Monthly Rentals in Sugarmill Woods

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

Nearby monthly rentals

Guest favourite
Home in Homosassa
4.92 out of 5 average rating, 78 reviews

Homosassa Springs, bring your boat/RV, 7 acres

TomRating, 5 stars2 weeks ago
We only stayed one night but we found Jim’s place to be very comfortable and true to the description in the listing. It is located on a very private and quiet piece of property. The home is nicely decorated and was very clean. It has everything needed to ensure an enjoyable experience.
Top guest favourite
Home in Homosassa
4.98 out of 5 average rating, 114 reviews

Chassahowitzka River Cottage

DarleneRating, 5 stars2 weeks ago
Rented for Springbreak trip and had a fantastic stay! The house was so cute, cozy, and had everything we needed to feel right at home—even the things we forgot to pack. The décor was charming and made the whole space feel really warm and welcoming. It was also really clean. We loved using the bikes and kayaks. The tunnels were just a short paddle away, with crystal-clear water and we found manatees every single time we went out—such an unforgettable experience. The location was also perfect for visiting Homosassa Springs State Park and exploring the area. I highly recommend— plan on visiting again!
Top guest favourite
Apartment in Hernando
5 out of 5 average rating, 21 reviews

2 Bedroom 2 Bath Condo with pool

JeffRating, 5 stars2 weeks ago
Donnovan was a great host . We are hoping we can return in 2026 . Everything at the home was in great condition furniture tables tv:s beds etc The front screened in patio was a favorite for meal and just relaxing . We spent a lot of time at the heated pool .
Guest favourite
Home in Homosassa
4.93 out of 5 average rating, 15 reviews

Relaxing Retreat2 3 bedroom, 2 Bath Home

MichaelRating, 5 stars1 month ago
Dana was one of the best hosts that we have had in our sixteen years of going to Florida Jan. and Feb. The rental was also the best that we have ever had. Exceptionally clean, beautifully decorated, very well stocked kitchen. Locking front gate. Very, very comfortable. Would definitely recommend and stay again.

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 Sugarmill Woods's top sights

Cavallo Farm & Market8 locals recommend
Walmart Supercenter8 locals recommend
Dames Cave8 locals recommend
Walgreens5 locals recommend
Publix Super Market at Shoppes of Sugarmill Woods3 locals recommend
Cavallo Estate Winery3 locals recommend
*Some exclusions may apply in certain geographies and for some properties.