Rent Osprey Condos
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Featured Condo Rentals in Osprey

Captiva Beach Resort
6772 Sara Sea Circle, Siesta Key, FL
Fully refundableReserve now, pay when you stay
Book a stay at this beach condo in Siesta Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in ...

Venice Beach Villas
501 W Venice Ave, Venice, FL
Stay at this 3-star business-friendly condo in Venice. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the ...

Paradise 🏝Beach heaven 🌞condo 🦩<br>
Englewood
Stay at this condo in Englewood. Enjoy free WiFi, laundry facilities, and tennis courts. Popular attractions Englewood Beach and Englewood South Inlet are located ...
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Palm Bay Club Private Balcony Beach Side
Sarasota
Stay at this condo in Siesta Key. Enjoy a beach locale, a fitness center, and laundry facilities. Popular attractions Siesta Key Beach and Lido Beach are located ...

1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No pets
Siesta Key
Book a stay at this beach condo in Siesta Key. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Siesta Key Beach and Lido Beach are located ...

Chadwick Cove Resort & Marina
1825 Gulf Blvd, Englewood, FL
The price is NZ$922 per night from 10 Sept to 11 Sept
NZ$922
10 Sept - 11 Sept
includes taxes & fees
Stay at this 4-star beach condo in Englewood. Enjoy free WiFi, free parking, and 7 restaurants. Popular attractions Englewood Beach and Lemon Bay are located ...

Oceanfront/Beachfront -Sarasota Surf Racquet - Y Building
Sarasota
Book a stay at this beach condo in Siesta Key. Enjoy a beach locale, a fitness center, and a garden. Our guests praise the pool and the helpful staff in our ...

Luxury Condo -Breathtaking Front View Beach-PROMO -199 August -Septembe 2025
Longboat Key
Book a stay at this beach condo in Longboat Key. Enjoy a beach locale, a water park, and laundry facilities. Our guests praise the helpful staff in our reviews. ...

ON Siesta Key BEACH! Pool,Remodeled! 2bd2ba, sleeps 6, 3mins from door to sand
Sarasota
Book a stay at this beach condo in Siesta Key. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Siesta Key Beach and Lido Beach are located ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Osprey Condo Rentals essential information
Accommodation | 3739 Condo Rentals |
---|---|
Lowest Price | NZ$306 |
Highest Price | NZ$922 |
Popular accommodation | Captiva Beach Resort, Venice Beach Villas, Paradise 🏝Beach heaven 🌞condo 🦩 , Palm Bay Club Private Balcony Beach Side , 1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No pets, Chadwick Cove Resort & Marina, Oceanfront/Beachfront -Sarasota Surf Racquet - Y Building, Luxury Condo -Breathtaking Front View Beach-PROMO -199 August -Septembe 2025, ON Siesta Key BEACH! Pool,Remodeled! 2bd2ba, sleeps 6, 3mins from door to sand |
Top trending hotels in Osprey

Casey Key Resorts - Mainland
1650 South Tamiami Trail, Osprey, FL
Fully refundableReserve now, pay when you stay
Stay at this hotel in Osprey. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular ...

Kompose Boutique Hotel
965 University Pkwy, Sarasota, FL
Fully refundableReserve now, pay when you stay
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool ...

Tropical Beach Resorts
6717 Sara Sea Circle, Siesta Key, FL
Fully refundableReserve now, pay when you stay
The price is NZ$306 per night from 8 Sept to 9 Sept
NZ$306
8 Sept - 9 Sept
includes taxes & fees
Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff ...
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Tropical Breeze Resort
140 Columbus Blvd., Siesta Key, FL
Fully refundableReserve now, pay when you stay
Stay at this 3-star beach hotel in Siesta Key. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
More ways to explore Osprey
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^Subject to availability and chosen travel dates.