Bright Waterfront Home on Winter Haven's Lake Jessie
900 Lake Jessie is a rare rental find. It's a bright lakefront home on Winter Haven's renowned Chain of Lakes. This newly renovated, spacious, single story home on Lake Jessie is well equipped, so you can relax and have fun. The home is fully furnished including towels, bedding, kitchenware and laundry. With 3 bedrooms and 3 bathrooms, it can accommodate 6 people. Waterski/barefoot/wakeboard, fish, kayak or SUP from your back door. Nearby slalom courses for water skiers, plus a seaplane base! Watch the sunrise from your private dock or patio. Bring your boat or rent one locally. 20 minutes to Legoland, 30-45 minutes to Disney & Universal. 8 minutes to the restaurants and amenities of downtown Winter Haven. The layout of this home is ideal with bedrooms removed from the common living areas, you can still have privacy. Nothing was spared. Furnishings and decor are high end. The front and back lawns are large and flat. Perfect to set up your own games, or do yoga. The home is east facing, so you can enjoy spectacular sunrises from the dock or patio. Many windows overlook the lake. The region is rich with tropical birds like herons, egrets, cranes, and ibis, plus bald eagles and osprey. Winter Haven is famously known as the "Waterski Capital of the World." Slalom ski courses abound, or get coached by world champs at local ski and barefooting schools. The Chain of Lakes is also a fisher's paradise. Catch the Cypress Gardens Ski team perform in town on select Saturdays, take your boat to on-lake dining or bars, go downtown for original restaurants, theaters, and concerts in Central Park. Legoland is a 24 minute drive, while Disney and Universal are 35-45 minutes away.
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Amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning
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Pets allowed: dogs and cats less than 23 kg per pet (limit 2 pets total)
Up to 2 dogs total not to exceed 85 pounds
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Smoking
Smoking is not permitted
Quiet hours in the neighborhood from 9 pm - 6 am. No loud noises, voices, music, etc during quiet hours.
No fireworks or discharging of firearms.
Pet owners MUST pick up dog waste daily.
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Note from host: Quiet hours from 9pm-6am
Long-term renters welcome
This property uses eco-friendly cleaning products
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
We should mention
A car is recommended for transport to and from this property
About the area
Winter Haven
Located in Winter Haven, this holiday home is near theme parks and on the waterfront. The Circle B Bar Reserve and Auburndale City Park reflect the area's natural beauty and area attractions include LEGOLAND® Florida and Indigo's Family Fun Center. Travelling with kids? Consider Indigo's Billiards, Bowling & Games, or check out an event or a game at Cindy Hummed Tennis Center. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Is Bright Waterfront Home on Winter Haven's Lake Jessie pet-friendly?
Yes, this property allows cats and dogs (limit 2 total) with a maximum weight of up to 23 kg per pet. Some restrictions may apply, so please contact the property for more details.
How much does it cost to stay at Bright Waterfront Home on Winter Haven's Lake Jessie?
As of 27 Mar 2026, prices found for a 1-night stay for 2 adults at Bright Waterfront Home on Winter Haven's Lake Jessie on 1 June 2026 start from AU$286, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Bright Waterfront Home on Winter Haven's Lake Jessie?
On-site parking is available at the property.
What time is check-in at Bright Waterfront Home on Winter Haven's Lake Jessie?
Check-in begins at 3:00 PM.
What time is check-out at Bright Waterfront Home on Winter Haven's Lake Jessie?
Checkout is at 10:00 AM.
Where is Bright Waterfront Home on Winter Haven's Lake Jessie located?
This family-friendly Winter Haven holiday home is located on the waterfront, within 3 mi (5 km) of Auburndale City Park, Cindy Hummed Tennis Center and Inman Park. Indigo's Family Fun Center and Indigo's Billiards, Bowling & Games are also within 6 miles (10 km).
About the host
Hosted by Christine Bradstreet
Hi! My husband and I hosted lakeside guests for years in Maine. Now we've moved to warm and sunny Florida. We are both thrilled to give you a fun and memorable vacation.
Why they chose this property
We fell in love with our Lake Jessie House as soon as we walked in. We've know this lake for years. You might even see us skiing in the slalom course across the lake! When this home came on the market we snatched it up, knowing it's the perfect vacation spot for a week or a season. Everything in the home is remodeled and in tip top shape. It's bright and sunny, but also has a warm and relaxing feel to it.
What makes this property unique
Gorgeous sunrises, exotic birds, access to the chain of 20+ lakes connected by canals, a bonus kitchenette, and a fully outfitted home. The home looks small from the outside, but you won't believe how much room you have on the inside. Lake Jessie rocks!