The Sunny Side - Siesta Key Vacation Rental

The Sunny Side - Siesta Key Vacation Rental Contact information, map and directions, contact form, opening hours, services, ratings, photos, videos and announcements from The Sunny Side - Siesta Key Vacation Rental, Vacation Home Rental, Siesta Key, FL.

🌴☀️ UPDATE: BOOKED! ☀️🌴We were completely booked for the summer, but we just had a last-minute cancellation, which means...
07/04/2026

🌴☀️ UPDATE: BOOKED! ☀️🌴

We were completely booked for the summer, but we just had a last-minute cancellation, which means July 9–15 is now available!

🏖️ 6 nights for just $750!

If you’ve been hoping to sneak in one more beach trip before school starts, this is the perfect opportunity!

No need to pack beach gear—we provide beach chairs, umbrellas, a wagon, towels, and more. Just pack your suitcase and enjoy your getaway!

✨ First-floor condo
🌊 Short walk to world-famous Siesta Key Beach
🏊 Heated pool
🚋 Close to the free trolley, restaurants, and shopping

Send me a message with any questions! 🌴💙

⭐️⭐️⭐️⭐️⭐️ Another review that absolutely made our day!There’s nothing we love more than hearing that guests keep coming...
06/08/2026

⭐️⭐️⭐️⭐️⭐️ Another review that absolutely made our day!

There’s nothing we love more than hearing that guests keep coming back year after year and making memories with family and friends at The Sunny Side. ❤️

While our summer weeks are already booked, we still have openings beginning in August, and believe it or not, guests are already reserving dates for NEXT summer! ☀️🏖️

If Siesta Key is on your travel list, don’t wait too long to secure your preferred dates. We’d love to host you!

UPDATE - We are officially booked up until August! Thank you! 🌴❤️❄️➡️🌴 Cabin Fever, Anyone? 🌴➡️❄️After being stuck insid...
01/29/2026

UPDATE - We are officially booked up until August! Thank you! 🌴❤️

❄️➡️🌴 Cabin Fever, Anyone? 🌴➡️❄️

After being stuck inside with all this snow, you’re probably dreaming of sunshine, palm trees, and warm sand… so here’s your sign ☀️

These are our LAST available dates until back-to-school:
• May 9 – May 21
• June 20 – June 27
• July 4 – July 15 🇺🇸

✨ Book by 2/1 and I’ll waive the cleaning fee! ✨
That’s $1,000 for 7 nights — and summer will be here before you know it 🌊

👉 Don’t need a full week? Depending on the dates, I’m happy to make a deal for a long weekend getaway too!

Once these dates are booked, that’s it… and if they go quickly, there may even be another free week giveaway 👀🎉

I just wanted to share a quick update and let you know we only have one full week left available in June and July.That r...
01/13/2026

I just wanted to share a quick update and let you know we only have one full week left available in June and July.

That remaining week is priced at $1,200, and once it’s booked we’ll be fully reserved for peak summer. If you have any questions or would like more details, please don’t hesitate to reach out. I’m happy to help!

Full Week
June 20-27
July 4-11

5 Nights
July 11-16

🌴☀️ Spring & Summer Dates Filling Fast! ☀️🌴I’m starting to get a lot of Airbnb and VRBO requests for spring and summer, ...
01/11/2026

🌴☀️ Spring & Summer Dates Filling Fast! ☀️🌴

I’m starting to get a lot of Airbnb and VRBO requests for spring and summer, and before opening things up fully, I wanted to give friends and family first dibs ❤️

I’d much rather rent directly to people we know at a discounted rate, so if you’ve been thinking about a beach trip, now’s the time to grab your dates!

Remaining availability:
Spring:
• May 9 – May 21

Summer:
• June 20 - June 27
• July 4 - July 25

I’ll be linking our condo website for photos, details, and availability. Please keep in mind the rates shown there are the standard Airbnb/VRBO rates — friends & family pricing would be different when booking directly with us. 😊

Message me or text/call Chloe at (812)-276-9086 if you’re interested or have questions. I’d love to get you on the calendar!

https://thesunnyside.lodgify.com/

🔥 2025 Booking Special – This Week Only! 🔥All available 2025 dates booked THIS WEEK are just $100 per night + a one-time...
07/28/2025

🔥 2025 Booking Special – This Week Only! 🔥

All available 2025 dates booked THIS WEEK are just $100 per night + a one-time $215 cleaning fee
(Taxes not included)

🗓️ 3-night minimum stay
☀️ Only a few weeks left!
🇺🇸 Labor Day Weekend is still OPEN!

Whether you’re looking for a long weekend getaway or one of the few full weeks remaining, now’s the time to lock it in at this unbeatable rate!

📆 Check availability here: https://thesunnyside.lodgify.com/en/availability

📩 Message us directly to book or with any questions!

🌴 LAST-MINUTE BEACH DEAL! ☀️ - CLAIMEDWe still have June 21–27 open at our Siesta Key condo—and we’d hate to see the uni...
05/29/2025

🌴 LAST-MINUTE BEACH DEAL! ☀️ - CLAIMED

We still have June 21–27 open at our Siesta Key condo—and we’d hate to see the unit sit empty that week!

🌊 Regular price: $1,644.90
💥 This week only: $1,000 flat!
✅ Includes ALL taxes & fees!

This is your chance to snag an affordable beach getaway for the whole family—without the crowds of peak season and with all the sunshine ☀️

📅 6 nights in paradise
💤 Sleeps 6 comfortably
🚶‍♂️ Short walk to the beach
📸 Renovations just finished—it’s better than ever!

Message us to grab this deal before it’s gone!

Address

Siesta Key, FL

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