What are the top rated Cottage Rentals in Anna Maria?

There are a lot of options in Anna Maria. If you plan on staying in the Anna Maria area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Anna Maria: <a href="/property/cozy-cottage-w-private-beach-access-ac-wifi-quiet-north-end-ami-tropical-oasis/HA-321400592" class="class="static-page-link"">Cozy Cottage w private Beach Access,AC&amp;WiFi -Quiet North End AMI. Tropical Oasis</a> <a href="/property/luxury-beach-cottage-for-families-on-the-north-shore-of-anna-maria-island/HA-3212019100" class="class="static-page-link"">Luxury Beach Cottage for Families on the North Shore of Anna Maria Island</a> <a href="/property/blue-heron-cottage-anna-maria-island/HA-3211442941" class="class="static-page-link"">Blue Heron Cottage - Anna Maria Island</a> <a href="/property/newly-renovated-fresh-modern-cottage-private-pool-just-steps-from-the-golf/HA-3212559550" class="class="static-page-link"">Newly Renovated – Fresh, Modern Cottage Private Pool Just Steps from the Golf!</a> <a href="/property/bean-point-beach-cottage-north-end-of-island-beautiful-white-sand-and-sunsets/HA-3212418140" class="class="static-page-link"">Bean Point Beach Cottage -North End of Island beautiful white sand and sunsets!</a> <a href="/property/turtle-cottage-anna-maria-island/HA-3211500496" class="class="static-page-link"">Turtle Cottage - Anna Maria Island</a> <a href="/property/sundance-cottage/BC-3184741" class="class="static-page-link"">Sundance Cottage</a> <a href="/property/coastal-cottage/BC-12853810" class="class="static-page-link"">Coastal Cottage</a> <a href="/property/a-cozy-cottage/BC-5131777" class="class="static-page-link"">A Cozy Cottage</a> <a href="/property/serenity-cottage/BC-11073244" class="class="static-page-link"">Serenity Cottage</a>

How much does it cost to rent a cottage in Anna Maria?

The average cost for a cottage rental in Anna Maria is $618 per night. Theislandsadvisors has a wide list of great cottages near Anna Maria that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Anna Maria that allow pets?

Yes, here are the top cottage rentals in Anna Maria that allow you to bring your pet: Charming cottage in quiet area, close to beach & bay. Coconut Lagoon - Lovely Historic Renovated Cottage wHuge Heated Pool Backyard OasisCabanaBar Tropical Landscaped Beach Cottage with Heated Jetted Pool Charming 2br/1ba Cottage <a href="/all/usa/florida/anna-maria" class="class="static-page-link"">See all pet-friendly vacation rentals in Anna Maria on Theislandsadvisors</a>

Do you have any rental cottages in Anna Maria that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Anna Maria to find one that works for you.

Are there quality cottages in Anna Maria that have indoor swimming pools?

As of 2026, the data from Theislandsadvisors shows that there are Over 55 private swimming pools or cottages with indoor pools in the Anna Maria area along with other great amenities.

Anna Maria Cottage Rentals By Owner

Charming cottage in quiet area, close to beach & bay.

From US $485

9.8 (297 Reviews)

Cottage

Charming cottage in quiet area, close to beach & bay.

Air Conditioner
Parking
Pet Friendly

Anna Maria Cottage Rentals & Holiday Homes

Find the best cottages in Anna Maria - We found 55 exact matches

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