5 bedrooms
•
6 beds
•
4.5 bathrooms
•
8 guests
•
3250 sq. ft.

Saved to wishlist
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 king bed
Bedroom 4
1 king bed
Bedroom 5
2 twin bunk beds
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 king bed
Bedroom 4
1 king bed
Bedroom 5
2 twin bunk 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 Old Florida vibe.[1][3][4]
Dive into crispy grouper tacos and fresh seafood at The Ugly Grouper, Anna Maria Island's lively outdoor hotspot buzzing with live music, fun games like cornhole, and epic frozen drinks under the Florida sun.
Shore Longboat Key is a mid-century al-fresco coastal eatery serving creative seafood dishes like Key West shrimp and scallop risotto alongside local favorites in a breezy open-air setting on the water. Savor signature cocktails amid cool vibes and laughter for the ultimate beach day dining escape.
Nestled in historic Cortez Fishing Village on the Intracoastal Waterway, Tide Tables Restaurant and Marina serves ultra-fresh seafood cut daily from the docks, alongside burgers and more, with stunning waterfront views, dolphin sightings, and a lively tiki bar. Dock your boat at marker 48 and savor Old Florida charm.
Nestled on the Kentucky River outside Winchester, The Waterfront Grill serves up fresh local burgers, seafood, and pizza with river views from its huge deck. Enjoy a laid-back vibe, salt block-cooked specialties, and fun, welcoming touches like quirky bathrooms.[1][3][5]
Savor fresh seafood and cocktails at Beach House Waterfront Restaurant, where toes-in-the-sand beachfront dining meets stunning Gulf sunsets from a covered deck. This upscale casual gem on Anna Maria Island offers unforgettable waterfront vibes since 1993.
Savor casual American fare like all-you-can-eat pancakes, fresh fish platters, and gulf-front burgers at Anna Maria Island Beach Cafe, where sandy patios meet stunning sunsets, live music, and island-sized drinks at the bamboo tiki bar.[1][2][3]
Swordfish Grill & Tiki Bar is a laid-back waterfront seafood restaurant in Cortez, Florida, where you can pull your boat right up to the dock and enjoy fresh catches prepared by talented chefs, all while soaking in views of Sarasota Bay and live entertainment.
Nestled on Longboat Key's waterfront under century-old buttonwood trees, Mar Vista Dockside Restaurant & Pub serves fresh, southern-inspired seafood with stunning bay views and timeless Old Florida charm. Savor the intimacy of dockside dining where every dish delights.
Discover Holmes Beach's pristine sands at Manatee Public Beach, where volleyball, playgrounds, and Gulf watersports like kayaking and paddleboarding create endless fun. Families, adventure seekers, and relaxation lovers will adore this serene Anna Maria Island gem.
Discover the secluded northern tip of Anna Maria Island at Bean Point Beach Access, where powdery white sands meet turquoise waters and panoramic views of the Gulf, Tampa Bay, and Sunshine Skyway Bridge await via tree-lined paths. Nature lovers and serenity seekers will cherish this uncrowded oasis perfect for tranquil escapes.[1][2][3][5]
Discover Coquina Beach's pristine white sands, calm waters teeming with dolphins, manatees, and sea turtles, plus thrilling kayaking and paddleboarding. Families and couples love this safe, wildlife-rich paradise on Anna Maria Island for unforgettable Gulf adventures.[1][2][4]
Discover Anna Maria Island's pristine, sugar-white beaches and kayak through serene mangroves teeming with wildlife, all explorable by bike, golf cart, or free trolley. Beach lovers, families, and nature enthusiasts will adore this Old Florida paradise's relaxed charm and stunning sunsets.[1][2][3][5]
Discover pristine white sands and calm Gulf waters at Manatee Public Beach, where families love the playgrounds, volleyball courts, lifeguards, picnic spots, and beachside snacks. Perfect for kids, groups, or anyone seeking a full day of sun-soaked fun with easy trolley access.
Discover Emerson Point Preserve, where over 6 miles of scenic trails wind through ancient temple mounds, mangrove estuaries, and wildlife hotspots like roseate spoonbills, blending 4,500 years of history with stunning Tampa Bay views. Nature lovers, hikers, kayakers, and history buffs will love this coastal gem.[1][2][3][5]
Unwind on Anna Maria Island Beach's pristine sugar sands and crystal-clear waters, where kayaking reveals dolphins and sea turtles up close amid stunning sunsets. Beach lovers, families, and nature enthusiasts will cherish this serene paradise for relaxation and adventure.[1][2][3]
Discover Robinson Preserve's mangrove mazes, kayak trails, and 53-foot observation tower teeming with birds, manatees, and marine life in this 600+ acre coastal haven. Nature lovers, families, and outdoor adventurers will love its hiking, paddling, and wildlife spotting thrills.
Discover De Soto National Memorial, a hidden gem blending 16th-century history with coastal nature trails, ranger-led kayak tours, birdwatching, and living history reenactments at Camp Uzita. History buffs, families, and outdoor adventurers will love this free, uncrowded Florida escape.[1][3][5]
G.T. Bray Park is Manatee County's premier recreational destination offering something for everyone—from world-class pickleball and tennis courts to an Olympic-size pool, playgrounds, and scenic trails. Whether you're an athlete, family, or fitness enthusiast, this expansive park delivers diverse activities in one welcoming space.
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 15, 2026 | $464 | Available |
| Apr 16, 2026 | $464 | Not Available |
| Apr 17, 2026 | $464 | Not Available |
| Apr 18, 2026 | $649 | Not Available |
| Apr 19, 2026 | $649 | Not Available |
| Apr 20, 2026 | $649 | Not Available |
| Apr 21, 2026 | $649 | Not Available |
| Apr 22, 2026 | $649 | Not Available |
| Apr 23, 2026 | $649 | Not Available |
| Apr 24, 2026 | $649 | Not Available |
| Apr 25, 2026 | $605 | Available |
| Apr 26, 2026 | $484 | Available |
| Apr 27, 2026 | $474 | Available |
| Apr 28, 2026 | $465 | Available |
| Apr 29, 2026 | $554 | Available |
| Apr 30, 2026 | $563 | Available |
| May 1, 2026 | $718 | Available |
| May 2, 2026 | $609 | Available |
| May 3, 2026 | $528 | Not Available |
| May 4, 2026 | $523 | Not Available |
| May 5, 2026 | $515 | Not Available |
| May 6, 2026 | $534 | Not Available |
| May 7, 2026 | $537 | Not Available |
| May 8, 2026 | $610 | Not Available |
| May 9, 2026 | $588 | Not Available |
| May 10, 2026 | $516 | Available |
| May 11, 2026 | $524 | Available |
| May 12, 2026 | $519 | Available |
| May 13, 2026 | $525 | Available |
| May 14, 2026 | $533 | Available |
| May 15, 2026 | $640 | Available |
| May 16, 2026 | $642 | Not Available |
| May 17, 2026 | $632 | Not Available |
| May 18, 2026 | $628 | Not Available |
| May 19, 2026 | $625 | Not Available |
| May 20, 2026 | $637 | Not Available |
| May 21, 2026 | $696 | Not Available |
| May 22, 2026 | $1023 | Not Available |
| May 23, 2026 | $1023 | Available |
| May 24, 2026 | $1025 | Not Available |
| May 25, 2026 | $714 | Not Available |
| May 26, 2026 | $719 | Not Available |
| May 27, 2026 | $650 | Not Available |
| May 28, 2026 | $661 | Not Available |
| May 29, 2026 | $692 | Not Available |
| May 30, 2026 | $697 | Not Available |
| May 31, 2026 | $688 | Not Available |
| Jun 1, 2026 | $686 | Not Available |
| Jun 2, 2026 | $683 | Not Available |
| Jun 3, 2026 | $695 | Not Available |
| Jun 4, 2026 | $707 | Not Available |
| Jun 5, 2026 | $721 | Not Available |
| Jun 6, 2026 | $729 | Not Available |
| Jun 7, 2026 | $716 | Not Available |
| Jun 8, 2026 | $731 | Not Available |
| Jun 9, 2026 | $731 | Not Available |
| Jun 10, 2026 | $715 | Not Available |
| Jun 11, 2026 | $723 | Not Available |
| Jun 12, 2026 | $739 | Not Available |
| Jun 13, 2026 | $945 | Not Available |
| Jun 14, 2026 | $885 | Not Available |
| Jun 15, 2026 | $884 | Not Available |
| Jun 16, 2026 | $883 | Not Available |
| Jun 17, 2026 | $885 | Not Available |
| Jun 18, 2026 | $886 | Not Available |
| Jun 19, 2026 | $1020 | Not Available |
| Jun 20, 2026 | $1123 | Not Available |
| Jun 21, 2026 | $1123 | Not Available |
| Jun 22, 2026 | $1123 | Not Available |
| Jun 23, 2026 | $1123 | Not Available |
| Jun 24, 2026 | $1123 | Not Available |
| Jun 25, 2026 | $1123 | Not Available |
| Jun 26, 2026 | $1123 | Not Available |
| Jun 27, 2026 | $1082 | Available |
| Jun 28, 2026 | $1084 | Available |
| Jun 29, 2026 | $1118 | Available |
| Jun 30, 2026 | $1118 | Available |
| Jul 1, 2026 | $1118 | Available |
| Jul 2, 2026 | $1118 | Available |
| Jul 3, 2026 | $1118 | Available |
| Jul 4, 2026 | $767 | Not Available |
| Jul 5, 2026 | $747 | Not Available |
| Jul 6, 2026 | $775 | Not Available |
| Jul 7, 2026 | $762 | Not Available |
| Jul 8, 2026 | $776 | Not Available |
| Jul 9, 2026 | $782 | Not Available |
| Jul 10, 2026 | $808 | Not Available |
| Jul 11, 2026 | $792 | Not Available |
| Jul 12, 2026 | $768 | Not Available |
| Jul 13, 2026 | $757 | Not Available |
| Jul 14, 2026 | $747 | Not Available |