A marina with docked boats, a wooden bridge, and a building with a red roof.

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Check prices for these dates

In two weeks
17 July - 19 July
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Osprey condo rentals

Exterior

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
9.4 out of 10, Exceptional, (22 reviews)
"Nic place to stay and enjoy the area"
United States
isabel
The price is AU$850
includes taxes & fees
1 July - 2 July
Chadwick Cove Resort & Marina
Beach nearby, beach towels

Waterfront Condo w/ Lanai · Pools & Hot Tubs · IMG Academy · Anna Maria Island

Waterfront Condo w/ Lanai · Pools & Hot Tubs · IMG Academy · Anna Maria Island
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 AU$442
includes taxes & fees
30 June - 1 July
Waterfront Condo w/ Lanai · Pools & Hot Tubs · IMG Academy · Anna Maria Island
Outdoor pool, pool umbrellas, pool loungers

Cedar Run Resort - Roam Hospitality

Cedar Run Resort - Roam Hospitality
3.5 star property
South Bradenton
9.0 out of 10, Wonderful, (6 reviews)
"I would stay again, very accommodating"
United States
Deliondra
The price is AU$907
includes taxes & fees
30 June - 1 July
Cedar Run Resort - Roam Hospitality
Beach nearby, sun-loungers, beach towels, snorkelling

Dolphin at Coastal Breeze | Quiet and Cozy Retreat, Walk to Turtle Beach, Bayfront Patio, Boat Dock

Dolphin at Coastal Breeze | Quiet and Cozy Retreat, Walk to Turtle Beach, Bayfront Patio, Boat Dock
Sarasota
9.6 out of 10, Exceptional, (16 reviews)
"the place was great and the host was very responsive to out requests."
United States
David R.
The price is AU$698
includes taxes & fees
2 July - 3 July
Dolphin at Coastal Breeze | Quiet and Cozy Retreat, Walk to Turtle Beach, Bayfront Patio, Boat Dock
Interior

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 AU$490
includes taxes & fees
1 July - 2 July
Near Beaches & Outdoor Activites! Relaxation and Fun! 2 BR/BA/LR & KITCHEN
On the beach, beach umbrellas

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 AU$509
includes taxes & fees
12 July - 13 July
Relax at Gulf – Silver Sands Resort #232, Longboat
Sun-loungers, beach towels

Beautiful Corner Condo · Resort Pools/Hot Tubs · IMG Academy · Anna Maria Island

Beautiful Corner Condo · Resort Pools/Hot Tubs · 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 AU$449
includes taxes & fees
2 July - 3 July
Beautiful Corner Condo · Resort Pools/Hot Tubs · IMG Academy · Anna Maria Island
Outdoor pool, a heated pool

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
Property grounds

Peaceful Lakeview Condo • 2 Pools • Minutes to IMG & Beaches

Peaceful Lakeview Condo • 2 Pools • Minutes to IMG & Beaches
Bradenton
9.8 out of 10, Exceptional, (70 reviews)
"Excellent stay. Great place that was nice, clean and quiet. "
United States
David S.
The price is AU$536
includes taxes & fees
1 July - 2 July
Peaceful Lakeview Condo • 2 Pools • Minutes to IMG & Beaches
On the beach

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 AU$457
includes taxes & fees
12 July - 13 July
Oceanfront Bliss–Longboat Key Beach 106 by RVA
Marina

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 AU$755
includes taxes & fees
13 July - 14 July
Waterfront Condo Walkable to Everything with Beach Access
On the beach, beach umbrellas

1BR Beach Getaway – Silver Sands #254 by RVA

1BR Beach Getaway – Silver Sands #254 by RVA
Longboat Key
9.2 out of 10, Wonderful, (96 reviews)
"Great view, clean, beautiful!"
United States
Bethany
The price is AU$564
includes taxes & fees
12 July - 13 July
1BR Beach Getaway – Silver Sands #254 by RVA
Sun-loungers, beach towels

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, (95 reviews)
"Loved the location, near all the best restaurants and golf. Condo was well equipped and provided all the essentials. Especially loved the soth facing lani to give us full sun all day."
United States
Jenny J.
The price is AU$413
includes taxes & fees
8 July - 9 July
Shorewalk Sunny Bella Rosa • 2BR Villa • 2 Pools & Hot Tubs • Near IMG / Beaches
Property grounds

Heated Pool Apartment Near Siesta Key 1BR

Heated Pool Apartment Near Siesta Key 1BR
Sarasota
9.2 out of 10, Wonderful, (47 reviews)
"Great location for my interests. My life long indoor cat loved the lanai.The host was kind and helpful in local suggestions .The accommodations was clean and comfortable. I would not hesitate to return . "
United States
Kathy B.
Heated Pool Apartment Near Siesta Key 1BR
On the beach

Beachfront Studio – Cabana #5B by RVA

Beachfront Studio – Cabana #5B by RVA
Longboat Key
8.2 out of 10, Very good, (79 reviews)
"The cabana was a fantastic place to escape. It had easy access to both the beach and the pool. My kids loved every moment there."
United States
Roxana P.
The price is AU$449
includes taxes & fees
15 July - 16 July
Beachfront Studio – Cabana #5B by RVA
Front of property – evening/night

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,272 reviews)
"Very clean rooms, excellent location and a very nice staff"
United States
Yanseli
The price is AU$318
includes taxes & fees
8 July - 9 July
Captiva Beach Resort
Beach nearby, sun-loungers, beach towels

Spacious Waterfront Condo · Pools & Hot Tubs · IMG Academy · Anna Maria Island

Spacious Waterfront Condo · Pools & Hot Tubs · IMG Academy · Anna Maria Island
Bradenton
10.0 out of 10, Exceptional, (130 reviews)
"It was a perfect location, looked exactly like the pictures and the host did everything to make our stay great!"
United States
Martha B.
The price is AU$459
includes taxes & fees
26 July - 27 July
Spacious Waterfront Condo · Pools & Hot Tubs · IMG Academy · Anna Maria Island
On the beach

Drift & Dune – Longboat Beachfront #101 RVA

Drift & Dune – Longboat Beachfront #101 RVA
Longboat Key
8.6 out of 10, Excellent, (82 reviews)
"Check in and out was easy, the pool and condo were great, and the location was awesome!"
United States
Bailey B.
Drift & Dune – Longboat Beachfront #101 RVA
On the beach, beach umbrellas

Gulf Front Escape – Silver Sands #252 by RVA

Gulf Front Escape – Silver Sands #252 by RVA
Longboat Key
9.2 out of 10, Wonderful, (104 reviews)
"Staff was welcoming- place was clean and stay was great"
United States
Joseph S.
The price is AU$519
includes taxes & fees
30 June - 1 July
Gulf Front Escape – Silver Sands #252 by RVA
On the beach, beach umbrellas

Relax, Recharge & Repeat – Silver Sands #241 by RVA

Relax, Recharge & Repeat – Silver Sands #241 by RVA
Longboat Key
9.4 out of 10, Exceptional, (42 reviews)
"Great location! Beach steps away. Relaxing pool. Clean unit"
United States
Deborah F.
Relax, Recharge & Repeat – Silver Sands #241 by RVA
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

Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

10/10 Excellent
"Very clean and beautiful"
Veronika 1-night trip
Posted less than an hour ago
Spark by Hilton Sarasota Siesta Key Gateway

Find out more about Osprey

Osprey Condo Rentals information

Number of reviews
2,493
Accommodation
3706 Condo Rentals
Lowest Price
AU$318
Highest Price
AU$907

Frequently asked questions

How much do condos in Osprey cost?
The price range for condos in Osprey is AU$318 to AU$907 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 3706 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$318 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.