Cheerful Rentals

05/29/2026

Vacation mode: ON ☀️🌴💕

We had WAY too much fun creating this… but the memories made at The Cheerful Coast are very real. 😊

At Cheerful Rentals, we’re more than just vacation homes — we’re real people helping create unforgettable beach memories for amazing guests every single day.

✨ Swipe through to:
🌴 Meet Jeff & Shandra
⭐ Read guest reviews
🏖️ Explore The Cheerful Coast vibe

Ready for your next beach getaway?
📲 Let’s make it happen!

05/26/2026

It’s a GREAT day at The Cheerful Coast!☀️
Beach days, boat days, sunshine, and vacation memories waiting to happen.💕

05/19/2026

The kind of memories you replay all year✨
(941)322-4337
cheerfulcoast.com

05/13/2026

Your sign to book the beach trip, watch the dolphins, and soak up summer on Anna Maria Island. 🐚🐬👙

05/12/2026

Come for the beach… Stay for the sunsets, boat rides, island vibes, and CHEERFUL memories that last long after vacation ends.⚓️🌅🐬

05/07/2026

The countdown to an unforgettable SUMMER is here! ☀️
➡️BOOK a vacation!
🎒Pack your bags
🏖️RELAX!

📲(941) 322-4337

05/06/2026

🌴☀️ Your perfect island escape awaits!

This cheerful 2BR/2BA private duplex is just 2.5 blocks from the beach—close to the action, yet perfectly relaxing.

✨ Sleeps 6
🛏 King suite + Smart TV
🛏 Bunk room for kids/guests
🧺 In-home laundry
🌿 Screened balcony

Enjoy nearby pickleball, playground, and kayak launch—or head just 1 mile to Bridge Street for shops, dining, and fun. 🚋 Free trolley stops make getting around easy!

🌊 The perfect home base for beach days and laid-back island living.

05/04/2026

Your private slice of paradise🌴💦
☀️Welcome to Cheerful Serenity-where pool days turn into sunset nights and “just one more minute” turns to hours.
Screened-in lanai✔️
Waterfront views✔️
Zero stress ✔️
➡️This is the kind of stay you don’t want to leave.

✨Now booking your next escape
📩Message us for details

04/23/2026

✨ Welcome to Edgewater – Your Canal-Front Escape ✨

Tucked away in Northwest Bradenton, Edgewater is all about easy Florida living 🌴☀️

⚓ Private dock + direct Gulf access🌊 Peaceful water views🏖 ~3 miles to Anna Maria Island beaches

Spend your days poolside in the screened lanai, grilling under the palms, or heading out for boating, kayaking, or fishing—right from your backyard.

Minutes from Palma Sola Causeway Park and Robinson Preserve for beaches, trails, and outdoor fun.

Inside, enjoy a bright, open space with water views, a fully equipped kitchen, cozy living area, and bonus Florida room.

🛏 King primary suite + ensuite🛏 Queen guest room🛋 Queen sleeper sofa

✔ Washer & dryer✔ Parking for 3✔ Dog-friendly (with approval + fee)

💙 Your perfect coastal getaway starts here

📩 Message for availability or to book!

04/06/2026

Maybe you would rather buy something instead of rent? We can help with that too!! 😊

Welcome to the transformed Waterway Condominiums, where c...

03/04/2026

Dreaming of a month (or more) on the coast? 🌴✨

We currently have beautiful monthly rental condos available — each one offering sunshine, comfort, and that laid-back Florida lifestyle everyone love about the Gulf Coast.

Imagine…
☀️ Morning coffee with water views
🏖️ Easy beach days on Anna Maria Island
🌅 Sunset walks and salty breezes
🌴 Relaxing afternoons by the pool

Send us a message for availability and details — your cheerful coastal stay starts here 💗
📲(941) 322 - 4337