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10 guests
9 beds
4 bathrooms
10 guests
5 bedrooms
9 beds
4 bathrooms
3338 sq. ft.
Wander Holmes Bay Haven is a vibrant waterfront retreat built for unforgettable gatherings.

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Check-in after 4:00pm • Check-out before 10:00am • Pets not allowed
Cancel within 24 hours for a full refund.
Arrive to five star cleaning • No chores at checkout • Just lock up and go
Wander is the best of both worlds. The quality of a luxury hotel with the comfort of a private vacation home just for you and your guests.
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 full bed, 1 queen bed
Bedroom 4
1 king bed
Bedroom 5
1 full bunk bed
Located in Holmes Beach on Anna Maria Island, the home is minutes from sandy Gulf beaches, local shops and restaurants. The area offers scenic coastal views, bay access, and laid back island charm.
Nestled in a charming 1920s cottage on Anna Maria Island's northern shore, The Waterfront Restaurant offers fresh seafood, creative American dishes, and steaks with stunning Tampa Bay views from its breezy terrace. Savor chef-crafted meals in a cozy, romantic setting that captures old Florida's laid-back magic.
Compass Hotel Anna Maria Sound offers a laid-back Margaritaville experience with multiple dining venues serving fresh seafood, island-inspired fare, and signature tropical cocktails in a vibrant, beachfront setting that captures the essence of coastal paradise.
Swordfish Grill & Tiki Bar is a laid-back waterfront seafood restaurant in Cortez, Florida, where you can dock your boat and enjoy fresh catches while watching fishing vessels unload their daily haul, all accompanied by live music and stunning views of Sarasota Bay.
Discover Mar Vista Dockside Restaurant & Pub, a waterfront gem on Longboat Key blending Old Florida charm with fresh, southern-inspired seafood under century-old buttonwood trees. Dine on the private beach, covered patio, or dockside for an idyllic escape with stunning bay views.
Savor fresh seafood and cocktails at Beach House Waterfront Restaurant, perched on Anna Maria Island's pristine Gulf-front beach with stunning 650ft ocean views and unforgettable sunsets from the year-round outdoor deck.[3][4][5]
Savor all-you-can-eat pancakes and sausage, juicy half-pound burgers, and fresh fish platters at Anna Maria Island Beach Cafe, where Gulf-front patio dining pairs stunning sunsets, live music, and island-sized drinks with toes-in-the-sand vibes.[1][2][3]
Savor fresh Gulf-to-table seafood at Sandbar Seafood + Spirits, Anna Maria Island's iconic beachfront gem where toes-in-the-sand dining meets stunning sunsets and coastal vibes.
Dive into crispy grouper tacos and fresh 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. Perfect for family merriment in island vibes.
Shore is a mid-century coastal eatery specializing in creative seafood dishes and contemporary American cuisine, served in a vibrant open-air setting with signature cocktails and an atmosphere that captures the essence of a relaxed beach day.
Nestled in historic Cortez Fishing Village, Tide Tables Restaurant and Marina serves the freshest local seafood straight from the docks, with stunning Intracoastal Waterway views, dolphin sightings, and a laid-back tiki bar vibe. Dock your boat at marker 48 and savor fish tacos or grouper bites on pet-friendly picnic tables.
Dive into G.T. Bray Park's ultimate playground of world-class pickleball, Olympic-sized pools with thrilling slides, skate park action, and family-friendly trails—perfect for athletes, families, and adventure seekers craving endless fun in one spot.[1][2][5]
Discover Anna Maria Island's pristine beaches and kayak through mangrove tunnels teeming with wildlife, blending old Florida charm with thrilling water adventures. Perfect for families, nature lovers, and beach explorers seeking serene, unforgettable escapes.
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. Nature lovers and serenity seekers will cherish this tranquil, uncrowded paradise.
De Soto National Memorial is a free hidden gem where visitors can explore 16th-century history through interactive exhibits and living history demonstrations, paddle scenic kayak tours through Tampa Bay, and hike nature trails showcasing Florida's diverse ecosystems—perfect for history buffs, outdoor enthusiasts, and families seeking adventure without the crowds.
Discover the pristine white sands and turquoise waters of Manatee Public Beach, where shell-hunting, volleyball, playground fun, and lifeguard safety create a perfect family day out. Ideal for energetic groups seeking sun, surf, and island amenities.[1][3][4]
Discover Robinson Preserve's 600+ acres of salt marshes, mangrove tunnels, and wildlife hotspots, where you can kayak with dolphins, climb observation towers for panoramic bay views, or hike family-friendly trails. Nature lovers, adventurers, and families with kids will love this coastal paradise packed with paddling, biking, and birdwatching.[1][2][4]
Unwind on Anna Maria Island Beach's powdery white sands, where gentle waves meet legendary sunsets and dolphin sightings add magic. Families, romantics, and nature lovers will cherish this serene Old Florida escape.
Discover ancient temple mounds and mangrove tunnels at Emerson Point Preserve, where calm kayak trails reveal coastal wildlife like dolphins and birds amid stunning Tampa Bay views. Perfect for beginners, families, and nature enthusiasts seeking an uncrowded Florida eco-adventure.
Discover Holmes Beach's pristine sands and thrilling watersports like jet skiing and paddleboarding on Anna Maria Island, where golf cart adventures and manatee spotting add unique charm. Perfect for families, adventure seekers, and beach lovers craving a serene Gulf escape.
Discover Coquina Beach's pristine white sands, where families and couples thrill to kayaking, dolphin spotting, and manatee encounters amid calm, lifeguard-patrolled waters. Its wildlife-rich shores and sunset views make it Florida's ultimate relaxed paradise.[1][2][4]
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Here are some things which you should know before booking Wander Holmes Bay Haven
Check-in: after 4:00 pm
Check-out: before 10:00 am
10 guests maximum
Pets not allowed
No smoking - fees will apply
Events require approval
Cancel within 24 hours for a full refund.
Check-in: after 4:00 pm
Check-out: before 10:00 am
10 guests maximum
Pets not allowed
No smoking - fees will apply
Events require approval
This home follows a strict maximum occupancy rule. Please make sure that the total number of guests accompanying you (including both children and adults) doesn't exceed the indicated maximum occupancy above to avoid cancellation of your stay and additional fees.
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Feb 28, 2026 | $650 | Not Available |
| Mar 1, 2026 | $650 | Not Available |
| Mar 2, 2026 | $650 | Not Available |
| Mar 3, 2026 | $650 | Not Available |
| Mar 4, 2026 | $650 | Not Available |
| Mar 5, 2026 | $650 | Not Available |
| Mar 6, 2026 | $720 | Not Available |
| Mar 7, 2026 | $755 | Not Available |
| Mar 8, 2026 | $720 | Not Available |
| Mar 9, 2026 | $720 | Not Available |
| Mar 10, 2026 | $720 | Not Available |
| Mar 11, 2026 | $720 | Not Available |
| Mar 12, 2026 | $720 | Not Available |
| Mar 13, 2026 | $738 | Not Available |
| Mar 14, 2026 | $1429 | Not Available |
| Mar 15, 2026 | $1357 | Not Available |
| Mar 16, 2026 | $1389 | Not Available |
| Mar 17, 2026 | $1316 | Not Available |
| Mar 18, 2026 | $1302 | Not Available |
| Mar 19, 2026 | $1257 | Not Available |
| Mar 20, 2026 | $1400 | Not Available |
| Mar 21, 2026 | $957 | Not Available |
| Mar 22, 2026 | $848 | Not Available |
| Mar 23, 2026 | $848 | Not Available |
| Mar 24, 2026 | $848 | Not Available |
| Mar 25, 2026 | $848 | Not Available |
| Mar 26, 2026 | $848 | Not Available |
| Mar 27, 2026 | $938 | Not Available |
| Mar 28, 2026 | $1428 | Not Available |
| Mar 29, 2026 | $1220 | Not Available |
| Mar 30, 2026 | $1412 | Not Available |
| Mar 31, 2026 | $1381 | Not Available |
| Apr 1, 2026 | $1386 | Not Available |
| Apr 2, 2026 | $1484 | Not Available |
| Apr 3, 2026 | $1473 | Not Available |
| Apr 4, 2026 | $1407 | Not Available |
| Apr 5, 2026 | $1426 | Not Available |
| Apr 6, 2026 | $1467 | Not Available |
| Apr 7, 2026 | $1332 | Not Available |
| Apr 8, 2026 | $1303 | Not Available |
| Apr 9, 2026 | $1284 | Not Available |
| Apr 10, 2026 | $1158 | Not Available |
| Apr 11, 2026 | $1011 | Not Available |
| Apr 12, 2026 | $983 | Not Available |
| Apr 13, 2026 | $969 | Not Available |
| Apr 14, 2026 | $964 | Not Available |
| Apr 15, 2026 | $987 | Not Available |
| Apr 16, 2026 | $1000 | Not Available |
| Apr 17, 2026 | $1029 | Not Available |
| Apr 18, 2026 | $994 | Not Available |
| Apr 19, 2026 | $1019 | Not Available |
| Apr 20, 2026 | $996 | Not Available |
| Apr 21, 2026 | $982 | Not Available |
| Apr 22, 2026 | $929 | Not Available |
| Apr 23, 2026 | $927 | Not Available |
| Apr 24, 2026 | $933 | Not Available |
| Apr 25, 2026 | $824 | Not Available |
| Apr 26, 2026 | $802 | Not Available |
| Apr 27, 2026 | $771 | Not Available |
| Apr 28, 2026 | $746 | Not Available |
| Apr 29, 2026 | $744 | Not Available |
| Apr 30, 2026 | $749 | Not Available |
| May 1, 2026 | $751 | Not Available |
| May 2, 2026 | $879 | Not Available |
| May 3, 2026 | $858 | Not Available |
| May 4, 2026 | $866 | Not Available |
| May 5, 2026 | $849 | Not Available |
| May 6, 2026 | $854 | Not Available |
| May 7, 2026 | $858 | Not Available |
| May 8, 2026 | $934 | Not Available |
| May 9, 2026 | $866 | Not Available |
| May 10, 2026 | $851 | Not Available |
| May 11, 2026 | $841 | Not Available |
| May 12, 2026 | $832 | Not Available |
| May 13, 2026 | $843 | Not Available |
| May 14, 2026 | $855 | Not Available |
| May 15, 2026 | $874 | Not Available |
| May 16, 2026 | $793 | Not Available |
| May 17, 2026 | $782 | Not Available |
| May 18, 2026 | $765 | Not Available |
| May 19, 2026 | $761 | Not Available |
| May 20, 2026 | $790 | Not Available |
| May 21, 2026 | $889 | Not Available |
| May 22, 2026 | $896 | Not Available |
| May 23, 2026 | $1204 | Not Available |
| May 24, 2026 | $1213 | Not Available |
| May 25, 2026 | $1222 | Not Available |
| May 26, 2026 | $1231 | Not Available |
| May 27, 2026 | $1106 | Not Available |
| May 28, 2026 | $1126 | Not Available |
| May 29, 2026 | $1153 | Not Available |