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16 guests
8 beds
7 bathrooms
16 guests
7 bedrooms
8 beds
7 bathrooms
3233 sq. ft.
Wander Anna Maria Island is a sophisticated coastal retreat just a two-minute walk from the beach.

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Check-in after 4:00pm • Check-out before 10:00am • Pets not allowed
Cancel within 24 hours for a full refund.
Arrive to five star cleaning • No chores at checkout • Just lock up and go
Wander is the best of both worlds. The quality of a luxury hotel with the comfort of a private vacation home just for you and your guests.
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 king bed
Bedroom 4
1 king bed
Bedroom 5
2 full bunk beds
Bedroom 6
1 king bed
Bedroom 7
1 king bed
Immerse yourself in the laid-back elegance of Anna Maria Island, where turquoise Gulf waters and sugar-white sands create a timeless coastal escape. Relax at nearby Anna Maria Island Beach or Manatee Public Beach, explore the scenic trails of Robinson Preserve, and end the day with fresh local seafood at Tide Tables Restaurant and Marina.
Compass Hotel Anna Maria Sound features multiple dining venues including Compass Bar & Chill, which serves signature Margaritaville cocktails and casual fare in a laid-back tropical setting, plus Floridays Woodfire Grill & Bar, an upscale waterfront restaurant specializing in expertly grilled seafood with creative cocktails and island-inspired cuisine.
Nestled in one of Anna Maria Island's historic founding homes, The Porch Restaurant delivers scratch-made delights like top-quality steaks, fresh Gulf fish, and seasonal entrées in a charming porch setting blending southern heritage with refined casual dining.
Nestled on Anna Maria Island, The Ugly Grouper is a lively outdoor haven for fresh seafood like crispy grouper tacos, epic frozen drinks, fun games, and live music that keeps the island vibes flowing. Perfect for casual lunches or dinners under the Florida sun.
Savor fresh Gulf-to-table seafood like chargrilled octopus and grouper at Sandbar Seafood + Spirits, Anna Maria Island's iconic beachfront gem. Dine toes-in-the-sand with mesmerizing sunsets, rustic charm, and a laid-back vibe perfect for unforgettable coastal meals.
Beach House Waterfront Restaurant offers upscale casual American and seafood dining with unobstructed Gulf of Mexico views from its beachfront location on Anna Maria Island, featuring a covered deck and outdoor bar perfect for sunset dining and special occasions.
Ginny's & Jane E's is a charming Anna Maria Island cafe and boutique hybrid serving fresh breakfast and lunch classics alongside an in-house bakery famous for its monster cinnamon rolls, all wrapped in quirky coastal decor and local art that captures the laid-back island lifestyle.
Savor all-you-can-eat pancakes and sausage or fresh Gulf seafood at Anna Maria Island Beach Cafe, where casual beachfront patio dining meets stunning sunsets, live music, and island-sized drinks at the bamboo bar.[1][2][3][4]
Wicked Cantina is an Austin-style Tex-Mex restaurant on Anna Maria Island serving hand-made tacos, enchiladas, and burgers with Gulf views and live music daily. Known for its award-winning house margaritas, friendly service, and vibrant island atmosphere, it's a favorite spot for casual dining with ample parking and a full liquor bar.
I need to clarify which Waterfront Restaurant you're referring to, as the search results show two distinct establishments: Waterfront Grill & Gathering in Winchester, Kentucky, and The Waterfront Restaurant on Anna Maria Island, Florida. For **Waterfront Grill & Gathering (Winchester, KY)**: Savor locally sourced burgers and fresh-caught fare on a sprawling riverside deck with live weekend music, where community and quality dining meet in a welcoming bar and grill atmosphere. For **The Waterfront Restaurant (Anna Maria Island, FL)**: Escape to old Florida charm with fresh classic American seafood, steaks, and salads served in a beautifully decorated waterfront setting featuring an open-air bar with stunning water views. Which location would you like me to focus on?
Discover the pristine white sands and turquoise waters of Manatee Public Beach, where shell-hunting, volleyball, playground fun, and lifeguard safety create endless family adventures. Ideal for energetic families and groups seeking a perfect Anna Maria Island beach day.[1][4][6]
Discover the secluded northern tip of Anna Maria Island at Bean Point Beach Access, where powdery white sands meet turquoise Gulf waters and stunning views of the Sunshine Skyway Bridge unfold. Perfect for serenity seekers, nature lovers, and sunset chasers who relish uncrowded tranquility.
Discover Anna Maria Island's pristine sugar-white beaches and kayak through serene mangroves teeming with wildlife, all explorable by bike or free trolley in old Florida charm. Beach lovers, families, and adventure seekers will adore this uncrowded paradise.
Fort De Soto Park offers the only off-leash dog beach in Pinellas County, where pups can splash and run freely along a quarter-mile of pristine white sand before cooling off at the fenced Paw Playground with doggie showers. Perfect for dog lovers seeking a unique beach experience combined with hiking, kayaking, and historic exploration.
Unwind on Anna Maria Island Beach's powdery white sands, where cool sugar grains meet turquoise waves perfect for sunset gazing and serene strolls. Families, nature lovers, and relaxation seekers will adore its pristine, uncrowded Old Florida charm.
Discover the thrill of watersports in Holmes Beach, from jet skiing across the Gulf's clear waves to serene paddleboarding and kayaking with chances to spot sea life. Adrenaline seekers and nature lovers will love this ultimate beach playground on Anna Maria Island.[1]
Discover De Soto National Memorial, where ranger-led kayak tours glide through coastal ecosystems, living history reenactments bring 16th-century explorers to life, and easy trails reveal bird-filled shores. History buffs, families, and nature lovers will relish this free, immersive Florida gem.[1][3][7]
Discover Coquina Beach's pristine white sands, where families and couples thrill to kayaking amid leaping dolphins, manatees, and sea turtles, all in lifeguard-patrolled calm waters perfect for shell hunting and sunset magic.[1][2][4]
Discover the serene 10-acre Palma Sola Botanical Park, a frost-free oasis bursting with rare tropical fruits, exotic palms, butterflies, and tranquil lakes perfect for quiet strolls. Nature lovers, photographers, and families seeking free, peaceful exploration will adore this hidden Bradenton gem.[1][2][3][6]
Discover Robinson Preserve's treetop Canopy Zone adventures with rope bridges, climbing nets, and slides, plus panoramic observation towers and kayak launches amid mangroves teeming with wildlife. Families, hikers, bikers, and nature lovers will love this coastal paradise.[1][2][3][4]
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Here are some things which you should know before booking Wander Anna Maria Island
Check-in: after 4:00 pm
Check-out: before 10:00 am
16 guests maximum
Pets not allowed
No smoking - fees will apply
Events require approval
Cancel within 24 hours for a full refund.
Check-in: after 4:00 pm
Check-out: before 10:00 am
16 guests maximum
Pets not allowed
No smoking - fees will apply
Events require approval
This home follows a strict maximum occupancy rule. Please make sure that the total number of guests accompanying you (including both children and adults) doesn't exceed the indicated maximum occupancy above to avoid cancellation of your stay and additional fees.
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Feb 28, 2026 | $1440 | Not Available |
| Mar 1, 2026 | $1266 | Not Available |
| Mar 2, 2026 | $1266 | Not Available |
| Mar 3, 2026 | $1266 | Not Available |
| Mar 4, 2026 | $1266 | Not Available |
| Mar 5, 2026 | $1266 | Not Available |
| Mar 6, 2026 | $1559 | Not Available |
| Mar 7, 2026 | $2327 | Not Available |
| Mar 8, 2026 | $1886 | Not Available |
| Mar 9, 2026 | $1682 | Not Available |
| Mar 10, 2026 | $1640 | Not Available |
| Mar 11, 2026 | $1775 | Not Available |
| Mar 12, 2026 | $1788 | Not Available |
| Mar 13, 2026 | $2095 | Not Available |
| Mar 14, 2026 | $2464 | Not Available |
| Mar 15, 2026 | $2657 | Not Available |
| Mar 16, 2026 | $3037 | Not Available |
| Mar 17, 2026 | $3254 | Not Available |
| Mar 18, 2026 | $3298 | Not Available |
| Mar 19, 2026 | $2734 | Not Available |
| Mar 20, 2026 | $2404 | Not Available |
| Mar 21, 2026 | $1921 | Not Available |
| Mar 22, 2026 | $1771 | Not Available |
| Mar 23, 2026 | $1797 | Not Available |
| Mar 24, 2026 | $1779 | Not Available |
| Mar 25, 2026 | $1720 | Not Available |
| Mar 26, 2026 | $1712 | Not Available |
| Mar 27, 2026 | $1856 | Not Available |
| Mar 28, 2026 | $3301 | Not Available |
| Mar 29, 2026 | $3052 | Not Available |
| Mar 30, 2026 | $3854 | Not Available |
| Mar 31, 2026 | $3796 | Not Available |
| Apr 1, 2026 | $4140 | Not Available |
| Apr 2, 2026 | $4208 | Not Available |
| Apr 3, 2026 | $3604 | Not Available |
| Apr 4, 2026 | $3553 | Not Available |
| Apr 5, 2026 | $3544 | Not Available |
| Apr 6, 2026 | $3958 | Not Available |
| Apr 7, 2026 | $3711 | Not Available |
| Apr 8, 2026 | $3720 | Not Available |
| Apr 9, 2026 | $3682 | Not Available |
| Apr 10, 2026 | $3632 | Not Available |
| Apr 11, 2026 | $1897 | Not Available |
| Apr 12, 2026 | $1757 | Not Available |
| Apr 13, 2026 | $1659 | Not Available |
| Apr 14, 2026 | $1651 | Not Available |
| Apr 15, 2026 | $1718 | Not Available |
| Apr 16, 2026 | $1942 | Not Available |
| Apr 17, 2026 | $2081 | Not Available |
| Apr 18, 2026 | $2135 | Not Available |
| Apr 19, 2026 | $1973 | Not Available |
| Apr 20, 2026 | $2069 | Not Available |
| Apr 21, 2026 | $1984 | Not Available |
| Apr 22, 2026 | $2065 | Not Available |
| Apr 23, 2026 | $2108 | Not Available |
| Apr 24, 2026 | $1986 | Not Available |
| Apr 25, 2026 | $2141 | Available |
| Apr 26, 2026 | $1954 | Available |
| Apr 27, 2026 | $1806 | Available |
| Apr 28, 2026 | $1718 | Available |
| Apr 29, 2026 | $1793 | Available |
| Apr 30, 2026 | $1972 | Available |
| May 1, 2026 | $1820 | Available |
| May 2, 2026 | $2268 | Available |
| May 3, 2026 | $2045 | Available |
| May 4, 2026 | $2037 | Available |
| May 5, 2026 | $1538 | Available |
| May 6, 2026 | $1577 | Available |
| May 7, 2026 | $1679 | Available |
| May 8, 2026 | $1757 | Not Available |
| May 9, 2026 | $1749 | Not Available |
| May 10, 2026 | $1686 | Not Available |
| May 11, 2026 | $1539 | Not Available |
| May 12, 2026 | $1468 | Not Available |
| May 13, 2026 | $1514 | Available |
| May 14, 2026 | $1658 | Available |
| May 15, 2026 | $1714 | Available |
| May 16, 2026 | $2159 | Available |
| May 17, 2026 | $1975 | Available |
| May 18, 2026 | $1901 | Available |
| May 19, 2026 | $1855 | Available |
| May 20, 2026 | $1931 | Available |
| May 21, 2026 | $2452 | Available |
| May 22, 2026 | $2453 | Available |
| May 23, 2026 | $2558 | Not Available |
| May 24, 2026 | $2647 | Not Available |
| May 25, 2026 | $2587 | Not Available |
| May 26, 2026 | $2543 | Not Available |
| May 27, 2026 | $2149 | Not Available |
| May 28, 2026 | $2263 | Not Available |
| May 29, 2026 | $2506 | Not Available |