Entire apartment

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

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. - Gulfside 1Br/1Ba Captain's Quarters On Anna Maria Island (Holmes Beach)
A garden with a pergola covered in purple flowers, surrounded by greenery and a stone wall. - Gulfside 1Br/1Ba Captain's Quarters On Anna Maria Island (Holmes Beach)
A patio with a table and chairs, overlooking a view of the sea and greenery. - Gulfside 1Br/1Ba Captain's Quarters On Anna Maria Island (Holmes Beach)
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. - Gulfside 1Br/1Ba Captain's Quarters On Anna Maria Island (Holmes Beach)
A bedroom with a bed, a chair, a table, and a window with a view of greenery. - Gulfside 1Br/1Ba Captain's Quarters On Anna Maria Island (Holmes Beach)
Gulfside 1Br/1Ba Captain's Quarters On Anna Maria Island provides laundry facilities and more. Active travellers can enjoy cycling at this apartment. Stay connected with free in-room WiFi.

Reviews

9.6 out of 10
Exceptional

Entire apartment

1 bedroom1 bathroom47 sq m

Popular amenities

  • Ocean view
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Add dates for prices

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.

Property amenities

Beach

  • Beach loungers
  • Beach towels

Internet

  • Available in the apartment: Free WiFi

Parking and transport

  • 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

  • Smoke-free property
  • 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
  • Snorkelling 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

Similar properties

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 to 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

Pets not 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
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that 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
Property Registration Number DWE5105163

We should mention

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

About the area

Holmes Beach is home to this apartment. The area's natural beauty can be seen at Bradenton Beach and Bean Point Beach. Looking to enjoy an event or a game while in town? See what's going on at LECOM Park, or consider a night out at Tarpon Bay Grill and Tiki Bar. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with cycling and ecotours. Visit our Holmes Beach travel guide
View more Apartments in Holmes Beach
Map
Holmes Beach, FL

What's nearby

  • A coastal town with a long sandy beach, clear blue ocean, and residential buildings along the shore.
    Bradenton Beach
    2 min walk - 0.2 km
  • A beach with white sand, sparse grass, and a cloudy sky.
    Palmetto Avenue Beach
    15 min walk - 1.3 km
  • A small building with an American flag, surrounded by palm trees and a clear blue sky.
    Anna Maria Island Museum and Historical Park
    2 min drive - 1.8 km
  • Island Players
    18 min walk - 1.6 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
  • Wicked Cantina
    11 min drive
  • Ginny's & Jane E's
    14 min walk
  • The Waterfront Restaurant
    4 min drive

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 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 0.3 mi (0.6 km) from Bradenton Beach and 1.5 mi (2.4 km) from Bean Point Beach. Palmetto Avenue Beach and Island Players are also within 1 mile (2 km).

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

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
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

Cleanliness

10

Location

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

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

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

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

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

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

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

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