RatedOtels
8.2/10Wonderful Vacation Villas of Calypso Cay
Resort in Kissimmee
Vacation Villas of Calypso CayVacation Villas of Calypso Cay Main imageVacation Villas of Calypso Cay Main imageVacation Villas of Calypso Cay 4Vacation Villas of Calypso Cay 5Vacation Villas of Calypso Cay 6Vacation Villas of Calypso Cay 7Vacation Villas of Calypso Cay 8Vacation Villas of Calypso Cay 9Vacation Villas of Calypso Cay 10

Resort in Kissimmee

Vacation Villas of Calypso Cay Villa-style Resort In Kissimmee With Kitchens

8.2/10 Wonderful | 4140 Reviews
3.5-star resort
Vacation Villas of Calypso Cay Villa-style Resort In Kissimmee With Kitchens

4951 Calypso Cay Way, 34746, · Kissimmee, United States View Map

8.2 Wonderful 4140 Reviews View Map

Overview

Highlights, description and the facilities guests use most.

  • Front desk [24-hour]
  • Great food & dining
  • Free Parking
  • Great Swimming pool

About Vacation Villas of Calypso Cay Kissimmee

A villa-style Kissimmee resort offering apartment-like space, resort pools, and a relaxed residential feel.

Vacation Villas of Calypso Cay Kissimmee operates more like a residential resort than a conventional hotel. The property is arranged around low-rise villa buildings, landscaped walkways, and shared recreation areas, creating a setting that feels removed from roadside traffic despite its central location. Stays here tend to move at a slower pace, with guests settling in for multiple nights rather than quick stopovers. The atmosphere is casual and family-oriented, shaped by pool time, home-style meals, and flexible schedules.

Top Amenities

  • Pool
  • Free parking
  • Free Wi-Fi
  • Fitness center
  • Bar
  • Kids' club

See all 38 amenities

Explore Pools Rooms

Stay in Kissimmee - Rooms for Every Budget

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In every room: Air conditioning · Flat-screen TV · Bath or Shower · Coffee/tea machine

No photo yet Three-Bedroom Villa 1 Queen bed

Three-Bedroom Villa

1261 ft²

This spacious villa features a balcony, cable TV, and air conditioning.

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No photo yet Two-Bedroom Villa 2 Double beds

Two-Bedroom Villa

1107 ft²

This spacious villa has a cable TV, fully equipped kitchen, and laundry facilities.

View Details

Vacation Villas of Calypso Cay at a glance

Location, travel times, listing details and guest feedback

Calypso Cay Vacation Villas is at 3000 Bonfire Beach Drive in Kissimmee. Disney's Typhoon Lagoon and Give Kids the World Village are around a quarter of an hour away by car. Rooms with two double beds are available.

What guests say

Summary of recent guest reviews

The resort’s pool scene gets the most specific praise: guests mention waterslides, a splash pad, poolside movies, bingo, and a tiki bar. Families also like the spacious villas, with kitchens equipped for cooking and in-unit washers and dryers.

Often praised

  • Daily kids’ activities
  • Mini golf on site
  • Poolside food and drinks
  • Grills around the property

Good to know

  • Villa layouts and furnishings vary between units.
  • Some guests mention that housekeeping and extra toiletries require a request or additional charge.
  • Guests report that some amenities may be closed during their stay.

Quick facts

Airport
Orlando International Airport (MCO): 20.2 mi by road, about 27 min by car without traffic (route computed 29 Oct 2026)
Disney's Typhoon Lagoon
5.3 mi by road, about 12 min by car without traffic (route computed 29 Oct 2026)
Give Kids the World Village
4.6 mi by road, about 11 min by car without traffic (route computed 29 Oct 2026)
City center
7.2 mi by road, about 12 min by car without traffic (route computed 29 Oct 2026)

Places of Attractions nearby

Explore the best attractions, shopping destinations, and important places near Vacation Villas of Calypso Cay.

View Map© Mapbox © OpenStreetMap

Amusement center

7
  • Old Town2.1 mi
  • Epcot4.9 mi
  • Disney's Hollywood Studios4.9 mi
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  • SeaWorld Orlando5.1 mi
  • Disney's Animal Kingdom Theme Park6.8 mi
  • Magic Kingdom Park8.2 mi
  • Universal Studios Florida9.7 mi

Shopping mall

7
  • Disney Springs3.2 mi
  • Orlando Vineland Premium Outlets3.4 mi
  • The Florida Mall9.0 mi
Show More
  • Orlando Outlet Marketplace9.1 mi
  • Universal CityWalk Orlando9.3 mi
  • Orlando International Premium Outlets9.6 mi
  • The Mall at Millenia10.6 mi

Amusement park

3
  • Gatorland4.9 mi
  • Aquatica Orlando5.5 mi
  • Walt Disney World® Resort6.0 mi

Tourist attraction

1
  • ICON Park7.2 mi
Show More

Park

1
  • Walt Disney World8.4 mi

Airport

2
  • MCO Orlando Airport Terminal C11.5 mi
  • Orlando International Airport11.8 mi

View Map

Services & Facilities

38 amenities in 14 categories.

Activities

2 items
  • Fitness
  • Fitness centre

Business Facilities

1 item
  • Business centre

Common Areas

1 item
  • Sun terrace

Entertainment & Family Services

2 items
  • Entertainment staff
  • Children's playground

Food & Drink

3 items
  • Snack bar
  • Bar
  • Grocery deliveries

General

4 items
  • 24-Hour Front Desk
  • Kids' outdoor play equipment
  • Parking on site
  • WiFi available in all areas
Show 8 more categories

Miscellaneous

5 items
  • Lift
  • Facilities for Disabled Guests
  • Non-smoking Rooms
  • Accessible parking
  • Wheelchair accessible

Outdoors

2 items
  • Mini golf
  • Garden

Pool and Spa

5 items
  • outdoor pool
  • Hot tub/jacuzzi
  • Water slide
  • Sun loungers or beach chairs
  • Swimming Pool

Reception services

1 item
  • ATM/cash machine on site

Room Facilities

4 items
  • Heating
  • Family Rooms
  • Air Conditioning
  • Outdoor furniture

Services

3 items
  • Free WiFi
  • Internet services
  • WiFi

Services & Extras

2 items
  • Picnic Area
  • BBQ facilities

Transportation

3 items
  • Parking
  • Free Parking
  • shuttle service

Policies

Check-in, check-out and house rules.

  • Check-in
    16:00
  • Check-out
    10:00
  • Front desk [24-hour]

Where You’ll Be Staying

Explore Kissimmee

The resort is located in Kissimmee, within easy driving distance of Central Florida’s theme park corridor and major highways. The surrounding area blends residential neighborhoods with visitor-focused dining and shopping. It’s not a walkable entertainment district, but it offers straightforward access to grocery stores, restaurants, and day-trip routes toward Orlando attractions.

What to Expect Around Here

This part of Kissimmee stays relatively calm compared to busier tourist strips. Evenings are quieter, and most activity centers around the resort itself rather than the immediate surroundings, making it well-suited for travelers who prefer downtime after full days out.

Secure a villa-style stay designed for longer, more relaxed visits.

FAQs about Villa-style Resort In Kissimmee With Kitchens

How far is Vacation Villas of Calypso Cay from Kissimmee city center?
The property is about 5.5 mi from Kissimmee city center in a straight line.
Does the property have a pool or fitness center?
Yes, the property has an outdoor pool and a fitness center. All amenities at Vacation Villas of Calypso Cay
Is parking available?
Yes, free parking is available at the property.
What are the check-in and check-out times?
Check-in starts at 4:00 PM, and check-out is by 10:00 AM. All policies at Vacation Villas of Calypso Cay
Is Wi-Fi available, and is it free?
Yes, free Wi-Fi is available in all areas, including rooms.
How far is the nearest airport?
The nearest airport is Kissimmee Gateway Airport (ISM), about 4.3 mi away in a straight line.
Are pets allowed?
No, pets are not allowed.
Can I cancel my booking?
Cancellation terms depend on the rate you choose. Each rate shows its terms before you book, so you can compare them. Rooms and rates

Guest Score and Reviews

Loved by Guests, Trusted for Excellence

8.2 /10
Wonderful
Based on 4140 Reviews
B
Brown
Jun 29, 2026
Superb

Exceptional

C
Cynthia
Jun 29, 2026
Superb

Great Location Family friendly Liked: The pools were very clean, I loved having the tiki bar great drinks and food, Lexi was very sweet Location was convenient to shopping, major grocery stores and the parks! Loved having a washer and dryer in the unit too All the supplies were available, and housekeeping is there if you need them or refills on toiletries Don't forget to tip them Music and Bingo by the pool was a hit! Disliked: The bed was quite hard definitely need an upgrade on the mattresses

J
Jessica
Jun 29, 2026
Superb

Exceptional Liked: Everything was nice.... We will definitely book there again

P
Peguero
Jun 29, 2026
V. good

Passable Liked: I liked the layout of the villa. Disliked: Did not like that the TVs did not work and the front desk had no idea on how to get them to work. Casting worked when it wanted too. Some towels had dark marks and hair on them. There were ants in the kitchen sink even with no food present and dishes washed.

C
Christopher
Jun 29, 2026
Pleasant

Pleasant

View All Reviews

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Dining and Coffee Spots Close to Vacation Villas of Calypso Cay

Located near Vacation Villas of Calypso Cay, you'll find an array of delightful dining and coffee spots to suit every taste. Whether you're in the mood for a quick snack or a leisurely meal, the nearby establishments provide a convenient and enjoyable dining experience during your stay in Kissimmee.

  • Restaurant near Vacation Villas of Calypso Cay

    Kyngs Grille

    Restaurant 3.7/5 0.2 mi away

    4955 Kyngs Heath Rd US

  • Mediterranean near Vacation Villas of Calypso Cay

    Jerusalem Restaurant

    Mediterranean 4.3/5 0.3 mi away

    2920 Vineland Rd US

  • American near Vacation Villas of Calypso Cay

    Smokey Bones Kissimmee

    American 4.3/5 0.4 mi away

    2911 Vineland Rd us

  • Mediterranean near Vacation Villas of Calypso Cay

    King O Falafel Kissimmee

    Mediterranean 4.6/5 0.5 mi away

    5045 W Irlo Bronson Memorial Hwy US