Property building in Calypso Cay Vacation Villas

Calypso Cay Vacation Villas

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Hotel Highlights

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 $107 a night, you'll find the ideal home away from home at 4951 Calypso Cay Way, where both relaxation and excitement await!

Living room in Calypso Cay Vacation Villas
Living room in Calypso Cay Vacation Villas

Rooms

Three-Bedroom Villa in Calypso Cay Vacation Villas

Show 12 photos

1 King Size Bed

1 Sofa Bed

1 Queen Size Bed

2 Double Beds

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1260 sqft

Villa, Multiple Beds, 3 Bedroom

Kitchen

Private Bathroom

Bathtub

Private entrance

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

1 Sofa Bed

1 King Size Bed

2 Double Beds

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1110 sqft

Villa, 2 Bedroom

Kitchen

Private Bathroom

Bathtub

Private entrance

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

1 King Size Bed

1 Sofa Bed

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720 sqft

Villa

Kitchen

Private Bathroom

Bathtub

Private entrance

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.

Discover More

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!

Property building in Calypso Cay Vacation Villas
Garden view in Calypso Cay Vacation Villas

Experience the Best

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!

Bed in Calypso Cay Vacation Villas
Bedroom, Bed in Calypso Cay Vacation Villas

Plan Your Stay

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!

Restaurant/places to eat in Calypso Cay Vacation Villas
Restaurant/places to eat in Calypso Cay Vacation Villas

Amenities

Free parking

Business center

Restaurant

Free wifi

Free shuttle

Waterslide

Air conditioning

Bar

Bathroom in Calypso Cay Vacation Villas
Bathroom in Calypso Cay Vacation Villas

Pool

Outdoor

Swimming pool in Calypso Cay Vacation Villas
Swimming pool in Calypso Cay Vacation Villas

Restaurant

Tiki Bar & Grill

Family Friendly, American

Restaurant/places to eat in Calypso Cay Vacation Villas
Restaurant/places to eat in Calypso Cay Vacation Villas
Swimming pool in Calypso Cay Vacation Villas
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!

Joan

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!

Rebekah

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.

Jovalyn

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.

Tatiana

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.

David

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!

Joan

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!

Rebekah

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.

Jovalyn

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.

Tatiana

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.

David

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!

Joan

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!

Rebekah

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.

Jovalyn

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.

Tatiana

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.

David

Location

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

Reservations:

+1 (888) 385-8465

or
Calypso Cay Vacation Villas

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