Anna Maria Island Vacation Rentals

Compare 150 vacation rentals.

USA > Florida > Anna Maria Island

Make Anna Maria Island your next getaway

Nestled on Florida’s Gulf Coast, Anna Maria Island is a hidden gem where Old Florida charm meets stunning natural beauty. With no high-rises, a relaxed island vibe, and miles of pristine beaches, it’s the perfect destination for a laid-back getaway. Whether you're strolling along historic piers, indulging in fresh seafood, or simply soaking up the sun, Anna Maria Island offers an escape like no other.

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Popular amenities for Anna Maria Island vacation rentals

Popular

Dog-friendly Hot tub Internet

2 Bedroom | 1 Bath | Sleeps 6

Sunrise Garden #8 - Anna Maria, FL

$270 avg / night

4.46 (59)

1 Bedroom | 1 Bath | Sleeps 4

Sunrise Garden #9 - Anna Maria, FL

$205 avg / night

4.08 (39)

3 Bedroom | 3 Bath | Sleeps 8

Anna Maria's Finest - Anna Maria, FL

$475 avg / night

4.09 (97)

3 Bedroom | 2 Bath | Sleeps 8

Sandy's Getaway - Anna Maria, FL

$332 avg / night

3.83 (58)

2 Bedroom | 1 Bath | Sleeps 6

Beach Bungalow A - Bradenton Beach, FL

$200 avg / night

4.08 (25)

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Recent Anna Maria Island guest reviews

The condo was a great fit for my wife and I, a retired couple, for spending a couple of weeks on Anna Marie Island. The condo was very clean and the seemed in good maintenance, i.e. paint, floors, lighting, windows, doors, etc. The one bedroom worked perfectly for us and had plenty of room for storage of our clothes and other travel items so as to not have clutter. We loved the private on-the-beach location. We also liked that it was north of the route 64 bridge from Bradenton so we missed the heavy, bridge crossing traffic in the afternoons/evening that clogs up AMI roads when we would go out to dinner at many of the northern AMI restaurants. Overall, a very nice condo and would recommend it to any couple looking for an AMI visit.

George D. | Mar 2025

Great place - had everything we needed. Only thing to note - if you are over 6ft tall Bungalow A might be too small for you - ceilings are low in the bedrooms. Otherwise the place is great - few minutes walk to a beach where you can swim

Karen W. | Mar 2025

We enjoyed our stay at Sunrise Garden. The unit we stayed in was clean, updated and had all the amenities we needed. The location is also an added bonus. We will definitely be back!

Allison W. | Mar 2025

Anna Maria Island vacation rental FAQ

Yes, 42 of our Anna Maria Island homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

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Yes. 150 of our Anna Maria Island vacation rentals have internet access, so you can stay connected throughout your trip.

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Some of the most popular amenities in our Anna Maria Island vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find the check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Anna Maria Island team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Anna Maria Island, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

24/7 guest service

Seamless check-in

Professional cleaning

Why choose Anna Maria Island?

Pristine beaches: Relax on powder-soft sands and soak up the Florida sunshine. With seven miles of coastline, there’s plenty of space to unwind.
Island charm: Experience the laid-back vibe of this Old Florida gem, where local boutiques, art galleries, and quaint cafés line the streets.
Outdoor adventures: Paddle through mangrove tunnels, go fishing off the historic City Pier, or take a scenic bike ride along the coast.
Fresh seafood: Savor locally caught grouper, stone crab, and other Gulf-to-table specialties at waterfront restaurants.
Unforgettable sunsets: End each day with a breathtaking sunset over the Gulf of Mexico—best enjoyed from the beach or a private balcony.

Anna Maria Island travel inspiration

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Anna Maria Island Vacation Rentals

Make Anna Maria Island your next getaway

Explore Anna Maria Island condo rentals, house rentals, duplexes, and more

Condo rentals

House rentals

Duplexes

Popular amenities for Anna Maria Island vacation rentals

Sunrise Garden #8 - Anna Maria, FL

Sunrise Garden #9 - Anna Maria, FL

Anna Maria's Finest - Anna Maria, FL

Sandy's Getaway - Anna Maria, FL

Beach Bungalow A - Bradenton Beach, FL

Browse more vacation rental amenities in Anna Maria Island

Recent Anna Maria Island guest reviews

Are vacation rentals in Anna Maria Island pet-friendly?

Do vacation rentals in Anna Maria Island have internet access/WiFi?

What amenities do Anna Maria Island vacation rentals have?

What time are check-in and check-out in Anna Maria Island vacation rentals?

Will my Anna Maria Island vacation rental be clean when I arrive?

What if I need to change or cancel my trip to Anna Maria Island?

Book confidently. Stay comfortably.

Why choose Anna Maria Island?

Anna Maria Island travel inspiration

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