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8.4

2,141 reviews

Calypso Cay Vacation Villas

Calypso Cay Vacation Villas

3000 Bonfire Beach Drive, Kissimmee, 34746, Florida, United States

Choose dates to view prices

Free parking

Business center

Restaurant

Free wifi

Free shuttle

Waterslide

Air conditioning

Bar

Calypso Cay Vacation Villas

Welcome to Calypso Cay Vacation Villas, your sunny escape in the heart of Kissimmee, Florida! Nestled just 4.7mi from the vibrant city center, this delightful 3-star resort is the perfect gateway for your adventures in the Sunshine State. With prices starting from just $301 a night, you'll find the ideal home away from home at 4951 Calypso Cay Way, where both relaxation and excitement await!

At Calypso Cay, fun is just around the corner! Dive into our outdoor swimming pool with a thrilling waterslide or enjoy a sunny day on the sun deck with free beach chairs and loungers. Kids will love the playground and the mini-golf, while adults can unwind at our bar or stay fit in the fitness center. Plus, with complimentary Wi-Fi and free shuttle services, you'll have all the conveniences you need to explore the magical world of nearby theme parks. With 1,917 glowing reviews from happy guests, you’ll be joining a satisfied crowd ready to embrace that vacation joy!

Whether you're relaxing in your spacious, air-conditioned villa with a private entrance or enjoying a family picnic in the garden, Calypso Cay Vacation Villas makes every moment count. With amenities that cater to everyone, from free parking to fully-equipped kitchens, your stay will be as comfortable as it is entertaining. So pack your bags and get ready for an unforgettable getaway at Calypso Cay!

At Calypso Cay Vacation Villas, each villa is designed for comfort and convenience, ensuring your stay is as enjoyable as possible. Whether you're settling into a spacious 3-bedroom villa that accommodates up to 20 guests or a cozy 1-bedroom space perfect for couples, you’ll find everything you need right at your fingertips. Each unit boasts a fully-equipped kitchen, allowing you to whip up a delicious breakfast before setting off to the attractions or enjoy a home-cooked meal after a fun-filled day. With air-conditioning and a personal entrance, you'll feel right at home while basking in the Florida sunshine!

Entertainment is at your doorstep, with a wide selection of recreational activities to fill your days. Splash down the waterslide in our outdoor pool, lounge on the sun deck with your favorite summer read, or engage in a friendly competition at the mini-golf course. For those seeking a little more relaxation, head to the on-site bar for a refreshing cocktail, or gather your family for a fun picnic in the lush garden. The possibilities are endless at Calypso Cay, where laughter and family bonding are part of the package!

When it's time to venture beyond the vibrant grounds of Calypso Cay, you'll find yourself just a short drive away from the world-famous theme parks that make Florida a magical destination. From thrilling rides to enchanting characters, the excitement is only a stone's throw away! Plus, with hassle-free shuttle services, you can leave the driving to us and arrive at your summertime adventures ready to create memories that will last a lifetime. Adventure awaits, so book your stay and join the fun at Calypso Cay Vacation Villas!

Closest airports

Orlando International Airport

12.6mi

Orlando Sanford International Airport

33.6mi

Melbourne International Airport

53.6mi

Most popular amenities

Free parking

Business center

Restaurant

Free wifi

Free shuttle

Waterslide

Air conditioning

Bar

Sun deck

Private entrance

Parking On Site

Mini golf

Terrace

24-hour front desk

Kitchen

Non-smoking rooms

Wheelchair accessible

Beach chairs/Loungers

Elevator

Playground

Picnic area

Garden

Free toiletries

Bathtub

Rooms

Three-Bedroom Villa in Calypso Cay Vacation Villas

Show 12 photos

Villa, Multiple Beds, 3 Bedroom

1 King Size Bed

1 Sofa Bed

1 Queen Size Bed

2 Double Beds

1260 sqft

Kitchen

Private Bathroom

Bathtub

Private entrance

x8

More details

Welcome to our charming Three-Bedroom Villa, a spacious 1259 sqft retreat for up to 8 adults. Enjoy the comforts of a fully-equipped kitchen, a private bathroom with a relaxing bathtub, and unwind in the cozy living area with a flat-screen TV. You'll also find convenient amenities like a washing machine, air conditioning, and free toiletries.

Two-Bedroom Villa in Calypso Cay Vacation Villas

Show 13 photos

Villa, 2 Bedroom

1 Sofa Bed

1 King Size Bed

2 Double Beds

1110 sqft

Kitchen

Private Bathroom

Bathtub

Private entrance

x20

+

x13

More details

Indulge in luxury and comfort in our Two-Bedroom Villa, boasting spaciousness of 1109 sqft and accommodating up to 6 adults and 1 child. Enjoy the convenience of a fully equipped kitchen, private entrance, and enticing amenities such as a bathtub, flat-screen TV, and air conditioning.

One-Bedroom Villa in Calypso Cay Vacation Villas

Show 12 photos

Villa, 1 Bedroom

1 King Size Bed

1 Sofa Bed

720 sqft

Kitchen

Private Bathroom

Bathtub

Private entrance

x20

+

x13

More details

Step into a spacious 721 sqft One-Bedroom Villa that comfortably accommodates up to 4 adults and 1 child. With a fully-equipped kitchen, private bathroom with a bathtub, and luxurious amenities like a flat-screen TV and air conditioning, this villa offers an ideal retreat for a relaxing stay.

Three-Bedroom Villa in Calypso Cay Vacation Villas

Show 12 photos

Villa, 3 Bedroom

1 King Size Bed

1 Sofa Bed

1 Queen Size Bed

2 Double Beds

1260 sqft

Kitchen

Private Bathroom

Bathtub

Private entrance

x20

+

x13

More details

Villa Three Bedrooms

Room - 2 Queen

2 Queen Size Beds

x4

+

x3

More details

Two Queen Beds

King Room

1 King Size Bed

x4

+

x3

More details

King Size Bed

Villa, King Size

1 King Size Bed

x20

+

x13

More details

Villa King Bed Non Smoking

Villa, 2 Double Beds

2 Double Beds

x20

+

x13

More details

Villa Two Double Beds

Show 2 photos

Suite

440 sqft

Kitchen

Free wifi

Microwave

Flat-screen TV

+

More details

Deluxe

x4

+

x3

More details

Deluxe

Triple Room, Pool View

More details

Quadruple Room, Pool View

More details

Guest reviews

8.4

2,141 reviews

Categories of assessments

Cleanliness

Comfort

Location

Facilities

Staff

Value for money

WiFi quality

Featured reviews:

🇺🇸

David

8.2

February 2025

Location was great. Had to walk a little ways to fully use all the activities. No karaoke or much activities going on at this resort. Took a timeshare presentation tour and was treated very rude. The presentation persons kept us way past the 1 1/2 hour time slot we were told it would be. Very pushy and over the top trying to sell us something we did not want. Would never agree to another one of those.

Timeshare sales presentation as stated above.

🇺🇸

Rebekah

8.2

June 2023

The pool areas were great, lots of fun for the kids, maybe need a little update on cleaning/disinfecting and a coat of paint. Definitely so much better than the last hotel we stayed at in Orlando, we needed a cleaner happier hotel for the rest of the week, and Caylipso Cay was for sure the right choice. I think it would have been nice to have the little coffee shop open a little longer during the day, but not a deal breaker for us by any means. It would also be nice to have the pool open a little longer at night, when we would get home after a long day, our girls couldn't go swimming and the pool didn't open till later in the morning, which also didnt help us bc we had to leave early. The size of the room was amazing, we didn't feel cramped, the kitchen was awesome, a perfect bonus and so easy to take care of our girls from a food stand point. Furniture was great too, we read reviews that Calypso Cay was dirty and extremely dated, however we found it really lovely! Beds were great, bathrooms were too, the washer and dryer were the cherry on top of the cake, so incredibly helpful!

There were lots of other guests smoking weed, that was very frustrating, but we also understand it's not the hotels fault. It would be nice to have a coffee shop/bar/place to get food or snacks over around the pool behind the check in area.

🇨🇦

Jennifer

8.2

January 2024

We loved the size of the room, the facilities, in particular the pools and slide, the washer and dryer in the room, and the surrounding property is well kept. There’s a Walmart within walking distance and plenty of restaurants nearby. We would return given the value and comfort.

The room was a bit dated.

🇺🇸

Yana

10

April 2025

We absolutely loved our recent stay at Calypso Cay! It wasn't our first time there, and it definitely won't be our last. My family and I had such a blast. The kids especially loved the pool – they practically lived in it! Everyone was so friendly and helpful, and everything was super clean and well-maintained. Thanks for making our vacation so fantastic! We're already planning our next trip back.

Just wanted to share how much I loved my stay at this resort! Seriously, I couldn't find a single thing to complain about. It was fantastic from start to finish. Highly recommend it!

🇺🇸

Jovalyn

9.1

March 2025

Everything was awesome during our stay. The villa was nice and comfortable. The screened in balcony was an added bonus allowing us to sit and relax without being pestered by bugs. The area was quiet, the beds were comfortable, the kitchen was stocked with everything we needed as we only had breakfast there. We had lunch and dinner out each night. We stayed from Wednesday-Sunday and will definitely be staying again in a month or so. Oh. Allow me to add the pool areas were nice, clean and comfortable.

The only complaint I have and this is probably a water company complaint. The smell of the water was awful. We were afraid to shower but had to pray and go for it daily. We brushed our teeth with bottled water. Please fix the issue if at all possible 😏.

🇺🇸

Robert

8.2

February 2025

The location was good proximity to my destination. Staff was very nice as well.

Very disappointed with this unit compared to the one I had the year previous. Not a great layout and the whole development is definitely looking a little dated. I intend to cook, but there wasn’t even a pot or frying pan in the kitchen. I’d like to come back, but I would have to be Assured it would be in the building. I have previously, much newer and nicer unit.

🇺🇸

Tatiana

10

December 2024

The room was nice and clean. There are fans in all of the rooms and chargers on the lamps. The water pressure in the showers was amazing and the front desk staff was so helpful and nice. It was cold, so we did not get to use the waterpark features, but stayed close to them and they looked very nice. There was also a fire pit lit at night which was nice and a ceiling fan on the balcony as well. It is centrally located with a quick drive to any store nearby.

Only complaints are that some of the wall outlets didn't work, the tub jets didn't work and there was only one luggage cart for the entire building I was staying at. Also, the gym is on the small side and kind of outdated.

🇺🇸

Joan

8.2

March 2024

We loved our room in building 25, room 306. It was clean, big, open, quiet, comfortable. The kitchen was okay. Coffee pot, utensils, and plates were in the kitchen. The dishwasher and big fridge were working well. There is a walk-in closet in the main bedroom. There are BBQ grills in the common area in the parking section that many people use. Nice bathroom. Big bathtub with jets, the pressure was strong and the water was hot. Loved, loved loved the washer and dryer. Plenty of parking. This is not a new building, so we didn't expect everything to be perfect. We had just come from spending several nights at a Disney resort, so this place, to me was a good deal by comparison. The $150 damage deposit was received with no issue too. We went to the pool and tiki bar across the resort road and part of the Holiday Inn area. Go there!! It is very nice and better suited to meet small kids' and their parent's needs. Hot tubs, a pool and kiddie splash pool, and a zip line were available. How cool is that?! The tiki bartender was wonderful, friendly, attentive, and made wonderful drinks. The pools back at the resort were very nice to cool off or let kids play. It was a very stress-free and relaxing place. Everyone seemed happy and smiled a lot. Many very nice and helpful staff. Close to many restaurants and things to do!

The elevators didn't work in the building we were in. The building is older and there have not been many exterior upgrades on building 25. The tv did not have a guide, and the deck area was very nice but you could see immediately that the outside of the building (on the side facing the fire dept), had not been maintained/pressure washed in a bit. We saw a few reviews that mentioned bed bugs after we booked our stay. The first thing we did upon entering the room was to check for bed bugs and other pests. There are no bedbugs or any pesky insects here. Very, very clean!! Be aware that you will be offered a presentation to get tickets to many things. We opted out and all was well.

🇺🇸

Yaneli

10

September 2024

The suite was very spacious. Liked the washer and dryer in our suite. Made it easier to dry all the bathing suites after the pool. Loved the full kitchen. I was able to make espresso with all my items I brought from home.

You can here everything through the walls. We heard the toilets flushing from the units above us at all times of the day and night. The water is extremely loud running through the walls. Also a drunk woman was dropping F bombs very late at night and very drunk. I woke up to her yelling on the phone for about 10 minutes. I finally fell back asleep despite her noise. Good thing my kids didn’t wake up.

🇨🇦

Paul

10

February 2024

First time we have been to a vacation resort that wasn't a typical all-inclusive. The unit was perfect! The right size, with a balcony. It was clean, well appointed and everything you needed was supplied. We were joined by our son and his girlfriend and it was a perfect fit for four adults. The pools were great, the activities were fun and it was central to everything you could need or want. Can't honestly say that there was one single issue with Calypso Cay and we would not hesitate to book again or recommend to others. Thanks to everyone at Calypso Cay for making this a memorable and enjoyable experience.

N/A

Points of Interest Around Calypso Cay Vacation Villas

Attractions

Fun Spot America Theme Parks

1.9mi

Disney Springs®

3.1mi

International Drive

6.5mi

WonderWorks Orlando

6.7mi

SEA LIFE® Orlando

7.3mi

Icon Orlando 360

7.4mi

Madame Tussauds Orlando

7.4mi

Titanic: The Artifact Exhibition

8.2mi

Universal CityWalk

9.5mi

Orlando International Premium Outlets

9.7mi

Amway Center

15.2mi

Lake Eola Park

15.8mi

Winter Park

19.5mi

Wild Florida Airboats and Gator Park

20.7mi

LEGOLAND® Florida Resort

27.2mi

Restaurants

Tiki Bar & Grill

Cuisines

  • American

Ambiances

  • Family Friendly

Pools

Location

  • Outdoor

Amenities of Calypso Cay Vacation Villas

Free parking

Business center

Restaurant

Free wifi

Free shuttle

Waterslide

Air conditioning

Bar

Sun deck

Private entrance

Parking On Site

Mini golf

Terrace

24-hour front desk

Kitchen

Non-smoking rooms

Wheelchair accessible

Beach chairs/Loungers

Elevator

Playground

Picnic area

Garden

Free toiletries

Bathtub

Stay rules - Calypso Cay Vacation Villas

  • Check-in / Check-out

  • Pets

  • Internet

  • Age restrictions

  • Curfew

  • Parking

  • Children and beds

  • Cards accepted at this property

Frequently Asked Questions - Calypso Cay Vacation Villas

What's the check-in and check-out schedule at Calypso Cay Vacation Villas?

The timetable for guests at Calypso Cay Vacation Villas is to check in post 04:00 PM and check out prior to 10:00 AM.

Is there parking available at Calypso Cay Vacation Villas?

Yes, there is parking available at Calypso Cay Vacation Villas. The parking is free and located on site. Additionally, it is public parking and does not require a reservation.

What are the rates at Calypso Cay Vacation Villas?

Calypso Cay Vacation Villas offers accommodations starting at $301. Keep in mind, room types and dates might affect the final price. For specific rates, input your stay dates.

Which room categories can I book at Calypso Cay Vacation Villas?

Calypso Cay Vacation Villas offers three types of villas: Three-Bedroom Villa, Two-Bedroom Villa, and One-Bedroom Villa. All villas are non-smoking and have different room sizes. The Three-Bedroom Villa has the largest size of 1259 sqft and can accommodate 8 adults. The Two-Bedroom Villa is slightly smaller at 1109 sqft and can accommodate 6 adults. The One-Bedroom Villa is the smallest at 721 sqft and can accommodate 4 adults. Each villa has varying bed sizes including King, Queen, Double, and Sofa beds.

What is there to do in Calypso Cay Vacation Villas?

Guests at Calypso Cay Vacation Villas can spend their time at the hotel enjoying a variety of leisure amenities. They can start by taking a refreshing dip in the outdoor swimming pool. The pool offers a fun water slide for those looking for a thrill, and a hot tub/jacuzzi for those seeking relaxation. Guests can then relax on the beach chairs/loungers and soak up the sun. For those who want to engage in some friendly competition, there is a mini golf course available.

Afterwards, guests can head to the bar and enjoy a refreshing drink. For those who want to maintain their fitness routine, there is a fitness center equipped with state-of-the-art equipment. Business travelers can utilize the business center for any work needs. There is also a sun deck available for those who want to unwind and enjoy the beautiful weather. Finally, guests can make use of the playground and BBQ facilities, ensuring there is something for everyone to enjoy during their stay.

Does Calypso Cay Vacation Villas have a pool for guests?

The hotel has an outdoor pool.

Does Calypso Cay Vacation Villas have on-site restaurants?

Yes, the Calypso Cay Vacation Villas has an on-site restaurant called Tiki Bar & Grill.

What methods of payment does Calypso Cay Vacation Villas accept?

Calypso Cay Vacation Villas accepts payment through credit cards such as Discover, American Express, Visa, and Mastercard. However, cash payments are not accepted.