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

487 reviews

5.0 / 5

Location of this property was perfect! Not a far walk to the beach, shopping and restaurants. The pool area facing the inlet was very relaxing, saw a few dolphins swimming a few hundred feet from the dock. This was perfect for a weekend get-a-way for my wife and I! Host was extremely helpful and accommodating. Recommendations for food within walking distance: Ricky Ts, Middle Grounds Bar and Grill, Foxys (breakfast) and The Floridian (best Cubans! Try the Floridian bean soup 😬). Coffee shop next The Floridian was also great. HIGHLY RECOMMEND this Airbnb!

W
WesStayed in August 2026
5.0 / 5

This home is AWESOME! Everything was Perfect. Grace was very attentive and made sure we were very well taken care of. I can't even explain how great this home is. You wouldn't even need to leave the house..there is so much to do there. It is really UNBELIEVEABLE...You must rent to see for yourself... Thank you Grace, for an unforgettable experience.

C
CherieStayed in August 2026
5.0 / 5

Our extended family of 11 thoroughly enjoyed our stay! The houses were cozy and well located. We were looking for a place close enough to the beach, but with a pool and the ability to park several vehicles. It is close to a park and dog friendly, which we were grateful for when we had to include our small dog last minute. The kids enjoyed fishing off of the dock and swimming in the back yard pool when we weren’t at the beach. The beach toys, towels, wagon, and chairs provided were a great perk. Aside from replacing a couple of boogie boards that our kids broke, we didn’t have to invest in any beach essentials. Someone even came to take the trash to the curb for us on trash day! We rented a golf cart and had no issues charging it in the driveway. We would definitely rent from Grace again in the future.

H
HannahStayed in August 2026
5.0 / 5

Beautiful property and was perfect for our stay!

H
HarleyStayed in August 2026
5.0 / 5

Everything was as described! Grace was very accommodating and prompt.

R
RodneyStayed in August 2026
5.0 / 5

This was the perfect place for my family to have a little staycation before school started! It had plenty of room for our family of 4 and was clean when we arrived. Grace was very helpful and prompt in her communication. Although it rained the entire time we were there, the outside area looked like a fun place to hang out! We would definitely come back to this house.

H
HeatherStayed in August 2026
5.0 / 5

Miss it already, love you Grace. Keep doing what you’re doing! 😊🌺

A
AndreaStayed in August 2026
5.0 / 5

Loved it!! The house was great and Grace was amazing! The whole family had an amazing time and experience, and we would absolutely return! Thanks Grace

R
RachelStayed in August 2026
5.0 / 5

We had an incredible stay at Treasure Island. Being in walking distance to the beach was very convenient as well as next to the Publix for food. The atomic claw was great for my young child and there were lots of restaurants to choose from. Couldn't have asked for a better stay and definitely looking forward to visiting this property or another property Grace rents in the future!

J
JordanStayed in August 2026
5.0 / 5

We enjoyed our vacation in Grace’s beautifully decorated home! The home has several amenities that is perfect for a family! We loved the game room with our favorites being the Air Hockey machine and the Arcade machine. It offered a nice way to spend time together in the evening after spending time at the beach. Each room is tastefully decorated in beautiful pastel colors. We loved the pink wall in the living room 💗 The home is located in a safe development with easy access to the main highway and approximately 8-10 minutes from all the local beaches. Grace was the perfect host with immediate response to any questions we may have had. We would definitely stay here again on our next trip to Bradenton!

C
CrystalStayed in August 2026
5.0 / 5

Location of this property was perfect! Not a far walk to the beach, shopping and restaurants. The pool area facing the inlet was very relaxing, saw a few dolphins swimming a few hundred feet from the dock. This was perfect for a weekend get-a-way for my wife and I! Host was extremely helpful and accommodating. Recommendations for food within walking distance: Ricky Ts, Middle Grounds Bar and Grill, Foxys (breakfast) and The Floridian (best Cubans! Try the Floridian bean soup 😬). Coffee shop next The Floridian was also great. HIGHLY RECOMMEND this Airbnb!

W
WesStayed in August 2026
5.0 / 5

This home is AWESOME! Everything was Perfect. Grace was very attentive and made sure we were very well taken care of. I can't even explain how great this home is. You wouldn't even need to leave the house..there is so much to do there. It is really UNBELIEVEABLE...You must rent to see for yourself... Thank you Grace, for an unforgettable experience.

C
CherieStayed in August 2026
5.0 / 5

Our extended family of 11 thoroughly enjoyed our stay! The houses were cozy and well located. We were looking for a place close enough to the beach, but with a pool and the ability to park several vehicles. It is close to a park and dog friendly, which we were grateful for when we had to include our small dog last minute. The kids enjoyed fishing off of the dock and swimming in the back yard pool when we weren’t at the beach. The beach toys, towels, wagon, and chairs provided were a great perk. Aside from replacing a couple of boogie boards that our kids broke, we didn’t have to invest in any beach essentials. Someone even came to take the trash to the curb for us on trash day! We rented a golf cart and had no issues charging it in the driveway. We would definitely rent from Grace again in the future.

H
HannahStayed in August 2026
5.0 / 5

Beautiful property and was perfect for our stay!

H
HarleyStayed in August 2026
5.0 / 5

Everything was as described! Grace was very accommodating and prompt.

R
RodneyStayed in August 2026
5.0 / 5

This was the perfect place for my family to have a little staycation before school started! It had plenty of room for our family of 4 and was clean when we arrived. Grace was very helpful and prompt in her communication. Although it rained the entire time we were there, the outside area looked like a fun place to hang out! We would definitely come back to this house.

H
HeatherStayed in August 2026
5.0 / 5

Miss it already, love you Grace. Keep doing what you’re doing! 😊🌺

A
AndreaStayed in August 2026
5.0 / 5

Loved it!! The house was great and Grace was amazing! The whole family had an amazing time and experience, and we would absolutely return! Thanks Grace

R
RachelStayed in August 2026
5.0 / 5

We had an incredible stay at Treasure Island. Being in walking distance to the beach was very convenient as well as next to the Publix for food. The atomic claw was great for my young child and there were lots of restaurants to choose from. Couldn't have asked for a better stay and definitely looking forward to visiting this property or another property Grace rents in the future!

J
JordanStayed in August 2026
5.0 / 5

We enjoyed our vacation in Grace’s beautifully decorated home! The home has several amenities that is perfect for a family! We loved the game room with our favorites being the Air Hockey machine and the Arcade machine. It offered a nice way to spend time together in the evening after spending time at the beach. Each room is tastefully decorated in beautiful pastel colors. We loved the pink wall in the living room 💗 The home is located in a safe development with easy access to the main highway and approximately 8-10 minutes from all the local beaches. Grace was the perfect host with immediate response to any questions we may have had. We would definitely stay here again on our next trip to Bradenton!

C
CrystalStayed in August 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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