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Relax in new swivel rocker and sofa as you watch the big screen TV.

Enjoy a quick bite at the island. Put your feet up after a fun day at the beach!

Stream your favorites, using the many apps readily available to you.

Enjoy your meals by the water, watch the fish jump, and the drawbridge/yachts!

Access the Lanai & take in beautiful views of the inter-coastal from the master

Overview
Amenities
Policies
Location
Host

Exceptional

2 bedrooms2 bathroomsSleeps 4107 sq m

Popular amenities

Hot tub

Washer

Pool

Outdoor space

Barbecue grill

Kitchen

Explore the area

Holmes Beach, FL

West Coast Surf Shop6 min walk
Manatee Public Beach8 min walk
Cortez Beach5 min drive
St. Petersburg, FL (SPG-Albert Whitted)42 min drive

Most relevant reviews

10/10 Excellent

Everything was as we expected. Had a couple of problems with air on and tv but they were instantly by Laura. The condo w...

ann s.

Jan 30, 2024

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 2

2 Single Beds

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio

Porch or lanai

Kitchen

Office

Balcony

Garden

Dining Area

About this property

RELAX or WORK by The Gulf Enjoy the Beach, Pools & Pickleball Specials Available

Enjoy beautiful sunrises over the inner coastal while relaxing in our bright and open two bedroom condo, with all of the comforts of home! Located in a very convenient walkable location.

We have high definition smart TV's in every room, with access to Netflix, Amazon Prime Video, Youtube TV, etc! There is a 65" Samsung 4K TV in the main room, " 1080p HD TV in the master bedroom, and 32" HD TV in the guest room.

Master bedroom with queen bed, 50" 4K TV, ceiling fan large walk-in closet, newly remodels en-suite bathroom with shower, and sliding glass door out to Lanai. Guest bedroom with two twin beds(can be converted to king upon request),43" 1080p HD TV, ceiling fan, and full bath in the hall .

OFFICE with extra desk space, bright window view, and proximity to wired internet connection (wireless available throughout the condo).

Kitchen with open view to the living room, with breakfast bar/wet bar seating so that everyone can be involved in the action.

Living room with comfortable couch and seating/recliner, with a 65" Samsung 4K TV, cable television and DVD player with Netflix/Pandora. There is a stereo with bluetooth/auxiliary input for playing all of your favorite tunes from phone, tablet, or laptop!

Dining table with seating for four, an excellent view out to the inter coastal waterway, and a sliding door to the screened / covered lanai.

Excellent walkable location! A short 5 minute walk finds you on the white sand beaches of Anna Maria Island on the Gulf of Mexico. 1 minute walk to major grocery chain.

The free trolley stops immediately in front of the building, for a convenient shuttle to the beach as well as nearby restaurants.

You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.

Property manager

Laura Overholser

Languages

English

Amenities

Pool

Hot tub

Kitchen

Washer

Dryer

Free WiFi

Living Room with leather recliners and look at that view!

Ocean view

Pool

Kitchen

Washer

House Rules

Check in after 4:00 PM

Check out before 10:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy

Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges

Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed

On-site parties or group events are strictly prohibited

Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip

Host has indicated that there is a smoke detector on the property

Safety features at this property include a fire extinguisher and a deadlock

We should mention

A car is not required for transport to and from this property

About the area

Holmes Beach

Located in Holmes Beach, this condo is on the waterfront. The area's natural beauty can be seen at Cortez Beach and Coquina Beach. Travelling with kids? Consider AMI Paddleboard Adventures, or check out an event or a game at LECOM Park. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Holmes Beach, FL

What's nearby

Anna Maria Sound - 1 min walk
West Coast Surf Shop - 6 min walk
Manatee Public Beach - 8 min walk
Cortez Beach - 5 min drive
Coquina Beach - 8 min drive

Getting around

Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 27 min drive

Restaurants

‪Anna Maria Island Beach Cafe - ‬8 min walk
‪Wicked Cantina - ‬4 min drive
‪The Ugly Grouper - ‬3 min drive
‪Hurricane Hanks - ‬2 min drive
‪Skinny's Place - ‬6 min walk

Frequently asked questions

Does RELAX or WORK by The Gulf Enjoy the Beach, Pools & Pickleball Specials Available have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is RELAX or WORK by The Gulf Enjoy the Beach, Pools & Pickleball Specials Available pet-friendly?

No, pets are not allowed at this property.

What time is check-in at RELAX or WORK by The Gulf Enjoy the Beach, Pools & Pickleball Specials Available?

Check-in begins at 4:00 PM.

What time is check-out at RELAX or WORK by The Gulf Enjoy the Beach, Pools & Pickleball Specials Available?

Checkout is at 10:00 AM.

Where is RELAX or WORK by The Gulf Enjoy the Beach, Pools & Pickleball Specials Available located?

This family-friendly Holmes Beach condo is located on the waterfront, within a 10-minute walk of Anna Maria Sound, AMI Paddleboard Adventures and Bradenton Beach. Manatee Public Beach and West Coast Surf Shop are also within 10 minutes.

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

10/10 Excellent

Pat M.

3 May 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Happy Place

Provided everything necessary for a perfect beach vacation. Very comfortable & relaxing. Highly recommend.

Stayed 29 nights in Apr 2024

10/10 Excellent

ann s.

30 Jan 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Sunbow delight

Everything was as we expected. Had a couple of problems with air on and tv but they were instantly by Laura. The condo was very well equipped clean and location was perfect.

Stayed 49 nights in Dec 2023

10/10 Excellent

Hoa M., Wash.DC.

4 Sept 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful time !

The condo was clean and comfortable ,spacious enough for 4 people , in good location , across the street from a small shopping plaza , only about 5 minutes walk to the beach . Owner was wonderful , very accommodated, kind and helpful . The condo provides everything needed . The water view from the back of the condo is a big plus !!! I would highly recommend this place. Thank you Laura !!!

Stayed 21 nights in Aug 2023

10/10 Excellent

Martin W., Broadalbin, USA

16 Jan 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great island (AMI), great condo, and great hosts!

This property was BETTER than advertised. It has a very convenient location to the free trolley, grocery store (Publix), pharmacy (Walgreens), and the BEACH!!! Laura had everything we needed to enjoy about two weeks on AMI. Other than our clothing, we did not need to bring anything additional from our home in upstate NY. We spent every day at the BEACH and loved every minute of our stay. The keyless entry (you do need an access code) is a VERY nice feature on the entry door. We liked this feature so much that we decided to add this to our home! The bottom line is that 5 stars is not enough. If I was allowed to give 6 stars for this property and the hosts, I would!!! Thank you, Laura!!!

Stayed 13 nights in Dec 2021

10/10 Excellent

Ray B., Québec, Canada

20 Dec 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

Impeccable

La qualité du logement et les petites attentions des propriétaires font que ce logement est fortement recommandable. L’emplacement du site est exceptionnel pour apprécier toutes les beautés et bienfaits de Anna Maria Island

Stayed 32 nights in Nov 2021

10/10 Excellent

Gina P.

9 Aug 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful condo by the beach

We truly enjoyed our stay. Laura is an outstanding host. We rented this beautiful place for about 10 weeks and loved everything about it. The condo was clean and well maintained. We can’t wait to come back.!

Stayed 71 nights in May 2021

10/10 Excellent

Rosemary G., Selbyville,

30 Apr 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

A Wonderful Vacation

The condo was beautifully decorated. The view was gorgeous! We had a wonderful time there and hope to go again next year.

Stayed 20 nights in Apr 2021

8/10 Good

Brenda P., Mason, Ohio

23 Jan 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

Paradise with convinces

It has been a long year with Covid... this property sits about 5/10 minute walk to a awesome beach. Grocery, drug stores, ice cream shop, hair & nails all directly across street.... we absolutely loved the convience And we are going to try to come back a different time of year..(weather warmer) The owners are very pleasant to deal with and location was excellent!! Thanks for sharing your paradise ❤️

Stayed 34 nights in Nov 2020

10/10 Excellent

Gene A.

5 Aug 2020

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely condo, great location

We really enjoyed staying there for the month of July. The condo is very clean, tastefully decorated, and well equipped. Communication with the owner was easy. The beach is 6 min walk. We’ll be coming back.

Stayed 27 nights in Jul 2020

10/10 Excellent

Jason D.

17 June 2020

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best way to do it!

This place was perfect. Convenient, reasonably priced, relatively spacious, clean, water access, warm pool, short walk to beach, close to shopping, an easy bike ride to Ronbinson Preserve, and safe, covered parking. Host was quick to respond to questions and has stocked the condo with everything you will need. Beach and pool in the morning - naps in the afternoon, and paddle boarding in the evening. I liked it so much I might buy one. Thank you.

Stayed 13 nights in Jun 2020

10/10 Excellent

Susan S.

30 Aug 2019

Liked: Cleanliness, check-in, communication, location, listing accuracy

Paradise on AMI

We had a wonderful stay. Thank you Laura, for sharing your beautiful condo. There wasn't a thing we could have needed that wasn't already there! Truly a wonderful experience. We'll be back for sure.

Stayed 10 nights in Aug 2019

10/10 Excellent

Louise G.

16 Aug 2019

Liked: Cleanliness, check-in, communication, location, listing accuracy

A little piece of paradise

This is a lovely property with everything you need for a comfortable stay - a beautiful view, and a short and easy walk to one of the most beautiful beaches in the world and pretty much anything else you need. I just wish we lived closer. We feel so lucky to have landed here on our visit for work and events in Bradenton.

Stayed 11 nights in Aug 2019

10/10 Excellent

Chris K.

23 July 2019

Liked: Cleanliness, check-in, communication, location, listing accuracy

Absolutely great place to stay

I’ve been coming to Anna Maria Island since I was a kid and was looking for a place to stay that was like home. The Overholsters condo did not disappoint. Great accommodations in a lovely condo, awesome location and beautiful views of the bay. We had a great family vacation here (my wife and I and our 15 yr old daughter). Thank you so much for the use of your condo.

Stayed 11 nights in Jul 2019

10/10 Excellent

Dennis R.

10 July 2019

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place to stay!

The property was great. It was in a great location - convenient to grocery store and the beach and other shops and restaurants. The condo was clean and well stocked with linens and kitchen equipment. The view was beautiful.

Stayed 11 nights in Jun 2019

10/10 Excellent

Chris B.

20 June 2019

Liked: Cleanliness, check-in, communication, location, listing accuracy

Superb apartment. Wonderful place.

We've been to Anna Maria, and this was the first time we stayed in a different apartment. This condo is just beautiful. Spacious, homely, clean and thoughtfully equipped with everything you could need. It has a gorgeous view across a small private bay, and is in a perfect location for exploring the island and local amenities. We had a wonderful time and can't fault the property in any way. 5 star!

Stayed 15 nights in Jun 2019

10/10 Excellent

Günter M.

29 May 2019

Liked: Cleanliness, check-in, communication, location, listing accuracy

Schöner Urlaub im Mai

Wunderschönes Condo, super Lage. Seit letztem Urlaub 2017 vieles erneuert ( Fenster, Bäder, und Fernseher )

Stayed 21 nights in May 2019

10/10 Excellent

Rebecca K.

24 Apr 2019

nice & centrally located

nice apartment close to the beach, publix & trolley in front of the building. the owner is very helpful.

Stayed 14 nights in Apr 2019

10/10 Excellent

Bill H.

22 Sept 2018

Beautiful property.Enjoyed our stay.

We enjoyed our two week stay. Beautiful condo. and great view. Owners are very easy to work with. Highly recommend.

Stayed 14 nights in Aug 2018

10/10 Excellent

chatterton m.

17 June 2018

Great location

Beautifully presented spacious apartment sort stroll from the public beach and opposite shops. Two excellent pools. This was our second stay here would highly recommend.

Stayed 17 nights in May 2018

10/10 Excellent

Bill L.

13 Jan 2018

Fantastic

To us, this is the best place on the island. It feels like home. Very well furnished, close to the beach and shopping, clean and quiet. The owners are wonderful to deal with and quick to respond. We’ll be back next year, Lord willing.

Stayed 21 nights in Dec 2017

This review was submitted before 2018 and has not been verified.

10/10 Excellent

Myrna S.

20 Nov 2017

Perfect spot to vacation in Holmes Beach

We spent a wonderful month in this cozy, convenient and well appointed condo 2 blocks from the beautiful sugar sand gulf coast.This unit is bright and well stocked with a tropical theme. It overlooks the inland waterway and the bridge to the island. We would stay here again without hesitation.

Stayed 30 nights in Oct 2017

This review was submitted before 2018 and has not been verified.

8/10 Good

Günter M.

6 Nov 2017

Schönes Codo in guter Lage

Gut ausgestattetes Condo, sehr gute Lage und sehr gut gepflegte Anlage. Einziger Kritikpunkt nur ein Queensize Bett im Masterbettroom.

Stayed 15 nights in Oct 2017

This review was submitted before 2018 and has not been verified.

10/10 Excellent

Ken G.

30 Jan 2017

We're Coming Back!

Very nice condo with everything you need for a comfortable stay. View is great. Heated pool was especially nice. Good location. People we met at the complex very nice and helpful. Pier was great for fishing!

Stayed 14 nights in Dec 2016

This review was submitted before 2018 and has not been verified.

10/10 Excellent

Janet B.

14 July 2016

Comfortable and classy

This is a wonderful unit in a great location. Everything was quality, from the cookware to the linens to the very appealing furnishings. The owners were flexible, responsive and committed to their guests' enjoyable vacation. Everything in the unit was what I would have chosen myself. I loved the relaxing recliner, sofa and comfy mattress on my bed. The unit is fully stocked with everything you might need and there are many thoughtful extras. The beach is very close by, with food and services, and we enjoyed it daily. We really loved our time here and it was hard to leave!

This review was submitted before 2018 and has not been verified.

10/10 Excellent

Dana J.

8 July 2016

The condo was perfect, decorated beautifully and a beautiful view.

We had a delightful time at this lovely place. It had everything you would need in the kitchen, which has been a problem in the past. We loved the location. The owners have provided everything . Hate to gush but even the linnens were fantastic! We highly recommend this home away from home, and it will surely be our go to place in the future!

Stayed 14 nights in Jun 2016

About the host

Hosted by Laura Overholser

We grew up in the Midwest, Iowa and Indiana. We have raised our family in Illinois. We have many fine memories of traveling to FL to visit grandparents over the years. We now have 6 grandchildren and are the happiest when they can be with us on the island playing!

Why they chose this property

We bought this condo on Anna Maria Island because we took a detour off I75 after hearing that it was a quaint island. After a 15 minute drive we were definitely smitten with the area. The beach is beautiful with white sand and the gulf waters are many shades of sparkling blue! We fell in love with our condo as it backs up to the intercostal. We have a gorgeous view of the drawbridge and enjoy watching the many yachts/boats as they pass. The lagoon directly outside our condo is home to many jumping fish. It is fun to watch and predict how many jumps they will make!

What makes this property unique

Our condo is located directly across from the grocery store and also a few steps away from the hardware and liqour stores. It is a short walk(5 minutes) from the beach, the Beach Cafe (Live Music nightly) and there is a free Island Trolley stop is right outside your door. We love launching our kayaks right off of our dock, paddling through the mangroves, and even paddling down to the Bridge Tender Inn, tying up and enjoying a great brunch at their outdoor tiki hut!