Cottage - Rating 5 (13)

Ainsley Beach House


Bedroom 3 bedrooms
Bathroom 2 baths
Guests 6 guests
Pets Allowed Pets Allowed

  • Address: 209 55th St
  • Location: Holmes Beach
  • Type: Cottage

Location Location

Description Description
Ainsley Beach House by Anna Maria Island Accommodations
209 55th St, Holmes Beach, FL 34217
VRC16-000185

Welcome to Ainsley Beach House, a charming three-bedroom, two-bath vacation home perfectly situated in the heart of Holmes Beach on Anna Maria Island. Just a five-minute stroll from the powder soft Gulf beaches, this inviting coastal retreat offers a private pool with a built-in tiki table, lush tropical landscaping, and vibrant indoor outdoor living spaces! You’ll love being close to the island’s main shopping plaza near Publix, featuring local boutiques, beach shops, and favorite dining spots. Making Ainsley Beach House the ideal home base for families or friends ready to relax and explore the best of Anna Maria Island.

Highlights
• 5-minute Walk to Holmes Beach
• 3 Bedroom / 2 Bathrooms
• 1 King, 1 Queen, 2 Twins and Queen Sleeper Sofa
• Private Pool with Sun Shelf and Tiki Table
• Outdoor Dining, Lounge Seating, and Grill
• Outdoor Shower
• Washer and Dryer
• Close to Shops, Dining and Trolley
• 2 Parking spots
• Pet-friendly with host approval and fee

Step into your private tropical backyard oasis. The inviting pool features a sun shelf and a unique in-water tiki table, ideal for lounging with a cold drink! Soak up the sun from the comfort of lounge chairs, fire up the BBQ grill for a backyard cookout, or rinse off the beach sand in the outdoor shower. In the evenings, gather around the outdoor dining table for meals under the stars and conversations you'll always remember.

Inside, the open living area exudes coastal charm with beachy decor, a plush seating area, and a TV. The spacious kitchen is fully stocked with stainless steel appliances, cookware, utensils, and a large island for prepping meals or sharing drinks. The dining table seats the whole crew comfortably for breakfast before heading to the beach or game night after a day of adventures.

The primary bedroom is a calming sanctuary with a king bed, TV, and an ensuite bathroom with a step-in shower. The second bedroom offers a cozy queen bed, while the third bedroom features two twin beds perfect for kids or friends. All rooms are styled with cheerful beach-themed decor, dressers, and TVs. The second full bathroom has a spacious walk-in shower. A queen sleeper sofa in the living room offers additional sleeping space, ideal for larger groups.

Room Details
-Primary Bedroom: King bed, TV, and ensuite bathroom with step-in shower
-Second Bedroom: Queen bed
-Third Bedroom: Two Twin beds
-Living Room: Queen sleeper sofa

This Anna Maria Island beach rental includes a washer and dryer, complimentary Wi-Fi, beach towels, and a peaceful residential setting close to everything. You’re just minutes from the island trolley, top-rated restaurants, cute island boutiques, and nearby attractions like Pine Avenue and Bridge Street.

Reserve your dates today and make unforgettable memories at this charming Anna Maria Island vacation home with a private pool, close to beaches, dining, and island adventures.

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Two exterior cameras are installed: one facing the street and one positioned over the entryway. These cameras record video only (no audio) and are not doorbell cameras.

With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our Anna Maria Island Accommodations Rental Policies for full details.

2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

This home is managed byAnna Maria Island Accommodations, an Anna Maria Island property management company.

We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.

Please see our Anna Maria Island Accommodations Rental Policies for full details.

Please Remember: "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." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

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Bedding Bedding
Bedroom 1
1 King

Attached Bathroom

Bedroom 2
1 Queen

Bedroom 3
2 Twin


Amenities 59 Amenities
  • Two (2) Parking Spaces
Essentials
  • Air Conditioning
  • Beach Chairs Provided
  • Beach Towels Included
  • Bed Linens
  • Dryer
  • Free Wifi
  • Ground Floor Property
  • Hair Dryer
  • Heating
  • Hospital Close By
  • Hot Water
  • Long Term Stays Allowed
  • Pets Allowed
  • Private Entrance
  • Towels
  • Washer
  • Wifi
Exterior
  • Backyard
  • BBQ Grill
  • Fenced Yard
  • Heated Pool
  • Outdoor Shower
  • Private Pool
  • Sun Loungers
Fun and Entertainment
  • Smart TV
  • TV
Highlight
  • Virtual Tour
Home Safety
  • Carbon Monoxide Detector
  • Contactless Check-In
  • Deadbolt Lock
  • Fire Extinguisher
  • Keyless Lock
  • Outdoor Lighting
  • Smoke Detector
Interior
  • Ceiling Fans
  • Clothes Hangers
  • Full Kitchen
  • Living Room
Kitchen
  • Blender
  • Coffee Maker
  • Dining table
  • Dishes and Utensils
  • Dishwasher
  • Freezer
  • Hot Water Kettle
  • Ice Maker
  • Microwave
  • Oven
  • Pots and Pans
  • Refrigerator
  • Stove
  • Toaster
Location
  • Anna Maria Island
  • Beach Access Nearby
  • Holmes Beach
  • Less than a 5-minute walk to the beach
  • Residential Street
  • Walking Distance to Beach

Reviews Rating 5 (13) Reviews
Rating 5
We were very pleased with our stay at Ainsley house, the backyard was beautiful and private and we only had to walk a few blocks to the beach. Beds were comfortable and house was very clean. We would stay there again.
Jody - Posted: 4/19/2025
Thank you so much for your positive review of Ainsley Beach House. We are delighted to hear that you enjoyed your stay and found the backyard, location, and cleanliness of the house to be satisfactory. Your feedback is valuable, and we appreciate you taking the time to share your experience. We look forward to welcoming you back in the future.
Prime Vacations staff
Rating 5
Going to book again
This home was everything we were looking for. So close to the beach. The property came with a wagon for the beach chairs as also a cabana. The pool was a perfect fit for our 3 year old, and location for some fun shops for my 13 year old. We loved walking down every night to watch the sunset. The washer and dryer were an added bonus to clean towels after a day at the beach
Josh L. - Posted: 8/5/2024
Rating 5
Great house, pool, and location!
We had a great stay at this house with our three teens. The house looks exactly like the pictures, the pool is perfect, and the beach is just down the street. We were able to walk our bike to misty locations.
Katie G. - Posted: 6/12/2024
Rating 5
Wonderful Vacation.
A great little spot, super close to the ocean. Perfect set-up with pool/backyard and rooms. Nice that they had a bike to use as well as a wagon/chairs for the beach. Overall would recommend this spot to anyone wanting to visit AMI. Would definitely stay here again.
Kerri Neil S. - Posted: 3/25/2024
Rating 5
We will be back!! Great location! So many great restaurants and little shops we could walk to, take our golf cart or ride our bikes! The beach was a block away. The house was perfect and plenty of room for my family.
Thank you!!
Alison - Posted: 3/18/2023
Thank you for staying with us, Alison! We are thrilled you enjoyed the home and its proximity to restaurants and the beach. We hope to welcome you back again soon!
Prime Vacations staff
Rating 5
Our rental on AMI fell through at the last minute and we were fortunate enough to find this perfect vacation spot. There was construction at the end of the street and the neighbors had kids swimming on their pool and we never heard a sound with the great water feature in the pool. From the location to the private backyard oasis to the stocked kitchen and tile floors throughout, we were blessed.
New beds were also delivered during our stay.
5 star
Andrea - Posted: 2/4/2023
Andrea, thank you for taking the time to share your experience with us. We are glad you enjoyed the home, pool, backyard, and location. We hope to host you again sometime in the future!
Prime Vacations staff
Rating 5
Love this place
❤️
Nazarii S. - Posted: 6/11/2022
Rating 5
Family vacation
Ainsley’s house was very nice, the private backyard with the pool was awesome! The kitchen was well stocked with dishes. There were beach towels, chairs and even a cart for the beach. Every bed DEFINITELY needs new mattresses and the AC unit doesn’t cool the whole place well. We had to keep the ceiling fans going in every room and even use the fan that was in the closet to try and help cool the master bedroom and bathroom.
Angela H. - Posted: 6/3/2022
Rating 5
Family vacation
Really nice property and location was great! Pool area was great and heated nicely. Only downside with the property is the beds were very firm which made it challenging to sleep comfortably.
Gunnar L., Penfield - Posted: 4/23/2022
Rating 5
We loved the location and all of the shade at the pool. I would recommend renting bikes or a golf cart to see the island. The walk to the beach is only a couple of blocks. This duplex was very clean and is in a quiet neighborhood.
Melissa-Chris - Posted: 4/16/2022
Rating 5
Paradise By the Beach
Beautiful cottage home just steps to the beach. This is a twin home but you would never know it. As in the pictures, it is surrounded by tropical palms making the backyard a private oasis. The pool is amazing and always warm. The location is great...short walk to beach and shopping center for eating and shopping. Everything was clean and we had everything we needed. The management company was great too. When the ac wasn't working they were there in minutes and had a repairman out to fix it within an hour!!! We would definitely stay at this home again!
sharon k. - Posted: 3/13/2022
Rating 5
Very nice home and pool
Easy check in. Very clean. Really enjoyed the pool Red tide pretty bad though
Karen S. - Posted: 8/1/2021
Rating 5
Backyard Paradise with comforts of home.
Great location with amazing tropical pool area. Easy walk to beach and restaurants. I give the place a 5, the only issue was dishwasher, it doesn’t clean dishes and had to wash by hand in order to use them. Otherwise, everything was GREAT! Can’t wait to come back!
Kim M. - Posted: 10/18/2020
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