What are the top rated Cottage Rentals in Anna Maria Island?

There are a lot of options in Anna Maria Island. If you plan on staying in the Anna Maria Island 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 Island: <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/coastal-charm-meets-cottage-chic-sparkling-pool-spa-4-doors-to-the-beach/HA-321506287" class="class="static-page-link"">Coastal Charm Meets Cottage Chic! Sparkling Pool/Spa *4 Doors To The Beach*</a> <a href="/property/winter-is-here-hybernate-on-the-beach/HA-3211456854" class="class="static-page-link"">Winter is here! Hybernate on the beach!</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/end-of-summer-rates-cozy-cottage-central-location-private-patio-3-min-to-beach/HA-3212393926" class="class="static-page-link"">END OF SUMMER RATES! Cozy cottage central location-Private patio-3 min to beach!</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/relaxed-quiet-private-get-away/HA-321475306" class="class="static-page-link"">Relaxed Quiet Private Get Away</a> <a href="/property/beach-basket-cottage-cute-old-florida-style-beach-cottage-just-steps-to-the-beach/HA-3211300807" class="class="static-page-link"">Beach Basket Cottage: Cute Old Florida Style Beach Cottage just steps to the Beach!</a> <a href="/property/coastal-home-with-heated-pool-close-to-beach/HA-3212574932" class="class="static-page-link"">Coastal Home with Heated Pool, Close to Beach!</a>

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

The average cost for a cottage rental in Anna Maria Island is $474 per night. Sanibelislandluxuryrentals has a wide list of great cottages near Anna Maria Island that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Anna Maria Island that allow pets?

Yes, here are the top cottage rentals in Anna Maria Island that allow you to bring your pet: Charming cottage in quiet area, close to beach & bay. Coconut Cottage #4 by AMI Locals Tropical Landscaped Beach Cottage with Heated Jetted Pool Charming 2br/1ba Cottage <a href="/all/usa/florida/anna-maria-island" class="class="static-page-link"">See all pet-friendly vacation rentals in Anna Maria Island on Sanibelislandluxuryrentals</a>

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

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

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

As of 2025, the data from Sanibelislandluxuryrentals shows that there are Over 233 private swimming pools or cottages with indoor pools in the Anna Maria Island area along with other great amenities.

Anna Maria Island Cottage Rentals By Owner

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

From US $479

9.8 (295 Reviews)

Cottage

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

Air Conditioner
Parking
Pet Friendly

Anna Maria Island Cottage Rentals & Holiday Homes

Find the best cottages in Anna Maria Island - We found 233 exact matches

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