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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

5.0

1021 reviews

5.0 / 5

Grace was very responsive and house was in a great location! Super clean bathrooms and home! Thank you Grace for an epic weekend for our family!

M
MarkStayed in October 2026
5.0 / 5

Perfect location, perfect house fully stock with everything I needed for a comfortable stay.. communication with the host was exceptional.

C
ChristianStayed in October 2026
5.0 / 5

Not only was the house amazing, clean, and full of amenities, but Grace was also very responsive and made sure our stay exceeded our expectations. She responded quickly and was very accommodating. The house is in a great location, only a 10-minute drive from the beaches and stores. There are also lots of games to enjoy with friends and family, especially Scrabble! Overall, Grace was an amazing host, and the house was amazing as well. We would definitely stay here again for future travels!

R
RyanStayed in October 2026
5.0 / 5

Absolutely beautiful spot. Will definitely be back!

T
TinaStayed in October 2026
5.0 / 5

Great place to stay, great host. It was a really awesome trip and grace was there to help and answer any question we had. 5 stars

J
JohnStayed in October 2026
5.0 / 5

Was a great stay on last minute notice. Thanks!

A
AlexStayed in September 2026
5.0 / 5

Great spot and would absolutely stay again!

L
LaurenStayed in September 2026
5.0 / 5

We had a great stay! The location of the house was perfect and made it so easy to enjoy everything Indian Rocks Beach has to offer. The house itself was great, comfortable, and had everything we needed. Grace was an amazing host and was always quick to respond to any questions we had. We really enjoyed our stay and would definitely recommend this home to anyone visiting the area. We would absolutely stay here again! 🌴☀️🏖️

N
NoelStayed in September 2026
5.0 / 5

We saw dolphins from the dock. The community pool was clean. Coffee shop with pink umbrellas across the street was good!

E
EmilyStayed in September 2026
5.0 / 5

We had a great time. The place is fully furnished and clean.

R
RosbelStayed in September 2026
5.0 / 5

Grace was very responsive and house was in a great location! Super clean bathrooms and home! Thank you Grace for an epic weekend for our family!

M
MarkStayed in October 2026
5.0 / 5

Perfect location, perfect house fully stock with everything I needed for a comfortable stay.. communication with the host was exceptional.

C
ChristianStayed in October 2026
5.0 / 5

Not only was the house amazing, clean, and full of amenities, but Grace was also very responsive and made sure our stay exceeded our expectations. She responded quickly and was very accommodating. The house is in a great location, only a 10-minute drive from the beaches and stores. There are also lots of games to enjoy with friends and family, especially Scrabble! Overall, Grace was an amazing host, and the house was amazing as well. We would definitely stay here again for future travels!

R
RyanStayed in October 2026
5.0 / 5

Absolutely beautiful spot. Will definitely be back!

T
TinaStayed in October 2026
5.0 / 5

Great place to stay, great host. It was a really awesome trip and grace was there to help and answer any question we had. 5 stars

J
JohnStayed in October 2026
5.0 / 5

Was a great stay on last minute notice. Thanks!

A
AlexStayed in September 2026
5.0 / 5

Great spot and would absolutely stay again!

L
LaurenStayed in September 2026
5.0 / 5

We had a great stay! The location of the house was perfect and made it so easy to enjoy everything Indian Rocks Beach has to offer. The house itself was great, comfortable, and had everything we needed. Grace was an amazing host and was always quick to respond to any questions we had. We really enjoyed our stay and would definitely recommend this home to anyone visiting the area. We would absolutely stay here again! 🌴☀️🏖️

N
NoelStayed in September 2026
5.0 / 5

We saw dolphins from the dock. The community pool was clean. Coffee shop with pink umbrellas across the street was good!

E
EmilyStayed in September 2026
5.0 / 5

We had a great time. The place is fully furnished and clean.

R
RosbelStayed 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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