Our Reservation Specialists are available 9 AM-Midnight EST, 7 days a week

Make a Payment
Know the Property Name? Contact

logo ×

  • This field is for validation purposes and should be left unchanged.

Anna Maria Island Weekend Rentals

HomeVacation RentalsAnna Maria Island Weekend Rentals
If you’re dreaming of a quick getaway to a tropical paradise, look no further than Anna Maria Island. Nestled on Florida's Gulf Coast, this charming barrier island offers stunning beaches, crystal-clear waters, and a laid-back atmosphere that’s perfect for a weekend escape. Whether you're looking for adventure, relaxation, or a little bit of both, Anna Maria Island has something for everyone. To make your weekend retreat truly special, consider booking your stay with us at SeaBreeze Vacation, where you can find a variety of Florida weekend rentals tailored to suit your needs.

Book Our Florida Weekly Rentals on Anna Maria Island 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
Compare Compare

Beds Bed Baths Bath Guests
Enter Dates for Pricing
Insurance Included
Hot Tub (Spa)
Lake View
Walk to Lake
Lakefront

The Allure of Anna Maria Island

Anna Maria Island is known for its stunning natural beauty and welcoming community. Stretching approximately seven miles, the island features picturesque beaches with powdery white sand and vibrant sunsets that paint the sky in hues of orange and pink. The relaxed vibe of the island invites you to leave your worries behind and immerse yourself in the tranquil surroundings. Whether you want to lounge on the beach, explore charming shops, or indulge in delicious dining options, Anna Maria Island has it all.

Finding Your Perfect Weekend Rental

When planning a weekend getaway, choosing the right accommodation is key. At SeaBreeze Vacation, we offer a diverse selection of rentals that cater to different tastes and budgets. From cozy beachfront cottages to spacious family homes, you’ll find the ideal space to call your own during your stay.

Cozy Beachfront Cottages

Imagine waking up to the sound of waves gently lapping against the shore and stepping out onto your private patio to enjoy your morning coffee with an ocean view. Our beachfront cottages provide an intimate setting for couples or small families. With direct access to the beach, you can easily spend your days sunbathing, swimming, or taking long walks along the shore.

Family-Friendly Homes

For larger groups or families, our spacious vacation homes offer ample room for everyone to relax and unwind. With multiple bedrooms, full kitchens, and family-friendly amenities, you’ll have everything you need to make your stay comfortable. Gather around the dining table for a home-cooked meal or take the celebration outside to your private backyard for a barbecue under the stars.

Activities for Every Interest

Anna Maria Island is a treasure trove of activities, ensuring that every visitor finds something to enjoy. Whether you’re an adventure seeker, a beach lover, or someone who simply wants to unwind, you’ll find plenty to do during your weekend escape.

Beach Relaxation

The island is renowned for its beautiful beaches, each offering a unique charm. Spend your days lounging in the sun, building sandcastles, or swimming in the warm Gulf waters. With several public access points and plenty of space to spread out, you’ll have no trouble finding your perfect spot to soak up the sun. Don’t forget to bring a good book to enjoy while you relax!

Water Sports and Adventures

If you’re looking for a bit of excitement, Anna Maria Island is a paradise for water sports enthusiasts. Rent a kayak or paddleboard to explore the coastal waters at your own pace. For a more thrilling experience, consider booking a jet ski rental or joining a snorkeling tour to discover the vibrant marine life beneath the surface. The clear waters and diverse ecosystems make it an ideal spot for adventure seekers.

Nature Walks and Wildlife Viewing

For those who appreciate nature, Anna Maria Island offers beautiful trails and opportunities for wildlife viewing. Explore the scenic paths of local parks and nature reserves, where you might spot various bird species, dolphins, and even manatees in their natural habitat. Bring your camera along to capture the stunning scenery and unique wildlife encounters.

Culinary Delights

No weekend getaway is complete without indulging in the local cuisine. Anna Maria Island boasts a diverse array of dining options, from casual beachfront eateries to upscale restaurants offering gourmet dishes. Sample fresh seafood, hearty sandwiches, and delightful desserts that showcase the flavors of the region.

Fresh Seafood

Being surrounded by the Gulf of Mexico means that seafood is a highlight of any dining experience on the island. Many restaurants pride themselves on serving freshly caught fish and shellfish, prepared in various styles to tantalize your taste buds. Whether you’re in the mood for fish tacos, shrimp scampi, or a classic seafood platter, you’ll find plenty of options to satisfy your cravings.

Charming Cafés and Bakeries

Start your day with a visit to one of the island's charming cafés, where you can enjoy a delicious breakfast or brunch. Treat yourself to fluffy pancakes, hearty omelets, or fresh pastries that pair perfectly with a cup of locally brewed coffee. If you have a sweet tooth, don’t miss out on the island’s delightful bakeries, where you can find mouthwatering desserts to take back to your Florida weekend rental.

Local Shops and Art

After a day of sun and surf, take some time to explore the local shops and art galleries that give Anna Maria Island its unique charm. The island features a variety of boutiques, souvenir shops, and galleries showcasing the work of local artisans. From beachwear and handmade crafts to fine art and home decor, you’re sure to find the perfect keepsake to remember your trip.

Unique Souvenirs

Bring a piece of Anna Maria Island home with you by shopping at local stores. Whether you’re looking for handmade jewelry, beach-themed home decor, or artisanal products, you’ll find an abundance of unique items that reflect the island’s spirit. Support local businesses while discovering one-of-a-kind treasures to cherish.

Unforgettable Sunsets

As your day winds down, make sure to set aside time to witness the breathtaking sunsets that Anna Maria Island is known for. Find a cozy spot on the beach, or head to a beachfront restaurant for a perfect view as the sun dips below the horizon. The vibrant colors and peaceful ambiance create a magical experience that will linger in your memory long after your visit.

Book Your Weekend Getaway Today

Ready to make the most of your weekend escape to Anna Maria Island? Don’t wait any longer—book your stay with us at SeaBreeze Vacation. Our selection of Anna Maria Island weekend rentals ensures that you’ll find the perfect accommodation for your getaway, allowing you to relax and enjoy everything this beautiful island has to offer. With our commitment to providing exceptional service and quality, we are here to help you every step of the way. From finding the right rental to providing insider tips on local attractions, our team is dedicated to making your stay unforgettable.

Contact Us to Book Your Anna Maria Vacation Today

Anna Maria Island is a hidden gem that promises a delightful weekend escape filled with relaxation, adventure, and culinary delights. Whether you’re lounging on the beach, exploring local shops, or indulging in fresh seafood, there’s something for everyone on this charming island. Book your weekend rental with us at SeaBreeze Vacation and experience the magic of Anna Maria Island for yourself. Enjoy the sun, sea, and sand as you create memories that will last a lifetime. Your perfect getaway awaits!