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

476 reviews

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

Excellent option within walking distance of the beach. Outdoor pool was a nice option for a quiet place to hang out alternatives to the beach. Fantastic bakery right around the corner.

J
JustinStayed in August 2026
5.0 / 5

We had a great stay! The place was clean, comfortable, and exactly as described. The host was very responsive and helpful throughout our stay. We really enjoyed our time here!

L
LianetStayed in August 2026
5.0 / 5

Grace’s location is unbeatable! Being able to wake up in the morning and watch the sunrise with a coffee by the pool was a dream. At that point you’re all set to explore the beach town or walk 2 blocks to the beach for the day! Throughly enjoyed our vacation and hope to visit again soon

S
StephenStayed in August 2026
5.0 / 5

This was an amazing stay! In walking distance to the beautiful treasure island beach, and many restaurants! A pool for when you’re not feeling the beach! Private, tucked-away area with your own parking spot! Definitely would recommend and definitely would stay again!

K
KevinStayed in August 2026
5.0 / 5

Awesome place to stay. Great location

J
JerryStayed in August 2026
5.0 / 5

This home is AMAZIG and was exactly as described to match the posted pictures. It was more than enough space for our family of 4 that included our 12 and 16 year old. The game room was a hit with the classic games we all love with PAC Man and Mortal Kombat! We went to the beach twice and didn’t even realize the home had beach chairs, beach umbrella and wagon which we bought from Walmart before we checked in. This is as a PLUS!!!!! We were able to return them with no problem. This home had so much to offer that we didn’t have enough time to enjoy it all as our stay was only 4 days. We would definitely come back again! Thank you to our host Grace who was easy to communicate with and very responsive!

S
StarlenaStayed in August 2026
5.0 / 5

Parking is a little tight but the place was so cute and wonderful! Would definitely go back!

L
LoreleiStayed in August 2026
5.0 / 5

Lovely, quiet, relaxing place to stay. Lots of restaurants nearby, and a very nice deck attached to thr back overlooking the water.

T
ThorStayed in August 2026
5.0 / 5

This house was in a great location. It was walkable to the beach and to nearby restaurants and shops. After a day at the beach it was so nice to come back to the pool. The house fit our family perfectly and we hope we can come back soon.

J
JenniferStayed 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

Excellent option within walking distance of the beach. Outdoor pool was a nice option for a quiet place to hang out alternatives to the beach. Fantastic bakery right around the corner.

J
JustinStayed in August 2026
5.0 / 5

We had a great stay! The place was clean, comfortable, and exactly as described. The host was very responsive and helpful throughout our stay. We really enjoyed our time here!

L
LianetStayed in August 2026
5.0 / 5

Grace’s location is unbeatable! Being able to wake up in the morning and watch the sunrise with a coffee by the pool was a dream. At that point you’re all set to explore the beach town or walk 2 blocks to the beach for the day! Throughly enjoyed our vacation and hope to visit again soon

S
StephenStayed in August 2026
5.0 / 5

This was an amazing stay! In walking distance to the beautiful treasure island beach, and many restaurants! A pool for when you’re not feeling the beach! Private, tucked-away area with your own parking spot! Definitely would recommend and definitely would stay again!

K
KevinStayed in August 2026
5.0 / 5

Awesome place to stay. Great location

J
JerryStayed in August 2026
5.0 / 5

This home is AMAZIG and was exactly as described to match the posted pictures. It was more than enough space for our family of 4 that included our 12 and 16 year old. The game room was a hit with the classic games we all love with PAC Man and Mortal Kombat! We went to the beach twice and didn’t even realize the home had beach chairs, beach umbrella and wagon which we bought from Walmart before we checked in. This is as a PLUS!!!!! We were able to return them with no problem. This home had so much to offer that we didn’t have enough time to enjoy it all as our stay was only 4 days. We would definitely come back again! Thank you to our host Grace who was easy to communicate with and very responsive!

S
StarlenaStayed in August 2026
5.0 / 5

Parking is a little tight but the place was so cute and wonderful! Would definitely go back!

L
LoreleiStayed in August 2026
5.0 / 5

Lovely, quiet, relaxing place to stay. Lots of restaurants nearby, and a very nice deck attached to thr back overlooking the water.

T
ThorStayed in August 2026
5.0 / 5

This house was in a great location. It was walkable to the beach and to nearby restaurants and shops. After a day at the beach it was so nice to come back to the pool. The house fit our family perfectly and we hope we can come back soon.

J
JenniferStayed 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

FAQs

Our Partners

For Homeowners

Unlock Your Property's Potential

Get Free Property Analysis