5 bedrooms
•
5 beds
•
4.5 bathrooms
•
8 guests
•
3125 sq. ft.

Saved to wishlist
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 king bed
Bedroom 5
1 twin bed, 1 full bed
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 king bed
Bedroom 5
1 twin bed, 1 full bed
Anna Maria, FL 34216, US
Anna Maria, FL, USSavor fresh seafood and cocktails at Beach House Waterfront Restaurant, where toes-in-the-sand dining meets stunning Gulf of Mexico views and legendary Anna Maria Island sunsets from the climate-friendly outdoor deck.
The Ugly Grouper is a laid-back outdoor restaurant on Anna Maria Island serving fresh local seafood, especially grouper tacos, with live music nightly, games, and a fun island vibe that draws both locals and tourists to its iconic metal grouper statue.
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 from the bamboo bar.[1][2][3]
Savor fresh Gulf seafood, woodfire-grilled steaks, and island-inspired bites at Floridays Woodfire Grill & Bar, the Compass Hotel's casual waterfront gem. Relax in a laid-back Florida vibe with stunning bay views, tropical cocktails, and friendly bayside charm.[1][2][3]
Nestled on Anna Maria Island's beachfront, Sandbar Seafood + Spirits serves fresh, wild-caught seafood like chargrilled octopus and grouper amid breathtaking Gulf sunsets and toes-in-the-sand dining. Recently renovated with a refreshed menu and rustic oceanfront vibe, it's Old Florida charm at its finest.
Nestled on Anna Maria Island's waterfront, The Waterfront Restaurant serves fresh American seafood with Caribbean flair amid relaxed sunset views and live music. Savor classic dishes and cocktails at this no-reservations gem, perfect for brunch or dinner by the bay.
Nestled in historic Cortez Fishing Village on the Intracoastal Waterway, Tide Tables Restaurant and Marina serves ultra-fresh seafood cut daily from the docks, alongside burgers and tacos, with stunning waterfront views, dolphin sightings, and dockside docking.[1][3][4]
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 eclectic local art in a cozy, eclectic space.[1][2][4]
Nestled across from Bradenton Beach, Wicked Cantina serves up bold Austin-style Tex Mex tacos, burgers, and seafood with Gulf views from its lively patio. Savor award-winning house margaritas during happy hour amid live music and island vibes.
Nestled on Historic Bridge Street Pier with panoramic Intracoastal Waterway views, Anna Maria Oyster Bar on the Pier serves fresh oysters nine ways, seafood classics like coconut shrimp, and laid-back Florida vibes—perfect for boaters and beachgoers alike.
Holmes Beach on Anna Maria Island is a charming coastal destination offering three miles of sandy beaches, vibrant watersports like kayaking and jet skiing, local art galleries, and unique shopping experiences—perfect for families, adventure seekers, and anyone craving a relaxing Florida getaway with plenty to explore.
Discover the magic of Palma Sola Botanical Park, a lush 10-acre haven with rare fruit trees like dragon fruit and lychee, fluttering butterflies, and serene lakes along shell paths. Nature lovers, photographers, and families seeking peaceful exploration will adore this free tropical gem.[1][2][5]
Discover Coquina Beach's pristine white sands, calm waters teeming with dolphins, manatees, and seashells, perfect for kayaking, volleyball, or family picnics under lifeguard watch. Nature lovers, couples, and families will adore this serene Anna Maria Island gem.[1][3][5]
Gallop along Bradenton's stunning beaches and into Palma Sola Bay on gentle rescue horses, swimming with them amid dolphins, manatees, and stingrays for a magical, once-in-a-lifetime adventure. Perfect for families, beginners, or animal lovers seeking unforgettable Florida thrills.
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. Nature lovers and serenity seekers will cherish this tranquil, uncrowded paradise reached via tree-lined paths.
Step back in time at De Soto National Memorial, where ranger-led kayak tours glide through coastal ecosystems, living history reenactments at Camp Uzita bring 16th-century explorers to life, and short trails reveal bird-filled shores. History buffs, families, and nature lovers will relish this free, uncrowded gem blending adventure and heritage.[1][3][5]
Discover the pristine white sands and gentle turquoise waves of Manatee Public Beach, where lifeguards ensure safety amid playgrounds, volleyball courts, and wildlife trails. Families, active groups, and beach lovers will relish this amenity-packed paradise on Anna Maria Island.[1][2][6]
Unwind on Anna Maria Island Beach's pristine, sugar-white sands, where you can kayak through mangroves spotting dolphins and sea turtles or simply bask in legendary sunsets. Beach lovers, families, and water adventurers will cherish this Old Florida paradise.
Discover Anna Maria Island's pristine beaches and kayak through serene mangroves teeming with wildlife, blending old Florida charm with thrilling water adventures. Perfect for families, nature lovers, and anyone craving a laid-back beach escape.
Robinson Preserve is a sprawling 670-acre coastal sanctuary offering over 7 miles of trails for hiking and biking, plus scenic kayak routes through mangrove forests where you might spot dolphins and manatees—perfect for families, nature lovers, and outdoor enthusiasts seeking a full day of adventure.
Cancel within 24 hours for a full refund.
Pets not allowed
No smoking - fees will apply
Events require approval
Check-in after 4:00 pm
Check-out before 10:00 am
8 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Apr 14, 2026 | $683 | Not Available |
| Apr 15, 2026 | $705 | Not Available |
| Apr 16, 2026 | $837 | Not Available |
| Apr 17, 2026 | $955 | Available |
| Apr 18, 2026 | $967 | Not Available |
| Apr 19, 2026 | $835 | Not Available |
| Apr 20, 2026 | $868 | Not Available |
| Apr 21, 2026 | $813 | Not Available |
| Apr 22, 2026 | $824 | Available |
| Apr 23, 2026 | $885 | Available |
| Apr 24, 2026 | $884 | Available |
| Apr 25, 2026 | $908 | Not Available |
| Apr 26, 2026 | $746 | Not Available |
| Apr 27, 2026 | $706 | Not Available |
| Apr 28, 2026 | $673 | Not Available |
| Apr 29, 2026 | $736 | Not Available |
| Apr 30, 2026 | $792 | Not Available |
| May 1, 2026 | $928 | Not Available |
| May 2, 2026 | $920 | Not Available |
| May 3, 2026 | $729 | Not Available |
| May 4, 2026 | $708 | Not Available |
| May 5, 2026 | $684 | Not Available |
| May 6, 2026 | $714 | Not Available |
| May 7, 2026 | $769 | Not Available |
| May 8, 2026 | $916 | Not Available |
| May 9, 2026 | $919 | Not Available |
| May 10, 2026 | $769 | Not Available |
| May 11, 2026 | $560 | Available |
| May 12, 2026 | $682 | Not Available |
| May 13, 2026 | $711 | Not Available |
| May 14, 2026 | $781 | Not Available |
| May 15, 2026 | $969 | Not Available |
| May 16, 2026 | $1066 | Not Available |
| May 17, 2026 | $968 | Available |
| May 18, 2026 | $927 | Not Available |
| May 19, 2026 | $917 | Not Available |
| May 20, 2026 | $931 | Not Available |
| May 21, 2026 | $1074 | Not Available |
| May 22, 2026 | $1468 | Not Available |
| May 23, 2026 | $1486 | Not Available |
| May 24, 2026 | $1499 | Not Available |
| May 25, 2026 | $1437 | Not Available |
| May 26, 2026 | $1260 | Not Available |
| May 27, 2026 | $1263 | Not Available |
| May 28, 2026 | $1179 | Not Available |
| May 29, 2026 | $1245 | Not Available |
| May 30, 2026 | $1319 | Not Available |
| May 31, 2026 | $1224 | Available |
| Jun 1, 2026 | $1167 | Available |
| Jun 2, 2026 | $1183 | Available |
| Jun 3, 2026 | $1241 | Not Available |
| Jun 4, 2026 | $1293 | Not Available |
| Jun 5, 2026 | $1344 | Not Available |
| Jun 6, 2026 | $1386 | Not Available |
| Jun 7, 2026 | $1300 | Not Available |
| Jun 8, 2026 | $1233 | Not Available |
| Jun 9, 2026 | $1245 | Not Available |
| Jun 10, 2026 | $1248 | Not Available |
| Jun 11, 2026 | $1335 | Not Available |
| Jun 12, 2026 | $1349 | Not Available |
| Jun 13, 2026 | $1357 | Not Available |
| Jun 14, 2026 | $1330 | Not Available |
| Jun 15, 2026 | $1317 | Not Available |
| Jun 16, 2026 | $1285 | Not Available |
| Jun 17, 2026 | $1317 | Not Available |
| Jun 18, 2026 | $1363 | Not Available |
| Jun 19, 2026 | $1402 | Not Available |
| Jun 20, 2026 | $1422 | Not Available |
| Jun 21, 2026 | $1410 | Available |
| Jun 22, 2026 | $1380 | Available |
| Jun 23, 2026 | $1403 | Available |
| Jun 24, 2026 | $1422 | Available |
| Jun 25, 2026 | $1434 | Available |
| Jun 26, 2026 | $1497 | Available |
| Jun 27, 2026 | $1158 | Not Available |
| Jun 28, 2026 | $1115 | Not Available |
| Jun 29, 2026 | $1059 | Not Available |
| Jun 30, 2026 | $1114 | Not Available |
| Jul 1, 2026 | $1789 | Not Available |
| Jul 2, 2026 | $1862 | Not Available |
| Jul 3, 2026 | $1862 | Not Available |
| Jul 4, 2026 | $1862 | Not Available |
| Jul 5, 2026 | $1347 | Not Available |
| Jul 6, 2026 | $1320 | Not Available |
| Jul 7, 2026 | $1285 | Not Available |
| Jul 8, 2026 | $1302 | Not Available |
| Jul 9, 2026 | $1372 | Not Available |
| Jul 10, 2026 | $1392 | Not Available |
| Jul 11, 2026 | $1794 | Available |
| Jul 12, 2026 | $1673 | Not Available |
| Jul 13, 2026 | $1648 | Not Available |