4 bedrooms
•
4 beds
•
4 bathrooms
•
8 guests
•
•
2002 sq. ft.
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 king bed
Bedroom 4
1 king bed
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 king bed
Bedroom 4
1 king bed
based on 147 reviews
Overall rating
Anna Maria, Florida 34216, United States
Anna Maria, Florida, United StatesThe Ugly Grouper offers a lively dining experience with fresh seafood, American favorites, and a vibrant atmosphere featuring live music and outdoor seating. Enjoy a relaxed meal amidst a fun, laid-back setting on Anna Maria Island.
Anna Maria Island Beach Cafe offers casual dining with stunning Gulf views, featuring all-you-can-eat pancakes and Friday fish fries. Enjoy live music and beach activities alongside delicious meals.
Sandbar Seafood + Spirits offers fresh Gulf-to-table seafood and local organic dishes in a relaxed beachfront setting where you can dine with your toes in the sand while enjoying breathtaking sunsets over the Gulf of Mexico. Perfect for casual meals, sunset cocktails, and soaking up Old Florida charm.
The Waterfront Restaurant offers a blend of fresh seafood and upscale dining with stunning views. Its welcoming atmosphere and diverse menu make it a perfect spot for both casual and special occasions.
Compass Hotel Anna Maria Sound offers a vibrant dining experience with Floridays Woodfire Grill & Bar, serving fresh seafood in a casual waterfront setting, and Compass Bar & Chill, featuring signature Margaritaville drinks. The hotel's tropical ambiance complements its delicious cuisine.
Rod and Reel Pier offers a charming, laid-back dining experience perched over Tampa Bay, serving fresh seafood and casual fare with stunning water views and a glimpse of local fishing life. Its cozy atmosphere and historic pier setting make it a beloved spot on Anna Maria Island.
Ginny's & Jane E's Cafe offers a blend of delicious breakfast and lunch options, complemented by a unique gift store filled with local art and quirky souvenirs. This charming spot embodies the warm hospitality of "Old Florida" in a historic setting.
Skinny's Place is a classic beachside eatery offering juicy burgers and crispy fries in a casual, Old Florida setting. It's a rustic spot perfect for a laid-back meal near the beach.
The Porch Restaurant offers a sophisticated 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 for special occasions.
Hurricane Hanks offers a casual, island-style dining experience with a focus on fresh seafood and classic American fare. The restaurant provides a laid-back atmosphere perfect for enjoying great food and drinks in the heart of Holmes Beach.
Explore Anna Maria Island's serene beaches and tranquil waters, perfect for swimming and water activities. Nature lovers and families will enjoy the island's peaceful atmosphere and diverse wildlife.
Manatee Public Beach offers a serene escape with pristine white sand, calm Gulf waters, and activities like swimming and paddleboarding. It's perfect for families and those seeking relaxation and recreation in a beautiful coastal setting.
Experience the serene beauty of Holmes Beach, where you can relax on sandy shores, enjoy water sports, and soak up the Florida sun. It's perfect for families and beach lovers seeking a tranquil getaway.
Anna Maria Island Beach offers serene white sands and clear, warm Gulf waters perfect for swimming, shelling, and dolphin watching, making it ideal for families, nature lovers, and anyone seeking a peaceful beach escape. Its tranquil vibe and stunning sunsets create unforgettable moments.
Explore Robinson Preserve, a 600-acre haven offering hiking, kayaking, and bird-watching amidst mangroves and scenic waterways. Nature lovers and outdoor enthusiasts will delight in its diverse ecosystems and panoramic views.
Fort De Soto Dog Park and Beach offers a unique experience for pet owners, allowing dogs to play and swim freely in a designated beach area. It's perfect for those seeking a fun, social outing with their furry friends.
De Soto National Memorial offers a blend of history and nature, perfect for those who enjoy hiking, kayaking, and exploring historical sites. It's ideal for families and nature enthusiasts seeking a mix of adventure and educational experiences.
Bean Point Beach is a secluded gem on Anna Maria Island, offering serene views and tranquil waters perfect for those seeking a peaceful escape. Locals and nature lovers alike enjoy its stunning sunsets and pristine sand.
Palma Sola Botanical Park offers a peaceful stroll through lush gardens featuring rare tropical fruits, vibrant butterfly habitats, and themed plant collections—perfect for nature lovers, families, and anyone seeking a serene outdoor escape.
Explore historic Fort De Soto Park, featuring the last four surviving 12-inch seacoast mortars in the continental U.S. and offering a glimpse into military history and stunning Gulf views. This site is perfect for history buffs and nature lovers alike.
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.
Cancel within 24 hours for a full refund.
Pets allowed with fee
No smoking - fees will apply
Events require approval
Check-in after 4:00 pm
Check-out before 10:00 am
8 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Apr 17, 2026 | $1500 | Not Available |
| Apr 18, 2026 | $1500 | Not Available |
| Apr 19, 2026 | $1100 | Not Available |
| Apr 20, 2026 | $1100 | Not Available |
| Apr 21, 2026 | $1100 | Not Available |
| Apr 22, 2026 | $1100 | Not Available |
| Apr 23, 2026 | $1100 | Not Available |
| Apr 24, 2026 | $1100 | Not Available |
| Apr 25, 2026 | $720 | Available |
| Apr 26, 2026 | $720 | Available |
| Apr 27, 2026 | $720 | Available |
| Apr 28, 2026 | $1000 | Not Available |
| Apr 29, 2026 | $1000 | Not Available |
| Apr 30, 2026 | $1000 | Not Available |
| May 1, 2026 | $1300 | Not Available |
| May 2, 2026 | $1300 | Not Available |
| May 3, 2026 | $855 | Available |
| May 4, 2026 | $855 | Available |
| May 5, 2026 | $855 | Available |
| May 6, 2026 | $855 | Available |
| May 7, 2026 | $855 | Not Available |
| May 8, 2026 | $855 | Not Available |
| May 9, 2026 | $855 | Not Available |
| May 10, 2026 | $855 | Not Available |
| May 11, 2026 | $855 | Not Available |
| May 12, 2026 | $855 | Available |
| May 13, 2026 | $855 | Available |
| May 14, 2026 | $855 | Available |
| May 15, 2026 | $855 | Available |
| May 16, 2026 | $855 | Available |
| May 17, 2026 | $855 | Available |
| May 18, 2026 | $855 | Available |
| May 19, 2026 | $855 | Available |
| May 20, 2026 | $855 | Available |
| May 21, 2026 | $855 | Available |
| May 22, 2026 | $1300 | Not Available |
| May 23, 2026 | $1300 | Not Available |
| May 24, 2026 | $1300 | Not Available |
| May 25, 2026 | $1300 | Not Available |
| May 26, 2026 | $1300 | Not Available |
| May 27, 2026 | $1300 | Not Available |
| May 28, 2026 | $1300 | Not Available |
| May 29, 2026 | $1300 | Not Available |
| May 30, 2026 | $1170 | Available |
| May 31, 2026 | $1300 | Available |
| Jun 1, 2026 | $1350 | Available |
| Jun 2, 2026 | $1350 | Available |
| Jun 3, 2026 | $1350 | Available |
| Jun 4, 2026 | $1350 | Available |
| Jun 5, 2026 | $1350 | Available |
| Jun 6, 2026 | $1350 | Available |
| Jun 7, 2026 | $1350 | Available |
| Jun 8, 2026 | $1350 | Available |
| Jun 9, 2026 | $1350 | Available |
| Jun 10, 2026 | $1350 | Available |
| Jun 11, 2026 | $1350 | Available |
| Jun 12, 2026 | $1500 | Not Available |
| Jun 13, 2026 | $1500 | Not Available |
| Jun 14, 2026 | $1500 | Not Available |
| Jun 15, 2026 | $1500 | Not Available |
| Jun 16, 2026 | $1500 | Not Available |
| Jun 17, 2026 | $1500 | Not Available |
| Jun 18, 2026 | $1500 | Not Available |
| Jun 19, 2026 | $1350 | Available |
| Jun 20, 2026 | $1350 | Available |
| Jun 21, 2026 | $1500 | Not Available |
| Jun 22, 2026 | $1500 | Not Available |
| Jun 23, 2026 | $1500 | Not Available |
| Jun 24, 2026 | $1500 | Not Available |
| Jun 25, 2026 | $1500 | Not Available |
| Jun 26, 2026 | $1500 | Not Available |
| Jun 27, 2026 | $1500 | Not Available |
| Jun 28, 2026 | $1500 | Not Available |
| Jun 29, 2026 | $1500 | Not Available |
| Jun 30, 2026 | $1500 | Not Available |
| Jul 1, 2026 | $1500 | Not Available |
| Jul 2, 2026 | $1500 | Not Available |
| Jul 3, 2026 | $1800 | Available |
| Jul 4, 2026 | $1800 | Available |
| Jul 5, 2026 | $1500 | Not Available |
| Jul 6, 2026 | $1500 | Not Available |
| Jul 7, 2026 | $1500 | Not Available |
| Jul 8, 2026 | $1500 | Not Available |
| Jul 9, 2026 | $1500 | Not Available |
| Jul 10, 2026 | $1500 | Not Available |
| Jul 11, 2026 | $1500 | Not Available |
| Jul 12, 2026 | $1500 | Not Available |
| Jul 13, 2026 | $1500 | Not Available |
| Jul 14, 2026 | $1500 | Not Available |
| Jul 15, 2026 | $1500 | Not Available |
| Jul 16, 2026 | $1500 | Available |