
House holiday rentals in Cypress Gardens
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Top-rated house rentals in Cypress Gardens
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Holiday rentals for every style
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Popular amenities for Cypress Gardens house rentals
House rentals with a pool

Winter Haven Hideaway
Great stay for our yearly tournament. The extra living room was perfect for my elderly grandmother and the screened in back porch was great for enjoying outside and behind covered.

10 min Disney | Lakeview Hot Tub, BBQ | Game Room
My family loved every minute of our stay in this beautiful home! The host communicated as soon as we booked our trip up until the day we left. The house is equipped with almost everything you need. We can’t wait to visit again.

Waterfront Wizarding Near Universal's Harry Potter
Great house, the theming really made it stand out. Great location close to most of the theme parks. Will book again for the next family trip.

Kid-friendly Home w/ Pool & BBQ
The house is exactly as pictured. Beds were comfortable and the hosue/pool & was clean. We would definitely recommend staying here!

Cozy Lakefront Home w/ Pool -7 mins from Legoland
The house in general is fantastic, the beds are very comfortable everything is good but the front yard and the back yard need a little more love to make the house perfect other than that we really enjoyed our stay and recommend the house to anyone who visits Winter Haven

Fantastic Water Front Home on the Chain of Lakes
Terry was very accommodating. His property is beautiful and is close to all nearby Orlando attractions. My kid loved the pool and hot tub

Live your best Florida life!
We had a surprise engagement and also celebrated Father's Day with our local family and home was perfect. Plenty of parking, relaxing environment, beds slept great, and pool was relaxing. The neighborhood was peaceful and private. We plan to stay at Peggy's home again in the near future.

Family Fun: Pool, Arcade Games
We had the best time during our stay here. My grandbabies loved all the games they had there for them to play with. We also loved having the pool. It was a great place to stay for sure if you’re going to Peppa Pig World or Legoland. Quick drive there and back. Also when we had questions they were prompt to answer. Great Host. Would definitely stay again when we go back if available. Cindy Sirmans
Weekly house rentals

Bright Home Near Legoland & Lake
Very easy process. I really like the flexibility. Very clean and organized place. I love it and will definitely recommend it to anyone. Thank you so much 🙏🏽

Charming Sunset Lakefront Home | Hot Tub
What a wonderful place! The lake and dock retreat at the end of a long day was very welcoming. The house and all the amenities were perfect. Thanks for being such great hosts.

Stunning 4BR home w/Pool
I was very well pleased with the stay. The pool was nice and warm. The surrounding was peaceful and quiet. I really would love to come back again. Also, the cleanness of the house was excellent.

Winter Haven Legoland Retreat
Excellent location, cozy feel & very easy check-in. I will definitely consider staying here again with my family in winter haven.

Tranquil Haven, Near Disney
From booking to the end of our stay was smooth and easy. Josh was very responsive to all questions. The place was clean and quiet. 10/10 recommend

Magnolia Farmhouse- Cozy with a Perfect Patio
Our family stayed here for our summer trip to Legoland. The house was perfect for our family of six with plenty of space! It was super clean and had a beautiful outdoor porch area that our family really enjoyed. The beds were extremely comfortable and we all felt right at home. We especially liked the sound machines in each room! The only “issue” was the driveway was small and with the neighbor’s broken fence leaning onto the property, it makes for a tight squeeze for your vehicle. However, the host was amazing at communicating and made us aware of the fence issue ahead of time, letting us know they have gone through the proper channels to hopefully get the neighbors to repair the fence. Overall, the stay was great and we would definitely stay here again!!

Lake Front! Spacious Home w/heated pool & kayaks
What a wonderful home! Had our large family here for a wedding at Bella Cosa. Enjoyed the pool and spacious home. The home was comfortable and had everything we needed. Kristy gave us recommendations for brunch and checked in with us regularly. Made lots of memories this trip and the house was icing on the cake. Would stay here again. Excellent location for the wedding night and beautiful views of Lake Wales. 10000/10 would recommend!!!!

House near Legoland Lake Eva Park Bok Tower Garden
Great stay!!! Was perfect for what I needed. So CLEAN!
Private house rentals

1937 family lakehouse kids and pet friendly
He was wonderful! I spend the weekend before my wedding and needed a place that was relaxing and cozy and this was exactly it !!! He received us with flowers as congratulations he made sure everything was perfect ! Everyone that stayed loved the air bnb. This will for sure be my go to place when I come back for vacations 🖤 If you are thinking about it do it the price is so worth it

Luxurious 3BR: Pool, Golf Views, Disney, Legoland
Was a great stay for the night, thank you 😊

Book Summer Vaca!, Legoland, Pet Friendly, 7 Beds
Spacious, clean, and thoughtful amenities (basket of snacks and water bottles, toiletries). Large fenced yard. Very responsive host. I highly recommend. We stayed here for a 2 day volleyball tournament.

Beautiful Lakeview Retreat Drivable to Theme Parks
This place was perfect for our two families (10 people in total) while we visited Legoland. Kitchen and hangout space was great.

Haines City Lakeview Getaway!
Absolutely loved our stay! This home was perfect for our needs—beautifully decorated, spotlessly clean, and incredibly comfortable. The beds were cozy, and the space had such a warm, welcoming vibe that made us feel right at home. We truly wished we could have stayed longer. Highly recommend and would love to return!

Little Castle on the canal on lake Arietta
The house was even more spacious than expected. Easy to find, super safe-feeling and quiet neighborhood. The house was incredibly clean and well-organized, and was more stocked with essentials than any other house I’ve stayed in with my family.

Arcade+Pingpong + 10 guests + 11 mil to Lego Land!
Our stay here was amazing! Nathaly was very responsive to all messages and the house was spectacular and spotless 👌 The decor was nice and free of clutter, very spacious. I will definitely book here again when I visit Winterhaven, Florida 😊 Five stars well deserved 🌟🌟🌟🌟🌟

Hidden 💎 Minimalist Design | Lego+Disney
This was a beautiful place to stay! Our host was very responsive and easy to communicate with. We look forward to staying here again.
Quick stats about house rentals in Cypress Gardens
Total rentals
50 properties
Nightly prices starting at
$83 NZD before taxes and fees
Total number of reviews
3.1K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
30 properties have a pool
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- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Discovery Cove
- Disney's Animal Kingdom Theme Park
- Universal Orlando Resort
- SeaWorld Orlando
- Disney Springs
- ESPN Wide World of Sports
- Busch Gardens Tampa Bay
- Amalie Arena
- Amway Center
- Epcot
- Magic Kingdom Park
- Reunion West
- Aquatica
- ChampionsGate Golf Club
- Disney's Hollywood Studios
- Kissimmee Lakefront Park
- Walt Disney World Resort Golf
- Island H2O Water Park
- ICON Park
- Streamsong Resort