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

4.9

991 reviews

5.0 / 5

The house was great and the host was responsive for any questions we had.

A
AlexanderStayed in September 2026
5.0 / 5

Incredible Airbnb! We loved having everything we needed within walking distance. We walked to the beach, restaurants, grocery store and to get coffee many times and it felt very safe. We also loved having the pool next to the dock where we could relax in the evening with a beautiful view. Everything was exactly as described. We were impressed that every detail and amenity was thought of including fully stocked kitchen, extra bedding, beach towels, soaps, and even beach chairs with a cooler. It is hard to find this kind of value in this area and we will definitely be back!

D
DerekStayed in September 2026
5.0 / 5

They had everything we needed for our little toddler including a high chair, gates for the stairs, a pack and play, and even toys! That was very helpful & stood out to me! Easy check in process & clean space. :)

A
AdrianStayed in September 2026
5.0 / 5

The house was beautiful and the host grace was amazing and very informative and helpful. The house has so many amenities and was super clean and fun to stay in with so much to do. Would definitely recommend to anyone going to Bradenton.

K
KevinStayed in September 2026
5.0 / 5

Loved this Airbnb and especially the pool/dock area. Restaurant in walking distance. Would definitely recommend

C
CorneliaStayed in September 2026
5.0 / 5

Great little spot with so much to do! Convent location. Nice pool and fishing dock. Very,very clean!

A
AddieStayed in September 2026
5.0 / 5

We loved our stay and really appreciated Grace and her communications through the entire process.

C
ChrisStayed in September 2026
5.0 / 5

Our family loved staying at Grace’s home! It was super convenient and easy to walk to the beach especially with our toddler and baby. The wagon and beach essentials she provided were super helpful for our family. The home was very family friendly and the community surrounding the home was quiet and peaceful. The house was beautifully decorated, clean, and supplied with everything our family could need. The pool and hot tub area were kept in pristine condition and made relaxing very easy. The house was plenty spacious enough for our family of 6. Grace is a super responsive host and we appreciated her attention to detail. We hope to come back someday!

M
MaggieStayed in September 2026
5.0 / 5

Great stay!! Clean and close to the beach. Thank you for being such a great host!

S
SydneyStayed in September 2026
5.0 / 5

We stayed at Grace’s place for a family celebration, and could not have found a better Airbnb! Here are things we look for, in order of importance, and Grace’s place meets or exceeds them all: Dog friendly, and fenced yard. Easy access w/ off road parking. Ice cold a/c. Strong wifi. Pretty view from glass viewing area overlooking the bay. We watched dolphins right from there! Nice kitchen- exceeded expectations. Clean modern kitchen with all the appliances, a Keurig, and all the housewares for full meal prep. Comfy beds with room darkening curtains. We plan to return to this Airbnb next September-it is just perfect for us.

S
SusanStayed in September 2026
5.0 / 5

The house was great and the host was responsive for any questions we had.

A
AlexanderStayed in September 2026
5.0 / 5

Incredible Airbnb! We loved having everything we needed within walking distance. We walked to the beach, restaurants, grocery store and to get coffee many times and it felt very safe. We also loved having the pool next to the dock where we could relax in the evening with a beautiful view. Everything was exactly as described. We were impressed that every detail and amenity was thought of including fully stocked kitchen, extra bedding, beach towels, soaps, and even beach chairs with a cooler. It is hard to find this kind of value in this area and we will definitely be back!

D
DerekStayed in September 2026
5.0 / 5

They had everything we needed for our little toddler including a high chair, gates for the stairs, a pack and play, and even toys! That was very helpful & stood out to me! Easy check in process & clean space. :)

A
AdrianStayed in September 2026
5.0 / 5

The house was beautiful and the host grace was amazing and very informative and helpful. The house has so many amenities and was super clean and fun to stay in with so much to do. Would definitely recommend to anyone going to Bradenton.

K
KevinStayed in September 2026
5.0 / 5

Loved this Airbnb and especially the pool/dock area. Restaurant in walking distance. Would definitely recommend

C
CorneliaStayed in September 2026
5.0 / 5

Great little spot with so much to do! Convent location. Nice pool and fishing dock. Very,very clean!

A
AddieStayed in September 2026
5.0 / 5

We loved our stay and really appreciated Grace and her communications through the entire process.

C
ChrisStayed in September 2026
5.0 / 5

Our family loved staying at Grace’s home! It was super convenient and easy to walk to the beach especially with our toddler and baby. The wagon and beach essentials she provided were super helpful for our family. The home was very family friendly and the community surrounding the home was quiet and peaceful. The house was beautifully decorated, clean, and supplied with everything our family could need. The pool and hot tub area were kept in pristine condition and made relaxing very easy. The house was plenty spacious enough for our family of 6. Grace is a super responsive host and we appreciated her attention to detail. We hope to come back someday!

M
MaggieStayed in September 2026
5.0 / 5

Great stay!! Clean and close to the beach. Thank you for being such a great host!

S
SydneyStayed in September 2026
5.0 / 5

We stayed at Grace’s place for a family celebration, and could not have found a better Airbnb! Here are things we look for, in order of importance, and Grace’s place meets or exceeds them all: Dog friendly, and fenced yard. Easy access w/ off road parking. Ice cold a/c. Strong wifi. Pretty view from glass viewing area overlooking the bay. We watched dolphins right from there! Nice kitchen- exceeded expectations. Clean modern kitchen with all the appliances, a Keurig, and all the housewares for full meal prep. Comfy beds with room darkening curtains. We plan to return to this Airbnb next September-it is just perfect for us.

S
SusanStayed in September 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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