Cypress Gardens holiday homes

We found 704 holiday rentals — enter your dates for availability
Discover a selection of 21 homes and other holiday rentals in Cypress Gardens that are perfect for your trip. Whether you're staying in a holiday rental with your children or with friends, you'll have the amenities that you expect and more, which might include Wi-Fi and a fireplace. You'll be sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Cypress Gardens

Showing deals for:18 Dec - 25 Dec

Private kitchen
Terrace/patio
Room
Living area
Exceptional
(29 reviews)

Eagle Haven Lake House

Eagle Lake

8% off
NZ$4,317
for 7 nights, 1 home
NZ$617 per night
includes taxes & fees
Eagle Haven Lake House
Outdoor dining
Exterior
Dining
Private kitchen
Exceptional
(11 reviews)

Spacious home, in a quiet neighborhood near LEGOLAND®-just a 12-minute drive

Winter Haven

8% off
NZ$6,828
for 7 nights, 1 home
NZ$975 per night
includes taxes & fees
Spacious home, in a quiet neighborhood near LEGOLAND®-just a 12-minute drive
Living area
Exterior
Pool
Dining
Wonderful
(11 reviews)

Florida Dream Family Vacation

Haines City

5% off
NZ$3,459
for 7 nights, 1 home
NZ$494 per night
includes taxes & fees
Florida Dream Family Vacation
Dining
Exterior
Pool
Exterior detail
Exceptional
(29 reviews)

Lakefront Lego Land Estate

Winter Haven

12% off
NZ$5,804
for 7 nights, 1 home
NZ$829 per night
includes taxes & fees
Lakefront Lego Land Estate
Interior
Interior
Private kitchen
Pool
Exceptional
(30 reviews)

Cheerful 4 Bed, 3 Bath Home with Screened Pool

Winter Haven

6% off
NZ$7,428
for 7 nights, 1 home
NZ$1,061 per night
includes taxes & fees
Cheerful 4 Bed, 3 Bath Home with Screened Pool
Living area
Dining
Private kitchen
Room
Exceptional
(5 reviews)

Q’s Residence In The Heart of Eagle Lake

Eagle Lake

5% off
NZ$2,139
for 7 nights, 1 home
NZ$306 per night
includes taxes & fees
Q’s Residence In The Heart of Eagle Lake
Exterior
Outdoor dining
Living area
Dining
Exceptional
(7 reviews)

Serene, Cozy, Lakefront Home with boat dock and Large Screened in porch!

Winter Haven

7% off
NZ$2,609
for 7 nights, 1 apartment
NZ$373 per night
includes taxes & fees
Serene, Cozy, Lakefront Home with boat dock and Large Screened in porch!
Amazing outdoor living with a heated saltwater pool and spa, plenty of seating an an outdoor TV
Upgraded kitchen with everything you could need to cook amazing meals.
Exterior
Breakfast nook/work area overlooking the pool
Exceptional
(17 reviews)

Southern Dunes: pool/spa; air hockey/game room

Haines City

8% off
NZ$6,747
for 7 nights, 1 home
NZ$964 per night
includes taxes & fees
Southern Dunes: pool/spa; air hockey/game room
  • Peace of mind

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  • More quality time

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Cypress Gardens

  • Stunning natural beauty: Explore the breathtaking cypress swamps and lush gardens, perfect for nature lovers.
  • Family-friendly attractions: Enjoy a variety of amusement parks and outdoor activities suitable for all ages.
  • Enchanting butterfly greenhouse: Visit the delightful greenhouse filled with butterflies, a must-see for nature enthusiasts.
  • Scenic garden trails: Wander through picturesque trails that showcase the area's vibrant flora and fauna.
  • Welcoming local vibe: Experience the friendly atmosphere and budget-friendly options for a memorable holiday.

Top attractions near Cypress Gardens

Cypress Gardens in Florida offers a fantastic mix of family-friendly activities and outdoor adventures, perfect for a memorable holiday. Explore the stunning cypress swamps, historic gardens, and scenic garden trails. You’ll also find delightful amusement parks and urban parks, making it an ideal destination for those seeking beautiful landscapes and fun experiences. Whether you’re after relaxation or excitement, Cypress Gardens has something for everyone.

  • LEGOLAND® Florida: A fantastic amusement park delivering family-friendly fun with thrilling rides and interactive experiences, all set in a vibrant outdoor environment. Perfect for adventure seekers of all ages.
  • Peppa Pig Theme Park Florida: A delightful theme park tailored for younger children, featuring entertaining rides and attractions inspired by the beloved Peppa Pig series, ensuring a fun-filled day for the whole family.
  • Bok Tower Gardens: A serene historic tower surrounded by lush gardens, offering a cultural experience with stunning views, peaceful walking paths, and beautiful landscapes to explore.

Things to do recommended for couples

For a memorable couple's getaway in Cypress Gardens, try Chain Of Wakes for thrilling water sports, or experience the adventure of Jump Florida Skydiving. Wind down with a romantic visit to True Blue Winery, where you can enjoy fine wines and entertainment, just a short drive away.

Things to do recommended for families

Your family will have a blast at Chain of Lakes Park, just 3.2km away for sports fun, Indigo's Billiards, Bowling & Games 4.8km away for arcade adventures, and Sertoma Park 6.4km away for a relaxing day out. Enjoy the local vibes.

Things to do recommended for groups

Experience shopping at Eagle Ridge Mall, only 9.7km away, or enjoy a round of golf at Southern Dunes Golf and Country Club, 16.1km from Cypress Gardens. For a taste of local culture, catch a show at Theatre Winter Haven, a mere 3.2km away.

*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

Whether you're heading off with a group, your whānau, bringing your pets along, or planning an extended stay, it's important to filter your options based on what matters most to you. Here are some helpful Vrbo booking tips to consider.

  • Traveling to Cypress Gardens with a group: Think about how many bedrooms you'll require, as well as features like a complete kitchen or outdoor area for group gatherings. Luckily, you can easily refine your search for all these options and more on Vrbo.
  • Traveling to Cypress Gardens with young kids: Taking a trip with young kids can be quite demanding. It's important to prioritise their comfort and safety, along with suitable facilities like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that are great for families.
  • Taking your pets with you to Cypress Gardens: For many, a family holiday isn't truly special without their furry companion by their side. If that resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer 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 holiday rentals offering 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 features like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay in Cypress Gardens

Cypress Gardens, Florida, is a delightful destination for families and adventure seekers alike. Explore the stunning cypress trees and the expansive park that offers scenic views and a relaxing atmosphere. Don't miss the enchanting greenhouse filled with butterflies, perfect for nature lovers. With friendly locals and a budget-friendly vibe, you'll find the ideal spot for a memorable holiday, whether you're keen on outdoor activities or simply soaking in the natural beauty.

  • Winter Haven: Winter Haven is a vibrant city that serves as the gateway to Cypress Gardens. Known for its family-friendly atmosphere and outdoor adventures, visitors can enjoy a variety of popular attractions including resorts, amusement parks, and shopping areas. The close proximity to theme parks and film studios makes it an ideal spot for thrill-seekers and movie buffs alike. With beautiful lakes and parks, Winter Haven offers a pleasant travel experience that combines relaxation with excitement.
  • Waverly: Located a mere 8.0km from Cypress Gardens, Waverly is a charming village that welcomes families looking for outdoor fun and adventure. This picturesque location features recreational areas and resorts that promote a laid-back atmosphere. Visitors can explore nearby lakes and urban parks, perfect for picnics and leisurely strolls. Whether you're hiking or enjoying water activities, Waverly provides a scenic backdrop for your holiday, making it a delightful stop on your journey.
  • Lake Hamilton: Also situated about 8.0km from Cypress Gardens, Lake Hamilton is a quaint village known for its family-oriented activities and outdoor experiences. The area boasts a range of attractions, including resorts, amusement parks, and golf courses. With its beautiful lakes and urban parks nearby, Lake Hamilton offers a tranquil escape for those looking to unwind and have fun. It's an excellent choice for adventure enthusiasts and families alike, making it a worthwhile addition to your travel itinerary.

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.

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

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Plus, extending your stay can often lead to significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's handy Trip Board offers you an easy way to plan new adventures, pick up right where you left off, or keep track of your travel arrangements. You can find all your saved and booked properties neatly organized under Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Choose a holiday rental for your Cypress Gardens getaway

Learn about the unique charm of Cypress Gardens with a stay in a holiday home rental. This city has something for everyone. If you're looking for accommodation options with space to entertain friends and family, HomeAway 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 hoping to find attractions to see while you're in the area? Venture out of your cosy holiday rental and experience everything that makes Cypress Gardens a one-of-a-kind holiday spot. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • LEGOLAND® Florida (0.5 mi / 0.8 km)
  • Peppa Pig Theme Park Florida (0.9 mi / 1.4 km)
  • Cypresswood Golf and Country Club (2.8 mi / 4.5 km)
  • Willowbrook Golf Course (4.8 mi / 7.8 km)
  • Mountain Lake (7.2 mi / 11.6 km)
  • Southern Dunes Golf and Country Club (9.7 mi / 15.7 km)

Exploring the natural landscape of Cypress Gardens

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Cypress Gardens is a great place to get outside. Here are some of the area’s noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Inman Park (4 mi / 6.4 km)
  • Auburndale City Park (7.5 mi / 12.1 km)
  • Bok Tower Gardens (8.2 mi / 13.2 km)
  • Star Lake (8.7 mi / 14 km)
  • The Circle B Bar Reserve (11.2 mi / 18 km)
  • Sanlan Bird and Wildlife Sanctuary (12.7 mi / 20.4 km)

Transport to and around Cypress Gardens

The nearest airport is in Lakeland Intl. Airport (LAL), located 19.8 mi (31.8 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into 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 when booking a holiday rental?
When considering the best area to stay in Cypress Gardens, Florida, for a holiday rental, the region around the iconic Legoland Florida Resort is an excellent choice. This vibrant neighbourhood not only offers a variety of holiday rental properties, ranging from cosy villas to more spacious family homes, but it also places you right at the heart of one of the area's top attractions.In addition to Legoland, which is great for families and thrill-seekers alike, visitors can explore the nearby Cypress Gardens, known for its beautiful botanical gardens and historical significance. The lush landscapes and serene surroundings provide a lovely backdrop for leisurely strolls and picnics.Staying in this area ensures convenient access to these attractions, as well as a friendly atmosphere and a range of dining options.
When is the best time to visit Cypress Gardens for a holiday rental?
The best time to visit Cypress Gardens for a holiday rental is during the peak season from January to March, with March being particularly popular among travellers seeking a delightful escape. This period offers visitors the chance to enjoy the beautiful Florida weather, with temperatures typically ranging from 15 to 25 degrees Celsius—ideal for outdoor activities and sightseeing.During these months, the gardens are in full bloom, and the vibrant colours create a stunning backdrop for leisurely strolls and family adventures. The pleasant climate makes it great for exploring the lush landscapes and engaging in water activities at nearby attractions.If you're looking for a more budget-friendly option, consider visiting in October. While this month falls within the low season, it offers a unique opportunity to experience the gardens in a quieter setting. You can enjoy the serene beauty of the area without the crowds, making it an excellent time for reflective walks or picnics amongst the natural beauty.
What are the top attractions in Cypress Gardens?
Cypress Gardens, Florida, is renowned for its stunning botanical gardens and beautiful landscapes. The most great attraction is the Cypress Gardens Adventure Park, famous for its picturesque gardens, water ski shows, and thrilling rides. Visitors can stroll through the lush, tropical gardens filled with exotic plants and vibrant flowers, superb for a leisurely day outdoors.Nearby, the historic Cypress Gardens offers a glimpse into the area's past with its charming architecture and serene lakes, ideal for paddle boating or picnicking. Additionally, the area is close to the Chain of Lakes, which provides opportunities for fishing, kayaking, and enjoying water-based activities.For those seeking a more adventurous experience, the Legoland Florida Resort is just a short drive away, featuring a variety of rides and interactive attractions suitable for families.
Are all fees included in the Cypress Gardens holiday homes prices shown on Bookabach?
Bookabach 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.
Are there any Cypress Gardens holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Cypress Gardens with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details 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.
Are there any discounts for Cypress Gardens holiday homes?
You can find great discounts on holiday homes in Cypress Gardens on Bookabach, 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 change or cancel my Cypress Gardens holiday home booking on Bookabach?
To find Cypress Gardens holiday rentals with free cancellation, just use Bookabach'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". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Cypress Gardens?
A long-stay holiday home in Cypress Gardens is the best way to experience local living. Plus, you can make the most of long-stay discounts. 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.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising 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 favourites, and build the perfect itinerary together.
How early should I book a Cypress Gardens holiday home?
Book your Cypress Gardens holiday home 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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Cypress Gardens?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Cypress Gardens to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers 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, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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