5 bedrooms
•
5 beds
•
3.5 bathrooms
•
8 guests
•
2990 sq. ft.

Saved to wishlist
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 queen bed
Bedroom 4
1 twin trundle bed
Bedroom 5
1 twin bed, 1 full bed, 1 twin trundle bed
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 queen bed
Bedroom 4
1 twin trundle bed
Bedroom 5
1 twin bed, 1 full bed, 1 twin trundle 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 sunsets on Anna Maria Island's pristine beachfront. This upscale casual gem offers unbeatable waterfront views and sustainable flavors since 1993.[2][3][4]
Nestled on Anna Maria Island's beachfront, Sandbar Seafood + Spirits offers toes-in-the-sand dining with fresh wild-caught seafood like chargrilled octopus and grouper, paired with stunning Gulf sunsets and a relaxed coastal vibe.[1][2][4][5]
The Ugly Grouper is a laid-back outdoor seafood restaurant on Anna Maria Island famous for its crispy grouper tacos and fresh catch, complete with live music, games, and a full bar that captures the fun, island-inspired spirit of Holmes Beach.
Nestled on the Detroit River, The Waterfront Wyandotte offers stunning waterfront views that elevate every meal and private event in its inviting lounge atmosphere.
Nestled on Anna Maria Island, Ginny's & Jane E's Cafe and Gift Store blends hearty breakfasts, fresh-baked cinnamon rolls, and gourmet lunches with quirky local art and beach treasures in a cozy, eclectic vibe that feels like home.[1][2][5]
Anna Maria Island Beach Cafe is a casual beachfront dining destination in Holmes Beach famous for its all-you-can-eat pancake breakfasts and fresh seafood, featuring Gulf views, nightly live entertainment, and a bamboo tiki bar serving tropical cocktails.
Tide Tables is a waterfront seafood restaurant in historic Cortez Village where fresh fish is cut daily on the docks and served with stunning Intracoastal Waterway views, complete with a casual tiki bar atmosphere and frequent dolphin sightings.
Nestled on Anna Maria Island, Wicked Cantina serves up fresh Austin-style Tex Mex tacos, enchiladas, and award-winning margaritas alongside burgers and seafood, all with Gulf views, live music, and a lively patio vibe. Happy hour daily from 12-5 keeps the island energy flowing.
Nestled on the Historic Bridge Street Pier with stunning 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 waterfront dining.
Discover Bean Point's secluded shores on Anna Maria Island, where powdery white sands meet stunning Tampa Bay views and wildlife spotting, perfect for serene beach lovers and nature enthusiasts seeking an uncrowded Old Florida escape.
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 escaping crowds, with tree-lined paths leading to this uncrowded paradise.
Fort De Soto Dog Park & Beach is Florida's premier off-leash destination where dogs can swim, play, and socialize freely in pristine Gulf waters and white sand, making it perfect for pet owners seeking a scenic coastal escape with their furry companions.
Discover Manatee Public Beach's pristine white sands, volleyball courts, playground, picnic grills, and snack shack—perfect for a full day of sun, sea, and fun. Families, active groups, and beach lovers will adore its easy trolley access and Gulf Coast vibes.
Discover Robinson Preserve's 670-acre coastal haven, where 7.5 miles of trails weave through mangroves for hiking, biking, and wildlife spotting like manatees and dolphins, plus thrilling kayak paddles and a kid-friendly canopy adventure. Nature lovers, families, and outdoor explorers will love this transformed wetland paradise.[1][2]
Discover Coquina Beach's pristine white sands, calm waters teeming with dolphins, manatees, and sea turtles, plus thrilling kayaking, shelling, and epic sunsets. Families, couples, and nature lovers will adore this serene Anna Maria Island gem.[1][4]
Discover Holmes Beach's pristine sands and thrilling watersports like jet skiing and dolphin-spotting kayaking on Anna Maria Island. Perfect for adventure seekers, families, and beach lovers craving sun-soaked fun and serene Gulf vibes.
Discover De Soto National Memorial, a hidden gem blending 16th-century explorer history with serene nature trails, ranger-led kayak tours, and living history at Camp Uzita. History buffs, families, and outdoor adventurers will love its free, uncrowded charm.
Discover Palma Sola Botanical Park's 10-acre tropical haven, bursting with rare fruit trees, butterflies, birds, and serene lakes along meandering paths. Nature lovers, photographers, and families seeking a free, peaceful escape will adore this lush Bradenton gem.[1][2][3][5]
Anna Maria Island Beach offers pristine soft white sand and calm, clear waters perfect for swimming, sunbathing, and water sports like kayaking and paddleboarding. It's ideal for families, beach lovers, and outdoor enthusiasts seeking relaxation or adventure in a scenic Old Florida setting.
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 | $515 | Not Available |
| Apr 15, 2026 | $515 | Not Available |
| Apr 16, 2026 | $515 | Not Available |
| Apr 17, 2026 | $686 | Not Available |
| Apr 18, 2026 | $695 | Not Available |
| Apr 19, 2026 | $515 | Not Available |
| Apr 20, 2026 | $515 | Not Available |
| Apr 21, 2026 | $515 | Not Available |
| Apr 22, 2026 | $623 | Not Available |
| Apr 23, 2026 | $670 | Not Available |
| Apr 24, 2026 | $766 | Not Available |
| Apr 25, 2026 | $748 | Not Available |
| Apr 26, 2026 | $536 | Not Available |
| Apr 27, 2026 | $515 | Not Available |
| Apr 28, 2026 | $515 | Not Available |
| Apr 29, 2026 | $607 | Not Available |
| Apr 30, 2026 | $653 | Available |
| May 1, 2026 | $768 | Available |
| May 2, 2026 | $761 | Available |
| May 3, 2026 | $600 | Available |
| May 4, 2026 | $583 | Available |
| May 5, 2026 | $563 | Available |
| May 6, 2026 | $588 | Not Available |
| May 7, 2026 | $633 | Not Available |
| May 8, 2026 | $758 | Not Available |
| May 9, 2026 | $761 | Not Available |
| May 10, 2026 | $633 | Not Available |
| May 11, 2026 | $540 | Available |
| May 12, 2026 | $524 | Available |
| May 13, 2026 | $586 | Not Available |
| May 14, 2026 | $644 | Not Available |
| May 15, 2026 | $970 | Not Available |
| May 16, 2026 | $906 | Not Available |
| May 17, 2026 | $812 | Not Available |
| May 18, 2026 | $796 | Not Available |
| May 19, 2026 | $663 | Available |
| May 20, 2026 | $698 | Available |
| May 21, 2026 | $931 | Available |
| May 22, 2026 | $962 | Available |
| May 23, 2026 | $1267 | Not Available |
| May 24, 2026 | $1282 | Not Available |
| May 25, 2026 | $1224 | Not Available |
| May 26, 2026 | $1099 | Not Available |
| May 27, 2026 | $964 | Not Available |
| May 28, 2026 | $1030 | Not Available |
| May 29, 2026 | $1086 | Not Available |
| May 30, 2026 | $1106 | Available |
| May 31, 2026 | $1040 | Available |
| Jun 1, 2026 | $992 | Available |
| Jun 2, 2026 | $1005 | Available |
| Jun 3, 2026 | $1040 | Available |
| Jun 4, 2026 | $1085 | Available |
| Jun 5, 2026 | $1128 | Available |
| Jun 6, 2026 | $930 | Not Available |
| Jun 7, 2026 | $872 | Not Available |
| Jun 8, 2026 | $827 | Not Available |
| Jun 9, 2026 | $835 | Not Available |
| Jun 10, 2026 | $837 | Not Available |
| Jun 11, 2026 | $896 | Not Available |
| Jun 12, 2026 | $905 | Not Available |
| Jun 13, 2026 | $909 | Available |
| Jun 14, 2026 | $892 | Available |
| Jun 15, 2026 | $884 | Available |
| Jun 16, 2026 | $862 | Available |
| Jun 17, 2026 | $884 | Available |
| Jun 18, 2026 | $915 | Available |
| Jun 19, 2026 | $940 | Not Available |
| Jun 20, 2026 | $1093 | Not Available |
| Jun 21, 2026 | $1087 | Not Available |
| Jun 22, 2026 | $1089 | Not Available |
| Jun 23, 2026 | $1085 | Not Available |
| Jun 24, 2026 | $1088 | Not Available |
| Jun 25, 2026 | $1089 | Not Available |
| Jun 26, 2026 | $1228 | Available |
| Jun 27, 2026 | $1230 | Available |
| Jun 28, 2026 | $1225 | Available |
| Jun 29, 2026 | $1262 | Available |
| Jun 30, 2026 | $1262 | Available |
| Jul 1, 2026 | $1316 | Available |
| Jul 2, 2026 | $1316 | Available |
| Jul 3, 2026 | $1331 | Available |
| Jul 4, 2026 | $1331 | Not Available |
| Jul 5, 2026 | $1169 | Not Available |
| Jul 6, 2026 | $951 | Not Available |
| Jul 7, 2026 | $925 | Not Available |
| Jul 8, 2026 | $938 | Not Available |
| Jul 9, 2026 | $947 | Not Available |
| Jul 10, 2026 | $959 | Not Available |
| Jul 11, 2026 | $1076 | Not Available |
| Jul 12, 2026 | $1003 | Not Available |
| Jul 13, 2026 | $987 | Not Available |