Places to stay in Cypress Gardens

4.9 out of 5 average rating, 178 reviews

Cozy Family Home Near Legoland

Relax with the fam after a fun day at LEGOLAND (just 4 miles away!) or Disney World (36 miles) in our cozy home complete with a well-stocked kitchen, fully-fenced backyard, and comfortable beds. We are proudly pet friendly! Spend a day on the famous Chain of Lakes (24 canal-connected lakes), catch a free ski show on Lake Silver, wander downtown to shop, or toast a pint at Union Taproom. Winter Haven is centrally located between Tampa and Orlando with plenty of fun nearby for the whole family.

4.94 out of 5 average rating, 125 reviews

Home in Lake Wales

*This must be THE PLACE FL*

Your place away from home! Have fun with the whole family at this unique and stylish place. You'll have everything you need to relax and recharge. It is located less than 10 mins away from Legoland, restaurants and convenience stores. This house offer 3 BR and 2 full BA as well as a fully-equipped kitchen. All bedrooms include TV, dresser, closet and memory foam mattress. The Master bedroom has a queen bed, and the other two bedrooms have full size beds. There is wifi and parking available.

4.96 out of 5 average rating, 117 reviews

Glass House• Family Escape Near Legoland!

Come relax with your whole family in this peaceful home! Our 2 bedroom 2.5 bathroom home is very spacious and can accommodate up to 7 people. Enjoy your day only 7 minutes to LEGOLAND. You will have pool access as well as access to many board games and arcade games within the home. Fun for the whole family! Our home is wheelchair accessible with an elevator that goes between floors so your family can accommodate well if needed! We do not allow parties. The home is strictly no-smoking.

4.95 out of 5 average rating, 236 reviews

Apartment in Auburndale

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

4.99 out of 5 average rating, 269 reviews

Cottage in Eagle Lake

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!

Guesthouse in Lake Hamilton

4.89 out of 5 average rating, 244 reviews

Luxury Cottage Near Legoland & Chain of Lakes

The Old Florida Cottage, in the quaint community of Lake Hamilton, just 5-miles from Legoland, less than an hour from Disney, and minutes away from the only public boat access to Lake Hamilton, is your perfect getaway! Enjoy a fully-equipped kitchen, a luxurious suite and modern bathroom, surrounded by Old Florida decor. We look forward to welcoming you to the cottage, with its own entrance and dedicated parking, located on a quiet street. Your home away from home!

4.91 out of 5 average rating, 175 reviews

Hidden Haven Lakehouse Pool by Legoland

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.

Superhost

Home in Lake Wales

4.86 out of 5 average rating, 155 reviews

Hidden Gem - Hot Tub/ Fire pit/Hammock/Grill Area

Take it easy at this unique and tranquil getaway. Come and enjoy a piece of heaven with friends and family. Take a soak on the hot tub, fire up the grill, make some smores on the fire, sit back and relax. Close to lakes and state parks. Bring your boat or rent our available kayaks to have a great day at Lake Pierce less than a mile away. Drive 45Mins to Disney and 20mins to Legoland. We'll see you soon! Events Available upon request.

4.97 out of 5 average rating, 108 reviews

The Dalt Retreat

The Dalt Retreat in Winter Haven (LEGOLAND) Fl is named after our 9 year old Grandson Dalton. It’s a great spot to relax by the in ground pool and fenced in back yard. Enjoy the outside with your family and cookout. We want you to love The Dalt as much as we do. Located in Winter Haven and Central FL area easy to enjoy the local lakes. Also not too far from other central Fl attractions and beaches from East or West coast.

Tiny home in Winter Haven

4.9 out of 5 average rating, 119 reviews

4 a Tiny House w/ Bunk Bed in Quiet Marina Unit 14

Our cozy tiny house is perfect for when less is more :-). An intimate space for a long reflective weekend or a more affordable option for a few days with the kids at nearby Legoland. Offering a queen-size Murphy bed and two additional single-size bunk beds, the Cypress Inlet Tiny House can comfortably accommodate up to four people. Equipped with a mini-fridge, a microwave, and a Keurig duo (drip & pod) coffee maker.

4.97 out of 5 average rating, 229 reviews

Guesthouse in Auburndale

Private Poolside Villa

Lovely, private, poolside villa. The apartment is inside a completely enclosed, block walled pool deck. It provides privacy & your own personal oasis! Due to the proximity to the pool, my place is best suited for adults. I will only host young ones 13 & older that are proficient swimmers. I live in a centralized location. I am within walking distance to restaurants, park, arcade, gym & library.

Superhost

4.84 out of 5 average rating, 147 reviews

Florida Getaway near Legoland& Orlando Attractions

My place is close to restaurants and dining, family-friendly activities, Legoland, Disney World, Universal Studios, Theatre Winterhaven, Bok Tower Gardens, Golf courses. You’ll love my place because of the neighborhood, the ambiance, & close to activities.. My place is good for couples, solo adventurers, business travelers, families (with kids), and big groups.

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Popular amenities for Cypress Gardens places to stay

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Other great vacation rentals in Cypress Gardens

4.97 out of 5 average rating, 59 reviews

Adult-Only Love Hotel with Mermaid Pool

BriRating, 5 stars3 weeks ago

The entire house was incredible! The attention to detail was impeccable to the privacy fencing outside to the art on the walls. The more we explored the house the more we realized that the owners literally thought of everything when designing and furnishings the home. 10 out of 10 would recommend. Can't wait for my next visit

Guest suite in Winter Haven

4.88 out of 5 average rating, 94 reviews

Cute & Cozy in Winter Haven, Florida

SarahRating, 5 stars1 week ago

Everything was perfect! Dawn and Keith thought of everything to make our stay very comfortable. Communication was a breeze and we found everything as it was listed. Strongly recommend!

Guesthouse in Winter Haven

4.92 out of 5 average rating, 87 reviews

Comfy Guest House

HunterRating, 5 stars3 weeks ago

Wonderful little getaway for my husband and I! We will definitely be coming back and staying here!!

Guesthouse in Winter Haven

4.9 out of 5 average rating, 29 reviews

Grand Room

KaylaRating, 5 stars2 weeks ago

This place is so nice! Very clean, and super close to Legoland! If you are looking at the listings with “The Block”….don’t go there. That place is very run down. Mara’s place was immaculate. The communication is very nice and quick. So glad we stayed here.

5 out of 5 average rating, 10 reviews

Executive home on private lake.

AnneRating, 5 stars5 days ago

I must say that we really enjoyed our stay at the home ..it was like home away from home all the amenities were great, the home is much larger and spacious than what the pictures shows. The area was peaceful, we had no issues. The home was clean and the Host Hospitality was absolutely amazing and stocked with everything a family needed or could ever ask for. We didn't really get to use the pool but it looked very inviting. if ever in the area my family would stay again, over all a great place to stay..

5 out of 5 average rating, 51 reviews

Lake*Walk2LEGOLAND*Pool*Putting Green*Dock*Sunsets

JenniferRating, 5 stars1 week ago

10/10 experience. Everything from the host, house, and lake. Everything was perfect. My group had a blast. The house was perfect. I loved the access to the water. Amazing pool. I couldn’t have had a better experience!!

5 out of 5 average rating, 14 reviews

Costa Legoland | 5BDR Private Resort | LEGO Themed

ChadRating, 5 stars4 days ago

The owners were incredibly responsive, and I felt that they really went over and above to make sure we were comfortable. Great for families. Close to Legoland. Lots of love about the place!