Rent Osprey Condos
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Featured Condo Rentals in Osprey
Captiva Beach Resort
6772 Sara Sea Circle Siesta Key FL
Stay at this beach condo in Siesta Key. Enjoy free Wi-Fi, free parking and a private beach. Our guests praise the helpful staff and the clean rooms in their ...
A Beach Retreat
105 Casey Key Rd Nokomis FL
Stay at this beach condo in Nokomis. Enjoy free Wi-Fi, free parking and a beach locale. Our guests praise the helpful staff in their reviews. Popular attractions ...
Venice Beach Villas
501 W Venice Ave Venice FL
Stay at this business-friendly condo in Venice. Enjoy free Wi-Fi, free parking and free bicycles on-site. Our guests praise the helpful staff and the property ...
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Bradenton condo short drive from GORGEOUS Anna Maria Island, near IMG
Bradenton FL
The price is NZ$451 per night from 5 Jan to 6 Jan
NZ$451
5 Jan - 6 Jan 2026
includes taxes & fees
Stay at this condo in Bradenton. Enjoy laundry facilities and air conditioning. Popular attractions Coquina Beach and IMG Bollettieri Tennis Academy are located ...
Chadwick Cove Resort & Marina
1825 Gulf Blvd Englewood FL
The price is NZ$968 per night from 4 Jan to 5 Jan
NZ$968
4 Jan - 5 Jan 2026
includes taxes & fees
Stay at this beach condo in Englewood. Enjoy free Wi-Fi, free parking and 7 restaurants. Popular attractions Englewood Beach and Lemon Bay are located ...
Siesta Key Waterfront Condo, Beachfront, Pool, Sunset View
Sarasota FL
Stay at this beach condo in Siesta Key. Enjoy free Wi-Fi, a beach locale and laundry facilities. Popular attractions Siesta Key Beach and Turtle Beach are located ...
Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach
Siesta Key FL
The price is NZ$682 per night from 4 Jan to 5 Jan
NZ$682
4 Jan - 5 Jan 2026
includes taxes & fees
Stay at this condo in Siesta Key. Enjoy free Wi-Fi, private pools and patios. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No pets
Siesta Key FL
Stay at this beach condo in Siesta Key. Enjoy free Wi-Fi, private pools and a beach locale. Popular attractions Siesta Key Beach and Lido Beach are located ...
Siesta Key, beach front condo on America's #1 Beach! 2 BR, 2 Bath, Sleeps 6
Siesta Key FL
Stay at this beach condo in Siesta Key. Enjoy a beach locale, a garden and laundry facilities. Our guests praise the helpful staff in their reviews. Popular ...
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 | 3714 Condo Rentals |
|---|---|
Lowest Price | NZ$101 |
Highest Price | NZ$968 |
Popular accommodation | Captiva Beach Resort, A Beach Retreat, Venice Beach Villas, Bradenton condo short drive from GORGEOUS Anna Maria Island, near IMG, Chadwick Cove Resort & Marina, Siesta Key Waterfront Condo, Beachfront, Pool, Sunset View, Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach, 1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No pets, Siesta Key, beach front condo on America's #1 Beach! 2 BR, 2 Bath, Sleeps 6 |
Top trending hotels in Osprey
Casey Key Resorts - Mainland
1650 South Tamiami Trail Osprey FL
Fully refundableReserve now, pay when you stay
The price is NZ$101 per night from 7 Jan to 8 Jan
NZ$101
7 Jan - 8 Jan 2026
includes taxes & fees
Stay at this hotel in Osprey. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the pool and the restaurant in their reviews. Popular ...
Kompose Boutique Hotel
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
Stay at this business-friendly hotel in Sarasota. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Our guests praise the breakfast and the ...
Tropical Beach Resorts
6717 Sara Sea Circle Siesta Key FL
The price is NZ$319 per night from 25 Dec to 26 Dec
NZ$319
25 Dec - 26 Dec
includes taxes & fees
Stay at this beach aparthotel in Siesta Key. Enjoy free Wi-Fi, free parking and daily housekeeping. Our guests praise the pool and the helpful staff in their ...
Save an average of 15% on thousands of hotels when you're signed in
Carlisle Inn
3727 Bahia Vista Sarasota FL
Fully refundableReserve now, pay when you stay
The price is NZ$381 per night from 21 Jan to 22 Jan
NZ$381
21 Jan - 22 Jan 2026
includes taxes & fees
Stay at this hotel in Sarasota. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. Popular attractions ...
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.