Monthly Rentals in Cypress Gardens

Discover long-term rentals that feel like home for stays of a month or longer.

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Nearby monthly rentals

Flat in Winter Haven
5 out of 5 average rating, 4 reviews

*Near Legoland*clean and cozy waterfront apt

DustinRating, 5 stars4 days ago
In the area for work, and needed a place to stay for one night. This place was very convenient, as well as safe, secure, and peaceful. This place appeared to be really new and everything was provided for us. I really truly appreciate everything you did. I am originally from this area, so I’m extremely familiar with Winter Haven and Lake Alfred. When I saw the address, I knew exactly where I would be staying and I was very pleased, downtown Winter Haven is five minutes away. Downtown Lake Alfred and downtown Auburndale are easily no more than five minutes from this location. Lakeland is about 15 to 20 minutes, depending on traffic. No matter where you need to be this is a great place. Whatever I need to be in this area again I will definitely stay again.
Guest favourite
Guest house in Winter Haven
4.94 out of 5 average rating, 213 reviews

The Paradise Hide Away

TracyRating, 5 stars1 month ago
Just as expected. Kelly was super nice and informative about local restaurants. Very peaceful, private and quiet to be so close to major roadways. We will definitely stay again our next visit.
Guest favourite
Home in Winter Haven
4.74 out of 5 average rating, 155 reviews

The Blue Ranch

DanRating, 5 stars1 week ago
What a great place to stay. We were there for 2 months. We found the location was really easy to get to places around Winter Haven. The WiFi worked well. We enjoyed having laundry machines in the house. If you cook be sure to turn on the exhaust fan before cooking or the smoke alarm will blast at you.(we discovered that one out) The house was wonderful for Dan to have a place for his office to work from home, and Gloria had a perfect place for sewing projects. We loved being able to stay in this wonderful home.
Guest favourite
Guest house in Winter Haven
4.91 out of 5 average rating, 77 reviews

Comfy Guest House

NicolasRating, 5 stars2 weeks ago
Gia was an excellent communicator and was incredibly professional when it came to the details but friendly and cordial when it came to more informal conversation. overall a phenomenal host

Amenities and perks for longer stays

Furnished rentals

Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.

Flexibility you need

Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*

Simple monthly prices

Special rates for long-term holiday rentals and a single monthly payment without additional charges.*

Book with confidence

Reviewed by our trusted community of guests and 24/7 support during your extended stay.

Work-friendly spaces for digital nomads

Travelling professional? Find a long-term stay with high-speed wifi and dedicated working spaces.

Looking for corporate housing?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing and relocation needs.

Stay near Cypress Gardens's top sights

LEGOLAND Florida Resort513 locals recommend
LEGOLAND Florida Water Park104 locals recommend
Legoland station88 locals recommend
Winter Haven Hospital4 locals recommend
Harborside25 locals recommend
Harry's Old Place17 locals recommend

Destinations to explore

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