Cypress Gardens vacation rentals

We found 808 vacation rentals — enter your dates for availability

Discover a selection of 20 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:Aug 15 - Aug 22
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Find out more about Cypress Gardens

Find out more about Cypress Gardens

Why visit Cypress Gardens

  1. Stunning Gardens: Explore the enchanting cypress trees and beautiful gardens, perfect for nature lovers.
  2. Family-Friendly Activities: Enjoy a variety of outdoor adventures that cater to all ages, ensuring fun for the whole family.
  3. Beach and Water Fun: Take advantage of nearby beach clubs and lakes for swimming and relaxing by the water.
  4. Golfing Excellence: Experience championship golf courses at Cypresswood Golf, ideal for golf enthusiasts.
  5. Diverse Accommodations: Choose from cozy vacation homes, modern condos, or luxury resorts to suit your stay.

Popular types of accommodation in Cypress Gardens

Looking for the perfect getaway in Cypress Gardens? You’re in the right place! Our vacation rentals offer a variety of accommodations including houses, apart-hotels, and condos. Whether you’re seeking luxury resorts or top-rated stays, we provide transparent information to help you choose the ideal Cypress Gardens hotel or resort for your needs. Enjoy your stay with confidence and savings!

  • Houses: The top choice for visitors in Cypress Gardens, offering spacious accommodations perfect for families or groups.
  • Condos: A popular option that combines comfort and convenience, ideal for travelers seeking a home-like atmosphere.
  • Apartments: A favored selection for solo travelers or couples, providing flexibility and easy access to local attractions.
  • Villas: A luxurious retreat for those looking to indulge in upscale amenities and privacy during their stay.
  • Cottages: A charming and cozy option, perfect for those wanting a quaint and intimate vacation experience.**

Top attractions in Cypress Gardens

Cypress Gardens, Florida, is perfect for family-friendly outdoor vacations filled with entertainment. Explore popular attractions like theme parks, lakes, and urban parks, catering to those seeking beach experiences or nature parks. Don't miss fun activities such as visiting the Cypress Gardens Skip, enjoying a beach club, or hitting the links at Cypresswood Golf, known for its championship courses. This destination promises a memorable getaway for all ages!

  1. LEGOLAND® Florida: A family-friendly theme park filled with colorful attractions and rides, perfect for kids and adults alike. Enjoy interactive experiences, themed areas, and impressive LEGO structures, all within a mile from Cypress Gardens.
  2. Bok Tower Gardens: A stunning historic tower set amidst lush gardens, showcasing beautiful flora and peaceful walking paths. Experience the serene atmosphere and cultural significance of this landmark, located 8 miles away.
  3. Rotary Park: An urban park ideal for families, offering playgrounds, picnic areas, and walking trails. Enjoy outdoor activities and the vibrant city vibes just 2 miles from Cypress Gardens.

Things to do recommended for couples

For a romantic getaway in Cypress Gardens, enjoy thrilling water sports at Chain Of Wakes, just a mile away. For the adventurous couple, Jump Florida Skydiving offers an exhilarating experience 6 miles away. Cap off your day with a wine tasting at True Blue Winery, 12 miles away, perfect for romance.

Things to do recommended for families

During your visit to Cypress Gardens, enjoy family-friendly activities like sports at Chain of Lakes Park, unwind at Sertoma Park, or have fun at Indigo's Billiards, Bowling & Games. These attractions offer a mix of adventure, relaxation, and sports vibes for the whole family.

Things to do recommended for groups

Experience the local culture at Theatre Winter Haven, just 2 miles from Cypress Gardens. Enjoy shopping and entertainment at Northgate Shopping Center, or hit the greens at Baytree Golf Club for some outdoor sports fun. Perfect activities for a memorable group vacation!

What do I need to keep in mind when booking a vacation in Cypress Gardens

When you're planning a trip—whether it's with friends, family, your pets, or for an extended stay—it's important to apply the right filters based on your priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Cypress Gardens with a group: Think about how many bedrooms you'll require, and consider additional features like a full kitchen or outdoor areas for group gatherings. The good news is that you can easily filter for these options and many more on Vrbo.
  • Traveling to Cypress Gardens with young kids: Traveling with young kids can be a bit tough. It's important to make sure they are comfortable and safe, and that you have access to suitable amenities, like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Cypress Gardens: For many families, a vacation wouldn’t feel complete without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Cypress Gardens: If you're in search of vacation 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 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 family-friendly vacation filled with outdoor adventures and entertainment. Explore the enchanting cypress trees and breathtaking gardens that make this area a hidden gem. Nearby cities provide a warm atmosphere with friendly locals and budget-friendly excursions. With sunny weather and a variety of activities, it's the perfect spot for a memorable holiday experience. Don't miss the chance to create lasting memories in this charming region!

  • Kissimmee: Located 27 miles from Cypress Gardens, Kissimmee is a vibrant city that serves as a gateway to family fun and entertainment. Known for its proximity to world-famous theme parks, Kissimmee offers a plethora of activities for visitors of all ages. The city is home to numerous resorts and shopping areas, making it a convenient stop for those looking to unwind or indulge in retail therapy. Explore the local attractions, including thrilling rides at nearby theme parks, catch a glimpse of film studios, or relax at beautiful beaches nearby.
  • Eloise: Just 3 miles from Cypress Gardens, Eloise is a charming city that invites families and outdoor enthusiasts alike. Ideal for a quick getaway, Eloise features a variety of resorts and shopping centers that cater to all your needs. The city is surrounded by natural beauty, with lakes perfect for fishing or picnicking. Don’t miss the nearby theme parks, which offer unforgettable experiences, or check out local sports facilities for a fun day of outdoor activity.
  • Eagle Lake: A mere 4 miles from Cypress Gardens, Eagle Lake is a delightful destination for families seeking outdoor adventure and relaxation. This city features beautiful golf courses and resorts, making it an excellent choice for both leisure and sport. Visitors can enjoy nearby theme parks or spend a day at the family-friendly beaches. With its serene atmosphere and recreational activities, Eagle Lake offers a perfect blend of relaxation and entertainment.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January60.8°F (16.0°C)Light RainMostly SunnySlightly HighAverage
February64.9°F (18.3°C)No Rain (Dry)Mostly SunnySlightly HighAverage
March67.8°F (19.9°C)Light RainMostly SunnySlightly HighSlightly High
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 SunnyAverageAverage
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 LowSlightly Low
December64.6°F (18.1°C)No Rain (Dry)Mostly SunnySlightly LowSlightly High

Booking with Vrbo is simple

Looking to save on your next vacation? Consider being flexible with your travel dates, as this can lead to significant price differences. Additionally, extending your stay can often result in even greater savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your booking. Being the planner truly has its benefits! When you join our travel rewards program, One Key, you'll gain immediate access to member savings and have the opportunity to earn and redeem OneKeyCash™ on eligible reservations. Sign up today and begin reaping the rewards!

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient platform for you to plan new trips, keep track of your ongoing plans, and manage your bookings with ease. Your saved or booked properties are now neatly categorized into Potential, Upcoming, or Current Trips. To check out your Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

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 Club (9.7 mi / 15.6 km)
  • Southern Dunes Golf and Country Club (9.7 mi / 15.7 km)
  • Ridgewood Lakes Golf and Country 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)
  • The Circle B Bar Reserve (11.2 mi / 18 km)
  • Sanlan Bird and Wildlife Sanctuary (12.7 mi / 20.4 km)
  • Lewis W Mathews Memorial Sports Complex (12.7 mi / 20.4 km)
  • Crooked Lake (14.5 mi / 23.4 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 most popular type of vacation rental accommodation in Cypress Gardens?
The most popular types of vacation rentals in Cypress Gardens are cottages. Prefer something different? Vrbo offers a variety of options to match our guests’ unique needs, so you’ll see vacation properties in all sizes and shapes. The ideal fit is ready and waiting for you — get hold of yours today.
How much does it cost to rent a vacation rental in Cypress Gardens?
A range of things influence how much you pay for a vacation rental in Cypress Gardens, such as the length of stay, type of property and season. Still, all of our vacation homes have something in common — incredible value. Simply add your travel dates to find your ideal match.
How much does it cost to rent a beach house in Cypress Gardens?
When you travel and the size and style of the property will determine the cost of your beachside escape. Type in your Cypress Gardens travel dates to see your options on Vrbo. Did someone just say “hot tub”? Use our filters to pick the features and amenities you want in your beach house.
Are there pet-friendly vacation rentals in Cypress Gardens?
With 22 vacation rentals that allow pets, your furry best friend can join in the fun on your Cypress Gardens vacation. Use the filter tool to browse our pet-friendly vacation rentals and find your pawfect pad on Vrbo.
Can I rent a house with a pool in Cypress Gardens?
Grab your swimsuit and swim ring, because there are 10 houses with a private pool in Cypress Gardens. Book a stay at one of these superb vacation rentals and enjoy a pool day every day. Simply enter your dates into Vrbo, then use the “pool” filter to find the perfect place to make a splash!
What are popular rental amenities in Cypress Gardens?
A nearby river, a fireplace and ski-in/ski-out facilities top the list of most popular rental amenities in Cypress Gardens. Whether you’re taking a trip by yourself, with your spouse or a group of family members, Vrbo will help you find a vacation home that fits your style with all the options you need.
Are there large group vacation rentals in Cypress Gardens?
With four properties that can sleep 10 people or more in Cypress Gardens, you won’t have to hold back on your invites. From fun family vacations to special events like anniversary parties and weddings, Vrbo will help you find a large group rental that fits the occasion.
Are there vacation rentals in Cypress Gardens that welcome kids?
With 21 family-friendly vacation homes to pick from in Cypress Gardens, now is a great time to introduce your children to the joys of travel. Just click on our “Properties good for families” filter to find stays loaded with amenities perfect for families on the move, such as dining rooms, private pools, hot tubs and entertainment areas.
What are the top attractions for families in Cypress Gardens?
If you’re seeking some family-friendly fun near the heart of Cypress Gardens, plan a visit to Northgate Shopping Center.
Can I find two-bedroom vacation rentals in Cypress Gardens?
Cypress Gardens has six two-bedroom vacation rentals for you to select from. Book a vacation home with all the comfort and privacy you’re looking for at a fantastic price on Vrbo.
Are there vacation rentals with WiFi in Cypress Gardens?
Cypress Gardens has 11 vacation rentals with WiFi, so you’ll be able to stay connected while you’re traveling. Simply check the “WiFi” box in our handy search filter for a list of properties with this feature. From streaming movies with your family to catching up on social media, these Vrbo homes make it easy to get online.
How can I find vacation rentals with air conditioning in Cypress Gardens?
Cypress Gardens has 19 vacation rentals where you can wind down in air-conditioned comfort. To locate a property on Vrbo that offers this perk, enter your preferred travel dates and use the convenient filters to select the “air conditioning” box.
How old do you have to be to rent a vacation rental in Cypress Gardens?
The minimum age is usually 16, 18 or 21. It can differ between properties on Vrbo, so check the rules of your preferred Cypress Gardens vacation home before booking.
How long can I rent a vacation rental in Cypress Gardens for?
How long you can book a vacation rental in Cypress Gardens is down to the property. Just enter your preferred travel dates to see a list of options offering extended stays. With a range of creature comforts like air conditioning and kitchens, as well as some offering weekly or monthly discounted prices, you’re sure to discover a perfect place to call your home away from home in Cypress Gardens.
Does Vrbo offer discounts for vacation homes in Cypress Gardens?
In Cypress Gardens, you’ll find great discounts and deals for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you’re planning a mini vacay or an extended stay, we have a variety of options to match your style.

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