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

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

View from living room overlooking deck
Spacious bedroom with kingsize bed and lots of room
Living room showing door to outside deck and cozy window seat
Window seat and wall TV in living room
Lush landscaping surrounds the property

Reviews

9.6 out of 10
Exceptional
1 bedroom1 bathroomSleeps 2500 sq ft

Popular amenities

  • Ocean view
  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Outdoor space

Explore the area

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

Rooms & beds

1 bedroom (sleeps 2)

Bedroom 1

1 King Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Kitchenette
Dining area

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.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Air conditioning
Outdoor space
Sea view

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Adults only
Space and furnishings suitable for adults
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
No smoking allowed on premises

Check-out instructions

The host requires you to complete the following before checking out:
Strip any used beds
Turn off the lights and return the keys
Failure to complete these may result in a negative review from the host.

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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 indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
Property Registration Number DWE5105163

About the area

Holmes Beach

Holmes Beach is home to this apartment. The area's natural beauty can be seen at Bradenton Beach and Bean Point Beach. Fish Hole Adventure Golf and H2O Watersportz are also worth visiting. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with ecotours and cycling.
View more Apartments in Holmes BeachOpens in a new window
Map
Holmes Beach, FL

What's nearby

  • Bradenton Beach - 2 min walk - 0.2 km
  • Palmetto Avenue Beach - 2 min walk - 0.2 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, FL (SRQ-Sarasota-Bradenton Intl.) - 31 min drive

Restaurants

  • ‪Anna Maria Island Beach Cafe - ‬6 min drive
  • ‪The Ugly Grouper - ‬4 min drive
  • ‪The Sandbar Restaurant - ‬17 min walk
  • ‪The Waterfront Restaurant - ‬4 min drive
  • ‪Ginny's & Jane E's - ‬14 min walk

Frequently asked questions

Is Gulfside 1Br/1Ba Captain's Quarters On Anna Maria Island pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Gulfside 1Br/1Ba Captain's Quarters On Anna Maria Island?

As of 7 Apr 2026, prices found for a 1-night stay for 2 adults at Gulfside 1Br/1Ba Captain's Quarters On Anna Maria Island on 1 May 2026 start from £144, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Gulfside 1Br/1Ba Captain's Quarters On Anna Maria Island?

On-site parking is available at the property.

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

Check-in begins at 4:00 PM.

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

Checkout is at 10:00 AM.

Where is Gulfside 1Br/1Ba Captain's Quarters On Anna Maria Island located?

Situated in Holmes Beach, this apartment building is within a 10-minute walk of Bradenton Beach and Palmetto Avenue Beach. Island Players and Anna Maria Island Museum and Historical Park are also within 1 mile (2 km).

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 53 out of 65 reviews
Rating 8 - Good. 10 out of 65 reviews
Rating 6 - Okay. 1 out of 65 reviews
Rating 4 - Poor. 1 out of 65 reviews
Rating 2 - Terrible. 0 out of 65 reviews

9.6/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified

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

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

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

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

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

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

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

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

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

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

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

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

10/10 Excellent

patricia p.

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

Charming get away

Small but charming apartment with lovely greenery surrounding and a small view of the Gulf. Short walk to beach. Nice bedroom with windows all around, and kitchen although quite small was adequate for us to prepare almost all meals. Barbara was lovely and very accomodating. Also loved having the bikes to go to Bean Point for sunset and to the courts for tennis and pickleball
Stayed 9 nights in Apr 2021
Verified

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

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

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

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

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

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

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

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

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

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

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
Verified

10/10 Excellent

Pamela V.

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

Beautiful location!!

Wonderful property right on the beach. Had a great vacation. Barbara was a wonderful host. Thought we had a issue with refrigerator and Barbara attended to immediately. We definitely would stay again.
Stayed 8 nights in Oct 2021

About the host

Hosted by Barbara Kitchell

Host profile image
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