Monthly Rentals in Caladesi Island

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

Nearby monthly rentals

Superhost
Hotel room in Dunedin
4.85 out of 5 average rating, 253 reviews

Seaside Artisan Apartment 2

KathrynRating, 5 stars2 weeks ago
The place was great for the price. Clean, quiet, and within walking distance to downtown. We enjoyed the two bar/ restaurants on the water that were only about half mile away. Great spot for walking.
Top guest favorite
Condo in Dunedin
4.94 out of 5 average rating, 16 reviews

Studio King Sunset at Beso Del Sol (Pool/Hot Tub)

DanaRating, 5 stars3 days ago
Love the room and the property. Everything was very clean and well taken care of. Pool was really nice as well as the restaurant on site. Already booked a trip to come back same day we checked out. 10/10 would recommend.
Apartment in Palm Harbor
5 out of 5 average rating, 3 reviews

We cross 102

LyndaRating, 5 stars4 days ago
My mom grew up in Crystal Beach (Faith Mission) and my dad was raised in Dunedin so this was a fun trip for us. We made many, many trips to this area when I was growing up to visit with family. My brother and I loved climbing the trees in the park and chasing ghost crabs on the shore. This area is still quiet, peaceful and beautiful. We thoroughly enjoyed our stay and hope to come back again. Lynn is a wonderful host and the property is beautiful ❤️
Top guest favorite
Apartment in Dunedin
4.99 out of 5 average rating, 237 reviews

Tropical Paradise

GretchenRating, 5 stars1 week ago
We returned to Tropical Paradise because of our previous stay which was 5 star in every way. The property is landscaped to perfection and the pristine apartment makes for the perfect place to kick back and relax.

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.
*Some exclusions may apply in certain geographies and for some properties.
  1. Airbnb
  2. United States
  3. Florida
  4. Pinellas County
  5. Dunedin
  6. Caladesi Island
  7. Monthly Rentals