Compare Condos for Rent in Osprey
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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 reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
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 Nokomis Beach and Venice Beach are located nearby.
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 condition in their reviews. Popular attractions Venice Beach and Nokomis Beach are located nearby.
Bradenton condo short drive from GORGEOUS Anna Maria Island, near IMG
Bradenton FL
Stay at this condo in Bradenton. Enjoy laundry facilities and air conditioning. Popular attractions Coquina Beach and IMG Bollettieri Tennis Academy are located nearby.
Chadwick Cove Resort & Marina
1825 Gulf Blvd Englewood FL
The price is NZ$1,240 per night
NZ$1,240
28 Jan - 29 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 nearby.
Kitchen
Pet-friendly
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 nearby.
Pool
Kitchen
Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach
Siesta Key FL
The price is NZ$681 per night
NZ$681
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 nearby.
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 attractions Siesta Key Beach and Lido Beach are located nearby.
Pool
Kitchen
PALM BAY 5th floor ON THE BEACH Sunsets from the open lanai, Two Queen beds.
Sarasota FL
Stay at this beach condo in Siesta Key. Enjoy free Wi-Fi, a beach locale and a fitness centre. Our guests praise the helpful staff in their reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Renovated Jamaica Royale Condo: Private Beach Access, Modern Comforts, and Steps to the Pool!
Sarasota FL
The price is NZ$1,222 per night
NZ$1,222
3 Jan - 4 Jan 2026
includes taxes & fees
Stay at this beach condo in Siesta Key. Enjoy free Wi-Fi, a beach locale and laundry facilities. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
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.
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.
^Eligibility requirements and conditions apply.
Osprey Condo Rentals essential information
Accommodation | 3714 Condo Rentals |
|---|---|
Lowest Price | NZ$228 |
Highest Price | NZ$1,240 |
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 NZ$295 per night from 30 Dec to 31 Dec
NZ$295
30 Dec - 31 Dec
includes taxes & fees
8.6/10 Excellent! (1,121 reviews)
More accommodations in Osprey
^Eligibility requirements and conditions apply