4 bedrooms
•
4 beds
•
2.5 bathrooms
•
8 guests
•
•
2000 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 169 reviews
Overall rating
Anna Maria, Florida 34216, United States
Anna Maria, Florida, United StatesThe Ugly Grouper offers a vibrant outdoor dining experience with fresh seafood and American favorites, complemented by live music and fun games. Its lively atmosphere makes it a perfect spot for a seaside getaway.
Sandbar Seafood & Spirits offers a beachfront dining experience with fresh seafood and local flavors, set against breathtaking sunset views. Enjoy toes-in-the-sand dining with a relaxed, vibrant atmosphere.
Compass Hotel Anna Maria Sound by Margaritaville offers a laid-back coastal vibe with fresh seafood and steaks at its waterfront Floridays Woodfire Grill, alongside signature Margaritaville cocktails served poolside or at the lively Compass Bar & Chill.
Skinny's Place offers classic American fare with juicy burgers and crispy fries in a casual, beachy setting. This iconic spot is known for its old-school charm and welcoming atmosphere.
Anna Maria Island Beach Cafe offers casual gulf-front dining with a diverse menu featuring all-you-can-eat pancakes and fish fry Fridays, paired with nightly live music and island-sized drinks in a fun, beachside atmosphere perfect for families and sunset lovers.
Rod and Reel Pier offers fresh seafood and classic Florida charm with stunning Tampa Bay views from its cozy, historic pier setting, creating a relaxed waterfront dining experience full of local flavor.
The Waterfront Restaurant offers stunning river views paired with a welcoming atmosphere, perfect for enjoying fresh, seasonal dishes in a relaxed setting. Its scenic location makes every meal feel like a special occasion.
The Porch Restaurant offers a fine 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.
Ginny's & Jane E's Cafe and Gift Store offers a cozy blend of delicious breakfast and lunch classics with fresh-baked pastries, all served in a charming spot filled with unique local art and quirky coastal gifts. It’s the perfect place to enjoy “Old Florida” hospitality while savoring homemade flavors.
Hurricane Hanks offers a casual dining experience with a focus on fresh seafood, burgers, and pub favorites, set in a welcoming atmosphere perfect for both locals and visitors. Its central location on Anna Maria Island makes it a great spot for meals and drinks.
Anna Maria Island Beach offers serene white sands and turquoise waters, perfect for swimming, shelling, and sunset walks. It's ideal for families and nature lovers seeking a tranquil beach experience.
Robinson Preserve offers a unique blend of nature and adventure, perfect for outdoor enthusiasts who enjoy hiking, kayaking, and wildlife watching amidst mangrove forests and scenic waterways. It's ideal for those seeking a tranquil escape with stunning views of Tampa Bay.
Discover the serene beauty and charming old-Florida vibe of Anna Maria Island, perfect for beach lovers, nature enthusiasts, and anyone seeking peaceful water adventures like kayaking or dolphin watching in crystal-clear waters.
Manatee Public Beach offers a serene escape with white sands and calm Gulf waters, perfect for families and nature lovers. Enjoy swimming, sunbathing, and spotting wildlife, making it an ideal spot for relaxation and adventure.
Fort De Soto Dog Park and Beach offers a unique spot where dogs can play and swim freely, making it perfect for pet owners who want their pets to socialize and enjoy the outdoors. It's a must-visit for dog lovers seeking a fun, relaxed beach experience.
Holmes Beach offers a perfect blend of relaxing sandy shores, fun paddleboard tours through scenic mangroves, and family-friendly beach amenities, ideal for beach lovers and adventure seekers alike. Whether you want to unwind or explore on the water, it’s a coastal escape everyone can enjoy.
De Soto National Memorial offers a serene blend of history and nature, perfect for those who enjoy outdoor activities like hiking, kayaking, and bird watching. It's ideal for nature lovers and history enthusiasts alike.
Bean Point Beach is a secluded gem offering tranquil beauty and stunning sunsets, perfect for those seeking peace and natural beauty. It's ideal for locals and visitors looking for a serene beach experience.
Palma Sola Botanical Park offers a serene escape with exotic plants, rare fruits, and beautiful gardens. Nature lovers and families will enjoy exploring its diverse trails and scenic spots.
Explore Fort De Soto Park's historic batteries and post, offering a glimpse into military history with unique seacoast mortars and interactive exhibits. 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
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 10, 2026 | $1200 | Not Available |
| Apr 11, 2026 | $700 | Not Available |
| Apr 12, 2026 | $700 | Not Available |
| Apr 13, 2026 | $700 | Available |
| Apr 14, 2026 | $700 | Not Available |
| Apr 15, 2026 | $700 | Not Available |
| Apr 16, 2026 | $700 | Not Available |
| Apr 17, 2026 | $700 | Not Available |
| Apr 18, 2026 | $700 | Not Available |
| Apr 19, 2026 | $700 | Not Available |
| Apr 20, 2026 | $700 | Not Available |
| Apr 21, 2026 | $700 | Not Available |
| Apr 22, 2026 | $700 | Not Available |
| Apr 23, 2026 | $700 | Not Available |
| Apr 24, 2026 | $675 | Available |
| Apr 25, 2026 | $675 | Not Available |
| Apr 26, 2026 | $675 | Not Available |
| Apr 27, 2026 | $700 | Not Available |
| Apr 28, 2026 | $700 | Not Available |
| Apr 29, 2026 | $700 | Not Available |
| Apr 30, 2026 | $700 | Not Available |
| May 1, 2026 | $1000 | Not Available |
| May 2, 2026 | $810 | Available |
| May 3, 2026 | $810 | Available |
| May 4, 2026 | $810 | Available |
| May 5, 2026 | $810 | Available |
| May 6, 2026 | $810 | Available |
| May 7, 2026 | $1500 | Not Available |
| May 8, 2026 | $1500 | Not Available |
| May 9, 2026 | $1500 | Not Available |
| May 10, 2026 | $810 | Available |
| May 11, 2026 | $810 | Available |
| May 12, 2026 | $810 | Available |
| May 13, 2026 | $810 | Available |
| May 14, 2026 | $810 | Available |
| May 15, 2026 | $810 | Available |
| May 16, 2026 | $810 | Available |
| May 17, 2026 | $810 | Available |
| May 18, 2026 | $810 | Available |
| May 19, 2026 | $810 | Available |
| May 20, 2026 | $810 | Available |
| May 21, 2026 | $810 | Available |
| May 22, 2026 | $1500 | Not Available |
| May 23, 2026 | $1500 | Not Available |
| May 24, 2026 | $1500 | Not Available |
| May 25, 2026 | $1080 | Available |
| May 26, 2026 | $1080 | Available |
| May 27, 2026 | $1080 | Available |
| May 28, 2026 | $1500 | Not Available |
| May 29, 2026 | $1500 | Not Available |
| May 30, 2026 | $1500 | Not Available |
| May 31, 2026 | $1080 | Available |
| Jun 1, 2026 | $1080 | Available |
| Jun 2, 2026 | $1080 | Available |
| Jun 3, 2026 | $1080 | Available |
| Jun 4, 2026 | $1080 | Available |
| Jun 5, 2026 | $1080 | Available |
| Jun 6, 2026 | $1080 | Available |
| Jun 7, 2026 | $1080 | Available |
| Jun 8, 2026 | $1080 | Available |
| Jun 9, 2026 | $1080 | Available |
| Jun 10, 2026 | $1080 | Available |
| Jun 11, 2026 | $1080 | Available |
| Jun 12, 2026 | $1080 | Not Available |
| Jun 13, 2026 | $1080 | Not Available |
| Jun 14, 2026 | $1080 | Not Available |
| Jun 15, 2026 | $1080 | Available |
| Jun 16, 2026 | $1080 | Available |
| Jun 17, 2026 | $1080 | Available |
| Jun 18, 2026 | $1080 | Available |
| Jun 19, 2026 | $1080 | Available |
| Jun 20, 2026 | $1500 | Not 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 | $1080 | Available |
| Jun 28, 2026 | $1080 | Available |
| Jun 29, 2026 | $1080 | Available |
| Jun 30, 2026 | $1080 | Available |
| Jul 1, 2026 | $1350 | Available |
| Jul 2, 2026 | $1350 | Available |
| Jul 3, 2026 | $1620 | Available |
| Jul 4, 2026 | $1620 | Available |
| Jul 5, 2026 | $1080 | Available |
| Jul 6, 2026 | $1080 | Available |
| Jul 7, 2026 | $1080 | Available |
| Jul 8, 2026 | $1080 | Available |
| Jul 9, 2026 | $1080 | Available |