Cypress Gardens vacation rentals

We found 736 vacation rentals — enter your dates for availability

Discover a selection of 21 homes and other vacation rentals in Cypress Gardens that are perfect for your trip. Whether you're staying in a vacation rental with a group or just with your pet, you'll find the amenities you need and want, such as parking and air conditioning. You'll be sure to find a rental for everyone's needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - Cypress Gardens

Showing deals for:Jul 17 - Jul 24

Image gallery for Heated Pool, Arcade with PS5, 5min from Legoland-Stylish LakeHome

Living area
10 out of 10, Exceptional, (11 reviews)
Exceptional
(11 reviews)

Heated Pool, Arcade with PS5, 5min from Legoland-Stylish LakeHome

Winter Haven

8% off
Price is $363
$2,542 for 7 nights
All fees included
Heated Pool, Arcade with PS5, 5min from Legoland-Stylish LakeHome

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Find out more about Cypress Gardens

Why visit Cypress Gardens

  • Stunning outdoor activities: Cypress Gardens features beautiful lakes and parks perfect for relaxation and adventure.
  • Family-friendly attractions: Enjoy a variety of experiences tailored for families, making it an ideal destination for all ages.
  • Charming village atmosphere: The area offers a warm, inviting environment with friendly locals and rich heritage.
  • Diverse accommodation options: Choose from vacation homes, villas, and condos, many with access to pools for relaxation.
  • Nearby exploration: Discover neighboring cities and attractions, enhancing your memorable vacation experience.

Popular types of accommodation in Cypress Gardens

If you're looking for the perfect getaway in Cypress Gardens, you're in luck. Our vacation rentals include a variety of options such as houses, villas, and condos. Whether you're searching for available apartments or wanting to explore Cypress Gardens hotels, we have something for everyone. Plus, many of our rentals come with access to a refreshing swimming pool, ensuring a relaxing stay. Discover your ideal vacation rental today.

  • Houses: The top choice for travelers to Cypress Gardens, offering spacious living for families, groups, or couples seeking privacy.
  • Villas: A luxurious second option, these elegant homes provide upscale amenities and beautiful surroundings.
  • Condos: Third in popularity, condos offer a comfortable and convenient stay with access to shared facilities.
  • Apartments: A practical fourth choice, apartments are ideal for those looking for a home-like atmosphere during their visit.
  • Cottages: The fifth favorite, these quaint retreats promise a cozy and charming getaway experience.**

Top attractions near Cypress Gardens

Cypress Gardens, Florida, offers a fantastic vacation for families and adventure seekers alike. With its beautiful lakes, amusement parks, and urban parks, there are plenty of outdoor activities to enjoy. Visitors can explore the iconic Cypress Gardens and indulge in a variety of experiences tailored for families and outdoor enthusiasts. Whether you're looking to relax by the water or seek thrilling adventures, Cypress Gardens has something for everyone.

  • LEGOLAND® Florida: An exciting amusement park filled with interactive rides, themed attractions, and stunning LEGO displays. Perfect for families seeking adventure and outdoor fun, it's just 0.5 miles from Cypress Gardens.
  • Peppa Pig Theme Park Florida: A delightful theme park designed for young children, featuring rides and attractions inspired by the beloved Peppa Pig series. With a focus on family entertainment, it's located 0.9 miles away.
  • Winter Haven Hospital: A comprehensive medical center offering quality healthcare services. While primarily a medical facility, it has a welcoming atmosphere for families, situated 3 miles from Cypress Gardens.

Things to do recommended for couples

For a romantic getaway in Cypress Gardens, consider a round of golf at the luxurious Ridgewood Lakes Golf and Country Club, located 14 miles away. Enjoy the serene surroundings and impeccable service, perfect for couples seeking relaxation and quality time together.

Things to do recommended for families

Your family will love the thrilling water ski shows at Cypress Gardens, explore the beautiful botanical gardens, and enjoy a fun day at Legoland Florida, which is nearby. Don’t miss the chance to take a scenic boat tour through the picturesque waterways.

Things to do recommended for groups

Explore the stunning botanical gardens and enjoy a picturesque boat tour through the scenic waterways. For some thrills, try the exciting water ski shows or take a group hike on the nearby trails for a taste of Florida's natural beauty.

*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 in Cypress Gardens

When planning your trip—whether you're traveling with a group, as a family, bringing along pets, or seeking extended stays—it's important to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Cypress Gardens with a group: Think about how many bedrooms you'll require and any additional features you might want, like a full kitchen or outdoor space for group gatherings. Luckily, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Cypress Gardens with young kids: Traveling with little ones can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, you should think about how close you are to family-friendly attractions.
  • Taking your pets with you to Cypress Gardens: For many, a family vacation wouldn't feel complete without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds to ensure that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Cypress Gardens: If you're in search of vacation rentals that offer great deals 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 rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Cypress Gardens

Cypress Gardens, Florida, offers a delightful blend of family-friendly activities and stunning outdoor adventures. Nestled in a charming village atmosphere, it's an ideal retreat for those seeking relaxation and rich heritage. Nearby cities and neighborhoods provide a warm welcome, ensuring a memorable vacation filled with friendly faces and budget-friendly options. Whether you're exploring the lush landscapes or enjoying local attractions, Cypress Gardens is a perfect destination for an unforgettable getaway.

  • Winter Haven: Nestled in the heart of Florida, Winter Haven is a vibrant city known for its family-friendly atmosphere and outdoor adventures. As the home of Cypress Gardens, this city offers a perfect blend of relaxation and excitement. Visitors can enjoy popular attractions such as the nearby amusement park and beautiful lakes that provide opportunities for fishing and boating. Shopping enthusiasts will find a variety of local shops and dining options, making it a great spot for a leisurely day out. With its scenic views and welcoming community, Winter Haven is an ideal base for your Florida getaway.
  • Eloise: Located just 3 miles from Cypress Gardens, the charming village of Eloise offers a peaceful retreat with plenty of outdoor activities for families. This quaint area is known for its recreational spots, where you can enjoy picnics and nature walks. Eloise provides easy access to major attractions, including a nearby theme park that promises fun for all ages. The village exudes a friendly vibe, making it a great place to unwind after a day of adventure and explore the picturesque surroundings.
  • Davenport: Situated about 12 miles from Cypress Gardens, Davenport is a lively city that caters to families looking for entertainment and outdoor fun. Known for its stunning golf courses and resorts, this area is perfect for both relaxation and recreation. Visitors can explore the local attractions, including a theme park and beautiful beaches, ensuring a mix of excitement and leisure. Davenport's welcoming atmosphere and variety of activities make it a fantastic destination for tourists seeking a memorable vacation experience.

Best time to go to Cypress Gardens

If you're planning a trip to Cypress Gardens, it's a good idea to check both the weather and property rates. The warmest months are July and August. Peak season runs from January to March, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January60.8°F (16.0°C)Light RainMostly SunnySlightly HighAverage
February64.9°F (18.3°C)No Rain (Dry)Mostly SunnySlightly HighSlightly Low
March67.8°F (19.9°C)Light RainMostly SunnySlightly HighAverage
April73.0°F (22.8°C)Light RainMostly SunnyAverageSlightly High
May77.5°F (25.3°C)Light RainMostly SunnyAverageAverage
June81.0°F (27.2°C)Moderate RainMostly SunnyAverageAverage
July82.0°F (27.8°C)Moderate RainMostly SunnyAverageSlightly High
August82.0°F (27.8°C)Moderate RainMostly SunnyAverageAverage
September79.9°F (26.6°C)Moderate RainMostly SunnyAverageSlightly Low
October74.8°F (23.8°C)Light RainMostly SunnySlightly LowSlightly Low
November68.4°F (20.2°C)No Rain (Dry)Mostly SunnySlightly LowAverage
December64.6°F (18.1°C)No Rain (Dry)Mostly SunnySlightly LowSlightly High

Booking with Vrbo is simple

Are you hoping to save money on your upcoming trip? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, booking a longer stay can lead to considerable savings. To discover a Vrbo property that suits your budget, utilize our filters to sort by price, location, and the type of vacation rental you prefer.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new trips, pick up right where you left off, and manage your travel arrangements. You can easily find properties you've saved or booked under Potential, Upcoming, or Current Trips. To start using Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Choose a vacation rental for your Cypress Gardens getaway

Experience the unique character of Cypress Gardens with a stay in a vacation home rental. You'll find plenty to explore during your stay in the area. If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around Cypress Gardens

Are you searching for attractions to visit in the city? Venture out of your vacation home and experience everything that makes Cypress Gardens a fun place to get away. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • LEGOLAND® Florida (0.5 mi / 0.8 km)
  • Peppa Pig Theme Park Florida (0.9 mi / 1.4 km)
  • Mountain Lake (7.2 mi / 11.6 km)
  • Southern Dunes Golf and Country Club (9.7 mi / 15.7 km)
  • Lake Myrtle Sports Complex (10.4 mi / 16.8 km)
  • White Heron Golf Club (13.9 mi / 22.4 km)

Exploring the natural landscape of Cypress Gardens

Whether you're an active traveler or just want to spend some time taking in the scenery, Cypress Gardens is a great place to spend some time outside. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Auburndale City Park (7.5 mi / 12.1 km)
  • Bok Tower Gardens (8.2 mi / 13.2 km)
  • Crystal Lake (9.1 mi / 14.7 km)
  • Lake Wailes Park (9.8 mi / 15.8 km)
  • The Circle B Bar Reserve (11.2 mi / 18 km)
  • Sanlan Bird and Wildlife Sanctuary (12.7 mi / 20.4 km)

Transportation to and around Cypress Gardens

The nearest airport is in Lakeland Intl. Airport (LAL), located 19.8 mi (31.8 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to Kissimmee, FL (ISM-Kissimmee Gateway), which is 25.5 mi (41.1 km) away.

Frequently asked questions

What is the best area to stay in Cypress Gardens, Florida, United States of America when booking a vacation rental?
When considering a vacation rental in Cypress Gardens, Florida, the area around the iconic Cypress Gardens itself is an excellent choice. This neighborhood is known for its beautiful botanical gardens and serene waterways, making it a great spot for nature lovers. Visitors can enjoy the stunning landscapes and take part in various outdoor activities, such as paddle boating or simply strolling through the picturesque gardens.

Another appealing area is close to the Legoland Florida Resort, which offers a fantastic experience for families, with its rides, attractions, and Lego-themed activities. This vibrant neighborhood is filled with a range of properties, providing plenty of options for travelers looking to immerse themselves in the local attractions.

Overall, both areas offer a delightful blend of nature and entertainment, ensuring a memorable stay in Cypress Gardens.
How much does it cost to rent a vacation home in Cypress Gardens?
Prices for vacation rentals in Cypress Gardens vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Cypress Gardens to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Cypress Gardens vacation house rentals?
You can find great discounts on house rentals in Cypress Gardens on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I find long-stay vacation rentals in Cypress Gardens?
A long-stay vacation rental in Cypress Gardens is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there any Cypress Gardens vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Cypress Gardens with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
When is the best time to visit Cypress Gardens for a vacation rental?
The most popular time to visit Cypress Gardens is during the peak season from January to March, particularly in March when the weather is pleasantly warm and the gardens are in full bloom. This vibrant period attracts travelers eager to enjoy the stunning botanical displays, family-friendly attractions, and the lush landscapes that Cypress Gardens has to offer.

During this time, visitors can expect temperatures ranging from the mid-50s to the low 80s Fahrenheit, creating ideal conditions for outdoor activities like strolling through the gardens, enjoying a boat ride, or participating in various seasonal events. The lively option is complemented by plenty of opportunities for sightseeing, making it a great choice for families and couples alike.

For those looking for a more budget-friendly option, October can be a wonderful time to visit. While the weather is still warm and inviting, the crowds have thinned out, allowing for a more relaxed experience while exploring the gardens and nearby attractions. Plus, you'll have the chance to enjoy the changing autumn colors in the foliage.

Ultimately, the best time for a vacation rental in Cypress Gardens will depend on your preference for vibrant activity during peak season or a quieter, more tranquil experience in the fall.
How early should I book a Cypress Gardens vacation rental?
Book your Cypress Gardens vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Cypress Gardens, Florida, United States of America?
In Cypress Gardens, Florida, visitors can explore a variety of attractions that showcase the area's natural beauty and recreational opportunities. The most famous site is the historic Cypress Gardens, known for its beautiful botanical gardens and scenic waterways, where guests can enjoy boat rides and picturesque landscapes. Nearby, the Legoland Florida Resort offers family-friendly fun with rides, attractions, and interactive experiences, making it a great destination for those traveling with children.

For those interested in outdoor activities, the area surrounding Lake Eloise provides opportunities for fishing, picnicking, and enjoying nature trails. The nearby Bok Tower Gardens features a stunning carillon tower and beautiful gardens that are superb for leisurely strolls.
Can I change or cancel my Cypress Gardens home rental booking on Vrbo?
To find Cypress Gardens vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Cypress Gardens vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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