Osprey Condo Rentals

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Condo Rentals in Osprey

Captiva Beach Resort

6772 Sara Sea Circle Siesta Key FL

$153 nightly

$171 total

Dec 7 - Dec 8

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.

Pool

Kitchen

A Beach Retreat

105 Casey Key Rd Nokomis FL

$184 nightly

$208 total

Dec 7 - Dec 8

Total with taxes and fees

When you stay at A Beach Retreat in Nokomis, you'll be on the beach, a 1-minute drive from Nokomis Beach and 9 minutes from Venice Beach.

Pool

Kitchen

Venice Beach Villas

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 Nokomis Beach.

Pool

Parking included

Bradenton condo short drive from GORGEOUS Anna Maria Island, near IMG

Bradenton FL

$208 nightly

$232 total

Dec 8 - Dec 9

Total with taxes and fees

With a stay at this condo in Bradenton, you'll be within a 15-minute drive of IMG Academy and Coquina Beach.

Pool

Kitchen

Chadwick Cove Resort & Marina

1825 Gulf Blvd Englewood FL

$503 nightly

$539 total

Dec 15 - Dec 16

Total with taxes and fees

When you stay at Chadwick Cove Resort & Marina in Englewood, you'll be near the beach, within a 15-minute walk of Englewood Beach and Lemon Bay.

Kitchen

Pet friendly

Siesta Key Waterfront Condo, Beachfront, Pool, Sunset View

Sarasota FL

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

Pool

Kitchen

Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach

Siesta Key FL

With a stay at this condo in Siesta Key, you'll be near the beach, steps from Siesta Key Beach and a 3-minute drive from Crescent Beach.

Pool

Kitchen

1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No pets

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.

Pool

Hot Tub

Siesta Key, beach front condo on America's #1 Beach! 2 BR, 2 Bath, Sleeps 6

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 Crescent Beach.

Pool

Kitchen

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

Sarasota 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.

Pool

Hot Tub

Renovated Jamaica Royale Condo: Private Beach Access, Modern Comforts, and Steps to the Pool!

Sarasota FL

With a stay at this condo, you'll be centrally located in Siesta Key, within a 5-minute drive of Siesta Key Beach and Crescent Beach.

Pool

Kitchen

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, just a 3-minute walk from Crescent Beach and within a 5-minute drive of Siesta Key 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.