The Anchorage Siesta Key

The Anchorage Siesta Key Looking for your next beach escape? Bring the whole crew — paradise is waiting!

Our vacation rentals offer private access to America’s #1 Beach, giving you the perfect mix of fun, relaxation, and affordable luxury.

Check out our newest blog post all about the best things to do on beautiful Siesta Key! 🌴☀️ From relaxing on the world-f...
05/27/2026

Check out our newest blog post all about the best things to do on beautiful Siesta Key! 🌴☀️ From relaxing on the world-famous quartz sand beaches to sunset drum circles, waterfront dining, shopping in the Village, and unforgettable Gulf Coast sunsets — there’s something for everyone to enjoy during your stay.

https://www.the-anchorage.com/what-are-the-best-things-to-do-in-siesta-key/

Book your summer escape today and experience why so many guests return to The Anchorage at Siesta Key year after year! 🌊🩵

If you’re spending Memorial Day Weekend with us at The Anchorage on Siesta Key, there’s plenty happening around the isla...
05/22/2026

If you’re spending Memorial Day Weekend with us at The Anchorage on Siesta Key, there’s plenty happening around the island to help you kick off summer! ☀️🌴

Enjoy live music around the Key, beachside dining, shopping in Siesta Village, and don’t miss the famous Sunday Sunset Drum Circle on Siesta Beach — a must-see local tradition with music, dancing, and one of the best sunsets in Florida! 🥁🌅

Looking for something active? Grab a trolley and ride around the island, play a round of pickleball or tennis, or spend the day relaxing by the pool and beach. Memorial Day weekend is the perfect time to enjoy everything Siesta Key has to offer.

We hope all of our guests have a fun, safe, and relaxing holiday weekend here in paradise! 🇺🇸🏖️

🌅🥁 There’s nothing quite like a Siesta Key sunset… especially when the famous Sunday Drum Circle begins!As the sun dips ...
05/14/2026

🌅🥁 There’s nothing quite like a Siesta Key sunset… especially when the famous Sunday Drum Circle begins!

As the sun dips into the Gulf, the beach comes alive with live drumming, dancing, fire performers, and an unforgettable island atmosphere right on the white sands of Siesta Key Beach. It’s one of the most unique experiences on the Gulf Coast and the perfect way to end a beach day! 🌴✨

Make your summer escape happen now — The Anchorage still has select units available, including some with special summer discounts! ☀️🏖️

Spend your days on the beach and your evenings enjoying sunsets, live music, and island vibes just minutes from your condo.

Book your Siesta Key getaway today before summer dates fill up!
📍 The Anchorage Yacht & Tennis Club
🌐 https://www.the-anchorage.com/

🏓 Pickleball fans, this weekend is for YOU!The 2026 Florida Amateur State Championships are coming to the Sarasota area ...
05/11/2026

🏓 Pickleball fans, this weekend is for YOU!
The 2026 Florida Amateur State Championships are coming to the Sarasota area May 15–17 and the excitement is building! ☀️

After the matches, relax and unwind on beautiful Siesta Key beaches, grab dinner by the water, and enjoy island life at The Anchorage 🌴

We still have limited availability for your Sarasota getaway — book now before the weekend fills up!

Book Your Stay at The Anchorage!

https://www.the-anchorage.com/

Memorial Day Weekend is calling… and there’s no better place to answer than Siesta Key 🌴☀️Kick off summer with sunshine,...
05/01/2026

Memorial Day Weekend is calling… and there’s no better place to answer than Siesta Key 🌴☀️

Kick off summer with sunshine, soft white sand, and waterfront views at The Anchorage! Our units are still available to book—but they’re going fast. With Florida heat rolling in, it’s the perfect time to cool off by the pool, hit the beach, and soak in everything the Key has to offer.

Planning your stay? Don’t miss our latest blog featuring some of the best seafood spots on Siesta Key 🦐🐟👇
https://www.the-anchorage.com/what-are-the-best-siesta-key-seafood-restaurants/

Make this Memorial Day one to remember—relax, recharge, and celebrate on the Key with us. 🇺🇸✨

📅 Book your stay today before it’s gone!
https://www.the-anchorage.com/vacation-rentals/results/?viewall
Or call us at 941-349-4030

Be sure to follow along our Socials to keep up to date with all things Anchorage and Siesta Key!

Good Afternoon,🌴We’re excited to introduce Unit 702, now officially part of our rental program—and it’s ready for you to...
04/23/2026

Good Afternoon,

🌴We’re excited to introduce Unit 702, now officially part of our rental program—and it’s ready for you to book your next getaway!

This beautifully refreshed unit features a bright, coastal-inspired living space, comfortable furnishings, and stunning views that make it the perfect place to relax after a day at the beach. Whether you're planning a summer escape or a last-minute trip, Unit 702 offers the ideal blend of comfort and location.

Summer availability is already filling up quickly, so don’t wait to secure your preferred dates!

👉 View more details and book your stay here:
https://www.the-anchorage.com/vacation-rentals/rental/702/

Take a look at the new furnishings below—just a glimpse of what awaits you!

If you have any questions or would like help booking, feel free to reach out. We’d love to have you stay with us!

Warm regards,
The Anchorage Team

04/22/2026

☀️ Book Your Summer Vacation at The Anchorage on Siesta Key! 🏖️
Summer is right around the corner, and now is the perfect time to reserve your stay at The Anchorage! We currently have units available and can’t wait to welcome you for a relaxing island getaway.

Enjoy great amenities including our refreshing pool, shuffleboard, pickleboard courts, and more — all just minutes from the beautiful beaches of Siesta Key! 🌊🌴

✨ Even better — we’re getting ready to introduce 10% off select units for summer bookings, so stay tuned for this limited-time savings opportunity!
Plan your escape today and make your summer unforgettable at The Anchorage

Book online at https://www.the-anchorage.com or call the office today at 941-349-4030

Looking for the perfect way to enjoy your time on the water? 🌴☀️Hop aboard one of the fun Tiki Boat Tours right here on ...
04/08/2026

Looking for the perfect way to enjoy your time on the water? 🌴☀️

Hop aboard one of the fun Tiki Boat Tours right here on Siesta Key 🚤🍹

✨ Sunset Cruises – Take in those breathtaking Gulf sunsets
🐬 Dolphin Watching – Spot playful dolphins up close
🏝 Sandbar Days – Relax, swim, and soak up the Florida sunshine

Whether you're celebrating, relaxing, or just looking for a unique adventure, this is a must-do experience during your stay!

📍 Convenient pickup right at The Anchorage
Check them out at https://hightidetikiboat.com/

🌞 Planning your summer getaway? We still have units available at The Anchorage—book your stay now and make it a trip to remember!

Call: 941-349-4030
Or book online at: https://www.the-anchorage.com/vacation-rentals/results/?viewall

Spots fill up fast—don’t miss out on your chance to cruise island-style! 🌊🌅

We hope everyone is having a happy Easter! 🐰🐇-Anchorage Siesta key
04/05/2026

We hope everyone is having a happy Easter! 🐰🐇-Anchorage Siesta key

Address

6415 Midnight Pass Road
Siesta Key, FL
34342

Telephone

+19413494030

Website

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