Siesta Key Luxury Rental Properties

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Siesta Key Luxury Rental Properties Offering guests affordable luxury to make their island vacation something other than ordinary. Explore Siesta Key from the comfort of our vacation rentals!
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Not sure which Siesta Key beach is right for you? 🌴Each one offers a slightly different beach day.🏖️ Siesta Beach - grea...
10/07/2026

Not sure which Siesta Key beach is right for you? 🌴

Each one offers a slightly different beach day.

🏖️ Siesta Beach - great for the classic Siesta Key experience, with plenty of amenities nearby.
🌊 Crescent Beach - a quieter option with access to Point of Rocks for snorkeling and exploring.
🐚 Turtle Beach - known for shelling, fishing, and more ways to spend time outdoors.

Planning your first Siesta Key trip? Save this guide for later and find the beach that fits your plans.

Casa Playa brings the fun home. 🌴With five bedrooms, a private pool, and an outdoor tiki-bar kitchen, there’s plenty of ...
10/05/2026

Casa Playa brings the fun home. 🌴

With five bedrooms, a private pool, and an outdoor tiki-bar kitchen, there’s plenty of space to spend the day together without having to go far.

🏊 Private pool
🌴 Outdoor tiki-bar kitchen
🎱 Pool table
🚲 2 bicycles included
🛏️ 5 bedrooms + 3 bathrooms
👥 Sleeps up to 10 guests

And when you’re ready to head out, Siesta Key Beach and Siesta Key Village are just a short drive away.

Ready for your Siesta Key getaway?
Explore Casa Playa - https://tinyurl.com/j76ttkbe

A change of season, Siesta Key style. 🌴The calendar may be turning to October, but beach walks, warm afternoons, and tim...
09/30/2026

A change of season, Siesta Key style. 🌴

The calendar may be turning to October, but beach walks, warm afternoons, and time by the Gulf are still part of the plan.

Here’s to slowing down and enjoying what the next season brings. ☀️

Sun N Sea #1 + #2 make it easy to settle into Siesta Key vacation mode. 🌴With private gated beach access and plenty of...
09/29/2026

Sun N Sea #1 + #2 make it easy to settle into Siesta Key vacation mode. 🌴

With private gated beach access and plenty of vacation-ready amenities, both stays put you close to everything you need for an easy island getaway.

🏖️ Private gated beach access
🏊 Community pool access
🛒 Beach chairs + beach cart
🍴 Walkable to South Siesta Key Village
🐾 Pet-friendly with approval
🛏️ 2 bedrooms + 1 bathroom in each unit

Whether you're planning beach days, pool afternoons, or an evening out nearby, Sun N Sea keeps it all within easy reach.

Sun N Sea #1: https://tinyurl.com/3mau7bj9
Sun N Sea #2: https://tinyurl.com/46635h8e

09/25/2026

Just steps from the sand, with a private pool, rooftop views, and Siesta Key Village just a short walk away. 🌴
Welcome to Casa Siesta, a beautifully designed three-bedroom retreat made for slow mornings, beach days, poolside afternoons, and sunset gatherings above it all.

📍 1-minute walk to Siesta Key Beach
🏝️ Private pool + spa
🌅 Rooftop deck with beach views
🍴 Walk to Siesta Key Village

Your Siesta Key escape starts here.
Explore Casa Siesta: https://tinyurl.com/2yttxmpj

Not sure which part of Siesta Key is right for your stay? 🌴Each area has its own feel, so it really comes down to the ki...
09/23/2026

Not sure which part of Siesta Key is right for your stay? 🌴

Each area has its own feel, so it really comes down to the kind of getaway you want:

📍 Siesta Key Village: best if you want restaurants, shops, and more within walking distance. Siesta Beach is also just a short walk away.

📍 Crescent Beach: a quieter option with fewer public access points and easy access to Point of Rocks for snorkeling and exploring.

📍 Turtle Beach: a more outdoorsy choice, with picnic areas, a playground, volleyball, fishing access, and a boat launch.

Planning your first Siesta Key trip? Save this guide for when you're choosing where to stay. 🌴

A stay the whole family can enjoy. 🌴“Our family of 7 loved our stay at The Hideaway and would highly recommend for top n...
09/21/2026

A stay the whole family can enjoy. 🌴

“Our family of 7 loved our stay at The Hideaway and would highly recommend for top notch accommodations, pool, roof top patio, pool table, beach access and walking to The Village for groceries, shopping and restaurants!” - Joyce Berk

From time by the pool to evenings on the rooftop patio, The Hideaway gives everyone plenty of ways to enjoy their Siesta Key getaway. And with beach access and Siesta Key Village within walking distance, there’s always something close by.

Thank you, Joyce, for sharing your experience with us! 💙

Ready to plan your own stay at The Hideaway?
→ https://tinyurl.com/3mur5tsr

Three Sandy Sisters 🌴A relaxed Siesta Key escape with a little bit of everything you want for an easy island getaway.Pro...
09/16/2026

Three Sandy Sisters 🌴

A relaxed Siesta Key escape with a little bit of everything you want for an easy island getaway.

Property highlights:
🏖️ Private beach access through Aloha Kai Community
🏊 Heated community pool
🌊 Bayfront amenities with a fishing pier
🍔 Private outdoor dining area with BBQ grill
🌳 Shaded patio and side courtyard
🚋 Easy access to the Siesta Key Breeze Trolley
🛏️ 2 bedrooms, 2 bathrooms, sleeps 6

Ready to see more of Three Sandy Sisters?

Click to explore the property: https://tinyurl.com/yp86zk5a

A stay worth talking about. 💙“Beautiful house and pool with a breathtaking view. The host and team were very attentive a...
09/09/2026

A stay worth talking about. 💙

“Beautiful house and pool with a breathtaking view. The host and team were very attentive and accommodating, we really had a great time!” ~ Geneyda Jawalapersad-Geerman

We love hearing that our guests felt cared for throughout their stay. From a beautiful place to call home to a team that's there when you need them, it's all part of creating a Siesta Key getaway you can truly enjoy.

Thank you, Geneyda, for sharing your experience with us! 🌴

Planning your own Siesta Key getaway? Visit our website and explore our luxury vacation rentals.

The Shaded Sanctuary 🌴A little more privacy. A little more peace. And plenty of room to slow down.Tucked among lush gree...
09/08/2026

The Shaded Sanctuary 🌴

A little more privacy. A little more peace. And plenty of room to slow down.

Tucked among lush greenery, The Shaded Sanctuary offers a quiet Siesta Key escape where you can step away from the everyday and settle into a slower pace. Spend your days exploring the island, then come home to a peaceful retreat surrounded by nature.

Sometimes, the best vacation is simply having a place where you can slow down, spread out, and enjoy being away. ☀️

Ready for your own Siesta Key escape?

Explore The Shaded Sanctuary: https://tinyurl.com/y4fzp5mb

Address

5111 Ocean Boulevard Suite B, C & D
Siesta Key, FL
34242

Opening Hours

Monday 9am - 6pm
Tuesday 9am - 6pm
Wednesday 9am - 6pm
Thursday 9am - 6pm
Friday 9am - 6pm
Saturday 9am - 6pm
Sunday 9am - 6pm

Telephone

(941) 349-1125

Website

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