Siesta Key Please

09/01/2026

🌴 WOW! We are absolutely ASTOUNDED by the number of inquiries coming in for our 16 Siesta Key rentals! 🌴

What started as a group of friends deciding to self-manage our vacation rentals has grown into something pretty special. ❤️

We work together. We advertise together. We share trusted cleaners and contractors — and we’ve built a wonderful network of local favorites to help make our guests’ vacations even better!

☀️ Private drivers
🎣 Fishing & boat captains
👩‍🍳 Private chefs
💆‍♀️ Massage therapists
🏰 Even a sandcastle-building instructor!

Most importantly, we communicate directly with our guests and truly care about helping you have an amazing Siesta Key vacation.

We are beyond thankful for every inquiry, every booking, every referral, and especially all of our wonderful guests and supporters. ❤️

Friends become guests, and guests become friends!

🌴 Looking for a Siesta Key vacation rental?
Come follow us on Facebook at Siesta Key Please! and see all 16 of our rent-direct, owner-managed vacation rentals.

08/31/2026

🌴 Looking for a 1-bedroom, 1-bath beach getaway on Siesta Key? 🌴

Barb’s “Barefoot Bungalow” has September openings at a GREAT, competitive rate! ☀️🏖️

🏰 Planning an October or November stay?

Be sure to ask about our Sandcastle Promotion for select dates!

✨ 1 Bedroom | 1 Bathroom
🌊 Just a short walk to beautiful Crescent Beach
🏊 Large heated swimming pool
🚎 Free Siesta Key trolley to restaurants, bars & shop
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💰 Rent direct and SAVE on booking fees!
Check the booking link for available dates and rates, but text Barb directly for the special “Rent Direct — No Fees” deal!

📲 Contact Barb: 972-989-3366
Text is best!

Thank you for following Siesta Key Please on Facebook and supporting our group of local rent-by-owner friends! ❤️

The Barefoot Bungalow

08/30/2026

🌴 Two-Bedroom Villa — Rent Direct on Siesta Key! 🌴

Meet the “Sunset Hut,” a gorgeous 2-bedroom, free-standing villa on Siesta Key! ☀️🏖️

Bright, cheerful, and beautifully updated with a classic coastal feel, this villa is just a 1-minute walk to the soft white quartz sand of Crescent Beach and sleeps up to 6 guests.

Guests can also enjoy a large heated swimming pool, a community rec room, and the FREE Siesta Key trolley to nearby restaurants, bars, shops, and all the fun Siesta Key has to offer! 🌴🍹🛍️

The Sunset Hut is one of two beautiful Siesta Key rentals owned and personally managed by Barb. She also has a charming 1-bedroom villa that sleeps up to 4.

Traveling with family or friends and need room for up to 10 guests? Ask Barb about renting both! ❤️

Skip the extra rental fees and communicate directly with the owner.

📞 Contact Barb: 972-989-3366

🌴 Rent Direct • Save on Fees • Stay on Siesta Key

08/30/2026

🌴 Want to Rent Direct on Siesta Key? 🌴

We’re a group of women and friends who own and personally manage 15 beautiful Siesta Key vacation rentals — with our 16th coming soon!

We support one another in friendship and in business, and we share the same goal: helping our guests have an amazing Siesta Key vacation. 🏖️☀️

When you rent direct with one of us, you’re communicating directly with the owner. We love getting to know our guests, answering questions, sharing local tips, and helping make every stay extra special.

❤️ Friends become guests, and guests become friends!

Follow along to see our rentals, availability, last-minute openings, and opportunities to rent direct on Siesta Key! (see owner directory below for information regarding each unit)

08/29/2026

🏰 WHAT IF THIS WAS PART OF YOUR SIESTA KEY VACATION? 🌅🏖️

We’re making October 2026 on Siesta Key a little more memorable!

Book a 7-night October 2026 stay with one of our participating Siesta Key Please owners/units and receive a group sandcastle lesson with local professional sand artist Andy Daily of Sandventure!

This is a hands-on experience where you’ll actually learn some of the tricks and techniques behind creating amazing sand sculptures—and take those skills with you to beaches for years to come.

Perfect for families, girls’ trips, couples, friends, multi-generational vacations and even team-building getaways!

🏖️ PLUS...COME BACK FOR THE CRYSTAL CLASSIC!

Book your qualifying 7-night October stay AND another stay in November 2026 during the Siesta Key Crystal Classic, and your participating owner will gift you entry tickets to the sand-sculpting competition at Siesta Key Public Beach!

Learn from a professional in October...then come back in November and watch the professionals compete! 🏰

🌴 October 2026
🏖️ 7-night stay
🏰 Sandcastle lesson included
🏡 Participating Siesta Key Please owners/units only
📩 PM us for participating rentals, available dates, rates & details!

08/29/2026

September on Siesta Key!

PM me for dates & rates

08/28/2026

🌴 Rent Direct on Siesta Key! 🌴

Casa Blanca B12 has some great upcoming openings:

☀️ September 1–6
☀️ September 21–30
🌴 October 6–31

Skip the booking platforms and rent direct from the owner!

📲 Message Debra to book:
724-433-5464

Take a dip in the communal pool or sip a drink on the porch or lanai of this villa, which also features outdoor furniture. As for the great indoors, you can come inside and enjoy the free WiFi and cable/satellite TV.

08/19/2026

Be our Special Guest! 🌴☀️

Looking for a beautiful Siesta Key getaway without the hotel hassle or extra fees? Rent direct from the owners!

Our condos are individually owned and self-managed, not part of a hotel or large management company. Each unit is very clean, fully renovated, and thoughtfully cared for by its owner.

🏝️ Most of our properties are free-standing villas within walking distance of our private beach on beautiful Crescent Beach.

🌊 We also have 4 water-facing units with gorgeous views of the Gulf waters!

💰 As a special guest on our list, you’ll have access to special pricing on our special units—and because we manage our own properties, we work directly with you. No management company in the middle and no unnecessary nickel-and-diming.

❤️ Support our women-owned business! We personally care about our properties, our guests, and the Siesta Key experience we provide.

👉 Follow this Siesta Key page on Facebook, share it with your friends, and join our special guest list!

Come stay with us and experience Siesta Key the owner-direct way! 🌴🏖️