Private, Luxury Villa Direct Intercoastal Frontage Living across Casey Key FL

Wake up to waterfront living, with breathtaking sunset views overlooking the intercostal waterway in this boater's paradise.

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.

3Bedrooms
2Bathrooms
6Guests, max
2,058Sq ft
30Night minimum
The property

Sarasota County's hidden waterfront gems—a boutique, gated marina community where luxury living meets effortless boating.

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.

Community entranceCommunity entrance
Steps to Casey Key and Swing Bridge, Property in BackgroundSteps to Casey Key and Swing Bridge, Property in Background
Private marinaPrivate marina
Covered patio overlooking lagoonCovered patio overlooking lagoon
Community spaCommunity spa
Pool with bay viewsPool with bay views
Path to the waterPath to the water
Morning on the canalMorning on the canal
Sunset over the canalSunset over the canal
Living roomLiving room
Kitchen & diningKitchen & dining
LR, DR and KitchenLR, DR and Kitchen
2nd King BR2nd King BR
DenDen
Boardwalk & saunaBoardwalk & sauna
Gym & waterway deckGym & waterway deck
Twin bedroomTwin bedroom
Private Ramp and Secure GaragePrivate Ramp and Secure Garage
Dining room, alt viewDining room, alt view
Primary bedroomPrimary bedroom
Community & residence

What the community and the residence each offer.

Community

Osprey Harbor Village

  • Gated entry 24-hour
  • Private marina/slips not included
  • Just over 50 residences low density
  • Quiet, manicured, safe stroll to Blackburn Point Park & Casey Key
  • Located between Sarasota and Venice on Little Sarasota Bay
Residence

The property

  • Swimming pool
  • Two spas
  • Two outdoor grills
  • Brand new, state-of-the-art gym
  • Steam and sauna
  • Garage parking
  • Private kayak launch and deck
  • Professionally managed
  • Clubhouse with pool table
Interior

2 king-sized bedrooms

1 two-twin bedroom

Interior

Private, pull-out couch den

Wellness

Gym and sauna

Full equipment room plus a cedar sauna facing the bay.

Internet & Entertainment

Included free WiFi and cable TV

Kitchen

All brand new stainless steel appliances

Kitchen

Fully stocked appliances

Laundry

In-unit laundry room, washer and dryer

Utilities

Free utilities included

Conveniences

Secured garaged parking

Conveniences

Elevator

Ramp and stairs options

Availability

Select your dates.

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.

August 2026

Selected Unavailable

Your stay

Check-in
Check-out
Nights
Send inquiry
Questions

Frequently asked questions.

What is the minimum stay?

A 30-night minimum stay applies year-round.

Is the property pet-friendly?

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.

How do I check availability and book?

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.

Is parking included?

Yes, secured garaged parking is included, along with elevator access.

Is there kayak racks available? And how about bike racks too?

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.

Are utilities included?

Yes — utilities are included free of charge, along with an in-unit laundry room with washer and dryer.

Since it's on a marina, what about boating?

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 →

What about golf?

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 →

What else about this area is unique?

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 →

Any fun facts?

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 →

How far is the property from Casey Key and Sarasota and Venice?

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.

Reach out

Request these dates.

This is a request, not a booking — every stay is confirmed personally. Expect a reply within 24 hours.

Having trouble with the button? Email us directly at stayospreyharborretreat216@gmail.com with your name, preferred dates and number of guests.

Find us

14041 Bellagio Way, Osprey, FL 34229

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