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The Ugly Grouper offers a vibrant outdoor dining experience with fresh seafood and American favorites, complemented by live music and fun games. Its lively atmosphere makes it a perfect spot for a seaside getaway.
Sandbar Seafood & Spirits offers a beachfront dining experience with fresh seafood and local flavors, set against breathtaking sunset views. Enjoy toes-in-the-sand dining with a relaxed, vibrant atmosphere.
Compass Hotel Anna Maria Sound by Margaritaville offers a laid-back coastal vibe with fresh seafood and steaks at its waterfront Floridays Woodfire Grill, alongside signature Margaritaville cocktails served poolside or at the lively Compass Bar & Chill.
Skinny's Place offers classic American fare with juicy burgers and crispy fries in a casual, beachy setting. This iconic spot is known for its old-school charm and welcoming atmosphere.
Anna Maria Island Beach Cafe offers casual gulf-front dining with a diverse menu featuring all-you-can-eat pancakes and fish fry Fridays, paired with nightly live music and island-sized drinks in a fun, beachside atmosphere perfect for families and sunset lovers.
Rod and Reel Pier offers fresh seafood and classic Florida charm with stunning Tampa Bay views from its cozy, historic pier setting, creating a relaxed waterfront dining experience full of local flavor.
The Waterfront Restaurant offers stunning river views paired with a welcoming atmosphere, perfect for enjoying fresh, seasonal dishes in a relaxed setting. Its scenic location makes every meal feel like a special occasion.
The Porch Restaurant offers a fine dining experience with top-quality steak, fresh fish, and seasonal entrées, set within a historic home on Anna Maria Island. Its intimate ambiance and extensive wine selection make it a sought-after destination.
Ginny's & Jane E's Cafe and Gift Store offers a cozy blend of delicious breakfast and lunch classics with fresh-baked pastries, all served in a charming spot filled with unique local art and quirky coastal gifts. It’s the perfect place to enjoy “Old Florida” hospitality while savoring homemade flavors.
Hurricane Hanks offers a casual dining experience with a focus on fresh seafood, burgers, and pub favorites, set in a welcoming atmosphere perfect for both locals and visitors. Its central location on Anna Maria Island makes it a great spot for meals and drinks.
Anna Maria Island Beach offers serene white sands and turquoise waters, perfect for swimming, shelling, and sunset walks. It's ideal for families and nature lovers seeking a tranquil beach experience.
Robinson Preserve offers a unique blend of nature and adventure, perfect for outdoor enthusiasts who enjoy hiking, kayaking, and wildlife watching amidst mangrove forests and scenic waterways. It's ideal for those seeking a tranquil escape with stunning views of Tampa Bay.
Discover the serene beauty and charming old-Florida vibe of Anna Maria Island, perfect for beach lovers, nature enthusiasts, and anyone seeking peaceful water adventures like kayaking or dolphin watching in crystal-clear waters.
Manatee Public Beach offers a serene escape with white sands and calm Gulf waters, perfect for families and nature lovers. Enjoy swimming, sunbathing, and spotting wildlife, making it an ideal spot for relaxation and adventure.
Fort De Soto Dog Park and Beach offers a unique spot where dogs can play and swim freely, making it perfect for pet owners who want their pets to socialize and enjoy the outdoors. It's a must-visit for dog lovers seeking a fun, relaxed beach experience.
Holmes Beach offers a perfect blend of relaxing sandy shores, fun paddleboard tours through scenic mangroves, and family-friendly beach amenities, ideal for beach lovers and adventure seekers alike. Whether you want to unwind or explore on the water, it’s a coastal escape everyone can enjoy.
De Soto National Memorial offers a serene blend of history and nature, perfect for those who enjoy outdoor activities like hiking, kayaking, and bird watching. It's ideal for nature lovers and history enthusiasts alike.
Bean Point Beach is a secluded gem offering tranquil beauty and stunning sunsets, perfect for those seeking peace and natural beauty. It's ideal for locals and visitors looking for a serene beach experience.
Palma Sola Botanical Park offers a serene escape with exotic plants, rare fruits, and beautiful gardens. Nature lovers and families will enjoy exploring its diverse trails and scenic spots.
Explore Fort De Soto Park's historic batteries and post, offering a glimpse into military history with unique seacoast mortars and interactive exhibits. This site is perfect for history buffs and those interested in military heritage.
A trusted local provider to ensure you have easy access to high-quality golf cart rentals during your stay. You may contact Coconut Rentals at 941-269-1080. Use the discount code: Serendipity at checkout to receive your special rate.
A trusted local provider to ensure you have easy access to high-quality golf cart rentals during your stay. You may contact Beach N Rides at 941-251-7916. Use the discount code: Serendipity at checkout to receive your special rate.
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Nov 24, 2025 | $1000 | Not Available |
| Nov 25, 2025 | $1000 | Not Available |
| Nov 26, 2025 | $1200 | Not Available |
| Nov 27, 2025 | $1200 | Not Available |
| Nov 28, 2025 | $1200 | Not Available |
| Nov 29, 2025 | $1200 | Not Available |
| Nov 30, 2025 | $600 | Available |
| Dec 1, 2025 | $500 | Available |
| Dec 2, 2025 | $500 | Available |
| Dec 3, 2025 | $500 | Available |
| Dec 4, 2025 | $500 | Available |
| Dec 5, 2025 | $650 | Available |
| Dec 6, 2025 | $650 | Available |
| Dec 7, 2025 | $500 | Available |
| Dec 8, 2025 | $500 | Available |
| Dec 9, 2025 | $500 | Available |
| Dec 10, 2025 | $500 | Available |
| Dec 11, 2025 | $650 | Not Available |
| Dec 12, 2025 | $650 | Not Available |
| Dec 13, 2025 | $650 | Not Available |
| Dec 14, 2025 | $650 | Not Available |
| Dec 15, 2025 | $500 | Available |
| Dec 16, 2025 | $500 | Available |
| Dec 17, 2025 | $500 | Available |
| Dec 18, 2025 | $500 | Available |
| Dec 19, 2025 | $1000 | Available |
| Dec 20, 2025 | $1000 | Available |
| Dec 21, 2025 | $1000 | Available |
| Dec 22, 2025 | $1000 | Available |
| Dec 23, 2025 | $1500 | Available |
| Dec 24, 2025 | $1500 | Not Available |
| Dec 25, 2025 | $1500 | Not Available |
| Dec 26, 2025 | $1500 | Not Available |
| Dec 27, 2025 | $1500 | Not Available |
| Dec 28, 2025 | $1500 | Not Available |
| Dec 29, 2025 | $1500 | Not Available |
| Dec 30, 2025 | $1500 | Not Available |
| Dec 31, 2025 | $1500 | Not Available |
| Jan 1, 2026 | $1000 | Not Available |
| Jan 2, 2026 | $1000 | Not Available |
| Jan 3, 2026 | $1000 | Available |
| Jan 4, 2026 | $900 | Available |
| Jan 5, 2026 | $900 | Available |
| Jan 6, 2026 | $900 | Available |
| Jan 7, 2026 | $900 | Available |
| Jan 8, 2026 | $900 | Available |
| Jan 9, 2026 | $1000 | Available |
| Jan 10, 2026 | $1000 | Available |
| Jan 11, 2026 | $900 | Available |
| Jan 12, 2026 | $900 | Available |
| Jan 13, 2026 | $900 | Available |
| Jan 14, 2026 | $900 | Available |
| Jan 15, 2026 | $1000 | Not Available |
| Jan 16, 2026 | $1000 | Not Available |
| Jan 17, 2026 | $1000 | Not Available |
| Jan 18, 2026 | $1000 | Not Available |
| Jan 19, 2026 | $900 | Available |
| Jan 20, 2026 | $900 | Available |
| Jan 21, 2026 | $900 | Available |
| Jan 22, 2026 | $900 | Available |
| Jan 23, 2026 | $1000 | Available |
| Jan 24, 2026 | $1000 | Available |
| Jan 25, 2026 | $900 | Available |
| Jan 26, 2026 | $900 | Available |
| Jan 27, 2026 | $900 | Available |
| Jan 28, 2026 | $900 | Available |
| Jan 29, 2026 | $900 | Available |
| Jan 30, 2026 | $1000 | Available |
| Jan 31, 2026 | $1000 | Available |
| Feb 1, 2026 | $1200 | Available |
| Feb 2, 2026 | $1200 | Available |
| Feb 3, 2026 | $1200 | Available |
| Feb 4, 2026 | $1200 | Available |
| Feb 5, 2026 | $1200 | Available |
| Feb 6, 2026 | $1200 | Available |
| Feb 7, 2026 | $1200 | Available |
| Feb 8, 2026 | $1200 | Available |
| Feb 9, 2026 | $1200 | Available |
| Feb 10, 2026 | $1200 | Available |
| Feb 11, 2026 | $1200 | Available |
| Feb 12, 2026 | $1200 | Available |
| Feb 13, 2026 | $1200 | Available |
| Feb 14, 2026 | $1200 | Available |
| Feb 15, 2026 | $1200 | Available |
| Feb 16, 2026 | $1200 | Available |
| Feb 17, 2026 | $1200 | Available |
| Feb 18, 2026 | $1200 | Available |
| Feb 19, 2026 | $1200 | Available |
| Feb 20, 2026 | $1200 | Available |
| Feb 21, 2026 | $1200 | Available |
| Feb 22, 2026 | $1200 | Available |