Browse Osprey Condos for Rent

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Featured Condo Rentals in Osprey

Captiva Beach Resort

Captiva Beach Resort

3 out of 5
6772 Sara Sea Circle, Siesta Key, FL
Fully refundableReserve now, pay when you stay
With a stay at Captiva Beach Resort in Siesta Key (South Village), you'll be within a 5-minute drive of Siesta Key Beach and Crescent Beach.
Opens in a new windowCaptiva Beach Resort
Venice Beach Villas

Venice Beach Villas

3 out of 5
501 W Venice Ave, Venice, FL
With a stay at Venice Beach Villas, you'll be centrally located in Venice, a 3-minute drive from Venice Beach and 7 minutes from Caspersen Beach.
Opens in a new windowVenice Beach Villas
PALM BAY 5th floor ON THE BEACH 
Sunsets from the open lanai, Two Queen beds.

PALM BAY 5th floor ON THE BEACH Sunsets from the open lanai, Two Queen beds.

Sarasota
When you stay at this condo in Siesta Key, you'll be on the beach, a 1-minute drive from Siesta Key Beach and 7 minutes from Turtle Beach.
Opens in a new windowPALM BAY 5th floor ON THE BEACH Sunsets from the open lanai, Two Queen beds.
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Private Beach Access - Siesta Key 2 BD/2Bath Condo - New Furnishings!

Private Beach Access - Siesta Key 2 BD/2Bath Condo - New Furnishings!

Siesta Key
Located in Siesta Key (South Village), this condo is within a 15-minute walk of Siesta Key Beach and Crescent Beach.
Opens in a new windowPrivate Beach Access - Siesta Key 2 BD/2Bath Condo - New Furnishings!
🦩Book Me Baby! Siesta Shores #9🦩

🦩Book Me Baby! Siesta Shores #9🦩

Sarasota
When you stay at this condo in Siesta Key, you'll be by the sea, a 1-minute drive from Siesta Key Beach and 5 minutes from Crescent Beach.
Opens in a new window🦩Book Me Baby! Siesta Shores #9🦩
Beachfront Condo on Manasota Key

Beachfront Condo on Manasota Key

Englewood
When you stay at this condo in Englewood, you'll be on the beach, and a 4-minute walk from Englewood Beach and 8 minutes by foot from Lemon Bay.
Opens in a new windowBeachfront Condo on Manasota Key
Vacation delight! Cozy condo just steps from the beach and St. Armands circle.

Vacation delight! Cozy condo just steps from the beach and St. Armands circle.

Sarasota
With a stay at this condo, you'll be centrally located in Sarasota, just a 4-minute walk from Lido Beach and 11 minutes by foot from St. Armands Circle.
Opens in a new windowVacation delight! Cozy condo just steps from the beach and St. Armands circle.
The Barefoot Bungalow

The Barefoot Bungalow

Englewood
With a stay at this condo in Englewood, you'll be on the beach, within a 10-minute drive of Englewood Beach and Lemon Bay.
Opens in a new windowThe Barefoot Bungalow
 Shorewalk Palms Heaven Villa-2 heated hot tubs & pools near IMG/beaches

Shorewalk Palms Heaven Villa-2 heated hot tubs & pools near IMG/beaches

Bradenton
When you stay at this condo in Bradenton, you'll be on the waterfront, within a 15-minute drive of IMG Academy and Coquina Beach.
Opens in a new window Shorewalk Palms Heaven Villa-2 heated hot tubs & pools near IMG/beaches
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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
3725 Condo Rentals
Lowest Price
AU$193
Highest Price
AU$285
Popular accommodation
Captiva Beach Resort, Venice Beach Villas, PALM BAY 5th floor ON THE BEACH Sunsets from the open lanai, Two Queen beds. , Private Beach Access - Siesta Key 2 BD/2Bath Condo - New Furnishings!, 🦩Book Me Baby! Siesta Shores #9🦩, Beachfront Condo on Manasota Key, Vacation delight! Cozy condo just steps from the beach and St. Armands circle. , The Barefoot Bungalow, Shorewalk Palms Heaven Villa-2 heated hot tubs & pools near IMG/beaches

Top trending hotels in Osprey

Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

2.5 out of 5
1650 South Tamiami Trail, Osprey, FL
Fully refundableReserve now, pay when you stay
The price is AU$223 per night from 30 Nov to 1 Dec
AU$223
30 Nov - 1 Dec
includes taxes & fees
With a stay at Casey Key Resorts - Mainland in Osprey, you'll be within a 5-minute drive of Nokomis Beach and Turtle Beach.
Opens in a new windowCasey Key Resorts - Mainland
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy, Sarasota, FL
Fully refundableReserve now, pay when you stay
When you stay at Kompose Boutique Hotel in Sarasota, you'll be near the airport, within a 15-minute drive of Lido Beach and St. Armands Circle.
Opens in a new windowKompose Boutique Hotel
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
Fully refundableReserve now, pay when you stay
The price is AU$285 per night from 18 Nov to 19 Nov
AU$285
18 Nov - 19 Nov
includes taxes & fees
Located in Siesta Key (South Village), Tropical Beach Resorts is within a 10-minute walk of Siesta Key Marina and Crescent Beach.
Opens in a new windowTropical Beach Resorts
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Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

3 out of 5
6600 S Tamiami Trl, Sarasota, FL
Fully refundableReserve now, pay when you stay
The price is AU$193 per night from 17 Nov to 18 Nov
AU$193
17 Nov - 18 Nov
includes taxes & fees
Located in Sarasota, Spark by Hilton Sarasota Siesta Key Gateway is a 3-minute drive from Siesta Key Beach and 6 minutes from Turtle Beach.
Opens in a new windowSpark by Hilton Sarasota Siesta Key Gateway
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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.

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^Subject to availability and chosen travel dates.