Colorful Old Florida beach cottages on Anna Maria Island
    GS Car Rental - Orlando, Florida

    Anna Maria Island:
    Old Florida
    that still exists.

    No high-rises. No crowds. Just the Gulf.

    Most of Florida's coastline has been paved over with high-rise hotels and mass tourism. Anna Maria Island is the radical exception - the Florida that existed in 1960, preserved and waiting for you, just 2h45 from Orlando.

    7 miles of white sand Calm Gulf waters Toll-free drive

    Why It's Worth the Drive

    The Florida of 1960. Preserved.

    Most of Florida's beaches have been completely developed over the past few decades - towering condos, giant hotels, and the kind of mass-tourism atmosphere you came to escape.

    Anna Maria Island is the exception. In the 1990s, residents voted to ban buildings over three stories tall. They kept the "Old Florida" feel of the 1950s and 60s: colorful beach cottages, a tight-knit community, bikes instead of cars, family-run shops, and spectacular Gulf sunsets.

    The result is one of the most authentic beach experiences in the entire United States - a unique vibe you simply won't find on any other Florida beach, set against calm Gulf of Mexico waters and just 2h45 from Orlando. Perfect for couples and for families with young kids, and refreshingly pet-friendly.

    Know the Island

    The island's three towns

    Anna Maria Island runs about 7 miles end to end and is home to three small towns, each with its own personality.

    North - the most charming

    Anna Maria

    The most 'Old Florida' of the three. Pine Avenue is the main street, lined with one-of-a-kind shops, restaurants, and a bakery. The historic 1911 pier offers fishing and a restaurant, and Bayfront Park has views over Tampa Bay. Families have owned cottages here for generations.

    Best for: couples seeking the most authentic feel.

    Center - the lively hub

    Holmes Beach

    The busiest town on the island and a great central base. Manatee Public Beach is the main beach, with another access point at Anna Maria Island Beach. You'll find the most restaurants, shops, and hotels here.

    Best for: first-time families and a central island base.

    South - the vibrant one

    Bradenton Beach

    Home to Coquina Beach (one of the island's best) and Bridge Street, the main drag packed with bars and restaurants. The Cortez Bridge links it to mainland Bradenton, and there's a modest but real nightlife scene.

    Best for: couples without kids looking for balance.

    The Beach Itself

    7 miles of white sand.

    Anna Maria Island has beaches along its entire length - more than 7 miles of white-tan sand. The water is calm Gulf of Mexico, with shallow stretches that are ideal for kids, and with no high-rises on the horizon (the only tropical Florida beach like it), the sunsets over the Gulf are unforgettable. Public access points are scattered all along the island.

    Manatee Public Beach

    Holmes Beach

    The best-known central beach. Free parking, cabanas, showers, an on-site restaurant, and lifeguards.

    Coquina Beach

    Bradenton Beach

    The locals' favorite. More natural and tree-lined, with free parking and a trail connecting to mainland Bradenton.

    Anna Maria Beach

    North end

    Quieter and more residential, with fewer tourists and views of the colorful cottages.

    What to Do

    Things to do on the island

    Bike the island

    The single best way to explore. Flat, low-traffic, and only 7 miles end to end - rideable in about an hour. Rentals at most hotels run $15-25/day.

    Free island trolley

    The Anna Maria Island Trolley runs the full length of the island, every 20 minutes, completely free, stopping at all the main sights. Use it instead of your car.

    Boat tours

    Dolphin tours, sunset cruises, and offshore fishing. Roughly $40-150 per person, with a near-guaranteed dolphin sighting.

    Kayak & paddleboard

    Rentals all along the island, around $25-40/hour. Calm bay waters make it easy for beginners.

    Pier fishing

    Drop a line at the historic Anna Maria City Pier or the iconic Rod and Reel Pier - a must for photos.

    Shop Pine Avenue

    One-of-a-kind, non-chain stores like Anna Maria Island Pottery, Two Sisters Boutique, and a handful of antique shops.

    Where to Eat

    Restaurants on the island

    No chains - everything here is local. Reservations are essential at the top spots in peak season.

    Restaurant
    Style
    Price / Person
    Sandbar Restaurant
    Iconic toes-in-the-sand dining
    $30 - $55
    The Beach House
    Upscale seafood, Gulf views
    $45 - $80
    Beach Bistro
    Fine dining, best on the Gulf Coast
    $70 - $130
    Eat Here
    Casual but elevated, creative
    $30 - $55
    Ginny's & Jane E's Cafe
    Breakfast & brunch, historic cottage
    $12 - $25
    Rotten Ralph's
    Pub & seafood, local favorite
    $20 - $40

    Plan Your Trip

    Optimized itineraries

    Beach + lunch + sunset

    Day trip (1 day)

    8:00 AMLeave Orlando
    10:30 AMArrive on Anna Maria Island
    11:00 AMManatee Public Beach
    1:00 PMLunch at Sandbar Restaurant (toes in the sand)
    2:30 PMBike the island - Pine Avenue & the Anna Maria pier
    5:00 PMCoquina Beach for sunset
    7:00 PMDinner at The Beach House or Beach Bistro
    9:00 PMDrive back to Orlando

    GS Recommended

    Overnight (2-3 days)

    Day 1Leave Orlando at noon, check into a rental home, beach in the afternoon, sunset and dinner.
    Day 2Brunch at Ginny's & Jane E's, bike the island, beach time, kayak or paddleboard, dinner at Beach Bistro.
    Day 3Morning dolphin boat tour, shopping on Pine Avenue, drive back to Orlando in the late afternoon.

    Honeymooning? Pair 3 nights on Anna Maria Island (quiet and romantic) with Siesta Key (upscale) and Sanibel Island (seashells) for a full beach week.

    Good to Know

    Practical tips

    Bike, don't drive on the island

    Island traffic clogs up in high season. Bikes plus the free trolley are the perfect combo.

    Parking

    There are several free lots along the island. Arrive early in peak season to get a spot.

    Don't miss the sunset

    The Gulf Coast means the sun sets over the water. The Anna Maria Pier and Coquina Beach are the best vantage points.

    Book restaurants ahead

    Beach Bistro and The Beach House sell out in high season. Reserve at least two weeks in advance.

    No chains

    There's no McDonald's, Starbucks, or Walmart on the island. Everything is local.

    Sea turtle nesting (May-Oct)

    Loggerhead turtles nest here in marked areas. Don't disturb the nests, and keep beachfront lights low at night.

    How to get there from Orlando

    Manatee Public Beach is at 4000 Gulf Drive, Holmes Beach, FL 34217 - about 2h45 from Orlando, and toll-free (I-75 has no tolls on this route).

    1. I-4 West until you reach I-75
    2. I-75 South toward Sarasota
    3. Exit 220 (FL-64 West)
    4. Cortez Road heading to Anna Maria Island
    5. Cross the Cortez Bridge onto the island

    The GS Difference

    The right car for your island getaway.

    Family with kids

    Toyota Sienna, Chrysler Pacifica

    Roomy and comfortable for the 2h45 drive and all the beach gear.

    Couple

    Tesla Model Y, Hyundai Tucson

    Efficient and easy to drive.

    Honeymoon arrival

    Cadillac Lyriq, Mustang Convertible

    Pull up to the island in style.

    Bringing your own bikes

    Sienna, Pacifica

    Plenty of cargo room for bikes and coolers.

    International visitors choose GS Car Rental for the personal service the big-name companies can't match: free airport delivery (MCO, MIA, FLL, SFB), an active SunPass in every vehicle, no underage driver fees for 21+, and real human support over WhatsApp from booking to return. We can even point you to the best rental homes on Anna Maria and put together a custom route.

    FAQ

    Frequently Asked Questions

    About 2 hours and 45 minutes by car, roughly 165 miles via I-4 West to I-75 South. The drive is toll-free, since I-75 has no toll plazas on this route. It's an easy day trip, but an overnight or two-night stay lets you slow down and enjoy the island properly.

    Back in the 1990s, residents banned buildings taller than three stories. As a result the island kept its 1950s-60s 'Old Florida' atmosphere: colorful beach cottages, a small-town feel, bikes instead of cars, family-run shops, and spectacular Gulf sunsets. There are no high-rise condos on the horizon, which is incredibly rare for tropical Florida.

    Yes. The calm, shallow Gulf waters are ideal for small children, and the laid-back, low-traffic atmosphere makes it one of the safest, most relaxing beach destinations in the state. It's equally great for couples looking for a quiet, romantic escape.

    You need a car to get there from Orlando, but once on the island the best way to get around is by bike or the free Anna Maria Island Trolley, which runs every 20 minutes and stops at all the main spots. Traffic gets congested in peak season, so leave the car parked and explore on two wheels.

    Families do best in a minivan like the Toyota Sienna or Chrysler Pacifica for the 2h45 drive and all the beach gear. Couples can save with a Tesla Model Y or Hyundai Tucson. For a honeymoon arrival in style, a Cadillac Lyriq or a Mustang Convertible is hard to beat.

    The Florida that
    still exists.

    Rent with GS Car Rental and escape to Anna Maria Island. SunPass included, no hidden fees, and personal service on WhatsApp from booking to return.

    Call Us+1 (407) 360-4040
    AirportsMCO - MIA - FLL - SFB
    LocationOrlando, FL