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8 guests
7 beds
6.5 bathrooms
8 guests
6 bedrooms
7 beds
6.5 bathrooms
3574 sq. ft.
Wander Anna Maria Keys is an exclusive coastal estate just a short walk to Anna Maria Beach, featuring a private pool with hot tub, private dock, rooftop deck with Gulf views, outdoor kitchen and BBQ, private movie room, putting green, elevator access, golf cart and beach bikes, and seamless indoor-outdoor luxury designed for elevated island living.

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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
2 twin beds, 2 queen beds
Bedroom 4
1 king bed
Bedroom 5
1 king bed
Bedroom 6
1 king bed
Located in the heart of Anna Maria Island, this home is steps from Pine Avenue’s boutiques and dining and a five-minute walk to the beach. Enjoy boating from your private dock, island trolley access, sunset strolls along the Gulf, and the relaxed charm of this premier waterfront community.
Savor fresh seafood and cocktails at Beach House Waterfront Restaurant, where toes-in-the-sand dining and a 650ft Gulf of Mexico view create unforgettable sunsets on Anna Maria Island's pristine beachfront.
Anna Maria Island Beach Cafe is a casual beachfront dining spot famous for its all-you-can-eat pancakes and fresh seafood, where you can enjoy Gulf views, nightly live music, and tropical cocktails at the Bamboo Beach Bar.
Savor fresh, wild-caught seafood like chargrilled octopus and grouper at Sandbar Seafood + Spirits, Anna Maria Island's iconic beachfront gem. Dine toes-in-the-sand with stunning Gulf sunsets and a relaxed Old Florida vibe.[1][2][4]
Escape to old Florida at The Waterfront Restaurant on Anna Maria Island, where fresh classic American seafood, salads, and steaks shine with natural flavors amid stunning water views and a laid-back tropical vibe. Bring your own catch—they'll cook it to perfection.[1]
Savor woodfire-grilled seafood and signature Margaritaville cocktails at Floridays, the waterfront restaurant at Compass Hotel Anna Maria Sound. This laid-back bayside gem captures island paradise with breezy vibes and stunning marina views.
Nestled on Historic Bridge Street Pier with stunning Intracoastal Waterway views, Anna Maria Oyster Bar on the Pier serves fresh oysters nine ways, seafood classics like coconut shrimp, and casual Florida vibes—perfect for boaters and beachgoers alike.
Dive into fresh grouper tacos and burgers at The Ugly Grouper, a laid-back Anna Maria Island hotspot under its iconic 3000-pound metal fish sculpture. Enjoy live music, family games, and vibrant outdoor vibes that keep locals and visitors hooked.
Savor Austin-style Tex Mex tacos, enchiladas, and award-winning margaritas at Wicked Cantina Bradenton Beach, where fresh, in-house dishes meet Gulf views, live music on the patio, and island vibes. Open daily for breakfast, lunch, and dinner with ample parking and unbeatable happy hour.
Nestled on Anna Maria Island, Ginny's & Jane E's Cafe and Gift Store blends quirky charm with fresh breakfasts, gourmet sandwiches, decadent bakery treats like giant cinnamon rolls, and an eclectic boutique of local art and beachy treasures.[1][2][4]
Nestled in historic Cortez Fishing Village, Tide Tables serves the freshest dockside seafood like grouper bites and fish tacos amid stunning Intracoastal Waterway views, dolphin sightings, and a laid-back marina vibe. Relax at picnic tables or the tiki bar on Tide Tables time.
Discover Anna Maria Island's pristine sugar-white beaches and kayak through serene mangroves teeming with wildlife, all explorable by bike, golf cart, or free trolley. Beach lovers, families, and adventure seekers will adore this Old Florida gem's relaxed charm and stunning sunsets.
Bean Point offers a serene escape at Anna Maria Island's northern tip, where soft white sand meets crystal-clear turquoise waters with stunning views of the Sunshine Skyway Bridge and Tampa Bay—perfect for nature lovers and photographers seeking a quieter, less crowded beach experience.
Discover Coquina Beach's pristine white sands, where calm waters invite safe swims, kayaking, and dolphin spotting amid abundant wildlife like manatees and sea turtles. Families and couples love its shaded trails, shelling shores, and stunning sunsets for unforgettable relaxation.[1][3][5]
Discover the magic of Palma Sola Botanical Park, a 10-acre frost-free oasis bursting with rare tropical fruits like dragon fruit and lychee, butterflies, birds, and serene lakes along shaded trails. Nature lovers, gardeners, and families seeking a peaceful escape will adore this hidden Bradenton gem.
Manatee Public Beach is a family-friendly Gulf destination featuring pristine white sand, calm turquoise waters, and excellent amenities like lifeguards, volleyball courts, and playgrounds that appeal to everyone from sunbathers to active adventurers seeking a full day of beach fun.
Unwind on the powdery white sands of Anna Maria Island Beach, where cool sugar-fine grains meet turquoise waves perfect for sunset gazing and dolphin spotting. Families, beach lovers, and nature seekers will adore this pristine Old Florida paradise.[5][3][2]
Step back in time at De Soto National Memorial, where ranger-led kayak tours glide through coastal ecosystems, living history reenactments bring 16th-century explorers to life, and short trails reveal bird-filled shores—all free and uncrowded. History buffs, families, and nature lovers will relish this hidden Florida gem blending adventure and heritage.[1][2][3][5]
Experience a unique equestrian adventure where you ride rescue horses into the pristine waters of Palma Sola Bay, spotting dolphins and manatees while enjoying thrilling swims with your horse—perfect for families and animal lovers seeking an unforgettable Florida bucket-list experience.
Discover the thrill of watersports like jet skiing and paddleboarding on Holmes Beach's pristine Gulf waters, where you might spot manatees and sea life while soaking up island vibes. Adrenaline seekers and beach-loving families will love this serene Anna Maria Island gem.[1][2][3]
Discover Robinson Preserve's thrilling Canopy Zone, where families crawl, climb rope bridges, and slide through treetops for bird's-eye wildlife views, paired with kayak adventures through mangrove tunnels to spot dolphins and manatees. Perfect for nature-loving kids, adventurers, and outdoor enthusiasts seeking Florida's wild beauty.[1][2][3]
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Here are some things which you should know before booking Wander Anna Maria Keys
Check-in: after 4:00 pm
Check-out: before 10:00 am
8 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
8 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 | $1215 | Not Available |
| Mar 1, 2026 | $1083 | Not Available |
| Mar 2, 2026 | $1083 | Not Available |
| Mar 3, 2026 | $1083 | Not Available |
| Mar 4, 2026 | $1083 | Not Available |
| Mar 5, 2026 | $1083 | Not Available |
| Mar 6, 2026 | $1184 | Not Available |
| Mar 7, 2026 | $2181 | Not Available |
| Mar 8, 2026 | $1684 | Not Available |
| Mar 9, 2026 | $1501 | Not Available |
| Mar 10, 2026 | $1464 | Not Available |
| Mar 11, 2026 | $1584 | Not Available |
| Mar 12, 2026 | $1597 | Not Available |
| Mar 13, 2026 | $1964 | Not Available |
| Mar 14, 2026 | $3247 | Not Available |
| Mar 15, 2026 | $3001 | Not Available |
| Mar 16, 2026 | $3429 | Not Available |
| Mar 17, 2026 | $3675 | Not Available |
| Mar 18, 2026 | $3724 | Not Available |
| Mar 19, 2026 | $3431 | Not Available |
| Mar 20, 2026 | $3168 | Not Available |
| Mar 21, 2026 | $1801 | Not Available |
| Mar 22, 2026 | $1582 | Not Available |
| Mar 23, 2026 | $1605 | Not Available |
| Mar 24, 2026 | $1588 | Not Available |
| Mar 25, 2026 | $1536 | Not Available |
| Mar 26, 2026 | $1529 | Not Available |
| Mar 27, 2026 | $1741 | Not Available |
| Mar 28, 2026 | $3095 | Not Available |
| Mar 29, 2026 | $2724 | Not Available |
| Mar 30, 2026 | $3441 | Not Available |
| Mar 31, 2026 | $3388 | Not Available |
| Apr 1, 2026 | $3696 | Not Available |
| Apr 2, 2026 | $3757 | Not Available |
| Apr 3, 2026 | $3231 | Not Available |
| Apr 4, 2026 | $3323 | Not Available |
| Apr 5, 2026 | $3135 | Not Available |
| Apr 6, 2026 | $4016 | Not Available |
| Apr 7, 2026 | $3699 | Not Available |
| Apr 8, 2026 | $3729 | Not Available |
| Apr 9, 2026 | $3601 | Not Available |
| Apr 10, 2026 | $3604 | Not Available |
| Apr 11, 2026 | $1778 | Available |
| Apr 12, 2026 | $1569 | Available |
| Apr 13, 2026 | $1538 | Available |
| Apr 14, 2026 | $1541 | Available |
| Apr 15, 2026 | $1556 | Available |
| Apr 16, 2026 | $1734 | Available |
| Apr 17, 2026 | $1951 | Available |
| Apr 18, 2026 | $2002 | Available |
| Apr 19, 2026 | $1761 | Available |
| Apr 20, 2026 | $1848 | Available |
| Apr 21, 2026 | $1772 | Available |
| Apr 22, 2026 | $1844 | Available |
| Apr 23, 2026 | $1882 | Available |
| Apr 24, 2026 | $1862 | Available |
| Apr 25, 2026 | $1824 | Available |
| Apr 26, 2026 | $1586 | Available |
| Apr 27, 2026 | $1466 | Available |
| Apr 28, 2026 | $1394 | Available |
| Apr 29, 2026 | $1455 | Available |
| Apr 30, 2026 | $1600 | Not Available |
| May 1, 2026 | $1706 | Not Available |
| May 2, 2026 | $1682 | Not Available |
| May 3, 2026 | $1453 | Not Available |
| May 4, 2026 | $1396 | Not Available |
| May 5, 2026 | $1373 | Not Available |
| May 6, 2026 | $1408 | Not Available |
| May 7, 2026 | $1499 | Not Available |
| May 8, 2026 | $1647 | Not Available |
| May 9, 2026 | $1640 | Not Available |
| May 10, 2026 | $1506 | Not Available |
| May 11, 2026 | $1374 | Not Available |
| May 12, 2026 | $1311 | Not Available |
| May 13, 2026 | $1352 | Not Available |
| May 14, 2026 | $1332 | Not Available |
| May 15, 2026 | $1446 | Not Available |
| May 16, 2026 | $1687 | Not Available |
| May 17, 2026 | $1469 | Not Available |
| May 18, 2026 | $1415 | Not Available |
| May 19, 2026 | $1380 | Not Available |
| May 20, 2026 | $1436 | Not Available |
| May 21, 2026 | $1714 | Not Available |
| May 22, 2026 | $1864 | Not Available |
| May 23, 2026 | $2423 | Not Available |
| May 24, 2026 | $2423 | Not Available |
| May 25, 2026 | $2310 | Not Available |
| May 26, 2026 | $2270 | Not Available |
| May 27, 2026 | $1919 | Not Available |
| May 28, 2026 | $1554 | Available |
| May 29, 2026 | $1989 | Available |