Gertrude Rentals Blog

Planning a group vacation doesn’t mean leaving your dog behind. A dog-friendly adventure is the perfect way to travel with friends or family who believe pets are part of the experience—not an afterthought. In Siesta Key, sunshine, walkable neighborhoods, and pet-welcoming spaces make it easy to enjoy a stylish, stress-free getaway with your pup by your side. From beachside mornings to relaxed evenings at home, this is group travel done...

A guys’ getaway should feel effortless—no packed schedules, no compromises on comfort, and no stress. Siesta Key, Florida delivers the perfect mix of laid-back beach vibes and upscale living, making it an ideal destination for friends who want to relax, reconnect, and enjoy the good life. Whether it’s a bachelor trip, milestone birthday, or annual escape, Siesta Key offers space, style, and experiences that feel both casual and refined. Why...

Dreaming of Siesta Key’s white sand and turquoise waters? The good news: getting here doesn’t have to break the bank. With a few smart strategies, you can score affordable flights to Sarasota–Bradenton International Airport (SRQ) — the closest airport to Siesta Key, just 20 minutes away. Whether you’re planning a quick beach escape or a long vacation, here’s a step-by-step guide on how to save money on airline tickets to...

The Best Waterfront Restaurants in Siesta Key Where Fresh Seafood, Sunset Views, and Happy Hour Magic Meet When you think of Siesta Key, a few things come to mind: soft white sand, turquoise water, and jaw-dropping sunsets. But after a long day at the beach or out on the water, nothing beats enjoying a fresh seafood dinner with a cold drink—especially when you can do it right by the water....

The Ultimate 3-Day Itinerary for Siesta Key First-Time Visitors What to See, Eat, and Explore on Your First Beach Getaway? Siesta Key, Florida, is a slice of paradise on the Gulf Coast known for its powdery white sand, warm turquoise waters, and laid-back beach town charm. Whether you’re planning a relaxing retreat or a fun-filled adventure, this 3-day itinerary is perfect for first-time visitors looking to make the most of...

Your Guide to a Stylish and Safe Independence Day Celebration with Gertrude Rentals Planning a vacation in Siesta Key over July 4th? There’s no better way to celebrate America’s birthday than with a private pool party under the stars—and Gertrude Rentals offers the perfect vacation homes to do just that. In this guide, we’ll show you how to host a fun, festive, and safe July 4th pool party—complete with patriotic...

Family Fun at Siesta Key Beach: 10 Kid-Friendly Things to Do Planning a family beach vacation? Look no further than Siesta Key Beach—a paradise with sugar-white sand, calm Gulf waters, and endless ways to keep the kids entertained. Family fun at Siesta Key Beach is easy to find, whether you’re traveling with toddlers, tweens, or teens. From relaxing on the shore to exploring nearby adventures, Siesta Key offers something for...

By Gertrude Rentals Snorkeling at Point of Rocks Siesta Key is one of the most unforgettable things you can do on Florida’s Gulf Coast. You wake up to sunshine pouring through the window and the sound of waves in the distance. It’s one of those perfect beach days—the kind that makes you want to head straight to the water. You grab your snorkel gear, toss on your swimsuit, and head...

Planning a trip to Siesta Key? Here’s one travel tip that can completely upgrade your vacation: book a Siesta Key vacation rental near the beach. At Gertrude Rentals, we specialize in helping you make the most of your Siesta Key vacation by offering beautiful, well-located beach vacation rentals for every budget and group size. Why a Siesta Key Vacation Rental Near the Beach Is the Smart Choice Siesta Key is home to...

(Updated April 13, 2025) SIESTA KEY THIS MONTH, IN PICTURES AND WORDS Siesta Key is 100% back to normal (on average:)) after the hurricanes, but we do still need your support.  Feedback on each attraction is below! Beaches 105% – Beaches are better than normal because they are wider, have more shells, and the Sandbar formations have been outrageous. Most beaches look like they gained about 40 feet and I...