Luxury
Elevated properties with standout design
Operated by a Wander partner
Trusted operators, vetted by Wander
Anna Maria, Florida 34216, US
Anna Maria, Florida, USThe Ugly Grouper offers a lively dining experience with fresh seafood, live music, and outdoor seating, perfect for enjoying American and seafood cuisine in a relaxed atmosphere. Its fun games and full bar add to the charm.
Sandbar Seafood & Spirits offers a beachfront dining experience with fresh seafood and local cuisine, set against breathtaking sunset views. Enjoy toes-in-the-sand dining with a relaxed, vibrant atmosphere.
Anna Maria Island Beach Cafe offers casual Gulf-front dining with stunning beach views, famous for its all-you-can-eat pancakes and sausage, fresh seafood, and lively nightly entertainment at the Bamboo Beach Bar. Perfect for families and locals alike to enjoy great food, island-sized drinks, and sunsets by the sand.
Enjoy a blend of tropical charm and coastal cuisine at Compass Hotel Anna Maria Sound, where signature Margaritaville drinks and fresh seafood await. The hotel's waterfront setting offers a relaxed, breezy atmosphere perfect for unwinding.
The Waterfront Restaurant offers a premier dining experience with breathtaking views of San Francisco Bay, serving the city's finest seafood in a converted longshoreman's bar. Its unique ambiance and exceptional cuisine make it a favorite among locals and visitors alike.
Rod and Reel Pier offers a quintessential Florida dining experience with fresh seafood, stunning views of Tampa Bay, and a cozy, old-Florida charm. Its relaxed atmosphere and reasonable prices make it a local favorite.
Skinny's Place is a classic beachside eatery offering juicy burgers, crispy fries, and cold beers in a laid-back, Old Florida atmosphere. It's a casual spot perfect for a quick bite or a relaxed evening with family.
Hurricane Hanks offers a casual, island-inspired dining experience with a focus on fresh seafood and classic pub fare. Its laid-back atmosphere and delicious meals make it a beloved spot for locals and visitors alike.
The Porch Restaurant offers a sophisticated dining experience with top-quality steak, fresh fish, and seasonal entrées, all within a charming historic home setting. Its intimate atmosphere and extensive wine selection make it a sought-after spot on Anna Maria Island.
Ginny's & Jane E's Cafe offers a blend of delicious breakfast and lunch options with a unique gift store featuring local art and quirky souvenirs. The cafe embodies "Old Florida" hospitality in a charming setting.
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.
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 and crystal-clear waters perfect for swimming and paddleboarding. It's ideal for families and those seeking a relaxing coastal getaway.
Anna Maria Island Beach offers a peaceful escape with warm, clear waters and soft white sands perfect for swimming, shelling, and dolphin watching. Ideal for nature lovers and anyone seeking serene sunsets away from the crowds.
Enjoy a fun-filled day at Fort De Soto Dog Park/Beach, where dogs can play and swim freely, making it a haven for pet owners. This unique spot offers a relaxed atmosphere perfect for socializing pets.
Robinson Preserve offers a unique blend of outdoor activities, including hiking, kayaking, and biking, set amidst stunning mangrove forests and scenic waterways. It's perfect for nature lovers and families seeking adventure and relaxation in a beautiful natural setting.
Experience the serene beauty of Holmes Beach by relaxing on its sandy shores, enjoying volleyball and picnic areas, or exploring the waters with paddleboard tours. This beach is perfect for families and those seeking a laid-back Florida getaway.
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 outdoor adventurers alike will enjoy panoramic Gulf views and immersive exhibits on coastal defense.
Bean Point Beach offers a secluded getaway with tranquil surroundings 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 is a haven for nature lovers, featuring exotic plants, rare fruits, and serene gardens. It's perfect for families and those seeking a peaceful outdoor experience.
Manatee Beach Park offers a serene escape with activities like swimming, paddleboarding, and beach volleyball, perfect for families and beach lovers. Its tranquil setting and variety of outdoor activities make it a great spot for relaxation and adventure.
Free cancellation up to 14 days before check-in. 50% refund up to 7 days before. No refund after that.
Pets allowed with fee
No smoking - fees will apply
Events allowed
Check-in after 4:00 pm
Check-out before 10:00 am
8 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Jun 2, 2026 | $2600 | Available |
| Jun 3, 2026 | $2600 | Not Available |
| Jun 4, 2026 | $2600 | Not Available |
| Jun 5, 2026 | $3454 | Not Available |
| Jun 6, 2026 | $3414 | Not Available |
| Jun 7, 2026 | $2600 | Not Available |
| Jun 8, 2026 | $2500 | Not Available |
| Jun 9, 2026 | $2500 | Available |
| Jun 10, 2026 | $2500 | Not Available |
| Jun 11, 2026 | $2500 | Not Available |
| Jun 12, 2026 | $2500 | Not Available |
| Jun 13, 2026 | $2500 | Not Available |
| Jun 14, 2026 | $2500 | Not Available |
| Jun 15, 2026 | $2500 | Not Available |
| Jun 16, 2026 | $2500 | Available |
| Jun 17, 2026 | $2500 | Available |
| Jun 18, 2026 | $2500 | Available |
| Jun 19, 2026 | $2500 | Available |
| Jun 20, 2026 | $2500 | Not Available |
| Jun 21, 2026 | $3413 | Not Available |
| Jun 22, 2026 | $3513 | Not Available |
| Jun 23, 2026 | $3273 | Not Available |
| Jun 24, 2026 | $3320 | Not Available |
| Jun 25, 2026 | $3347 | Not Available |
| Jun 26, 2026 | $4899 | Not Available |
| Jun 27, 2026 | $4954 | Not Available |
| Jun 28, 2026 | $2500 | Not Available |
| Jun 29, 2026 | $2500 | Available |
| Jun 30, 2026 | $2500 | Available |
| Jul 1, 2026 | $2500 | Available |
| Jul 2, 2026 | $2500 | Available |
| Jul 3, 2026 | $2500 | Available |
| Jul 4, 2026 | $6464 | Not Available |
| Jul 5, 2026 | $5243 | Not Available |
| Jul 6, 2026 | $4183 | Not Available |
| Jul 7, 2026 | $3812 | Not Available |
| Jul 8, 2026 | $3781 | Not Available |
| Jul 9, 2026 | $2800 | Available |
| Jul 10, 2026 | $2800 | Available |
| Jul 11, 2026 | $2800 | Available |
| Jul 12, 2026 | $2800 | Available |
| Jul 13, 2026 | $2800 | Available |
| Jul 14, 2026 | $2800 | Not Available |
| Jul 15, 2026 | $2800 | Not Available |
| Jul 16, 2026 | $3702 | Not Available |
| Jul 17, 2026 | $5226 | Not Available |
| Jul 18, 2026 | $5226 | Not Available |
| Jul 19, 2026 | $4033 | Not Available |
| Jul 20, 2026 | $4018 | Not Available |
| Jul 21, 2026 | $3720 | Not Available |
| Jul 22, 2026 | $3760 | Not Available |
| Jul 23, 2026 | $3784 | Not Available |
| Jul 24, 2026 | $5279 | Not Available |
| Jul 25, 2026 | $5255 | Not Available |
| Jul 26, 2026 | $4074 | Not Available |
| Jul 27, 2026 | $4089 | Not Available |
| Jul 28, 2026 | $3793 | Not Available |
| Jul 29, 2026 | $3803 | Not Available |
| Jul 30, 2026 | $3799 | Not Available |
| Jul 31, 2026 | $5280 | Not Available |
| Aug 1, 2026 | $4293 | Not Available |
| Aug 2, 2026 | $3036 | Not Available |
| Aug 3, 2026 | $2950 | Not Available |
| Aug 4, 2026 | $2600 | Not Available |
| Aug 5, 2026 | $2600 | Not Available |
| Aug 6, 2026 | $2600 | Not Available |
| Aug 7, 2026 | $3754 | Not Available |
| Aug 8, 2026 | $3684 | Not Available |
| Aug 9, 2026 | $2600 | Not Available |
| Aug 10, 2026 | $2600 | Available |
| Aug 11, 2026 | $2600 | Available |
| Aug 12, 2026 | $2600 | Available |
| Aug 13, 2026 | $2600 | Not Available |
| Aug 14, 2026 | $3329 | Not Available |
| Aug 15, 2026 | $3315 | Not Available |
| Aug 16, 2026 | $2600 | Not Available |
| Aug 17, 2026 | $2600 | Not Available |
| Aug 18, 2026 | $2600 | Not Available |
| Aug 19, 2026 | $2600 | Available |
| Aug 20, 2026 | $2600 | Available |
| Aug 21, 2026 | $3258 | Available |
| Aug 22, 2026 | $3291 | Available |
| Aug 23, 2026 | $2600 | Available |
| Aug 24, 2026 | $2600 | Available |
| Aug 25, 2026 | $2600 | Available |
| Aug 26, 2026 | $2600 | Available |
| Aug 27, 2026 | $2600 | Available |
| Aug 28, 2026 | $3444 | Available |
| Aug 29, 2026 | $3481 | Available |
| Aug 30, 2026 | $2600 | Available |
| Aug 31, 2026 | $2600 | Available |