4 bedrooms
•
0 beds
•
5 bathrooms
•
8 guests
•
New
•
2500 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 full bunk bed
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 king bed
Bedroom 4
1 full bunk bed
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Anna Maria, FL 34216, US
Anna Maria, FL, USNestled in historic Cortez Fishing Village, Tide Tables Restaurant and Marina serves the freshest dockside seafood with stunning Intracoastal Waterway views, dolphin sightings, and a laid-back tiki bar vibe. Dock your boat at marker 48 and savor fish tacos or grouper bites on pet-friendly picnic tables.
Nestled on Anna Maria Island's beachfront, Sandbar Seafood + Spirits serves fresh, wild-caught seafood like chargrilled octopus and grouper in a refreshed rustic-chic setting with toes-in-the-sand dining and stunning Gulf sunsets. This iconic spot blends coastal charm with vibrant flavors for unforgettable meals.[1][2][3][4][6]
Savor fresh seafood and cocktails at Beach House Waterfront Restaurant, where toes-in-the-sand dining and a 650ft Gulf of Mexico view create the ultimate beachfront sunset escape. This upscale casual gem on Anna Maria Island blends sun, fun, and sustainable flavors since 1993.
Discover The Ugly Grouper, a quirky outdoor seafood haven on Anna Maria Island, where fresh local grouper tacos and lively games meet palm-shaded seating and live music under a massive metal fish statue.[1][2][3][5]
Anna Maria Island Beach Cafe is a casual beachfront dining spot famous for its all-you-can-eat pancakes and fresh seafood, offering Gulf views, nightly live entertainment, and a laid-back island atmosphere perfect for families and sunset lovers.
Nestled on Stuart's scenic waterfront, The Waterfront delights with fresh American seafood, Asian-inspired dishes, and pub fare amid stunning river views and a vibrant, welcoming vibe. Highly rated at 4.6 stars, it's the perfect spot for casual dining with craft beers and cozy ambiance.[1]
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.
Savor Austin-style Tex Mex tacos, burgers, and seafood at Wicked Cantina Bradenton Beach, where Gulf views from the patio pair perfectly with live music, award-winning margaritas, and endless chips and salsa. Open daily for breakfast, lunch, and dinner with a vibrant, family-friendly island vibe.
Nestled on Anna Maria Island, Ginny's & Jane E's Cafe and Gift Store blends a cozy cafe with an eclectic boutique of local art, antiques, and beach treasures. Savor fresh-baked giant cinnamon rolls, hearty breakfasts, and gourmet coffee amid quirky charm that feels like a second home.[1][3][4][5]
Experience the thrill of horseback riding into the crystal-clear waters of Palma Sola Bay near Anna Maria Island, where you can swim alongside gentle rescue horses and spot dolphins, manatees, and stingrays in their natural habitat.
Bean Point offers a serene escape at Anna Maria Island's northern tip, where soft white sand meets turquoise waters with stunning views of the Sunshine Skyway Bridge and Tampa Bay—perfect for nature lovers seeking a quieter, less-crowded beach experience.
Discover De Soto National Memorial, a hidden gem blending 16th-century history with coastal nature trails, ranger-led kayak tours, birdwatching, and living history reenactments at Camp Uzita. History buffs, families, and outdoor adventurers will love this free, uncrowded Florida escape.[1][3][5]
Discover Robinson Preserve's mangrove mazes, canopy walkways, and kayak trails teeming with manatees and dolphins, all crowned by a 53-foot observation tower with sweeping Tampa Bay views. Nature lovers, families, and outdoor adventurers will love this coastal paradise.[1][2][3][8]
Discover the pristine sugar-white sands and Old Florida charm of Anna Maria Island, where you can kayak through mangroves, spot dolphins from a pier, or soar on a parasailing adventure. Beach lovers, families, and water enthusiasts will adore its serene turquoise waters and stunning sunsets.
Unwind on Anna Maria Island Beach's pristine, sugar-white sands, where calm turquoise waters invite swimming, kayaking, and dolphin spotting amid Old Florida charm. Beach lovers, families, and nature enthusiasts will adore this serene paradise for unforgettable relaxation and adventure.
Discover the pristine white sands and turquoise waters of Manatee Public Beach, where shell-hunting, volleyball, and playground fun meet lifeguard safety and family picnic spots. Ideal for energetic families and beach lovers seeking a perfect Anna Maria Island escape.
Discover the magic of Palma Sola Botanical Park, a 10-acre tropical haven with rare fruit trees like dragon fruit and lychee, fluttering butterflies, serene lakes, and vibrant gardens in a frost-free microclimate. Nature lovers, families, and plant enthusiasts will adore this free, serene escape.[1][2][3]
Discover Coquina Beach's pristine white sands, where families and couples thrill to kayaking, dolphin spotting, and manatee encounters amid safe, lifeguard-patrolled waters. Its uncrowded shores and vibrant wildlife make it Florida's ultimate relaxing paradise.
Discover Holmes Beach's pristine sands and thrilling watersports like jet skiing and paddleboarding on the Gulf, paired with family golf cart adventures and local art galleries. Beach lovers, thrill-seekers, and relaxed explorers will adore this serene Anna Maria Island gem.[1][2][5]
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 allowed with fee
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 | $1340 | Not Available |
| May 31, 2026 | $1078 | Not Available |
| Jun 1, 2026 | $1033 | Not Available |
| Jun 2, 2026 | $1029 | Not Available |
| Jun 3, 2026 | $1049 | Not Available |
| Jun 4, 2026 | $1102 | Not Available |
| Jun 5, 2026 | $1367 | Not Available |
| Jun 6, 2026 | $1484 | Not Available |
| Jun 7, 2026 | $1247 | Not Available |
| Jun 8, 2026 | $1228 | Not Available |
| Jun 9, 2026 | $1209 | Not Available |
| Jun 10, 2026 | $1226 | Not Available |
| Jun 11, 2026 | $1274 | Not Available |
| Jun 12, 2026 | $1519 | Not Available |
| Jun 13, 2026 | $1584 | Available |
| Jun 14, 2026 | $1453 | Not Available |
| Jun 15, 2026 | $1430 | Not Available |
| Jun 16, 2026 | $1477 | Not Available |
| Jun 17, 2026 | $1500 | Not Available |
| Jun 18, 2026 | $1626 | Not Available |
| Jun 19, 2026 | $1680 | Not Available |
| Jun 20, 2026 | $1627 | Not Available |
| Jun 21, 2026 | $1491 | Not Available |
| Jun 22, 2026 | $1511 | Not Available |
| Jun 23, 2026 | $1565 | Not Available |
| Jun 24, 2026 | $1578 | Not Available |
| Jun 25, 2026 | $1572 | Not Available |
| Jun 26, 2026 | $1655 | Not Available |
| Jun 27, 2026 | $1666 | Not Available |
| Jun 28, 2026 | $1506 | Not Available |
| Jun 29, 2026 | $1896 | Not Available |
| Jun 30, 2026 | $1982 | Not Available |
| Jul 1, 2026 | $2007 | Not Available |
| Jul 2, 2026 | $2058 | Not Available |
| Jul 3, 2026 | $1981 | Not Available |
| Jul 4, 2026 | $2356 | Not Available |
| Jul 5, 2026 | $1952 | Not Available |
| Jul 6, 2026 | $2230 | Not Available |
| Jul 7, 2026 | $2230 | Not Available |
| Jul 8, 2026 | $2230 | Not Available |
| Jul 9, 2026 | $2189 | Not Available |
| Jul 10, 2026 | $1450 | Available |
| Jul 11, 2026 | $1617 | Not Available |
| Jul 12, 2026 | $1434 | Not Available |
| Jul 13, 2026 | $1398 | Not Available |
| Jul 14, 2026 | $1417 | Not Available |
| Jul 15, 2026 | $1434 | Not Available |
| Jul 16, 2026 | $1443 | Not Available |
| Jul 17, 2026 | $1612 | Not Available |
| Jul 18, 2026 | $1714 | Available |
| Jul 19, 2026 | $1673 | Not Available |
| Jul 20, 2026 | $1675 | Not Available |
| Jul 21, 2026 | $1672 | Not Available |
| Jul 22, 2026 | $1682 | Not Available |
| Jul 23, 2026 | $1691 | Not Available |
| Jul 24, 2026 | $1728 | Not Available |
| Jul 25, 2026 | $2210 | Not Available |
| Jul 26, 2026 | $1713 | Not Available |
| Jul 27, 2026 | $1644 | Not Available |
| Jul 28, 2026 | $1664 | Not Available |
| Jul 29, 2026 | $1668 | Not Available |
| Jul 30, 2026 | $1682 | Not Available |
| Jul 31, 2026 | $1863 | Not Available |
| Aug 1, 2026 | $1446 | Not Available |
| Aug 2, 2026 | $1247 | Not Available |
| Aug 3, 2026 | $1201 | Not Available |
| Aug 4, 2026 | $1212 | Not Available |
| Aug 5, 2026 | $1168 | Not Available |
| Aug 6, 2026 | $1239 | Not Available |
| Aug 7, 2026 | $1406 | Not Available |
| Aug 8, 2026 | $1375 | Not Available |
| Aug 9, 2026 | $1168 | Available |
| Aug 10, 2026 | $1049 | Available |
| Aug 11, 2026 | $1028 | Available |
| Aug 12, 2026 | $1007 | Available |
| Aug 13, 2026 | $971 | Available |
| Aug 14, 2026 | $1232 | Available |
| Aug 15, 2026 | $1213 | Available |
| Aug 16, 2026 | $953 | Available |
| Aug 17, 2026 | $973 | Available |
| Aug 18, 2026 | $973 | Available |
| Aug 19, 2026 | $973 | Available |
| Aug 20, 2026 | $973 | Available |
| Aug 21, 2026 | $1185 | Available |
| Aug 22, 2026 | $1185 | Not Available |
| Aug 23, 2026 | $953 | Not Available |
| Aug 24, 2026 | $953 | Not Available |
| Aug 25, 2026 | $953 | Not Available |
| Aug 26, 2026 | $953 | Not Available |
| Aug 27, 2026 | $953 | Not Available |
| Aug 28, 2026 | $1165 | Not Available |