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Featured Condo Rentals in Osprey
Captiva Beach Resort
6772 Sara Sea Circle Siesta Key FL
Captiva Beach Resort: Beach condo with free WiFi and free parking. Located by the ocean.
A Beach Retreat
105 Casey Key Rd Nokomis FL
A Beach Retreat: Beach condo with free WiFi and free parking. Located near the beach.
Venice Beach Villas
501 W Venice Ave Venice FL
Venice Beach Villas: Business-friendly condo with free WiFi and free parking. Located near the airport.
Bradenton condo short drive from GORGEOUS Anna Maria Island, near IMG
Bradenton FL
The price is AU$369 per night
AU$369
5 Jan - 6 Jan 2026
includes taxes & fees
Bradenton condo short drive from GORGEOUS Anna Maria Island, near IMG: Condo with WiFi and parking.
Chadwick Cove Resort & Marina
1825 Gulf Blvd Englewood FL
The price is AU$812 per night
AU$812
7 Jan - 8 Jan 2026
includes taxes & fees
Chadwick Cove Resort & Marina: Pet-friendly condo with free WiFi and free parking. Located near the boardwalk.
Siesta Key Waterfront Condo, Beachfront, Pool, Sunset View
Sarasota FL
Siesta Key Waterfront Condo, Beachfront, Pool, Sunset View: Business-friendly condo with free WiFi and an outdoor pool. Located by the ocean.
Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach
Siesta Key FL
The price is AU$596 per night
AU$596
4 Jan - 5 Jan 2026
includes taxes & fees
Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach: Condo with free WiFi and private pools. Guests love the beach locale!
1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No pets
Siesta Key FL
1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No pets: Beach condo with free WiFi and private pools. Located on the beach.
Siesta Key, beach front condo on America's #1 Beach! 2 BR, 2 Bath, Sleeps 6
Siesta Key FL
Siesta Key, beach front condo on America's #1 Beach! 2 BR, 2 Bath, Sleeps 6: Beach condo with WiFi and parking. Located on the beach.
PALM BAY 5th floor ON THE BEACH Sunsets from the open lanai, Two Queen beds.
Sarasota FL
PALM BAY 5th floor ON THE BEACH
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 | AU$199 |
Highest Price | AU$1,062 |
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, PALM BAY 5th floor ON THE BEACH Sunsets from the open lanai, Two Queen beds. , Renovated Jamaica Royale Condo: Private Beach Access, Modern Comforts, and Steps to the Pool!, Location, location! Private Beach, Gulf Views from Balcony, Heated Pool, Siesta Sands with King Bed |
Top trending hotels in Osprey
Casey Key Resorts - Mainland
1650 South Tamiami Trail Osprey FL
The price is AU$256 per night from 30 Dec to 31 Dec
AU$256
30 Dec - 31 Dec
includes taxes & fees
8.6/10 Excellent! (1,121 reviews)
^Eligibility requirements and conditions apply.