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Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

Our top choices for Osprey condo rentals

Front of property – evening/night

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,195 reviews)
"Excellent place and location, "
United States
Richard
The price is AU$378
includes taxes & fees
4 Feb - 5 Feb
Captiva Beach Resort
Beachside One Bedroom Suite

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (593 reviews)
"The location is ideal, rooms are nice and the owners are extremely accommodating. "
United States
Catherine
A Beach Retreat
1 bedroom, desk, iron/ironing board, WiFi

Riverside Oasis 1Bed/1Bath

Riverside Oasis 1Bed/1Bath
Bayou Oaks
9.2 out of 10, Wonderful, (43 reviews)
"Excellent place to stay"
United States
garry s.
The price is AU$208
includes taxes & fees
8 Feb - 9 Feb
Riverside Oasis 1Bed/1Bath
Outdoor pool, a heated pool

Waterfront Unit, Heated Pool, 70" TV, Tiki Bar & Grill, On The Marina!

Waterfront Unit, Heated Pool, 70" TV, Tiki Bar & Grill, On The Marina!
Whitfield Estates
9.2 out of 10, Wonderful, (49 reviews)
"Great place and great location! We really enjoyed our stay!"
United States
Meghan I.
The price is AU$337
includes taxes & fees
4 Feb - 5 Feb
Waterfront Unit, Heated Pool, 70" TV, Tiki Bar & Grill, On The Marina!
1 bedroom, desk, iron/ironing board, WiFi

The Sapphire Suite 1Bed/1Bath

The Sapphire Suite 1Bed/1Bath
Indian Beach Sapphire Shores
9.8 out of 10, Exceptional, (90 reviews)
"We loved our stay here, it was a perfect location with lots to do within even walking distance! "
United States
Austin S.
The price is AU$269
includes taxes & fees
4 Mar - 5 Mar
The Sapphire Suite 1Bed/1Bath
Sun-loungers, beach towels

5 minutes drive to nr Siesta Key 2BR/2BA condo Sienna Park. heated pool..

5 minutes drive to nr Siesta Key 2BR/2BA condo Sienna Park. heated pool..
Sarasota
9.6 out of 10, Exceptional, (27 reviews)
"Excellent location and really nice atmosphere"
United States
Eduardo V.
The price is AU$647
includes taxes & fees
28 Feb - 1 Mar
5 minutes drive to nr Siesta Key 2BR/2BA condo Sienna Park. heated pool..
Beach towels

5 minutes drive to nr Siesta Key 1/1 Large condo. The pool heated

5 minutes drive to nr Siesta Key 1/1 Large condo. The pool heated
Sarasota
10.0 out of 10, Exceptional, (13 reviews)
"The place was exactly what I needed: Clean, open, and easy access to our destinations. Communication with the owner was great. I'd do it again!"
United States
ken s.
The price is AU$612
includes taxes & fees
28 Feb - 1 Mar
5 minutes drive to nr Siesta Key 1/1 Large condo. The pool heated
Exterior

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
10.0 out of 10, Exceptional, (16 reviews)
"Great place and location "
United States
Cathy
The price is AU$929
includes taxes & fees
16 Feb - 17 Feb
Chadwick Cove Resort & Marina
Sun-loungers

*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, (135 reviews)
"This is our second time staying here. This such a great location. We are always pleased with the layout and easy access to anywhere in the area. "
United States
Nancy D.
The price is AU$584
includes taxes & fees
18 Feb - 19 Feb
*Villa Bella* Executive 2BR Condo w/2 Pools, Mins to IMG/Beach/Anna Maria Isl
Property grounds

Stunning Waterfront Condo: Heated Pools~Lanai~WiFi! Near IMG~Beaches~Restaurants

Stunning Waterfront Condo: Heated Pools~Lanai~WiFi! Near IMG~Beaches~Restaurants
Bradenton
9.8 out of 10, Exceptional, (115 reviews)
"Enjoyed our stay, we will return for future fun in AMI"
United States
Karen J.
The price is AU$465
includes taxes & fees
7 Feb - 8 Feb
Stunning Waterfront Condo: Heated Pools~Lanai~WiFi! Near IMG~Beaches~Restaurants
On the beach, sun-loungers, beach towels

3 Bedroom-Beach Front Condo w/ Beautiful Views of the Gulf

3 Bedroom-Beach Front Condo w/ Beautiful Views of the Gulf
Manasota Key
9.6 out of 10, Exceptional, (57 reviews)
"Very clean. Great view. Only issue was no elevator but understand. Highly recommend "
United States
Mark R.
The price is AU$615
includes taxes & fees
5 Feb - 6 Feb
3 Bedroom-Beach Front Condo w/ Beautiful Views of the Gulf
On the beach

Drift & Dune – Longboat Beachfront #101 RVA

Drift & Dune – Longboat Beachfront #101 RVA
Longboat Key
8.6 out of 10, Excellent, (76 reviews)
"Perfect for our family."
United States
Kayla c.
The price is AU$504
includes taxes & fees
4 Feb - 5 Feb
Drift & Dune – Longboat Beachfront #101 RVA
TV

Walk to beach Heated POOL King bed DAILY WEEKLY Villa 4 SPECIALS

Walk to beach Heated POOL King bed DAILY WEEKLY Villa 4 SPECIALS
Sarasota
9.4 out of 10, Exceptional, (47 reviews)
"This is our second year staying at the villas i had a great time unit was cleaned ,pool was great,wahing machine worked good cant wait till next year"
United States
Edelmiro R.
The price is AU$456
includes taxes & fees
5 Feb - 6 Feb
Walk to beach Heated POOL King bed DAILY WEEKLY Villa 4 SPECIALS
Interior

3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf

3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf
Manasota Key
9.2 out of 10, Wonderful, (60 reviews)
"This rental is so comfortable and beautiful. You can tell that it's freshly remodeled everything is new and in perfect condition. Unfortunately many things in the area are still in bad shape from last year's hurricanes but this condo is located on a great shelling beach with beautiful sunsets. And we found lots of shark teeth!"
United States
Becky D.
The price is AU$615
includes taxes & fees
4 Feb - 5 Feb
3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf
Beach nearby

POOL VIEW King bed Walk to beach Covered porch overlooks pool DAILY RATES

POOL VIEW King bed Walk to beach Covered porch overlooks pool DAILY RATES
South Village
9.6 out of 10, Exceptional, (43 reviews)
"Everything was very clean, great location, perfect for a couple and enjoyed the pool area too"
United States
Dirk T
The price is AU$492
includes taxes & fees
8 Feb - 9 Feb
POOL VIEW King bed Walk to beach Covered porch overlooks pool DAILY RATES
Beach nearby

*Charming 2bed 2 bath 6 mins from IMG*

*Charming 2bed 2 bath 6 mins from IMG*
South Bradenton
9.6 out of 10, Exceptional, (21 reviews)
"Cool place. Everything just as mentioned. Kids had a blast at pool and place was super clean"
United States
Jason G.
The price is AU$725
includes taxes & fees
4 Feb - 5 Feb
*Charming 2bed 2 bath 6 mins from IMG*
Beach

Solitude Suite Studio-Siesta Key-Waterfront Resort

Solitude Suite Studio-Siesta Key-Waterfront Resort
Siesta Key
8.0 out of 10, Very good, (10 reviews)
"Check in was not smooth, I don’t believe I ever received an email detailing the check in process. We did get a text the morning of so we had contact info, but the text did not include check in information. When we arrived we had a hard time getting a hold of our contact. Internet also went out at one point and the contact was not very responsive. The bed was very uncomfortable, the blankets were very thin and given that it was cold when we were there it made it all the more uncomfortable....
United States
TAIYLOR
The price is AU$441
includes taxes & fees
4 Feb - 5 Feb
Solitude Suite Studio-Siesta Key-Waterfront Resort
Beach nearby

New! Renovated Coastal 2/2, 6 mins to IMG

New! Renovated Coastal 2/2, 6 mins to IMG
South Bradenton
9.8 out of 10, Exceptional, (18 reviews)
"Accommodating for family group, quick drive to the beach."
United States
Ginger B.
The price is AU$709
includes taxes & fees
4 Feb - 5 Feb
New! Renovated Coastal 2/2, 6 mins to IMG
Sun-loungers

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

*Casa Mia* Fabulous 2BR Condo w/2Pools, Mins to IMG/Beach/Anna Maria Isl
Bradenton
9.8 out of 10, Exceptional, (122 reviews)
"We absolutely loved our stay! Such clean and relaxing atmosphere. "
United States
Stephen
*Casa Mia* Fabulous 2BR Condo w/2Pools, Mins to IMG/Beach/Anna Maria Isl
Beach nearby

Modern Coastal 2/2 condo w/pool 6 mins to IMG

Modern Coastal 2/2 condo w/pool 6 mins to IMG
South Bradenton
9.8 out of 10, Exceptional, (28 reviews)
"Great place to stay !"
Canada
Teddy N.
The price is AU$661
includes taxes & fees
4 Feb - 5 Feb
Modern Coastal 2/2 condo w/pool 6 mins to IMG
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

Tropical Beach Resorts

Tropical Beach Resorts

10/10 Excellent
"Nice room and location!"
Deborah 1-night trip
Posted 2 days ago
Tropical Beach Resorts

Find out more about Osprey

Osprey Condo Rentals information

Number of reviews
2,617
Accommodation
3714 Condo Rentals
Lowest Price
AU$208
Highest Price
AU$929

Frequently asked questions

How much do condos in Osprey cost?
The price range for condos in Osprey is AU$208 to AU$929 per night. Whatever your budget, you'll find something that fits the bill — as well as your whole squad! 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.
How many condos are there in Osprey?
Osprey has 3714 condos. To help you book the perfect digs, use our filters to search for the perks or amenities you need.
What are the best cheap condos in Osprey?
Captiva Beach Resort is one of the most affordable condos in Osprey and offers premium bedding and a pillowtop mattress. Another popular choice that's easy on the wallet is Hyatt Fractional #402 - 2 Bedroom Condo. Conveniences here include a swimming pool and free WiFi. Rates for condos start from AU$208 per night. If you're exploring Osprey and want to stay within your budget, there are many fun and free attractions to add to your itinerary. Siesta Key Beach and Venice Beach are always favourites. 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.
What is there to do in Osprey near my condo?
There are loads of superb things to see and do in Osprey. Head for big attractions like Siesta Key Beach, Venice Beach and Turtle Beach. Nokomis Beach, Crescent Beach and Manasota Beach are other must-do's.