from Disney Springs™. .This family-friendly hotel is 5.8 mi (9.3 km) from Walt Disney World® Resort and 5.8 mi (9.4 km) from ESPN Wide World of Sports Complex.

What's nearby

  • Lake Cecile - 11 min walk - 0.6 miles
  • Shingle Creek Regional Park - 1 min drive - 1.3 miles
  • Congo River Golf - 3 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
  • ‪First Watch - ‬14 min walk
  • ‪Taco Bell - ‬10 min walk
  • ‪Starbucks - ‬15 min walk

About this property

Calypso Cay Vacation Villas

Calypso Cay Vacation Villas offers 150 air-conditioned accommodations with coffee/tea makers and hair dryers. Accommodations offer separate sitting areas and include dining tables. Beds feature premium bedding. Accommodations at this 3.5-star hotel have kitchens with microwaves and cookware/dishes/utensils.

This Kissimmee hotel provides complimentary wireless Internet access, with a speed of 100+ Mbps (good for 1–2 people or up to 6 devices). Televisions come with cable channels. Additionally, rooms include irons/ironing boards and complimentary toiletries. Housekeeping is provided once per stay.

3 outdoor swimming pools are on site along with a hot tub. Other recreational amenities include a waterslide and a fitness center.

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

The recreational activities listed below are available either on site or nearby; fees may apply.

Make yourself at home in one of the 150 air-conditioned rooms featuring kitchens. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Conveniences include phones, as well as separate sitting areas and microwaves.
Dip into one of the 3 outdoor pools or enjoy other recreational amenities including a waterslide and a fitness center. Additional features at this hotel include complimentary wireless internet access, concierge services, and gift shops/newsstands.
You can enjoy a meal at the restaurant serving the guests of Calypso Cay Vacation Villas, or stop in at the snack bar/deli. Wrap up your day with a drink at the bar/lounge.
Featured amenities include a 24-hour front desk, multilingual staff, and ATM/banking services. Free self parking is available onsite.
Calypso Cay Vacation Villas has a restaurant on site.

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

Calypso Cay Vacation Villas Reviews

Reviews

8.2

Very Good

Rating 10 - Excellent. 545 out of 1020 reviews
Rating 8 - Good. 211 out of 1020 reviews
Rating 6 - Okay. 123 out of 1020 reviews
Rating 4 - Poor. 65 out of 1020 reviews
Rating 2 - Terrible. 76 out of 1020 reviews

8.2/10

Cleanliness

8.4/10

Staff & service

8.4/10

Amenities

8.0/10

Property conditions & facilities

Reviews

10/10 Excellent

Celimar

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

4/10 Poor

William

Traveled with partner
Liked: Cleanliness, amenities, property conditions & facilities
We specifically asked for a balcony room and didn’t get one. When we spoke to front desk they gave us a new room with a porch and still no balcony. On top of that the room looked nothing as pictured when we were reserving, they lied and tried to tell us all the rooms were booked but we saw a bunch of empty rooms with balconies that no one was staying in. Definitely will not book with them ever again one of the worst hotel experiences I’ve had.
Stayed 2 nights in Feb 2026

8/10 Good

Stacy, Minneola

Traveled with partner
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

Elizabeth

Traveled with partner
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

Nate

Liked: Cleanliness, staff & service, amenities
Staff was very professional and polite, room was very clean.
Stayed 2 nights in Dec 2025

10/10 Excellent

Dana

Traveled with group
Liked: Cleanliness, staff & service, amenities
Everything was nice
Stayed 1 night in Dec 2025

8/10 Good

gabe

Stayed 1 night in Dec 2025

8/10 Good

Javiere, Pompano Beach

Stayed 2 nights in Dec 2025

4/10 Poor

Christina

Disliked: Property conditions & facilities
Stayed 1 night in Nov 2025

10/10 Excellent

Jill

Traveled with family
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

6/10 Okay

David

Stayed 3 nights in Nov 2025

8/10 Good

Yolanda

Stayed 4 nights in Dec 2025

8/10 Good

Debra

Stayed 1 night in Dec 2025

8/10 Good

JUAN

Liked: Cleanliness, staff & service, amenities
Friendly staff, clean and nice rooms
Stayed 1 night in Dec 2025

8/10 Good

Olga, Temperanceville

Traveled with partner
Liked: Cleanliness, staff & service, amenities
The property is nice but outdated, the suite was well equipped but the shower needs replacing, the water pressure was low and it took too long to get warm water, only to have it run out.
Stayed 1 night in Dec 2025

4/10 Poor

Eric

Disliked: Staff & service
Staff
Stayed 2 nights in Dec 2025

10/10 Excellent

Brendan

Stayed 1 night in Dec 2025

6/10 Okay

Javier

Liked: Cleanliness, staff & service
Disliked: Room comfort
I love Calypso Cay. The only issue is the furniture is outdated and the bed is probably the most uncomfortable thing I’ve ever slept on. Outside of that, I love this place.
Stayed 2 nights in Dec 2025

10/10 Excellent

Steven

Stayed 1 night in Dec 2025

8/10 Good

Matthew

Traveled with family
Liked: Cleanliness, staff & service, room comfort
Disliked: Property conditions & facilities
First and foremost, this place was pretty clean. This is probably the most important thing in my opinion. The beds were comfortable with so many amazing pillows, they provided necessities including salt and pepper (which was awesome!). Improvements needed: these really need updating - at least with the carpet which is pretty emergent. While the unit was clean, the carpet was extremely aged and dirty. The oven had some burner issues, the one spatula was broken, and one toilet double flushed while the other clogged no matter what. The TVs were very old but not a huge deal - just recommend smart TVs! They’re cheap. At the end of the day though - this place overall hit the mark and we will likely consider calypso cay for future vacations.
Stayed 4 nights in Dec 2025

10/10 Excellent

Brooke

Stayed 2 nights in Dec 2025

10/10 Excellent

Julie

Stayed 1 night in Dec 2025

2/10 Terrible

Adam

Traveled with family
Disliked: Cleanliness, staff & service, property conditions & facilities, room comfort
THE LAST OLACE YOU WANT TO STAY IF YOU WANT A GOOD NIGHTS SLEEP AFTER DISNEY ALL DAY! Booked the 3 bedroom suite… To begin with all the parking was directly in front of ALL the rooms so every cars lock/unlock beep is now your problem. The room above us was INSANELY LOUD two nights. I legit thought they had housekeeping cleaning it - sounded like moving furniture and suitcases rolling across the floor from 11p-8a BOTH NIGHTS; and every door squeaks which you hear from everybody in your room and above/below… I called the front desk TWICE the first night and they said they’d send security but nothing changed. We went to the office the next day and asked to be changed. The desk lady was rude and condescending and said they had no available rooms and that there was no complaints from the night before on record (screenshot provided). Besides that room was surface clean - meaning floors were vacuumed and tables wiped “good enough”. There was black hair all over bathroom floor and we are all blondes. There was what appeared to be dried blood stains in front of the toilet. Rusty dirt floor boards all over and bathroom tile moldy and tub drained slow. Provided only one pack of coffee, no filters, one tiny shampoo for 6 people. If you want housekeeping it was $80. Wouldn’t dream of staying there again.
Stayed 4 nights in Dec 2025

10/10 Excellent

Maribel

Traveled with family
Liked: Cleanliness, amenities, property conditions & facilities
Everything. Clean, staff, villa
Stayed 7 nights in Nov 2025

6/10 Okay

Vicki

Liked: Staff & service
Disliked: Cleanliness, property conditions & facilities, room comfort
The condo was nothing like the pictured one. Very old. Grandsons feet were very dirty when he walked on the carpet. The furniture, not one piece was without scratches, marks,… on top of being old. The internet completely went out for awhile, but even most of the visit kept dropping us. At that point, even the phone to the front desk didn’t work. The master bedroom bed had a huge dip in it. The garbage cans in the hallways looked so “unprofessional.” The elevator wasn’t working when we left .
Stayed 3 nights in Nov 2025