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Anna Maria Fall Rentals

HomeVacation RentalsAnna Maria Fall Rentals
As the summer sun mellows into the warm hues of fall, Anna Maria Island emerges as a serene haven, inviting travelers with its pristine beaches, rich local culture, and enchanting island ambiance. This idyllic destination on Florida's Gulf Coast promises a retreat like no other, whether you're seeking a peaceful solo expedition, a romantic getaway, or a memorable family vacation. However, finding the ideal accommodation is key to unlocking the full magic of this island paradise. Look no further than SeaBreeze Vacation, where your perfect Anna Maria fall escape awaits amidst their exceptional range of meticulously curated properties.

Book the Best Homes for Rent Anna Maria FL Offers Below!


Private Heated Pool
Private Hot Tub / Spa
Community Hot Tub / Spa
Bay or Canal Front
Beach Front
Water View
Boat Dock
Private Elevator
Community Elevator
Gas Grill
Community Grill
Pets Allowed
Wi-Fi
Smart TV
Game Console
Games Table
Washer / Dryer
EV Charging
Golf Cart Included

Unable to find any listings.

Accommodations for vacationers who desire to experience more outdoor thrills over indoor frills with great access to all the local hotspots at a budget-friendly price.
To meet affordable budgets, these homes meet quality standards. All in good condition but not with the latest finishes yet still allowing vacationers to have an amazing time.
Typically more affordable with many amenities such as a pool, charming bedrooms, modern bathrooms, coastal chic touches. Definitely not lacking amenities while you are on vacation.
Designer furnishings, first-rate kitchens and deluxe bathrooms, our Platinum rentals offer some of the luxuries of Elite properties without the extra amenities.
The finest furnishings and top-of-the-line appliances, these homes have extra amenities such as a private elevator, rooftop terrace, putt-putt golf, or picturesque coastal views. Elite homes deliver memorable experiences for guests looking for the ultimate Anna Maria Island destination.
Pet friendly
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Beds Bed Baths Bath Guests
Enter Dates for Pricing
Insurance Included
Hot Tub (Spa)
Lake View
Walk to Lake
Lakefront

Why Anna Maria Island?

Anna Maria Island stands as a testament to natural beauty and coastal charm. This hidden gem boasts some of the most unspoiled and inviting beaches in the entire Sunshine State. Imagine strolling along stretches of powdery white sand, framed by gently swaying palm trees and dunes dotted with sea oats. The island's allure is further heightened by its renowned sunsets, painting the sky in hues of orange, pink, and purple, casting a magical spell over all who witness them. The azure waters that kiss Anna Maria Island's shores beckon visitors to indulge in a myriad of aquatic adventures. Whether you're into kayaking along tranquil bays, paddleboarding amidst playful dolphins, or casting a line for the day's catch, the island offers endless opportunities for water sports enthusiasts. For those more inclined towards cultural pursuits, Anna Maria Island presents a thriving local art scene with galleries showcasing everything from contemporary works to traditional coastal art that captures the essence of seaside living. No visit to Anna Maria Island would be complete without savoring its culinary delights, especially its bounty from the sea. Fresh seafood takes center stage at waterfront restaurants, where you can feast on succulent grouper, plump shrimp, and tender scallops—all caught locally and prepared with the island's signature flair. Whether you prefer a casual beachside cafe or an upscale dining experience, the island's culinary scene promises to satisfy every palate. Yet, perhaps the most cherished aspect of Anna Maria Island is its laid-back atmosphere and genuine hospitality. Here, time seems to slow down, allowing visitors to truly unwind and appreciate the simple pleasures of island life. Whether you're lounging on the beach with a good book, biking along scenic paths shaded by towering Australian pines, or simply soaking in the tranquility of your surroundings, Anna Maria Island invites you to relax, recharge, and reconnect with what matters most.

The SeaBreeze Difference

SeaBreeze Vacation offers a wide array of properties ranging from cozy beachside cottages to luxurious waterfront homes. Their commitment to excellence ensures that every guest enjoys a seamless experience from booking to check-out.

Variety of Accommodations

Whether you're traveling solo, as a couple, or with a large group, SeaBreeze has something to suit your needs. Choose from:
  • Beachfront Condos: Wake up to the sound of waves crashing and enjoy stunning ocean views right from your balcony.
  • Private Homes: Ideal for families or groups, these spacious homes offer privacy and comfort, often with amenities like pools and outdoor grilling areas.
  • Pet-Friendly Rentals: Don't leave your furry friends behind! SeaBreeze offers pet-friendly options so your entire family can enjoy the vacation.

Personalized Service

Booking with SeaBreeze means more than just securing a place to stay—it's about creating lasting memories. Their dedicated team ensures that every detail of your trip is taken care of, from recommending local attractions to arranging special requests.

Explore Anna Maria Island

Anna Maria Island beckons with a wealth of experiences that cater to diverse interests and passions. Begin your exploration by immersing yourself in the natural beauty that defines this island paradise. Wander along the shores of its pristine beaches, where soft sands meet the gentle lapping of turquoise waters. Here, you can bask in the warmth of the sun, collect seashells, or simply unwind with the sound of waves as your soundtrack. Beyond its natural beauty and artistic endeavors, Anna Maria Island invites you to embrace its relaxed pace of life. Rent a bicycle to explore charming neighborhoods shaded by towering Australian pines, where friendly greetings from locals are a common occurrence. Engage in leisurely activities like beachcombing, birdwatching, or simply soaking in the island's tranquil ambiance. Ultimately, exploring Anna Maria Island is about embracing a lifestyle that celebrates community, nature, and the joy of discovery. Whether you're seeking adventure, relaxation, or cultural immersion, this enchanting destination promises a memorable experience that leaves a lasting impression. So, venture forth with an open heart and mind, and let Anna Maria Island reveal its treasures to you, one delightful discovery at a time.

Booking Your Stay

Booking with SeaBreeze Vacation is simple and convenient. Their user-friendly website allows you to browse properties, check availability, and secure your reservation with ease. Have specific requirements? Their knowledgeable staff is just a call away to assist you in finding your dream rental.

Safety and Cleanliness

In today's world, safety and cleanliness are top priorities. SeaBreeze Vacation maintains high standards of cleanliness in all properties, ensuring a worry-free stay for guests.

Guest Reviews

Don't just take our word for it—read glowing reviews from previous guests who have experienced the comfort and hospitality of SeaBreeze Vacation. Their testimonials speak volumes about the quality of service and accommodations provided.

Plan Your Fall Escape

Whether you're escaping the chilly north or simply seeking a change of scenery, fall rentals on Anna Maria Island offer the perfect blend of relaxation and adventure. Book your stay with SeaBreeze Vacation today and discover why Anna Maria Island is a hidden gem on Florida's Gulf Coast.

Book With SeaBreeze to Enjoy a Fall Retreat in Anna Maria Island

Anna Maria Island beckons with its irresistible blend of natural beauty and laid-back charm, making it an ideal destination for your next Anna Maria fall getaway. Whether you're drawn to its pristine beaches, vibrant local culture, or simply the promise of tranquility, this island paradise promises an escape like no other. Choosing SeaBreeze Vacation ensures more than just a place to stay; it guarantees a seamless experience tailored to your needs and desires. From cozy beachfront cottages to the most luxurious waterfront homes for rent Anna Maria FL has to offer, their diverse selection of accommodations caters to every preference and group size. Enjoy amenities like private pools, breathtaking ocean views, and convenient access to Anna Maria Island's renowned attractions. With SeaBreeze Vacation, you can rest assured that your accommodations will exceed expectations, allowing you to focus on what truly matters—creating unforgettable memories. Whether you're exploring the island's natural wonders, indulging in local cuisine, or simply unwinding on the beach, every moment becomes a cherished part of your getaway. Start planning your trip today and embark on a journey to experience the best of Anna Maria Island with SeaBreeze Vacation. Whether you're seeking adventure, relaxation, or a bit of both, let this charming island and exceptional rental service combine to provide a vacation that rejuvenates the spirit and leaves you with lasting impressions. Your fall escape awaits—seize the opportunity to discover the magic of Anna Maria Island with SeaBreeze Vacation.