Ocean to Bay Rentals

01/16/2026

Click here for some sunshine https://otbvacations.com/en/belleaire-beach-bliss—gulf-front-retreat-w-heated-pool

01/05/2026

⭐️⭐️⭐️⭐️⭐️
This 5-star review means so much!

This guest spent Christmas at St Pete Modern Retreat with his children after losing his wife to breast cancer. Knowing our home provided comfort, peace, and a safe place to make new memories is why we do what we do.

Our rentals mean more. 🌴💛

12/02/2025

✈️ TRAVEL TUESDAY TREAT ✈️

Dreaming of a beach escape? Make it official.
✨ Travel Tuesday only: Enjoy 25% OFF all stays with Ocean to Bay Rentals through May 2026 🌴Must book today by 11:59pm

🏖 Sun-soaked beach condos
🌅 Cozy coastal retreats
🐾 Pet-friendly stays (select homes)

🔖 Use code: TRAVELTUESDAY (all caps)
📅 Valid for new reservations through May 28 2026!
🔗 Book direct at OTBvacations.com

Now booking: snowbird season, spring break escapes, weekend getaways & everything in between.
Your next great escape is just a click away 💛

Home

11/14/2025

Working on rentals from the cutest little place, Perry’s Porch, in the heart of St. Pete ☕️🌿 The perfect spot to help new hosts turn ideas into income!

Thinking about getting into vacation rentals but not sure where to start? I’m offering a FREE 30-minute strategy call for anyone curious about how to break in, from choosing the right market to setting up your first listing.

📩 Email [email protected] to claim your spot!

11/13/2025

✨ St. Pete is showing off again!
Blue skies, 80-degree days, breezy nights… this fall weather has been chef’s kiss and the holidays are right around the corner.

If you’ve been dreaming of trading snow boots for flip-flops, sunrise coffee for beach walks, or crowded malls for waterfront sunsets — this is your sign.

🎄✨ Book your St. Pete holiday getaway now!
Whether you’re looking for a cozy condo steps to the beach, a downtown retreat near the Pier, or a peaceful spot by the pool, I’ve got beautiful options ready for you.

☀️ Expect:
• Perfect warm winter weather
• Endless outdoor dining + festivals
• Bike-friendly neighborhoods
• Gulf sunsets that feel unreal
• Holiday lights on the water

St. Pete is calling… and the sunshine is waiting.
DM me or visit OTBvacations.com to grab your dates before they’re gone! 🌞🏝️

Home

10/27/2025

✨ Thanksgiving at the Beach! ✨
Why settle for turkey at home when you can feast steps from the sand? 🦃🌊

Book our Belleair Beach Bliss Condo (sleeps 6, pets welcome!) for Thanksgiving week and receive a $100 gift card to the famous Columbia Restaurant at Sand Key — Florida’s oldest restaurant family, serving Spanish-Cuban classics since 1905. 🍷🥘

Enjoy their legendary 1905 Salad, roast turkey with a tropical twist, and sunset views that will make this holiday one to remember. 🌅

➡️ Direct book and save at otbvacations.com! https://otbvacations.com/en/belleaire-beach-bliss---gulf-front-retreat-w-heated-pool

📍 Belleair Beach, FL
🐾 Pets welcome | 🌴 Heated pool | 🚶‍♀️10 steps to the sand

Make this Thanksgiving special, sun-soaked, and stress-free! ☀️💛

10/17/2025

☀️ Happy Friday! You could have this view too.

🌴Book here ⬇️⬇️⬇️

https://otbvacations.com/en/belleaire-beach-bliss---gulf-front-retreat-w-heated-pool

10/07/2025

🌊 Now Hiring: Vacation Rental Cleaner – Rehoboth Beach, Delaware 🌊

Ocean to Bay Rentals is looking for a reliable, detail-oriented cleaner or cleaning team to join our award-winning hospitality company!

Requirements:
• Must be available weekends and able to handle occasional short-notice cleans
• Experience with vacation rental or Airbnb turnarounds preferred
• Dependable transportation and great communication

We Offer:
• Excellent pay and fair compensation for every job
• Bonuses for 5-star cleaning reviews
• Year-round cleanings at multiple properties in Rehoboth Beach
• Steady partnership with a trusted, locally owned company

If you take pride in your work and want to join a growing, top-rated management company, we’d love to hear from you!

📧 Apply or refer someone by emailing: [email protected]
💙 Ocean to Bay Rentals – “Boutique homes. 5-star experiences.”

10/05/2025

✨ Escape the Cold — Spend the Holidays in Key West!☀️🎄

Dreaming of sunshine instead of snow? Key West is calling! 🏝️ Enjoy 20% OFF stays in December & January when you book by October 31st🌞

✈️ With direct flights into the new Key West airport, it’s never been easier to get here — and once you do, there’s so much to enjoy:
• Stroll down Duval Street and take in the festive lights and local charm 🎅
• Watch the sunset at Mallory Square with live music and street performers 🌅
• Go snorkeling or sailing on the crystal-clear turquoise waters 🐠
• Visit Hemingway’s House or take a selfie at the Southernmost Point 📸
• Sip a Key Lime martini while wearing flip-flops instead of snow boots 🍸

Skip the booking fees — book direct at OTBvacations.com and save even more!

🏖️ Paradise is waiting… are you ready?

10/02/2025

✨ New Listing Alert – St. Pete Modern Retreat! ✨

We’re excited to share our newest property in St. Petersburg, FL – a beautifully renovated 2BR / 1BA home just 2 miles from downtown in amazing Shore Acres.

🏡 Features include:
✔️ Master King + 2 Queens in the second bedroom (both with closets)
✔️ Open layout with modern finishes
✔️ Screened-in porch + landscaped, fenced yard w/ grill
✔️ 1-car garage with washer/dryer
✔️ Pet-friendly with deposit
✔️ Professionally hosted by Ocean to Bay Rentals – 12 years, 300+ ⭐ reviews

✨ Special introductory discount available now!

👉 While St. Pete requires 30-night stays, we have opportunities to rent for less than 30 days through select partnerships – reach out to learn more.

📍 Perfect for extended stays, relocations, or professionals working in the nearby hospitals.

🔗 Book direct & save: OTBvacations.com

📷 Don’t wait – availability is open now!

https://otbvacations.com/en/st-pete-modern-retreat---2-miles-to-the-pier

"St Pete Modern Retreat" – 2 Miles to the Pier Saint Petersburg United States, Florida

09/07/2025

🏠 When I walk into a home we’re preparing for an Ocean to Bay Vacation Rental, I don’t just see walls and furniture — I see the experience guests will have the moment they open the door.

⭐️ Staging is where the magic happens. It’s the difference between a space that feels ordinary and one that feels like a dream getaway. Fresh linens, warm lighting, local art, and thoughtful touches transform a property into a place guests will rave about and return to.

The best part? These details don’t just create happy memories — they also maximize rental income. A well-staged property photographs better, commands higher nightly rates, and stays booked more consistently.

This is what we do every day: help owners turn their vacation homes into unforgettable stays. 🏡✨

👉 Contact us today to see how we can make your rental more profitable, while giving your guests a five-star experience.

08/30/2025

✨ Congratulations to my clients on the successful sale of their rental condo! ✨

I’m thrilled to share that we were able to help them achieve full asking price (plus some) 🎉. One of the biggest factors in today’s market is proving real value to buyers — and our rental income numbers spoke for themselves.

By showcasing consistent occupancy rates, strong seasonal performance, and clear financials, we demonstrated not just a beautiful property, but a profitable investment opportunity. That confidence helped attract buyers quickly and close at top dollar.

It’s always rewarding to see the power of combining great property management + transparent financial reporting — it turns homes into investments buyers can’t resist.

👏 Congratulations again to my clients on this exciting new chapter!