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Anna Maria Island Beach Cafe offers casual dining with stunning Gulf views, featuring all-you-can-eat pancakes and seafood specials. Enjoy live music and "Island Size" drinks at the Bamboo Beach Bar.
The Ugly Grouper offers a lively dining experience with fresh seafood and American cuisine, complemented by live music and outdoor seating. Its fun atmosphere includes games and a full bar, making it a great spot for family and friends.
Sandbar Seafood + Spirits offers fresh, locally sourced seafood and vibrant farm-to-fork dishes in a relaxed beachfront setting where you can dine with your toes in the sand while enjoying stunning Gulf Coast sunsets.
Rod and Reel Pier offers a relaxed dining experience with fresh seafood and stunning views of Tampa Bay. Its quaint atmosphere and historic charm make it a beloved spot for both locals and visitors.
The Waterfront Restaurant offers fresh seafood and classic American dishes in a cozy, laid-back atmosphere, complemented by its stunning waterfront location. It also features a "catch and cook" option, where they prepare your freshly caught fish.
Enjoy fresh seafood and steak at Compass Hotel's Floridays, a waterfront eatery inspired by classic Florida fish houses. The hotel also offers signature Margaritaville drinks at Compass Bar & Chill, perfect for a relaxing getaway.
The Porch Restaurant offers a refined 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.
Skinny's Place is a classic beachside eatery offering juicy burgers and crispy fries in a casual, laid-back atmosphere. This island staple has been serving up Old Florida charm since 1952.
Ginny's & Jane E's Cafe offers a blend of classic and seasonal dishes in a cozy setting, complemented by a unique gift store featuring local art and beachwear. The cafe's warm ambiance reflects "Old Florida" hospitality.
Hurricane Hanks offers fresh, high-quality American and seafood dishes in a casual, laid-back atmosphere perfect for families and sports fans alike. Enjoy flavorful burgers, seafood specialties, and strong cocktails in the heart of Holmes Beach.
Explore Anna Maria Island's serene waters by paddleboarding or kayaking, perfect for beginners and nature lovers alike. Enjoy the peaceful scenery and wildlife amidst the island's mangroves.
Manatee Public Beach offers a serene escape with pristine white sands and tranquil waters, perfect for those seeking relaxation and fun activities like swimming and paddleboarding. It's ideal for families and beach lovers alike.
Anna Maria Island Beach offers serene white sands and clear waters, perfect for families and couples seeking a tranquil beach experience with opportunities for snorkeling, shelling, and sunset walks. It's ideal for those looking for a peaceful and scenic getaway.
Explore De Soto National Memorial, where history meets nature. This tranquil park offers hiking, kayaking, and living history programs, perfect for nature lovers and history enthusiasts alike.
Explore Robinson Preserve's unique blend of nature and adventure, featuring hiking trails, kayaking, and mangrove forests, perfect for outdoor enthusiasts and families. This 500-acre haven offers a serene escape from crowded beaches, ideal for those seeking a tranquil yet active experience.
Fort De Soto Dog Park and Beach offers a unique experience where dogs can play off-leash and swim, making it perfect for dog owners. The park's large fenced areas and beach access provide ample space for socialization and fun.
Holmes Beach offers a serene getaway with activities like paddleboarding and boat tours, perfect for those seeking a relaxed beach experience. It's ideal for families and adventure-seekers alike, providing a mix of leisure and exploration.
Enjoy a serene beach experience at Bean Point, where tranquil surroundings and stunning coastal views make it perfect for nature seekers and those seeking solitude. It's ideal for beachcombers and surf fishing enthusiasts alike.
Palma Sola Botanical Park offers a serene escape with its diverse tropical and temperate species, perfect for nature lovers and families. The park's unique Rare Fruit Trail and beautiful gardens make it a special destination for those seeking tranquility and botanical exploration.
Explore Fort De Soto Park's historic batteries and military post, featuring the last four surviving 12-inch seacoast mortars in the continental U.S. History buffs and nature lovers alike will enjoy this unique blend of military history and scenic Gulf views.
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.
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.

Guests love the heated pool and hot tub, included golf cart and plentiful water toys like kayaks and paddleboards. They praise the stunning waterfront views and beachfront location, spotless interiors, and the hosts for fast attentive service and a well stocked chef ready kitchen.
Sea turtle nesting season runs from May 1 through October 31. Please observe the following guidelines at the beach from sunrise to sunset: keep outdoor lights off, dispose trash properly, fill in holes, take down erected temporary structures and sandcastles, avoid using flashlights and lanterns, do not use motorized vehicles, do not light bonfires, and avoid touching the turtles and their nests under any circumstances.
If you find a dead or injured sea turtle, call FWC at 888-404-3922.
Noise regulations are strictly enforced, particularly during nighttime hours. Quiet hours for pools, spas, and hot tubs are from 10 PM - 8 AM. Disturbances such as loud music, shouting, or other disruptive sounds may be considered a violation if they are excessively loud, last for a prolonged period, happen late at night, or are close to neighboring homes.
Guests may be fined for violations (with fines starting at $500), so we kindly ask that noise be kept to a reasonable level.
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.
The pool is available year-round, with heating available outside of the summer months at no additional cost. Please contact the Concierge team at least 72 hours before your arrival if you would like the pool heated during your stay.
The pool is serviced on twice weekly on Mondays and Thursdays in the morning. The pool technician does not need access to the house.
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Dec 5, 2025 | $900 | Not Available |
| Dec 6, 2025 | $900 | Not Available |
| Dec 7, 2025 | $900 | Not Available |
| Dec 8, 2025 | $900 | Not Available |
| Dec 9, 2025 | $900 | Not Available |
| Dec 10, 2025 | $850 | Not Available |
| Dec 11, 2025 | $680 | Not Available |
| Dec 12, 2025 | $850 | Not Available |
| Dec 13, 2025 | $850 | Not Available |
| Dec 14, 2025 | $850 | Not Available |
| Dec 15, 2025 | $850 | Available |
| Dec 16, 2025 | $850 | Available |
| Dec 17, 2025 | $850 | Available |
| Dec 18, 2025 | $850 | Not Available |
| Dec 19, 2025 | $900 | Not Available |
| Dec 20, 2025 | $2500 | Not Available |
| Dec 21, 2025 | $2500 | Not Available |
| Dec 22, 2025 | $2500 | Not Available |
| Dec 23, 2025 | $2500 | Not Available |
| Dec 24, 2025 | $1500 | Not Available |
| Dec 25, 2025 | $1500 | Not Available |
| Dec 26, 2025 | $2500 | Not Available |
| Dec 27, 2025 | $2500 | Not Available |
| Dec 28, 2025 | $2500 | Not Available |
| Dec 29, 2025 | $2500 | Not Available |
| Dec 30, 2025 | $2500 | Not Available |
| Dec 31, 2025 | $2500 | Not Available |
| Jan 1, 2026 | $2500 | Not Available |
| Jan 2, 2026 | $1200 | Available |
| Jan 3, 2026 | $1200 | Available |
| Jan 4, 2026 | $1500 | Available |
| Jan 5, 2026 | $1500 | Not Available |
| Jan 6, 2026 | $1500 | Not Available |
| Jan 7, 2026 | $1500 | Not Available |
| Jan 8, 2026 | $1500 | Not Available |
| Jan 9, 2026 | $1500 | Not Available |
| Jan 10, 2026 | $1500 | Not Available |
| Jan 11, 2026 | $1500 | Not Available |
| Jan 12, 2026 | $1500 | Not Available |
| Jan 13, 2026 | $1500 | Not Available |
| Jan 14, 2026 | $1500 | Not Available |
| Jan 15, 2026 | $1500 | Not Available |
| Jan 16, 2026 | $1500 | Not Available |
| Jan 17, 2026 | $1500 | Not Available |
| Jan 18, 2026 | $1500 | Not Available |
| Jan 19, 2026 | $1500 | Not Available |
| Jan 20, 2026 | $1500 | Not Available |
| Jan 21, 2026 | $1500 | Not Available |
| Jan 22, 2026 | $1500 | Not Available |
| Jan 23, 2026 | $1500 | Not Available |
| Jan 24, 2026 | $1500 | Not Available |
| Jan 25, 2026 | $1500 | Not Available |
| Jan 26, 2026 | $1500 | Not Available |
| Jan 27, 2026 | $1500 | Not Available |
| Jan 28, 2026 | $1500 | Not Available |
| Jan 29, 2026 | $1500 | Not Available |
| Jan 30, 2026 | $1500 | Not Available |
| Jan 31, 2026 | $2500 | Not Available |
| Feb 1, 2026 | $2500 | Not Available |
| Feb 2, 2026 | $2500 | Not Available |
| Feb 3, 2026 | $2500 | Not Available |
| Feb 4, 2026 | $2500 | Not Available |
| Feb 5, 2026 | $2500 | Not Available |
| Feb 6, 2026 | $2500 | Not Available |
| Feb 7, 2026 | $2500 | Not Available |
| Feb 8, 2026 | $2500 | Not Available |
| Feb 9, 2026 | $2500 | Not Available |
| Feb 10, 2026 | $2500 | Not Available |
| Feb 11, 2026 | $2500 | Not Available |
| Feb 12, 2026 | $2500 | Not Available |
| Feb 13, 2026 | $2500 | Not Available |
| Feb 14, 2026 | $2500 | Not Available |
| Feb 15, 2026 | $2500 | Not Available |
| Feb 16, 2026 | $2500 | Not Available |
| Feb 17, 2026 | $2500 | Not Available |
| Feb 18, 2026 | $2500 | Not Available |
| Feb 19, 2026 | $2500 | Not Available |
| Feb 20, 2026 | $2500 | Not Available |
| Feb 21, 2026 | $2500 | Not Available |
| Feb 22, 2026 | $2500 | Not Available |
| Feb 23, 2026 | $2400 | Not Available |
| Feb 24, 2026 | $2400 | Not Available |
| Feb 25, 2026 | $2400 | Not Available |
| Feb 26, 2026 | $2500 | Not Available |
| Feb 27, 2026 | $2500 | Not Available |
| Feb 28, 2026 | $2500 | Not Available |
| Mar 1, 2026 | $1500 | Not Available |
| Mar 2, 2026 | $1500 | Not Available |
| Mar 3, 2026 | $1500 | Not Available |
| Mar 4, 2026 | $1500 | Not Available |
| Mar 5, 2026 | $1500 | Not Available |