4 bedrooms
•
4 beds
•
5 bathrooms
•
8 guests
•
•
2530 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 143 reviews
Overall rating
Anna Maria, Florida 34216, United States
Anna Maria, Florida, United StatesThe Ugly Grouper offers a lively dining experience with American and seafood cuisine, featuring dishes like coconut fried shrimp and grouper tacos. Its outdoor seating area features live music and a fun atmosphere, perfect for a relaxed meal on Anna Maria Island.
Sandbar Seafood + Spirits offers a laid-back beachfront dining experience with fresh Gulf seafood, local organic vegetables, and a stunning sunset view, perfect for toes-in-the-sand relaxation and great drinks on Anna Maria Island.
Anna Maria Island Beach Cafe offers casual gulf-front dining with a laid-back vibe, famous for all-you-can-eat pancakes and sausage, fresh seafood platters, and island-sized drinks enjoyed alongside stunning sunsets and nightly live music. Perfect for families and beach lovers alike.
Rod and Reel Pier offers a relaxed dining experience with fresh seafood and stunning views of Tampa Bay. Its quaint, waterside setting provides an authentic Florida charm.
At Compass Hotel Anna Maria Sound, enjoy a blend of tropical fun and fine dining, with options like Floridays Woodfire Grill & Bar offering fresh seafood and Compass Bar & Chill serving signature Margaritaville drinks. The hotel's waterfront setting adds to its lively, beachy ambiance.
The Waterfront Restaurant in Anna Maria offers casual dining with fresh, locally sourced seafood and classic American flavors, all enjoyed in a relaxed old Florida waterfront setting with stunning views of Tampa Bay.
Skinny's Place is a classic beachside eatery offering giant burgers and homemade onion rings in a rustic, no-frills setting. It's a great spot for casual dining with a nostalgic Old Florida charm.
The Porch Restaurant offers a sophisticated dining experience with signature dishes, top-quality steak, and fresh fish in a historic setting. Its intimate ambiance and extensive selection of beer and wine make it a standout on Anna Maria Island.
Ginny's & Jane E's Cafe offers a cozy blend of delicious breakfast and lunch options, complemented by a unique gift store featuring local art and quirky souvenirs. The cafe embodies "Old Florida" hospitality in a charming setting.
Hurricane Hanks offers a casual, island-inspired dining experience with fresh seafood, steaks, and plant-based options. Its warm atmosphere reflects the laid-back vibe of Anna Maria Island, making it a must-visit for locals and visitors alike.
Ana Maria Island offers serene beaches and calm waters perfect for swimming and water activities. It's ideal for families and those seeking a peaceful beach getaway.
Manatee Public Beach offers a serene escape with pristine white sand and crystal-clear waters, perfect for those seeking relaxation and water activities like swimming and paddleboarding. It's ideal for families and beach lovers alike.
Anna Maria Island Beach offers serene, untouched shores perfect for relaxation and nature lovers. Its tranquil atmosphere and stunning views make it ideal for those seeking a peaceful beach experience.
Experience the charm of Holmes Beach with its picturesque beaches, volleyball courts, and playgrounds. This destination is perfect for families and sun-seekers looking for a relaxing getaway with plenty of outdoor activities.
Robinson Preserve offers a unique blend of natural beauty and outdoor adventure, perfect for nature lovers and families. Explore its scenic trails, kayak through mangrove forests, and enjoy panoramic views from observation towers.
Fort De Soto Dog Park / Beach offers a spacious, off-leash beach and fenced playground where dogs can swim, run, and socialize freely—perfect for active dog owners who want a fun, safe place for their pets to play and cool off.
Palma Sola Botanical Park offers a tranquil escape with its diverse tropical plants and scenic trails, perfect for nature lovers and families. The park's unique fruit trails and gardens make it a must-visit for anyone interested in botany and natural beauty.
De Soto National Memorial offers a blend of history and nature, perfect for those who enjoy outdoor activities like hiking and kayaking amidst scenic landscapes and historical reenactments. It's ideal for nature lovers and history enthusiasts alike.
Enjoy the serene tranquility of Bean Point Beach, a hidden gem offering stunning sunsets and peaceful surroundings perfect for nature lovers. Its secluded location makes it ideal for those seeking a quiet beach experience.
Explore Fort De Soto Park's historic batteries and military post, featuring the last surviving carriage-mounted 12-inch seacoast mortars. 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.
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 | $1250 | Not Available |
| Apr 21, 2026 | $1250 | Not Available |
| Apr 22, 2026 | $1250 | Available |
| Apr 23, 2026 | $2000 | Not Available |
| Apr 24, 2026 | $2000 | Not Available |
| Apr 25, 2026 | $2000 | Not Available |
| Apr 26, 2026 | $1305 | Not Available |
| Apr 27, 2026 | $1305 | Not Available |
| Apr 28, 2026 | $1305 | Available |
| Apr 29, 2026 | $1305 | Not Available |
| Apr 30, 2026 | $1305 | Not Available |
| May 1, 2026 | $1440 | Not Available |
| May 2, 2026 | $1440 | Not Available |
| May 3, 2026 | $1440 | Available |
| May 4, 2026 | $1440 | Available |
| May 5, 2026 | $1440 | Available |
| May 6, 2026 | $1440 | Available |
| May 7, 2026 | $1440 | Available |
| May 8, 2026 | $1440 | Available |
| May 9, 2026 | $2000 | 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 | $1530 | Available |
| May 17, 2026 | $1530 | Available |
| May 18, 2026 | $1530 | Available |
| May 19, 2026 | $1530 | Available |
| May 20, 2026 | $1530 | Available |
| May 21, 2026 | $1530 | Available |
| May 22, 2026 | $1530 | Available |
| May 23, 2026 | $2000 | Not Available |
| May 24, 2026 | $2000 | Not Available |
| May 25, 2026 | $2000 | Not Available |
| May 26, 2026 | $2000 | Not Available |
| May 27, 2026 | $1800 | Available |
| May 28, 2026 | $1800 | Not Available |
| May 29, 2026 | $1800 | 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 | Available |
| Jun 6, 2026 | $2000 | Not Available |
| Jun 7, 2026 | $2000 | Not Available |
| Jun 8, 2026 | $2000 | Not Available |
| Jun 9, 2026 | $2000 | Not Available |
| Jun 10, 2026 | $2000 | Available |
| Jun 11, 2026 | $2000 | Not Available |
| Jun 12, 2026 | $2000 | Not Available |
| Jun 13, 2026 | $2000 | 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 | Available |
| Jun 21, 2026 | $1800 | Not Available |
| Jun 22, 2026 | $1800 | Not Available |
| Jun 23, 2026 | $1800 | Not Available |
| Jun 24, 2026 | $1800 | Not Available |
| Jun 25, 2026 | $1800 | Not Available |
| Jun 26, 2026 | $1800 | Not Available |
| Jun 27, 2026 | $1800 | Not Available |
| Jun 28, 2026 | $1800 | Not Available |
| Jun 29, 2026 | $1800 | Not Available |
| Jun 30, 2026 | $1800 | Not Available |
| Jul 1, 2026 | $1800 | Available |
| Jul 2, 2026 | $2500 | Available |
| Jul 3, 2026 | $2500 | Available |
| Jul 4, 2026 | $2500 | Available |
| Jul 5, 2026 | $2500 | Available |
| Jul 6, 2026 | $2500 | 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 | $2425 | Available |
| Jul 13, 2026 | $2425 | Available |
| Jul 14, 2026 | $2425 | Available |
| Jul 15, 2026 | $2425 | Available |
| Jul 16, 2026 | $2425 | Available |
| Jul 17, 2026 | $2500 | Not Available |
| Jul 18, 2026 | $2500 | Not Available |
| Jul 19, 2026 | $2500 | Not Available |