Luxury townhouse rental near Casey Key · Waterfront rental Osprey FL · Osprey rental with private dock · Luxury seasonal rental near Sarasota and Venice
A three-bedroom plus den waterfront residence with a small walk across from one of Florida's last unspoiled barrier islands — no high-rises, no crowds, no traffic — just privacy and peace and quiet where the only thing to hear are flying fish and manatees.
Tucked along Little Sarasota Bay between Sarasota and Venice, the quiet, safe community offers an intimate coastal lifestyle with just over 50 luxury residences. Osprey Harbor Village combines the serenity and land's end of Blackburn Point with the immediate convenience, shopping and services of Route 41 around the corner.
Full equipment room plus a cedar sauna facing the bay.
Choose a check-in and check-out date below. A 30-night minimum stay applies.
| Season | Dates | Monthly rate |
|---|---|---|
| Peak seasonJan 1 – Apr 30 | Jan 1 – Apr 30 | $8,050 / mo |
| Shoulder seasonMay 1 – Jun 30 & Oct 1 – Dec 31 | May 1 – Jun 30 & Oct 1 – Dec 31 | $5,750 / mo |
| Off seasonJul 1 – Sep 30 | Jul 1 – Sep 30 | $4,400 / mo |
*Possible multi-month discounts may apply — inquire for details.
A 30-night minimum stay applies year-round.
Sorry to say, but your furry friends are not allowed for renting. However, you'll note that residents might have their own pets on the property — all vetted, and always on a leash. We have no issue with the manatee that decide to sunbathe in the lagoon.
Please go to the Calendar/Availability section — we update it regularly. From there, we'll ask you to step through a manual process, including a traditional short-term lease review and execution, pending approval by property management. While this may feel like extra steps compared to what you're used to, these procedures help ensure the quality of living is sustained for everyone on the property.
Yes, secured garaged parking is included, along with elevator access.
Yes, there is! You'll need to supply your own kayak, but we'll provide room for two on the community rack. There are also bike racks in the garage you can lock up — but once again, you'll need to bring your own bike.
Yes — utilities are included free of charge, along with an in-unit laundry room with washer and dryer.
The property does not come with a boat. But we know you might have the urge — hoy hoy! Here are some useful options nearby:
Island Jet Ski & Water Sports — right around the corner at 801 Blackburn Point Road (roughly 0.3 miles away), offering pontoon boat rentals (up to 9 passengers, fuel and safety gear included), jet skis and more. Visit their Facebook page.
FishFactor Deep Sea Fishing Charters — nearby at Blackburn Point Marina, for guided offshore fishing excursions.
Casey Key Water Taxi — local cruising and transport around the Blackburn Point and Casey Key area.
Suncoast Adventure Tours and Charters — another nearby charter option.
For peer-to-peer rentals and private captained charters originating from Osprey docks, check GetMyBoat, Boatsetter, or Sailo.
See more on Experience, Explore and Everything Else →
Of course — what is the Gulf Coast without golf? Don't worry, you're covered. Osprey sits within easy reach of courses in both the Sarasota and Venice directions, including The Oaks Club, Venetian Golf Club, and Plantation Golf & Country Club, with plenty more throughout Sarasota County.
Find everything you want about hitting the little ball on Experience, Explore and Everything Else →
Right at the property's doorstep is the Blackburn Point Swing Bridge — a nearly 100-year-old, hand-operated bridge and one of the last of its kind still working in Florida. And just down the street on U.S. 41 is the newly-designated Dickey Betts Memorial Highway, honoring the Allman Brothers Band co-founder who called Osprey home. That's just the start.
Read the full story on Experience, Explore and Everything Else →
Funny you ask — not too many people know the history of Floridaland, literally right around the corner at Blackburn Point and U.S. 41. It was an amazing business venture, until Disney found Orlando, that is.
Get the full story on Experience, Explore and Everything Else →
Osprey Harbor Village sits between Sarasota and Venice on Little Sarasota Bay, with Blackburn Point Park and Casey Key an easy stroll away, and Route 41 immediately convenient for shopping and services. You can essentially walk over the Blackburn Point Swing Bridge in a few minutes and arrive right on Casey Key. The location is also convenient to grocery shopping, gas and CVS — you could even walk to Route 41 and have everything you need. Oscar Scherer State Park is right down the street. Nokomis Beach is about 10 minutes away, Venice is about 12 minutes, and Siesta Key is about 9 miles.
Open in Google Maps ↗ · View with Google Earth ↗