Welcome to RW Caldwell Rentals
& Property Management

Servicing the Gulfport FL and Southern Pinellas County areas for over 80 years.

$2,300

Available Now

Charming Home In Allendale Terrace

954 Sq. Ft. 2 Bed 1 Baths

711 39th Ave N, Saint Petersburg, FL 33703

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$1,375

Available Now

Nestled in the heart of Gulfport - Fully Updated One Bedroom Apartment

1 Bed 1 Baths

5614 Gulfport Blvd, #8, Gulfport, FL 33707

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$1,425

Available Now

Second Floor Corner Unit in Downtown Gulfport!

406 Sq. Ft. 1 Bed 1 Baths

3000 Beach Blvd S, #7A, Gulfport, FL 33707

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$1,000

Professional Office Space in downtown Tierra Verde

Studio 1 Baths

1120 Pinellas Bayway, Unit #202, Tierra Verde, FL 33715

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We have been managing Florida properties for over 80 years.

We know what works, what rents, and how to get more out of your rental property – all at a competitive price. If you’re looking for property management in the Gulfport, Pasadena, St. Petersburg and Gulf Beach areas, especially someone who can help you with your investment property, give us a call.

We offer a full range of property management services tailored to you as an investor, homeowner, or landlord. We specialize in single family homes, townhouses, condos, apartments and commercial units and are known as one of the top property management firms in the Gulfport area. If you have rental properties and need a company that works hard to be the best, helping you manage your properties and your tenants, give a call today. If you’re a renter and looking for a property to rent, browse our listings online and reach out to our super friendly staff today.

Our Vision

Our ultimate goal is to not only become the top property management company in Southern Pinellas County, but to be known for changing residential property management industry standards by implementing our unique programs and approach in today’s evolving rental market. Our properties are located all over the Southern Pinellas area including Gulfport, South Pasadena, and St Petersburg areas, as well as on the St Pete beach and Pass-a-Grille. While never losing sight of the most important element of all – our clients – our team strives to continue providing unprecedented customer service.

Need Rental or Homeowners Insurance? We're here to help!

RW Caldwell has been covering Florida’s auto, home, flood and business insurance needs for over 80 years. Our independent agents know how to get the best price and value for you.