What are the top rated Cottage Rentals in Oyster Bay?

There are a lot of options in Oyster Bay. If you plan on staying in the Oyster Bay area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Oyster Bay: <a href="/property/coastal-gem/HA-321727398" class="class="static-page-link"">Coastal Gem!</a> <a href="/property/key-west-style-beach-cottage-just-steps-from-1-siesta-key-beach/HA-321972345" class="class="static-page-link"">Key West style beach cottage JUST STEPS from #1 SIESTA KEY BEACH!</a> <a href="/property/sarasotacottagerentals-authentic-fl-enchanting-downtown-historic-laurel-park/HA-1214360070" class="class="static-page-link"">SarasotaCottageRentals ~ Authentic FL, Enchanting Downtown Historic Laurel Park</a> <a href="/property/cozy-cottage-centrally-located-in-beautiful-sarasota-florida/HA-3211809990" class="class="static-page-link"">Cozy Cottage centrally located in beautiful Sarasota Florida.</a> <a href="/property/lil-john-coastal-cottage-near-siesta-key-beach/HA-3214244572" class="class="static-page-link"">Lil John Coastal Cottage Near Siesta Key Beach</a> <a href="/property/charming-coastal-oasis-2bed-2-bath-cottage-close-to-beach-and-downtown-southgate/HA-3212795445" class="class="static-page-link"">Charming Coastal Oasis 2Bed/2 Bath Cottage Close to Beach and Downtown-Southgate</a> <a href="/property/location-1-bdrm-cottage-1-block-from-beach-and-2-blocks-from-siesta-village/HA-3211683203" class="class="static-page-link"">Location 1 Bdrm Cottage 1 Block from Beach and 2 Blocks from Siesta Village</a> <a href="/property/siesta-key-beach-cottage/HA-3211165241" class="class="static-page-link"">Siesta Key Beach Cottage</a> <a href="/property/super-cute-cottage-private-relaxing-1mile-walk-bike-to-beach/HA-3211886272" class="class="static-page-link"">Super Cute Cottage-Private &amp; Relaxing-1Mile Walk Bike to Beach</a> <a href="/property/siesta-key-village-cottage-3-blocks-to-beach-large-private-heated-pool/HA-3213726515" class="class="static-page-link"">Siesta Key Village Cottage , 3 blocks to beach, Large private heated pool</a>

How much does it cost to rent a cottage in Oyster Bay?

The average cost for a cottage rental in Oyster Bay is $380 per night. Guidefororlando has a wide list of great cottages near Oyster Bay that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Oyster Bay that allow pets?

Yes, here are the top cottage rentals in Oyster Bay that allow you to bring your pet: Across The Street From #1 Beach Cozy SRQ Cottage The Inn On Siesta Key Chic Sarasota Cottage: Near Beaches & Downtown! <a href="/all/usa/florida/sarasota/oyster-bay" class="class="static-page-link"">See all pet-friendly vacation rentals in Oyster Bay on Guidefororlando</a>

Do you have any rental cottages in Oyster Bay that are suitable for families?

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

Are there quality cottages in Oyster Bay that have indoor swimming pools?

As of 2026, the data from Guidefororlando shows that there are Over 162 private swimming pools or cottages with indoor pools in the Oyster Bay area along with other great amenities.