ITrip - St. Petersburg Beaches

ITrip - St. Petersburg Beaches Vacation Rental Management Services
Homeowners who list with iTrip receive a full-service short-term rental management program. Your destination in St.

Rental Guest Benefits: Secure online booking, property inspection before every checkin, professional and courteous 24hr team Choose from 200 properties for your beach or bay side vacation. We can offer the perfect getaway at one of our studio, 1, 2, or 3 bedroom condos, cottages, or private houses. We provide an easy online booking process and friendly customer service. During your vacation ventur

e out for water activities like boating, sailing, para-sailing, jet skiing, paddle boarding, swimming, fishing, dolphin watching, kayaking, and shelling. Fort De Soto State Park is a great for a picnic, bird watching and exploring. Try nearby golfing, museums, and shopping. There are plenty of restaurants, bars, ice cream, and shopping within walking distance of all of our vacation rentals. Located less than two hours from Disney and the Orlando attractions, and only four hours from Miami and the Keys. Petersburg Beaches is the center of it all.

🏆Treasure Island just landed #2 Best Beach in Florida in USA Today's 10Best Readers' Choice Awards — and we've got 100+...
06/16/2026

🏆Treasure Island just landed #2 Best Beach in Florida in USA Today's 10Best Readers' Choice Awards — and we've got 100+ listings to choose from if you want in on it🏖️
Miles of soft white sand, beachfront bars, and restaurants for drinks and eats.
Ready to book your stay?🌊

06/12/2026

🍍 Have you had a Fruit Float experience on Madeira Beach yet? 🌊 It Gives 100% Weekend Vibes ✨ Come See For Yourself 👇 Booking Link Below

06/10/2026

The Yoda Beach House - Beachfront on Madeira Beach sleeps 14 with 5 bedrooms, 3 full kitchens, and a fire pit right on the Gulf. Whether you’re planning a family reunion, a friend group getaway, or just an excuse to finally all be in the same place — this is the one.

Toes in the sand. Fire going at sunset. Everyone together under one roof.

There really is nothing else like it on Madeira Beach. 🔥

Link below to check availability!

06/08/2026

🌊 Happy World Oceans Day! 🌍
The World Ocean Race is coming to St. Pete — and the countdown to May 4-16, 2027 is officially on! ⛵✨

Did you know that every single mile sailed in this race is driven by a deeper purpose? 🙌 The racing fleet is out there collecting vital scientific data, driving real environmental change, and inspiring the next generation to protect our blue planet. 💙

Thinking about being here for it? 👀 start locking in your beach accommodations now — this is one you won't want to miss from the sidelines.

06/03/2026

Fresh upgrades at 203W Sunset Vistas ✨ quartz countertops, a new sleep sofa, and some exterior love — plus a shoutout to Katie Cook Art and Coastal Market 607 for the glow-up details 🙌 this beachfront condo already had it all — heated pool, tiki bar, café, gym, and those iconic sunset views — and now it's even better. a few summer dates still open — grab them before they're gone! 🌅https://www.itrip.net/vacation-rentals/usa/fl/st-petersburg-beaches

Last-minute stays? Sometimes the best kind. Here's what's happening this weekend so you can hit the ground running. 🌊 Pl...
06/02/2026

Last-minute stays? Sometimes the best kind. Here's what's happening this weekend so you can hit the ground running.

🌊 Plus — Mad Beach Market Night, Saturday 5–11pm, a local summer kick-off at ROC Park in Madeira Beach.

05/28/2026

🌴Island Paradise Cottages 🌊

Eight cottages. One heated pool. A tiki hut. A fire pit. Kayaks and bikes included - the Gulf is a 5-minute walk away.
Rent one cottage or take over the whole property, 11BR - sleep up to 30 people. Perfect for reunions, retreats, or just a big group that wants their own little beach compound.

Johns Pass is right around the corner and the Beach Trolley stops nearby so you can explore Clearwater Beach, St. Pete Beach, and everything in between.

☀️ June dates available - Book here: https://www.itrip.net/madeira-beach-vacation-rental/island-paradise-cottages-complex

⭐⭐⭐⭐⭐ iTrip guests at Unit 201 Kima said it best — dolphins from the balcony every single day, breathtaking sunsets, and...
05/27/2026

⭐⭐⭐⭐⭐ iTrip guests at Unit 201 Kima said it best — dolphins from the balcony every single day, breathtaking sunsets, and a space that looked exactly like the photos.

📣Just in - new exterior photos! So you know exactly what to expect.

Address

13999 Gulf Boulevard
Madeira Beach, FL
33708

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