Entire home
Stylish waterfront villa in the heart of Holmes Beach on Anna Maria Island.
Waterfront villa with kitchen and patio
Photo gallery for Stylish waterfront villa in the heart of Holmes Beach on Anna Maria Island.
2 bedrooms2 bathroomsSleeps 41040 sq ft
Popular amenities
Explore the area
Holmes Beach, FL
- Place, Bradenton Beach9 min walk
- Place, Holmes Beach Beaches19 min walk
- Place, Manatee Public Beach3 min drive
- Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)31 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.
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.
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Outdoor space
Have a question?
BetaGet instant answers with AI powered search of property information and reviews.
Similar properties
Coastal Oasis, Lovely 3-bedroom condo with AC in Holmes Beach
Coastal Oasis, Lovely 3-bedroom condo with AC in Holmes Beach
- Pool
- Kitchen
- Washer
- Dryer
House Rules
Check in after 3:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
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.
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 and a first aid kit
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
Property Registration Number VRC25-000103
Property # 4919273vb
About the area
Holmes Beach
Located in Holmes Beach, this villa is on the waterfront. 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.
Holmes Beach, FL
What's nearby
- Bradenton Beach - 9 min walk - 0.8 km
- Island Gallery West - 13 min walk - 1.1 km
- Holmes Beach Beaches - 19 min walk - 1.6 km
- Manatee Public Beach - 3 min drive - 2.1 km
- West Coast Surf Shop - 4 min drive - 2.5 km
Getting around
Restaurants
- The Ugly Grouper - 9 min walk
- Anna Maria Island Beach Cafe - 4 min drive
- Dunkin' - 5 min drive
- Skinny's Place - 4 min drive
- Ginny's & Jane E's - 5 min drive
Frequently asked questions
About the host
Hosted by Dustin
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!
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
Tell us how we can improve our siteShare feedback