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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

Guesthouse in Winter Haven

5 out of 5 average rating, 19 reviews

Nice Pool Guesthouse with Nearby Boat Access

KonstantinosRating, 5 stars3 months ago
This was my first air bnb. The place was nice, clean, quiet, and the AC kept me cool. The host was awesome and she responded to everything pretty much right away. Everything you need is available. I was lacking nothing. I had to go to a different place as of yesterday because this place was rented. Otherwise I would have easily stayed until my time in Florida ended. This place should be on your short list if you’re ever in the area looking for a place to stay.
Guest favorite

Guesthouse in Cypress Gardens

4.88 out of 5 average rating, 16 reviews

2 Bdrm near Legoland guesthouse

DeniseRating, 5 stars1 month ago
Great place to stay when in Winterhaven. Close to LegoLand. Very private and quiet with a gated entrance. Close to restaurants and easy access.
Superhost

Home in Winter Haven

4.8 out of 5 average rating, 5 reviews

Newly remodeled Lakefront Vacation Home

RogerRating, 5 stars7 months ago
The place was extremely clean. It looked better than the pictures. Lovely house, great hosts.
Guest favorite

Guesthouse in Winter Haven

4.9 out of 5 average rating, 73 reviews

Comfy Guest House

JosephRating, 5 stars1 month ago
Stayed here for the Ironman 70.3 and it was a great place to rest at the night before. A short drive away from Disney and was a very cozy guest house.
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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.
  1. Airbnb
  2. United States
  3. Florida
  4. Polk County
  5. Cypress Gardens
  6. Monthly Rentals