Osprey Condo Rentals from CA $321

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.

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Our top choices for Osprey condo rentals

Chadwick Cove Resort & Marina

Manasota Key

isabel

CA $783 total

includes taxes & fees

Jun 21 - Jun 22

Bayfront Condo, Prime Beach Access, Manasota Key

Manasota Key

Brenda

CA $567 total

includes taxes & fees

Jun 28 - Jun 29

Sunset and beach view from your balcony Unit 403

Longboat Key

Hal S.

CA $596 total

includes taxes & fees

Jun 18 - Jun 19

Outdoor pool, pool umbrellas, sun loungers

Cedar Run Resort - Roam Hospitality

South Bradenton

"I was extremely disappointed with this property. There was mold visible on the outside of the door, and the inside floors were absolutely filthy and appeared not to have been properly cleaned. The bathtub had pubic hair in it, and the shower was also dirty and unsanitary. I called to report the issues and requested to be moved to a different property. The representative who answered said she would call me back, but I didn't receive a return call until six hours later. By that time, I had no...

Suzette

CA $898 total

includes taxes & fees

Jun 15 - Jun 16

Unlimited Golf with membership transfer- Lakewood National

Bradenton

John K.

CA $852 total

includes taxes & fees

Jun 28 - Jun 29

Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand.

Longboat Key

Lynne S.

CA $499 total

includes taxes & fees

Jun 21 - Jun 22

Bayfront Condo with Private Beach - Unit 321

Manasota Key

CA $695 total

includes taxes & fees

Jun 18 - Jun 19

Bayfront Condo with Private Beach - Unit 313

Manasota Key

CA $695 total

includes taxes & fees

Jun 21 - Jun 22

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Top Osprey Hotel Reviews

Kompose Boutique Hotel

10/10 Excellent

"This property is very cute and only a 2min drive from the airport. My only complaint is the elevators weren't working properly. Our bathroom was also dirty upon arrival but they quickly came to clean it."

Golden Host Resort - Sarasota

2/10 Terrible

"The staff was nice and it wasn’t their fault I had a bad experience, but I wish they would’ve offered me a discount on my stay given the circumstances. When I arrived, the room smelled like bug spray. I went to the beach hoping it would be better when I came back but it wasn’t. It finally became too unbearable so just before midnight I packed my stuff and went to the front desk. The lady was nice and offered to show me a few rooms. I chose the second one because it was less smelly, but I barely slept because I was sketched out and because it was so incredibly cold. AC said 73 and even 75 at one point but it was much colder. Better than being hot I guess but not great. The second woman I met when I left told me she’d mark my account for the best rate possible for my next stay but I don’t think I’ll be back. One and done for me… it’s sad because it could be a cute place if it had a top to bottom remodel."

Casey Key Resorts - Mainland

6/10 Okay

"Check in was painless. Nan helped me secure a room away from a large group of young people. Room was not worth 150 a night. Building was so-so. Room was large with a very dirty, used couch. King size bed was ok. Fridge seemed not to be very useful. No microwave. Floor was uneven walking into the bathroom. Tile seemed to be in need of repair. Shower was large enough for a party. Decor not very interesting. Outdoor area by pool had uneven and poorly kept wooden flooring. Pool looked nice. Many younger (teen) people using the pool. Outdoor bar area allowed smoking which was difficult to be exposed to. Christina the bartender/server was great. Very attentive and friendly. Lobster flatbread was something I would not want to reorder. I ended up sharing the majority of it with the people at the bar. Wings at the indoor bar/ restaurant were good. Breakfast pricey for eggs and bacon. All in all not a great experience and too much $$."

Tropical Beach Resorts

8/10 Good

"Property was beautiful and clean, direct access to the private beach. Very small, we had 2 adults and 1 teen, the room had a bed and a pull out sofa. The pull out sofa blocked the bathroom when opened. Parking was very tight and made getting your luggage into your room difficult. They also have about 6 2nd floor rooms that i was unaware of and ended up getting one, no elevator.Staff were excellent and helpful, bed was comfortable."

Tropical Breeze Resort

10/10 Excellent

"The room way very clean. The house keeping came and replaced our towels as needed and took our used towels without asking- superb. They were always available when needed and so helpful. The location was prime. Honey moon was great and highly recommend this place to everyone. Will be coming back again."

Find out more about Osprey

Osprey Condo Rentals information

Number of reviews	1,911
Accommodation	3674 Condo Rentals
Lowest Price	CA $321
Highest Price	CA $2,738

Frequently asked questions

How much do condos in Osprey cost?

Condos in Osprey range from CA $321 to CA $2,738 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 8.4. 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 3674 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 $321 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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Casey Key Vacation Rentals

Things to do in Casey Key

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Search Condos Rentals in Osprey from CA $321

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Osprey condo rentals

Chadwick Cove Resort & Marina

Bayfront Condo, Prime Beach Access, Manasota Key

Sunset and beach view from your balcony Unit 403

Cedar Run Resort - Roam Hospitality

Unlimited Golf with membership transfer- Lakewood National

Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand.

Bayfront Condo with Private Beach - Unit 321

Bayfront Condo with Private Beach - Unit 313

Oceanfront Bliss–Longboat Key Beach 106 by RVA

Near Beaches & Outdoor Activites! Relaxation and Fun! 2 BR/BA/LR & KITCHEN

Lakefront Corner Condo w/ Lanai · Heated Pools & Hot Tubs · Near IMG & Beaches

3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf

Waterfront Condo Walkable to Everything with Beach Access

Waterfront 3-Bedroom Condo w/Private Beach Access!

Upscale Condo w/ Lanai · Heated Pools & Hot Tubs · Near IMG & Anna Maria Island

Relax at Gulf – Silver Sands Resort #232, Longboat

Cozy Corner Condo · Dual Pools & Hot Tubs · Near IMG Academy & Anna Maria Island

Beach to Bay! Heated Pool and Dock on the Bay! Walk to the Beach and Restaurants

Canalfront Siesta key entire King suite

Captiva Beach Resort

Find vacation rentals that suit your style

Top Osprey Hotel Reviews

Kompose Boutique Hotel

Find out more about Osprey

Osprey Condo Rentals information

Frequently asked questions

Explore a world of travel with Expedia