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Our top choices for Osprey condo rentals

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
9.4 out of 10, Exceptional, (20 reviews)
"Nic place to stay and enjoy the area"
United States
isabel
The price is €468
includes taxes & fees
1 Jul - 2 Jul
Chadwick Cove Resort & Marina

Bayfront Condo, Prime Beach Access, Manasota Key

Bayfront Condo, Prime Beach Access, Manasota Key
Manasota Key
8.8 out of 10, Excellent, (6 reviews)
"Clean, well stocked kitchen, nice towels, appliances. Loved the outdoor seating facing the bay, very relaxing and private. The beach access is for beach walking only, not spending time at the beach. Englewood beach has increased parking spaces, and not currently charging, so that was nice. Wish we could have stayed lionger!"
United States
Brenda
The price is €348
includes taxes & fees
29 Jun - 30 Jun
Bayfront Condo, Prime Beach Access, Manasota Key

Sunset and beach view from your balcony Unit 403

Sunset and beach view from your balcony Unit 403
Longboat Key
9.8 out of 10, Exceptional, (115 reviews)
"We arrived late in the day and found the check in process well thought out and easy. The unit was very clean, the office staff very friendly and helpful. The whole facility was very quiet. Finally, the location was great, right on the beach. "
United States
Hal S.
Sunset and beach view from your balcony Unit 403

Cedar Run Resort - Roam Hospitality

Cedar Run Resort - Roam Hospitality
3.5 star property
South Bradenton
8.0 out of 10, Very good, (3 reviews)
"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...
United States
Suzette
The price is €556
includes taxes & fees
16 Jun - 17 Jun
Cedar Run Resort - Roam Hospitality

Unlimited Golf with membership transfer- Lakewood National

Unlimited Golf with membership transfer- Lakewood National
Bradenton
10.0 out of 10, Exceptional, (23 reviews)
"Zoe was a great host and quick to answer any questions."
United States
John K.
Unlimited Golf with membership transfer- Lakewood National

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

Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand.
Longboat Key
8.4 out of 10, Very good, (19 reviews)
"The room was clean and the pool area was right on the beach. The beach itself is gorgeous, perfect for long walks, swimming and sunsets! "
United States
Lynne S.
The price is €309
includes taxes & fees
21 Jun - 22 Jun
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 321
Manasota Key
The price is €421
includes taxes & fees
18 Jun - 19 Jun
Bayfront Condo with Private Beach - Unit 321

Bayfront Condo with Private Beach - Unit 313

Bayfront Condo with Private Beach - Unit 313
Manasota Key
Bayfront Condo with Private Beach - Unit 313

Oceanfront Bliss–Longboat Key Beach 106 by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA
Longboat Key
8.8 out of 10, Excellent, (102 reviews)
"Beautiful sunset view. "
United States
Rhonda V.
The price is €270
includes taxes & fees
21 Jun - 22 Jun
Oceanfront Bliss–Longboat Key Beach 106 by RVA

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

Near Beaches & Outdoor Activites! Relaxation and Fun! 2 BR/BA/LR & KITCHEN
Bradenton
10.0 out of 10, Exceptional, (14 reviews)
"The place is cozy and conveniently located to IMG Academy. New appliances and very clean. There are chairs for the beach which is helpful; Coquina Beach is 20 mins away."
United States
Jen
The price is €298
includes taxes & fees
16 Jun - 17 Jun
Near Beaches & Outdoor Activites! Relaxation and Fun! 2 BR/BA/LR & KITCHEN

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

Lakefront Corner Condo w/ Lanai · Heated Pools & Hot Tubs · Near IMG & Beaches
Bradenton
9.8 out of 10, Exceptional, (121 reviews)
"We loved the property, large pool & access to activities. "
United States
Mary Beth M.
The price is €280
includes taxes & fees
21 Jun - 22 Jun
Lakefront Corner Condo w/ Lanai · Heated Pools & Hot Tubs · Near IMG & Beaches

3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf

3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf
Manasota Key
9.4 out of 10, Exceptional, (90 reviews)
"Beautiful condo, great views and fabulous beach access. "
United States
Pamela V.
The price is €381
includes taxes & fees
16 Jun - 17 Jun
3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf

Waterfront Condo Walkable to Everything with Beach Access

Waterfront Condo Walkable to Everything with Beach Access
Manasota Key
9.6 out of 10, Exceptional, (50 reviews)
"Property managers were very helpful to work with and will still stay again despite a hiccup. "
United States
Jennifer J.
The price is €454
includes taxes & fees
23 Jun - 24 Jun
Waterfront Condo Walkable to Everything with Beach Access

Waterfront 3-Bedroom Condo w/Private Beach Access!

Waterfront 3-Bedroom Condo w/Private Beach Access!
Manasota Key
The price is €450
includes taxes & fees
23 Jun - 24 Jun
Waterfront 3-Bedroom Condo w/Private Beach Access!

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

Upscale Condo w/ Lanai · Heated Pools & Hot Tubs · Near IMG & Anna Maria Island
Bradenton
10.0 out of 10, Exceptional, (130 reviews)
"Lovely spot. Clean and roomy. Host was easy to contact and accommodating. "
United States
April R.
The price is €267
includes taxes & fees
16 Jun - 17 Jun
Upscale Condo w/ Lanai · Heated Pools & Hot Tubs · Near IMG & Anna Maria Island

Relax at Gulf – Silver Sands Resort #232, Longboat

Relax at Gulf – Silver Sands Resort #232, Longboat
Longboat Key
9.2 out of 10, Wonderful, (80 reviews)
"Very happy with my stay. Room was very clean, beautifully decorated and very comfortable. Perfect efficiency! Highly recommend"
United States
Gloria
The price is €309
includes taxes & fees
21 Jun - 22 Jun
Relax at Gulf – Silver Sands Resort #232, Longboat

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

Cozy Corner Condo · Dual Pools & Hot Tubs · Near IMG Academy & Anna Maria Island
Bradenton
9.8 out of 10, Exceptional, (159 reviews)
"Very clean condo , we enjoyed closeness of the beaches."
United States
Joanna M.
The price is €278
includes taxes & fees
21 Jun - 22 Jun
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

Beach to Bay! Heated Pool and Dock on the Bay! Walk to the Beach and Restaurants
Manasota Key
9.8 out of 10, Exceptional, (37 reviews)
"Such a beautiful place. Great decor and some welcome treats. The host was an excellent communicator too. We will DEFINATELY return. Thank you for providing such a nice place for your guests to enjoy!!"
United States
Eric
The price is €339
includes taxes & fees
25 Jun - 26 Jun
Beach to Bay! Heated Pool and Dock on the Bay! Walk to the Beach and Restaurants

Canalfront Siesta key entire King suite

Canalfront Siesta key entire King suite
Bay Isle
10.0 out of 10, Exceptional, (11 reviews)
"Wonderful stay nice secluded.but still close to all sites to see very relaxing you couldnt find more wonderful host Sue & Nandy beautiful experience "
United States
Brian B.
The price is €252
includes taxes & fees
14 Jul - 15 Jul
Canalfront Siesta key entire King suite

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,265 reviews)
"Very clean rooms, excellent location and a very nice staff"
United States
Yanseli
The price is €204
includes taxes & fees
7 Jul - 8 Jul
Captiva Beach Resort
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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Top Osprey Hotel Reviews

Find out more about Osprey

Osprey Condo Rentals information

Number of reviews
2,110
Accommodation
3701 Condo Rentals
Lowest Price
€204
Highest Price
€556

Frequently asked questions

How much do condos in Osprey cost?
Condos in Osprey range from €204 to €556 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 holiday dates and then pick from 3701 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 €204 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 accommodation 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 travellers alike.