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Calypso Cay Vacation Villas

3.5 star property

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

Reviews

8.2 out of 10
Very good

Popular amenities

  • Hot tub
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
$125
$110 nightly
$125 total
Total with taxes and fees
Jan 28 - Jan 29

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.)
    ‪22 min drive‬

Room options

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
(48 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

7.4 out of 10
Good
(32 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

7.6 out of 10
Good
(7 reviews)
  • 1496 sq ft
  • 3 bedrooms
  • 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
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  • Hot tub
  • Pet friendly
  • Parking included
3.9 out of 5, Good, 2,721 reviews
$97 nightly
The price is $110
Jan 28 - Jan 29
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

Family-friendly hotel with 3 outdoor pools and a restaurant
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. 529 out of 1007 reviews
Rating 8 - Good. 205 out of 1007 reviews
Rating 6 - Okay. 123 out of 1007 reviews
Rating 4 - Poor. 62 out of 1007 reviews
Rating 2 - Terrible. 88 out of 1007 reviews

8.2/10

Cleanliness

8.0/10

Staff & service

8.4/10

Amenities

8.0/10

Property conditions & facilities

Reviews

10/10 Excellent

Sixto

Stayed 1 night in Oct 2025

8/10 Good

Cara

Stayed 2 nights in Oct 2025

10/10 Excellent

Luis

Traveled with family and small children, Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Just perfect we loved it all
Stayed 2 nights in Oct 2025

8/10 Good

Annmarie

Traveled with family
Liked: Room comfort
Disliked: Cleanliness, property conditions & facilities
We had a good time kids loved the pools only thing was floors in the room were extremely dirty our feet were black from just walking around the rooms other than that was a great stay.
Stayed 4 nights in Oct 2025

10/10 Excellent

alicia

Traveled with family and small children, Traveled with group, Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We will never stay anywhere else while in Orlando the only setback was the elevators in our building didn’t work on the second day and we were on the 3rd floor so it was a nightmare
Stayed 1 night in Oct 2025

10/10 Excellent

Vernita

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
The stay would have been perfect. The only thing that I would ha e to say about the trip was that the communication from one department to another could have been a little better. We had a long drive and did not want to leave the premises. We walked over to get a bite to eat and and we were told that the grill did not have any food. Also the television service was out. We could not watch tv. Other than that, the staff was friendly and accommodating. I love the fact that they had movies by the pool and the popcorn was a plus. The pumpkin contest was nice. I picked #5...my sister picked pumpkin #1. They all were nice tho. I will come back another time to really get a chance to enjoy all of the amenities. I recommend because it is very family friendly.
Stayed 1 night in Oct 2025

8/10 Good

shaun

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Just a small getaway for the wife and I Loved the space and convience. My only issue is the selling tactics of timeshares which we are not interested in
Stayed 2 nights in Oct 2025

10/10 Excellent

Billy, Jacksonville

Stayed 1 night in Oct 2025

8/10 Good

Eric

Stayed 2 nights in Oct 2025

2/10 Terrible

diana

Stayed 2 nights in Oct 2025

10/10 Excellent

Gerald

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
The room was comfortable and the kitchen had all the basics you need dishes, flatware, cups.
Stayed 3 nights in Oct 2025

10/10 Excellent

Deborah

Stayed 1 night in Sep 2025

10/10 Excellent

Denaviyonce

Stayed 1 night in Oct 2025

8/10 Good

Oli

Liked: Cleanliness, property conditions & facilities, room comfort
Easy Check in, appreciated after a long travel day. Rooms look a bit dated and you kind of just have to find your way around a bit, theres no guide in the villa for switches, appliances etc. Its fine if you can understand basics :) Huge comfy bed, good quality towels and decent sized balcony. Did get the usual "welcome gift" spiel but as we were out everyday early never bothered to check in. Stillnwould definitely reccomend as a place for self catering
Stayed 4 nights in Oct 2025

10/10 Excellent

Kendra

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location
Stayed 1 night in Oct 2025

10/10 Excellent

Eileen

Stayed 1 night in Oct 2025

10/10 Excellent

Estalin

Traveled with family
Liked: Cleanliness, amenities
Excellent stay
Stayed 1 night in Oct 2025

10/10 Excellent

Benjamin

Stayed 2 nights in Oct 2025

10/10 Excellent

Alexy

Liked: Cleanliness, staff & service
Excelent
Stayed 1 night in Oct 2025

6/10 Okay

preston

Traveled with group

not good

Noise from up stairs all night and day long
Stayed 2 nights in Oct 2025

6/10 Okay

Erin

Traveled with family
Liked: Property conditions & facilities
Disliked: Room comfort
Stayed 1 night in Oct 2025

2/10 Terrible

Louise

Traveled with family and small children
Disliked: Cleanliness, staff & service, amenities, property conditions & facilities
Unit had bedbugs, terrible customer service, hard to communicate with staff and just very unsatisfied overall.
Stayed 5 nights in Oct 2025

10/10 Excellent

Sarah

Very pleased with our trip!
Stayed 2 nights in Oct 2025

2/10 Terrible

Juan

Liked: Staff & service
Disliked: Cleanliness, property conditions & facilities
Stayed 2 nights in Oct 2025

10/10 Excellent

Lyana Elesha

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It was very nice obeisance
Stayed 4 nights in Sep 2025