Island Tips & Local Guides
From Our Journal
Stories Worth Reading
Discover what makes Anna Maria Island special, from local favorites to seasonal guides.
Jul 15, 2026
Pedal Power: Exploring Anna Maria Island by Bicycle
Discover the best bike paths on Anna Maria Island, from Bradenton Beach to Lake Manatee State Park, with bicycles included at Serendipity rentals.
Jul 15, 2026
Summer AMI Events
Discover summer events on Anna Maria Island, from art walks and blues brunches to the 4th of July parade and island celebrations.
Jul 15, 2026
January to March AMI Events
Discover Anna Maria Island's year-round festivals and community events, from wine tastings and fishing festivals to art walks and heritage celebrations.
Jul 15, 2026
Landmarks, Parks, and Nature: How to Have the Perfect Family Getaway in Anna Maria Island
Discover landmarks, parks, and natural attractions perfect for family reunions and getaways on Anna Maria Island, Florida.
Jul 15, 2026
Emergency Contacts for Your Stay On AMI
Essential emergency contact information for medical, dental, and eye care services near Anna Maria Island to keep you safe during your vacation.
Jul 15, 2026
Serendipity Anna Marias Response to COVID-19
Learn how Serendipity Anna Maria implements CDC-recommended cleaning protocols and flexible cancellation policies to protect guest safety.
Jul 15, 2026
Important COVID-19 Update for Travelers to Florida
Governor DeSantis's Executive Order 20-86 requires travelers from outbreak areas to isolate 14 days upon entering Florida, with 24/7 checkpoints at I-95.
Jul 15, 2026
Governor Suspends Florida Vacation Rentals for 14 Days
Governor Ron DeSantis issued Executive Order 20-87 suspending all new Florida vacation rental reservations for 14 days effective March 27, 2020.
Jul 15, 2026
A Sneak Peek of Our New Beachfront Home
Tour our new 4-bedroom beachfront property on Anna Maria Island featuring a pool, spa, gourmet kitchen, and golf cart included.
Jul 15, 2026
You’ll Love This About Anna Maria Island in Winter
Discover why Anna Maria Island in winter offers warm weather, dreamy sunsets, beautiful beaches, local attractions, and exotic wildlife for the perfect escape.
Jul 15, 2026
5 Tips For Winter Family Vacations To Anna Maria Island
Discover five family-friendly winter activities on Anna Maria Island, from beach play and shelling to wildlife watching and sunset viewing.
Jul 15, 2026
The Perfect Wedding Destination
Discover Serendipity's Gulf-front wedding venue with 3 bedrooms, guest cottage, and direct beach access on Anna Maria Island.
Jul 15, 2026
Top 15 Photo Spots on Anna Maria Island
Discover the 15 most picturesque photo locations on Anna Maria Island, from scenic beaches to colorful local landmarks and iconic spots.
Jul 15, 2026
What to Bring to Your Serendipity Vacation Home
Learn what's included at Serendipity Anna Maria vacation homes, from fully equipped kitchens and quality linens to recreational equipment like kayaks, paddleboards, and bicycles.
Jul 15, 2026
Live the Perfect Day as a Local on AMI
Discover how to experience Anna Maria Island like a local with yoga, shopping, dining, and spa treatments throughout the island.
Jul 15, 2026
The Perfect 4-Day Summer Getaway Trip to Anna Maria Island
Plan your ideal 4-day summer escape to Anna Maria Island with beach activities, dining, and relaxation on Florida's Gulf Coast.
Jul 15, 2026
Super Bowl Sunday & Anna Maria Island
Watch Super Bowl LVIII on Anna Maria Island with game-day dining, sports bars, and entertainment options for an unforgettable celebration.
Jul 15, 2026
Serendipity X Angelina Colaris
Discover how travel influencer Angelina Colaris experienced a luxurious getaway at Serendipity Anna Maria's Shangri-la with curated local vendor partnerships.
Jul 15, 2026
See Our Newest Luxury Vacation Home
Discover Serendipity New, a newly renovated four-bedroom beachfront home on Anna Maria Island with stunning Gulf views, modern amenities, and included recreation equipment.
Jul 15, 2026
Mintfish: Serendipity Property Update
Serendipity will no longer manage the Mintfish property effective April 27th. Explore other handpicked luxury homes on Anna Maria Island.
Jul 15, 2026
Protecting Yourself from the Sun
Learn essential sun protection tips for Anna Maria Island beaches, including sunscreen application, protective clothing, and safe sun exposure practices.
Jul 15, 2026
Planning your Perfect Romantic Getaway in Anna Maria Island
Discover how to plan an unforgettable romantic escape to Anna Maria Island with waterfront accommodations and sunset views.
Jul 15, 2026
New Serendipity Properties and Other Exciting Updates
Discover Serendipity's exciting new vacation rental properties in Park City, Utah and Anna Maria Island, Florida, plus updates on recently sold properties still available to book.
Jul 15, 2026
Luxury Amenities to Look for in a Vacation Rental -
Discover essential luxury amenities when choosing a vacation rental, from gourmet kitchens and recreation to premium linens and local expert support on Anna Maria Island.
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Jul 15, 2026
Long Term Rentals Available [Plus the Latest COVID Update]
Serendipity Anna Maria offers long-term vacation rentals on Anna Maria Island with availability for stays of 30 days or more.
Jul 15, 2026
Island Life: A Mindful Retreat
Discover mindful activities and stress-relief tips for a peaceful getaway on Anna Maria Island, from bayfront parks to luxury waterfront rentals.
Jul 15, 2026
Introducing Sno~asis, Our Newest Destination
Discover Sno~asis, Serendipity Anna Maria's new Park City, Utah vacation home featuring 5 bedrooms, modern amenities, and proximity to world-class ski resorts.
Jul 15, 2026
Get a Free Night!
Book five or more nights at Serendipity Anna Maria in August 2022 and receive one free night at a luxury beach vacation home on Anna Maria Island.
Jul 15, 2026
Experience the Vintage Charm of Anna Maria Island
Discover Anna Maria Island's timeless vintage Florida appeal, featuring three charming municipalities, locally-owned boutiques, galleries, and pristine white sand beaches.
Jul 15, 2026
Don’t Miss a Game: Football Season on AMI
Discover the best sports bars and venues on Anna Maria Island to watch playoff season and Super Bowl games with food, drinks, and island atmosphere.
Jul 15, 2026
Discounted Stays for Those on the Front Lines
Serendipity Anna Maria offers reduced rates on Anna Maria Island vacation rentals for military, emergency, government, health, and infrastructure workers.
Jul 15, 2026
Bringing Pets on Vacation
Learn about pet policies, fees, and guidelines for bringing dogs to Serendipity Anna Maria vacation rentals on Florida's Anna Maria Island.
Jul 15, 2026
Why Anna Maria Island is Perfect for a Vacation
Discover why Anna Maria Island offers uncrowded white sand beaches, Old Florida charm, and local dining away from tourist crowds.
Jul 15, 2026
Blog Post - Beach Bliss: A Comprehensive Guide to Beach Rules and Wellness by the Shore
Learn essential beach rules, access guidelines, and wellness tips for Anna Maria Island's public and private beaches before your vacation.
Jul 15, 2026
The Best Bakeries on AMI
Discover Anna Maria Island's top bakeries, from award-winning Hometown Desserts to artisan breads at Anna Maria Bakehouse and fresh pastries at Jinnie & Jane E's.
Jul 15, 2026
A Peek Inside Our Beautiful Anna Maria Island Vacation Rentals
Explore Serendipity's 11 unique vacation rental properties on Anna Maria Island, from cozy cottages to spacious beachfront villas with modern amenities.
Jul 15, 2026
A Dog's Paradise: Vacationing in Anna Maria Island
Discover dog-friendly beaches, parks, and pet services on Anna Maria Island. Plan the perfect vacation with your furry companion at Serendipity Anna Maria.
Jul 15, 2026
Affordable Vacation Times on Anna Maria Island
Discover the best affordable times to visit Anna Maria Island, from May through October and between major holidays, with lower rates and fewer crowds.
Jul 15, 2026
Capturing the Sound of AMI: The Best Places for Live Music
Discover the best live music venues on Anna Maria Island, from The Center on AMI to Drift In, featuring local performers and unique dining experiences.
Jul 15, 2026
Amenities in your Stay
Discover what's included at Serendipity Anna Maria—from kitchen essentials and bath products to bicycles, paddleboards, and beach gear, so you can relax from arrival.
Jul 15, 2026
In Love With Valentine's Day on AMI
Discover romantic Valentine's Day ideas on Anna Maria Island, from scenic beaches and sunset picnics to local jewelry boutiques and fine dining experiences.
Jul 15, 2026
Key Lime Cottage: Your Dreamy Gulf Front Hideaway
Discover Key Lime Cottage, a three-bedroom gulf front cottage on Anna Maria Island with private beach access, modern amenities, and Old Florida charm.
Jul 15, 2026
Important Ordinances For Anna Maria Island, Florida
Learn Anna Maria Island's occupancy, noise, and parking ordinances before booking your vacation rental to ensure a smooth, compliant stay.
Jul 15, 2026
How to celebrate Christmas on Anna Maria Island
Discover festive holiday events on Anna Maria Island, from parades and boat celebrations to tree lightings and family activities throughout the season.
Jul 15, 2026
Update 2 on Hurricane Recovery
Serendipity vacation rentals announce reopening timeline for Anna Maria Island properties following hurricane recovery efforts.
Jul 15, 2026
Why Visit Anna Maria Island in the Fall
Discover why fall is ideal for visiting Anna Maria Island, featuring pleasant weather, Bayfest festival, lower rates, and the Coquina Beach Market reopening.
Jul 15, 2026
Which Serendipity Stay is Your Perfect Fit?
Discover your ideal Anna Maria Island vacation rental from Serendipity's collection of luxury beachfront and beach view homes, from cozy cottages to spacious family estates.
Jul 15, 2026
Where to Workout on Vacation
Discover fitness options during your Anna Maria Island vacation, from local gyms to paddleboards and beach activities included with your rental home.
Jul 15, 2026
Top 5 Benefits of an Island Getaway
Discover five health and wellness benefits of vacationing on Anna Maria Island, from mindful breathing to fitness classes and social connection.
Jul 15, 2026
3 Tips for Planning a Beach Vacation during Hurricane Season
Learn essential tips for planning a safe beach vacation to Anna Maria Island during hurricane season, including travel insurance and emergency preparedness.
Jul 15, 2026
Tips for Using Our Hot Tubs, Pools, & Spas
Learn optimal temperature settings and maintenance schedules for hot tubs, pools, and spas at Serendipity Anna Maria vacation homes.
Jul 15, 2026
Serendipity Announces New Partnership with PGA Coach Justin Smith
Serendipity guests staying 5+ days receive complimentary 1-on-1 golf coaching with PGA-certified professional Justin Smith, based in Sarasota-Bradenton.
Jul 15, 2026
Marine Life in the Gulf of Mexico
Discover the diverse marine life of the Gulf of Mexico near Anna Maria Island, from dolphins and tarpon to jellyfish and stingrays.
Jul 15, 2026
Monthly Events on AMI: Winter 2024
Discover December and January events on Anna Maria Island, from holiday movies and parades to art shows and festive celebrations perfect for your winter getaway.
Jul 15, 2026
Labor Day Weekend Activities Around Anna Maria Island
Explore Labor Day weekend activities near Anna Maria Island, from the Pioneer Days Festival to craft fairs, rowing facilities, and free museum admission.
Jul 15, 2026
Making Memories Despite A Pandemic
Discover safe ways to create lasting memories with loved ones during uncertain times, from family dinners to private vacation rentals.
Jul 15, 2026
When To Purchase Travel Insurance in 2021
Learn when travel insurance is worth buying for your vacation, including coverage for flights, overseas travel, and multiple expenses.
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Jul 15, 2026
Travel with Confidence [Update to COVID-19 Policies]
Learn about Serendipity Anna Maria's enhanced sanitation protocols, travel insurance guidance, and safety measures for confident vacation planning.
Jul 15, 2026
Spending the 4th of July on Anna Maria Island
Discover 4th of July celebrations on Anna Maria Island, from the Privateers Parade to fireworks and local dining events.
Jul 15, 2026
Exciting News for Prospective Partners + Serendipity Homeowner FAQ
Learn how Serendipity's boutique luxury vacation rental management works for homeowners on Anna Maria Island, including services, fees, and damage coverage.
Jul 15, 2026
Practical Ways to Make Your Working Vacation a Success
Discover practical strategies for balancing work and relaxation during your vacation, from time management to video conferencing setup.
Jul 15, 2026
New Year’s Eve Plans Around Anna Maria Island
Discover New Year's Eve celebrations near Anna Maria Island, from the Sarasota Pineapple Drop to intimate galas and live music venues.
Jul 15, 2026
Our Favorite Fishing Charter
Discover Captain Major Fishing Charters, our recommended guide for inshore and Gulf fishing adventures around Anna Maria Island with expert service.
Jul 15, 2026
Mother’s Day Restaurant Ideas
Discover top Mother's Day dining options on Anna Maria Island and nearby Sarasota, from French bistros to casual fine dining.
Jul 15, 2026
Must-Sees & Dos for Your First Visit to Anna Maria Island
Discover essential attractions and activities for first-time visitors to Anna Maria Island, from ferries and free trolleys to pristine beaches and iconic piers.
Jul 15, 2026
Learning about Red Tide & The "Seaweed Blob"
Learn about red tide algal blooms and sargassum seaweed affecting Anna Maria Island, plus resources to check current beach conditions before your visit.
Jul 15, 2026
Major League Baseball Spring Training Near Anna Maria Island
Discover Major League Baseball spring training near Anna Maria Island, featuring the Yankees, Phillies, Pirates, and Orioles in February and March.
Jul 15, 2026
How Serendipity Can Help Make Your Wedding Extra Special
Discover how Serendipity Anna Maria vacation rentals, salon partnerships, and Anna Maria Island activities create the perfect wedding destination for you and your guests.
Jul 15, 2026
Ice Cream Shops on Anna Maria Island
Discover the best ice cream shops on Anna Maria Island, from Two Scoops to Island Scoops, featuring handmade flavors and dietary options.
Jul 15, 2026
Grocery Store 101: Shopping on Anna Maria Island
Discover grocery shopping options on Anna Maria Island, from Publix and Island Fresh Market to local stores and delivery services for your vacation rental stay.
Jul 15, 2026
Vacation Home VS Hotel: Benefits & Advantages
Discover why vacation homes offer more privacy, control, and cost savings compared to traditional hotel stays for your next getaway.
Jul 15, 2026
Treat Yourself to a Spa Day on Anna Maria Island
Discover luxurious spa experiences on Anna Maria Island, from beachfront massages to full-service wellness treatments at premier local spas.
Jul 15, 2026
Local Favorites: An Update on The City Pier and Rod and Reel Pier
Learn about the current status and rebuilding efforts of Anna Maria Island's iconic City Pier and Rod and Reel Pier following recent hurricane damage.
Jul 15, 2026
Update on Hurricane Helene Recovery
Learn about Hurricane Helene's impact on Anna Maria Island and Serendipity's property recovery timeline, repair status, and community resilience efforts.
Jul 15, 2026
The Wildlife of Anna Maria Island
Discover the dolphins, sea turtles, pelicans, raccoons and other wildlife you may encounter while staying on Anna Maria Island.
Jul 15, 2026
The Magical History Of Anna Maria Island
Discover how Anna Maria Island evolved from a Spanish port city to today's beloved beach community, from Ponce de Leon's exploration to modern development.
Jul 15, 2026
The Center of AMI: A Community Staple
Explore The Center of AMI, Anna Maria Island's non-profit community hub offering fitness, wellness, youth programs, and cultural activities for visitors and locals.
Jul 15, 2026
Take the Hassle out of The Holidays with Serendipity
Escape holiday stress with a Florida vacation at Serendipity Anna Maria. Enjoy sunshine, pre-decorated homes, and grocery delivery services.
Jul 15, 2026
Summer Bucket List Ideas for your Vacation
Discover epic summer activities near Anna Maria Island, from swimming with dolphins and skydiving to watching rocket launches and exploring world-class museums.
Jul 15, 2026
Serendipity: Frequently Asked Questions
Find answers to common questions about booking, check-in policies, occupancy limits, and dog-friendly beaches at Serendipity Anna Maria vacation rentals.
Jul 15, 2026
See Anna Maria Island on the Island Trolley
Explore Anna Maria Island using the free Island Trolley service with 70 stops, bike racks, and real-time tracking via mobile app.
Jul 15, 2026
Romantic Restaurants on Anna Maria Island
Discover fine dining and upscale restaurants perfect for romantic dinners on Anna Maria Island, from Beach Bistro to Euphemia Haye.
Jul 15, 2026
Restrictions Have Been Lifted for Short Term Vacation Rentals
Serendipity Anna Maria announces lifted restrictions on short-term vacation rentals effective May 21st, 2020, with updated guest limits and safety protocols.
Jul 15, 2026
Our Newest Luxury Vacation Home- SEA La VIE
Discover SEA La VIE, a stunning 4-bedroom luxury home on Anna Maria Island's north end featuring custom finishes, rooftop Gulf views, and a heated saltwater pool.
Jul 15, 2026
Plan Your Perfect Day at Island Plaza on AMI
Discover Island Plaza on historic Bridge Street with shopping, dining, and wellness experiences including Monetti Apparel, Bamboo Island Bar, and Salty Buddha.
Jul 15, 2026
Island Plaza is one of Anna Maria Island’s Hot Spots
Discover Island Plaza's best shops and restaurants on historic Bridge Street, including Tintos Colombian Coffee, Bamboo Island Bar, and Salty Buddha yoga.
Jul 15, 2026
National Bike Month on Anna Maria Island
Celebrate National Bike Month on Anna Maria Island with scenic bike paths, safety tips, and local routes perfect for all skill levels.
Jul 15, 2026
How to Love Anna Maria Island Like a Local
Learn how to visit Anna Maria Island respectfully as a local would, with tips on sustainability, wildlife protection, and community respect.
Jul 15, 2026
Introducing Serendipity Circle Home Care and Advertising Services
Discover Serendipity Circle, our luxury vacation rental management and caretaking service offering turnover, maintenance, concierge, and holiday decorating on Anna Maria Island.
Jul 15, 2026
Hidden Gems: Off-the-Beaten-Path Activities
Discover lesser-known attractions near Anna Maria Island, including historic sites, museums, and wildlife sanctuaries perfect for curious travelers.
Jul 15, 2026
Hurricane Ian Update for Anna Maria Island
Hurricane Ian made landfall in Southwest Florida on September 28, 2022. Anna Maria Island experienced minimal damage, with all services restored within days.
Jul 15, 2026
Events on AMI: Spring 2025
Discover spring events on Anna Maria Island, from heritage festivals and live concerts to art shows and outdoor races happening March through May.
Jul 15, 2026
COVID-19 Update August 2020
Serendipity Anna Maria follows CDC guidelines and Florida's reopening orders to ensure guest safety during COVID-19.
Jul 15, 2026
Cultural Attractions to See During Your Visit
Explore Tampa Bay's world-class museums and cultural venues near Anna Maria Island, including the Ringling, Salvador Dali Museum, and Tampa Museum of Art.
Jul 15, 2026
Cheers to the New Year: The Nightlife of Anna Maria Island
Discover Anna Maria Island's vibrant nightlife scene, from tiki bars and craft cocktails to live music venues and local favorites perfect for celebrating.
Jul 15, 2026
The Butcher Shops and Fresh Fish Markets of AMI
Discover premium butcher shops and fresh seafood markets near Anna Maria Island offering quality local meats, sustainable products, and daily fresh catches.
Jul 15, 2026
Special Christmas Menus on Anna Maria Island
Discover festive Christmas dining options on Anna Maria Island, from beachfront cafes to fine dining establishments with holiday menus.
Jul 15, 2026
Best Outdoor Activities on Anna Maria Island
Discover outdoor activities on Anna Maria Island beyond the beach, including biking, kayaking, paddleboarding, boat rentals, and guided excursions.
Jul 15, 2026
A Foodie's Paradise: The Best Food On Anna Maria Island
Discover the best dining on Anna Maria Island, from fresh seafood bistros to gourmet brunch spots and casual BBQ favorites.
Jul 15, 2026
Beat The Traffic With a Water Taxi
Discover how a new water taxi service connects Anna Maria Island to downtown Bradenton and Palmetto, offering an alternative to traffic and parking hassles.
Jul 15, 2026
The best coffee shops on Anna Maria Island
Discover the best coffee shops on Anna Maria Island, from premium Colombian coffee at Tintos to custom donuts at The Donut Experiment and more local favorites.
Jul 15, 2026
Healthy Places to Eat on Anna Maria Island
Discover the best healthy dining options on Anna Maria Island, from fresh seafood to superfood bowls and upscale farm-to-table restaurants.
Jul 15, 2026
The Arts & Culture Scene on Anna Maria Island
Explore Anna Maria Island's vibrant arts and culture scene, featuring theaters, galleries, and creative workshops for visitors and art enthusiasts.
Jul 15, 2026
Anna Maria Island: A Snowbird’s Paradise
Discover why Anna Maria Island is ideal for snowbirds, featuring mild winter weather, outdoor activities, beautiful beaches, and a relaxed Old Florida lifestyle.
Jul 15, 2026
AMI by Air, Land, & Sea: Guided & Self-Guided Island Tours
Explore Anna Maria Island by air, land, and sea with guided and self-guided tour options that reveal the island's natural beauty and attractions.
Jul 15, 2026
Summer Vacation Playlist Song Ideas
Discover curated song selections perfect for your beach day at Serendipity Anna Maria, from Fleetwood Mac to Jason Mraz and beyond.
Jul 15, 2026
3 Easy-to-Make Fall Recipes 
Discover simple fall recipes perfect for your vacation rental stay, including pumpkin-pecan slab pie and apple cinnamon bread.
Jul 15, 2026
4th of July on Anna Maria Island
Celebrate Independence Day on Anna Maria Island with the AMI Privateers parade, fireworks, and local events perfect for your holiday vacation.
Jul 15, 2026
Fall Events on AMI: 2024 Edition
Discover fall events on Anna Maria Island in 2024, including bowling tournaments, theater performances, yoga festivals, and Bayfest celebrations.
Jul 15, 2026
Family Fun During Your Stay on Anna Maria Island -
Discover family-friendly activities on Anna Maria Island, from marine aquariums and science museums to miniature golf and beach horseback riding.
Jul 15, 2026
Get Ready to Play: Pickleball on AMI
Discover pickleball courts, programs, and resources on Anna Maria Island for players of all skill levels.
Jul 15, 2026
Everything You Need to Know About Beach Etiquette
Learn essential beach etiquette tips for Anna Maria Island, from setup services to pet policies and wildlife protection.
Jul 15, 2026
Fishing on AMI: Frequently Asked Questions
Learn about Florida fishing licenses, regulations, and local fish species for your Anna Maria Island vacation rental stay.
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Jul 15, 2026
Everything You Need, Right Where You Are [Grocery Delivery Info]
Order groceries ahead for your Anna Maria Island vacation and have them waiting upon arrival through The Loaded Kitchen delivery service.
Jul 15, 2026
New Ferries: Miss Anna Maria & The Downtown Duchess
Two new catamarans, Miss Anna Maria and The Downtown Duchess, launch weekend ferry service connecting Anna Maria Island, Bradenton Beach, and Coquina Beach.
Jul 15, 2026
Stocking Your Fridge: The Best Grocery Stores on AMI
Discover the top grocery stores and markets on Anna Maria Island to stock your vacation rental fridge with fresh produce, local seafood, and essentials.
Jul 15, 2026
Beautiful Sea La Vie Property Now For Sale
Beachfront 3-bedroom home with ocean views, heated pool, and sun deck now available for purchase on Anna Maria Island.
Jul 15, 2026
The Benefits of Vacation Planning
Discover why planning your vacation in advance leads to better choices, savings, happiness, and memorable experiences with Serendipity Anna Maria.
Jul 15, 2026
10 Ways to Kick Your Year Off the Right Way
Start 2022 strong with practical tips for planning, exercise, reading, goal-setting, and building healthy habits for a successful year ahead.
Jul 15, 2026
11 of the Best Foodie Spots in Anna Maria Island
Discover 11 of the best restaurants and food destinations on Anna Maria Island, from waterfront dining to local cafes and specialty dessert shops.
Jul 15, 2026
10 Ways to Show Your Spouse You Love Them This Valentine’s Day
Discover 10 romantic Valentine's Day ideas for couples, from spa days and sunset cruises to staycations at luxury rentals on Anna Maria Island.
Jul 15, 2026
Eco-Tourism on Anna Maria Island
Explore Anna Maria Island's natural beauty through guided eco-tourism activities including Segway tours, dolphin cruises, kayaking, and nature preserves.
Jul 15, 2026
Explore Anna Maria Island, The Nature Lover’s Paradise
Discover Anna Maria Island's pristine beaches, wildlife preserves, and Gulf waters teeming with dolphins, manatees, sea turtles, and seasonal tarpon for nature lovers.
Jul 15, 2026
Enjoy the Kentucky Derby During Your Stay
Celebrate the Kentucky Derby from your Anna Maria Island vacation rental with mint juleps, local parties, and crawfish boils nearby.
Jul 15, 2026
Celebrate Easter on Anna Maria Island
Discover Easter events on Anna Maria Island including egg hunts, sunrise services, and family activities perfect for your vacation holiday.
Jul 15, 2026
Coming Soon: Island Zen Vacation Home
Discover Island Zen, Serendipity's newest luxury vacation rental on Anna Maria Island's North End, featuring 4 bedrooms, private pool, and lagoon access.
Jul 15, 2026
Consider Hiring a Private Chef During Your Serendipity Stay
Explore the benefits of hiring a private chef for your Anna Maria Island vacation, from saving time to enjoying personalized menus in your rental home.
Jul 15, 2026
Coffee Shops on AMI + Transport & Day Trip Tips
Discover Anna Maria Island's best coffee shops, local transport options, and day trip ideas to enhance your island vacation experience.
Jul 15, 2026
5 Reasons to Spend Thanksgiving on Anna Maria Island
Discover why Anna Maria Island is the perfect Thanksgiving destination with beautiful weather, family time, and hassle-free holiday celebrations.
Jul 15, 2026
14 Must-Try Restaurants on Anna Maria Island
Discover 14 top-rated restaurants on Anna Maria Island, from casual beachside dining to fine dining experiences perfect for your vacation.
Jul 15, 2026
4 Easy Ways to Arrange Airport Transportation to Your Anna Maria Island Vacation Home
Discover four local airport transportation options to reach your Anna Maria Island vacation home hassle-free from regional Florida airports.
Jul 15, 2026
4 Safety Tips for the Beach
Learn essential beach safety tips including warning flags, designated swimming areas, sun protection, and rip current awareness for Florida beaches.
Jul 15, 2026
Getaway with Anna Maria Beach Cottages: Cottage 110A
Discover Cottage 110A, a 2-bedroom beachside retreat on Anna Maria Island's north end, accommodating up to six guests with Old Florida charm and modern amenities.
Jul 15, 2026
Decadent Desserts on Anna Maria Island
Discover the best dessert spots on Anna Maria Island, from Hometown Desserts to Cheesecake Cutie, featuring custom cakes, pies, and specialty treats.
Jul 15, 2026
Discover Outdoor Splendors with a Local Guide to Anna Maria Island's Parks
Explore Anna Maria Island's best parks and beaches with local recommendations, amenities, and visitor information for your vacation.
Jul 15, 2026
COVID-19 Update: Gov. DeSantis Announces the Start of Phase 3
Governor DeSantis announced Florida's Phase 3 reopening, lifting restrictions on businesses and allowing vacation rentals to operate at full capacity with enhanced safety protocols.
Jul 15, 2026
Catch a Football Game During Your Stay
Discover college, professional, and high school football games near Anna Maria Island, from USF and UCF to the Tampa Bay Buccaneers.
Jul 15, 2026
Best Places To Purchase Wine & Liquor
Discover the top wine and liquor shops on Anna Maria Island, from specialty stores to local favorites perfect for your vacation.
Jul 15, 2026
Black Friday Shopping on Anna Maria Island
Discover local Black Friday deals and gift ideas at Anna Maria Island's best small businesses, from fishing charters to yoga studios and Colombian coffee shops.
Jul 15, 2026
Anna Maria Island Tops Greatest Beach Towns List
Anna Maria Island earned recognition as one of the greatest beach towns in the US by Thrillist, celebrated for its old-Florida charm, pristine beaches, and local dining.
Jul 15, 2026
Explore Anna Maria Island with a Local Guide: Museums, Churches, and Markets
Discover Anna Maria Island's museums, churches, and markets with a local guide to history, culture, and community attractions.
Jul 15, 2026
Beach like the Locals: Florida Winter Beach Tips
Learn how to beach like a local on Anna Maria Island with winter safety tips, water temperatures, warning flags, and hazard awareness for Florida visitors.
Jul 15, 2026
Perfect Island Style Fall Attractions
Discover Anna Maria Island's best fall activities, from the Pumpkin Festival and Fright Night to horseback riding, fishing charters, and island dining experiences.
Jul 15, 2026
AMI Travel Tips: Local Airports
Guide to five regional airports serving Anna Maria Island, including drive times, amenities, and airline options for vacation travelers.
Jul 15, 2026
A Day Out at Anna Maria Island's Farmers Markets
Explore vibrant farmers markets on Anna Maria Island featuring fresh local produce, artisan crafts, and unique goods from multiple seasonal venues.
Jul 15, 2026
Airports Near Anna Maria Island
Discover the four main airports serving Anna Maria Island, from Sarasota-Bradenton just 13 miles away to Orlando International, with airline options and distances.
Jul 15, 2026
A Brief History of Anna Maria Island
Discover the rich history of Anna Maria Island, from Native American tribes and early settlers to its transformation into a beloved coastal destination.
Jul 15, 2026
A Guide to Travel Insurance Basics
Learn travel insurance essentials including coverage types, exclusions, and add-ons to protect your vacation investment and travel plans.
Jul 15, 2026
6 Animals You Can See at the Beach
Discover six fascinating beach animals you might encounter during your Florida vacation, from dolphins and jellyfish to stingrays and manatees.
Jul 15, 2026
A New Spin On Working Remotely
Discover how to travel while working remotely by renting a private vacation home, combining productivity with new experiences and a refreshing change of scenery.
Jul 15, 2026
5 Reasons Why You and Your Spouse Need a Florida Vacation
Discover five science-backed reasons couples should take a Florida vacation together, from improved health and productivity to strengthened relationships and lasting memories.
Jul 15, 2026
5 Things To Do on NYE on Anna Maria Island
Discover five ways to celebrate New Year's Eve on Anna Maria Island, from beach fireworks to island exploration and vacation rental celebrations.
Jul 15, 2026
Grocery Shopping on Anna Maria Island
Discover grocery shopping options on Anna Maria Island, from local markets and Publix to farmer's markets and delivery services for vacation convenience.
Jul 15, 2026
The Festive AMI Traveler's Guide to Celebrating Christmas and New Year's
Discover festive holiday events, local shopping, and celebrations on Anna Maria Island from Christmas through New Year's with this traveler's guide.
Jul 15, 2026
Fine Dining on Anna Maria Island
Discover upscale dining options on Anna Maria Island, from The Porch's health-focused cuisine to Beach Bistro's five-course Gulf views and fresh seafood.
Jul 15, 2026
Events on AMI: Winter 2025
Discover winter events on Anna Maria Island, from the Cortez Commercial Fishing Festival to art festivals, parades, and live music performances.
Jul 15, 2026
What to Know About Red Tide on Anna Maria Island
Learn what red tide is, its health effects, and how to check beach conditions on Anna Maria Island before your visit.
Jul 15, 2026
Top Grocery Stores On Anna Maria Island
Discover the best grocery stores on Anna Maria Island, from Publix and Fresh Market to Aldi and Trader Joe's, plus convenient delivery options.
Jul 15, 2026
Get Ready for Adventure! Theme Parks Near Anna Maria Island
Discover popular theme parks within a day's drive of Anna Maria Island, from Busch Gardens to Disney World, perfect for adding adventure to your vacation.
Jul 15, 2026
Spending The Holidays On Anna Maria Island
Discover holiday events on Anna Maria Island, from tree lighting ceremonies to boat parades and Christmas celebrations perfect for your vacation.
Jul 15, 2026
Sea Shelling on Anna Maria Island
Discover sea shelling on Anna Maria Island, ranked among Florida's top shelling destinations with tips on tides, local laws, and shell cleaning.
Jul 15, 2026
Look Your Best on AMI: A Guide to Salons on Anna Maria Island
Discover top-rated salons and spas on Anna Maria Island offering cuts, color, facials, massage, and more for your vacation.
Jul 15, 2026
October is Family Fun for Everyone
Discover October family activities on Anna Maria Island, from Bayfest and Boofest to the Nautical Flea Market and sunset cruises.
Jul 15, 2026
Local Restaurants Open on Christmas
Discover Anna Maria Island restaurants open on Christmas Day, from casual cafés to fine dining options with holiday menus and convenient delivery.
Jul 15, 2026
How Getting Out of the Cold Weather Can Improve Your Health
Discover how escaping cold weather boosts vitamin D, mental health, cardiovascular function, activity levels, and sleep quality for lasting wellness benefits.
Jul 15, 2026
Plan Your Golf Getaway on Anna Maria Island
Discover golf courses on Anna Maria Island and nearby Bradenton, from the par-32 Key Royale Club to championship-caliber private courses.
Jul 15, 2026
Riding in Style: Golf Cart Rentals on AMI
Explore Anna Maria Island by golf cart with Serendipity's rental options, including complimentary carts for 5+ night stays and discounted rates for shorter visits.
Jul 15, 2026
Events on Anna Maria Island in April 2022
Discover April events on Anna Maria Island, from farmers markets and art walks to Easter sunrise services and musical performances.
Jul 15, 2026
Enjoying Live Music on Anna Maria Island
Discover live music venues on Anna Maria Island, from Harry's Grill to The Ugly Grouper, featuring daily performances and Gulf views.
Jul 15, 2026
COVID-19 Update: Travel Assurance
Learn about Serendipity Anna Maria's CDC-compliant cleaning procedures, travel insurance recommendations, and private rental benefits for safe vacation planning.
Jul 15, 2026
Best Breakfast Spots on Anna Maria Island
Discover top-rated breakfast restaurants on Anna Maria Island, from beachfront cafés to specialty coffee shops and custom donut makers.
Jul 15, 2026
Benefits of Booking a Stay with Serendipity
Discover why Serendipity offers flexible check-in, grocery delivery, and unique transportation options for a stress-free Anna Maria Island vacation.
Jul 15, 2026
Be a Friend to Sea Turtles (and Other Wildlife)
Learn how to protect sea turtles and beach wildlife during your Anna Maria Island vacation with simple, responsible practices.
Jul 15, 2026
Fishing Adventures: An Angler's Guide to AMI
Discover fishing opportunities on Anna Maria Island with species guides, licensing requirements, and top self-guided pier locations for anglers of all skill levels.
Jul 15, 2026
5 Reasons to Take A Flexcation
Discover why a flexcation combining work and vacation is perfect for families and remote workers seeking balance, memories, and rejuvenation.
Jul 15, 2026
3 New Must-Try Restaurants on Anna Maria Island
Discover three exciting dining experiences on Anna Maria Island, including The Porch, Bortell's Lounge, and gRUB Tropical BBQ.