Osprey Condo Rentals

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Condo Rentals in Osprey

Captiva Beach Resort

6772 Sara Sea Circle Siesta Key FL

$182 nightly

$203 total

Aug 2 - Aug 3

Total with taxes and fees

Free Cancellation

Reserve 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.

A Beach Retreat

105 Casey Key Rd Nokomis FL

$184 nightly

$208 total

Aug 3 - Aug 4

Total with taxes and fees

With a stay at A Beach Retreat in Nokomis, you'll be on the beach, steps from Nokomis Beach and a 3-minute drive from North Jetty Beach.

Cedar Run Resort - Roam Hospitality

2704 49th Avenue West Bradenton FL

$554 nightly

$626 total

Jul 20 - Jul 21

Total with taxes and fees

With a stay at Cedar Run Resort - Roam Hospitality in Bradenton (South Bradenton), you'll be within a 15-minute drive of IMG Academy and John and Mable Ringling Museum of Art.

Venice Beach Villas

501 W Venice Ave Venice FL

With a stay at Venice Beach Villas, you'll be centrally located in Venice, a 2-minute drive from Venice Beach and 10 minutes from North Jetty Beach.

Chadwick Cove Resort & Marina

1825 Gulf Blvd Englewood FL

$507 nightly

$544 total

Jul 28 - Jul 29

Total with taxes and fees

When you stay at Chadwick Cove Resort & Marina in Englewood, you'll be near the beach, just steps from Manasota Beach and 15 minutes by foot from Englewood Beach.

Are you ready for a luxury 5-floor penthouse 60 ft from water, 207 reviews

Longboat Key FL

$548 nightly

$610 total

Jul 26 - Jul 27

Total with taxes and fees

When you stay at this condo in Longboat Key, you'll be on the beach, a 1-minute drive from Longboat Key Beaches and 8 minutes from Coquina Beach.

Bayfront Condo, Prime Beach Access, Manasota Key

Englewood FL

$350 nightly

$386 total

Jul 23 - Jul 24

Total with taxes and fees

When you stay at this condo in Englewood, you'll be on the beach, within a 10-minute walk of Englewood Beach and Manasota Beach.

Bright & Beachy - Steps to the water!

Siesta Key FL

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.

DIRECTLY ON PRIVATE BEACH! AMAZING PANORAMIC GULF VIEWS! MODERN, COZY CONDO

Englewood FL

When you stay at this condo in Englewood, you'll be on the beach, a 1-minute drive from Manasota Beach and 7 minutes from Englewood Beach.

Your Siesta Key Beach Resort vacation can be enjoyed from this second floor, two bedroom, two bath

Sarasota FL

With a stay at this condo in Siesta Key, you'll be a 1-minute drive from Siesta Key Beach and 6 minutes from Crescent Beach.

Location, location! Private Beach, Gulf Views from Balcony, Heated Pool, Siesta Sands with King Bed

Sarasota FL

A stay at this condo places you in the heart of Siesta Key, a short 3-minute walk from Crescent Beach and within 3 minutes by car from Siesta Key Beach.

Kitchen

Washer

7th-Floor Oceanfront Palm Beach Club Condo | Stunning Views | Heated Pool | Prime Location!

Siesta Key FL

With a stay at this condo, you'll be centrally located in Siesta Key, a 1-minute drive from Siesta Key Beach and 8 minutes from Crescent Beach.

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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.