Monthly Rentals in Cypress Gardens

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

Nearby monthly rentals

Guest favorite

Tiny home in Winter Haven

4.9 out of 5 average rating, 115 reviews

4 a Tiny House w/ Bunk Bed in Quiet Marina Unit 14

Fonda GailRating, 5 stars6 days ago

Love the place! The company is very nice & accommodating!

Top guest favorite

Home in Winter Haven

4.97 out of 5 average rating, 102 reviews

The Dalt Retreat

NoelRating, 5 stars3 weeks ago

We had a great stay at the Dalt retreat. It was just as advertised and was perfect for us. The location is great as we spent two days at LEGOLAND and made the hour trip north to SeaWorld another day. This place had all of the comforts of home for our vacation. We would definitely stay here again.

Top guest favorite

Home in Winter Haven

5 out of 5 average rating, 44 reviews

Lake*Walk2LEGOLAND*Pool*Putting Green*Dock*Sunsets

BriannaRating, 5 stars4 days ago

We stayed here for my bachelorette and it was absolutely perfect! We mentioned we wanted to make s’mores and they surprised us with s’mores supplies! They were so helpful and communicative. The place is beautiful, very “insta” worthy, and a short ride into Orlando / downtown Disney. Would love to stay here again.

Top guest favorite

Tiny home in Winter Haven

4.95 out of 5 average rating, 183 reviews

Cedar Cottage

PeterRating, 5 stars4 days ago

Perfect location for us. The place was exactly the way it was described. Susan was very responsive to my questions and super nice in person. Would definitely stay there again in the future.

Explore all

The comforts of home and great monthly rates

Fully furnished rentals

From peaceful mountain cabins to convenient urban apartments these furnished rentals have all the amenities of home.

Digital nomads & traveling professionals

Comfortable accommodations for nomadic and remote working professionals with wifi and dedicated work spaces.

Delight included

Sometimes the destination is the accommodation. From cliffside cabins to tranquil houseboats, these rentals are full of unique features.

Pets welcome

Discover places to stay that accommodate pets, so you can bring your four-legged friend along.

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.

Popular amenities for monthly rentals

Kitchen

Wifi

Pet friendly

Laptop-friendly workspace

Free parking on premises

Corporate Housing

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.