Imagine waking up in a beachfront rental, stepping outside to salty Gulf breezes, and heading out for a day on the water. Whether you’re a seasoned angler or just love the idea of casting your first line, Siesta Key fishing offers unforgettable adventures for everyone. At Gertrude Rentals, we love helping guests turn their stay into a true interest-based journey—especially a Fishing Journey!
Why Siesta Key Is a Fisherman’s Dream
Siesta Key isn’t just famous for its powdery white quartz sand beaches—it’s also one of the best places for fishing in Florida. Here’s why:
- Inshore Fishing in Sarasota Bay: Target snook, redfish, trout, and tarpon in calm, shallow waters.
- Deep Sea Fishing in the Gulf of Mexico: Book a Siesta Key fishing charter and chase grouper, snapper, kingfish, and even sailfish.
- Pier & Bridge Fishing: Relax at nearby family-friendly fishing spots like the Venice Pier or Siesta Drive Bridge—perfect for beginners and kids.
With warm Gulf Coast waters year-round and incredible biodiversity, fishing in Siesta Key is more than a hobby—it’s an adventure that keeps visitors coming back season after season.
Beach fishing in Siesta Key offers guests the chance to catch beautiful fish right from the shoreline.
Make It More Than Just Fishing
A Fishing Journey in Siesta Key is about more than reeling in your next big catch. It’s about creating memories:
- Hire local Sarasota fishing charters and learn techniques from expert captains.
- Experience “cook your catch” restaurants where chefs prepare your fresh fish for dinner.
- Pair your fishing days with island dining, dolphin-spotting, and world-famous sunsets over the Gulf.
Fishing boats in the Gulf of Mexico help bring fresh catches and unforgettable deep-sea fishing adventures to Siesta Key visitors.
Planning Your Fishing Getaway
To make the most of your trip:
- Book a Local Charter: Top-rated Siesta Key deep sea fishing trips provide gear, licenses, and insider knowledge.
- Know the Season: Tarpon season runs May–July, while winter months are great for grouper and sheepshead.
- Pack Essentials: Sunscreen, polarized sunglasses, and a cooler for your fresh catch.
Stay Steps From the Water with Gertrude Rentals
The best way to enjoy a Siesta Key fishing trip is by staying close to the water. At Gertrude Rentals, we offer charming vacation homes and condos within walking distance of the beach, piers, and marinas. Whether you’re looking for a family-friendly rental, a poolside condo, or a Siesta Key beachfront rental, we have the perfect home base for your fishing adventure.
After a day on the water, return to your private retreat—grill your catch, relax by the pool, or unwind beneath swaying palm trees.
Ready to Cast Your Line?
Your perfect Fishing Journey in Siesta Key starts with the right place to stay. Browse our vacation rentals today and start planning your Gulf Coast getaway at www.gertruderentals.com.
👉 Don’t just dream of fishing in paradise—experience it with Gertrude Rentals!
Planning a Florida golf vacation? Look no further than Siesta Key, a tropical paradise where golf courses near Sarasota meet world-class beaches. Famous for its powdery white sand and turquoise waters, Siesta Key offers more than just stunning sunsets—it’s also the perfect home base for golf lovers. Whether you’re a seasoned pro or a casual weekend player, a golf journey to Siesta Key combines championship courses with a relaxed island lifestyle.
Why Choose Siesta Key for Your Golf Getaway?
- Year-Round Golf Weather in Florida – With 250+ days of sunshine annually, you can enjoy golf in every season.
- Top Golf Courses Near Siesta Key – Sarasota’s golf scene is just minutes away, offering championship layouts, scenic views, and challenging greens.
- Relaxation Off the Course – After a round, trade your golf shoes for flip-flops and enjoy Siesta Key’s award-winning beaches.
If you’re looking for the perfect balance of Florida golf and island vibes, Siesta Key is unmatched.
Tee off in paradise — combine championship golf with a relaxing beach stay in Siesta Key.
Best Golf Courses Near Siesta Key
- TPC Prestancia – Sarasota’s Championship Course. As part of the TPC Network, Prestancia offers two 18-hole courses with challenging layouts and pristine conditions. It’s one of Sarasota’s most prestigious private clubs.
- University Park Country Club – Frequently ranked among the best golf courses in Florida, University Park features 27 holes surrounded by lush greenery. A favorite for visitors on a Siesta Key golf trip.
- Legacy Golf Club at Lakewood Ranch – Designed by Arnold Palmer, this semi-private course is known for wide fairways, strategic bunkers, and scenic lakes—a must-play for any Florida golf vacation itinerary.
- Bobby Jones Golf Complex (Sarasota Classic) – Named after the legendary golfer, this historic Sarasota course has been undergoing renovations. Keep an eye out for its reopening to experience a piece of golf history.
Play like a pro at TPC Prestancia, one of Sarasota’s top championship golf courses near Siesta Key.
Things to Do in Siesta Key Beyond Golf
- Relax on Siesta Beach – Consistently ranked the #1 beach in the U.S., perfect for unwinding after a round of golf.
- Water Adventures – Paddleboarding, kayaking, and fishing charters add extra fun to your golf getaway.
- Siesta Key Dining & Nightlife – From fresh Gulf seafood to live music at island bars, your evenings will be just as memorable as your tee times.
Plan Your Golf Getaway to Siesta Key
When planning a golf vacation in Florida, Siesta Key offers the ultimate blend of challenging courses, sunny weather, and laid-back island charm.
✨ Ready to book your stay? Visit GertrudeRentals.com to find the perfect vacation rental steps from the beach and minutes from Sarasota’s best golf courses. Whether it’s a buddies’ golf trip, a couples’ retreat, or a family getaway, we’ll make your Siesta Key golf journey unforgettable.
Manatees & Dolphins of Siesta Key: Gentle Giants and Playful Performers
When most people think of Siesta Key, they picture the famous quartz-white sand, stunning Gulf sunsets, and warm tropical breezes. But what many visitors don’t realize is that our waters are also home to two of Florida’s most beloved marine residents — the gentle manatee and the playful bottlenose dolphin.
Whether you’re spotting a curious manatee grazing along the shore or watching a pod of dolphins leap through the waves, these encounters make your Siesta Key getaway truly unforgettable.
Meet the Gentle Giants: Manatees
Up close with one of Siesta Key’s gentle giants — the peaceful and curious manatee.
Manatees, often nicknamed “sea cows,” are slow-moving, plant-eating marine mammals that can grow up to 13 feet long. They spend most of their day grazing on seagrass and floating peacefully through warm waters.
Where to Spot Them in Siesta Key:
- Intercoastal Waterway – Look along the calmer channels where boats pass slowly.
- Turtle Beach Boat Ramp – Kayakers often spot them while paddling here.
- Canals and Lagoons – Especially in the summer, manatees love exploring these quiet areas.
Best Time to See Them:
While manatees are here year-round, sightings peak from April to October, when the Gulf and bay waters are warm.
Fun Fact:
Manatees surface for air every few minutes, so if you see a small, whiskered nose poking above the water, you might be in for a close (but safe) encounter.
Playful Dolphins of the Gulf
A curious dolphin surfaces for a closer look in the sparkling blue waters of Siesta Key.
In contrast to the manatee’s gentle drifting, bottlenose dolphins are the acrobats of Siesta Key. They swim in pods, hunt cooperatively, and love riding the wakes of passing boats.
Where to See Dolphins:
- Point of Rocks – A popular snorkel and dolphin-spotting area.
- Crescent Beach – Dolphins are often seen close to shore in the early morning.
- Local Boat Tours – Many eco-tours guarantee dolphin sightings in the surrounding bays and Gulf waters.
Behaviors to Watch For:
- Bow-Riding – Jumping and surfing the waves made by boats.
- Tail-Slapping – Communicating or stunning fish before feeding.
- Leaping – Just for fun (or so it seems).
Responsible Wildlife Viewing
Seeing manatees and dolphins in the wild is magical — but it’s important to protect their habitat.
- Keep a respectful distance — at least 50 feet from manatees, 50 yards from dolphins.
- Avoid feeding or touching — it’s illegal and disrupts their natural behavior.
- Follow no-wake zones — especially in manatee-rich waterways.
By observing from a distance, you help ensure these animals thrive for generations to come.
Best Ways to Experience Them
- Kayak Tours – Paddle through mangrove tunnels and calm bays where manatees graze and dolphins hunt.
- Eco-Boat Cruises – Relax on a guided trip with local experts who know the best wildlife spots.
- Beachfront Watching – Sometimes, all it takes is a morning coffee and a walk along the shore.
Stay Close to the Action
When you stay with Gertrude Rentals, you’re not just booking a place to sleep — you’re stepping into the heart of Siesta Key’s wildlife wonderland. Our vacation homes put you within minutes of kayak launch points, boat tours, and beaches where manatees and dolphins are often spotted.
Don’t just read about these incredible encounters — come experience them for yourself.
📅 Plan your Siesta Key getaway today and let Gertrude Rentals be your home base for unforgettable mornings on the sand, afternoons on the water, and evenings watching the sun melt into the Gulf.
Browse Our Siesta Key Rentals and start making memories you’ll treasure for a lifetime.
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.
Whether you’re visiting with family, friends, or on a romantic getaway, these waterfront restaurants in Siesta Key combine incredible views with local flavor. Here’s where we recommend going for sunset views, happy hour deals, and unforgettable meals.
1. Ophelia’s on the Bay
Location: 9105 Midnight Pass Rd
Vibe: Elegant, romantic, perfect for date night
Why We Love It:
Tucked along Little Sarasota Bay, Ophelia’s offers fine dining with panoramic water views—often with dolphins swimming by. The menu features upscale seafood like Chilean sea bass and lobster tail, with an extensive wine list to match.
Best Time to Go: Just before sunset for golden hour magic.
Pro Tip: Reserve outdoor seating in advance—it’s in high demand!
2. Dry Dock Waterfront Grill
Location: 412 Gulf of Mexico Dr (Longboat Key, 10 min drive)
Vibe: Relaxed, dockside dining with 5-star seafood
Why We Love It:
This bayside restaurant offers some of the freshest seafood around, with a view that stretches across Sarasota Bay. Arrive by boat or car, and enjoy fan favorites like the grouper sandwich, scallops, or stone crab (in season).
Sunset Bonus: Unbeatable golden hour views from the outdoor patio.
Worth the Drive: Absolutely.
3. Turtles Restaurant on Little Sarasota Bay
Location: 8875 Midnight Pass Rd, Siesta Key
Vibe: Super casual, beachfront, live music
Why We Love It: Turtles offers casual bayfront dining with beautiful sunset views. Watch dolphins or pelicans while enjoying fresh seafood, pasta, and comfort classics—perfect for a laid-back lunch or dinner.
Happy Hour: Daily from 3 PM – 6 PM (check for seasonal updates)
Don’t Miss: Coconut shrimp, blackened mahi sandwich, and their signature Key lime pie
A Quick Note on Dining in and Around Siesta Key
Siesta Key is known for its laid-back charm, quiet beaches, and natural beauty—and that extends to the dining scene. It’s less commercial than nearby Sarasota, which means there are fewer true waterfront restaurants on the island itself. But don’t worry: some of the area’s best waterfront dining is just a short drive away in Sarasota County.
Here are a few nearby options that locals and return visitors love:
Top Waterfront Options Nearby
- Phillippi Creek Oyster Bar – A lively, Old Florida seafood shack with generous portions, a tropical vibe, and a loyal local following.
- O’Leary’s Tiki Bar (Downtown Sarasota, Bayfront Park) – Casual beachy drinks and bites with scenic marina views, outdoor sculptures, gardens, and even sailboat mooring. Family-friendly with space to explore.
- Marina Jack – Located in downtown Sarasota’s marina, this restaurant offers several dining areas, fishing charters, and amazing bay views. Great for sunset dinners and strolls along the waterfront.
- The Old Salty Dog (City Island location) – Classic dockside pub with hearty eats and a view. Bonus: it’s next door to Mote Marine Laboratory and the Florida Bird Rescue. Cap it off with dessert and shopping at nearby St. Armands Circle.
Okay Option and Worth Mentioning
- The Point Kitchen + Cocktails – Located in Osprey, this sleek, modern spot features a rooftop deck with water views and a solid menu of seafood and cocktails.
- Evie’s at Spanish Point – Right next door to The Point. Not much of a view, but a fun and casual hangout spot.
Nearly Waterfront (Still Worth It)
- Daiquiri Deck South – Just steps from the bay, this lively spot has a wide-open westerly exposure that delivers unforgettable Gulf sunsets, even without being directly on the water.
- Spearfish Grill – Hidden just off the marina, Spearfish offers fresh-caught seafood and a local’s-only vibe. While it lacks wide views, the marina location gives it serious charm.
Insider Tips for Dining Out on Siesta Key:
- Sunset reservations fill up fast—book early, especially in season (Jan–Apr).
- Early birds win: Happy hours are usually best between 3 PM – 6 PM.
- Many spots offer live music on weekends—ask your server!
- Dress is mostly casual resort wear, even at upscale restaurants.
Stay, Dine, Repeat.
When you stay with Gertrude Rentals, you’re always just minutes from the best food and views Siesta Key has to offer. Whether you’re craving oysters by the bay or a frozen drink under the palms, you’ll find it here—served with a side of sunshine.
Ready to plan your perfect Siesta Key sunset?
Check availability and book your stay today!
Need help finding your way to the heart of Siesta Key dining, shopping, and nightlife? Here’s a map of Siesta Key Village:
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 every moment. From sunrise strolls on the beach to sunset dinners by the bay, here’s how to experience Siesta Key like a local.
Day 1: Beachfront Bliss & Sunset Vibes
Morning
- Arrive and check in to your vacation rental
- Head to Siesta Beach (award-winning quartz sand)
- Relax, sunbathe, and take a swim
Lunch
- Eat at The Cottage or Summer House Steak and Seafood
Afternoon
- Explore Siesta Key Village: local shops, ice cream, and souvenirs
Evening
- Catch the sunset at Sunset Point
- Dine at Siesta Key Oyster Bar (SKOB)
- Optional: Enjoy live music or a beach walk
Day 2: Adventure, Nature and Culture
Morning
- Breakfast at Another Broken Egg Cafe
- Kayak tour at Point of Rocks or through Mangrove Tunnels
Afternoon
- Visit Turtle Beach for a quieter vibe
- Picnic or grab lunch at Big Water Fish Market
Late Afternoon
- Drive into Sarasota for culture:
- Marie Selby Botanical Gardens
- The Ringling Museum
Evening
- Dinner at Ophelia’s on the Bay
- Stargazing or moonlit beach walk
Day 3: Relaxation and Local Farewell
Morning
- Brunch at Toasted Mango Cafe
- Shop at Siesta Key Farmers Market (Sundays only)
Optional Activities
- Paddleboarding or boat rental
- More beach time if you have it!
Farewell
Bonus Tips for a Smooth Trip
- Bring reef-safe sunscreen to protect local marine life
- Book rentals and tours ahead during peak season
- Consider travel insurance for added peace of mind
- Download offline maps if your mobile signal is spotty on the beach
Plan Your Stay with Gertrude Rentals
Ready to turn this itinerary into reality? Let Gertrude Rentals be your home base in Siesta Key. We offer a curated selection of beachfront and village vacation rentals perfect for couples, families, and first-time visitors. Explore our listings, book your ideal stay, and make your Siesta Key escape unforgettable.
Browse Vacation Rentals
Featured Listing: Serious Leisure
3 Beds · 3 Baths · Sleeps 11 · Pet Friendly (up to 2 pets)
Location: Siesta Key Beach | Sleeps: 6 | Bedrooms: 2 | Bathrooms: 2
Wake up to sweeping ocean views and enjoy private beach access just steps from your door. Perfect for families or couples, this elegant retreat offers a fully equipped kitchen, spacious balcony, and modern coastal decor.
View This Property
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 décor, local fireworks tips, and family-friendly ideas. Whether you’re traveling with kids or friends, you’ll love celebrating Independence Day with style.
Red, White & Blue Pool Décor Ideas
Turn your vacation rental’s pool area into a patriotic oasis:
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Inflatable pool floats shaped like stars, eagles, or American flags
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Red, white & blue string lights or floating LED lanterns
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Mini flags, bunting, and themed towels
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Glow sticks and floating candles for nighttime magic
July 4th Poolside Snacks That Travel Well
Keep it easy and delicious with these all-American pool snacks:
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Mini burgers and hot dogs
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Red, white & blue fruit kabobs (strawberries, banana slices, blueberries)
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Sparkling punch (with or without alcohol)
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Ice cream sandwiches or popsicles to cool off
Pro tip: Many Gertrude Rentals homes come with coolers—perfect for keeping drinks poolside and guests refreshed.
Create the Perfect July 4th Pool Party Playlist
A great playlist sets the mood:
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Summer classics: Tom Petty, Bruce Springsteen, Zac Brown Band
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Modern hits: Katy Perry’s “Firework,” Miley’s “Party in the U.S.A.”
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Patriotic instrumentals for the fireworks show
Use a Bluetooth speaker (many of our homes have them) to keep the tunes going all evening.
Where to Watch Fireworks in Siesta Key
One of the best parts of July 4th in Siesta Key is the fireworks over the Gulf of Mexico. You can catch the show from:
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Siesta Key Public Beach (near the pavilion) – best viewing spot
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Some of our homes may have distant views from the pool deck
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Beachfront rentals can offer front-row seating
Tip: The show typically starts at 9 p.m. on July 4th—get your pool party flowing by sunset for the best vibe.
Pool Safety Tips for Families and Groups
Pool fun is only great when it’s safe:
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Assign a designated water watcher if kids are swimming
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Avoid glass near the pool—use reusable cups or cans
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Keep towels, lighting, and a dry zone nearby
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Sparklers and fireworks should be used far from water and only by adults
Gertrude Rentals homes often include pool fences, outdoor lighting, and kid-safe features—ask our team if you’re unsure.
Bonus: Take-Home Favors for Guests
If you’re hosting a group, consider fun take-home party favors like:
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Mini sunscreens or aloe bottles
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Firework-themed sunglasses
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Star-shaped cookies or keychains from Siesta Key Village
Celebrate July 4th the Siesta Key Way
Whether you’re planning a low-key night with the family or a fun gathering with friends, Gertrude Rentals has the perfect Siesta Key vacation home with a private pool.
We’re here to help you celebrate July 4th with ease, comfort, and that little spark of magic.
Plan Your Siesta Key July 4th Stay Today
Looking for a vacation rental with a private pool near the beach and local fireworks?
Browse our Siesta Key rentals or contact us at 888-574-3782 (888-5SIESTA ) or hello@gertruderentals.com for last-minute July 4th availability!
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 everyone. Here are 10 fun, family-friendly activities that will make your beach day unforgettable.
This guide is brought to you by Gertrude Rentals—your go-to vacation rental provider for family fun at Siesta Key Beach. We offer family-friendly stays just steps from the sand. Let us help make your Siesta Key getaway comfortable, convenient, and full of fun!
Fun Things to Do with Kids in Siesta Key
1. Build A Masterpiece in The Sand
Siesta Key’s powdery quartz sand is perfect for sandcastle building. Bring some buckets and tools. You can also join a sand sculpting lesson or competition. Look for local events like the Siesta Key Crystal Classic. It’s creative fun that doesn’t cost a dime.
Siesta Key’s soft white sand is perfect for sandcastle fun—creativity thrives by the shore!
2. Splash in the Shallow, Calm Waters
Parents love Siesta Beach because of the gentle Gulf waves and wide, shallow shoreline—perfect for younger kids to wade and splash safely. Don’t forget to pack floaties, snorkel masks, and beach toys for extra fun.
Paddleboarding at Siesta Key is a favorite for adventurous kids—calm waters, big smiles!
3. Explore the Playground at Siesta Beach Pavilion
Need a break from the sand? The public beach pavilion has a shaded playground. It includes swings, slides, and climbing equipment. This is great for burning off energy.
Siesta Beach’s castle-themed playground is a must-stop for kids—fun, shade, and plenty of room to play!
4. Grab a Scoop at Big Olaf Creamery
No beach day is complete without ice cream. Head to Big Olaf Creamery in Siesta Key Village for homemade, Amish-style ice cream. With dozens of flavors and generous scoops, it’s a sweet reward for the whole crew.
Grab Some Ice Cream in Siesta Key Village
5. Go on a Dolphin or Wildlife Boat Tour
Family fun at Siesta Key includes spotting dolphins leaping from the water—something kids absolutely love. Many local tour operators offer fun activities for families. You can go on dolphin cruises, enjoy sunset sails, or take glass-bottom boat rides. These activities are available in Sarasota Bay and the Gulf.
Dolphin tour fun near Siesta Key Beach!
6. Try Stand-Up Paddleboarding or Kayaking
Older kids will enjoy trying paddleboarding or kayaking—and you might spot manatees or fish along the way! Rentals and guided family tours are available right on the beach or nearby.
Teenage girl paddleboarding on calm water near Siesta Key
7. Visit Crescent Beach for Shelling and Nature Walks
Just south of Siesta Beach, Crescent Beach offers a quieter vibe and great shelling opportunities. Kids can hunt for unique seashells, watch birds, or explore nearby trails and the lagoon.
Shelling fun at Crescent Beach—perfect for curious little explorers!
8. Join the Siesta Key Drum Circle (Sunday Evenings)
Every Sunday evening near sunset, locals and visitors gather for a drum circle on the public beach. There’s music, dancing, and an electric, joyful vibe that kids (and parents) love. Bring a blanket and stay for the sunset show.
Every Sunday evening, locals and visitors gather for the Siesta Key Drum Circle—music, dancing, and unforgettable sunsets!
9. Ride the Siesta Key Breeze Trolley
The free Siesta Key Breeze Trolley is a hit with kids. Get on and off as you explore the island. Travel from the beach to the Village. Enjoy the open-air ride without worrying about parking.
Hop on the free Siesta Key Breeze Trolley—easy, breezy island rides for the whole family!
10. Have a Family Picnic with a View
Family fun at Siesta Key isn’t complete without a relaxing picnic. Pack a cooler or grab takeout from a local deli and head to one of the picnic shelters at Siesta Beach. You’ll find tables, BBQ grills, restrooms, and plenty of shade—plus, unbeatable ocean views.
Relax with a family picnic and ocean view at one of Siesta Beach’s shady spots.
Final Tip: Come Prepared!
To make the most of your day of fun things to do with kids in Siesta Key, bring plenty of water, sunscreen, umbrellas, towels, and snacks. There are plenty of rental options for chairs, shade tents, and beach gear if you’d rather pack light.
Siesta Key Beach isn’t just beautiful—it’s built for families. With safe swimming, fun attractions, and plenty of kid-approved activities, it’s easy to see why so many families come back year after year. See you in the sand!
Book your perfect family getaway with Gertrude Rentals and enjoy the comfort of home just minutes from the beach.
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 toward Crescent Beach. The sand is powdery white beneath your feet, and the ocean sparkles in every shade of blue. You’re heading to a special spot: Point of Rocks.
Beneath the Surface
Bright fish weave through the rocks. A crab scuttles past. Soft coral sways with the current. A school of snapper glints in the sunlight. You see a flash—maybe a tiny nurse shark or a shy sheepshead. Every direction holds a new surprise.
You stay like that for what feels like hours. No sounds. No stress. Just you and the ocean.
What You Should Know Before Snorkeling in Siesta Key
- Get there early if you’re driving. Parking at Beach Access 12 is limited.
- From the lot, it’s about a 10-minute walk to Point of Rocks.
- If you’re walking, use Beach Access 13 or ride the free Siesta Key Trolley.
- Best time to go: June to September for warm water. Spring and fall are good too.
- Bring swim shoes or fins—the rocks and shells can be sharp.
- Check the tide chart—low tide gives you better views underwater.
- If you snorkel far from shore, use a dive flag so boats can see you.
- Stay for sunset—it’s the perfect way to end the day.
Why Snorkeling at Point of Rocks Should Be Part of Your Siesta Key Vacation
Snorkeling at Point of Rocks isn’t a big excursion. It’s not a tour or a theme park ride. It’s something simpler—and maybe better. It’s the chance to slow down, explore, and find magic just steps from your rental.
And the best part? You can do it all again tomorrow.
Need a place to stay nearby?
Browse our hand-picked vacation rentals—perfectly located for beach lovers and snorkelers alike.
👉 Check availability and book your Siesta Key stay now
Watch Snorkeling at Point of Rocks
See what it’s like to snorkel in this hidden Siesta Key spot in this video by a local adventurer.
Video Credit: Justin Nadeau
© 2022, Justin Nadeau — All rights reserved.
👉 Watch on YouTube
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 some of the best beaches in the world — known for their powder-soft quartz sand and crystal-clear Gulf water. But what truly makes Siesta Key special is how easy and convenient it is to enjoy.
With Sarasota-Bradenton International Airport just 10 miles away, you can go from wheels-down to barefoot in the sand faster than it takes to wait in a rental car line. And when you choose a vacation rental near the beach, you likely won’t need a rental car at all.
That’s one of the many reasons guests choose Gertrude Rentals — our properties are walkable to beaches, restaurants, shops, and nightlife.
Perks of Booking a Vacation Rental Near the Beach in Siesta Key
Booking a beachside Siesta Key vacation rental creates a different kind of getaway — more spontaneous, more relaxed, and less stressful. Here’s how:
1. Skip the Car with a Beachside Siesta Key Rental
By staying in a vacation rental near the beach, you can skip the rental car altogether. That means:
- No long lines
- No expensive daily rates
- No juggling your budget or cutting your trip short to cover car costs
More of your travel budget stays with you — for dinners, activities, and experiences that make your vacation special.
2. Avoid Traffic and Parking with a Short-Term Rental in Siesta Key
Traffic getting on and off Siesta Key can be a drag, and beach parking is limited. Staying within walking distance means no need to circle for a spot, navigate unfamiliar roads, or pull your attention away from your travel companions.
3. Enjoy Easy Beach Days from Your Siesta Key Rental Property
Beach days should be easy. But when you’re staying far away, they involve:
- Packing day bags
- Loading beach gear into the car
- Planning around naps, hunger, or forgotten items
Staying close means you can travel light and come and go easily. With a Gertrude Rentals unit near the beach, you can swing back for snacks, sunscreen, or bathroom breaks in minutes.
4. Flexible Schedules Start with the Right Beach Vacation Rental
Siesta Key is laid-back — your trip should be too. When you’re walking to the beach, there’s no pressure for everyone to leave at the same time. Someone can linger over coffee, another can take a work call, and others can hit the sand — all without disrupting the flow.
This kind of flexibility and spontaneity is only possible when you’re staying steps from the beach.
5. Maximize Time with a Siesta Key Vacation Home Near the Beach
When everything is nearby, you do more of what you came for — and less of what you didn’t:
- More time on the beach
- More meals together
- More opportunities to explore, rest, and play
A four-day trip in a centrally located Siesta Key vacation rental can feel like a full week. And when your vacation rental is with Gertrude Rentals, your beach access is built right into your experience.
Siesta Key Beach: Part of Every Moment
The beach isn’t just a place to sit — it’s woven into the fabric of your day:
- Morning coffee with a view of dolphins
- Walks or jogs on firm, white sand
- Midday naps under an umbrella
- Conference calls with sand between your toes
- Dinner plans that begin with a sunset stroll
And the best part? When you stay near the beach, all of this becomes effortless.
Book With Gertrude Rentals — Stay Close to What You Came For
At Gertrude Rentals, we offer a wide range of Siesta Key vacation rentals near the beach — from romantic studios to family-sized homes. Whether you’re visiting for a long weekend or a full getaway, we have the right property in the right location at the right price.
We’re proud to help travelers:
- Spend more time on the beach
- Avoid rental car costs and traffic stress
- Make the most of every vacation day
One of our most popular options, the Oceanview Penthouse, is just a 1-minute walk from the beach—making it the perfect coastal escape.
Choose a smarter, smoother Siesta Key experience. Choose Gertrude Rentals.
“Step Into Vacation Mode — Browse Our Beach Rentals Now!“
Welcome to Siesta Key, where tropical charm meets culinary excellence. Whether you’re craving fresh seafood, authentic global flavors, or a laid-back pub bite, Siesta Key Village has a table waiting for you. Here’s your go-to guide for Gertrude’s favorite dinner, dessert and breakfast spots spots on the island:
Dinner Dining Guide: Siesta Key Village
The Cottage
A cozy and upscale gem offering a modern American menu with a seafood focus. The intimate ambiance and fresh ingredients make it a must-visit.
- Favorite Dish: Lobster Mac & Cheese
- Address: 153 Avenida Messina, Sarasota, FL 34242
- Contact: (941) 312-9300
- Website: cottageSiestaKey.com
The Hub Baja Grill
Vibrant and full of flavor, The Hub brings Mexican-inspired dishes to life with bold spices and a festive patio perfect for people-watching.
- Favorite Dish: Baja Fish Tacos
- Address: 5148 Ocean Blvd, Sarasota, FL 34242
- Contact: (941) 349-6800
- Website: thehubSiestaKey.com
Gilligan’s Island Bar & Grill
Tropical vibes, tiki bars, and tasty island-inspired fare—Gilligan’s is where fun and food meet.
- Favorite Dish: Coconut Shrimp
- Address: 5253 Ocean Blvd, Sarasota, FL 34242
- Contact: (941) 346-8122
- Website: gilligansislandbar.com
Siesta Key Oyster Bar (SKOB)
This beloved casual hangout is famous for oysters, seafood platters, and its “SKOB Style” wings. A true Siesta Village staple.
- Favorite Dish: SKOB Style Wings
- Address: 5238 Ocean Blvd, Sarasota, FL 34242
- Contact: (941) 346-5443
- Website: skob.com
The Old Salty Dog
A waterfront classic known for hearty pub fare, fresh seafood, and a dog-friendly patio.
- Favorite Dish: Salty Dog Burger
- Address: 5023 Ocean Blvd, Sarasota, FL 34242
- Contact: (941) 349-0158
- Website: theoldsaltydog.com
Bonjour French Café
Charming and delightfully Parisian, this café offers authentic French cuisine for a light dinner or elegant bite.
- Favorite Dish: Croque Monsieur
- Address: 5214 Ocean Blvd, Sarasota, FL 34242
- Contact: (941) 346-0600
- Website: bonjourfrenchcafe.com
The Lobster Pot Restaurant
Serving Siesta Key since 1940, this family-owned spot features New England-style seafood classics.
- Favorite Dish: Lobster Roll
- Address: 5157 Ocean Blvd, Sarasota, FL 34242
- Contact: (941) 349-2323
- Website: sarasotalobsterpot.com
The Summer House
An elevated dining experience with island-inspired dishes and top-notch cocktails, The Summer House is a stylish choice for foodies.
- Favorite Dish: Pistachio Crusted Snapper
- Address: 149 Avenida Messina, Siesta Key, FL 34242
- Contact: (941) 260-2675
- Website: siestakeysummerhouse.com
Javier’s Restaurant & Wine Bar
A romantic choice for tapas lovers and wine enthusiasts, Javier’s brings a Spanish twist to Siesta Key.
- Favorite Dish: Paella
- Address: 6621 Midnight Pass Rd, Sarasota, FL 34242
- Contact: (941) 349-1792
- Website: javiersrestaurant.com
Toasted Mango Café
A casual café with big flavor and a focus on fresh, locally sourced ingredients. Great for a relaxed dinner or early evening bite.
- Favorite Dish: Mango Chicken Wrap
- Address: 6621 Midnight Pass Rd #3, Sarasota, FL 34242
- Contact: (941) 552-6485
- Website: toastedmangocafe.com
Flavio’s Brick Oven and Bar
Old-world Italian charm meets modern flavor at Flavio’s. Known for brick oven pizzas and a welcoming atmosphere.
- Favorite Dish: Margherita Pizza
- Address: 5239 Ocean Blvd, Sarasota, FL 34242
- Contact: (941) 349-0995
- Website: flaviosbrickovenandbar.com
Café Gabbiano
An upscale Italian experience with an extensive wine list and an intimate outdoor patio. Perfect for date night.
- Address: 5104 Ocean Blvd, Sarasota, FL 34242
- Contact: (941) 349-1423
- Website: cafegabbiano.com
Top Dessert Spots on Siesta Key
Big Olaf Creamery
Homemade scoops, cones, and sundaes that locals and tourists love.
- Must-Try Treat: Big Olaf Sundae (with hot fudge, whipped cream, and a cherry)
- Address: 5208 Ocean Blvd, Sarasota, FL 34242
- Contact: (941) 349-9392
- Website: olafsSiestaVillage.com
Orange Octopus Ice Cream Bar
Colorful and fun with premium gelato, sorbet, and classic cones.
- Must-Try Treat: Gelato Affogato
- Address: 1220 Old Stickney Point Rd, Sarasota, FL 34242
- Contact: (941) 346-0202
- Website: Orange Octopus Facebook
Mojo Rising Coffee Lounge
A cozy spot with strong coffee, sweet treats, and free Wi-Fi.
- Must-Try Treat: Chocolate Chip Cookie
- Address: 5251 Ocean Blvd, Sarasota, FL 34242
- Contact: (941) 349-6656
- Website: mojorisincoffee.com
Meaney’s Mini Donuts
Fresh, hot, and made-to-order—Meaney’s is donut heaven.
- Must-Try Treat: Strawberry Shortcake Doughnut
- Address: 1223 Old Stickney Point Rd, Sarasota, FL 34242
- Contact: (941) 260-9176
Top Breakfast Options on Siesta Key
Sun Garden Café
A vibrant garden café offering hearty breakfasts and sunshine vibes.
- Favorite Dish: Eggs Benedict or Breakfast Burrito
- Location: 210 Avenida Madera, Sarasota, FL 34242
- Contact: (941) 346-7170
- Website: sungardencafe.com
Bonjour French Café
Elegant pastries and Parisian charm greet you each morning.
Another Broken Egg Café
Creative twists on breakfast classics in a cheerful setting.
- Location: 140 Avenida Messina, Sarasota, FL 34242
- Contact: (941) 552-8320
- Website: anotherbrokenegg.com
Toasted Mango Café
Great any time of day—breakfast here is bright, fresh, and flavorful.
- Favorite Dish: Mango Waffles or Breakfast Tacos
- Address: 6621 Midnight Pass Rd #3, Sarasota, FL 34242
- Contact: (941) 552-6485
- Website: toastedmangocafe.com
From morning bites to late-night cravings, Siesta Key serves it all with a smile. Whether you’re indulging in a gourmet dinner or grabbing dessert on the go, this island is a food lover’s dream.
Ready to plan your perfect Siesta Key sunset?
Check availability and book your stay today!
