5 bedrooms
•
0 beds
•
4 bathrooms
•
12 guests
•
New
•
2310 sq. ft.
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 twin bunk bed, 1 full bunk bed
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 king bed
Bedroom 4
1 king bed
Bedroom 5
1 twin bunk bed, 1 full bunk bed
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Anna Maria, FL 34216, US
Anna Maria, FL, USDiscover Toasted Mango Cafe, where award-winning waffles, mango-infused French toast with homemade butter, and fresh seafood Benedicts shine in a family-friendly beach vibe. Savor gluten-free favorites and old-school hospitality that delights all ages.[2][4][7]
Discover Skinny's Place, an Old Florida icon since 1952 in Holmes Beach, serving juicy burgers, frosted mug beers, and beachy vibes right across from Manatee Public Beach. This rustic family-run gem captures timeless island charm with fresh patties and casual outdoor seating.
Dive into fresh grouper tacos and seafood at The Ugly Grouper, Anna Maria Island's lively outdoor hotspot with live music, fun games like cornhole, and epic frozen drinks under a giant metal fish statue. Perfect for family merriment in island vibes.[1][2][3][6]
Nestled on the Ocoee Riverside straddling Tennessee and Georgia, The Waterfront Bar & Restaurant blends traditional Sicilian cooking with Southern flair, craft cocktails, and stunning waterfront views for indoor and outdoor dining.[1][2]
Nestled on Anna Maria Island's beachfront, Sandbar Seafood + Spirits delivers fresh wild-caught seafood like chargrilled octopus and grouper amidst toes-in-the-sand dining and mesmerizing Gulf sunsets. This iconic spot blends coastal charm with a refreshed vibe for unforgettable waterfront meals.
Savor all-you-can-eat pancakes and fresh gulf seafood at Anna Maria Island Beach Cafe, where casual beachfront patio dining meets stunning sunsets, live music, and island-sized drinks right on Holmes Beach.[1][2][3]
Nestled in a beautifully restored historic Florida cottage on Anna Maria Island, The Porch Restaurant serves fresh, made-from-scratch dishes like prime ribeye, glazed salmon, and coastal seafood in a cozy blend of island charm and elevated flavor. Perfect for casual lunches or memorable dinners on the inviting porch.
Discover the pristine white sands and turquoise waters of Manatee Public Beach, where shell-hunting, volleyball, playground fun, and family picnics meet lifeguard safety and easy trolley access. Families and active beach lovers will adore this Anna Maria Island gem for endless sunny adventures.
Discover Anna Maria Island's pristine sugar-white beaches and Old Florida charm by biking scenic paths, kayaking mangroves, or fishing from historic piers with stunning bay views. Beach lovers, families, and adventure seekers will adore this relaxed paradise.[1][2][3][5]
Unwind on Anna Maria Island Beach's powdery white sands, where cool sugar grains meet turquoise waves perfect for shelling, sunset gazing, and dolphin spotting. Families, romantics, and beach lovers will cherish this Old Florida paradise's serene, uncrowded charm.
Unleash your furry friend at Fort De Soto's exclusive off-leash dog beach—one of Florida's best, with soft white sands, Caribbean-blue waters, and adjacent fenced playgrounds for splashing and play. Dog lovers and their pups will adore this pet paradise amid nature trails and wildlife.
Bean Point is a serene, undiscovered gem at Anna Maria Island's northern tip, offering pristine white sand and turquoise waters with stunning views of the Sunshine Skyway Bridge—perfect for travelers seeking a peaceful escape from crowded beaches without sacrificing natural beauty.
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 compact Florida gem blending adventure and heritage.[1][3][5]
Holmes Beach is a charming coastal destination on Anna Maria Island perfect for beach lovers and adventure seekers, offering three miles of sandy shores, water sports, dolphin tours, fishing charters, and unique shopping and dining experiences in a relaxed, friendly atmosphere.
Explore the historic Fort De Soto Park Batteries and Military Post, home to the last surviving carriage-mounted 12-inch seacoast mortars in the continental U.S., built in 1898 to guard Tampa Bay. History buffs and military enthusiasts will love wandering these National Register-listed ruins amid stunning coastal scenery.[1][9]
Discover the magic of Palma Sola Botanical Park, a serene 10-acre oasis bursting with rare tropical fruits like dragon fruit and lychee, fluttering butterflies, and tranquil lakes along shell paths. Nature lovers, photographers, and families seeking peaceful exploration will adore this free Bradenton 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
12 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| May 28, 2026 | $862 | Available |
| May 29, 2026 | $1040 | Available |
| May 30, 2026 | $1430 | Not Available |
| May 31, 2026 | $1153 | Not Available |
| Jun 1, 2026 | $1115 | Not Available |
| Jun 2, 2026 | $1111 | Not Available |
| Jun 3, 2026 | $1133 | Not Available |
| Jun 4, 2026 | $1178 | Not Available |
| Jun 5, 2026 | $1572 | Not Available |
| Jun 6, 2026 | $1669 | Not Available |
| Jun 7, 2026 | $1427 | Not Available |
| Jun 8, 2026 | $1380 | Not Available |
| Jun 9, 2026 | $1360 | Not Available |
| Jun 10, 2026 | $1378 | Not Available |
| Jun 11, 2026 | $1433 | Not Available |
| Jun 12, 2026 | $1798 | Not Available |
| Jun 13, 2026 | $1239 | Available |
| Jun 14, 2026 | $1428 | Not Available |
| Jun 15, 2026 | $1402 | Not Available |
| Jun 16, 2026 | $1450 | Not Available |
| Jun 17, 2026 | $1412 | Not Available |
| Jun 18, 2026 | $1488 | Not Available |
| Jun 19, 2026 | $1678 | Available |
| Jun 20, 2026 | $1607 | Available |
| Jun 21, 2026 | $1351 | Available |
| Jun 22, 2026 | $1380 | Available |
| Jun 23, 2026 | $1382 | Available |
| Jun 24, 2026 | $1383 | Available |
| Jun 25, 2026 | $1418 | Available |
| Jun 26, 2026 | $1525 | Not Available |
| Jun 27, 2026 | $1593 | Not Available |
| Jun 28, 2026 | $1439 | Not Available |
| Jun 29, 2026 | $1418 | Not Available |
| Jun 30, 2026 | $1428 | Not Available |
| Jul 1, 2026 | $1507 | Not Available |
| Jul 2, 2026 | $1659 | Not Available |
| Jul 3, 2026 | $1942 | Not Available |
| Jul 4, 2026 | $1867 | Not Available |
| Jul 5, 2026 | $1556 | Not Available |
| Jul 6, 2026 | $1202 | Available |
| Jul 7, 2026 | $1163 | Available |
| Jul 8, 2026 | $1160 | Available |
| Jul 9, 2026 | $1191 | Available |
| Jul 10, 2026 | $1317 | Available |
| Jul 11, 2026 | $1501 | Not Available |
| Jul 12, 2026 | $1325 | Not Available |
| Jul 13, 2026 | $1323 | Not Available |
| Jul 14, 2026 | $1318 | Not Available |
| Jul 15, 2026 | $1325 | Not Available |
| Jul 16, 2026 | $1333 | Not Available |
| Jul 17, 2026 | $1504 | Not Available |
| Jul 18, 2026 | $1413 | Not Available |
| Jul 19, 2026 | $1254 | Not Available |
| Jul 20, 2026 | $1270 | Not Available |
| Jul 21, 2026 | $1250 | Not Available |
| Jul 22, 2026 | $1277 | Not Available |
| Jul 23, 2026 | $1324 | Not Available |
| Jul 24, 2026 | $1449 | Not Available |
| Jul 25, 2026 | $1367 | Not Available |
| Jul 26, 2026 | $1210 | Not Available |
| Jul 27, 2026 | $1162 | Not Available |
| Jul 28, 2026 | $1176 | Not Available |
| Jul 29, 2026 | $1187 | Not Available |
| Jul 30, 2026 | $1189 | Not Available |
| Jul 31, 2026 | $1316 | Not Available |
| Aug 1, 2026 | $1448 | Not Available |
| Aug 2, 2026 | $1255 | Not Available |
| Aug 3, 2026 | $1225 | Not Available |
| Aug 4, 2026 | $1202 | Not Available |
| Aug 5, 2026 | $1170 | Not Available |
| Aug 6, 2026 | $1001 | Available |
| Aug 7, 2026 | $1422 | Not Available |
| Aug 8, 2026 | $1313 | Not Available |
| Aug 9, 2026 | $1182 | Not Available |
| Aug 10, 2026 | $984 | Not Available |
| Aug 11, 2026 | $922 | Not Available |
| Aug 12, 2026 | $903 | Not Available |
| Aug 13, 2026 | $912 | Not Available |
| Aug 14, 2026 | $989 | Available |
| Aug 15, 2026 | $1001 | Available |
| Aug 16, 2026 | $859 | Available |
| Aug 17, 2026 | $830 | Available |
| Aug 18, 2026 | $800 | Available |
| Aug 19, 2026 | $822 | Available |
| Aug 20, 2026 | $865 | Available |
| Aug 21, 2026 | $916 | Available |
| Aug 22, 2026 | $901 | Available |
| Aug 23, 2026 | $741 | Available |
| Aug 24, 2026 | $699 | Available |
| Aug 25, 2026 | $679 | Available |
| Aug 26, 2026 | $682 | Available |