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47 reviews
Guests love the waterfront, beach access, beach essentials and more.
Our wander stay was easily the nicest home rental I've ever step foot in and the app was so easy to use. The 24/7 concierge service was outstanding and we hope to stay at another rental again soon.
Looking into booking with these guys and the whole premise of what they are doing is amazing. Honestly wish this goes mainstream.
Wander gives the user an exclusive experience alongside great customer service. Perks of the app are the 24/7 concierge; gift basket when arriving on-site; itinerary recommendations; and then nearby recommendations to eat; shop; and play. Everyone needs travel and “wander!”

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Anna Maria Island Beach Cafe offers casual dining with stunning Gulf views and a menu featuring all-you-can-eat pancakes and seafood. Enjoy live entertainment and beach activities while savoring delicious meals in a lively beachfront setting.
Sandbar Seafood + Spirits offers a beachfront dining experience with fresh seafood and local flavors, set against breathtaking sunset views. Enjoy toes-in-the-sand dining with a relaxed, family-friendly atmosphere.
The Ugly Grouper offers a vibrant outdoor dining experience with fresh seafood, live music, and fun activities. Enjoy local favorites like coconut fried shrimp and grouper tacos in a lively beachside setting.
Wicked Cantina offers fresh, handmade Austin-style Tex Mex and American classics in a lively, family-friendly setting with a full bar and scenic waterfront views on Anna Maria Island. Enjoy tacos, burgers, seafood, and vibrant live music from breakfast through dinner.
The Kokonut Hut offers a relaxed beach atmosphere with generous portions of casual grill fare and fantastic cocktails, set against breathtaking island views. It features live music and a dog-friendly environment, perfect for a laid-back dining experience.
Rod and Reel Pier offers fresh seafood with stunning views of Tampa Bay, providing a relaxed, old Florida charm. Its cozy setting and limited seating create an intimate dining experience.
Compass Hotel Anna Maria Sound offers a laid-back coastal vibe with fresh seafood and steak at Floridays Woodfire Grill, complemented by signature Margaritaville drinks and waterfront views for a perfect island escape.
The Waterfront Restaurant offers a premier dining experience with stunning views of San Francisco Bay, serving fine seafood in a historic, converted longshoreman's bar setting. Its ambiance is both elegant and cozy, perfect for special occasions.
Ginny's & Jane E's Cafe and Gift Store offers a cozy breakfast and bakery experience with unique local art and quirky gifts, blending delicious homemade dishes like creme brûlée French toast with a fun, beachy atmosphere full of Old Florida charm.
Skinny's Place is a laid-back, old-school Florida beach bar in Holmes Beach serving up juicy, oversized burgers, crispy fries, and cold beer just steps from the public beach. Its casual vibe and homemade favorites make it an island staple since 1952.
Ana Maria Island offers serene beaches and calm waters perfect for swimming and water activities. It's ideal for families and those seeking a peaceful beach getaway with plenty of outdoor adventures like kayaking and paddleboarding.
Holmes Beach offers a perfect blend of relaxing sandy shores, fun paddleboard tours through mangroves, and family-friendly beach amenities, making it ideal for outdoor lovers and anyone seeking a laid-back Florida island escape.
Coquina Beach offers a serene getaway with activities like swimming, snorkeling, and shell hunting, perfect for families and nature lovers. Its tranquil atmosphere and beautiful white sand make it an ideal spot for relaxation and exploration.
Manatee Public Beach offers a serene escape with pristine white sands and crystal-clear waters, perfect for families and beach lovers seeking relaxation and activities like swimming and paddleboarding. Its tranquil atmosphere and scenic views make it an idyllic spot for anyone looking to unwind.
Anna Maria Island Beach offers serene landscapes with warm waters, perfect for snorkeling and sunset walks. It's ideal for those seeking relaxation and nature's beauty.
Fort De Soto Dog Park and Beach offers a unique experience where dogs can play off-leash on the beach, making it a haven for dog owners and their pets. It's perfect for those seeking a fun, interactive outdoor experience with their furry friends.
Explore De Soto National Memorial, a haven for nature lovers and history enthusiasts, offering scenic trails, kayaking, and historical reenactments. It's perfect for families and outdoor enthusiasts seeking adventure and tranquility.
Robinson Preserve offers a peaceful escape with hiking trails, kayaking through mangroves, and panoramic views from observation towers—perfect for nature lovers and outdoor adventurers seeking scenic beauty and wildlife.
Palma Sola Botanical Park is a lush 10-acre oasis featuring rare tropical fruit trees, vibrant butterfly and herb gardens, and peaceful walking trails—perfect for nature lovers, families, and anyone seeking a serene outdoor escape.
Bean Point Beach Access offers a peaceful, secluded escape at the northern tip of Anna Maria Island, perfect for those who love soft sand, turquoise waters, and stunning sunsets without the crowds. Ideal for beachcombers, shell collectors, and sunset watchers seeking tranquility.
A trusted local provider to ensure you have easy access to high-quality golf cart rentals during your stay. You may contact Beach N Rides at 941-251-7916. Use the discount code: Serendipity at checkout to receive your special rate.
A trusted local provider to ensure you have easy access to high-quality golf cart rentals during your stay. You may contact Coconut Rentals at 941-269-1080. Use the discount code: Serendipity at checkout to receive your special rate.

Guests love the property's standout amenities, especially the gorgeous pool, hot tub and plentiful beach toys including golf cart, paddle boards and private dock. They praise the walkable, central location, spotless cleanliness and ultra responsive hosts for a seamless family stay.
Sea turtle nesting season runs from May 1 through October 31. Please observe the following guidelines at the beach from sunrise to sunset: keep outdoor lights off, dispose trash properly, fill in holes, take down erected temporary structures and sandcastles, avoid using flashlights and lanterns, do not use motorized vehicles, do not light bonfires, and avoid touching the turtles and their nests under any circumstances.
If you find a dead or injured sea turtle, call FWC at 888-404-3922.
Noise regulations are strictly enforced, particularly during nighttime hours. Quiet hours for pools, spas, and hot tubs are from 10 PM - 8 AM. Disturbances such as loud music, shouting, or other disruptive sounds may be considered a violation if they are excessively loud, last for a prolonged period, happen late at night, or are close to neighboring homes.
Guests may be fined for violations (with fines starting at $500), so we kindly ask that noise be kept to a reasonable level.
This Wander is a single-storey home with no stairs, but climbing a step may be required to access the home or amenities.
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.
The pool is available year-round, with heating available outside of the summer months at no additional cost. Please contact the Concierge team at least 72 hours before your arrival if you would like the pool heated during your stay.
The pool is serviced on Mondays and Thursdays in the morning. The pool technician does not need access to the house.
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Nov 23, 2025 | $650 | Not Available |
| Nov 24, 2025 | $1000 | Not Available |
| Nov 25, 2025 | $1000 | Not Available |
| Nov 26, 2025 | $1100 | Not Available |
| Nov 27, 2025 | $1100 | Not Available |
| Nov 28, 2025 | $1100 | Not Available |
| Nov 29, 2025 | $550 | Available |
| Nov 30, 2025 | $500 | Available |
| Dec 1, 2025 | $450 | Available |
| Dec 2, 2025 | $450 | Available |
| Dec 3, 2025 | $450 | Available |
| Dec 4, 2025 | $450 | Available |
| Dec 5, 2025 | $550 | Available |
| Dec 6, 2025 | $550 | Available |
| Dec 7, 2025 | $450 | Available |
| Dec 8, 2025 | $450 | Available |
| Dec 9, 2025 | $450 | Available |
| Dec 10, 2025 | $450 | Available |
| Dec 11, 2025 | $450 | Available |
| Dec 12, 2025 | $550 | Available |
| Dec 13, 2025 | $550 | Available |
| Dec 14, 2025 | $450 | Available |
| Dec 15, 2025 | $450 | Available |
| Dec 16, 2025 | $450 | Available |
| Dec 17, 2025 | $450 | Available |
| Dec 18, 2025 | $600 | Not Available |
| Dec 19, 2025 | $1100 | Not Available |
| Dec 20, 2025 | $1100 | Not Available |
| Dec 21, 2025 | $1100 | Not Available |
| Dec 22, 2025 | $1100 | Not Available |
| Dec 23, 2025 | $1100 | Not Available |
| Dec 24, 2025 | $1000 | Not Available |
| Dec 25, 2025 | $1000 | Not Available |
| Dec 26, 2025 | $800 | Available |
| Dec 27, 2025 | $1500 | Not Available |
| Dec 28, 2025 | $1500 | Not Available |
| Dec 29, 2025 | $1500 | Not Available |
| Dec 30, 2025 | $1500 | Not Available |
| Dec 31, 2025 | $1500 | Not Available |
| Jan 1, 2026 | $1500 | Not Available |
| Jan 2, 2026 | $800 | Available |
| Jan 3, 2026 | $800 | Available |
| Jan 4, 2026 | $700 | Available |
| Jan 5, 2026 | $700 | Available |
| Jan 6, 2026 | $700 | Available |
| Jan 7, 2026 | $700 | Available |
| Jan 8, 2026 | $700 | Available |
| Jan 9, 2026 | $800 | Available |
| Jan 10, 2026 | $800 | Available |
| Jan 11, 2026 | $700 | Available |
| Jan 12, 2026 | $700 | Available |
| Jan 13, 2026 | $700 | Available |
| Jan 14, 2026 | $700 | Available |
| Jan 15, 2026 | $1000 | Not Available |
| Jan 16, 2026 | $1000 | Not Available |
| Jan 17, 2026 | $1000 | Not Available |
| Jan 18, 2026 | $700 | Available |
| Jan 19, 2026 | $700 | Available |
| Jan 20, 2026 | $700 | Available |
| Jan 21, 2026 | $700 | Available |
| Jan 22, 2026 | $700 | Available |
| Jan 23, 2026 | $800 | Available |
| Jan 24, 2026 | $800 | Available |
| Jan 25, 2026 | $700 | Available |
| Jan 26, 2026 | $700 | Available |
| Jan 27, 2026 | $700 | Available |
| Jan 28, 2026 | $700 | Available |
| Jan 29, 2026 | $700 | Available |
| Jan 30, 2026 | $800 | Available |
| Jan 31, 2026 | $800 | Available |
| Feb 1, 2026 | $1000 | Available |
| Feb 2, 2026 | $1000 | Available |
| Feb 3, 2026 | $1000 | Available |
| Feb 4, 2026 | $1000 | Available |
| Feb 5, 2026 | $1000 | Available |
| Feb 6, 2026 | $1100 | Available |
| Feb 7, 2026 | $1100 | Available |
| Feb 8, 2026 | $1000 | Available |
| Feb 9, 2026 | $1000 | Available |
| Feb 10, 2026 | $1000 | Available |
| Feb 11, 2026 | $1000 | Available |
| Feb 12, 2026 | $1200 | Not Available |
| Feb 13, 2026 | $1100 | Not Available |
| Feb 14, 2026 | $1100 | Not Available |
| Feb 15, 2026 | $1100 | Not Available |
| Feb 16, 2026 | $1200 | Not Available |
| Feb 17, 2026 | $1200 | Not Available |
| Feb 18, 2026 | $1200 | Not Available |
| Feb 19, 2026 | $1200 | Not Available |
| Feb 20, 2026 | $1200 | Not Available |
| Feb 21, 2026 | $1200 | Not Available |