4 bedrooms
•
5 beds
•
3 bathrooms
•
8 guests
•
2112 sq. ft.

Saved to wishlist
Bedroom 1
1 king bed
Bedroom 2
1 queen bed
Bedroom 3
1 queen bed
Bedroom 4
2 queen beds
Bedroom 1
1 king bed
Bedroom 2
1 queen bed
Bedroom 3
1 queen bed
Bedroom 4
2 queen beds
Anna Maria, FL 34216, US
Anna Maria, FL, USSavor fresh Gulf-to-table seafood like blackened grouper and cowboy shrimp at Sandbar Seafood + Spirits, Anna Maria Island's iconic beachfront gem. Dine toes-in-the-sand with breathtaking ocean views and mesmerizing sunsets in a rustic coastal vibe.
The Ugly Grouper is a laid-back outdoor seafood restaurant on Anna Maria Island famous for its crispy grouper tacos, fresh catches, and lively island atmosphere complete with live music and games every night.
Savor fresh grilled seafood and bold tropical cocktails at Floridays Woodfire Grill & Bar or Compass Bar & Chill, where Margaritaville vibes meet stunning marina views and breezy waterfront decks at Compass Hotel Anna Maria Sound. Unwind in paradise with island flavors and frozen concoctions that capture Florida's easy escapism.
Nestled in historic Anna Maria, Ginny's & Jane E's Cafe and Gift Store blends hearty breakfasts, fresh-baked cinnamon rolls, and gourmet lunches with quirky local art and coastal treasures in a cozy, eclectic vibe that feels like island home.[1][2][4][6]
Savor all-you-can-eat pancakes and sausage, fresh seafood platters, and juicy half-pound burgers at Anna Maria Island Beach Cafe, where Gulf-front patio dining meets stunning sunsets, live music, and island-sized drinks from the bamboo beach bar.[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 daily catches in a cozy blend of island charm and upscale flavor.
Discover the pristine, sugar-white sands of Anna Maria Island Beach, where calm turquoise waters invite kayaking, paddleboarding, and dolphin spotting amid stunning sunsets. Beach lovers, families, and outdoor adventurers will cherish this Old Florida paradise.[1][2][5]
Discover Bean Point Beach Access, Anna Maria Island's secluded northern tip where powdery white sands meet turquoise Gulf waters and stunning Sunshine Skyway Bridge views. Perfect for serenity seekers, families, and sunset lovers who relish a peaceful escape via tree-lined paths.
Unleash your pup 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 play areas for splashing and socializing. Dog lovers and their furry companions will adore this pet paradise amid nature trails and wildlife.
Discover rare fruits like dragon fruit, lychee, and star fruit thriving in Palma Sola Botanical Park's frost-free microclimate, amid butterfly gardens, tranquil lakes, and exotic palms. Nature lovers, families, and plant enthusiasts will adore this serene, free 10-acre oasis.[1][2][3][7]
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., guarding Tampa Bay since 1898. History buffs and military enthusiasts will love wandering these National Register-listed ruins amid stunning coastal scenery.
Discover De Soto National Memorial, a hidden gem blending 16th-century explorer history with serene nature trails, birdwatching, and ranger-led kayak tours along coastal shores. History buffs, families, and outdoor lovers will relish its free, uncrowded adventures.
Discover Bean Point's wild northern tip on Anna Maria Island, where soft sugar-white sands meet panoramic bay views of the Sunshine Skyway and playful dolphins—perfect for nature lovers and serene beach wanderers seeking Old Florida charm.[1][2][4]
Discover the thrilling Canopy Zone at Robinson Preserve, where kids crawl, climb rope bridges, and slide through treetops with bird's-eye wildlife views. Perfect for families and adventure-loving explorers of all ages seeking nature playground magic.[1][2]
Discover pristine white sands and turquoise Gulf waters at Manatee Public Beach, where families love the playgrounds, volleyball courts, picnic grills, and easy trolley access for a full day of sun-soaked fun. Perfect for energetic groups seeking relaxation and adventure.[1][2][3][4]
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 | $449 | Not Available |
| Apr 15, 2026 | $464 | Not Available |
| Apr 16, 2026 | $551 | Not Available |
| Apr 17, 2026 | $628 | Not Available |
| Apr 18, 2026 | $637 | Not Available |
| Apr 19, 2026 | $549 | Not Available |
| Apr 20, 2026 | $571 | Not Available |
| Apr 21, 2026 | $535 | Not Available |
| Apr 22, 2026 | $571 | Not Available |
| Apr 23, 2026 | $613 | Not Available |
| Apr 24, 2026 | $612 | Not Available |
| Apr 25, 2026 | $597 | Not Available |
| Apr 26, 2026 | $490 | Not Available |
| Apr 27, 2026 | $465 | Not Available |
| Apr 28, 2026 | $442 | Not Available |
| Apr 29, 2026 | $484 | Not Available |
| Apr 30, 2026 | $521 | Not Available |
| May 1, 2026 | $642 | Available |
| May 2, 2026 | $634 | Available |
| May 3, 2026 | $504 | Available |
| May 4, 2026 | $489 | Available |
| May 5, 2026 | $473 | Available |
| May 6, 2026 | $540 | Not Available |
| May 7, 2026 | $583 | Not Available |
| May 8, 2026 | $693 | Not Available |
| May 9, 2026 | $605 | Not Available |
| May 10, 2026 | $506 | Not Available |
| May 11, 2026 | $461 | Not Available |
| May 12, 2026 | $448 | Not Available |
| May 13, 2026 | $374 | Available |
| May 14, 2026 | $514 | Not Available |
| May 15, 2026 | $591 | Not Available |
| May 16, 2026 | $610 | Not Available |
| May 17, 2026 | $554 | Not Available |
| May 18, 2026 | $518 | Not Available |
| May 19, 2026 | $501 | Not Available |
| May 20, 2026 | $526 | Not Available |
| May 21, 2026 | $615 | Not Available |
| May 22, 2026 | $693 | Not Available |
| May 23, 2026 | $867 | Available |
| May 24, 2026 | $894 | Not Available |
| May 25, 2026 | $823 | Not Available |
| May 26, 2026 | $787 | Available |
| May 27, 2026 | $792 | Available |
| May 28, 2026 | $803 | Available |
| May 29, 2026 | $756 | Available |
| May 30, 2026 | $737 | Not Available |
| May 31, 2026 | $694 | Not Available |
| Jun 1, 2026 | $662 | Not Available |
| Jun 2, 2026 | $671 | Not Available |
| Jun 3, 2026 | $694 | Not Available |
| Jun 4, 2026 | $723 | Not Available |
| Jun 5, 2026 | $752 | Not Available |
| Jun 6, 2026 | $776 | Available |
| Jun 7, 2026 | $727 | Not Available |
| Jun 8, 2026 | $690 | Not Available |
| Jun 9, 2026 | $696 | Not Available |
| Jun 10, 2026 | $697 | Not Available |
| Jun 11, 2026 | $851 | Available |
| Jun 12, 2026 | $919 | Available |
| Jun 13, 2026 | $941 | Not Available |
| Jun 14, 2026 | $941 | Not Available |
| Jun 15, 2026 | $734 | Not Available |
| Jun 16, 2026 | $715 | Not Available |
| Jun 17, 2026 | $734 | Not Available |
| Jun 18, 2026 | $759 | Not Available |
| Jun 19, 2026 | $781 | Not Available |
| Jun 20, 2026 | $792 | Available |
| Jun 21, 2026 | $756 | Available |
| Jun 22, 2026 | $768 | Available |
| Jun 23, 2026 | $752 | Available |
| Jun 24, 2026 | $728 | Not Available |
| Jun 25, 2026 | $733 | Not Available |
| Jun 26, 2026 | $795 | Not Available |
| Jun 27, 2026 | $761 | Not Available |
| Jun 28, 2026 | $734 | Not Available |
| Jun 29, 2026 | $863 | Not Available |
| Jun 30, 2026 | $863 | Not Available |
| Jul 1, 2026 | $863 | Available |
| Jul 2, 2026 | $902 | Available |
| Jul 3, 2026 | $924 | Available |
| Jul 4, 2026 | $963 | Available |
| Jul 5, 2026 | $923 | Available |
| Jul 6, 2026 | $749 | Available |
| Jul 7, 2026 | $728 | Available |
| Jul 8, 2026 | $737 | Available |
| Jul 9, 2026 | $747 | Available |
| Jul 10, 2026 | $779 | Available |
| Jul 11, 2026 | $860 | Available |
| Jul 12, 2026 | $860 | Not Available |
| Jul 13, 2026 | $859 | Not Available |