Search Condos Rentals in Osprey from CA $205

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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
10.0 out of 10, Exceptional, (17 reviews)
"Great place and location "
United States
Cathy
The price is CA $157
CA $792 total
includes taxes & fees
Apr 23 - Apr 24
Chadwick Cove Resort & Marina

Lovely Condo! IMG Academy 5 Min · Anna Maria Island · Heated Pools & Hot Tubs

Lovely Condo! IMG Academy 5 Min · Anna Maria Island · Heated Pools & Hot Tubs
Bradenton
10.0 out of 10, Exceptional, (124 reviews)
"We enjoyed our stay. Is as shown in pictures and description. "
United States
Erin M.
The price is CA $157
CA $436 total
includes taxes & fees
Apr 20 - Apr 21
Lovely Condo! IMG Academy 5 Min · Anna Maria Island · Heated Pools & Hot Tubs

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, (113 reviews)
"Beach view with sunset!!"
United States
joseph l.
The price is CA $367
CA $721 total
includes taxes & fees
Apr 20 - Apr 21
Sunset and beach view from your balcony Unit 403

Lakefront Condo · IMG Academy 5 Min · Anna Maria Island · Pools & Hot Tubs

Lakefront Condo · IMG Academy 5 Min · Anna Maria Island · Pools & Hot Tubs
Bradenton
9.8 out of 10, Exceptional, (118 reviews)
"Perfect spot and host "
United States
Dee B.
The price is CA $154
CA $428 total
includes taxes & fees
May 3 - May 4
Lakefront Condo · IMG Academy 5 Min · Anna Maria Island · Pools & Hot Tubs

Shorewalk Palms Heaven 2BR Villa • 2 Pools & Heated Hot Tubs •Near IMG / Beaches

Shorewalk Palms Heaven 2BR Villa • 2 Pools & Heated Hot Tubs •Near IMG / Beaches
Bradenton
10.0 out of 10, Exceptional, (37 reviews)
"Great location between beaches and Sarasota activities. Nice space in a lovely community. "
United States
Sara
The price is CA $159
CA $421 total
includes taxes & fees
Apr 20 - Apr 21
Shorewalk Palms Heaven 2BR Villa • 2 Pools & Heated Hot Tubs •Near IMG / Beaches

Fantastic Shorewalk Vacation 2 bed/2 bath condo/Lake view/close to IMG, beaches

Fantastic Shorewalk Vacation 2 bed/2 bath condo/Lake view/close to IMG, beaches
Bradenton
10.0 out of 10, Exceptional, (68 reviews)
"Great stay - great location for what we needed. Everything was as listed - host was very helpful. "
United States
Emily S.
The price is CA $184
CA $531 total
includes taxes & fees
Apr 22 - Apr 23
Fantastic Shorewalk Vacation 2 bed/2 bath condo/Lake view/close to IMG, beaches

Casa Azul 2Bed/1Bath

Casa Azul 2Bed/1Bath
Bayou Oaks
9.6 out of 10, Exceptional, (74 reviews)
"Very nice place beautiful home comfortable stay"
United States
Emanuel I.
The price is CA $123
CA $269 total
includes taxes & fees
Apr 27 - Apr 28
Casa Azul 2Bed/1Bath

Beautiful 2BR Condo · IMG Academy 5 Min · Anna Maria Island · Pools & Hot Tubs

Beautiful 2BR Condo · IMG Academy 5 Min · Anna Maria Island · Pools & Hot Tubs
Bradenton
9.8 out of 10, Exceptional, (155 reviews)
"Very clean condo , we enjoyed closeness of the beaches."
United States
Joanna M.
The price is CA $160
CA $439 total
includes taxes & fees
Apr 27 - Apr 28
Beautiful 2BR Condo · IMG Academy 5 Min · Anna Maria Island · Pools & Hot Tubs

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

Bradenton condo short drive from GORGEOUS Anna Maria Island, near IMG
Bradenton
9.4 out of 10, Exceptional, (22 reviews)
"Clean close to beach and our family "
United States
Garry P.
The price is CA $160
CA $335 total
includes taxes & fees
Apr 21 - Apr 22
Bradenton condo short drive from GORGEOUS Anna Maria Island, near IMG

Best views of the beach from your balcony Unit 301

Best views of the beach from your balcony Unit 301
Longboat Key
9.8 out of 10, Exceptional, (89 reviews)
"Breathtaking view- super clean. Easy access. Perfect spot for a few days away with my husband."
United States
Ellen L.
The price is CA $252
CA $575 total
includes taxes & fees
Apr 30 - May 1
Best views of the beach from your balcony Unit 301

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, (79 reviews)
"Beautiful condo and perfect location for a relaxing beach getaway! We celebrated my husband’s 50th birthday and it was perfect! We will definitely book again! "
United States
Yasamin G.
The price is CA $340
CA $681 total
includes taxes & fees
Apr 27 - Apr 28
3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf

Beachfront Studio – Cabana #5B by RVA

Beachfront Studio – Cabana #5B by RVA
Longboat Key
8.2 out of 10, Very good, (77 reviews)
"Very nice place, clean and quiet. Staff very accommodating and professional. Definitely 5 star. "
United States
K M.
The price is CA $207
CA $427 total
includes taxes & fees
Apr 23 - Apr 24
Beachfront Studio – Cabana #5B by RVA

Beautifully furnished condo

Beautifully furnished condo
Bradenton
9.8 out of 10, Exceptional, (156 reviews)
"Excellent host, great communication. Condo was clean, good quiet location. "
United States
Brandy E.
The price is CA $173
CA $408 total
includes taxes & fees
Apr 25 - Apr 26
Beautifully furnished condo

Fully renovated Siesta Key Condo | Walk to Beach | Pool | Dog OK | Perfect Location in SK Village

Fully renovated Siesta Key Condo | Walk to Beach | Pool | Dog OK | Perfect Location in SK Village
Siesta Key Village
9.4 out of 10, Exceptional, (80 reviews)
"This condo has been nicely appointed and has everything you need for a beach vacation. It's also in the village near all shops and eateries. "
United States
Abi-Gayil G.
The price is CA $206
CA $785 total
includes taxes & fees
May 20 - May 21
Fully renovated Siesta Key Condo | Walk to Beach | Pool | Dog OK | Perfect Location in SK Village

*Villa Bella* Executive 2BR Condo w/2 Pools, Mins to IMG/Beach/Anna Maria Isl

*Villa Bella* Executive 2BR Condo w/2 Pools, Mins to IMG/Beach/Anna Maria Isl
Bradenton
9.8 out of 10, Exceptional, (139 reviews)
"Stayed at the same place before, lovely accommodation and location, and the host very welcoming and professional."
United States
John S.
The price is CA $171
CA $480 total
includes taxes & fees
May 11 - May 12
*Villa Bella* Executive 2BR Condo w/2 Pools, Mins to IMG/Beach/Anna Maria Isl

Sapphire Shores Arcadia 1Bed/1Bath - Walk to Bay!

Sapphire Shores Arcadia 1Bed/1Bath - Walk to Bay!
Indian Beach Sapphire Shores
9.8 out of 10, Exceptional, (58 reviews)
"Everything was great. "
United States
Maribel
The price is CA $103
CA $205 total
includes taxes & fees
Apr 26 - Apr 27
Sapphire Shores Arcadia 1Bed/1Bath - Walk to Bay!

Shorewalk Sunny Bella Rosa • 2BR Villa • 2 Pools & Hot Tubs • Near IMG / Beaches

Shorewalk Sunny Bella Rosa • 2BR Villa • 2 Pools & Hot Tubs • Near IMG / Beaches
Bradenton
9.8 out of 10, Exceptional, (93 reviews)
"Great location, clean, plenty of home essentials."
United States
Charlana W.
The price is CA $177
CA $442 total
includes taxes & fees
May 1 - May 2
Shorewalk Sunny Bella Rosa • 2BR Villa • 2 Pools & Hot Tubs • Near IMG / Beaches

*Casa Bella* Waterfront View! 2BR, w/2 Pools, Mins to IMG/Beach/Anna Maria Isl

*Casa Bella* Waterfront View! 2BR, w/2 Pools, Mins to IMG/Beach/Anna Maria Isl
Bradenton
9.8 out of 10, Exceptional, (59 reviews)
"Host was very responsive and provided helpful information for our stay."
United States
Azure G.
The price is CA $171
CA $480 total
includes taxes & fees
May 13 - May 14
*Casa Bella* Waterfront View! 2BR, w/2 Pools, Mins to IMG/Beach/Anna Maria Isl

Sun-Kissed Memories!

Sun-Kissed Memories!
Longboat Key
10.0 out of 10, Exceptional, (123 reviews)
"Great hostess, very thoughtful and kind. She thought of everything, we didn’t have to leave the premises. The location is unbelievable and the condo is gorgeous. We will definitely stay again!!"
United States
Amy K
The price is CA $325
CA $606 total
includes taxes & fees
Apr 26 - Apr 27
Sun-Kissed Memories!

Relax at Gulf – Silver Sands Resort #232, Longboat

Relax at Gulf – Silver Sands Resort #232, Longboat
Longboat Key
9.2 out of 10, Wonderful, (78 reviews)
"Was good. Decent place to work remotely. Open to better rate in the future to stay for a month."
United States
Dan S.
The price is CA $231
CA $487 total
includes taxes & fees
Apr 21 - Apr 22
Relax at Gulf – Silver Sands Resort #232, Longboat
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
1,759
Accommodation
3708 Condo Rentals
Lowest Price
CA $205
Highest Price
CA $792

Frequently asked questions

How much do condos in Osprey cost?
Condos in Osprey range from CA $205 to CA $792 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 9.7. 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 3708 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 $205 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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