Entire home
Vibrant Island Retreat with Pool, Tiki Table and Walk to Beach
Cottage in Holmes Beach with private pool and kitchen
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Reviews
9.6 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 6114.5 sq m
Popular amenities
Explore the area

- Place, Manatee Public Beach
- Place, Bean Point Beach
- Place, Anna Maria Beach
- Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
Rooms & beds
3 bedrooms (sleeps 6)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Bedroom 3
2 Single Beds
Living Room 1
1 Double Sofa Bed
2 bathrooms
Bathroom 1
Bathroom 2
Spaces
Kitchen
About this property
Vibrant Island Retreat with Pool, Tiki Table and Walk to Beach
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
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.
-
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.
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
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.
-
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.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
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
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
About the area
Holmes Beach
Located in Holmes Beach, this cottage is near the beach. The area's natural beauty can be seen at Bean Point Beach and Anna Maria Beach. Looking to enjoy an event or a game while in town? See what's happening at LECOM Park or IMG Bollettieri Tennis Academy. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Holmes Beach, FL
What's nearby
- Bradenton Beach - 5 min walk - 0.4 km
- Holmes Beach Beaches - 9 min walk - 0.8 km
- Manatee Public Beach - 16 min walk - 1.4 km
- Bean Point Beach - 6 min drive - 4.5 km
- Anna Maria Beach - 7 min drive - 5.1 km
Getting around
Restaurants
- The Ugly Grouper - 9 min walk
- Anna Maria Island Beach Cafe - 19 min walk
- Dunkin' - 4 min drive
- Skinny's Place - 3 min drive
- Hurricane Hanks - 6 min walk
Frequently asked questions
About the host
Hosted by Anna Maria Island Accommodations
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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