Osprey Condo Rentals from CA $267

Q: Are there any family-friendly condos in Osprey?

Get comfortable at Venice Beach Villas , a 3-star option just a quick drive from downtown. Amenities here include a barbecue grill and a swimming pool. Another family-friendly condo is Walk To The Beach From Modern Condo Or Hop On A Bike To Siesta Village . A deck and a lanai help make this 3-star property a favourite among guests. Once you've checked in and unpacked, there's a host of family-friendly attractions to visit around Osprey. Siesta Key Beach and Venice Beach are two of our top suggestions.

A marina with docked boats, a wooden bridge, and a building with a red roof.

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Our top choices for Osprey condo rentals

A covered patio with a sofa, a table, and potted plants.

1. Turtle Nest

Sarasota

zachary p.

CA $704 total

includes taxes & fees

Nov 4 - Nov 5

A large orange armchair against a white wall with a 'Captiva' sign. There are two potted plants beside the chair.

2. Captiva Beach Resort

South Village

Andriy

CA $267 total

includes taxes & fees

Nov 1 - Nov 2

A living room with a view of the ocean, a ceiling fan, and a wooden coffee table.

3. A Beach Retreat

Casey Key

Robin

CA $291 total

includes taxes & fees

Nov 4 - Nov 5

A wooden deck with a railing overlooking a calm river, surrounded by trees.

4. Hidden Paradise on Lakefront Property Among Tropical Landscape on Siesta Key

Siesta Key

Carrie B.

CA $427 total

includes taxes & fees

Nov 1 - Nov 2

An aerial view of a coastal property with a large house, a beach, and a parking area.

5. Jetties Pointe Cottage #2 - 408 “Casey Key”

Casey Key

Kirstie C.

CA $543 total

includes taxes & fees

Nov 1 - Nov 2

A house with a gravel driveway, two blue chairs facing the front, and a porch with a green chair and a red umbrella.

6. Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals

South Village

maureen p.

CA $338 total

includes taxes & fees

Nov 1 - Nov 2

A balcony with a view of a pond, surrounded by trees and a grassy area.

7. The Perfect Shiny Condo

Sarasota

Janneth A.

CA $331 total

includes taxes & fees

Nov 1 - Nov 2

A spacious hallway with a ceiling fan, a large TV screen displaying a beach scene, and a bench in the center.

8. The Beach Club at Siesta Key #106D Resort by RVA

South Village

Kelley B.

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Top Osprey Hotel Reviews

Spark by Hilton Sarasota Siesta Key Gateway

8/10 Good

"Will stay there again."

Carlisle Inn

10/10 Excellent

"We LOVED staying at Carlisle and I hope we are able to stay again soon! We paid a bit extra for the executive king suite and it was really nice to have the extra room since we were spending a good amount of time in the hotel before a minor surgery I had the next day. The room was IMPECCABLE! The bed and the room were both so comfortable. I slept great before my surgery. Hubby and I loved the cookies, and he also enjoyed the Boston cream donuts which was part of the breakfast spread. He did want me to mention that there was a noise. To me it sounded a little like cars driving outside the room (not very loud in my opinion)- but it was like a generator or something. It didn’t bother me and I felt like our sound machine helped block it out, but he said it kept him awake a little in the night. I think it may have had to do with the placement of where our room (201) was located in the hotel. The pillows were really soft/squishy, I do wish they were a bit more firm, but this was minor. I highly recommend this hotel would return back here."

Find out more about Osprey

Osprey Condo Rentals information

Number of reviews	2,625
Accommodation	3819 Condo Rentals
Lowest Price	CA $267
Highest Price	CA $736

Frequently asked questions

How much do condos in Osprey cost?

Condos in Osprey range from CA $267 to CA $736 per night. These stays provide loads of space for your whole crew at a price that's friendly on the pocket. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

What are the best condos in Osprey?

Choose from multiple condos in Osprey with a total average guest review rating of 9.4. Venice Beach Villas comes highly recommended if you're travelling with the whole crew or just want to stretch out. This 3-star condo also features therapeutic mineral springs and a barbecue grill. Walk To The Beach From Modern Condo Or Hop On A Bike To Siesta Village is another guest fave. It has a 3-star rating and amenities such as a deck and a lanai.

How many condos are there in Osprey?

Work out your vacation dates and then pick from 3819 condos in Osprey. For an official business trip, a couples' getaway or anything in between, Expedia will help you find the perfect place in a few quick clicks.

What are the best cheap condos in Osprey?

With condos starting from CA $267 per night, you may be tempted to stay a little longer in Osprey! One property that's easy on the pocket is Captiva Beach Resort. It comes with the layout you're looking for as well as pillow top mattresses and a swimming pool. Another cost-effective pick is Bs 1350 - #1 Siesta And Crescent Beach Are Walking Distance Away, which offers a lake view and a sauna. If you prefer to save your hard-earned cash and still experience the best of Osprey, add a couple of fun and free attractions to your must-do list. Siesta Key Beach and Venice Beach will keep you on the go. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

Are there any family-friendly condos in Osprey?

Get comfortable at Venice Beach Villas, a 3-star option just a quick drive from downtown. Amenities here include a barbecue grill and a swimming pool. Another family-friendly condo is Walk To The Beach From Modern Condo Or Hop On A Bike To Siesta Village. A deck and a lanai help make this 3-star property a favourite among guests. Once you've checked in and unpacked, there's a host of family-friendly attractions to visit around Osprey. Siesta Key Beach and Venice Beach are two of our top suggestions.

Are there any 5-star condos in Osprey?

Although there are no 5-star condos in Osprey, there are 4-star accommodations that have what you're looking for. Located about 11 kilometres from the downtown area, Gulf Holiday By Beachside Management comes with concierge services and a swimming pool. Another upscale retreat is Excelsior Beach To Bay - Bayside. It's roughly 8 kilometres from the centre of Osprey and has amenities like a swimming pool and a deck.

Why book your condo in Osprey with Expedia?

With Expedia, it's a cinch to find your ideal condo in Osprey. After someplace luxurious? Make the most of our filters to search for properties that have a 5-star rating. If you have a set budget, select how much you're willing to spend and then browse our amazing options. We'll help you find the perfect fit whatever your escape looks like.

How can I find cheap condos in Osprey?

With Expedia's user-friendly filter tool, comparing cheap condos in Osprey is a snap. To discover properties that'll make your wallet happy, refine your search by amenities, budget and star rating.

What is there to do in Osprey near my condo?

If you'd like to make the most of your time in Osprey, be sure to stop by Oscar Scherer State Park. It's a hit with locals and travelers alike.

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