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

Guest favorite

Guest suite in Winter Haven

4.88 out of 5 average rating, 89 reviews

Cute & Cozy in Winter Haven, Florida

ChristyRating, 5 stars1 month ago
It was a lovely stay, very peaceful and cozy. Living room was comfy, couch was great to lay down in and watch shows from. Kitchen was clean, and had many cooking utensils and devices you could use to create meals. Bathtub has non slip grips on the bottom which was nice, alongside some handles for support. Felt very safe! Very cleans and I was thankful for the small showering amenities. The bed was very comfy, nice to sleep on! In all, a very lovely place to stay, whether to just relax at the place or simply using it to rest at as you go visit other locations! Would recommend! :)
Guest favorite

Guesthouse in Winter Haven

4.91 out of 5 average rating, 76 reviews

Comfy Guest House

Eric AntonioRating, 5 stars2 weeks ago
I had a fantastic stay at this Airbnb! The space was exceptionally clean, cozy, and inviting. The updated appliances and spacious layout made it feel like a true home away from home. Everything was thoughtfully designed for comfort and convenience. I would definitely stay here again and highly recommend it to anyone looking for a great place to relax!

Home in Winter Haven

4.86 out of 5 average rating, 22 reviews

Budget Private Simple House-Perfect for Long Stays

RobertRating, 5 stars13 months ago
The rented space was clean and orderly easy to enter and lock. Linens were $50 if we decided to use them. Overall, a very good place to stay.
Guest favorite

Guesthouse in Winter Haven

5 out of 5 average rating, 12 reviews

Private Lakefront Studio Steps from Hospital

DwainRating, 5 stars1 month ago
Holy smokes!!! What a beautiful stay THIS was. The unit is right on a big lake and has a fire pit and comfy chairs right by water’s edge. Carey was great and her little pup Tiger is such a sweet little soul. Her husband was also very nice and friendly. The cottage is spotless and well maintained and equipped. It’s just well worth the stay, and is priced well below what it’s worth. I’d recommend it to everyone, but then there’d be no time for me to come back. It’s a 10/10 experience!

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 vacation 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

Traveling 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

*Some exclusions may apply in certain geographies and for some properties.
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  2. United States
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  4. Polk County
  5. Cypress Gardens
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