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Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 June - 21 June
In four months
17 July - 19 July

Our top choices for Osprey condo rentals

Exterior

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 AU$959
includes taxes & fees
26 Mar - 27 Mar
Chadwick Cove Resort & Marina
Property grounds

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, (32 reviews)
"We had a great time and a comfortable stay."
United States
Deb J.
The price is AU$571
includes taxes & fees
15 Apr - 16 Apr
Beach to Bay! Heated Pool and Dock on the Bay! Walk to the Beach and Restaurants
Beach nearby, sun-loungers, beach towels, kayaking

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
9.4 out of 10, Exceptional, (13 reviews)
"We loved the closeness to the bay, our backyard"
United States
Alec V.
The price is AU$804
includes taxes & fees
1 Apr - 2 Apr
Dolphin at Coastal Breeze | Quiet and Cozy Retreat, Walk to Turtle Beach, Bayfront Patio, Boat Dock
Smart TV

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)
"Gorgeous view and comfortable interior. Great beach access and good pool. "
United States
Tanya M.
The price is AU$606
includes taxes & fees
21 Apr - 22 Apr
Sunset and beach view from your balcony Unit 403
On the beach, sun-loungers, beach towels

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, (77 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 AU$708
includes taxes & fees
4 Apr - 5 Apr
3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf
Beach nearby

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, (33 reviews)
"Great location between beaches and Sarasota activities. Nice space in a lovely community. "
United States
Sara
The price is AU$479
includes taxes & fees
24 Mar - 25 Mar
Shorewalk Palms Heaven 2BR Villa • 2 Pools & Heated Hot Tubs •Near IMG / Beaches
Property grounds

Shorewalk Lakefront 2BR Corner Condo ~ Pools & Lanai ~ 5 Min to IMG ~ Anna Maria

Shorewalk Lakefront 2BR Corner Condo ~ Pools & Lanai ~ 5 Min to IMG ~ Anna Maria
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 AU$473
includes taxes & fees
10 Apr - 11 Apr
Shorewalk Lakefront 2BR Corner Condo ~ Pools & Lanai ~ 5 Min to IMG ~ Anna Maria
Property grounds

Steps to Water! Sea Glass - Beach to Bay, Heated Pool and Dock

Steps to Water! Sea Glass - Beach to Bay, Heated Pool and Dock
Manasota Key
9.8 out of 10, Exceptional, (42 reviews)
"Host was very communicative and helpful. "
United States
Jennifer O.
The price is AU$599
includes taxes & fees
11 Apr - 12 Apr
Steps to Water! Sea Glass - Beach to Bay, Heated Pool and Dock
Exterior

Coastal Breeze Siesta - Turtle

Coastal Breeze Siesta - Turtle
2.0 star property
Siesta Key
10.0 out of 10, Exceptional, (1 review)
"Great little place to stay and enjoy the nearby beaches and restaurants! The communication was on point. We will be back "
United States
Jacob
The price is AU$805
includes taxes & fees
1 Apr - 2 Apr
Coastal Breeze Siesta - Turtle
Beach

Spacious Shorewalk Condo ~ Pools & WiFi ~ 5 Min to IMG ~ Near Anna Maria Island

Spacious Shorewalk Condo ~ Pools & WiFi ~ 5 Min to IMG ~ Near Anna Maria Island
Bradenton
9.8 out of 10, Exceptional, (151 reviews)
"Clean and easy access to IMG. "
United States
OBrian V.
The price is AU$440
includes taxes & fees
5 Apr - 6 Apr
Spacious Shorewalk Condo ~ Pools & WiFi ~ 5 Min to IMG ~ Near Anna Maria Island
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, (93 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Will stay here again"
United States
Chrissy C.
The price is AU$628
includes taxes & fees
29 Mar - 30 Mar
1BR Beach Getaway – Silver Sands #254 by RVA
Beach nearby

Manatee at Coastal Breeze | Stunning Bay Views | Walk to Beach | Dock Access | Fishing | Beach Gear

Manatee at Coastal Breeze | Stunning Bay Views | Walk to Beach | Dock Access | Fishing | Beach Gear
Sarasota
9.6 out of 10, Exceptional, (15 reviews)
"We had a lovely week in this property and even saw some dolphins swimming by!"
United States
Hilda H.
The price is AU$930
includes taxes & fees
5 Apr - 6 Apr
Manatee at Coastal Breeze | Stunning Bay Views | Walk to Beach | Dock Access | Fishing | Beach Gear
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, (12 reviews)
"The host was great, everything we needed was already there. Great property, super clean, excellent location. "
United States
Ellen L.
The price is AU$509
includes taxes & fees
12 Apr - 13 Apr
Near Beaches & Outdoor Activites! Relaxation and Fun! 2 BR/BA/LR & KITCHEN
Beach nearby

Turtle at Coastal Breeze | Peaceful 2nd Floor, Walk to Turtle Beach, On the Bay, Boat Dock, Fishing

Turtle at Coastal Breeze | Peaceful 2nd Floor, Walk to Turtle Beach, On the Bay, Boat Dock, Fishing
Sarasota
10.0 out of 10, Exceptional, (21 reviews)
"Will stay here again."
United States
Anonymous traveller
The price is AU$807
includes taxes & fees
1 Apr - 2 Apr
Turtle at Coastal Breeze | Peaceful 2nd Floor, Walk to Turtle Beach, On the Bay, Boat Dock, Fishing
On the beach, beach umbrellas

Gulf Front Escape – Silver Sands #252 by RVA

Gulf Front Escape – Silver Sands #252 by RVA
Longboat Key
9.0 out of 10, Wonderful, (102 reviews)
"Perfect for our family "
United States
Alan B.
The price is AU$561
includes taxes & fees
24 Mar - 25 Mar
Gulf Front Escape – Silver Sands #252 by RVA
On the beach

Charming 1-bedroom, beachfront condo in marvelous Longboat Key

Charming 1-bedroom, beachfront condo in marvelous Longboat Key
Longboat Key
9.0 out of 10, Wonderful, (35 reviews)
"Easy check in and the condo was exactly what we were expecting. "
United States
Kellie C.
The price is AU$620
includes taxes & fees
26 Mar - 27 Mar
Charming 1-bedroom, beachfront condo in marvelous Longboat Key
TV

Casa Azul 2Bed/1Bath

Casa Azul 2Bed/1Bath
Bayou Oaks
9.6 out of 10, Exceptional, (73 reviews)
"Very attractive and clean spa"
United States
Catherine M.
The price is AU$303
includes taxes & fees
20 Apr - 21 Apr
Casa Azul 2Bed/1Bath
Sun-loungers

*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, (56 reviews)
"Host was very responsive and provided helpful information for our stay."
United States
Azure G.
The price is AU$515
includes taxes & fees
9 Apr - 10 Apr
*Casa Bella* Waterfront View! 2BR, w/2 Pools, Mins to IMG/Beach/Anna Maria Isl
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, (128 reviews)
"We had a pleasant stay! Very nice location! Close to everything. The host, Richard, was very helpful. Would definetely stay again "
United States
Marilu R.
The price is AU$515
includes taxes & fees
14 Apr - 15 Apr
*Casa Mia* Fabulous 2BR Condo w/2Pools, Mins to IMG/Beach/Anna Maria Isl
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, (77 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 AU$552
includes taxes & fees
21 Apr - 22 Apr
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

Azul Resort Siesta Key

Azul Resort Siesta Key

10/10 Excellent
"Our first visit to Siesta Key was amazing and the Azul Resort was the perfect spot to enjoy all the area has to offer. The cottage was newly renovated, fresh, clean and beautiful! Easy access to the local trolley. The management staff at Azul was responsive to every request and made our stay enjoyable!"
Terri 4-night trip
Posted 2 hours ago
Azul Resort Siesta Key

Find out more about Osprey

Osprey Condo Rentals information

Number of reviews
1,117
Accommodation
3535 Condo Rentals
Lowest Price
AU$303
Highest Price
AU$959

Frequently asked questions

How much do condos in Osprey cost?
The price range for condos in Osprey is AU$303 to AU$959 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 3535 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$303 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.