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The Gulf Dr/42nd St stop is a convenient gateway to Manatee Public Beach, connecting locals and visitors to sun, sand, and the vibrant heart of Anna Maria Island with easy access to shops, cafes, and the free trolley.
The Pine Ave/N Bay Blvd stop at Anna Maria City Pier serves as a central hub on the free Anna Maria Island Trolley, connecting visitors and residents to key island destinations including beaches, shopping, and dining while offering convenient access to the historic pier and its waterfront attractions.
Sarasota Bradenton International Airport offers a spacious, convenient terminal with 18 gates and easy access to Florida’s Gulf Coast, serving both domestic and international flights with efficient customs and immigration services. It’s located just minutes from downtown Sarasota and Bradenton.
Sarasota Bradenton International Airport offers a relaxed, stress-free travel experience with easy navigation, modern amenities, and excellent accessibility for all passengers. Enjoy shorter lines, friendly service, and convenient options like wheelchair assistance, pet relief areas, and free Wi-Fi.
St. Pete–Clearwater International Airport offers convenient access to Florida’s Gulf Coast with nonstop flights to 65 destinations, accessible facilities, free Wi-Fi, dining options, and dedicated services for private, commercial, and general aviation travelers. It combines ease of navigation with modern amenities and strong support for passengers with disabilities.
The Ugly Grouper is a laid-back outdoor restaurant on Anna Maria Island serving fresh seafood, especially their signature crispy grouper tacos, paired with live music and island vibes in a fun, family-friendly atmosphere complete with games and a lively bar scene.
Sandbar Seafood + Spirits is an iconic Anna Maria Island beachfront restaurant offering fresh wild-caught seafood and locally-sourced cuisine with the unforgettable experience of dining with your toes in the sand while watching Gulf sunsets, all within a laid-back atmosphere steeped in over a century of coastal charm.
Beach House Waterfront Restaurant offers fresh, locally sourced seafood and farm-to-table dishes in a relaxed, upscale casual setting right on the beach, with stunning Gulf views and unforgettable sunsets. Its climate-friendly outdoor deck and toes-in-the-sand dining create a perfect spot for sun, fun, and feast.
The Waterfront Restaurant offers fresh, locally sourced seafood in a relaxed setting with stunning river or bay views, perfect for enjoying classic dishes and attentive service. Its inviting ambiance blends casual elegance with waterfront charm.
Anna Maria Island Beach Cafe is a casual beachfront dining spot in Holmes Beach where you can enjoy American cuisine with your toes in the sand, complete with Gulf views, tropical cocktails, and nightly live entertainment. Famous for their all-you-can-eat pancakes and fresh fish platters, it's the perfect place to experience island life without breaking the bank.
Ginny's & Jane E's is a charming Anna Maria Island cafe and bakery serving made-from-scratch breakfast and lunch alongside an eclectic collection of local art and coastal gifts, all wrapped in a warm, quirky "Old Florida" atmosphere that keeps visitors coming back.
The Kokonut Hut is a lively tiki bar on Anna Maria Island, serving tropical cocktails and casual grill fare right on the beach. Enjoy generous portions, cheerful service, and stunning sunset views in a relaxed, beachy atmosphere.
Wicked Cantina Bradenton Beach serves fresh Austin-style Tex Mex and American classics with a side of Gulf views, live music, and award-winning margaritas in a lively, family-friendly setting.
The Porch Restaurant on Anna Maria Island offers a cozy, charming atmosphere where fresh, made-from-scratch New American dishes, including top-quality steaks and seafood, are served with warm, attentive service and inviting outdoor porch seating. It’s perfect for relaxed, memorable dining.
Manatee Public Beach offers soft white sands, clear warm waters, and family-friendly amenities like a playground and volleyball courts, making it ideal for energetic families and groups seeking a fun, relaxing beach day with stunning Gulf sunsets.
Robinson Preserve is a sprawling 600-acre coastal sanctuary in Bradenton offering diverse adventures from kayaking through serene mangrove tunnels to climbing the innovative Canopy Zone treetop playground, making it perfect for nature lovers, families, and outdoor enthusiasts of all ages seeking both relaxation and excitement.
Anna Maria Island is a charming Old Florida beach destination offering pristine sandy shores, vibrant waterfront dining, and abundant water activities like kayaking and dolphin-watching tours. Whether you're seeking relaxation on beautiful beaches, exploring quaint shops and historic villages like Cortez, or adventuring through mangrove trails, this island appeals to families, nature lovers, and anyone craving authentic coastal charm.
Step into history at De Soto National Memorial, where scenic trails, living history camps, and ranger-led kayak tours bring the story of early Florida exploration vividly to life. Perfect for history buffs, nature lovers, and families seeking adventure.
Anna Maria Island Beach offers pristine white sands and calm turquoise waters perfect for swimming, sunbathing, and water sports like kayaking and paddleboarding, making it ideal for families, nature lovers, and anyone seeking a relaxing coastal escape.
Palma Sola Botanical Park is a serene 10-acre oasis in Bradenton featuring rare tropical fruits, exotic plants, and native wildlife set along peaceful shell pathways and tranquil lakes—perfect for nature lovers, photographers, and anyone seeking a free, meditative escape into Florida's lush botanical beauty.
Coquina Beach offers a pristine stretch of soft white sand and crystal-clear Gulf waters perfect for swimming, sunbathing, and spotting dolphins and other wildlife, making it an ideal destination for families, couples, and anyone seeking a quintessential Florida beach experience with excellent amenities and water sports opportunities.
Bean Point Beach Access offers a peaceful escape at the northern tip of Anna Maria Island, where visitors can enjoy soft white sands, clear turquoise waters, and stunning Gulf views. It's perfect for nature lovers and those seeking tranquility away from crowded beaches.

This home follows a strict maximum occupancy rule. Please make sure that the total number of guests accompanying you (including both children and adults) doesn’t exceed the indicated maximum occupancy above to avoid cancellation of your stay and additional fees.
This is a pet-free hypoallergenic space. No pets are allowed inside the home to maintain a hypoallergenic area as much as possible for our guests’ comfort.
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Nov 24, 2025 | $3671 | Not Available |
| Nov 25, 2025 | $2763 | Not Available |
| Nov 26, 2025 | $3924 | Not Available |
| Nov 27, 2025 | N/A | Not Available |
| Nov 28, 2025 | $2934 | Not Available |
| Nov 29, 2025 | $1821 | Available |
| Nov 30, 2025 | $1699 | Available |
| Dec 1, 2025 | $1699 | Available |
| Dec 2, 2025 | $1747 | Available |
| Dec 3, 2025 | $1920 | Available |
| Dec 4, 2025 | $2045 | Available |
| Dec 5, 2025 | $2019 | Available |
| Dec 6, 2025 | $1992 | Available |
| Dec 7, 2025 | $1920 | Available |
| Dec 8, 2025 | $1797 | Available |
| Dec 9, 2025 | $1747 | Available |
| Dec 10, 2025 | $1797 | Available |
| Dec 11, 2025 | $1920 | Available |
| Dec 12, 2025 | $2067 | Available |
| Dec 13, 2025 | $2093 | Not Available |
| Dec 14, 2025 | $2045 | Not Available |
| Dec 15, 2025 | $1970 | Not Available |
| Dec 16, 2025 | $1970 | Not Available |
| Dec 17, 2025 | $1970 | Not Available |
| Dec 18, 2025 | $1896 | Not Available |
| Dec 19, 2025 | $3765 | Not Available |
| Dec 20, 2025 | $5635 | Not Available |
| Dec 21, 2025 | $5635 | Not Available |
| Dec 22, 2025 | $5635 | Not Available |
| Dec 23, 2025 | $4931 | Not Available |
| Dec 24, 2025 | $5635 | Not Available |
| Dec 25, 2025 | N/A | Not Available |
| Dec 26, 2025 | N/A | Not Available |
| Dec 27, 2025 | $8197 | Not Available |
| Dec 28, 2025 | $8363 | Not Available |
| Dec 29, 2025 | $8528 | Not Available |
| Dec 30, 2025 | $8528 | Not Available |
| Dec 31, 2025 | N/A | Not Available |
| Jan 1, 2026 | N/A | Not Available |
| Jan 2, 2026 | N/A | Not Available |
| Jan 3, 2026 | $2086 | Not Available |
| Jan 4, 2026 | $1964 | Not Available |
| Jan 5, 2026 | $2010 | Not Available |
| Jan 6, 2026 | $2056 | Not Available |
| Jan 7, 2026 | $2056 | Not Available |
| Jan 8, 2026 | $2056 | Not Available |
| Jan 9, 2026 | $1967 | Not Available |
| Jan 10, 2026 | $1877 | Available |
| Jan 11, 2026 | $1877 | Available |
| Jan 12, 2026 | $1944 | Available |
| Jan 13, 2026 | $2010 | Not Available |
| Jan 14, 2026 | $2010 | Not Available |
| Jan 15, 2026 | $2010 | Not Available |
| Jan 16, 2026 | $2309 | Not Available |
| Jan 17, 2026 | $2523 | Available |
| Jan 18, 2026 | $2383 | Available |
| Jan 19, 2026 | $2328 | Available |
| Jan 20, 2026 | $2328 | Available |
| Jan 21, 2026 | $2328 | Available |
| Jan 22, 2026 | $2383 | Available |
| Jan 23, 2026 | $2466 | Available |
| Jan 24, 2026 | $2438 | Not Available |
| Jan 25, 2026 | $2383 | Not Available |
| Jan 26, 2026 | $2383 | Not Available |
| Jan 27, 2026 | $2383 | Not Available |
| Jan 28, 2026 | $2383 | Not Available |
| Jan 29, 2026 | $2438 | Not Available |
| Jan 30, 2026 | $3042 | Not Available |
| Jan 31, 2026 | $3853 | Not Available |
| Feb 1, 2026 | $4114 | Not Available |
| Feb 2, 2026 | N/A | Not Available |
| Feb 3, 2026 | N/A | Not Available |
| Feb 4, 2026 | N/A | Not Available |
| Feb 5, 2026 | N/A | Not Available |
| Feb 6, 2026 | N/A | Not Available |
| Feb 7, 2026 | $4476 | Not Available |
| Feb 8, 2026 | N/A | Not Available |
| Feb 9, 2026 | N/A | Not Available |
| Feb 10, 2026 | N/A | Not Available |
| Feb 11, 2026 | N/A | Not Available |
| Feb 12, 2026 | N/A | Not Available |
| Feb 13, 2026 | N/A | Not Available |
| Feb 14, 2026 | $6174 | Not Available |
| Feb 15, 2026 | $6174 | Not Available |
| Feb 16, 2026 | N/A | Not Available |
| Feb 17, 2026 | N/A | Not Available |
| Feb 18, 2026 | N/A | Not Available |
| Feb 19, 2026 | N/A | Not Available |
| Feb 20, 2026 | N/A | Not Available |
| Feb 21, 2026 | $3241 | Not Available |
| Feb 22, 2026 | $3241 | Not Available |