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8 guests
6 beds
2 bathrooms
8 guests
3 bedrooms
6 beds
2 bathrooms
2202 sq. ft.
Wander Anna Maria Gulf is an exquisite coastal retreat, offering unparalleled luxury with breathtaking ocean views.

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Check-in after 4:00pm • Check-out before 10:00am • No pets 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 queen bed
Bedroom 3
4 twin bunk beds
Just a 3-minute walk to the bay and a 12-minute stroll to the Gulf, this retreat keeps the beauty of Anna Maria Island at your doorstep. Spend your days kayaking, paddleboarding, or relaxing on the sand, then wander to nearby Pine Avenue for charming shops, local dining, and laid-back island entertainment.
The Ugly Grouper is a laid-back outdoor restaurant in Holmes Beach offering fresh seafood like their famous crispy grouper tacos, live music, and a lively island vibe perfect for casual dining and fun with friends or family.
The Waterfront Restaurant offers stunning San Francisco Bay views alongside a menu of fresh sustainable seafood, Wagyu steak, and vegetarian options, all served in a charming, historic setting on Pier 7. Its relaxed ambiance and scenic patio make it perfect for a memorable dining experience.
The Porch Restaurant is an upscale coastal dining gem on Anna Maria Island housed in one of the island's first homes, offering expertly prepared steaks, fresh seafood, and New American cuisine in a charming atmosphere with both indoor and outdoor seating.
Ginny's & Jane E's is a cozy Anna Maria favorite, serving fresh breakfast and lunch classics alongside giant homemade cinnamon rolls. The eclectic cafe doubles as a quirky coastal gift shop, blending local art, island charm, and delicious, natural ingredients in every bite.
Anna Maria Island Beach Cafe offers casual Gulf-front dining with American classics, fresh seafood, and tropical cocktails, all served in a relaxed, beachy atmosphere perfect for locals and visitors alike.
Sandbar Seafood + Spirits is an iconic beachfront restaurant on Anna Maria Island where you can dine with your toes in the sand while enjoying fresh Gulf seafood, local organic vegetables, and mesmerizing sunsets over the Gulf of Mexico. This beloved destination combines outstanding cuisine and service with the ultimate Old Florida charm and atmosphere.
Robinson Preserve offers a unique blend of outdoor adventure and nature exploration, featuring scenic hiking and biking trails, serene kayak routes through mangroves, and a thrilling nature-themed canopy playground perfect for families and wildlife lovers. It's ideal for anyone seeking active fun and peaceful wildlife viewing.
Anna Maria Island is a charming beach escape perfect for nature lovers and families, offering pristine shores, kayaking through mangroves, dolphin watching, and quaint local shops and seafood spots. It’s ideal for those seeking relaxation and outdoor adventure in a laid-back, scenic setting.
Manatee Public Beach in Holmes Beach offers families and beach lovers a perfect day of swimming in crystal-clear Gulf waters, playing volleyball, and enjoying soft white sand with stunning sunsets—all with excellent amenities like playgrounds, picnic areas, and lifeguards on duty.
Holmes Beach is a sun-soaked paradise perfect for families and beach lovers, offering soft sands, gentle waves, and a laid-back island vibe where everyone can unwind and make lasting memories.
Anna Maria Island Beach offers soft white sand, calm waters, and stunning sunsets, perfect for relaxing beachgoers, families, and outdoor lovers who enjoy kayaking, paddleboarding, and exploring charming local shops and piers. It’s an ideal spot for peaceful nature and fun water adventures.
Fort De Soto's Dog Beach and Paw Playground is Florida's only designated off-leash dog beach, where pups can swim, play, and splash in pristine waters with plenty of room to roam. Perfect for dog lovers seeking a unique coastal experience, it combines beach fun with well-maintained facilities like dog showers and water stations.
Bean Point Beach Access offers a peaceful escape to Anna Maria Island’s quietest, most scenic stretch of white sand, where calm turquoise waters meet stunning sunset views—perfect for nature lovers and anyone seeking a serene beach day away from the crowds.
De Soto National Memorial offers a unique blend of rich history and scenic nature, featuring living history camps, ranger-led kayak tours, and peaceful trails along the coast. It's perfect for history buffs, outdoor enthusiasts, and families seeking an immersive, educational adventure.
Palma Sola Botanical Park offers a peaceful 10-acre escape with rare tropical fruit trees, vibrant butterfly gardens, and serene walking trails, perfect for nature lovers, photographers, and families seeking a lush, educational outdoor experience.
Explore the historic Fort De Soto Batteries, a beautifully preserved Spanish-American War-era military installation featuring impressive 12-inch mortar batteries and original post buildings on scenic Mullet Key. History enthusiasts and curious visitors alike will appreciate the restored structures, informative museum, and the iconic 45-star flag that transports you back to early 1900s coastal defense.
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Here are some things which you should know before booking Wander Anna Maria Gulf
Check-in: after 4:00 pm
Check-out: before 10:00 am
8 guests maximum
No pets 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
8 guests maximum
No pets 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.
This is a pet-free hypoallergenic space. No pets are allowed inside the home to maintain a hypoallergenic area as much as possible for our guests’ comfort.
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Feb 23, 2026 | $2042 | Not Available |
| Feb 24, 2026 | $2004 | Not Available |
| Feb 25, 2026 | $1967 | Not Available |
| Feb 26, 2026 | $1967 | Not Available |
| Feb 27, 2026 | $2372 | Not Available |
| Feb 28, 2026 | $2803 | Not Available |
| Mar 1, 2026 | $2829 | Not Available |
| Mar 2, 2026 | N/A | Not Available |
| Mar 3, 2026 | N/A | Not Available |
| Mar 4, 2026 | N/A | Not Available |
| Mar 5, 2026 | N/A | Not Available |
| Mar 6, 2026 | N/A | Not Available |
| Mar 7, 2026 | $2284 | Not Available |
| Mar 8, 2026 | $1380 | Not Available |
| Mar 9, 2026 | $1332 | Not Available |
| Mar 10, 2026 | $1308 | Not Available |
| Mar 11, 2026 | $1308 | Not Available |
| Mar 12, 2026 | $1308 | Not Available |
| Mar 13, 2026 | $2429 | Not Available |
| Mar 14, 2026 | $3550 | Not Available |
| Mar 15, 2026 | N/A | Not Available |
| Mar 16, 2026 | N/A | Not Available |
| Mar 17, 2026 | N/A | Not Available |
| Mar 18, 2026 | N/A | Not Available |
| Mar 19, 2026 | N/A | Not Available |
| Mar 20, 2026 | N/A | Not Available |
| Mar 21, 2026 | $5410 | Not Available |
| Mar 22, 2026 | $5410 | Not Available |
| Mar 23, 2026 | $5410 | Not Available |
| Mar 24, 2026 | $5410 | Not Available |
| Mar 25, 2026 | $5410 | Not Available |
| Mar 26, 2026 | $5410 | Not Available |
| Mar 27, 2026 | $5603 | Not Available |
| Mar 28, 2026 | $5796 | Not Available |
| Mar 29, 2026 | N/A | Not Available |
| Mar 30, 2026 | N/A | Not Available |
| Mar 31, 2026 | N/A | Not Available |
| Apr 1, 2026 | N/A | Not Available |
| Apr 2, 2026 | N/A | Not Available |
| Apr 3, 2026 | N/A | Not Available |
| Apr 4, 2026 | $5796 | Not Available |
| Apr 5, 2026 | N/A | Not Available |
| Apr 6, 2026 | N/A | Not Available |
| Apr 7, 2026 | N/A | Not Available |
| Apr 8, 2026 | N/A | Not Available |
| Apr 9, 2026 | N/A | Not Available |
| Apr 10, 2026 | N/A | Not Available |
| Apr 11, 2026 | $3445 | Not Available |
| Apr 12, 2026 | N/A | Not Available |
| Apr 13, 2026 | N/A | Not Available |
| Apr 14, 2026 | N/A | Not Available |
| Apr 15, 2026 | N/A | Not Available |
| Apr 16, 2026 | N/A | Not Available |
| Apr 17, 2026 | N/A | Not Available |
| Apr 18, 2026 | $3687 | Available |
| Apr 19, 2026 | $3726 | Available |
| Apr 20, 2026 | $3726 | Available |
| Apr 21, 2026 | $3646 | Available |
| Apr 22, 2026 | $3565 | Available |
| Apr 23, 2026 | $3565 | Available |
| Apr 24, 2026 | $3048 | Available |
| Apr 25, 2026 | $2555 | Not Available |
| Apr 26, 2026 | $2581 | Not Available |
| Apr 27, 2026 | $2581 | Not Available |
| Apr 28, 2026 | $2581 | Not Available |
| Apr 29, 2026 | $2657 | Not Available |
| Apr 30, 2026 | $2732 | Not Available |
| May 1, 2026 | $1604 | Not Available |
| May 2, 2026 | $1110 | Not Available |
| May 3, 2026 | $1083 | Not Available |
| May 4, 2026 | $1050 | Not Available |
| May 5, 2026 | $1030 | Not Available |
| May 6, 2026 | $1030 | Not Available |
| May 7, 2026 | $1018 | Not Available |
| May 8, 2026 | $1012 | Not Available |
| May 9, 2026 | $1005 | Not Available |
| May 10, 2026 | $1012 | Not Available |
| May 11, 2026 | $1012 | Not Available |
| May 12, 2026 | $1012 | Not Available |
| May 13, 2026 | $1012 | Not Available |
| May 14, 2026 | $1012 | Not Available |
| May 15, 2026 | $1018 | Not Available |
| May 16, 2026 | $1024 | Not Available |
| May 17, 2026 | N/A | Not Available |
| May 18, 2026 | N/A | Not Available |
| May 19, 2026 | N/A | Not Available |
| May 20, 2026 | N/A | Not Available |
| May 21, 2026 | N/A | Not Available |
| May 22, 2026 | N/A | Not Available |
| May 23, 2026 | $1525 | Not Available |
| May 24, 2026 | $1556 | Not Available |