5 bedrooms
•
9 beds
•
4.5 bathrooms
•
12 guests
•
4540 sq. ft.

Saved to wishlist
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 king bed
Bedroom 4
2 full bunk beds
Den
2 full bunk beds
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 king bed
Bedroom 4
2 full bunk beds
Den
2 full bunk beds
Anna Maria, FL 34216, US
Anna Maria, FL, USSavor tropical vibes at Compass Bar & Chill and Floridays, where fresh seafood, juicy steaks, and signature Margaritaville frozen concoctions meet marina views and breezy coastal charm at this Anna Maria Island gem.[1][2][5]
Dive into crispy grouper tacos and fresh seafood at The Ugly Grouper, Anna Maria Island's vibrant outdoor haven with live music, fun games like cornhole, and epic frozen drinks under a massive metal fish statue. Perfect for family feasts or lively nights out.
Savor fresh, wild-caught seafood like chargrilled octopus and grouper at Sandbar Seafood + Spirits, Anna Maria Island's iconic beachfront gem with over a century of history. Dine toes-in-the-sand amid stunning Gulf sunsets and a relaxed, rustic vibe.[1][2][3][4]
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.[1][2][3]
Wicked Cantina is a laid-back Anna Maria Island hotspot specializing in Austin-style Tex-Mex tacos, burgers, and seafood with Gulf views and an extensive margarita selection. Known for its vibrant atmosphere, fresh hand-made daily dishes, and award-winning house margaritas, it's the perfect spot for casual dining with island vibes.
Ginny's & Jane E's is a charming cafe and boutique on Anna Maria Island that serves fresh breakfast and lunch featuring house-made cinnamon rolls and quality ingredients, paired with an eclectic collection of local art, handmade jewelry, and quirky coastal gifts that capture the laid-back island lifestyle.
The Waterfront Gastropub in Carleton Place serves up Canadian pub fare, gastropub delights, and drinks all day in a lively spot with waterfront views, outdoor seating, live music, and free parking. Perfect for brunch, dinner, or after-hours vibes with family or friends.[1][5]
Swordfish Grill & Tiki Bar is a laid-back waterfront seafood restaurant in Cortez, Florida, where you can pull your boat up to the dock, enjoy fresh Gulf catches under a tiki roof with live music, and watch fishing boats unload their daily haul while taking in views of Sarasota Bay.
Nestled in historic Cortez Fishing Village at mile marker 48, Tide Tables serves ultra-fresh seafood straight from the docks, paired with stunning Intracoastal Waterway views, dolphin sightings, and an authentic Old Florida tiki vibe.
De Soto National Memorial is a free hidden gem where history comes alive through living history demonstrations, ranger-led kayak tours, and interactive exhibits featuring 16th-century armor and artifacts. Perfect for families and history enthusiasts, it combines outdoor adventures with educational experiences in a scenic Florida coastal setting.
Discover Manatee Public Beach's pristine white sands, lifeguard-patrolled waves, volleyball courts, playgrounds, and beachside snacks—perfect for families, active groups, or anyone craving a fun, amenity-packed day by the Gulf. Trolley access makes it effortlessly reachable for all.
Anna Maria Island is a charming 7-mile barrier island perfect for beach lovers and water enthusiasts seeking a laid-back Old Florida experience with pristine sugar-white sand, world-class sunsets, and abundant activities like kayaking through mangrove tunnels, fishing from historic piers, and exploring quaint shops and restaurants along Pine Avenue.
Unwind on Anna Maria Island Beach's pristine, sugar-white sands, where you can kayak through mangroves to spot dolphins and sea turtles or simply bask in stunning sunsets. Perfect for families, outdoor adventurers, and anyone craving Old Florida's serene, uncrowded paradise.
Discover Bean Point Beach Access, Anna Maria Island's secluded northern tip oasis, where powdery white sands meet turquoise Gulf waters and stunning Sunshine Skyway Bridge views. Perfect for serenity seekers, nature lovers, and sunset chasers willing to trek tree-lined paths for uncrowded paradise.
Discover dolphins and manatees while snorkeling beginner-friendly waters off Holmes Beach on this thrilling 4-hour Anna Maria Island adventure. Perfect for families, nature lovers, and water enthusiasts seeking unforgettable wildlife encounters in paradise.(38 words)
Discover Coquina Beach's pristine white sands, where families and couples thrill to kayaking, shelling, and dolphin spotting amid calm, lifeguard-patrolled waters. Its wildlife magic and stunning sunsets make it a serene Gulf paradise for all.[1][3][5]
Gallop along Bradenton's pristine beaches and swim with rescue horses in Palma Sola Bay, spotting dolphins, manatees, and stingrays along the way. Perfect for families, beginners, and animal lovers seeking an unforgettable equestrian aquatic adventure.[1][4][6][7]
Discover the magic of Palma Sola Botanical Park, a 10-acre frost-free oasis bursting with rare tropical fruits like dragon fruit and lychee, fluttering butterflies, and serene lakes along shell paths. Nature lovers, birdwatchers, and families seeking peaceful exploration will adore this free Bradenton gem.[1][2][4][7]
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
12 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Apr 14, 2026 | $1096 | Not Available |
| Apr 15, 2026 | $1096 | Not Available |
| Apr 16, 2026 | $1096 | Not Available |
| Apr 17, 2026 | $1096 | Not Available |
| Apr 18, 2026 | $1298 | Not Available |
| Apr 19, 2026 | $1298 | Not Available |
| Apr 20, 2026 | $1298 | Not Available |
| Apr 21, 2026 | $1298 | Not Available |
| Apr 22, 2026 | $1298 | Not Available |
| Apr 23, 2026 | $1298 | Not Available |
| Apr 24, 2026 | $1298 | Not Available |
| Apr 25, 2026 | $1185 | Not Available |
| Apr 26, 2026 | $1185 | Not Available |
| Apr 27, 2026 | $1185 | Not Available |
| Apr 28, 2026 | $1185 | Not Available |
| Apr 29, 2026 | $1185 | Not Available |
| Apr 30, 2026 | $1185 | Not Available |
| May 1, 2026 | $1185 | Not Available |
| May 2, 2026 | $1354 | Not Available |
| May 3, 2026 | $1185 | Not Available |
| May 4, 2026 | $1185 | Not Available |
| May 5, 2026 | $1185 | Not Available |
| May 6, 2026 | $1185 | Not Available |
| May 7, 2026 | $1185 | Not Available |
| May 8, 2026 | $1354 | Not Available |
| May 9, 2026 | $1648 | Not Available |
| May 10, 2026 | $1483 | Not Available |
| May 11, 2026 | $1483 | Not Available |
| May 12, 2026 | $1483 | Not Available |
| May 13, 2026 | $1483 | Not Available |
| May 14, 2026 | $1483 | Not Available |
| May 15, 2026 | $1648 | Not Available |
| May 16, 2026 | $1648 | Not Available |
| May 17, 2026 | $1535 | Not Available |
| May 18, 2026 | $1535 | Not Available |
| May 19, 2026 | $1535 | Not Available |
| May 20, 2026 | $1535 | Not Available |
| May 21, 2026 | $1535 | Not Available |
| May 22, 2026 | $1648 | Not Available |
| May 23, 2026 | $1906 | Not Available |
| May 24, 2026 | $1906 | Not Available |
| May 25, 2026 | $1906 | Not Available |
| May 26, 2026 | $1906 | Not Available |
| May 27, 2026 | $1906 | Not Available |
| May 28, 2026 | $1906 | Not Available |
| May 29, 2026 | $1906 | Not Available |
| May 30, 2026 | $1828 | Not Available |
| May 31, 2026 | $1643 | Not Available |
| Jun 1, 2026 | $1643 | Not Available |
| Jun 2, 2026 | $1643 | Not Available |
| Jun 3, 2026 | $1643 | Not Available |
| Jun 4, 2026 | $1643 | Not Available |
| Jun 5, 2026 | $1828 | Not Available |
| Jun 6, 2026 | $1885 | Not Available |
| Jun 7, 2026 | $1885 | Not Available |
| Jun 8, 2026 | $1885 | Not Available |
| Jun 9, 2026 | $1885 | Not Available |
| Jun 10, 2026 | $1885 | Not Available |
| Jun 11, 2026 | $1885 | Not Available |
| Jun 12, 2026 | $1885 | Not Available |
| Jun 13, 2026 | $1967 | Not Available |
| Jun 14, 2026 | $1967 | Not Available |
| Jun 15, 2026 | $1967 | Not Available |
| Jun 16, 2026 | $1967 | Not Available |
| Jun 17, 2026 | $1967 | Not Available |
| Jun 18, 2026 | $1967 | Not Available |
| Jun 19, 2026 | $1967 | Not Available |
| Jun 20, 2026 | $1720 | Not Available |
| Jun 21, 2026 | $1720 | Not Available |
| Jun 22, 2026 | $1720 | Not Available |
| Jun 23, 2026 | $1720 | Not Available |
| Jun 24, 2026 | $1720 | Not Available |
| Jun 25, 2026 | $1720 | Not Available |
| Jun 26, 2026 | $1720 | Not Available |
| Jun 27, 2026 | $1720 | Not Available |
| Jun 28, 2026 | $1720 | Not Available |
| Jun 29, 2026 | $1720 | Not Available |
| Jun 30, 2026 | $1720 | Not Available |
| Jul 1, 2026 | $1720 | Not Available |
| Jul 2, 2026 | $1720 | Not Available |
| Jul 3, 2026 | $1720 | Not Available |
| Jul 4, 2026 | $1797 | Not Available |
| Jul 5, 2026 | $1797 | Not Available |
| Jul 6, 2026 | $1797 | Not Available |
| Jul 7, 2026 | $1797 | Not Available |
| Jul 8, 2026 | $1797 | Not Available |
| Jul 9, 2026 | $1797 | Not Available |
| Jul 10, 2026 | $1797 | Not Available |
| Jul 11, 2026 | $1566 | Not Available |
| Jul 12, 2026 | $1566 | Not Available |
| Jul 13, 2026 | $1566 | Not Available |