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Monthly Rentals in Winter Springs

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

Nearby monthly rentals

Guest favorite

Apartment in Winter Park

4.96 out of 5 average rating, 196 reviews

Apt C -Modern Elegance in the Heart of Winter Park

Dec 26 – Jan 23

G$693,174 GYD per month
Guest favorite

Apartment in Sanford

4.95 out of 5 average rating, 152 reviews

The Carriage House Large One Bedroom Apartment

Mar 26 – Apr 23

G$500,475 GYD per month
Guest favorite

Guest suite in Sanford

4.98 out of 5 average rating, 183 reviews

The Secret Sanctuary in Sanford

May 31 – Jun 28

G$437,156 GYD per month
Guest favorite

Home in Maitland

4.97 out of 5 average rating, 115 reviews

The Butterfly Bungalow near Park Ave

Nov 7 – Dec 5

G$539,611 GYD per month
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 Winter Springs's top sights

Oviedo Mall16 locals recommend
Townhouse Restaurant15 locals recommend
Regal Oviedo Mall10 locals recommend
Target6 locals recommend
Spring Hammock Preserve6 locals recommend
Publix Super Market at Winter Springs Town Center3 locals recommend

Destinations to explore

*Some exclusions may apply in certain geographies and for some properties.