6 bedrooms
•
0 beds
•
7 bathrooms
•
8 guests
•
New
•
4439 sq. ft.
Luxury
Elevated properties with standout design
Operated by a Wander partner
Trusted operators, vetted by Wander
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 king bed
Bedroom 4
1 king bed
Bedroom 5
1 king bed
Bedroom 6
2 twin beds
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 king bed
Bedroom 4
1 king bed
Bedroom 5
1 king bed
Bedroom 6
2 twin beds
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Anna Maria, FL 34216, US
Anna Maria, FL, USNestled on Anna Maria Island across from the beach, Wicked Cantina serves up bold Austin-style Tex Mex tacos, sizzling fajitas, and award-winning margaritas in a lively Gulf-view patio vibe with live music daily.
Nestled in historic Cortez Fishing Village, Tide Tables serves the freshest dockside seafood like blackened Corvina fish tacos amid stunning Intracoastal Waterway views, dolphin sightings, and a laid-back tiki bar vibe. Dock your boat at marker 48 and savor Old Florida charm.
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 breathtaking sunsets, rustic charm, and sustainable flavors in a refreshed coastal haven.
Nestled in Holmes Beach on Anna Maria Island, The Ugly Grouper is a lively outdoor haven for fresh seafood like crispy grouper tacos, epic frozen drinks, and live music that keeps the island vibes flowing. Play games, dine under cover, and savor the fun with family or friends.
Savor all-you-can-eat pancakes and sausage, fresh seafood platters, and juicy half-pound burgers at Anna Maria Island Beach Cafe, your gulf-front haven with casual patio dining, live music, and island-sized drinks at the bamboo beach bar.[1][2][3]
Nestled on Historic Bridge Street Pier with stunning Intracoastal Waterway views, Anna Maria Oyster Bar on the Pier serves fresh Gulf oysters nine ways, seafood favorites like grouper and shrimp, and casual Florida vibes at great value.[1][2][4]
Beach House Waterfront Restaurant is a casual waterfront dining destination on Anna Maria Island featuring fresh seafood and cocktails with stunning 650-foot Gulf of Mexico views, perfect for enjoying signature island sunsets from the climate-friendly outdoor deck or toes-in-the-sand seating.
Nestled along the serene Bayou DeSiard in a historic 1930s building, The Waterfront Grill offers upscale American and seafood dishes like grilled Black Angus steaks and Catfish DeSiard, paired with relaxing waterfront views and laid-back Louisiana charm.[1][2][4][6]
Ginny's & Jane E's is a charming cafe and boutique on Anna Maria Island that serves fresh breakfast and lunch featuring house-baked cinnamon rolls and quality ingredients, all while doubling as an eclectic gift shop filled with local art, handmade jewelry, and quirky coastal treasures that capture the laid-back island spirit.
Discover the magic of Palma Sola Botanical Park, a lush 10-acre oasis brimming with rare tropical fruits like dragon fruit and lychee, fluttering butterflies, tranquil lakes, and exotic gardens. Nature lovers, birdwatchers, and serene strollers will adore this free, frost-free haven perfect for peaceful exploration.
Discover the pristine white sands and turquoise waters of Manatee Public Beach, where shell-hunting, volleyball, playground fun, and lifeguard safety create a perfect family day out. Ideal for energetic families and groups seeking memorable Anna Maria Island adventures.[1][4][5]
Unwind on Anna Maria Island Beach's pristine white sands, where turquoise waters invite swimming, kayaking, and dolphin spotting amid stunning sunsets. Perfect for families, nature lovers, and anyone craving Old Florida's serene, adventure-filled escape.
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 and native villages. History buffs, families, and nature lovers will relish this free, uncrowded gem blending adventure and heritage.
Discover Robinson Preserve's maze of shaded boardwalks, mangrove tunnels, and serene waterways perfect for kayaking, birdwatching, or hiking to a stunning observation tower. Nature lovers, families, and adventure seekers will love this lush 600-acre Florida wildlife haven.[1][2][4][5][6]
Discover Bean Point Beach Access, Anna Maria Island's secluded northern tip where powdery white sands meet turquoise Gulf waters and stunning Sunshine Skyway Bridge views. Nature lovers and serenity seekers will cherish this uncrowded oasis, perfect for tranquil strolls and shelling.
Unleash your furry friend at Fort De Soto's exclusive off-leash dog beach—the only one in Pinellas County—where they can romp on soft white sands, splash in turquoise waters, and play in adjacent fenced parks with showers. Dog-loving adventurers and their pups will adore this pet paradise amid nature trails and wildlife.
Discover Anna Maria Island's pristine sugar-white beaches and kayak through serene mangroves teeming with wildlife, all explorable by free trolley, bike, or golf cart in this Old Florida paradise. Families, beach lovers, and adventure seekers will cherish its relaxed charm and stunning sunsets.
Discover Coquina Beach's pristine white sands, calm waters teeming with dolphins, manatees, and sea turtles, plus thrilling kayaking and shell-hunting adventures. Families and couples love its safe, wildlife-rich shores and sunset magic.[1][2][4]
Discover the thrill of watersports in Holmes Beach, from adrenaline-pumping jet skiing and kayaking over crystal-clear Gulf waters teeming with sea life, to serene paddleboarding at sunset. Adventure seekers and beach lovers will adore this vibrant playground on Anna Maria Island.[1]
PV Standard CXL Policy ($295 penalty): No refund cancellation policy within 60 days of arrival, NO $295 fee is applied (not possible) ~clb 04/26/23; Full refund given if cancelled 61+ days before arrival, less $295 fee
Pets not allowed
No smoking - fees will apply
Events not allowed
Check-in after 4:00 pm
Check-out before 10:00 am
8 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| May 30, 2026 | $1977 | Not Available |
| May 31, 2026 | $1589 | Not Available |
| Jun 1, 2026 | $1523 | Not Available |
| Jun 2, 2026 | $1518 | Not Available |
| Jun 3, 2026 | $1547 | Not Available |
| Jun 4, 2026 | $1624 | Not Available |
| Jun 5, 2026 | $2016 | Not Available |
| Jun 6, 2026 | $2015 | Not Available |
| Jun 7, 2026 | $1737 | Not Available |
| Jun 8, 2026 | $1709 | Not Available |
| Jun 9, 2026 | $1684 | Not Available |
| Jun 10, 2026 | $1708 | Not Available |
| Jun 11, 2026 | $1775 | Not Available |
| Jun 12, 2026 | $2062 | Not Available |
| Jun 13, 2026 | $2256 | Not Available |
| Jun 14, 2026 | $2032 | Not Available |
| Jun 15, 2026 | $1997 | Not Available |
| Jun 16, 2026 | $2065 | Not Available |
| Jun 17, 2026 | $2096 | Not Available |
| Jun 18, 2026 | $2122 | Not Available |
| Jun 19, 2026 | $2390 | Not Available |
| Jun 20, 2026 | $2463 | Not Available |
| Jun 21, 2026 | $2178 | Not Available |
| Jun 22, 2026 | $2210 | Not Available |
| Jun 23, 2026 | $2211 | Not Available |
| Jun 24, 2026 | $2231 | Not Available |
| Jun 25, 2026 | $2223 | Not Available |
| Jun 26, 2026 | $2506 | Not Available |
| Jun 27, 2026 | $2086 | Not Available |
| Jun 28, 2026 | $1887 | Not Available |
| Jun 29, 2026 | $2532 | Not Available |
| Jun 30, 2026 | $2535 | Not Available |
| Jul 1, 2026 | $2567 | Not Available |
| Jul 2, 2026 | $2627 | Not Available |
| Jul 3, 2026 | $2739 | Not Available |
| Jul 4, 2026 | $2561 | Not Available |
| Jul 5, 2026 | $2122 | Not Available |
| Jul 6, 2026 | $2384 | Not Available |
| Jul 7, 2026 | $2325 | Not Available |
| Jul 8, 2026 | $2302 | Not Available |
| Jul 9, 2026 | $2380 | Not Available |
| Jul 10, 2026 | $2635 | Not Available |
| Jul 11, 2026 | $1834 | Not Available |
| Jul 12, 2026 | $1726 | Available |
| Jul 13, 2026 | $1681 | Available |
| Jul 14, 2026 | $1705 | Available |
| Jul 15, 2026 | $1726 | Available |
| Jul 16, 2026 | $1736 | Available |
| Jul 17, 2026 | $1938 | Available |
| Jul 18, 2026 | $1926 | Not Available |
| Jul 19, 2026 | $1712 | Not Available |
| Jul 20, 2026 | $1721 | Not Available |
| Jul 21, 2026 | $1706 | Not Available |
| Jul 22, 2026 | $1760 | Not Available |
| Jul 23, 2026 | $1806 | Not Available |
| Jul 24, 2026 | $2002 | Not Available |
| Jul 25, 2026 | $2072 | Available |
| Jul 26, 2026 | $1834 | Not Available |
| Jul 27, 2026 | $1761 | Not Available |
| Jul 28, 2026 | $1783 | Not Available |
| Jul 29, 2026 | $1786 | Not Available |
| Jul 30, 2026 | $1803 | Not Available |
| Jul 31, 2026 | $1996 | Not Available |
| Aug 1, 2026 | $2228 | Available |
| Aug 2, 2026 | $1653 | Not Available |
| Aug 3, 2026 | $1645 | Not Available |
| Aug 4, 2026 | $1647 | Not Available |
| Aug 5, 2026 | $1639 | Not Available |
| Aug 6, 2026 | $1652 | Not Available |
| Aug 7, 2026 | $1747 | Not Available |
| Aug 8, 2026 | $1630 | Available |
| Aug 9, 2026 | $1510 | Not Available |
| Aug 10, 2026 | $1489 | Not Available |
| Aug 11, 2026 | $1478 | Not Available |
| Aug 12, 2026 | $1474 | Not Available |
| Aug 13, 2026 | $1533 | Not Available |
| Aug 14, 2026 | $1533 | Not Available |
| Aug 15, 2026 | $1329 | Available |
| Aug 16, 2026 | $1091 | Available |
| Aug 17, 2026 | $1049 | Available |
| Aug 18, 2026 | $1011 | Available |
| Aug 19, 2026 | $1039 | Available |
| Aug 20, 2026 | $1094 | Available |
| Aug 21, 2026 | $1215 | Available |
| Aug 22, 2026 | $1341 | Available |
| Aug 23, 2026 | $1148 | Available |
| Aug 24, 2026 | $1148 | Available |
| Aug 25, 2026 | $1148 | Available |
| Aug 26, 2026 | $1148 | Available |
| Aug 27, 2026 | $1091 | Available |
| Aug 28, 2026 | $1273 | Available |