
Waterfront vacation rentals in Cypress Gardens
Find and book unique waterfront rentals on Airbnb
Quick stats about waterfront rentals in Cypress Gardens

Total vacation rentals
Explore 20 vacation rentals in Cypress Gardens

Nightly prices starting at
Cypress Gardens vacation rentals start at G$12,551 GYD per night before taxes and fees

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

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Vacation 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 vacation 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!
Top-rated waterfront rentals in Cypress Gardens
Guests agree: these waterfront rentals 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.

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

Horse Farm on a Beautiful Lake
Small Thoroughbred Race Horse Farm on a beautiful lake. The dock has plenty of benches for fishing, picnicking, or just dreaming. There is a Swimming pool right out your door. Please note there is no barrier around pool and all children (anyone under age of 18)must be supervised at all times. Guests must swim at their own risk. You may see horses in the paddocks. The pool deck overlooks the lake for hanging out or quiet time. Please note price is for studio (sleeps 3 or more with sofa beds)

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.

Beautiful Lake House Boating Fishing near Legoland
Welcome to The Executive Lake House ten minutes from Lego Land in beautiful Winterhaven, Florida. The brand new rental home sits on a lake and offers a dock, with boats, fishing gear and beautiful views of the lake. The home offers one bedroom a full kitchen and laundry and one full bathroom The backyard has a playground and pool area that is ( not) included at this price point. If wanting an additional charge of 20 dollars per night Will be charged. Let me know at booking.

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 ****

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 rentals

2 Bd/ 2 Ba Sleeps 6! Storey Lake (3191-405)

Top-Floor Lakeview Condo at Vista Cay Resort

2-Bedroom Renovated Lakeside Condo Near Disney

Charming Lakefront Apt. Near Disney

WATER View 4BR/Elevator/DISNEY Area

3171-302 Resort Lake View Disney Universal Orlando

Lake View Penthouse

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

Game Room/HeatedPool/Piano Upscale Waterfront Home

Lakeside Paradise, 15 min Disney + Saltwater Pool

Waterfront Wizarding Near Universal's Harry Potter

Relaxing Lakefront Escape • Pool + 150” Theater

View the Disney fireworks from your pool!

Heated Pool 15 Minutes to Disney PS5 l Switch

Lakeland LakeFront 4BD | 3BA FSC SEU Sun & Fun Tigers

Dreamy Waterside Villa | Heated Pool & Near Disney
Waterfront condo rentals

Penthouse Lakeview Minutes to Disney/ Universal

Disney Area Updated Lakefront Resort Condo 2 POOLS

Waterfront Condo minutes to Disney & Universal

Cozy Condo at Secret Lake near Disney

Modern Lake view Condo 1 mile from Disney

Spacious+LakeView 3b2b w/Pool&Shuttle to Parks!

2BR 19th-Floor - Lake + Rockets + Disney Fireworks

Luxury 3 Bed/2 Bath Condo 4 miles from WDW
When is the best time to visit Cypress Gardens?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$31,586 GYD | G$35,142 GYD | G$33,050 GYD | G$31,167 GYD | G$30,121 GYD | G$30,121 GYD | G$28,239 GYD | G$29,494 GYD | G$27,193 GYD | G$28,239 GYD | G$29,075 GYD | G$28,448 GYD |
| 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 |
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- Universal Studios Florida
- Walt Disney World Resort
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Orange County Convention Center
- Disney Springs
- SeaWorld Orlando
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- Universal's Volcano Bay
- Busch Gardens Tampa Bay
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- Epcot
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- Kia Center
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- Camping World Stadium
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- Aquatica
- Tampa Convention Center
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!





