Cypress Gardens holiday rentals

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

Dining
Terrace/patio
Private kitchen
Room
Exceptional
(29 reviews)

Eagle Haven Lake House

Eagle Lake

8% off
AU$3,489
for 7 nights, 1 home
AU$498 per night
includes taxes & fees
Eagle Haven Lake House
Private kitchen
Exterior
Master bedroom has sliding doors to patio.
Outdoor dining
Exceptional
(11 reviews)

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

Winter Haven

8% off
AU$5,462
for 7 nights, 1 home
AU$780 per night
includes taxes & fees
Spacious home, in a quiet neighborhood near LEGOLAND®-just a 12-minute drive
Dining
Exterior
Living area
Pool
Wonderful
(11 reviews)

Florida Dream Family Vacation

Haines City

5% off
AU$2,815
for 7 nights, 1 home
AU$402 per night
includes taxes & fees
Florida Dream Family Vacation
Dining
Exterior
Private kitchen
Pool
Exceptional
(29 reviews)

Lakefront Lego Land Estate

Winter Haven

12% off
AU$4,609
for 7 nights, 1 home
AU$658 per night
includes taxes & fees
Lakefront Lego Land Estate
Pool
Interior
Interior
Private kitchen
Exceptional
(30 reviews)

Cheerful 4 Bed, 3 Bath Home with Screened Pool

Winter Haven

6% off
AU$5,956
for 7 nights, 1 home
AU$851 per night
includes taxes & fees
Cheerful 4 Bed, 3 Bath Home with Screened Pool
Room
Dining
Living area
Private kitchen
Exceptional
(5 reviews)

Q’s Residence In The Heart of Eagle Lake

Eagle Lake

5% off
AU$1,727
for 7 nights, 1 home
AU$247 per night
includes taxes & fees
Q’s Residence In The Heart of Eagle Lake
Interior
Outdoor dining
Living area
Dining
Exceptional
(7 reviews)

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

Winter Haven

7% off
AU$2,153
for 7 nights, 1 apartment
AU$308 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.
Breakfast nook/work area overlooking the pool
Open floor plan with extra high ceilings
Exceptional
(17 reviews)

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

Haines City

8% off
AU$5,395
for 7 nights, 1 home
AU$771 per night
includes taxes & fees
Southern Dunes: pool/spa; air hockey/game room

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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 Stayz?
Stayz 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?
Stayz 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 Stayz, 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 Stayz?
To find Cypress Gardens holiday rentals with free cancellation, just use Stayz'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, Stayz 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 Stayz?
Stayz'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 Stayz 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. Stayz offers something for every taste and budget, from affordable homes in Cypress Gardens to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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 StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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 Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz 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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