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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

4.9

1007 reviews

5.0 / 5

We just spent a week here. It was perfect. Small place nice and quiet. Very clean and has everything you could need. A short .4 mile walk the beach with a Publix right on the corner. Several places to eat within walking distance. The saltwater pool was perfect and very clean. The dock was perfect for fishing. Water filter pitcher in the fridge which was a plus so I didn't have to buy bottled water! There are beach chairs and beach towels so more things I didn't have to bring with us. It was fabulous area and I felt very safe. Grace was extremely helpful and responds to messages very quickly! So helpful with everything I needed and so nice! We had a wonderful time and will Definity come back and stay again!

B
BillieStayed in September 2026
5.0 / 5

.

A
AvaStayed in September 2026
5.0 / 5

Awesome house and location!

P
PatrickStayed in September 2026
5.0 / 5

Had a great time and grace was wonderful to work with

B
BrianStayed in September 2026
5.0 / 5

Nice place to stay

G
GabrielStayed in September 2026
5.0 / 5

My girlfriend and I had a great experience!!

L
LoganStayed in September 2026
5.0 / 5

Perfect

R
RickStayed in September 2026
5.0 / 5

Grace’s place was perfect for our group of 6 adults, a toddler, and our two dogs. The house was very clean and had all the things we needed to feel at home. The pool and private fenced in back yard made with a nice patio and grill made it even better. There is a pizza place and a couple of bars right within a short walk. There was also plenty of parking which was great. We really appreciated the beach gear as well. Grace was very responsive to messages. We would certainly stay again!

B
BrianStayed in September 2026
5.0 / 5

We had an amazing weekend celebrating my wife’s birthday at Grace’s place. The location was perfect, and the house was cute, cozy, and ideal for a fun getaway with friends. We loved all the hangout areas — the TV spaces, pool table, and table hockey were favorites. The indoor and outdoor games kept everyone entertained. Being on the water made the trip even better; kayaking to the bay, fishing, and swimming in the pool were highlights. The unexpected bonus was seeing dolphins in the waterway every morning — truly magical. The bugs were a little crazy, as expected near the water, but everything else was perfect. Highly recommend!

C
ChadStayed in September 2026
5.0 / 5

We had a great time here! Grave was very responsive and gave great recommendations! We will definitely be back!

A
AmberStayed in September 2026
5.0 / 5

We just spent a week here. It was perfect. Small place nice and quiet. Very clean and has everything you could need. A short .4 mile walk the beach with a Publix right on the corner. Several places to eat within walking distance. The saltwater pool was perfect and very clean. The dock was perfect for fishing. Water filter pitcher in the fridge which was a plus so I didn't have to buy bottled water! There are beach chairs and beach towels so more things I didn't have to bring with us. It was fabulous area and I felt very safe. Grace was extremely helpful and responds to messages very quickly! So helpful with everything I needed and so nice! We had a wonderful time and will Definity come back and stay again!

B
BillieStayed in September 2026
5.0 / 5

.

A
AvaStayed in September 2026
5.0 / 5

Awesome house and location!

P
PatrickStayed in September 2026
5.0 / 5

Had a great time and grace was wonderful to work with

B
BrianStayed in September 2026
5.0 / 5

Nice place to stay

G
GabrielStayed in September 2026
5.0 / 5

My girlfriend and I had a great experience!!

L
LoganStayed in September 2026
5.0 / 5

Perfect

R
RickStayed in September 2026
5.0 / 5

Grace’s place was perfect for our group of 6 adults, a toddler, and our two dogs. The house was very clean and had all the things we needed to feel at home. The pool and private fenced in back yard made with a nice patio and grill made it even better. There is a pizza place and a couple of bars right within a short walk. There was also plenty of parking which was great. We really appreciated the beach gear as well. Grace was very responsive to messages. We would certainly stay again!

B
BrianStayed in September 2026
5.0 / 5

We had an amazing weekend celebrating my wife’s birthday at Grace’s place. The location was perfect, and the house was cute, cozy, and ideal for a fun getaway with friends. We loved all the hangout areas — the TV spaces, pool table, and table hockey were favorites. The indoor and outdoor games kept everyone entertained. Being on the water made the trip even better; kayaking to the bay, fishing, and swimming in the pool were highlights. The unexpected bonus was seeing dolphins in the waterway every morning — truly magical. The bugs were a little crazy, as expected near the water, but everything else was perfect. Highly recommend!

C
ChadStayed in September 2026
5.0 / 5

We had a great time here! Grave was very responsive and gave great recommendations! We will definitely be back!

A
AmberStayed 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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