See all properties
Entire apartment

Gulfside 1Br/1Ba Captain's Quarters On Anna Maria Island

Apartment near Bradenton Beach in Holmes Beach

Choose dates to view prices

Photo gallery for Gulfside 1Br/1Ba Captain's Quarters On Anna Maria Island

A beach with sand and grass in the foreground, and a calm sea in the background.
A patio with a table and chairs, overlooking a view of the sea and greenery.
A cozy room with a sofa, a wooden coffee table with a vase, a dining table with a green tablecloth, and a bench with patterned cushions.
A bedroom with a bed, a chair, a table, and a window with a view of greenery.
A garden with a pergola covered in purple flowers, surrounded by greenery and a stone wall.

Reviews

9.6 out of 10
Exceptional

Entire apartment

1 bedroom1 bathroom47 sq m

Popular amenities

  • Ocean view
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Holmes Beach, FL
  • Place, Bradenton Beach
    ‪2 min walk‬
  • Place, Palmetto Avenue Beach
    ‪15 min walk‬
  • Place, Anna Maria Island Museum and Historical Park
    ‪2 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪39 min drive‬

Room options

About the area

Holmes Beach

In Holmes Beach .Within a 15-minute walk of the apartment, you'll find Bradenton Beach and Palmetto Avenue Beach. Island Players and Anna Maria Island Museum and Historical Park are also within 2 miles (3 km).
View more Apartments in Holmes BeachOpens in a new window

What's nearby

  • Bradenton Beach - 2 min walk - 0.2 km
  • Palmetto Avenue Beach - 15 min walk - 1.3 km
  • Island Players - 18 min walk - 1.6 km
  • Anna Maria Island Museum and Historical Park - 2 min drive - 1.8 km
  • Anna Maria City Pier - 3 min drive - 2.1 km

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 31 min drive

Restaurants

  • ‪Anna Maria Island Beach Cafe - ‬6 min drive
  • ‪The Sandbar Restaurant - ‬17 min walk
  • Daquiri Deck Bradenton Beach
  • ‪Beach House Waterfront Restaurant - ‬11 min drive
  • ‪Wicked Cantina - ‬11 min drive

About this property

Gulfside 1Br/1Ba Captain's Quarters On Anna Maria Island

Delightful private fully furnished one bedroom apartment on second floor of old Florida house located less than 100 feet from access to the white sand beach on the Gulf of Mexico. The spacious master bedroom is light and airy with windows allowing a peak at the Gulf of Mexico. There is a separate dressing area connected to the bedroom with a dressing table and two closets. The living room is paneled in old cypress with exceptional light from five windows, which overlook a natural landscape and provide a partial view of the water. The galley style kitchen is small but well-equipped and accesses a small pantry. The bathroom has a tiled shower and charming vintage washbasin. A bistro table on the deck outside the living room is ideal for outdoor dining while viewing the surrounding lush landscape and Gulf waters.
Amenities include flat screen wall HD TV, oriental rugs over beautiful oak hardwood floors in the bedroom, WiFi, central heat and air, sunscreen shades in the living room and bedroom, a bedroom ceiling fan. You will enjoy the convenience of your own washer and dryer. A carport will protect your car from the Florida sun, and bikes may be provided on request to cycle around the island. Linens, kitchen ware, a coffee maker, iron and ironing board and a vacuum are provided. The furniture combines wicker and light solid wood pieces arranged for casual comfort. The living room sofa is long enough to accommodate an occasional overnight guest. A cushioned corner window seat in the living room is surrounded by windows on two sides.
Anna Maria Island has wonderful shops and unique boutiques. There are restaurants for all tastes ranging from coffee bars to 5-star restaurants, all within easy distance driving, walking or biking.
Captain's Quarters is in a home located in a residential neighborhood. All guests are asked to be good neighbors and maintain noise to a respectful level during day and night. Excessive and/or unreasonable noise can deprive neighbors of peaceful enjoyment of their property.

Similar properties

A beach with lounge chairs and striped umbrellas, a wooden deck, and a view of the ocean.
Seaside at Anna Maria Island Inn
Bradenton Beach
  • Pool
  • Pet friendly
  • Air conditioning
  • Housekeeping
4.7 out of 5, Exceptional, 126 reviews
The price is CA $451
CA $570 total
includes taxes & fees
Aug 30 - Aug 31
Seaside at Anna Maria Island Inn

Property amenities

Beach

  • Beach loungers
  • Beach towels

Internet

  • Available in the apartment: Free WiFi

Parking and transportation

  • Car not required
  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Kitchenette
  • Microwave
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Bedrooms

  • Bedroom
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • Books
  • DVD player
  • Games
  • TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed
  • Note from host: No smoking allowed on premises

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • Near the bay
  • Near the marina

Things to do

  • Bicycles
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Bicycles
  • Property does not allow children
  • Unit size: 500 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 21

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you complete the following before checking out:
Strip any used beds
Turn off the lights and return the keys
“Bookings are accepted only from guests with prior reviews of 4 stars or higher. Requests that do not meet this requirement will be declined.”
Failure to complete these may result in a negative review from the host.

Pets

  • No pets allowed

Children and extra beds

  • This property does not allow children.
  • Note from host: Space and furnishings suitable for adults

Events

No events allowed

Smoking

Smoking is not permitted
No smoking allowed on premises

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

Property Registration Number DWE5105163

Property is also known as

Gulfside 1br 1ba On Anna Maria
Gulfside 1br/1ba Apartment On Anna Maria Island Apartment
Gulfside 1br/1ba Apartment On Anna Maria Island Holmes Beach

Frequently asked questions

How close is Gulfside 1Br/1Ba Captain's Quarters On Anna Maria Island to the airport?

This apartment is 19.3 mi (31-min drive) away from the Sarasota-Bradenton Intl. Airport (SRQ) airport, the closest popular airport to the property.

Does Gulfside 1Br/1Ba Captain's Quarters On Anna Maria Island have an airport shuttle?

Airport shuttle services are not available at this apartment.

How close is Gulfside 1Br/1Ba Captain's Quarters On Anna Maria Island to the beach?

This apartment is a short 7-minute walk from Bradenton Beach and 14-minute walk from Palmetto Avenue Beach. Don't forget your sunscreen!

Does Gulfside 1Br/1Ba Captain's Quarters On Anna Maria Island offer free breakfast?

This apartment does not offer free breakfast.

Is there a casino at Gulfside 1Br/1Ba Captain's Quarters On Anna Maria Island?

No, there is no casino at this apartment.

What time is check-in at Gulfside 1Br/1Ba Captain's Quarters On Anna Maria Island?

Check-in begins at 4:00 PM.

Is there free parking at Gulfside 1Br/1Ba Captain's Quarters On Anna Maria Island?

Free parking is not available at this apartment.

Does Gulfside 1Br/1Ba Captain's Quarters On Anna Maria Island have a pool?

This apartment does not have a pool.

Does Gulfside 1Br/1Ba Captain's Quarters On Anna Maria Island have a spa?

There are no spa services available at this apartment.

How close is Gulfside 1Br/1Ba Captain's Quarters On Anna Maria Island to downtown Holmes Beach?

This apartment is 2 mi away from Holmes Beach.

Gulfside 1Br/1Ba Captain's Quarters On Anna Maria Island Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 57 out of 70 reviews
Rating 8 - Good. 10 out of 70 reviews
Rating 6 - Okay. 2 out of 70 reviews
Rating 4 - Poor. 1 out of 70 reviews
Rating 2 - Terrible. 0 out of 70 reviews

9.6/10

Cleanliness

Reviews

Verified review

6/10 Okay

Grace D.

Liked: Check-in, communication, location
Very cute and perfect for two. Kitchen was very small though with some items broken and laundry is located outside. We enjoyed eating outside on the deck.
Stayed 7 nights in Apr 2026
Verified review

10/10 Excellent

Verified traveller

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

Nice Vacation Spot

Great location. Fantastic beach and good accommodations for a short stay.
Stayed 7 nights in Apr 2024
Verified review

10/10 Excellent

Laura and Matthew B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful!!! our host Barbara was amazing, always available if needed! Apartment was amazing! Perfect for two! Porch for outside dining. Kitchen is quaint, we had an amazing time. Steps to an amazing beach! Stayed a week and will definitely be coming back!Thank you Barbara for sharing your special home with us!
Stayed 7 nights in Apr 2026
Verified review

10/10 Excellent

Jerry E.

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

Great location

Cute old Florida home and the upstairs apartment was great for two.
Stayed 7 nights in Apr 2023
Verified review

10/10 Excellent

Ana Lucia M.

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

Anna Maria

We had a great stay, everything worked perfect!
Stayed 8 nights in Jun 2023
Verified review

10/10 Excellent

Dade R.

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

Home away from home

Barbara was an excellent host going above and beyond to make sure no details were missed. We felt welcomed and appreciated the whole time. She was also able to make recommendations on activities and restaurants that we feel were perfect to make the most of our stay.
Stayed 7 nights in Apr 2025
Verified review

10/10 Excellent

Lori E.

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

Perfect for us!

The location of this charming little cottage couldn't be better. It's steps away from the beach. Barbara is a wonderful host and can't wait to return!
Stayed 7 nights in Apr 2024
Verified review

10/10 Excellent

KENNETH S.

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

Gulf side apartment

Location was perfect, Barb was a perfect host, weather was great, the Room was clean with a 1950’s style with a lot of character similar to cottages in Michigan ..loved it our style
Stayed 7 nights in Apr 2024
Verified review

10/10 Excellent

Kenneth B.

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

Anna Maria

Loved the charming, quaint property. The location is perfect. Lots of windows let the light in and allow guests to enjoy the outdoors even on cool or wet days.
Stayed 14 nights in Jan 2023
Verified review

10/10 Excellent

Janise C.

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

Classic Beach Cottage Apartment

Quaint upper level 1 bedroom apartment with one tookis kitchen. Very comfortable fir twi people nice deck with friendly and very attentive host.
Stayed 11 nights in Feb 2025
Verified review

10/10 Excellent

Alan C.

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

Nice Stay at Captain's Quarters

Relaxing week at Captain's Quarters for my wife and I. Convenient location for us with easy beach access and a short walk or bike to local restaurants and shops. We really enjoyed the second floor apartment and the outside deck. It was just right for us. Barbara is a great host. She's very easy to work with and she tries to make your stay comfortable and enjoyable. We would definitely return to this property in the future.
Stayed 7 nights in Apr 2025
Verified review

10/10 Excellent

Tammy R.

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

Loved it!

This was the perfect spot for our Mom/Daughter beach trip! The upstairs rental unit had the feel of a classic Old Florida beach bungalow. It felt like home by the end of our stay. The kitchen is tiny but we made it work for our needs. The beach access is just steps away, and the sunsets on AMI were the best I'd ever seen! Barbara is a wonderful host!
Stayed 7 nights in Jul 2024
Verified review

10/10 Excellent

Dade R.

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

A Seaside Gem

We had an amazing stay in Barbara’s quaint, Florida home. You are a short walk from the beach, able to easily come and go for walks, breakfast, or lunch. The ease of beach access makes this property an easy choice. Barbara was so kind and helpful during our stay. She made sure everything was taken care of, provided details, and made sure to give us the BEST food recommendations. She is a fantastic host. If you’re looking for a beach getaway, this is a great place to be.
Stayed 8 nights in Jun 2024
Verified review

10/10 Excellent

Pamela C.

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

Beautiful

Beautiful peaceful & quiet. Just what I was looking for. The apartment is decorated so Beautiful. Barbara is a wonderful host a very charming person. I am blessed to have found such a place. I was truly in Paradise enshrouded in palm trees. The terrace is Amazing, and I loved eating there. The area is perfect close to everything. The beach a few steps away.
Stayed 7 nights in Apr 2024
Verified review

10/10 Excellent

Barb S.

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

The Best March Ever

This cozy upstairs cottage is just as it appears in the pictures. We found it to be very clean and comfortable, and a very short walk to the beautiful beach. All of the windows in the living area and bedroom reminded us that we were in a tropical paradise from sunup to sundown. The kitchen is tiny, but very workable. We cooked most of our meals in, but still enjoyed several local restaurants. Barbara is an excellent host, and we plan to return.
Stayed 30 nights in Mar 2023
Verified review

8/10 Good

Kellie R.

Liked: Check-in, communication, location, listing accuracy

What a gem !

We loved this place. It has such old Florida charm. The bedroom is huge with tons of windows. We were able to hear the surf from bed ! The kitchen is small so we ate out a lot, but I was ok with that. The proximity to the beach is wonderful. It takes maybe a minute or two from the driveway to the beach. The host was wonderful and very helpful with any questions we had. I would definitely go back.
Stayed 14 nights in Mar 2024
Verified review

10/10 Excellent

Beth J.

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

Quaint and spacious

We enjoyed our stay at Captains quarters. It is an older property, as described in the listing, with character! We were surprised at how spacious the bedroom and living rooms were. We have stayed at several other places on AMI and have felt like we were cramped in the tiny bedrooms. Captains quarters was comfortable for us. The location is excellent. It took us about a minute to walk to the beach. It is also central to everything on the island. We enjoy breakfast at Genny and Jane e’s. We were able to walk there from Barbara’s place. We would stay there again! Barbara was also helpful and available as needed. We had a great vacation!
Stayed 7 nights in May 2023
Verified review

8/10 Good

Shannon L.

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

Stairway to the view

The home is nestled behind a row of bushes and flowers as a hidden quarter. The stairway is beside an outdoor shower. The furnishings are quaint. The deck provides a wonderful space. The view of the gulf is only found in certain areas due to the growth of palms. The bedroom is light while the rest of the home is darker. We don’t cook, but used the small fridge and really enjoyed the Keurig! The walk to the beach is right next to the property. Our car stayed cool being parked under carport! For two people who don’t do any cooking while on vacation and had no guests gave adequate space! The deck was my favorite space💗
Stayed 7 nights in May 2021
Verified review

10/10 Excellent

Anne D.

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

On the Roof

Barbara is a lovely hostess, with a beautiful Floridian home, just a few yards from Holmes Beach. We absolutely loved our stay "On the Roof". Listen to the James Taylor tune. The terrace is wonderful, we drank coffee in the morning and sipped wine at night. You can see the Gulf from the bedroom window and the terrace. The second story of Barbara's home is cozy, with character and charm. Can't wait to go back. We'll remember this vacation forever ❤️
Stayed 7 nights in Sep 2022
Verified review

10/10 Excellent

Nicole M.

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

Charming beach house with lots of character.

A private, tropical, sanctuary to retreat. Very safe, calm, quiet and peaceful. I definitely found my happy place.
Stayed 12 nights in Jun 2022
Verified review

10/10 Excellent

Thomas C.

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

Excellent !!!

Excellent location. Excellent property manager/Host. Excellent in every way.
Stayed 7 nights in May 2022
Verified review

10/10 Excellent

Jeff F.

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

Perfect location

Contact free stay and the communication with owner was very prompt. She also accommodated our late arrival time. Location is excellent. It was easy to get to any place on the island via bicycle or the free trolley. We visited several beaches during our stay.
Stayed 7 nights in May 2022
Verified review

10/10 Excellent

Daniela E.

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

Wunderbar:)

Unser Aufenthalt bei Barbara Kitchel war ganz einfach wunderschön! Die kleine Wohnung verfügt über viel Charme und ist in allerbester Lage!!! (50 m zum Strand) Es hat alles, was man braucht. Die Terrasse ist der absolute Hit- wunderschön!!! Wir haben unvergessliche Abendstunden da verbracht. Barbara Kitchel ist eine freundliche bemühte Gastgeberin. Vielen Dank für alles!
Stayed 11 nights in Apr 2022
Verified review

10/10 Excellent

Mike S.

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

Perfect getaway for two!

We had a great 1 week vacation at this property. It is located near the path to the beach and we enjoyed riding the bikes provided all over the island! When we called our host to tell her that the microwave had stopped working she purchased another one and replaced it in hours (even though we told her it wasn't necessary). Thanks for a great vacation!
Stayed 8 nights in Apr 2022
Verified review

10/10 Excellent

mike c.

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

A relaxing getaway!!

My stay at captains quarters was absolutely wonderful! It was very peaceful! The accommodations was exactly what I wanted! A nice small unit that I required! The access to the beach was just a few minutes walk!! Thanks Barbara for your hospitality!
Stayed 9 nights in Dec 2021