Calypso Cay Resort holiday rentals

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Why visit Calypso Cay Resort

  • Family Fun: Enjoy a range of family-friendly activities, including water slides and expansive pools.
  • Outdoor Leisure: Engage in outdoor pursuits like golfing and lake activities within the resort grounds.
  • Relaxation and Recreation: Unwind in spacious recreational areas designed for both quiet relaxation and active fun.
  • Local Cultural Experience: Immerse yourself in a warm, friendly atmosphere with a touch of local charm.
  • Comfortable Accommodations: Experience the ultimate comfort with a variety of private holiday homes and villas.

Popular types of accommodation around Calypso Cay Resort

Discover Calypso Cay Resort in Kissimmee, Florida, where you’ll find a selection of private holiday homes, villas and condos. Enjoy the charming calypso cay holiday villas and calypso cay resort holiday villas, complete with a resort playground for fun and convenience. Experience the ultimate comfort and delight in the holiday villas, ensuring a truly memorable stay at Calypso Cay Resort.

  • Private Holiday Homes: The top choice for holiday rentals, offering spacious and comfortable living, ideal for families or groups seeking privacy.
  • Villas: A luxurious option, villas provide beautiful settings and amenities for those desiring a lavish getaway.
  • Condos: Perfect for couples or small families, condos offer a blend of convenience and community living.
  • Apartments: A practical choice, apartments provide essential amenities for a home-like experience during your stay.
  • Cottages: Charming and quaint, cottages offer a serene retreat for those looking to unwind in a cosy atmosphere.**

Top attractions near Calypso Cay Resort

Calypso Cay Resort in Kissimmee, Florida, offers a delightful mix of attractions and experiences for visitors. Guests can enjoy family-friendly activities, explore nearby theme parks, and indulge in outdoor pursuits like golfing and lake activities. This vibrant destination caters to those seeking both cultural experiences and outdoor fun, making it an ideal spot for travellers looking to create lasting memories.

  • Walt Disney World® Resort: A magical theme park featuring enchanting attractions, beloved characters, and family-friendly entertainment, perfect for creating unforgettable memories.
  • Lake Bryan: A picturesque lake offering serene beaches and stunning scenery, ideal for outdoor activities and romantic picnics amidst nature's beauty.
  • Universal CityWalk: A vibrant tourist precinct packed with dining, shopping, and entertainment options, providing a lively atmosphere for families to enjoy together.

Things to do recommended for couples

Seeking romance near Calypso Cay Resort? Enjoy a sunset stroll at Lake Tohopekaliga, or indulge in a couple's spa day. For a unique experience, take a hot air balloon ride and savour breathtaking views of Florida's landscape together. It's the perfect backdrop for creating lasting memories.

Things to do recommended for families

At Calypso Cay Resort, families can enjoy a delightful day in Kissimmee, exploring interactive attractions and local wildlife parks, offering an enriching experience for children and adults alike.

Things to do recommended for groups

Groups staying at Calypso Cay Resort can enjoy thrilling adventures at nearby theme parks like Walt Disney World and Universal Studios. For a more relaxed experience, consider a group picnic at Lake Tohopekaliga or explore local shops and eateries in charming downtown Kissimmee.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

Whether you're travelling with a group, as a family, with your pets, or seeking extended stays, be sure to select the appropriate filters. Here are some Stayz booking tips for you.

  • Traveling to Calypso Cay Resort with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and much more on Stayz.
  • Traveling to Calypso Cay Resort with young kids: Travelling with young children can be quite demanding. It's important to prioritise their comfort and safety, alongside suitable amenities like a private swimming pool. Additionally, it's wise to take into account your closeness to family-friendly attractions.
  • Taking your pets with you to Calypso Cay Resort: For some, a family holiday is not complete without the presence of their four-legged companion. If this resonates with you, then explore Stayz properties that welcome pets. Most pet-friendly properties offer feeding bowls and beds, ensuring everyone feels right at home.
  • Planning for a long term stay visiting Calypso Cay Resort: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider including amenities like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Calypso Cay Resort

Calypso Cay Resort in Kissimmee, Florida, offers an unforgettable holiday experience with its family-friendly atmosphere and engaging activities. Visitors can enjoy the resort's stunning pools, exciting water slides, and spacious recreational areas, perfect for relaxation and fun. This destination serves as an ideal base for exploring nearby attractions while immersing yourself in the warmth of friendly locals. Whether you seek a romantic escape or a fun-filled family getaway, Calypso Cay is the perfect Florida holiday retreat.

  • Orlando: Orlando is a bustling metropolis that offers a diverse range of attractions and experiences. Nestled in the heart of the region, it is celebrated for its family-friendly and entertainment-themed pursuits, as well as its tailored business experiences. Visitors can enjoy an array of activities including exploring expansive resorts, shopping at vibrant retail districts, and immersing themselves in the local arts scene. Iconic landmarks such as theme parks, film studios, and scenic beaches provide endless opportunities for adventure and relaxation.
  • Kissimmee: Kissimmee is a lively city that perfectly blends leisure with a dynamic urban experience. Known for its family-oriented and entertainment-centric atmosphere, this destination offers ample opportunities for shopping and recreational activities. The city's proximity to renowned theme parks, film studios, and beautiful beaches makes it an enticing locale for visitors looking to combine thrilling attractions with a touch of local charm. Whether you're interested in a day of retail exploration or cultural discovery, Kissimmee caters to a wide range of interests.
  • Lake Buena Vista: Located a mere 8km away, Lake Buena Vista is a charming city that welcomes travellers with a mix of family, entertainment, and business experiences. The area boasts a variety of retail spaces, including bustling shopping centres, and offers access to notable attractions such as theme parks, film studios, and a prominent sports facility stadium. Its close proximity to key attractions makes Lake Buena Vista a convenient and appealing destination for those seeking both leisure and lively urban pursuits.

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 month is August. Peak season runs in February to March and July, while off-peak times, like September to November tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January60.6°F (15.9°C)Light RainMostly SunnyAverageAverage
February64.4°F (18.0°C)Light RainMostly SunnySlightly HighSlightly Low
March67.6°F (19.8°C)Light RainMostly SunnySlightly HighAverage
April72.7°F (22.6°C)Light RainMostly SunnyAverageAverage
May77.2°F (25.1°C)Light RainMostly SunnyAverageAverage
June81.1°F (27.3°C)Light RainMostly SunnyAverageSlightly High
July82.4°F (28.0°C)Moderate RainMostly SunnySlightly HighSlightly High
August82.6°F (28.1°C)Moderate RainMostly SunnyAverageAverage
September80.4°F (26.9°C)Moderate 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
December64.4°F (18.0°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Stayz is simple

Are you hoping to save on your next adventure? Being flexible with your travel dates can be beneficial, as prices often vary. Additionally, booking a longer stay typically allows for significant savings. To discover the perfect Stayz property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Planning made easy

Stayz’s Trip Board provides a dedicated space where you can start new journeys, pick up where you left off, or review and manage your existing bookings. Your saved or confirmed properties are conveniently categorised into Potential, Upcoming, or Current Trips. For more details on Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.