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

518 reviews

5.0 / 5

Had an absolute amazing stay at Grace's! I felt right at home immediately. The house was beautiful, the rooms were spacious and the beds very comfortable. Plenty of seating inside and out to accommodate everyone. Having coffee on the dock each morning as the sun came up was the cherry on top! Grace was so friendly, understanding and accommodating during our entire stay. I visit IRB often when im in Florida and look forward to being a return guest! Highly recommend booking your stays with her, you will not regret it.

D
DanielleStayed in August 2026
5.0 / 5

Clean, convenient, great communication. Would stay again

S
StevenStayed in August 2026
5.0 / 5

Grace’s place was amazing! Great location close to everything, very comfortable set up. Also loved the pool and the view of the bay! 5 stars and highly recommend! 😁

B
BrianStayed in August 2026
5.0 / 5

Such a cute place! Would def recommend! Easy walk to the beach, restaurants and Publix. Close to other beaches in area as well. Grace was a great host!

A
AngelicaStayed in August 2026
5.0 / 5

Host is extremely responsive, home is clean and equipped with everything you could need from cooking to going to the beach. Pool cleaner came twice while we were staying, did not disturb us at all in and out in 10 minutes. As we were packing and looking for my daughter's lost earing the pool cleaner found it. It was exactly what we were looking for.

J
JonStayed in August 2026
5.0 / 5

This was a hidden gem! Quiet, cozy and perfect location. Would absolutely recommend this stay and will absolutely be booking again. Thank you Grace!

G
GabbsStayed in August 2026
5.0 / 5

We celebrated my wife’s birthday at Ms Grace’s property with 2 other couples and 3 single people. The property fit us all perfectly and allowed the fun to go all day and night. Full sized kitchen to cook meals, Walmart delivered groceries easily. Plus the house was within driving distance to all major places, or things we needed. Beware, the houses are next to one another so quiet hours are genuinely strict. We got a noise complaint quickly, but Ms Grace was kind enough to send a quick message so we moved the fun inside. We loved our stay and hope to spend time at this property again soon. 5 Stars!

S
SamuelStayed in August 2026
5.0 / 5

Grace was very responsive. The best part about the house is the backyard. The pool is beautiful and the shaded area was great. The seating outside had enough for all of us. The only issue we had was that there was not enough room in the family room for the 9 of us to sit. I’d suggest a sectional or bean bag seats so that everyone can hang comfortably. It’s also a close walk to the beach. We had a wonderful stay and would stay in the same house again.

R
RobbiStayed in August 2026
5.0 / 5

🇺🇸

I
IanStayed in August 2026
5.0 / 5

Beautiful apartment in a great location that's within walking distance to Treasure Island's beautiful white sand beach!. The pool area is so relaxing, overlooking the ocean and very well-maintained, ideal for unwinding after a long day. We felt welcome and comfortable from the very first minute.We stayed here for a week and had a wonderful time. The check-in process was fast, smooth and Grace was very welcoming. Our apartment was spotless, quiet, and the bed was extremely comfortable. It was a great location within walking distance of local spots, a beautiful public beach and Publix! We will definitely be back!

M
MichelleStayed in August 2026
5.0 / 5

Had an absolute amazing stay at Grace's! I felt right at home immediately. The house was beautiful, the rooms were spacious and the beds very comfortable. Plenty of seating inside and out to accommodate everyone. Having coffee on the dock each morning as the sun came up was the cherry on top! Grace was so friendly, understanding and accommodating during our entire stay. I visit IRB often when im in Florida and look forward to being a return guest! Highly recommend booking your stays with her, you will not regret it.

D
DanielleStayed in August 2026
5.0 / 5

Clean, convenient, great communication. Would stay again

S
StevenStayed in August 2026
5.0 / 5

Grace’s place was amazing! Great location close to everything, very comfortable set up. Also loved the pool and the view of the bay! 5 stars and highly recommend! 😁

B
BrianStayed in August 2026
5.0 / 5

Such a cute place! Would def recommend! Easy walk to the beach, restaurants and Publix. Close to other beaches in area as well. Grace was a great host!

A
AngelicaStayed in August 2026
5.0 / 5

Host is extremely responsive, home is clean and equipped with everything you could need from cooking to going to the beach. Pool cleaner came twice while we were staying, did not disturb us at all in and out in 10 minutes. As we were packing and looking for my daughter's lost earing the pool cleaner found it. It was exactly what we were looking for.

J
JonStayed in August 2026
5.0 / 5

This was a hidden gem! Quiet, cozy and perfect location. Would absolutely recommend this stay and will absolutely be booking again. Thank you Grace!

G
GabbsStayed in August 2026
5.0 / 5

We celebrated my wife’s birthday at Ms Grace’s property with 2 other couples and 3 single people. The property fit us all perfectly and allowed the fun to go all day and night. Full sized kitchen to cook meals, Walmart delivered groceries easily. Plus the house was within driving distance to all major places, or things we needed. Beware, the houses are next to one another so quiet hours are genuinely strict. We got a noise complaint quickly, but Ms Grace was kind enough to send a quick message so we moved the fun inside. We loved our stay and hope to spend time at this property again soon. 5 Stars!

S
SamuelStayed in August 2026
5.0 / 5

Grace was very responsive. The best part about the house is the backyard. The pool is beautiful and the shaded area was great. The seating outside had enough for all of us. The only issue we had was that there was not enough room in the family room for the 9 of us to sit. I’d suggest a sectional or bean bag seats so that everyone can hang comfortably. It’s also a close walk to the beach. We had a wonderful stay and would stay in the same house again.

R
RobbiStayed in August 2026
5.0 / 5

🇺🇸

I
IanStayed in August 2026
5.0 / 5

Beautiful apartment in a great location that's within walking distance to Treasure Island's beautiful white sand beach!. The pool area is so relaxing, overlooking the ocean and very well-maintained, ideal for unwinding after a long day. We felt welcome and comfortable from the very first minute.We stayed here for a week and had a wonderful time. The check-in process was fast, smooth and Grace was very welcoming. Our apartment was spotless, quiet, and the bed was extremely comfortable. It was a great location within walking distance of local spots, a beautiful public beach and Publix! We will definitely be back!

M
MichelleStayed 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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