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Stylish waterfront villa in the heart of Holmes Beach on Anna Maria Island.

Photo gallery for Stylish waterfront villa in the heart of Holmes Beach on Anna Maria Island.

Living area
Living area
Living area
Living area
Private kitchen

Reviews

10 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue
  • Deck or patio

Explore the area

View map
Holmes Beach, FL
  • Place, Bradenton Beach
    ‪9 min walk‬
  • Place, Island Gallery West
    ‪14 min walk‬
  • Place, Manatee Public Beach
    ‪3 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪42 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

2 bathrooms

Bathroom 1

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Kitchen
Dining area

About this property

Stylish waterfront villa in the heart of Holmes Beach on Anna Maria Island.

Welcome to The Seaside 21, your private waterfront retreat on beautiful Anna Maria Island. Nestled in the heart of Holmes Beach, this fully renovated villa offers the perfect blend of island charm and modern comfort.

Start your mornings with coffee on your private dock, watching the sun rise over the peaceful bayou. Just four short blocks from one of the Gulf’s most pristine beaches, you’re never far from the sugar-white sand and turquoise water.

Bring your boat or let a local captain pick you up dockside for a day of fishing, island hopping, or a sunset cruise. When you’re ready to explore, restaurants, shops, and cafés are just a short stroll away, with the rest of the island easily accessible by bike or golf cart.

Whether you’re seeking adventure or relaxation, The Seaside 21 is your gateway to the laid-back luxury of island life.

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House Rules

Check in after 3:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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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

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights, lock the doors and return the keys
Failure to complete these may result in a negative review from the host.
Keep the noise to a respectful level during the day and night. Excessive noise can deprive neighbors of the peaceful enjoyment of their property.
Please no self tanning products.

Important information

You need to know

Property Registration Number VRC25-000103
Property # 4919273vb
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

About the area

Holmes Beach

Located in Holmes Beach, this villa is on the waterfront. 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 happening at LECOM Park or IMG Bollettieri Tennis Academy.
View more Villas in Holmes BeachOpens in a new window
Map
Holmes Beach, FL

What's nearby

  • Bradenton Beach - 9 min walk - 0.8 km
  • Island Gallery West - 14 min walk - 1.2 km
  • Palmetto Avenue Beach - 2 min drive - 1.7 km
  • Manatee Public Beach - 3 min drive - 2.1 km
  • Holmes Beach Beaches - 7 min drive - 2.5 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 41 min drive

Restaurants

  • ‪Anna Maria Island Beach Cafe - ‬4 min drive
  • ‪The Ugly Grouper - ‬9 min walk
  • ‪The Sandbar Restaurant - ‬5 min drive
  • ‪Ginny's & Jane E's - ‬5 min drive
  • ‪Skinny's Place - ‬4 min drive

Frequently asked questions

Is Stylish waterfront villa in the heart of Holmes Beach on Anna Maria Island. pet-friendly?

No, pets are not allowed at this property.

How much is parking at Stylish waterfront villa in the heart of Holmes Beach on Anna Maria Island.?

On-site parking is available at the property.

What time is check-in at Stylish waterfront villa in the heart of Holmes Beach on Anna Maria Island.?

Check-in begins at 3:00 PM.

What time is check-out at Stylish waterfront villa in the heart of Holmes Beach on Anna Maria Island.?

Checkout is at 10:00 AM.

Where is Stylish waterfront villa in the heart of Holmes Beach on Anna Maria Island. located?

Situated on the waterfront, this villa is 0.7 mi (1.1 km) from Bradenton Beach and within 3 miles (5 km) of Bean Point Beach and Anna Maria Beach. Island Gallery West and Holmes Beach Beaches are also within 1 mile (2 km).

About the host

Hosted by Dustin

Host profile image
Hi, I’m Dustin, your host here at the Seaside 21. I grew up surrounded by salt air, sunshine, and the raw beauty of Florida’s Nature Coast—so it’s no surprise you’ll usually find me out on the water exploring hidden springs, casting a line, or swapping stories about pirates and Florida history.

By trade, I’m an interior designer and general contractor, with a passion for breathing new life into homes that deserve a second chance. I love creating spaces that feel both comfortable and unique, where every detail tells a story—just like the places I’ve restored.

When you stay here, you’re not just getting a vacation rental—you’re stepping into a home thoughtfully designed with care, comfort, and a touch of coastal charm.

I look forward to welcoming you and helping you experience the best of Anna Maria Island!

Why they chose this property

Tucked into Holmes Beach’s eclectic, old-Florida neighborhood, this freshly renovated waterfront villa combines modern comfort with laid-back charm. Wake up to peaceful water views, sip coffee on your private dock, and end the day with a sunset stroll to the beach just four blocks away. With stylish updates, cozy spaces, and a location close to local cafés and shops, this home is the perfect mix of classic Anna Maria Island spirit and contemporary ease.

Languages:

English
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