Calypso Cay Resort holiday lettings

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Why visit Calypso Cay Resort

  • Proximity to Theme Parks: Enjoy easy access to renowned attractions such as Disney World, providing endless fun for families.
  • Cultural Experiences: Explore local arts centres that offer a touch of culture alongside your holiday adventure.
  • Variety of Accommodations: Choose from spacious holiday rentals, luxurious villas, or convenient condos to suit your needs.
  • Welcoming Neighbourhoods: Experience the friendly atmosphere of Kissimmee’s charming local communities.
  • Coastal Day Trips: Take a relaxing excursion to Cocoa Beach for a delightful seaside escape.

Popular types of accommodation around Calypso Cay Resort

At Calypso Cay Resort, we offer a delightful selection of holiday rentals to suit every traveller's needs. Whether you prefer the spaciousness of houses, the luxury of villas, or the convenience of condos, our Calypso Cay vacation villas in Kissimmee are sure to provide an unforgettable experience. Explore our range of options to find the perfect villa at Calypso Cay Resort for your next getaway.

  • Houses: The top choice for visitors at Calypso Cay Resort, ideal for families or groups seeking comfort and privacy.
  • Villas: These luxurious accommodations come second, offering spacious living and upscale amenities for a delightful stay.
  • Condos: A popular option for those who prefer a blend of home-like convenience and resort-style living.
  • Apartments: A practical choice for couples or solo travellers looking for a compact and convenient stay.
  • Cottages: These charming abodes are perfect for a quaint, homely experience amidst the excitement.**

Top attractions near Calypso Cay Resort

Calypso Cay Resort in Kissimmee, Florida, offers a delightful array of attractions for families and culture enthusiasts alike. Visitors can explore nearby theme parks and amusement parks, providing endless entertainment and adventure. Additionally, the local arts centres add a cultural touch, ensuring there's something for everyone to enjoy during their stay.

  • Walt Disney World® Resort: A magical theme park filled with enchanting attractions, thrilling rides, and beloved characters, perfect for families seeking fun and adventure, located 5.0km from Calypso Cay Resort.
  • Orange County Convention Center: A hub of culture, this arts centre hosts a variety of events, exhibitions, and showcases, offering a glimpse into the vibrant local arts scene, situated 3.7km away.
  • Universal CityWalk: A lively tourist precinct featuring a mix of dining, shopping, and entertainment options, ideal for families and outdoor enthusiasts, located 5.6km from Calypso Cay Resort.

Things to do recommended for couples

For a romantic getaway near Calypso Cay Resort, enjoy a delightful evening at Pirate's Dinner Adventure, just 5.0km away. For some fun, try Congo River Golf, only 621m away. Don’t forget to visit True Blue Winery, 9.3km away, for a charming wine tasting experience.

Things to do recommended for families

Your family will have a fantastic time at Calypso Cay Resort, with thrilling adventures at the ESPN Wide World of Sports Complex, splashing fun at Aquatica waterpark, and exciting escapades at Wonderworks. Each attraction offers unique experiences, perfect for making lasting memories together.

Things to do recommended for groups

Explore the vibrant Disney Springs™, merely 1.9km from Calypso Cay Resort, for shopping and dining. Visit Old Town, just 1.2km away, for entertainment and family fun. For sports enthusiasts, the Mystic Dunes Golf Club, located 5.0km from the resort, offers excellent outdoor golfing experiences.

What do I need to keep in mind when booking a vacation around Calypso Cay Resort

If you're travelling with a group, family, pets, or planning an extended stay, it's important to apply the right filters to suit your needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Calypso Cay Resort with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily apply filters for all these options and more on Vrbo.
  • Traveling to Calypso Cay Resort with young kids: Travelling with young children can be quite demanding. It’s essential to prioritise their comfort and safety, along with suitable amenities for their age, such as a private swimming pool. Additionally, it’s wise to think about how close you are to attractions that cater to families.
  • Taking your pets with you to Calypso Cay Resort: For many, a family holiday isn’t truly fulfilling without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels completely at home.
  • Planning for a long term stay visiting Calypso Cay Resort: If you're in search of holiday rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include features like a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay near Calypso Cay Resort

Your holiday at Calypso Cay Resort in Kissimmee, Florida, promises an unforgettable Floridian experience. This vibrant area is perfect for families, with attractions like Disney World nearby, offering a delightful mix of excitement and relaxation. Explore the charming local neighbourhoods, where friendly people create a welcoming atmosphere. For a change of scenery, a day trip to Cocoa Beach provides a lovely coastal escape. Enjoy the ideal blend of adventure and tranquillity during your stay.

  • Kissimmee: Situated a mere 3.7km from Calypso Cay Resort, Kissimmee is a vibrant city that welcomes families and business travellers alike. Known for its proximity to world-famous attractions, visitors can enjoy a diverse range of entertainment options. From sprawling shopping centres to luxurious resorts, the area is filled with amenities that cater to all. Notable landmarks include thrilling theme parks, a renowned film studio, and even beautiful beaches, making it a perfect spot for a fun-filled day out or a leisurely evening stroll.
  • Lake Buena Vista: Located just 3.1km from Calypso Cay Resort, Lake Buena Vista is a bustling city that offers an array of family-friendly and business-oriented experiences. This area is well-known for its luxurious resorts and extensive shopping opportunities, ensuring visitors have everything they need at their fingertips. The local attractions include exciting theme parks, a popular film studio, and a sports stadium, making it an ideal destination for those seeking both entertainment and relaxation.
  • Indian Wells: Just 497m from Calypso Cay Resort, Indian Wells is a charming neighbourhood that combines a family-friendly atmosphere with vibrant entertainment options. Visitors can explore a delightful arts centre, indulge in shopping, and relax at the nearby resorts. The area is rich with attractions, including theme parks, a film studio, and conference venues, providing an engaging experience for families and business travellers alike. Indian Wells is perfect for those looking to immerse themselves in local culture while enjoying recreational activities.

Best time to go to Calypso Cay Resort

If you're planning a trip to Calypso Cay Resort, it's a good idea to check both the weather and property rates. The warmest months are August and August. Peak season runs in February, February to March, March, July and July, while off-peak times, like September, September to October, October to November and November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January60.6°F (15.9°C)Light RainMostly SunnyAverageAverage
January60.6°F (15.9°C)Light RainMostly SunnyAverageAverage
February64.4°F (18.0°C)Light RainMostly SunnySlightly HighSlightly Low
February64.4°F (18.0°C)Light RainMostly SunnySlightly HighSlightly Low
March67.6°F (19.8°C)Light RainMostly SunnySlightly HighAverage
March67.6°F (19.8°C)Light RainMostly SunnySlightly HighAverage
April72.7°F (22.6°C)Light RainMostly SunnyAverageAverage
April72.7°F (22.6°C)Light RainMostly SunnyAverageAverage
May77.2°F (25.1°C)Light RainMostly SunnyAverageAverage
May77.2°F (25.1°C)Light RainMostly SunnyAverageAverage
June81.1°F (27.3°C)Light RainMostly SunnyAverageSlightly High
June81.1°F (27.3°C)Light RainMostly SunnyAverageSlightly High
July82.4°F (28.0°C)Moderate RainMostly SunnySlightly HighSlightly High
July82.4°F (28.0°C)Moderate RainMostly SunnySlightly HighSlightly High
August82.6°F (28.1°C)Moderate RainMostly SunnyAverageAverage
August82.6°F (28.1°C)Moderate RainMostly SunnyAverageAverage
September80.4°F (26.9°C)Moderate RainMostly SunnySlightly LowSlightly Low
September80.4°F (26.9°C)Moderate RainMostly SunnySlightly LowSlightly Low
October75.2°F (24.0°C)Light RainMostly SunnySlightly LowSlightly Low
October75.2°F (24.0°C)Light RainMostly SunnySlightly LowSlightly Low
November68.5°F (20.3°C)Light RainMostly SunnySlightly LowAverage
November68.5°F (20.3°C)Light RainMostly SunnySlightly LowAverage
December64.4°F (18.0°C)No Rain (Dry)Mostly SunnyAverageSlightly High
December64.4°F (18.0°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is a breeze

Are you keen to save on your upcoming journey? Consider being flexible with your travel dates, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, make use of our filters to organise your search by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new adventures, pick up from where you last paused, or review and arrange your travel plans. You can easily access properties you've saved and booked, now neatly categorised under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

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