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

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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

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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THIS ADVERTISING MATERIAL IS BEING USED FOR THE PURPOSE OF SOLICITING THE SALE OF TIMESHARE INTERESTS. THIS ADVERTISING MATERIAL IS BEING USED FOR THE PURPOSE OF SOLICITING THE SALE OF TIME-SHARE PROPERTY OR INTERESTS IN TIME-SHARE PROPERTY.Florida Seller of Travel License No. ST42014California Seller of Travel License No. 2153955-50Washington UBI #: 605-218-030 Reservations and customer support fulfilled by Monster Reservations Group.

©2026

| All Rights Reserved

THIS ADVERTISING MATERIAL IS BEING USED FOR THE PURPOSE OF SOLICITING THE SALE OF TIMESHARE INTERESTS. THIS ADVERTISING MATERIAL IS BEING USED FOR THE PURPOSE OF SOLICITING THE SALE OF TIME-SHARE PROPERTY OR INTERESTS IN TIME-SHARE PROPERTY.Florida Seller of Travel License No. ST42014California Seller of Travel License No. 2153955-50Washington UBI #: 605-218-030 Reservations and customer support fulfilled by Monster Reservations Group.

©2026

| All Rights Reserved

THIS ADVERTISING MATERIAL IS BEING USED FOR THE PURPOSE OF SOLICITING THE SALE OF TIMESHARE INTERESTS. THIS ADVERTISING MATERIAL IS BEING USED FOR THE PURPOSE OF SOLICITING THE SALE OF TIME-SHARE PROPERTY OR INTERESTS IN TIME-SHARE PROPERTY.Florida Seller of Travel License No. ST42014California Seller of Travel License No. 2153955-50Washington UBI #: 605-218-030 Reservations and customer support fulfilled by Monster Reservations Group.

©2026

| All Rights Reserved