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Easystay

The Easy Way for a Perfect Stay

Exceptional stays and full-service property management in Tampa & Bradenton, where comfort and hospitality come together effortlessly.

Available properties

Why EasyStay

Driven by technology, experience, & dedication
EasyStay is your trusted short-term rental co-host and property management partner, delivering seamless guest experiences and hassle-free hosting through expert care, technology, and full-service management.

Curated Vacation Homes

Curated Vacation Homes

Thoughtfully selected homes across Tampa and Bradenton designed for exceptional stays, modern comfort, and memorable guest experiences.

Local Expertise You Can Trust

Local Expertise You Can Trust

Based in Tampa and Bradenton, our team understands the local market and is committed to providing reliable service, professional communication, and exceptional hospitality.

Technology-Driven Management

Technology-Driven Management

We combine innovative technology, market insights, and proven short-term rental strategies to maximize property performance and deliver seamless guest experiences.

Thoughtfully Managed Stays Across Tampa & Bradenton

Every detail matters, from arrival to checkout, our team brings professional care and local knowledge to every stay.

  • Complimentary High-Speed Wi-Fi

  • Professional Care and Cleaning

  • Tampa & Bradenton Local Expertise

  • Modern Home Amenities

Reviews

4.98

1082 reviews

5.0 / 5

Everything was great, had a great time!

L
LinaStayed in November 2026
5.0 / 5

Totally enjoyed our stay. Would definitely stay again while in the area.

E
EllenStayed in November 2026
5.0 / 5

Great place!

K
KyleStayed in November 2026
5.0 / 5

Vielen Dank für alles, wir haben unseren Aufenthalt sehr genossen!

K
KaiStayed in November 2026
5.0 / 5

Beautiful home in a beautiful spot. We only had a couple days here but really enjoyed our time. The house has everything you need and more. Shuffleboard was a hit and the instructions were very details and easy to search through.

P
PatrickStayed in October 2026
5.0 / 5

The home was exactly as listed. We had a wonderful time. Great location. Would definitely book again.

D
DanielleStayed in October 2026
5.0 / 5

Very quaint and quiet place.

K
KellyStayed in October 2026
5.0 / 5

Entertainment and luxury all mixed in. Fantastic home to get away from it all in and feel pampered. My hubby and I spent 3 nights here and were hoping to get out on the kayaks and fishing etc but the weather did not cooperate but we did not feel like we missed out on anything having such an enjoyable home to stay in. Grace was quick to respond to anything we needed and the place had every ammenity we could possibly have needed. The beds were amazing and every place to relax was just as comfy. Every touch put into this place is purposeful and we absolutely will be bringing our family back here to enjoy the home to its fullest. Thank you for designing such a beautiful home and being so thoughful of every detail. This truly was a wonderful start to our vacation!!

W
WendyStayed in October 2026
5.0 / 5

We had a wonderful stay! The space was clean, comfortable, and exactly what we needed. Check-in and check-out were easy and stress-free, and the neighborhood was lovely. Highly recommend staying here!

C
CynthiaStayed in October 2026
5.0 / 5

Had a great time! Lots to see & do, very relaxing!

K
KristinaStayed in October 2026
5.0 / 5

Everything was great, had a great time!

L
LinaStayed in November 2026
5.0 / 5

Totally enjoyed our stay. Would definitely stay again while in the area.

E
EllenStayed in November 2026
5.0 / 5

Great place!

K
KyleStayed in November 2026
5.0 / 5

Vielen Dank für alles, wir haben unseren Aufenthalt sehr genossen!

K
KaiStayed in November 2026
5.0 / 5

Beautiful home in a beautiful spot. We only had a couple days here but really enjoyed our time. The house has everything you need and more. Shuffleboard was a hit and the instructions were very details and easy to search through.

P
PatrickStayed in October 2026
5.0 / 5

The home was exactly as listed. We had a wonderful time. Great location. Would definitely book again.

D
DanielleStayed in October 2026
5.0 / 5

Very quaint and quiet place.

K
KellyStayed in October 2026
5.0 / 5

Entertainment and luxury all mixed in. Fantastic home to get away from it all in and feel pampered. My hubby and I spent 3 nights here and were hoping to get out on the kayaks and fishing etc but the weather did not cooperate but we did not feel like we missed out on anything having such an enjoyable home to stay in. Grace was quick to respond to anything we needed and the place had every ammenity we could possibly have needed. The beds were amazing and every place to relax was just as comfy. Every touch put into this place is purposeful and we absolutely will be bringing our family back here to enjoy the home to its fullest. Thank you for designing such a beautiful home and being so thoughful of every detail. This truly was a wonderful start to our vacation!!

W
WendyStayed in October 2026
5.0 / 5

We had a wonderful stay! The space was clean, comfortable, and exactly what we needed. Check-in and check-out were easy and stress-free, and the neighborhood was lovely. Highly recommend staying here!

C
CynthiaStayed in October 2026
5.0 / 5

Had a great time! Lots to see & do, very relaxing!

K
KristinaStayed in October 2026

Meet Your Team

Charlie Hesser, Co-Founder & CEO

Charlie Hesser

Founder & CEO

Grace Hesser, Co-Founder & Director of Operations

Grace Hesser

Co-Founder & Director of Operations

Michael Sjogren, Board Advisor

Michael Sjogren

Board Advisor

Donita Rose Morable

Virtual Operations Manager

Marie Alcantara

Virtual Assistant

Pauline Rhae

Virtual Assistant

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