4 bedrooms
•
5 beds
•
3 bathrooms
•
8 guests
•
2890 sq. ft.

Saved to wishlist
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 4
2 twin beds
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 4
2 twin beds
Holmes Beach, FL 34217, US
Holmes Beach, FL, USSavor 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 relaxed, rustic vibe.[1][2][4]
Dive into fresh grouper tacos and seafood at The Ugly Grouper, Anna Maria Island's lively outdoor hotspot with live music, fun games like cornhole, and epic frozen drinks under a giant metal fish statue.[1][2][3][6]
Savor 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 ocean views from its climate-friendly deck.[2][4][5]
Shore Longboat Key is a mid-century al-fresco coastal eatery serving creative seafood and local favorites like Key West shrimp risotto amid cool waterfront vibes. Savor signature cocktails and fresh eats in an open-air space perfect for a beachy escape.
The Waterfront Restaurant on Anna Maria Island offers fresh classic American seafood and steaks in a beautifully decorated setting overlooking the water, with an open outdoor bar and laid-back Florida charm that transports you to a simpler time.
Nestled in historic Cortez Fishing Village on the Intracoastal Waterway, Tide Tables serves ultra-fresh seafood cut daily from the docks, alongside burgers and craft brews. Relax at picnic tables or the tiki bar with stunning water views and daily dolphin sightings.[1][3][4]
Nestled on Sarasota Bay in Cortez, Swordfish Grill & Tiki Bar serves fresh seafood like blackened platters and lobster mac, with boat docking right at the restaurant. Enjoy laid-back vibes, stunning waterfront views, and live music on the expansive Tiki deck.[1][2][3]
Savor all-you-can-eat pancakes and sausage, fresh burgers, and fish platters at Anna Maria Island Beach Cafe, where casual Gulf-front patio dining meets stunning sunsets, live music, and island-sized drinks at the bamboo beach bar.[1][2][3]
Nestled under century-old buttonwood trees on Longboat Key's bayside dock, Mar Vista Dockside Restaurant & Pub serves fresh, southern-inspired seafood with ocean views and old Florida charm. Savor locally sourced dishes in an idyllic, intimate setting perfect for sunset toasts.[1][2][3]
Discover Robinson Preserve's mangrove mazes, kayak trails, and 53-foot observation tower with sweeping Tampa Bay views, teeming with wildlife like dolphins and manatees. Nature lovers, families, and adventure seekers will love this 600-acre coastal paradise.[1][2][4][7]
Manatee Public Beach is a pristine family-friendly escape featuring soft white sand, calm Gulf waters, and excellent amenities like volleyball courts, playgrounds, and beachside dining. Perfect for families, swimmers, and anyone seeking a relaxing day with certified lifeguards and convenient trolley access.
Dive into G.T. Bray Park's thrill-packed playground, from world-class pickleball and skate park flips to an Olympic-size pool with slides and splash zones. Families, athletes, and adventure seekers will love this ultimate Florida rec hub.[1][2][3]
De Soto National Memorial is a free hidden gem where history comes alive through interactive exhibits, ranger-led kayak tours, and living history demonstrations that transport you back to the 16th century, making it perfect for families and history enthusiasts seeking an immersive outdoor adventure without the crowds.
Discover Holmes Beach's pristine sands and thrilling watersports like jet skiing, kayaking, and dolphin spotting on Anna Maria Island. Families, adventure seekers, and beach lovers will adore this serene paradise blending relaxation with excitement.[1][3][5]
Discover the untouched charm of Anna Maria Island's Bean Point, where powdery white sands meet panoramic bay views and wildlife spotting at the island's wild northern tip. Perfect for serene beach lovers, nature enthusiasts, and families seeking Old Florida magic.[1][2][4]
Discover ancient temple mounds built by Florida's earliest inhabitants amid shaded trails, mangroves, and stunning views of Tampa Bay and the Sunshine Skyway Bridge at Emerson Point Preserve. Nature lovers, history buffs, hikers, and kayakers will relish this hidden coastal gem.
Anna Maria Island Beach offers pristine soft sugar-white sand and crystal-clear waters perfect for swimming, sunbathing, and water sports like kayaking and paddleboarding. Whether you're seeking relaxation, family fun, or outdoor adventure, these stunning beaches with free parking and lifeguards provide an ideal Old Florida escape for all ages.
Discover Bean Point Beach Access, the secluded northern tip of Anna Maria Island, where powdery white sands meet turquoise Gulf waters and stunning Sunshine Skyway Bridge views. Perfect for tranquility seekers who love uncrowded escapes and scenic walks via tree-lined paths.
Discover Coquina Beach's pristine white sands, where families and couples thrill to kayaking amid leaping dolphins, manatees, and sea turtles, all under vigilant lifeguards in crystal Gulf waters.[1][2][5]
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 | $465 | Available |
| Apr 15, 2026 | $481 | Available |
| Apr 16, 2026 | $503 | Available |
| Apr 17, 2026 | $548 | Not Available |
| Apr 18, 2026 | $592 | Not Available |
| Apr 19, 2026 | $567 | Not Available |
| Apr 20, 2026 | $553 | Not Available |
| Apr 21, 2026 | $538 | Not Available |
| Apr 22, 2026 | $773 | Not Available |
| Apr 23, 2026 | $569 | Not Available |
| Apr 24, 2026 | $741 | Not Available |
| Apr 25, 2026 | $596 | Not Available |
| Apr 26, 2026 | $548 | Not Available |
| Apr 27, 2026 | $537 | Not Available |
| Apr 28, 2026 | $309 | Not Available |
| Apr 29, 2026 | $539 | Not Available |
| Apr 30, 2026 | $559 | Not Available |
| May 1, 2026 | $680 | Not Available |
| May 2, 2026 | $756 | Not Available |
| May 3, 2026 | $659 | Not Available |
| May 4, 2026 | $654 | Not Available |
| May 5, 2026 | $643 | Not Available |
| May 6, 2026 | $629 | Not Available |
| May 7, 2026 | $670 | Not Available |
| May 8, 2026 | $860 | Not Available |
| May 9, 2026 | $795 | Available |
| May 10, 2026 | $710 | Available |
| May 11, 2026 | $715 | Available |
| May 12, 2026 | $712 | Available |
| May 13, 2026 | $697 | Available |
| May 14, 2026 | $721 | Available |
| May 15, 2026 | $754 | Available |
| May 16, 2026 | $757 | Available |
| May 17, 2026 | $746 | Available |
| May 18, 2026 | $766 | Available |
| May 19, 2026 | $765 | Available |
| May 20, 2026 | $768 | Available |
| May 21, 2026 | $1058 | Available |
| May 22, 2026 | $826 | Available |
| May 23, 2026 | $831 | Not Available |
| May 24, 2026 | $836 | Not Available |
| May 25, 2026 | $842 | Not Available |
| May 26, 2026 | $849 | Not Available |
| May 27, 2026 | $766 | Not Available |
| May 28, 2026 | $781 | Not Available |
| May 29, 2026 | $816 | Not Available |
| May 30, 2026 | $847 | Not Available |
| May 31, 2026 | $836 | Not Available |
| Jun 1, 2026 | $758 | Not Available |
| Jun 2, 2026 | $754 | Not Available |
| Jun 3, 2026 | $767 | Not Available |
| Jun 4, 2026 | $780 | Not Available |
| Jun 5, 2026 | $836 | Not Available |
| Jun 6, 2026 | $1126 | Available |
| Jun 7, 2026 | $971 | Available |
| Jun 8, 2026 | $976 | Available |
| Jun 9, 2026 | $976 | Available |
| Jun 10, 2026 | $971 | Available |
| Jun 11, 2026 | $973 | Available |
| Jun 12, 2026 | $1073 | Available |
| Jun 13, 2026 | $854 | Available |
| Jun 14, 2026 | $871 | Available |
| Jun 15, 2026 | $871 | Available |
| Jun 16, 2026 | $871 | Available |
| Jun 17, 2026 | $871 | Available |
| Jun 18, 2026 | $871 | Available |
| Jun 19, 2026 | $871 | Available |
| Jun 20, 2026 | $871 | Available |
| Jun 21, 2026 | $871 | Available |
| Jun 22, 2026 | $871 | Available |
| Jun 23, 2026 | $871 | Available |
| Jun 24, 2026 | $871 | Available |
| Jun 25, 2026 | $880 | Available |
| Jun 26, 2026 | $892 | Available |
| Jun 27, 2026 | $1012 | Available |
| Jun 28, 2026 | $1012 | Available |
| Jun 29, 2026 | $1012 | Available |
| Jun 30, 2026 | $1012 | Available |
| Jul 1, 2026 | $1012 | Available |
| Jul 2, 2026 | $1012 | Available |
| Jul 3, 2026 | $1012 | Available |
| Jul 4, 2026 | $1017 | Not Available |
| Jul 5, 2026 | $991 | Not Available |
| Jul 6, 2026 | $989 | Not Available |
| Jul 7, 2026 | $989 | Not Available |
| Jul 8, 2026 | $989 | Not Available |
| Jul 9, 2026 | $989 | Not Available |
| Jul 10, 2026 | $991 | Not Available |
| Jul 11, 2026 | $861 | Available |
| Jul 12, 2026 | $836 | Not Available |
| Jul 13, 2026 | $822 | Not Available |