
Waterfront holiday rentals in Cypress Gardens
Find and book unique waterfront accommodation on Airbnb
Top-rated waterfront accommodation in Cypress Gardens
Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

Hidden 💎 Minimalist Design | Lego+Disney
Brand new, single family home with free parking. 4 Bed/2 Bath updated home with a large screened sun room. We made this home family-friendly because as parents ourselves, we know how nice that is! We even provided a baby crib. This home is light, breezy, comfortable, newly furnished and decorated; centered around a minimalistic vibe. Fully equipped, washer and dryer. Internet WiFi included. Close to Legoland (9 mi.), Disney (29 mi.), Golfing (6 mi.), and surrounded by beautiful lakes.

2 BR 1 BA Lake House , Boat Slip, Pets, (king bed)
Escape to the perfect, peaceful pet friendly retreat with king bed. We are located on one of the 5 canals on Lake Hatchineha, the first of The Kissimmee Chain of Lakes. Connecting us to The Kissimmee River where you can rent a boat at Camp Mac and drive it home or bring your own boat and park it under cover in one of the boat slips.We are 45 minutes from Orlando airport or an hour from Tampa. 45 min to Disney's Magic kingdom/Universal Studios. 30 min to Legoland. Bok Towers free pass for 4.

Lakefront, Dock, 2 Kayaks, near Bok & Legoland
** New Construction ** Breathtaking view of lake, private dock (2 kayaks for guests included), beach/swim area, outdoor shower, large private balcony w/gas grill and gorgeous sunsets! 2 Bedrooms each w/walk in closet, two full baths, full kitchen w/all amenities. All new furnishings, (3) 4K Smart TV's, FAST free wifi. Gorgeous location, quiet street, private free parking, 2 private entrances. Villa is detached from main house. Near Disney, LegoLand, Bok Tower. WEEKLY & MONTLY DISCOUNTS

Sunshine on the Lake | Boat Slip+Lakefront Fishing
Welcome to Florida Lakefront Paradise! ⭐️ Breathtaking Sunsets ⭐️ Bass Fishing ⭐️ Reserved Boat Slip ⭐️ Fish Cleaning Station ⭐️ Boat Wash Station ⭐️ Marina with Ice/Gas ⭐️ Large Fire Pit Area ⭐️ Located on Kissimmee Chain of Lakes ⭐️ Smart TV's ⭐️ Screened Lakefront Back Patio ⭐️ High Speed Internet ⭐️ Spacious ⭐️ Balcony Facing the Lake ⭐️ 30 minutes to Lego Land ⭐️ 20 minutes to Bok Tower Gardens ⭐️ 1 hour to Disney World ⭐️ 18 minutes to Spook Hill ⭐️ 18 minutes to Kissimmee State Park

Spectacular Waterfront Home in Winter Haven
Enjoy a wonderful family get away at this premier waterfront home on the famous Chain of (19) Lakes! Separate yourself from the crowd at this beautiful Cypress Gardens home set on an acre with lush tropical foliage and surrounded by 3 sides of water. Featuring a chef's kitchen, 2 private docks, the "New Florida Pool," 2 hot tubs, fire pit and many more amenities. Enjoy relaxed luxury at its finest. We are just a few minutes to Legoland, restaurants and shopping, but miles from ordinary!

Extra large home! Bring Your Boat & all the Toys!
Bring your boat, skis, fishin’ pole, or any other water toys! We supply ping pong, corn hole, bicycles and other toys! Directly across from Lake Howard boat ramp and 10 minutes from LegoLand! Enjoy this spacious, well-equipped 2300 sf home that has everything you need to enjoy your stay in Winter Haven, aka Chain of Lakes City, a quaint downtown with free parking-- and just a skip away from Disney and Universal. This getaway is an above-average accommodation both in style and comfort!

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. This is a mother-in-law suite that is connected to the main home. 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. Dog welcome with prior approval and pet fee. Boat parking at dock. Boat rental available at Central Florida Water Sports. Private entry with keyless touchpad.

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!

Breathtaking Home
New two story home with private pool, patio, barbecue area & game room. Surrounded by parks, gardens, tranquil lakes & walkways with breathtaking views. Resort amenities located right across the street with an amazing clubhouse (private owned), Bar & Grill restaurant, water park, arcade and gym (extra fee), soccer & football field, & event center for parties & weddings. (Pet free home) 12 mi Legoland/19 mi Disney/26 mi SeaWorld & International Drive/29 mi Universal Studios.

The Russell Lake House
This is a Cabana. It has 2 sets of bunk beds (4 total beds). Approx 400 sq. Ft. . Includes a bathroom with sink, toilet, and walk-in shower. AC and heat are available. The property has a pool that can be used while onsite. The entire property's back yard is on a lake (lakefront) with a dock. Ample off street parking, quiet neighborhood with a private entrance for guests. **** we are in the process of rebuilding the dock so it will be unavailable until further notice ****

4/2 House near Legoland w Optional Heated Pool
Relax with the whole family at this peaceful home in Winter Haven 5mins to Legoland and the new Peppa Pig theme park, perfect for your next family vacation! Right across the street from lake Ned park with lake View from the front porch and office, bring your small water toys as there is a public boat ramp across the street. There are many restaurants as well as a Publix grocery store all within 2 miles from the home! Downtown winter haven is a short 10 minute commute.

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.
Popular amenities for Cypress Gardens waterfront rentals
Waterfront apartment accommodation

*LaKe ViEwS* NEW!Condo 3/2 10 min to DiSnEy*

2 Bedrooms/ 2 Bathrooms/ Storey Lake (3191-405 PC)

Penthouse With Epic Views

Ariana Place - Tree House Like Lakefront Views

3191-307 Resort Lake View Disney Universal Orlando

2-Bedroom Renovated Lakeside Condo Near Disney

Charming Lakefront Apt. Near Disney

Serenity Lake: Spacious & comfy 3BR/2BA Apartment
Waterfront house rentals

Lakefront | Heated Pool | Pet Friendly | Games

Huge pool & Lakeview home | 5 Min Universal

Charming Lakefront Cottage with Stunning Views

Beautiful Lake House Boating Fishing near Legoland

Waterfront Wizarding Near Universal's Harry Potter

Cozy Lakefront Home w/ Pool -7 mins from Legoland

Winter Haven Waterfront Retreat

Luxury Tropical Themed Villa With Lake View!
Waterfront condo accommodation

Beautiful Lake View Condo. Close to Disney.

Disney Area Updated Lake View Orlando Resort Condo

Modern Lake view Condo 1 mile from Disney

Cozy Condo at Secret Lake near Disney

Chic Disney Resort Condo • Pool Access Near Parks

*NEW* Adventureland Stay / Sleeps 6 / Near Disney

Tranquil Escape

Lakefront Resort Condo near Disney and Universal
When is the best time to visit Cypress Gardens?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $259 NZD | $288 NZD | $271 NZD | $256 NZD | $247 NZD | $247 NZD | $232 NZD | $242 NZD | $223 NZD | $232 NZD | $239 NZD | $233 NZD |
| 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 |
Quick stats about waterfront rentals in Cypress Gardens

Total holiday rentals
Explore 20 holiday rentals in Cypress Gardens

Nightly prices starting at
Cypress Gardens holiday rentals start at $103 NZD per night before taxes and fees

Verified guest reviews
Over 1,800 verified reviews to help you choose

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

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

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

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

4.9 Average rating
Cypress Gardens stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Panama City Beach Holiday rentals
- Rentals with a washing machine and dryer Cypress Gardens
- Family-friendly rentals Cypress Gardens
- Rentals with pools Cypress Gardens
- Rentals with a fire pit Cypress Gardens
- House rentals Cypress Gardens
- Hotel rooms Cypress Gardens
- Rentals with lake access Cypress Gardens
- Rentals with outdoor seating Cypress Gardens
- Rentals with a fireplace Cypress Gardens
- Pet-friendly rentals Cypress Gardens
- Rentals with a patio Cypress Gardens
- Waterfront rentals Polk County
- Waterfront rentals Florida
- Waterfront rentals United States
- Universal Studios Florida
- Walt Disney World Resort
- Universal Orlando Resort
- Orange County Convention Center
- Disney Springs
- SeaWorld Orlando
- Universal's Volcano Bay
- Busch Gardens Tampa Bay
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Discovery Cove
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Camping World Stadium
- Reunion Resort Golf Courses - Palmer & Watson
- Amalie Arena
- Tampa Convention Center
- Aquatica
- ICON Park
- Disney's Hollywood Studios
- Island H2O Live!
- Southern Dunes Golf and Country Club





