Anchor Down Vacation Rentals

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
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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
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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
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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. 🌴

05/18/2026

Welcome to Bayside Hideaway — your private slice of paradise right here in Bradenton 🌊

🏝️ 3 Bedrooms | Sleeps up to 8
🏊 Private screened-in heated/cooled pool
🚤 Canal-side dock + water views
🔥 Fire table + outdoor lounge + BBQ grill

Whether you’re soaking up the sun poolside, heading out on the water, or unwinding under the stars… this home is built for the ultimate Florida getaway 💙

Perfect for families, groups, or anyone ready to relax and recharge 🌴

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

Welcome to Bayside Hideaway!⚓Private screened in Heated or Cooled Pool, Outdoor Seating, Fire Table, BBQ Grill⚓Pool table, Table Tennis, Foosball,...

05/17/2026

5⭐ review just in for Unit A!

Simple, cozy, and perfectly located—this spot is everything you need for a laid-back beach getaway.

Sometimes the best vacations really are the easiest ones. ☀️

05/15/2026

💎 Hidden gem alert 💎

Welcome to Hidden Treasure this is a duplex, you can book one side or both! Each side sleeps 6!

🐚 Cozy + convenient
🌊 Close to everything

Perfect for a quick getaway ✨

📲 Book now!

Welcome to Hidden Treasure Unit A!VRC18-000124

05/14/2026

5⭐ vibes all the way at A Wave From It All!

Frompool days to peaceful nights, this home continues to deliver unforgettable stays for our guests.

Come see what everyone’s raving about!