

Calypso Cay Resort
Calypso Cay Resort
Kissimmee, FL
9.6
#1 in Best Experience
4783 reviews |
4.5-star resort
9.6
#1 in Best Experience
4783 reviews |
4.5-star resort
Calypso Cay Resort
Calypso Cay Resort
Regular Rate:
$987
TODAY ONLY
$79
$79
Resort Review Rate
Resort Review Rate
Per Couple or Group of 4
Open Dated for 18 Months
Firm Booking Guarantee - No Blackout Dates
Enjoy 3 Nights in a Spacious Resort Suite
Just 5.8 Miles From Walt Disney World
Free WiFi & Free On-Site Parking
3 Heated Pools, 3 Waterslides & 18-Hole Mini-Golf
Tiki Bar & Grill Plus Calypso Market On-Site
Per Couple or Group of 4
Open Dated for 18 Months
Firm Booking Guarantee - No Blackout Dates
Enjoy 3 Nights in a Spacious Resort Suite
Just 5.8 Miles From Walt Disney World
Free WiFi & Free On-Site Parking
3 Heated Pools, 3 Waterslides & 18-Hole Mini-Golf
Tiki Bar & Grill Plus Calypso Market On-Site
Per Couple or Group of 4
Open Dated for 18 Months
Firm Booking Guarantee - No Blackout Dates
Enjoy 3 Nights in a Spacious Resort Suite
Just 5.8 Miles From Walt Disney World
Free WiFi & Free On-Site Parking
3 Heated Pools, 3 Waterslides & 18-Hole Mini-Golf
Tiki Bar & Grill Plus Calypso Market On-Site
HERE'S WHAT OUR CUSTOMERS
SAY ABOUT US
HERE'S WHAT OUR
CUSTOMERS SAY
ABOUT US
HERE'S WHAT OUR
CUSTOMERS SAY
ABOUT US






What’s the catch?
As your Voyage Companion, we’re here to assure you there’s no catch at all! Our resort preview rate includes a thrilling 90-120 minute resort preview, usually planned for the second or third day of your trip.
It’s a straightforward exchange – you save thousands by investing a bit of your time. The resort aims to win your heart for future travels by demonstrating the splendor of their properties. And don’t worry, you’re under no obligation to purchase anything.
Simply book now or give one of our live agents a call today. Once you do, you’ll receive your vacation confirmation right away. It’s all about making your vacation experience both affordable and unforgettable!



Calypso Cay Resort
AWAITS YOU
Calypso Cay Resort is a Caribbean-themed family escape on Bonfire Beach Drive in Kissimmee, set among palm-shaded gardens, pastel-painted villa buildings, and three heated lagoon-style pools. The main pool deck is flanked by two zero-entry sections, three open waterslides, two hot tubs, and a thatched Tiki Bar & Grill that pours frozen cocktails and serves poolside bites. Guests staying in the 1, 2, and 3-bedroom suites get full kitchens, separate living rooms, and walking access to an 18-hole mini-golf course, a sand volleyball court, a lighted basketball court, and the Castaway Cove rope course, climbing wall, and zip line.
The resort sits 5.8 miles - about a 10-minute drive - from Walt Disney World, with Universal Studios, Volcano Bay, SeaWorld, and Animal Kingdom all within 15 minutes. Kissimmee's Old Town strip is a short hop east for classic car shows and family arcades, and Disney Springs plus the Orlando Premium Outlets are a quick drive west for dining and shopping. Orlando International Airport (MCO) is a straight 26-minute shot up the 417. The Calypso Market on-site sells Starbucks coffee, pizza, ice cream, and pool floats, so morning park runs and late-night snack runs both stay simple.
Calypso Cay Resort is a Caribbean-themed family escape on Bonfire Beach Drive in Kissimmee, set among palm-shaded gardens, pastel-painted villa buildings, and three heated lagoon-style pools. The main pool deck is flanked by two zero-entry sections, three open waterslides, two hot tubs, and a thatched Tiki Bar & Grill that pours frozen cocktails and serves poolside bites. Guests staying in the 1, 2, and 3-bedroom suites get full kitchens, separate living rooms, and walking access to an 18-hole mini-golf course, a sand volleyball court, a lighted basketball court, and the Castaway Cove rope course, climbing wall, and zip line.
The resort sits 5.8 miles - about a 10-minute drive - from Walt Disney World, with Universal Studios, Volcano Bay, SeaWorld, and Animal Kingdom all within 15 minutes. Kissimmee's Old Town strip is a short hop east for classic car shows and family arcades, and Disney Springs plus the Orlando Premium Outlets are a quick drive west for dining and shopping. Orlando International Airport (MCO) is a straight 26-minute shot up the 417. The Calypso Market on-site sells Starbucks coffee, pizza, ice cream, and pool floats, so morning park runs and late-night snack runs both stay simple.
Don’t Miss Out. Sale Ends in
Don’t Miss Out. Sale Ends in
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Regular Rate:
$987
TODAY ONLY
$79
$79
Resort Review Rate
Resort Review Rate
why Stay Here
Choose a 1-bedroom suite for 4, a 2-bedroom for 6, or a 3-bedroom for 8 guests
Each suite comes with a full kitchen, separate living area, and dining table
Wake up steps from three heated pools with two zero-entry sections for little kids
Send the older kids down three open waterslides while you settle into a hot tub
Tee off across the 18-hole mini-golf course built into the palm-lined walkways
Order frozen daiquiris and shareable plates at the thatched Tiki Bar & Grill
Stop by Calypso Market for Starbucks coffee, pizza, and beach essentials
Test your nerve on the climbing wall and zip line at on-site Castaway Cove Adventure Park
Stroll the 24-hour-staffed property under palm trees with covered cabanas and grilling stations
Drive 10 minutes to Magic Kingdom, 15 to Universal, or 26 to Orlando International Airport
Choose a 1-bedroom suite for 4, a 2-bedroom for 6, or a 3-bedroom for 8 guests
Each suite comes with a full kitchen, separate living area, and dining table
Wake up steps from three heated pools with two zero-entry sections for little kids
Send the older kids down three open waterslides while you settle into a hot tub
Tee off across the 18-hole mini-golf course built into the palm-lined walkways
Order frozen daiquiris and shareable plates at the thatched Tiki Bar & Grill
Stop by Calypso Market for Starbucks coffee, pizza, and beach essentials
Test your nerve on the climbing wall and zip line at on-site Castaway Cove Adventure Park
Stroll the 24-hour-staffed property under palm trees with covered cabanas and grilling stations
Drive 10 minutes to Magic Kingdom, 15 to Universal, or 26 to Orlando International Airport
Don’t Miss Out. Sale Ends in
Don’t Miss Out. Sale Ends in
00
:
00
:
00
00
:
00
:
00
Regular Rate:
$987
TODAY ONLY
$79
$79
Resort Review Rate
Resort Review Rate
As Seen On:






Calypso Cay Resort
Calypso Cay Resort
Calypso Cay Resort positions itself for multigenerational Orlando vacations where families want condo-style space without a long Disney commute. The 1, 2, and 3-bedroom suites sleep four to eight guests and let cousins, grandparents, and parents share a kitchen, two bathrooms, and separate sleeping zones for a price most theme-park hotels can't match. With the pool deck, mini-golf, and Castaway Cove on property, kids stay entertained on rest-from-the-parks days while adults relax under a thatched cabana.
Calypso Cay Resort positions itself for multigenerational Orlando vacations where families want condo-style space without a long Disney commute. The 1, 2, and 3-bedroom suites sleep four to eight guests and let cousins, grandparents, and parents share a kitchen, two bathrooms, and separate sleeping zones for a price most theme-park hotels can't match. With the pool deck, mini-golf, and Castaway Cove on property, kids stay entertained on rest-from-the-parks days while adults relax under a thatched cabana.
Amenities
3 heated outdoor pools with 2 zero-entry sections
3 open waterslides at the main pool deck
2 hot tubs steps from the pool
18-hole mini-golf course winding through palms
Sand volleyball court & lighted basketball court
Outdoor playground with shaded benches
Fitness center for cardio and strength training
Castaway Cove rope course, climbing wall & zip line
Tiki Bar & Grill for cocktails and poolside bites
Calypso Market with Starbucks, pizza & ice cream
Thatched cabanas with Adirondack-chair lounge seating
Grilling stations and covered picnic areas
Complimentary Wi-Fi throughout the resort
Free self-parking at every villa building
24-hour front desk and on-site security
1, 2 & 3-bedroom suites with full kitchens
5.8 miles from Walt Disney World
15 minutes to Universal Studios and Volcano Bay
3 heated outdoor pools with 2 zero-entry sections
3 open waterslides at the main pool deck
2 hot tubs steps from the pool
18-hole mini-golf course winding through palms
Sand volleyball court & lighted basketball court
Outdoor playground with shaded benches
Fitness center for cardio and strength training
Castaway Cove rope course, climbing wall & zip line
Tiki Bar & Grill for cocktails and poolside bites
Calypso Market with Starbucks, pizza & ice cream
Thatched cabanas with Adirondack-chair lounge seating
Grilling stations and covered picnic areas
Complimentary Wi-Fi throughout the resort
Free self-parking at every villa building
24-hour front desk and on-site security
1, 2 & 3-bedroom suites with full kitchens
5.8 miles from Walt Disney World
15 minutes to Universal Studios and Volcano Bay
HERE'S WHAT OUR CUSTOMERS SAY ABOUT US



TRAVEL WITH PEACE OF MIND
The Calypso Cay Orlando Experience
Ride Disney's Magic Kingdom castle 10 minutes from your front door
Watch dolphins underwater at SeaWorld Orlando just minutes away
Surf the wave pool and slide Krakatau at Universal's Volcano Bay water park
Explore the Tree of Life and safari trails at Disney's Animal Kingdom
Cruise classic muscle cars and grab fried Twinkies at Old Town Kissimmee
Return to the resort for sunset swims, frozen daiquiris, and thatched-cabana naps
The Calypso Cay Orlando Experience
Ride Disney's Magic Kingdom castle 10 minutes from your front door
Watch dolphins underwater at SeaWorld Orlando just minutes away
Surf the wave pool and slide Krakatau at Universal's Volcano Bay water park
Explore the Tree of Life and safari trails at Disney's Animal Kingdom
Cruise classic muscle cars and grab fried Twinkies at Old Town Kissimmee
Return to the resort for sunset swims, frozen daiquiris, and thatched-cabana naps
SOME OF OUR HOTEL PARTNERS
SOME OF OUR
HOTEL PARTNERS













Customer REVIEWS
Customer
REVIEWS
EXCELLENT Based on 53904 reviews Posted on Huy NgoDecember 8, 2025Trustindex verifies that the original source of the review is Google. Great help from Daushua B.Posted on Mary Anne HallDecember 8, 2025Trustindex verifies that the original source of the review is Google. Customer service very helpful and knowledgeablePosted on Steven SDecember 8, 2025Trustindex verifies that the original source of the review is Google. I love this woman's spirit. She's very persistent and she don't give up. She actually had to send me a reminder to do her a review but I don't mind. Her service was excellent. I've just been busy, but Candace you were absolutely amazing and you are very helpful. Even though it's been a couple of weeks since I called Monster. I spirit you always responding to my emails. Great job!Posted on Menchu GoDecember 8, 2025Trustindex verifies that the original source of the review is Google. Call i did to Monster Reservations to go to San Francisco for holidays. Candace Bowe helped me even though I don't speak English good. She patient and kind. I hope she can help me later on.Posted on Amiyah PhillyDecember 8, 2025Trustindex verifies that the original source of the review is Google. Candace B is a very nice personPosted on Nova PriceDecember 8, 2025Trustindex verifies that the original source of the review is Google. Candace B did a very good job helping me with my hotelPosted on Kamiya TweetyDecember 8, 2025Trustindex verifies that the original source of the review is Google. Candace B does very well and is patient I love her !Posted on Baby GirlDecember 8, 2025Trustindex verifies that the original source of the review is Google. Candace b did a great job !Posted on Shanice SmallsDecember 8, 2025Trustindex verifies that the original source of the review is Google. Asia Wright Was GREAT ! She listened & was able to help me with my issue.Posted on Aniyah TweetyDecember 8, 2025Trustindex verifies that the original source of the review is Google. Candace B. is s great customer service person. She was patient and easy to talk to.

VACATION WITH IMPACT
A Portion of All Vacation Deal Hub Proceeds Goes Directly to Oceana and Australian Koala Foundation
Oceana is dedicated to protecting and restoring the world’s oceans on a global scale
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