Monthly Rentals in Cypress Gardens

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

Nearby monthly rentals

Guest favourite
Home in Winter Haven
4.95 out of 5 average rating, 100 reviews

3/2 House w Heated Pool 5mins to Legoland

MirjanaRating, 5 stars1 month ago
We had a great 5 week stay. There were no surprises, the house is well stalked and we really enjoyed the pool and pool area. It is close to restaurants and shopping. We would definitely stay there again.
Guest favourite
Apartment in Winter Haven
5 out of 5 average rating, 16 reviews

Winter Haven 2 BR 2 BA Condo 2 on Chain of Lakes

KeithRating, 5 stars1 month ago
Really enjoyed my month long stay in this unit with my dog. It's in a nice condo association with friendly neighbors that I got to interact with on dog walks. The unit itself was modern and furnished nicely. There are plenty of restaurants nearby. Susan was always quick to respond with any questions and offered many recommendations. I'd definitely stay here again. I miss it already.
Superhost
Apartment in Winter Haven
5 out of 5 average rating, 3 reviews

Bright Cheery Winter Haven Condo

HowardRating, 5 stars1 month ago
we never got to meet Christine. Everything was as stated or pictured. good location and felt completely safe. wish we could have stayed longer. maybe next year? we would use again.
Guest favourite
Guest house in Winter Haven
4.92 out of 5 average rating, 83 reviews

Comfy Guest House

GeovanniRating, 5 stars3 weeks ago
The place is close to everything you need, it is very clean, private and peaceful.

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

*Some exclusions may apply in certain geographies and for some properties.
  1. Airbnb
  2. United States
  3. Florida
  4. Polk County
  5. Cypress Gardens
  6. Monthly Rentals