Holmes Beach · Anna Maria Island
Private pool
Dogs ≤ 35 lbs
The Sandbox Cottage — Steps to the Beach
The Sandbox is a one-of-a-kind 2BR/1.5BA Holmes Beach retreat with a private pool, unique backyard, and unbeatable walk-to-beach location. Sleeps 6 with a queen sleeper sofa.
⭐⭐⭐⭐⭐ Highly rated on Airbnb & VRBO
Guests consistently book The Sandbox for its location, privacy, and unique vibe.
Why Book Direct with Sandbox Beach House
- ✔ Lower total cost — no platform service fees
- ✔ Direct communication with the owner
- ✔ Same home, same rules, better value
- ✔ Priority access to open weeks
What Makes The Sandbox Different
🏊
Private Heated Pool
Relax in your own secluded backyard oasis.
🏖️
Steps to the Beach
No busy roads — walk straight to the Gulf.
🎶
Unique Backyard Vibe
Former live-music venue with character you won’t find elsewhere.
🚶
Walkable Location
Shops, dining, and the free island trolley nearby.
🐶
Dog Friendly
Bring your well-behaved pup along for the trip.
Plan your island days
From beach mornings to sunset dinners, explore curated local experiences and favorite stops around Holmes Beach.
Planning guides
Not sure where to start?
Use quick guides to pick the right base, timing, and trip style before you lock in dates.
Where to stay
Best areas & vibes
Compare Holmes Beach, Bradenton Beach, and quiet north-end stays.
Explore areas →
Late summer
July–September plans
Weather tips, itineraries, and the best weeks to book.
Plan late summer →
Pet-friendly
Bring your small dog
Walkable routes, local rules, and easy dog-friendly routines.
See pet-friendly tips →
Plan Your Stay
Live Availability & Direct Booking
Pick your ideal dates right on this page. We sync daily with our BeachRentals calendar (property #140) so you always see the latest availability before booking direct or through VRBO.
Not sure where to stay? Start with the Where to stay guide.
What's Happening
Upcoming Events on Anna Maria Island
Plan your visit around local festivals, live music, and seasonal celebrations.
Mardi Gras Beach Celebration
Beachside Mardi Gras celebration with music, food, and festive atmosphere.
Rock & Roll Trivia with Steve Arvey
I did this for years at other establishments and it is a whole lot of fun. Are you ready. Just answer 3 questions and you can win a drink or a desert at the...
Rock & Roll Trivia with Steve Arvey
This is not your Grandpa’s Trivia Night! Steve Arvey aka Stone Crab Steve is your host! He fills up the room with his amazing musical skills and banter! To...
The Roser Guild Thrift Shop opens Sept. 9
The Roser Guild Thrift Shop will reopen on Tuesday, September 9, after being closed the months of July and August. ROSER GUILD THRIFT SHOP HOURS: Tuesdays and...