Monthly Rentals in Oldsmar

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

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Nearby monthly rentals

Top guest favourite
Home in Oldsmar
4.92 out of 5 average rating, 51 reviews

Sunny Oasis: Villa Retreat

DonaldRating, 5 stars2 months ago
The rental was so perfect for our needs. It was so nice and quiet and with the patio on the west side we had a lot of sunshine for our sun bathing. The only problem we had was with the water pressure in the shower. I think a high efficiency shower head would help. We would go back if given the opportunity.
Superhost
Home in Oldsmar
4.89 out of 5 average rating, 116 reviews

Coastal themed home near beach and airport

JillRating, 5 stars1 week ago
Maday and Eric were wonderful and their home was actually much nicer than the photos so we were really pleased. It had everything we needed and was very comfortable. They were very quickly responsive and when we had a problem they came right over and addressed it. Highly recommend.
Top guest favourite
Guesthouse in Clearwater
4.97 out of 5 average rating, 37 reviews

Cozy In-Law Suite Near Beach

Kathy&MarvRating, 5 stars1 month ago
We had the most amazing stay at Frank’s, from the moment we booked until check out, we were made to feel very comfortable and welcome. The space was immaculate and fully equipped with everything needed in the kitchen, beautiful bedding and the bathroom had plenty of towels and extras in case we forgot anything. Frank and his family were quick to respond if we had any questions. My husband needed to fly home in an emergency and I didn’t hesitate and felt very safe staying there. The neighbourhood is quiet and peaceful and we were able to sit and enjoy some time outside soaking up the sun. We will defintely book with Frank and stay in the cozy space again. Thanks again for a wonderful stay
Guest favourite
Cottage in Oldsmar
4.96 out of 5 average rating, 283 reviews

Louisa's Cottage

Elizabeth Rating, 5 stars1 month ago
We loved Louisa’s Cottage and will definitely stay again as we have family within a mile. Jim was always on top of my questions. And the fact that he had a bottle of wine and chocolates waiting for us..wow how wonderful. There is a lot of shopping and many good restaurants nearby.

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

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 Oldsmar's top sights

Philippe Park60 locals recommend
Tampa Bay Downs46 locals recommend
John Chesnut Senior Park35 locals recommend
Oldsmar Flea Market33 locals recommend
Empower Adventures Tampa Bay29 locals recommend
Buffalo Wild Wings25 locals recommend

Destinations to explore

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