What are the top rated Cottage Rentals in Osprey?

There are a lot of options in Osprey. If you plan on staying in the Osprey area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Osprey: <a href="/property/mid-century-waterfront-home-with-pool/HA-3211350981" class="class="static-page-link"">Mid-century Waterfront Home with pool</a> <a href="/property/2-bedroom-spacious-townhome-in-osprey/HA-3214447874" class="class="static-page-link"">2-bedroom Spacious townhome in Osprey</a> <a href="/property/furnished-and-meticulous-near-nokomis-venice-and-siesta-beaches/HA-3212643429" class="class="static-page-link"">Furnished and meticulous! Near Nokomis, Venice and Siesta Beaches.</a> <a href="/property/pet-friendly-modern-retreat-near-siesta-key/HA-3214511595" class="class="static-page-link"">Pet-Friendly Modern Retreat Near Siesta Key</a> <a href="/property/welcome-to-lime-on-green-i-also-have-a-rental-car-listed-available-on-turo-com/HA-3212368133" class="class="static-page-link"">Welcome to Lime on Green! I also have a rental CAR listed/available on TURO.COM</a> <a href="/property/windsor-lodge-unit-10-studio-close-to-the-beaches-pool-access/HA-3214057378" class="class="static-page-link"">Windsor Lodge Unit 10, Studio, close to the beaches, pool access</a> <a href="/property/2-bedroom-ground-floor-condo-in-osprey-lots-of-light-beautiful-water-view/HA-3211933475" class="class="static-page-link"">2 Bedroom Ground Floor Condo in Osprey - lots of light &amp; beautiful water view!</a> <a href="/property/5-minutes-to-the-beach-beautiful-neighborhood-on-intercoastal-family-friendly/HA-3213736979" class="class="static-page-link"">5 minutes to the BEACH! Beautiful neighborhood on intercoastal. Family friendly</a> <a href="/property/4-bedroom-heated-pool-house-5-minutes-to-the-beach/HA-3214662385" class="class="static-page-link"">4-bedroom heated pool house 5 minutes to the beach</a> <a href="/property/bright-comfortable-florida-cottage-within-15-min-to-siesta-and-nokomis-beach/HA-3213552401" class="class="static-page-link"">Bright &amp; Comfortable Florida Cottage, Within 15 Min to Siesta and Nokomis Beach</a>

How much does it cost to rent a cottage in Osprey?

The average cost for a cottage rental in Osprey is $299 per night. Sombrerobeachvacationhomes has a wide list of great cottages near Osprey that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Osprey that allow pets?

Yes, here are the top cottage rentals in Osprey that allow you to bring your pet: Cozy Cottage in south Sarasota Florida, Close to Beaches! 2-bedroom Spacious townhome in Osprey Modern luxe getaway for families near Siesta Key Casey Key Resorts - Mainland Pet-Friendly Modern Retreat Near Siesta Key <a href="/all/usa/florida/osprey" class="class="static-page-link"">See all pet-friendly vacation rentals in Osprey on Sombrerobeachvacationhomes</a>

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

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

Are there quality cottages in Osprey that have indoor swimming pools?

As of 2026, the data from Sombrerobeachvacationhomes shows that there are Over 1 private swimming pools or cottages with indoor pools in the Osprey area along with other great amenities.

Osprey Cottage Rentals By Owner

Cozy Cottage in south Sarasota Florida, Close to Beaches!

From US $299

9.8 (7 Reviews)

Cottage

Cozy Cottage in south Sarasota Florida, Close to Beaches!

Air Conditioner
Parking
Pet Friendly

Osprey Cottage Rentals & Holiday Homes

Find the best cottages in Osprey - We found 1 exact matches

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