5 bedrooms
•
6 beds
•
5 bathrooms
•
8 guests
•
•
2971 sq. ft.
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 king bed
Bedroom 4
1 king bed
Bunk Bedroom
1 twin bunk bed
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 king bed
Bedroom 4
1 king bed
Bunk Bedroom
1 twin bunk bed
based on 81 reviews
Overall rating
Anna Maria, Florida 34216, United States
Anna Maria, Florida, United StatesRod 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.
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.
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.
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 20, 2026 | $2500 | Not Available |
| Apr 21, 2026 | $2500 | Not Available |
| Apr 22, 2026 | $2500 | Not Available |
| Apr 23, 2026 | $2500 | Not Available |
| Apr 24, 2026 | $2500 | Not Available |
| Apr 25, 2026 | $2500 | Available |
| Apr 26, 2026 | $1700 | Not Available |
| Apr 27, 2026 | $1700 | Not Available |
| Apr 28, 2026 | $1700 | Not Available |
| Apr 29, 2026 | $1700 | Not Available |
| Apr 30, 2026 | $1700 | Not Available |
| May 1, 2026 | $2000 | Not Available |
| May 2, 2026 | $1900 | Not Available |
| May 3, 2026 | $1900 | Not Available |
| May 4, 2026 | $1900 | Not Available |
| May 5, 2026 | $1900 | Not Available |
| May 6, 2026 | $1900 | Not Available |
| May 7, 2026 | $2000 | Not Available |
| May 8, 2026 | $2100 | Not Available |
| May 9, 2026 | $2100 | Not Available |
| May 10, 2026 | $2000 | Not Available |
| May 11, 2026 | $2000 | Not Available |
| May 12, 2026 | $2000 | Not Available |
| May 13, 2026 | $2000 | Not Available |
| May 14, 2026 | $2000 | Not Available |
| May 15, 2026 | $2000 | Not Available |
| May 16, 2026 | $2000 | Not Available |
| May 17, 2026 | $2000 | Not Available |
| May 18, 2026 | $1800 | Not Available |
| May 19, 2026 | $1800 | Not Available |
| May 20, 2026 | $1800 | Not Available |
| May 21, 2026 | $2000 | Not Available |
| May 22, 2026 | $2000 | Not Available |
| May 23, 2026 | $2000 | Not Available |
| May 24, 2026 | $2000 | Not Available |
| May 25, 2026 | $1500 | Available |
| May 26, 2026 | $1500 | Available |
| May 27, 2026 | $1500 | Available |
| May 28, 2026 | $2000 | Not Available |
| May 29, 2026 | $2000 | Not Available |
| May 30, 2026 | $2000 | Not Available |
| May 31, 2026 | $2000 | Not Available |
| Jun 1, 2026 | $2000 | Not Available |
| Jun 2, 2026 | $2000 | Not Available |
| Jun 3, 2026 | $2000 | Not Available |
| Jun 4, 2026 | $2000 | Not Available |
| Jun 5, 2026 | $2000 | Not Available |
| Jun 6, 2026 | $1750 | Not Available |
| Jun 7, 2026 | $1750 | Not Available |
| Jun 8, 2026 | $1750 | Not Available |
| Jun 9, 2026 | $1750 | Not Available |
| Jun 10, 2026 | $1750 | Not Available |
| Jun 11, 2026 | $1750 | Not Available |
| Jun 12, 2026 | $1750 | Not Available |
| Jun 13, 2026 | $1750 | Not Available |
| Jun 14, 2026 | $2000 | Not Available |
| Jun 15, 2026 | $2000 | Not Available |
| Jun 16, 2026 | $2000 | Not Available |
| Jun 17, 2026 | $2000 | Not Available |
| Jun 18, 2026 | $2000 | Not Available |
| Jun 19, 2026 | $2000 | Not Available |
| Jun 20, 2026 | $2000 | Not Available |
| Jun 21, 2026 | $2000 | Not Available |
| Jun 22, 2026 | $2000 | Not Available |
| Jun 23, 2026 | $2000 | Not Available |
| Jun 24, 2026 | $2000 | Not Available |
| Jun 25, 2026 | $2000 | Not Available |
| Jun 26, 2026 | $2000 | Not Available |
| Jun 27, 2026 | $2000 | Available |
| Jun 28, 2026 | $2000 | Available |
| Jun 29, 2026 | $2000 | Not Available |
| Jun 30, 2026 | $2000 | Not Available |
| Jul 1, 2026 | $2500 | Not Available |
| Jul 2, 2026 | $2500 | Not Available |
| Jul 3, 2026 | $2500 | Not Available |
| Jul 4, 2026 | $2500 | Not Available |
| Jul 5, 2026 | $2500 | Not Available |
| Jul 6, 2026 | $2500 | Not Available |
| Jul 7, 2026 | $2500 | Not Available |
| Jul 8, 2026 | $2500 | Not Available |
| Jul 9, 2026 | $2500 | Not Available |
| Jul 10, 2026 | $2500 | Not Available |
| Jul 11, 2026 | $2500 | Not Available |
| Jul 12, 2026 | $2500 | Not Available |
| Jul 13, 2026 | $2500 | Not Available |
| Jul 14, 2026 | $2500 | Not Available |
| Jul 15, 2026 | $2500 | Not Available |
| Jul 16, 2026 | $2500 | Not Available |
| Jul 17, 2026 | $2500 | Not Available |
| Jul 18, 2026 | $2500 | Not Available |
| Jul 19, 2026 | $2250 | Available |