/
8.1

1,917 reviews

Calypso Cay Vacation Villas

4951 Calypso Cay Way, Kissimmee, 34746, US

Reservations:

+1-833-728-2041
8.1

1,917 reviews

Choose dates to view prices

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Calypso Cay Vacation Villas
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From

$91

Call for great rates

+1-833-728-2041

Free parking

Pet Friendly

Free wifi

Free shuttle

Waterslide

Hot tub

Air conditioning

Private entrance

Calypso Cay Vacation Villas

Welcome to Calypso Cay Vacation Villas, a lively 3-star resort located at 3000 Bonfire Beach Drive in Kissimmee, Florida. This vibrant hotel is just 4.7mi from the city center, allowing you to easily explore all that the exciting city has to offer. With a total of 1917 reviews, you can trust that past guests have had a fantastic stay at this charming resort.

Starting at just $91, Calypso Cay Vacation Villas offers an array of amenities to make your stay unforgettable. From the moment you arrive, you'll appreciate the convenience of free parking and a 24-hour front desk. Take a dip in the outdoor swimming pool, complete with an exhilarating waterslide, or relax in the hot tub/jacuzzi. Stay connected with free WiFi and make use of the shuttle service for easy transportation. Enjoy a game of mini golf, grab a drink at the bar, or work up a sweat in the fitness center.

The resort is pet-friendly and features a private entrance for each room. Enjoy the convenience of a fully equipped kitchen, free toiletries, and a bathtub in the private bathroom. The resort also offers a picnic area, sun deck, and garden for relaxation. With amenities such as beach chairs, a business center, and a non-smoking policy, Calypso Cay Vacation Villas has everything you need for an enjoyable and comfortable stay in Kissimmee.

Please note that some amenities may incur extra charges, such as the fitness center.

After a day of exploring the vibrant city of Kissimmee, you'll love coming back to Calypso Cay Vacation Villas and taking a refreshing dip in one of our two outdoor pools. The main pool is perfect for families, with its exhilarating waterslide that will have both kids and adults squealing with delight. If you prefer a quieter setting, head over to the second pool for a more relaxed atmosphere. Both pools offer a tropical oasis where you can soak up the Florida sun and unwind with a cool beverage from our poolside bar.

When it comes to payment options, please note that we do not accept cash at Calypso Cay Vacation Villas. However, we gladly accept Discover, American Express, Visa, and Mastercard. So you have the flexibility to choose the payment method that works best for you and your travel budget.

At Calypso Cay Vacation Villas, we offer a variety of villa options to suit your needs. Our spacious Three-Bedroom Villas boast a generous 1259 square feet of living space, accommodating up to 8 adults comfortably. With a king-size bed, queen-size bed, double bed, and a sofa bed, you'll have plenty of room to spread out and relax.

For smaller groups, our Two-Bedroom Villas provide 1109 square feet of living space, accommodating up to 6 adults and 1 child. With a king-size bed, two double beds, and a sofa bed, you'll have all the comfort and space you need for a memorable stay.

If you're traveling with a smaller party, our One-Bedroom Villas offer 721 square feet of space, accommodating up to 4 adults and 1 child. With a king-size bed and a comfortable sofa bed, you'll have the perfect retreat after a day of exploring everything Kissimmee has to offer.

Whether you're traveling with the whole family or enjoying a romantic getaway for two, Calypso Cay Vacation Villas has a villa that will meet your needs and provide a comfortable, home-away-from-home experience.

Closest airports

Orlando International Airport

12.6mi

Orlando Sanford International Airport

33.6mi

Melbourne International Airport

53.6mi

Most popular amenities

Free parking

Pet Friendly

Free wifi

Free shuttle

Waterslide

Hot tub

Air conditioning

Private entrance

Beach chairs/Loungers

Mini golf

24-hour front desk

Kitchen

Non-smoking rooms

Bar

Elevator

Business center

Picnic area

Sun deck

Garden

Wheelchair accessible

Free toiletries

Bathtub

Private Bathroom

Parking On Site

Rooms

Three-Bedroom Villa

1 King Size Bed

1 Sofa Bed

1 Queen Size Bed

2 Double Beds

1260 sqft

Kitchen

Private Bathroom

Bathtub

Private entrance

x8

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

1 Sofa Bed

1 King Size Bed

2 Double Beds

1110 sqft

Kitchen

Private Bathroom

Bathtub

Private entrance

x6

+

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

1 King Size Bed

1 Sofa Bed

720 sqft

Kitchen

Private Bathroom

Bathtub

Private entrance

x4

+

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.

Guest reviews

8.1

1,917 reviews

From

$91

Categories of assessments

Cleanliness

8.4

Comfort

8.5

Location

8.9

Facilities

8.3

Staff

8.4

Value for money

8.3

WiFi quality

8.2

Featured reviews:

🇺🇸

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.

🇺🇸

Brenda

8.2

June 2022

the grounds were very attractive, location, size of accommodations. Everyone that I asked directions or some type of help question was awesome, very pleasant and most helpful

1. I didn’t see any security. 2. After I told the person that gave us the parking pass NO about the tour because of the reason we were in Orlando they called concerning it again the next day. 3. I know this wasn’t the property’s fault but loud music cussing and fighting Saturday night. Scary!!! the next time we stay with you prayerfully circumstances will be different and we can enjoy ALl the amenities you have

🇺🇸

Marguerita

9.1

February 2022

everything went well and this was my second time staying here.

I didn't like the fact that the guest service person was never at his station and the front desk had to answer all my questions and I didn't like the fact that the guest service person finally did show up and kept pushing a time share presentation on me when and all I wanted to do is to have a nice time celebrating my husband birthday but the guy was a little pushy and offered us a 100 gift card to to attend this presentation so I respectively declined his offer.

🇺🇸

Merideth

10

July 2023

I booked this condo for the price and location. Then I read some bad reviews that the rooms were dirty and there were bugs. This was 100% false. Our condo was perfectly clean and not a bug in sight. The bed was the most comfortable bed ive slept in out of any hotel. The property grounds were so nice. Many pools to choose from, free mini golf and a Starbucks on the grounds. I can't believe how nice it was and how inexpensive it was. We will be staying here every year when we visit.

Some.of the outdoor grills didn't work but there are so many grills that we just moved to another one.

🇺🇸

Michael

8.2

April 2023

Once we changed rooms everything was fine. Pools were very nice, lots of chairs, good pool bar, clean restrooms and lots of kids activities. Pool bar had really good food and food prices were decent.

After checking in our room, the toilet didn't work, maintenance man was in the room till 2 AM (yes 2 AM) trying to fix it. Finally I said enough till tomorrow, spend the entire next day of waiting on and off for diff maint techs to fix it. Wasn't pleased, and requested another room. 2nd room was perfect, they should have done that from the start!!! Pool bar drinks were WAY too expensive, if they lowered the price I'm sure they'd have more business.

🇺🇸

Darren

10

June 2023

I will be honest. I read the comments and saw the pictures after we booked and was sooo horrified that our vacation would be a bust. We got to the resort, had a handicap accessible room and it was sooo nice! It was so clean, the bedrooms were comfortable for the 4 of us and it was one of the best vacations we've had. The kids loved the pool and water slide! The management was nice and all was well. We were in the 5002 building. Thank you Calypso and we will be back!

One slight issue but not a deal breaker. It rains everyday in the afternoon period and the elevator went out. It was ok however and they sent someone to work on it

🇺🇸

Laura

10

September 2021

I’ll like everything about this location it was awesome 😎

🇨🇦

Richard

8.2

March 2023

Overall the property was roomy, comfortable, and accessible with elevator access.

Pictures are misleading in that all units presented on site show a balcony but our unit had no balcony and we were put off to conclude our stay without rectification even though balcony units were available. Our unit was imediately above a garage that is used by cleaning staff. So, like clock work awakened every morning around 6am by noisy garage door openings and closings.

🇺🇸

Rodriguez

8.2

June 2023

I enjoyed the proximity of the pool to our bedroom, also enjoyed waking up to its view. The room Jacuzzi was a very good addition, and the living room was spacious for a family gathering. I enjoy that there was a washer and dryer plus all the amenities and utilities included. Location was great! My daughter had a great time

The entrance to the hotel is sort of a maze, so please don’t be confused . I didn’t enjoy that the rooms coffee pot was not working, pull out couch’s bedsheets we’re missing and getting ahold of the front desk was impossible.

🇺🇸

Tabitha

9.1

July 2023

The facilities were very clean and they provided everything we needed. I bought a small thing of laundry detergent because I read the reviews before hand saying they provided everything but I didn’t see laundry detergent. But they provided 2 samples of laundry which was enough for my family for the week. My family enjoyed themselves so much this trip and we’re excited to come back and do it all over again next year!

The only thing I didn’t like was how much they tried to push the time share on us.

🇺🇸

Rebekah

8.2

June 2023

8.2

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.

🇺🇸

Brenda

8.2

June 2022

8.2

the grounds were very attractive, location, size of accommodations. Everyone that I asked directions or some type of help question was awesome, very pleasant and most helpful

1. I didn’t see any security. 2. After I told the person that gave us the parking pass NO about the tour because of the reason we were in Orlando they called concerning it again the next day. 3. I know this wasn’t the property’s fault but loud music cussing and fighting Saturday night. Scary!!! the next time we stay with you prayerfully circumstances will be different and we can enjoy ALl the amenities you have

🇺🇸

Marguerita

9.1

February 2022

9.1

everything went well and this was my second time staying here.

I didn't like the fact that the guest service person was never at his station and the front desk had to answer all my questions and I didn't like the fact that the guest service person finally did show up and kept pushing a time share presentation on me when and all I wanted to do is to have a nice time celebrating my husband birthday but the guy was a little pushy and offered us a 100 gift card to to attend this presentation so I respectively declined his offer.

🇺🇸

Merideth

10

July 2023

10

I booked this condo for the price and location. Then I read some bad reviews that the rooms were dirty and there were bugs. This was 100% false. Our condo was perfectly clean and not a bug in sight. The bed was the most comfortable bed ive slept in out of any hotel. The property grounds were so nice. Many pools to choose from, free mini golf and a Starbucks on the grounds. I can't believe how nice it was and how inexpensive it was. We will be staying here every year when we visit.

Some.of the outdoor grills didn't work but there are so many grills that we just moved to another one.

🇺🇸

Michael

8.2

April 2023

8.2

Once we changed rooms everything was fine. Pools were very nice, lots of chairs, good pool bar, clean restrooms and lots of kids activities. Pool bar had really good food and food prices were decent.

After checking in our room, the toilet didn't work, maintenance man was in the room till 2 AM (yes 2 AM) trying to fix it. Finally I said enough till tomorrow, spend the entire next day of waiting on and off for diff maint techs to fix it. Wasn't pleased, and requested another room. 2nd room was perfect, they should have done that from the start!!! Pool bar drinks were WAY too expensive, if they lowered the price I'm sure they'd have more business.

🇺🇸

Darren

10

June 2023

10

I will be honest. I read the comments and saw the pictures after we booked and was sooo horrified that our vacation would be a bust. We got to the resort, had a handicap accessible room and it was sooo nice! It was so clean, the bedrooms were comfortable for the 4 of us and it was one of the best vacations we've had. The kids loved the pool and water slide! The management was nice and all was well. We were in the 5002 building. Thank you Calypso and we will be back!

One slight issue but not a deal breaker. It rains everyday in the afternoon period and the elevator went out. It was ok however and they sent someone to work on it

🇺🇸

Laura

10

September 2021

10

I’ll like everything about this location it was awesome 😎

🇨🇦

Richard

8.2

March 2023

8.2

Overall the property was roomy, comfortable, and accessible with elevator access.

Pictures are misleading in that all units presented on site show a balcony but our unit had no balcony and we were put off to conclude our stay without rectification even though balcony units were available. Our unit was imediately above a garage that is used by cleaning staff. So, like clock work awakened every morning around 6am by noisy garage door openings and closings.

🇺🇸

Rodriguez

8.2

June 2023

8.2

I enjoyed the proximity of the pool to our bedroom, also enjoyed waking up to its view. The room Jacuzzi was a very good addition, and the living room was spacious for a family gathering. I enjoy that there was a washer and dryer plus all the amenities and utilities included. Location was great! My daughter had a great time

The entrance to the hotel is sort of a maze, so please don’t be confused . I didn’t enjoy that the rooms coffee pot was not working, pull out couch’s bedsheets we’re missing and getting ahold of the front desk was impossible.

🇺🇸

Tabitha

9.1

July 2023

9.1

The facilities were very clean and they provided everything we needed. I bought a small thing of laundry detergent because I read the reviews before hand saying they provided everything but I didn’t see laundry detergent. But they provided 2 samples of laundry which was enough for my family for the week. My family enjoyed themselves so much this trip and we’re excited to come back and do it all over again next year!

The only thing I didn’t like was how much they tried to push the time share on us.

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

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

Airports

Orlando International Airport

12.6mi

Orlando Sanford International Airport

33.6mi

Melbourne International Airport

53.6mi

Pools

Location

Outdoor

Amenities of Calypso Cay Vacation Villas

Free parking

Pet Friendly

Free wifi

Free shuttle

Waterslide

Hot tub

Air conditioning

Private entrance

Beach chairs/Loungers

Mini golf

24-hour front desk

Kitchen

Non-smoking rooms

Bar

Elevator

Business center

Picnic area

Sun deck

Garden

Wheelchair accessible

Free toiletries

Bathtub

Private Bathroom

Parking On Site

Amenities of Calypso Cay Vacation Villas

Accessibility

Wheelchair accessible

Activities

Mini golf

Free

Bathroom

Bathtub

Bathtub or shower

Free toiletries

Hairdryer

Private Bathroom

Shower

Toilet

Toilet paper

Towels

Bedroom

Alarm clock

Linens

Business Facilities

Business center

Free

Entertainment & Family Services

Entertainment staff

Outdoor play equipment for kids

Playground

Food & Drink

Bar

Grocery deliveries

Additional fee

Snack bar

Front Desk Services

24-hour front desk

ATM on site

General

Air conditioning

Elevator

Facilities for disabled guests

Family rooms

Heating

Ironing facilities

Non-smoking rooms

Pet Friendly

Private entrance

Internet

Free wifi

Kitchen

Coffee machine

Dining table

Dishwasher

Dryer

Kitchen

Microwave

Refrigerator

Toaster

Washing machine

Living Area

Dining area

Sofa

Media & Technology

Cable channels

Flat-screen TV

Telephone

Outdoors

BBQ facilities

Garden

Outdoor furniture

Picnic area

Sun deck

Parking

Free parking

Parking On Site

Free

Room Amenities

Fan

Iron

Sofa bed

Services

Wake-up service

Spa

Beach chairs/Loungers

Free

Fitness

Fitness center

Additional fee

Hot tub

Free

Outdoor swimming pool

Additional fee

Waterslide

Transportation

Free shuttle

Stay rules - Calypso Cay Vacation Villas

From

$91
  • Check-in / Check-out

  • Pets

  • Internet

  • Age restrictions

  • Curfew

  • Parking

  • Reservations

  • 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 $91. 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.

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.