
Holiday houses in Cypress Gardens
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Top-rated holiday rentals in Cypress Gardens
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Charming, renovated 1917 Cottage
Charming, renovated 1917 cottage in beautiful neighborhood. One block from large lake with walking/running trail, 3.5 miles to Bok Tower, 12 miles to Legoland, 38 miles to Disney World, 47 miles to Universal Studios, and 63 miles to Busch Gardens. Pet friendly! King size bed in bedroom, double sofa bed in living area. Newly renovated kitchen has full size refrigerator, sink, microwave, stove top and large toaster oven. Big backyard with beautiful landscaping. Separate driveway. Lots of privacy!

The Paradise Hide Away
This is a beautiful and private place newly renovated with private access and parking. It’s a great place to get away and relax with a large and beautiful backyard! Talk to me if you need different check in/out times? Dogs are allowed with permission. There is a $200 fully refundable pet security deposit to cover any damages that may occur since Airbnb doesn’t cover damages caused by pets plus a non refundable pet fee of $50 per pet for every 1-7 day period and must be paid before checking in !

Florida Penthouse in luxurious mansion!
Stay in your own themed Florida apartment . Tropical, palm trees, beaches ,marine life, flamingos throughout this stunning apartment in a multimillion dollar home. After parking on gated driveway walk up to your own private entrance way to paradise. Keyless entrance. One flight up and your viewing gorgeous lake views second to none. Executive kitchen with everything you need to cook a 5 course meal. Outdoor balcony that will leave you amazed. Opulence, security, with Florida Style awaits you!

Simple Apartment in quiet suburb
This property is about 1 hour from Tampa & Orlando, away from traffic and noise. This 1 bedroom apartment offers a comfortable bed with simple amenities. We are not far from many attractions such as Disney, Universal Studios, LegoLand, Busch Gardens, Seaworld, and more. The property has its own private entrance to come and go as you wish. Pickelball are courts nearby as well as grocery stores, local coffee shops, and local restaurants - all within 5 min. driving distance of the property.

Cozy one bedroom home in Winter Haven
Unwind in Winter Haven at this delightful cozy and peaceful home that is centrally located . The space features one bedroom, King size bed ,full bathroom with all the amenities you need. Home Is two minutes to downtown Winter Haven, Walking distance to Lake Howard, five minutes to Winter-Haven Hospital, and advent health Fieldhouse , 10 minutes to Legoland and peppa pig park.We are forty-five minutes to Disney World, Universal Studios, adventure, Island, and Busch Gardens.

Lakefront Home on the Winter Haven Chain O’Lakes!
Completely renovated 2 Bedroom, 1.5 bath home location on beautiful Lake Roy on the Winter Haven Chain O’Lakes. One bedroom on the lower level with a queen bed. Second story with king bed and twin bed. Full bath located upstairs). Comfortably sleeps 5. (Additional guests must be pre-approved). Free boat parking and boat rental available. House is connected to the main home with a private keyless touchpad for contactless entry. Pet friendly with prior approval and pet deposit.

Ariana Place - Tree House Like Lakefront Views
An Upstairs Sumptuous Tree house (like) Apt on Lake Ariana Waterfront. Upper Outside Deck with chairs & table. Quiet and tranquil with Hi-Speed Wifi for Business Travelers, Smart Antenna TV and Incredible Views for Romantic Get-Aways. Located near Disney, Legoland & Busch Gardens in Central Florida. Luxurious Bedding, Full Kitchen with Coffee & Wine Bar. One Complimentary Bottle of Cabernet per Stay. Sorry, No Pets. No Smoking inside Apt but allowed on property. Save 5% monthly

Florida Oasis w/ Pool near LEGOLAND
We have added a modern twist to the design of this 1950's home with all the modern appliances and finishes. This home is nestled in-between 2 lakes among the Winter Haven Chain of Lakes! The backyard is a Florida Oasis of a great pool and pool deck with plenty of fun available with games for you and the kids, or just enjoy laying peacefully in the sun! 2.5 mile drive from Legoland 3.5 mile drive from Downtown Winter Haven with great restaurants and small town unique shops.

Roe Family Lake House (Lake Mcleod)
We can't wait for you to enjoy our fully renovated, family friendly lake house. It's a happy home that provides a wonderful backdrop to any vacation. Centrally located to many Florida destinations- Legoland is only 7 miles away, Disney World is 35 miles away, and you are less than 50 miles from Tampa. The house is located on over an acre of lakefront property. The lake has a public boat launch if your family enjoys water sports or fishing or use the kayaks we provide on site!

Legoland Lakehouse Canoe & Kayak Retreat
Relax in style in this 100 year old custom built home.Tall ceilings,large rooms and wood floors throughout.With an extra large swimming pool overlooking Little Lake Otis this outdoor area is second to none.Less than 2 miles from Legoland,Chain of Lakes Fieldhouse,and Downtown Winter Haven. It is possible that days may be available and not listed on the calendar. This is to give ample time for cleaning. Feel free to ask for additional availability and shorter stays.

Cute & Cozy in Winter Haven, Florida
The guesthouse Cute & Cozy is private yet adjacent to the main house (owner lives) and has its own entrance. Located in central Florida, between Orlando and Tampa; 3 miles from Legoland, 5-10 minute walk from shopping and restaurants on Cypress Gardens Blvd. The Cute & Cozy is also in a great location from Florida's amazing beaches, just under 2 hours east or west. Maybe an hour drive to Disney, SeaWorld and Universal (depends traffic)

5 - Life's a Beach Retreat 1bed/1bath - Unit 13
The 1-bedroom, 1-bathroom home features a fully equipped kitchen and covered front porch, making it the perfect spot to reel in a relaxing getaway. A cozy one-bedroom unit on the property of Cypress Inlet. Less than 10 minutes from LegoLand and Peppa Pig theme park. The property is on a canal that leads to Lake Eloise and the WH Chain of Lakes, and has boat ramp access and docks available; this vacation rental is an angler's paradise!
Popular amenities for Cypress Gardens holiday rentals
Stay near Cypress Gardens's top sights
Other great holiday rentals in Cypress Gardens

Legoland home

2/1 fully furnished modern oasis near Legoland

Modern private Guesthouse, mins from SEU

Cute Upstairs Apartment 2BR/1BA Near Downtown.

Legoland Escape

Winter Haven Apt: 1 Mi to Polk State College!

Magnolia Farmhouse- Cozy with a Perfect Patio

LA Loft, Upstairs private studio
When is the best time to visit Cypress Gardens?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $157 AUD | $177 AUD | $176 AUD | $176 AUD | $176 AUD | $173 AUD | $176 AUD | $167 AUD | $154 AUD | $176 AUD | $176 AUD | $176 AUD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Frequently Asked Questions
Do house rentals in Cypress Gardens have a kitchen?
Absolutely! We offer over 60 house rentals with a kitchen in Cypress Gardens. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Cypress Gardens have free parking?
Absolutely! We offer over 60 house rentals with free parking in Cypress Gardens. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Hotel Rentals in Cypress Gardens?
Enhance your stay in our Hotel Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with air conditioning, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Cypress Gardens have air conditioning?
Absolutely! We offer over 60 house rentals with air conditioning in Cypress Gardens. Enjoy a tailored experience with all the comforts you desire.
Are there Cypress Gardens vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 60 vacation homes with pools in Cypress Gardens, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly vacation rentals in Cypress Gardens?
Cypress Gardens has more than 70 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there pet-friendly vacation rentals in Cypress Gardens?
Four-legged friends are welcome in Cypress Gardens. Choose from more than 30 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Cypress Gardens?
Yes! Work meets play with ease at over 60 vacation rentals in Cypress Gardens featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Cypress Gardens have wifi?
Absolutely! We offer over 60 house rentals with wifi in Cypress Gardens. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Cypress Gardens?
Experience the best of Cypress Gardens with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Quick stats about holiday rentals in Cypress Gardens

Total holiday rentals
Explore 120 holiday rentals in Cypress Gardens

Nightly prices starting at
Cypress Gardens holiday rentals start at $28 AUD per night before taxes and fees

Verified guest reviews
Over 5,730 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
120 of Cypress Gardens holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Cypress Gardens rentals

4.7 Average rating
Cypress Gardens stays receive an average rating of 4.7 out of 5 from guests
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Disney Springs
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Universal's Volcano Bay
- Give Kids the World Village
- Busch Gardens Tampa Bay
- Magic Kingdom Park
- Discovery Cove
- ESPN Wide World of Sports
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Amalie Arena
- Aquatica
- Camping World Stadium
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!




