4 bedrooms
•
4 beds
•
4 bathrooms
•
8 guests
•
2500 sq. ft.

Saved to wishlist
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 196 reviews
Overall rating
Anna Maria, Florida 34216, United States
Anna Maria, Florida, United StatesThe Ugly Grouper offers a laid-back 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 perfect spot for a casual, enjoyable meal.
Sandbar Seafood + Spirits offers a unique toes-in-the-sand dining experience with fresh seafood and local flavors, set against breathtaking Gulf of Mexico sunsets. Enjoy casual, waterfront dining with a relaxed atmosphere perfect for families and romantic evenings.
Beach House Waterfront Restaurant offers a blend of American and seafood cuisine with stunning Gulf views and toes-in-the-sand dining. Enjoy beautiful sunsets from the climate-friendly outdoor deck in a relaxed, environmentally conscious setting.
The Waterfront Restaurant offers breathtaking views and exceptional dining, often featuring fresh seafood and a cozy, inviting atmosphere. Its unique location makes it perfect for both casual meals and special occasions.
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 "Island Size" drinks at the Bamboo Beach Bar.
Experience the laid-back charm of Compass Hotel Anna Maria Sound by Margaritaville, where you can enjoy fresh seafood and signature Margaritaville drinks in a breezy, coastal setting. The hotel features on-site dining options like Floridays Woodfire Grill & Bar and Compass Bar & Chill.
Rod and Reel Pier offers a relaxed dining experience with fresh seafood and stunning views of Tampa Bay. Its quaint, old Florida charm is enhanced by its unique pier setting.
The Kokonut Hut offers a beachside dining experience with American, seafood, and bar cuisine, complemented by live music and stunning island views. Enjoy cocktails and relaxed beach vibes in this dog-friendly tiki bar setting.
Wicked Cantina offers Austin-style Tex-Mex and American classics with a modern vibe, featuring a full liquor bar and stunning Gulf views. Enjoy live music and delicious meals in a family-friendly setting.
Ginny's & Jane E's Cafe and Gift Store is a charming Anna Maria Island favorite, blending a cozy bakery and café with hearty breakfast classics like waffles and creme brûlée French toast, alongside a quirky gift shop filled with local art and unique souvenirs. It’s known for friendly service in an eclectic atmosphere that feels like Old Florida.
Manatee Public Beach offers a serene escape with pristine white sands and crystal-clear waters perfect for swimming, paddleboarding, and spotting dolphins. It's ideal for families and those seeking relaxation and recreation in a beautiful coastal setting.
Explore the serene waters of Anna Maria Island by paddleboarding or kayaking, perfect for nature lovers and beginners alike. Enjoy the peaceful scenery and discover local wildlife in this tranquil setting.
Anna Maria Island Beach offers serene shores with warm waters, perfect for snorkeling and sunset walks. It's ideal for those seeking a tranquil beach experience with opportunities for bird watching and dolphin spotting.
Holmes Beach offers a serene escape with its beautiful beaches and vibrant activities like paddleboarding and boat tours. It's perfect for those seeking relaxation and adventure in a picturesque Florida setting.
Fort De Soto Dog Park and Beach offers a unique experience where dogs can play off-leash on the beach, making it perfect for dog owners and families. The park also features fenced areas and amenities for a fun day out.
De Soto National Memorial offers a blend of history and nature, perfect for those who enjoy outdoor activities like kayaking, bird watching, and hiking, while also exploring the rich historical significance of the area. Nature lovers and history enthusiasts alike will find something special here.
Robinson Preserve offers a perfect blend of outdoor adventure with scenic hiking trails, kayaking through mangrove forests, and peaceful picnic spots—ideal for nature lovers and families seeking active fun in a stunning natural setting.
Bean Point Beach offers a secluded getaway with stunning sunsets and tranquil waters, ideal for those seeking a peaceful retreat. Locals and nature lovers alike enjoy its serene atmosphere and picturesque views.
Palma Sola Botanical Park offers a serene escape with exotic plants, rare fruit trails, and beautiful gardens, perfect for nature lovers and families. It's a free, accessible haven for those seeking tranquility and botanical discovery.
Coquina Beach offers a spacious, family-friendly escape with white sands perfect for sunbathing, shell hunting, and dolphin spotting, plus safe swimming and scenic nature trails for outdoor lovers. Ideal for beachgoers seeking relaxation and adventure 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
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 |
|---|---|---|
| Mar 21, 2026 | $1700 | Not Available |
| Mar 22, 2026 | $1700 | Not Available |
| Mar 23, 2026 | $1700 | Not Available |
| Mar 24, 2026 | $1700 | Not Available |
| Mar 25, 2026 | $1700 | Not Available |
| Mar 26, 2026 | $1700 | Not Available |
| Mar 27, 2026 | $1400 | Not Available |
| Mar 28, 2026 | $1400 | Not Available |
| Mar 29, 2026 | $1700 | Not Available |
| Mar 30, 2026 | $1700 | Not Available |
| Mar 31, 2026 | $1700 | Not Available |
| Apr 1, 2026 | $1600 | Not Available |
| Apr 2, 2026 | $1600 | Not Available |
| Apr 3, 2026 | $1600 | Not Available |
| Apr 4, 2026 | $1600 | Not Available |
| Apr 5, 2026 | $1600 | Not Available |
| Apr 6, 2026 | $1400 | Available |
| Apr 7, 2026 | $1400 | Not Available |
| Apr 8, 2026 | $1400 | Not Available |
| Apr 9, 2026 | $1400 | Not Available |
| Apr 10, 2026 | $1500 | Not Available |
| Apr 11, 2026 | $1500 | Not Available |
| Apr 12, 2026 | $1400 | Not Available |
| Apr 13, 2026 | $1400 | Not Available |
| Apr 14, 2026 | $1400 | Not Available |
| Apr 15, 2026 | $1400 | Not Available |
| Apr 16, 2026 | $1400 | Not Available |
| Apr 17, 2026 | $1500 | Not Available |
| Apr 18, 2026 | $1500 | Not Available |
| Apr 19, 2026 | $1400 | Not Available |
| Apr 20, 2026 | $1400 | Not Available |
| Apr 21, 2026 | $1400 | Not Available |
| Apr 22, 2026 | $1400 | Not Available |
| Apr 23, 2026 | $1400 | Not Available |
| Apr 24, 2026 | $1500 | Not Available |
| Apr 25, 2026 | $1500 | Not Available |
| Apr 26, 2026 | $1400 | Not Available |
| Apr 27, 2026 | $1400 | Not Available |
| Apr 28, 2026 | $1400 | Not Available |
| Apr 29, 2026 | $1350 | Not Available |
| Apr 30, 2026 | $1400 | Not Available |
| May 1, 2026 | $1500 | Not Available |
| May 2, 2026 | $1500 | Not Available |
| May 3, 2026 | $1350 | Not Available |
| May 4, 2026 | $1500 | Available |
| May 5, 2026 | $1500 | Not Available |
| May 6, 2026 | $1500 | Not Available |
| May 7, 2026 | $1500 | Not Available |
| May 8, 2026 | $1500 | Not Available |
| May 9, 2026 | $1250 | Available |
| May 10, 2026 | $1250 | Available |
| May 11, 2026 | $1250 | Available |
| May 12, 2026 | $1250 | Available |
| May 13, 2026 | $1500 | Not Available |
| May 14, 2026 | $1500 | Not Available |
| May 15, 2026 | $1500 | Not Available |
| May 16, 2026 | $1500 | Not Available |
| May 17, 2026 | $1250 | Available |
| May 18, 2026 | $1250 | Available |
| May 19, 2026 | $1250 | Available |
| May 20, 2026 | $1600 | Not Available |
| May 21, 2026 | $1600 | Not Available |
| May 22, 2026 | $1600 | Not Available |
| May 23, 2026 | $1600 | Not Available |
| May 24, 2026 | $1600 | Not Available |
| May 25, 2026 | $1600 | Not Available |
| May 26, 2026 | $1600 | Not Available |
| May 27, 2026 | $1250 | Available |
| May 28, 2026 | $1250 | Available |
| May 29, 2026 | $1500 | Not Available |
| May 30, 2026 | $1500 | Not Available |
| May 31, 2026 | $1500 | Not Available |
| Jun 1, 2026 | $1600 | Not Available |
| Jun 2, 2026 | $1600 | Not Available |
| Jun 3, 2026 | $1500 | Not Available |
| Jun 4, 2026 | $1500 | Not Available |
| Jun 5, 2026 | $1500 | Not Available |
| Jun 6, 2026 | $1600 | Not Available |
| Jun 7, 2026 | $1600 | Not Available |
| Jun 8, 2026 | $1600 | Not Available |
| Jun 9, 2026 | $1600 | Not Available |
| Jun 10, 2026 | $1600 | Not Available |
| Jun 11, 2026 | $1600 | Not Available |
| Jun 12, 2026 | $1600 | Not Available |
| Jun 13, 2026 | $1600 | Not Available |
| Jun 14, 2026 | $1600 | Not Available |
| Jun 15, 2026 | $1600 | Not Available |
| Jun 16, 2026 | $1600 | Not Available |
| Jun 17, 2026 | $1600 | Not Available |
| Jun 18, 2026 | $1600 | Not Available |
| Jun 19, 2026 | $1600 | Not Available |