5 bedrooms
•
0 beds
•
5 bathrooms
•
8 guests
•
New
•
3125 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 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
Be the first to review this place.
Anna Maria, FL 34216, US
Anna Maria, FL, USNestled 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.
Savor 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]
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.
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]
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.
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.
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 | $1291 | Not Available |
| May 31, 2026 | $909 | Available |
| Jun 1, 2026 | $872 | Available |
| Jun 2, 2026 | $870 | Available |
| Jun 3, 2026 | $1009 | Not Available |
| Jun 4, 2026 | $1061 | Not Available |
| Jun 5, 2026 | $1316 | Not Available |
| Jun 6, 2026 | $1487 | Not Available |
| Jun 7, 2026 | $1249 | Not Available |
| Jun 8, 2026 | $1230 | Not Available |
| Jun 9, 2026 | $1212 | Not Available |
| Jun 10, 2026 | $1229 | Not Available |
| Jun 11, 2026 | $1276 | Not Available |
| Jun 12, 2026 | $1522 | Not Available |
| Jun 13, 2026 | $1595 | Not Available |
| Jun 14, 2026 | $1438 | Not Available |
| Jun 15, 2026 | $1413 | Not Available |
| Jun 16, 2026 | $1461 | Not Available |
| Jun 17, 2026 | $1483 | Not Available |
| Jun 18, 2026 | $1502 | Not Available |
| Jun 19, 2026 | $1691 | Not Available |
| Jun 20, 2026 | $1608 | Not Available |
| Jun 21, 2026 | $1051 | Available |
| Jun 22, 2026 | $1333 | Not Available |
| Jun 23, 2026 | $1333 | Not Available |
| Jun 24, 2026 | $1345 | Not Available |
| Jun 25, 2026 | $1340 | Not Available |
| Jun 26, 2026 | $1360 | Available |
| Jun 27, 2026 | $1363 | Not Available |
| Jun 28, 2026 | $1233 | Not Available |
| Jun 29, 2026 | $1214 | Not Available |
| Jun 30, 2026 | $1316 | Not Available |
| Jul 1, 2026 | $1639 | Not Available |
| Jul 2, 2026 | $1730 | Not Available |
| Jul 3, 2026 | $1803 | Not Available |
| Jul 4, 2026 | $1806 | Not Available |
| Jul 5, 2026 | $1385 | Not Available |
| Jul 6, 2026 | $1557 | Not Available |
| Jul 7, 2026 | $1518 | Not Available |
| Jul 8, 2026 | $1503 | Not Available |
| Jul 9, 2026 | $1554 | Not Available |
| Jul 10, 2026 | $1721 | Not Available |
| Jul 11, 2026 | $1935 | Not Available |
| Jul 12, 2026 | $1718 | Not Available |
| Jul 13, 2026 | $1673 | Not Available |
| Jul 14, 2026 | $1696 | Not Available |
| Jul 15, 2026 | $1718 | Not Available |
| Jul 16, 2026 | $1727 | Not Available |
| Jul 17, 2026 | $1929 | Not Available |
| Jul 18, 2026 | $1363 | Not Available |
| Jul 19, 2026 | $1327 | Not Available |
| Jul 20, 2026 | $1329 | Not Available |
| Jul 21, 2026 | $1326 | Not Available |
| Jul 22, 2026 | $1335 | Not Available |
| Jul 23, 2026 | $1342 | Not Available |
| Jul 24, 2026 | $1372 | Not Available |
| Jul 25, 2026 | $1218 | Not Available |
| Jul 26, 2026 | $1078 | Not Available |
| Jul 27, 2026 | $1035 | Not Available |
| Jul 28, 2026 | $1049 | Not Available |
| Jul 29, 2026 | $1051 | Not Available |
| Jul 30, 2026 | $1059 | Not Available |
| Jul 31, 2026 | $1173 | Not Available |
| Aug 1, 2026 | $1173 | Not Available |
| Aug 2, 2026 | $1011 | Not Available |
| Aug 3, 2026 | $973 | Not Available |
| Aug 4, 2026 | $984 | Not Available |
| Aug 5, 2026 | $948 | Not Available |
| Aug 6, 2026 | $1005 | Not Available |
| Aug 7, 2026 | $1141 | Not Available |
| Aug 8, 2026 | $1065 | Not Available |
| Aug 9, 2026 | $904 | Not Available |
| Aug 10, 2026 | $812 | Not Available |
| Aug 11, 2026 | $761 | Not Available |
| Aug 12, 2026 | $746 | Not Available |
| Aug 13, 2026 | $752 | Not Available |
| Aug 14, 2026 | $839 | Not Available |
| Aug 15, 2026 | $868 | Not Available |
| Aug 16, 2026 | $749 | Not Available |
| Aug 17, 2026 | $719 | Not Available |
| Aug 18, 2026 | $693 | Not Available |
| Aug 19, 2026 | $749 | Available |
| Aug 20, 2026 | $788 | Available |
| Aug 21, 2026 | $833 | Available |
| Aug 22, 2026 | $766 | Available |
| Aug 23, 2026 | $706 | Available |
| Aug 24, 2026 | $606 | Available |
| Aug 25, 2026 | $588 | Available |
| Aug 26, 2026 | $590 | Available |
| Aug 27, 2026 | $795 | Available |
| Aug 28, 2026 | $795 | Available |