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Compare 3029 Condo Rentals in Osprey with updated reviews, rates, and availability.

Captiva Beach Resort
Front of property - evening/night

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1057)
"Nice and quiet place, close to the beach and dining places."
Captiva Beach Resort
Venice Beach Villas
Pool

Venice Beach Villas

3.0 star property
9.4 out of 10, Exceptional, (396)
"Friendly office worker. Room was clean. Had beach items and bikes available for use. Historic area in walking distance. Several places to shop and eat. Farmers market nearby on Saty. We will be back. "
Venice Beach Villas
*Casa Bella* Waterfront View! 2BR, w/2 Pools, Mins to IMG/Beach/Anna Maria Isl
Living area

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

10.0 out of 10, Exceptional, (28)
"I had a very pleasant say and the manager was able to help me with the A/C in the room"
*Casa Bella* Waterfront View! 2BR, w/2 Pools, Mins to IMG/Beach/Anna Maria Isl
WOW Factor Exceptional Siesta Key Condo in a slice of Paradise on #1 Beach in US
Private Beach access right outside Your front door

WOW Factor Exceptional Siesta Key Condo in a slice of Paradise on #1 Beach in US

10.0 out of 10, Exceptional, (114)
"Very nice. Clean "
WOW Factor Exceptional Siesta Key Condo in a slice of Paradise on #1 Beach in US
Stunning Lakefront Condo! Two pools~WiFi~Lanai. Near IMG Academy~Beaches~AMI~SRQ
Angle view of dining and living areas

Stunning Lakefront Condo! Two pools~WiFi~Lanai. Near IMG Academy~Beaches~AMI~SRQ

9.8 out of 10, Exceptional, (80)
"Clean, quiet, appeared to be newly decorated and very tasteful. Central location 15 min drive to beaches or Robinson preserve-which we really enjoyed, it’s a beautiful place to kayak, bike or walk. We enjoyed our stay. "
The price is SAR 469
SAR 1,235 total
includes taxes & fees
27 Dec - 28 Dec
Stunning Lakefront Condo! Two pools~WiFi~Lanai. Near IMG Academy~Beaches~AMI~SRQ
*Villa Bella* Executive 2BR Condo w/2 Pools, Mins to IMG/Beach/Anna Maria Isl
Modern updated Family Room showing AIR CONDITIONED lanai with lake view

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

9.8 out of 10, Exceptional, (113)
"The property was nice, convenient to everything. The owner was great and got back to us quick"
*Villa Bella* Executive 2BR Condo w/2 Pools, Mins to IMG/Beach/Anna Maria Isl
Waterfront Condo at Shorewalk Near IMG Academy in Bradenton, FL sleeps 6

Waterfront Condo at Shorewalk Near IMG Academy in Bradenton, FL sleeps 6

8.4 out of 10, Very Good, (12)
"Spend time with family and friends."
Waterfront Condo at Shorewalk Near IMG Academy in Bradenton, FL sleeps 6
2 BR/2 BA Condo on Siesta Key
Pool

2 BR/2 BA Condo on Siesta Key

9.8 out of 10, Exceptional, (33)
"This property doesn’t have a view of the Gulf, but it’s a mere .2 of mile walk before your toes hit the sand. Easy! Condo was super clean and the host was incredibly responsive to emails. I do wish more info was provided on well equipped it was. Didn’t realize there were coolers and a beach umbrella/tent we could use. We purchased a cabana. Bring your own beach towels. But overall an exceptional stay. Checking in was easy and they have a super friendly staff. "
2 BR/2 BA Condo on Siesta Key
DIRECTLY ON PRIVATE BEACH! AMAZING PANORAMIC GULF VIEWS! MODERN, COZY CONDO.
View of our private beach area

DIRECTLY ON PRIVATE BEACH! AMAZING PANORAMIC GULF VIEWS! MODERN, COZY CONDO.

10.0 out of 10, Exceptional, (65)
"The place is just as it looks in photos. Private beach access with a 15 second walk. Plenty of restaurants and entertainment in the area. We will definitely go back!"
DIRECTLY ON PRIVATE BEACH! AMAZING PANORAMIC GULF VIEWS! MODERN, COZY CONDO.
Resort Style Condo inside Lakewood National Golf Club
Point of interest

Resort Style Condo inside Lakewood National Golf Club

10.0 out of 10, Exceptional, (1)
"Very peaceful and quiet. Very secure and safe. Great location and gorgeous pool. "
Resort Style Condo inside Lakewood National Golf Club
WE ARE OPEN FOR BUSINESS , walk to the beach and st Armand circle
The beach is calling you!

WE ARE OPEN FOR BUSINESS , walk to the beach and st Armand circle

10.0 out of 10, Exceptional, (184)
"The condo was very cute, clean and a short walk to the beach. It had everything we needed and was perfect for our short stay. HIGHLY recommend!!!"
WE ARE OPEN FOR BUSINESS , walk to the beach and st Armand circle
DIRECTLY ON PRIVATE BEACH! GULF VIEW CONDO! Amazing panoramic sunset views!
Our private beach

DIRECTLY ON PRIVATE BEACH! GULF VIEW CONDO! Amazing panoramic sunset views!

10.0 out of 10, Exceptional, (43)
"It was great , everything we needed right on the beach. Felt so bad for the surrounding hurricane damage. Please stay here and visit the local businesses/ restaurants and help them out . They are trying to get their lives back together. A little support goes along way . "
DIRECTLY ON PRIVATE BEACH! GULF VIEW CONDO! Amazing panoramic sunset views!
Vacation delight! Cozy condo just steps from the beach and St. Armands circle.
Beautiful Lido Key Beach

Vacation delight! Cozy condo just steps from the beach and St. Armands circle.

10.0 out of 10, Exceptional, (126)
"Very clean, had essentials and some you didnt think to bring like beach chairs, umbrellas, towels. Kitchen well stocked for cooking. Bathroom looked recently renovated. Quiet neighborhood. "
Vacation delight! Cozy condo just steps from the beach and St. Armands circle.
Breathtaking Beach Front Property Ground Floor Condo
Gulf of Mexico on Longboat Key

Breathtaking Beach Front Property Ground Floor Condo

9.6 out of 10, Exceptional, (128)
"Upscale, very well kept condo with all the necessary items for a pleasant vacation. Quality towels and linen. Very clean and tastefully decorated. No clutter. Highly recommend."
Breathtaking Beach Front Property Ground Floor Condo
Oceanfront/Beachfront -Sarasota Surf Racquet - Y Building
View from the lanai. Pool is on the left.

Oceanfront/Beachfront -Sarasota Surf Racquet - Y Building

9.8 out of 10, Exceptional, (235)
"Despite the order to evacuate for the hurricane we enjoyed our stay in the condo. The location was great and it was nice to be close to parking and the ground level. Thanks to Lynn for a refund for the rest of the stay. I appreciate it as I did not expect it."
Oceanfront/Beachfront -Sarasota Surf Racquet - Y Building
Beautiful 2BR Condo! Two Pools~WiFi~AC. Near IMG Academy~Beaches~AMI~Restaurants
Angle view of the large pool. A great place to catch a tan or take a swim.

Beautiful 2BR Condo! Two Pools~WiFi~AC. Near IMG Academy~Beaches~AMI~Restaurants

9.8 out of 10, Exceptional, (126)
"We enjoyed our stay at this condo. It was clean, comfortable, and looked like the pictures. Grocery store and pharmacy within walking distance. The pool we used was nice and well maintained. Would stay here again. "
The price is SAR 451
SAR 1,210 total
includes taxes & fees
7 Dec - 8 Dec
Beautiful 2BR Condo! Two Pools~WiFi~AC. Near IMG Academy~Beaches~AMI~Restaurants
Stylish Retreat on Private Crescent Beach
Light and bright living room. Cable TV also have access to streaming channels

Stylish Retreat on Private Crescent Beach

10.0 out of 10, Exceptional, (78)
"Kim was the perfect host. We stayed a few weeks after the hurricane and she communicated with us every step of the way. Her condo is beautiful and was the perfect place to stay for a quick girls weekend for my daughter’s 16th birthday. The beaches on Siesta Key are gorgeous. Every part of this trip was perfect! "
Stylish Retreat on Private Crescent Beach
Paradise! Remodeled 2 bedroom 2 bathroom with incredible views
View from living room

Paradise! Remodeled 2 bedroom 2 bathroom with incredible views

10.0 out of 10, Exceptional, (136)
"Nice time. Warm days but nice pool.close to everything "
Paradise! Remodeled 2 bedroom 2 bathroom with incredible views
*Casa Mia* Fabulous 2BR Condo w/2Pools, Mins to IMG/Beach/Anna Maria Isl
Living area

*Casa Mia* Fabulous 2BR Condo w/2Pools, Mins to IMG/Beach/Anna Maria Isl

9.8 out of 10, Exceptional, (97)
"I have stayed at a number of locations in the Bradenton area. This by far is the most quiet, lovely, home away from home location that I found. Best service and constant communication. "
*Casa Mia* Fabulous 2BR Condo w/2Pools, Mins to IMG/Beach/Anna Maria Isl
Panoramic beach View and amazing Sunset.
Living area

Panoramic beach View and amazing Sunset.

9.8 out of 10, Exceptional, (94)
"Beautiful unit!"
The price is SAR 620
SAR 1,494 total
includes taxes & fees
1 Dec - 2 Dec
Panoramic beach View and amazing Sunset.
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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Other property types in Osprey

Hibiscus Suites - Gateway to Siesta Key
Outdoor pool

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
8.6 out of 10, Excellent, (2074)
"Our suite was very clean and the hospitality was wonderful. Would definitely recommend to anyone. If we ever visit the area again we would definitely stay there."
The price is SAR 601
SAR 657 total
includes taxes & fees
5 Dec - 6 Dec
Hibiscus Suites - Gateway to Siesta Key
The Residences at Siesta Key Beach by Hyatt Vacation Club
Exterior

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 star property
9.8 out of 10, Exceptional, (211)
"Facility was great … would certainly stay here again in the future "
The price is SAR 1,391
SAR 1,735 total
includes taxes & fees
3 Dec - 4 Dec
The Residences at Siesta Key Beach by Hyatt Vacation Club
Tropical Beach Resorts
Outdoor pool

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4537)
"The stay at the hotel was good. Issue was if you didn’t purchase their chair and umbrella then you were forced to sit at the end where the beach area is not kept nice. You’re spending the same money as everyone else to stay at resort. Should have the same right to sit where you want on the beach. "
Tropical Beach Resorts
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.

Frequently asked questions

How much do condos in Osprey cost?
Condos in Osprey range from SAR 451 to SAR 620 per night. This gives you loads of space for the whole family at a price you can afford. 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?
Osprey offers multiple condos with a total average guest review rating of 9.6. Venice Beach Villas is a top pick here. Guests staying at this 3-star condo will have use of a garden and a barbecue grill. Walk To The Beach From Modern Condo Or Hop On A Bike To Siesta Village is also a winner with travelers to the area. This 3-star property has a deck and a lanai.
How many condos are there in Osprey?
Choose from 3029 condos in Osprey. Whether you’re traveling with the little ones or planning a weekend escape with your buddies, Expedia will help you find the best space for your whole crew.
Are there any 5-star condos in Osprey?
Although there aren’t any 5-star condos in Osprey, there are 4-star accommodations that will fit your needs. Located around 11 kilometers from downtown, Gulf Holiday By Beachside Management comes with a swimming pool and concierge services. Another upscale stay is Jamaica Royale - 302 - 2 Bedroom Condo. It’s around 10 kilometers from central Osprey and features amenities such as a swimming pool and a balcony.
Why book your condo in Osprey with Expedia?
Booking a condo in Osprey is as simple as entering your travel dates and selecting a place that checks your boxes. On the search for something low cost or luxurious, or a stay that also offers a kitchenette? Use Expedia’s search filters to narrow your results even further and find the perfect fit.
How can I find cheap condos in Osprey?
With Expedia’s handy filter tool, scoring cheap condos in Osprey is a breeze. To discover stays that’ll make your wallet smile, tailor your search results by star rating, amenities and budget.