
Monthly Rentals in Osprey
Discover long-term rentals that feel like home, for stays of a month or longer.
Nearby monthly rentals
Enter dates and number of guests to see the total trip price including additional fees and taxes, and rounded up to the nearest integer.
Superhost

Home in Osprey
5 out of 5 average rating, 4 reviewsMattie’s Cottage by the Bay.
JimRating, 5 stars2 months ago
This was my second time staying at Mattie’s cottage. I’m sure I’ll stay here again. The neighborhood is walkable and safe. The cottage is close to beaches, restaurants, shopping, and my favorite the bike trail. The hosts are friendly and welcoming.
Top Guest favourite

Guesthouse in Osprey
4.99 out of 5 average rating, 122 reviewsTerrific Treehouse by the Bay
BrighidRating, 5 stars4 days ago
Great spot and excellent value! I’d love to stay again, it’s a cozy place convenient to Venice and Sarasota!
Top Guest favourite

Home in Osprey
5 out of 5 average rating, 36 reviewsHeated Pool | 3 Beds | Near Beaches and parks
MarkRating, 5 stars2 months ago
This was a never nice and comfortable place, clearly newly renovated and tastefully decorated. The kitchen was very well-equipped and the host quickly responded with a new toaster to replace one that was broken and to make a minor plumbing repair. Very nice and well-maintained swimming pool, which mainly served as a background decoration for us. We brought our bicycles and kept them in the garage. The washer and dryer functioned well and there were also drier racks, which is something my wife loves for air drying. We stayed here for the entire month and we'd gladly rent the place again. We very much like the area, both Osprey and greater Sarasota.
Superhost

Home in Osprey
5 out of 5 average rating, 6 reviewsSunny Coastal Escape | By LussoStay
ChasityRating, 5 stars3 weeks ago
Good place, good location. Exactly what I was looking for. Ceiling fans didn’t work, they tried to fix the issue but were unsuccessful. Other than that the place was great.
The comforts of home and great monthly rates
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.*
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Work-friendly spaces for digital nomads
Travelling professional? Find a long-term stay with high-speed Wi-Fi and dedicated working spaces.
Looking for corporate housing?
Airbnb has fully furnished apartment homes ideal for staffing, corporate housing and relocation needs.
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*Some exclusions may apply in certain geographies and for some properties.