4 bedrooms
•
4 beds
•
4.5 bathrooms
•
8 guests
•
2020 sq. ft.

Saved to wishlist
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 king bed
Bedroom 4
1 full double bed
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 king bed
Bedroom 4
1 full double bed
Anna Maria, FL 34216, US
Anna Maria, FL, USSavor all-you-can-eat pancakes and sausage, fresh fish platters, and gulf-front vibes at Anna Maria Island Beach Cafe, where kids play in the sand, live music pulses nightly, and island-sized drinks flow from the bamboo bar.[1][2][3][5]
The Ugly Grouper is a laid-back outdoor restaurant on Anna Maria Island serving fresh local seafood, especially grouper dishes, alongside burgers and American fare, all accompanied by live music and a fun, family-friendly island vibe centered around a iconic 3000-pound metal fish sculpture.
Savor fresh, wild-caught seafood like chargrilled octopus and grouper at Sandbar Seafood + Spirits, Anna Maria Island's iconic beachfront gem. Dine toes-in-the-sand with breathtaking Gulf sunsets and a rustic coastal vibe.
Nestled in a beautifully restored historic Florida cottage on Anna Maria Island, The Porch Restaurant serves fresh, made-from-scratch dishes like prime ribeye, tamari maple glazed salmon, and daily fresh catch in a cozy blend of island charm and elevated flavor.
Nestled in Chicago's Berger Park overlooking Lake Michigan, The Waterfront Cafe offers casual American fare like seafood rolls and sausages on a breezy lakefront patio. Savor the magical evenings with live jazz, blues, twinkling lights, and stunning skyline views.
Ginny's & Jane E's is a charming cafe and boutique on Anna Maria Island that serves fresh breakfast and lunch alongside an eclectic collection of local art and coastal gifts, all wrapped in quirky, laid-back island charm that feels like a beloved second home.
Toasted Mango Cafe is an award-winning family-owned breakfast and lunch spot in Sarasota known for its signature mango-infused dishes, including waffles chosen as Florida's best by Food Network. The casual cafe offers extensive gluten-free options and a full liquor bar alongside fresh smoothies and homemade baked goods.
Anna Maria Island is a charming Old Florida beach destination featuring pristine sugar-white sand beaches, historic piers perfect for fishing and sightseeing, and abundant water activities like kayaking through mangroves and dolphin-watching tours that appeal to families, outdoor enthusiasts, and anyone seeking a relaxed coastal escape.
Unleash your furry friend at Fort De Soto's exclusive off-leash dog beach, where pristine white sands meet clear Gulf waters for endless romps, swims, and play in a spacious, pet-friendly paradise. Dog lovers and their pups will adore this rare slice of canine heaven amid scenic trails and wildlife.
Discover Holmes Beach's pristine Manatee Public Beach, where powdery sands meet Gulf waves perfect for watersports, kayaking with manatees, and family golf cart adventures amid art galleries and quaint shops. Beach lovers, thrill-seekers, and relaxed explorers will adore this serene Anna Maria Island gem.
Discover the thrilling Canopy Zone at Robinson Preserve, where you crawl, climb rope bridges, and spiral down slides amid treetop adventures overlooking mangrove waterways and wildlife. Families, kids ages 5+, and nature lovers will love this playful escape into Florida's lush canopy.[2]
Unwind on Anna Maria Island Beach's pristine, sugar-white sands, where clear turquoise waters invite swimming, kayaking, and dolphin spotting amid Old Florida charm. Beach lovers, families, and water adventurers will cherish its serene beauty and wildlife encounters.[1][2][5]
Bean Point is a hidden gem at Anna Maria Island's northern tip where the Gulf of Mexico meets Tampa Bay, offering a peaceful escape with stunning views of the Sunshine Skyway Bridge and pristine turquoise waters—perfect for anyone seeking a quieter, more natural beach experience away from crowds.
Manatee Public Beach offers a perfect family-friendly escape with soft white sand, clear Gulf waters, and plenty of amenities like volleyball courts, playgrounds, and beachside dining. Whether you're swimming, building sandcastles, or enjoying water sports, this Holmes Beach gem has something for everyone seeking a memorable Florida beach day.
Discover the magic of Palma Sola Botanical Park, a 10-acre frost-free oasis bursting with rare tropical fruits like dragon fruit and lychee, butterflies, birds, and serene lakes along scenic trails. Nature lovers, gardeners, and families seeking a peaceful escape will adore this hidden Bradenton gem.
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 at Camp Uzita, and short trails reveal bird-filled shores. History buffs, families, and nature lovers will relish this free, uncrowded gem blending adventure and heritage.
Step back in time at Fort De Soto's Spanish-American War-era batteries, where you can explore historic gun emplacements, ammunition rooms, and view four rare 12-inch mortars—the only ones of their kind remaining in the United States. History enthusiasts and curious visitors alike will love wandering through the restored fort and museum while enjoying panoramic Gulf views.
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 | $654 | Not Available |
| Apr 15, 2026 | $667 | Not Available |
| Apr 16, 2026 | $747 | Not Available |
| Apr 17, 2026 | $847 | Not Available |
| Apr 18, 2026 | $855 | Not Available |
| Apr 19, 2026 | $754 | Not Available |
| Apr 20, 2026 | $776 | Not Available |
| Apr 21, 2026 | $793 | Available |
| Apr 22, 2026 | $773 | Not Available |
| Apr 23, 2026 | $773 | Available |
| Apr 24, 2026 | $784 | Available |
| Apr 25, 2026 | $810 | Not Available |
| Apr 26, 2026 | $701 | Not Available |
| Apr 27, 2026 | $676 | Not Available |
| Apr 28, 2026 | $681 | Not Available |
| Apr 29, 2026 | $690 | Not Available |
| Apr 30, 2026 | $727 | Not Available |
| May 1, 2026 | $914 | Available |
| May 2, 2026 | $894 | Available |
| May 3, 2026 | $739 | Available |
| May 4, 2026 | $718 | Available |
| May 5, 2026 | $637 | Not Available |
| May 6, 2026 | $658 | Not Available |
| May 7, 2026 | $688 | Not Available |
| May 8, 2026 | $801 | Not Available |
| May 9, 2026 | $731 | Available |
| May 10, 2026 | $696 | Not Available |
| May 11, 2026 | $656 | Not Available |
| May 12, 2026 | $644 | Not Available |
| May 13, 2026 | $674 | Not Available |
| May 14, 2026 | $783 | Not Available |
| May 15, 2026 | $814 | Not Available |
| May 16, 2026 | $824 | Not Available |
| May 17, 2026 | $778 | Not Available |
| May 18, 2026 | $800 | Available |
| May 19, 2026 | $784 | Available |
| May 20, 2026 | $824 | Available |
| May 21, 2026 | $876 | Not Available |
| May 22, 2026 | $1212 | Not Available |
| May 23, 2026 | $1445 | Not Available |
| May 24, 2026 | $1451 | Not Available |
| May 25, 2026 | $890 | Not Available |
| May 26, 2026 | $882 | Not Available |
| May 27, 2026 | $786 | Not Available |
| May 28, 2026 | $826 | Not Available |
| May 29, 2026 | $914 | Available |
| May 30, 2026 | $891 | Not Available |
| May 31, 2026 | $848 | Not Available |
| Jun 1, 2026 | $838 | Not Available |
| Jun 2, 2026 | $828 | Not Available |
| Jun 3, 2026 | $939 | Not Available |
| Jun 4, 2026 | $986 | Not Available |
| Jun 5, 2026 | $997 | Not Available |
| Jun 6, 2026 | $1042 | Available |
| Jun 7, 2026 | $904 | Available |
| Jun 8, 2026 | $872 | Available |
| Jun 9, 2026 | $877 | Available |
| Jun 10, 2026 | $880 | Available |
| Jun 11, 2026 | $967 | Available |
| Jun 12, 2026 | $1024 | Available |
| Jun 13, 2026 | $1038 | Available |
| Jun 14, 2026 | $921 | Available |
| Jun 15, 2026 | $915 | Available |
| Jun 16, 2026 | $899 | Available |
| Jun 17, 2026 | $929 | Available |
| Jun 18, 2026 | $989 | Available |
| Jun 19, 2026 | $1079 | Available |
| Jun 20, 2026 | $1039 | Not Available |
| Jun 21, 2026 | $943 | Not Available |
| Jun 22, 2026 | $971 | Not Available |
| Jun 23, 2026 | $959 | Not Available |
| Jun 24, 2026 | $970 | Not Available |
| Jun 25, 2026 | $1038 | Not Available |
| Jun 26, 2026 | $1091 | Not Available |
| Jun 27, 2026 | $1185 | Available |
| Jun 28, 2026 | $1185 | Available |
| Jun 29, 2026 | $1185 | Available |
| Jun 30, 2026 | $1185 | Available |
| Jul 1, 2026 | $1199 | Available |
| Jul 2, 2026 | $1249 | Available |
| Jul 3, 2026 | $1249 | Available |
| Jul 4, 2026 | $1451 | Available |
| Jul 5, 2026 | $1353 | Available |
| Jul 6, 2026 | $1261 | Available |
| Jul 7, 2026 | $1259 | Available |
| Jul 8, 2026 | $1068 | Available |
| Jul 9, 2026 | $1107 | Available |
| Jul 10, 2026 | $1115 | Available |
| Jul 11, 2026 | $1550 | Available |
| Jul 12, 2026 | $1550 | Available |
| Jul 13, 2026 | $1550 | Available |