Luxury Beachfront Vacation Rentals in Anna Maria
Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.
We found 9 beachfront vacation rentals – enter your dates for availability.
Anna Maria, Florida
Wander Serendipity Breeze
Next avail.
Dec 2 - Dec 4
48
5
Anna Maria, Florida
Wander Serendipity Sol
Next avail.
Dec 2 - Dec 4
48
Anna Maria, Florida
Wander Anna Maria Salty
Next avail.
Dec 6 - Dec 8
48
Anna Maria, Florida
Wander Serendipity Drift
Next avail.
Dec 16 - Dec 18
48
5
Anna Maria, Florida
Wander Serendipity Haven
Next avail.
Dec 2 - Dec 4
48
Anna Maria, Florida
Wander Serendipity Waves
Next avail.
Dec 2 - Dec 4
48
4.5
Anna Maria, Florida
Wander Serendipity Gulfront
Next avail.
Jan 1 - Jan 3
48
5
Anna Maria, Florida
Wander Serendipity Cloud
Next avail.
Dec 15 - Dec 17
58
5
Welcome to the shores of Anna Maria
Make your next escape effortless with Wander's luxury beachfront vacation rentals in Anna Maria. Our hand-picked Gulf-front homes put the sand just beyond your deck and sweeping water views in every direction. Each stay delivers the privacy of a beach house and the polish of a five-star hotel.
Expect bright, coastal interiors, chef-ready kitchens, ultra fast WiFi, and plush bedrooms made for slow mornings. Outdoors, unwind by a private pool, rinse off in an outdoor shower, or gather for golden-hour grilling. Every home is professionally maintained, impeccably clean, and supported by 24/7 concierge, so you can simply arrive and relax.
Anna Maria, Florida
Wander Serendipity Breeze
Next avail.
Dec 2 - Dec 4
48
5
Anna Maria, Florida
Wander Serendipity Drift
Next avail.
Dec 16 - Dec 18
48
5
Anna Maria, Florida
Wander Serendipity Haven
Next avail.
Dec 2 - Dec 4
48
Anna Maria, Florida
Wander Serendipity Waves
Next avail.
Dec 2 - Dec 4
48
4.5
Anna Maria, Florida
Wander Serendipity Sea
Next avail.
Dec 2 - Dec 4
48
5
Anna Maria, Florida
Wander Serendipity Cloud
Next avail.
Dec 15 - Dec 17
58
5
Anna Maria, Florida
Wander Serendipity Sol
Next avail.
Dec 2 - Dec 4
48
Anna Maria, Florida
Wander Anna Maria Salty
Next avail.
Dec 6 - Dec 8
48
IT'S A VACATION HOME, BUT BETTER
The Wander difference
Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.
All homes in Anna Maria
Anna Maria, Florida
Wander Serendipity Breeze
Next avail.
Dec 2 - Dec 4
48
5
Anna Maria, Florida
Wander Serendipity Sol
Next avail.
Dec 2 - Dec 4
48
Anna Maria, Florida
Wander Anna Maria Salty
Next avail.
Dec 6 - Dec 8
48
Anna Maria, Florida
Wander Serendipity Drift
Next avail.
Dec 16 - Dec 18
48
5
Anna Maria, Florida
Wander Serendipity Haven
Next avail.
Dec 2 - Dec 4
48
Anna Maria, Florida
Wander Serendipity Waves
Next avail.
Dec 2 - Dec 4
48
4.5
Anna Maria, Florida
Wander Serendipity Gulfront
Next avail.
Jan 1 - Jan 3
48
5
Anna Maria, Florida
Wander Serendipity Cloud
Next avail.
Dec 15 - Dec 17
58
5
Discover more of coastal Anna Maria
Sugar-white shoreline meets calm Gulf waters in Anna Maria, a low-key barrier island with timeless coastal character. The beaches are broad and uncrowded, the water is crystal clear, and the horizon seems to stretch forever. With no high-rises, sightlines stay open and the vibe stays relaxed.
Spend your days floating in gentle surf, watching dolphins trace the shoreline, or cycling quiet streets shaded by palms. Sunsets here turn the sky cotton-candy pink and nights are peaceful, inviting deep rest and unhurried mornings. This is why Wander's luxury beachfront vacation rentals in Anna Maria are the perfect choice, whether you're traveling for work or leisure.