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Calypso Cay Vacation Villas

Property class: 3.5

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Photo gallery for Calypso Cay Vacation Villas

A hotel with a swimming pool, outdoor seating, and a large building in the background.
A reception area with a marble counter, a television, and a door leading to a room.
A DUNKIN' Donuts with outdoor seating and a pool area.
A child and an adult playing in a water play area with a yellow ball and water jets.
A coffee shop interior with a display of coffee products, a counter with a menu board, and a bakery section.

Reviews

8.4 out of 10
Very good

Popular amenities

  • Hot tub
  • Parking included
  • Free WiFi
  • Air conditioning
The current price is $131
$115 nightly
$131 total
Total with taxes and fees
Sep 20 - Sep 21

Explore the area

View in a map
3000 Bonfire Beach Dr., Kissimmee, FL, 34746
  • Place, Lake Cecile
    ‪12 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

A hotel room with a bed, two bedside tables, a chair, a desk, a ceiling fan, and a window with curtains.

Villa, Non Smoking

7.8 out of 10
Good
(88 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

A living room with a blue and white sofa, a wicker chair, a wooden coffee table, and a desk with a computer.

Villa, 2 Bedrooms, Non Smoking

7.8 out of 10
Good
(59 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

A living room with a TV, a coffee table, and a sofa. There is a dining area with a table and chairs, and a kitchen with a refrigerator and cabinets.

Villa, 3 Bedrooms

8.2 out of 10
Very good
(23 reviews)
  • 1496 sq ft
  • 1 bedroom
  • Sleeps 8
  • 1 King Bed, 2 Double Beds, 1 Queen Bed and 1 Double Sofa Bed

Similar properties

4 outdoor pools
Legacy Vacation Resorts - Kissimmee/Orlando
Kissimmee
  • Pool
  • Hot tub
  • Pet friendly
  • Parking included
3.9 out of 5, Good, 2,758 reviews
$74 nightly
The price is $84
Sep 24 - Sep 25
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 7 minutes from Orlando Vineland Premium Outlets. .This family-friendly hotel is 5 mi (8 km) from Disney Springs™ and 5.8 mi (9.3 km) from Walt Disney World® Resort.

What's nearby

  • Lake Cecile - 12 min walk - 0.7 miles
  • Museum of Military History - 18 min walk - 1.0 mile
  • 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

Getting around

  • Poinciana Station - 10 min drive
  • Kissimmee Station - 14 min drive
  • Orlando Intl. Airport (MCO) - 25 min drive

Restaurants

  • ‪Wawa - ‬9 min walk
  • ‪Taco Bell - ‬10 min walk
  • ‪Churromania - ‬11 min walk
  • ‪CiCi's Pizza - ‬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 have separate sitting areas and are furnished with queen sofa beds and dining tables. Beds feature premium bedding. Accommodations at this 3.5-star hotel have kitchens with full-sized refrigerators/freezers, stovetops, 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 with full-sized refrigerators/freezers and ovens. Your bed comes with premium bedding, and all rooms are furnished with queen sofa beds. 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 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

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

8.4

Very Good

Rating 10 - Excellent. 607 out of 1061 reviews
Rating 8 - Good. 203 out of 1061 reviews
Rating 6 - Okay. 121 out of 1061 reviews
Rating 4 - Poor. 60 out of 1061 reviews
Rating 2 - Terrible. 70 out of 1061 reviews

8.4/10

Cleanliness

8.6/10

Staff & service

8.6/10

Amenities

8.2/10

Property conditions & facilities

Reviews

Verified review

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 review

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 review

10/10 Excellent

Steven

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
nice resort with nice rooms and pool area
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Bexmarie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Everything was excellent, very cleaned, organized The check in was amazing,the staff are very professional. My family and I loved this place 100/10
Stayed 1 night in Jun 2026
Verified review

10/10 Excellent

Kathy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place for the price. Staff was amazing and very friendly. Would stay again.
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Melissa

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place to stay with multiple families or for team events.
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Luvetro

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It was great :D my mom and my daughter really enjoyed their stay and so did I
Stayed 1 night in May 2026
Verified review

10/10 Excellent

Christopher

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very nice place to stay for a family vacation
Stayed 2 nights in Mar 2026
Verified review

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 review

10/10 Excellent

Michee

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Spacious room and well priced
Stayed 2 nights in May 2026
Verified review

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 review

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 review

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 review

10/10 Excellent

ANA

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
My family and I loved the hotel. Close to the parks, it was clean and the staff was great.
Stayed 2 nights in Feb 2026
Verified review

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 review

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 review

8/10 Good

Jessica

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Loved this place! The 10am check out is a bit inconvenient, otherwise it was great
Stayed 5 nights in Jun 2026
Verified review

10/10 Excellent

Autumn

Liked: Cleanliness, staff & service, property conditions & facilities
Favorite place to stay when in the area! Number one choice
Stayed 1 night in Jun 2026
Verified review

10/10 Excellent

Kirsten

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Place was very clean. Conveniently located to venues and restaurants. Enjoyed our stay would definitely stay again.
Stayed 4 nights in Apr 2026
Verified review

10/10 Excellent

Kathy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The place was perfect for a family vacation Staff was amazing and every time I needed something it was to my place fast. The only thing was one of the big pools were closed.
Stayed 1 night in May 2026
Verified review

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 review

8/10 Good

Tabitha Jacqueline

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It was very cozy and clean, the staff was kind and polite.
Stayed 5 nights in Apr 2026
Verified review

10/10 Excellent

Danniel

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very Clean rooms staff was very nice | Bar was well keeped all 3 pools was clean and beautiful
Stayed 2 nights in May 2026
Verified review

8/10 Good

Mali

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean room, great balcony, nice pool area with fun entertainment.
View from the balcony
Stayed 6 nights in Apr 2026
Verified review

10/10 Excellent

Johanna

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great. Some swimming pool and the park, was close
Stayed 5 nights in Jun 2026

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