Siesta Key Rentals

07/21/2026

🌊 LAST-MINUTE BEACH ESCAPE — Siesta Key 🌊

Need a getaway, like, now? Anchorage 308 just opened up — grab it before someone else does!

✅ 2BR/2BA, sleeps 6
✅ 3rd floor, waterway & bridge views from a wraparound balcony
✅ Deeded beach access to Crescent Beach — walk right to the sand
✅ Heated pool, tennis, shuffleboard, fitness room
✅ Beach chairs & towels provided — just show up and relax
✅ Free WiFi & cable, on-site laundry
✅ Walk to shopping, dining & the free Siesta Key Trolley

Don't wait on this one — last-minute Siesta Key availability doesn't last long!

👉 Book now: findsiestakeyrentals.com/vacation-rentals/rental/Anchorage308
📞 Or call/text 941-349-8100

Great Siesta Key Location at The Anchorage. Deeded Beach Access, Walk to Shopping & Dining!Spacious 2 bedroom, 2 bath, 3rd floor condo at The Anchorage with private...

07/19/2026

🏝️ Settle a debate for us: Is Siesta Key REALLY an island?

We saw this argued in a local Facebook group recently, and honestly... both sides were kind of right. 😄
Here's the wild true story:
For most of its history, Siesta Key was a true barrier island — Gulf on one side, bay on the other, and Midnight Pass separating us from Casey Key to the south.
Then in 1983, Midnight Pass was filled in to protect two beachfront homes from erosion. Suddenly, Siesta Key and Casey Key were one continuous strip of land. For 40+ years, the "well, ACTUALLY it's not an island" crowd had a technicality on their side. 🤓
But nature had other plans. In fall 2024, Hurricanes Helene and Milton blew Midnight Pass wide open again — reconnecting the Gulf to Little Sarasota Bay for the first time in four decades. Locals celebrated with a boat parade. 🛥️
So as of today? Water on all four sides. Siesta Key is 100%, officially, an island again. 🌊
Who remembers fishing at Midnight Pass before it closed? Or have you been out to see it since it reopened? Tell us in the comments — we love the old Siesta Key stories. 👇
— The crew at Home & Condo Rentals and Realty FindSiestaKeyRentals.com
Photo Credit: John Lewis

07/04/2026

06/27/2026

🌊 Featured Property: The Terrace 2-1
Gulf views from every single room. Five balconies. Steps to Siesta Key Village. Beach gear already waiting for you.
This 3-bedroom, 3-bath oceanfront condo at Beach Terrace is one of the most coveted spots on the key — and it's available October through January for extended stays.
If you've ever dreamed of waking up to the sound of the Gulf every morning for a few months, this is your sign. 🌅
📞 941-349-8100
https://www.findsiestakeyrentals.com/vacation-rentals/rental/TheTerrace/

06/26/2026

🏠 Featured Property | Excelsior Beach to Bay 101-5, Siesta Key
2 Bed | 2 Bath | Sleeps 6 | Extended Stay Rentals
✅ Private Crescent Beach access + beach loungers already set up

✅ 2 heated pools, 2 jacuzzis, bay deck & tennis/pickleball

✅ Spacious screened lanai overlooking pool & courtyard

✅ Washer & dryer in unit — pack light!

✅ Free trolley stop right out front
Beach on one side. Bay on the other. Everything in between. 🌊☀️https://www.findsiestakeyrentals.com/vacation-rentals/rental/Excel101-5/

06/25/2026

🏠 Featured Property | Crystal Sands 809, Siesta Key
2 Bed | 2 Bath | Sleeps 6 | Monthly & Extended Stay Rentals
✅ Directly on Crescent Beach — steps to the sand

✅ 8th floor with full gulf views from every room

✅ Screened lanai across the entire width of the condo

✅ 2 heated pools, one overlooking the beach

✅ Washer & dryer in unit — pack light! 🧳
Sunsets from the lanai. Gulf views from bed. White sand at your feet. This one speaks for itself. 🌊🌅 https://www.findsiestakeyrentals.com/vacation-rentals/rental/CrystalS809/

06/24/2026

🏠 Featured Property | Cozy Cove 3, Siesta Key
2 Bed | 2.5 Bath | Sleeps 6 | Weekly & Monthly Rentals
✅ Waterfront townhouse on Blind Pass Lagoon

✅ 2 private balconies + pool overlooking the water

✅ Boat docks on site — bring yours or rent nearby

✅ 5 min walk to Turtle Beach & waterfront dining

✅ Beach chairs, umbrella & gear provided
Quiet, private, and tucked away on the peaceful south end of Siesta Key. https://www.findsiestakeyrentals.com/vacation-rentals/rental/CozyCove3/