Anchor Down Vacation Rentals

06/08/2026

🌴 Welcome to House of Palms!

This tropical retreat was designed for relaxation, family memories, and soaking up the Florida sunshine.

From outdoor living spaces to beautiful coastal décor, this home checks every vacation box.

Would you stay here?

Welcome to House of Palms! ⚓Short drive to the World Class Beaches of Anna Maria Island ⚓Close proximity to Lakewood Ranch, Sarasota,...

06/07/2026

💦 Florida Vacation Rule #1:

Always book the house with the pool.

Whether you're swimming, floating, or relaxing with a drink poolside, our private pool homes make every vacation better.

Which would you choose?
🏊 Pool Day
🏖 Beach Day

06/06/2026

Thank you to our amazing guests for choosing Anchor Down Vacation Rentals!

06/05/2026

☀️ Wake up in paradise at Mermaid Sunrise!

Just steps from Holmes Beach, this beautiful vacation home features a private heated pool, spa, beach gear, and the perfect location for your next island getaway.

Who's ready for morning coffee by the pool?

📍 Anna Maria Island
📅 Summer dates still available

Welcome to Mermaid Sunrise! VRC16-000276 ⚓Private Heated Pool/ Spa⚓200 steps to Holmes Beach⚓Beach Chairs & Wagon Available...

05/27/2026

✨ The Ultimate Family Getaway Starts Here ✨

Welcome to Montauks Point — your perfect home base for sun, fun, and unforgettable memories near Anna Maria Island 🌊

🏝️ 5 Bedrooms | 3 Bathrooms
👨‍👩‍👧‍👦 Sleeps up to 14 guests
🏊 Private pool + screened outdoor living space
🎮 Game room for endless fun
🐾 Pet-friendly so no one gets left behind

From pool days and game nights to beach trips just minutes away… this home is built for making memories together 💙

Whether it’s a family vacation, team trip, or group getaway — this is the kind of place everyone will be talking about long after checkout 👀

📅 Now booking upcoming stays
📲 Message us or book direct for best rates

Welcome to Montauks Point!⚓Short Drive to the World Class Beaches of Anna Maria Island⚓Close proximity to Lakewood Ranch, Sarasota, and...

05/26/2026

5⭐ experience at Casa Nica!

Guests love the unique style and inviting atmosphere—it's the perfect mix of comfort and character.

Not your average stay… and that’s exactly why guests keep coming back.

05/24/2026

💎 A Hidden Gem Worth Discovering 💎

Welcome to Treasure of the Atocha — where coastal charm meets unforgettable vacation vibes 🌊✨

🏝️ Spacious layout perfect for families
🌴 Prime location near Anna Maria Island beaches
☀️ Designed for comfort, relaxation, and making memories

From beach days and sunset nights to slow mornings and quality time… this home is all about the experience 🌅

Whether you're planning your next family getaway or a long-overdue trip with friends — this is the kind of place you’ll wish you booked longer 👀

📅 Now booking upcoming stays
📲 Message us or book direct for best rates

Welcome to Treasure of Atocha! ⚓Sunrise Views and Bird Watching from your Private Screened Lanai ⚓1 Miles to the World Class Beaches of...

05/23/2026

A glowing 5⭐ stay at 24th Street Beach House!

From morning coffee to sunset beach walks, this home creates the kind of memories guests come back for.

Ready to make it your turn? 🌅

05/21/2026

✨ Your Island Escape Starts Here ✨

Welcome to Bay Dreamin — the perfect blend of luxury, fun, and laid-back coastal living on Anna Maria Island 🌊

🏝️ 4 Bedrooms | Sleeps up to 8
🏊 Private pool + spa for ultimate relaxation
⛳ Putting green + outdoor entertainment space
🌊 Steps from the bay + stunning water views

From mornings on the balcony to afternoons by the pool and evenings under the lights… this home was made for unforgettable memories 💙

Perfect for families, groups, or anyone ready to experience the best of Anna Maria Island 🌴

📅 Now booking upcoming stays
📲 Message us or book direct for the best rates

Have you been dreaming about the water here on Floridas Beautiful Gulf Coast? Well, come enjoy "Bay Dreamin" ⚓Walk To Bayfront Park located...

05/20/2026

Another 5⭐ stay at Sweet Home Anna Maria!

Guests can’t get enough of the charm, comfort, and easy island living this home offers.

If you’ve been dreaming of an Anna Maria Island escape… this is your sign to book it. 🌴