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

5.0

464 reviews

5.0 / 5

We had an excellent stay! Enjoyed the pool, dock and fishing from the dock. We were also close enough to any beach we wanted to go to for the day. Gracie was very communicative throughout the entire process from check in to check out and very helpful on local recommendations. The place is just right for a party of two.

C
ChuckStayed in August 2026
5.0 / 5

The place was amazing and I Would highly recommend! It’s a great distance from everything and the place was very tidy.

V
ValeriaStayed in August 2026
5.0 / 5

We loved the apt. Very clean , close the the beach and supermarket. Grace was very communicative and I love that. I will definitely be back with our Dog and my son.

L
LuzStayed in August 2026
5.0 / 5

Super fun, great place! Lots of fun for the family!

B
BrianStayed in August 2026
5.0 / 5

This home is beautiful and the view is incredible! We enjoyed our stay so much!!

M
MeganStayed in August 2026
5.0 / 5

The house was a perfect place to vacation before the girls started their senior year of college! They fished, swam, went to the beach and explored the islands restaurants and markets. We would definitely book again :)

K
KimStayed in August 2026
5.0 / 5

We had a great vacation, Grace provided all the information that we needed before we arrived and she responded very quickly when I had a question about a dog friendly beach nearby. She checked with us halfway through our stay and before checking out to make sure we were comfortable. The unit was a perfect fit for us (two adults with a dog), good layout and very clean. Everything we needed was provided, kitchen and closet were well equipped. Thank you, it is very likely we visit again.

M
MargaretStayed in August 2026
5.0 / 5

Grace was an awesome host and the place was as described. Would definitely stay again.

M
MelissaStayed in August 2026
5.0 / 5

We had an amazing stay and would absolutely recommend this Airbnb to anyone visiting the area! The backyard was one of our favorite parts of the property—it was beautifully maintained, and the pool was perfect for relaxing after a day at the beach. The location was great with multiple beaches just a short distance away convenient to enjoy the coast whenever we wanted.( my favorite was Coquina beach) The neighborhood felt clean, safe, and peaceful, which made our stay even more enjoyable. On top of that, the customer service from Grace was truly exceptional. She was friendly, responsive, and made sure we had everything we needed. Overall, this was a fantastic experience, I recommend to other families.

A
ArielStayed in August 2026
5.0 / 5

We absolutely loved staying here. I highly recommend this. The house was so beautiful and spacious. The backyard was a tropical oasis. Our entire family stayed including my 4 grandchildren (3 year old, 1 year old, 11 month old and 3 month old). They had so many toys for the grandchildren and for the pool. It was one of the best houses we have ever stayed in. The host, Grace always responded immediately to me if I had any questions. Grace thought of everything for families that you would need.

K
KimStayed in August 2026
5.0 / 5

We had an excellent stay! Enjoyed the pool, dock and fishing from the dock. We were also close enough to any beach we wanted to go to for the day. Gracie was very communicative throughout the entire process from check in to check out and very helpful on local recommendations. The place is just right for a party of two.

C
ChuckStayed in August 2026
5.0 / 5

The place was amazing and I Would highly recommend! It’s a great distance from everything and the place was very tidy.

V
ValeriaStayed in August 2026
5.0 / 5

We loved the apt. Very clean , close the the beach and supermarket. Grace was very communicative and I love that. I will definitely be back with our Dog and my son.

L
LuzStayed in August 2026
5.0 / 5

Super fun, great place! Lots of fun for the family!

B
BrianStayed in August 2026
5.0 / 5

This home is beautiful and the view is incredible! We enjoyed our stay so much!!

M
MeganStayed in August 2026
5.0 / 5

The house was a perfect place to vacation before the girls started their senior year of college! They fished, swam, went to the beach and explored the islands restaurants and markets. We would definitely book again :)

K
KimStayed in August 2026
5.0 / 5

We had a great vacation, Grace provided all the information that we needed before we arrived and she responded very quickly when I had a question about a dog friendly beach nearby. She checked with us halfway through our stay and before checking out to make sure we were comfortable. The unit was a perfect fit for us (two adults with a dog), good layout and very clean. Everything we needed was provided, kitchen and closet were well equipped. Thank you, it is very likely we visit again.

M
MargaretStayed in August 2026
5.0 / 5

Grace was an awesome host and the place was as described. Would definitely stay again.

M
MelissaStayed in August 2026
5.0 / 5

We had an amazing stay and would absolutely recommend this Airbnb to anyone visiting the area! The backyard was one of our favorite parts of the property—it was beautifully maintained, and the pool was perfect for relaxing after a day at the beach. The location was great with multiple beaches just a short distance away convenient to enjoy the coast whenever we wanted.( my favorite was Coquina beach) The neighborhood felt clean, safe, and peaceful, which made our stay even more enjoyable. On top of that, the customer service from Grace was truly exceptional. She was friendly, responsive, and made sure we had everything we needed. Overall, this was a fantastic experience, I recommend to other families.

A
ArielStayed in August 2026
5.0 / 5

We absolutely loved staying here. I highly recommend this. The house was so beautiful and spacious. The backyard was a tropical oasis. Our entire family stayed including my 4 grandchildren (3 year old, 1 year old, 11 month old and 3 month old). They had so many toys for the grandchildren and for the pool. It was one of the best houses we have ever stayed in. The host, Grace always responded immediately to me if I had any questions. Grace thought of everything for families that you would need.

K
KimStayed in August 2026

Meet Your Team

Charlie Hesser, Co-Founder & CEO

Charlie Hesser

Co-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

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