Title: Osprey Condo Rentals from CA $259 | Expedia.ca

[Hotels in Osprey](https://expedia.ca/Osprey-Hotels.d55888.Travel-Guide-Hotels)[Vacation Rentals in Osprey](https://expedia.ca/Osprey-Vacation-Rentals.d55888.Travel-Guide-VacationRentals)[Flights to Osprey](https://expedia.ca/Cheap-Flights-To-Osprey.d55888.Travel-Guide-Flights)[Osprey Car Rentals](https://expedia.ca/Car-Rentals-In-Osprey.d55888.Car-Rental-Guide)[Osprey Vacation Packages](https://expedia.ca/Osprey.d55888.Destination-Travel-Guides)

![Great Heron](https://images.trvl-media.com/place/55888/92c919ca-2448-4c40-b1eb-f9207c3d50df.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/55888/92c919ca-2448-4c40-b1eb-f9207c3d50df.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Osprey condo rentals

![Exterior](https://images.trvl-media.com/lodging/113000000/112390000/112387400/112387358/105c6d3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach/ocean view](https://images.trvl-media.com/lodging/113000000/112390000/112387400/112387358/3e26fcd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112390000/112387400/112387358/08b5bced.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Condo, 3 Bedrooms, Kitchen, Ocean View | Private kitchen](https://images.trvl-media.com/lodging/113000000/112390000/112387400/112387358/aa27a0eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Manasota Key

[](https://www.expedia.ca/Englewood-Hotels-Chadwick-Cove-Resort-Marina.h112387358.Hotel-Information)

10/10

Exceptional

(15 reviews)

"Great place and location "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cathy

CA $114

CA $752 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Englewood-Hotels-Chadwick-Cove-Resort-Marina.h112387358.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/71000000/70550000/70546900/70546817/719837f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/71000000/70550000/70546900/70546817/feb20832.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/71000000/70550000/70546900/70546817/a3cb5e64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70550000/70546900/70546817/5d2022f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Manasota Key

[](https://www.expedia.ca/Englewood-Hotels-Beachfront-Condo-With-Most-Amazing-Sunset-Views-Of-The-Gulf.h70546817.Hotel-Information)

9.6/10

Exceptional

(60 reviews)

"Very good view"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

william t.

CA $206

CA $516 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Englewood-Hotels-Beachfront-Condo-With-Most-Amazing-Sunset-Views-Of-The-Gulf.h70546817.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/89000000/88080000/88075900/88075899/f5ad5c78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/89000000/88080000/88075900/88075899/21dfe0b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88080000/88075900/88075899/f6e9d441.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/89000000/88080000/88075900/88075899/212edd92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in South Bradenton

[](https://www.expedia.ca/Bradenton-Hotels-New-Renovated-Coastal-22.h88075899.Hotel-Information)

9.8/10

Exceptional

(18 reviews)

"Accommodating for family group, quick drive to the beach."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ginger B.

CA $194

CA $536 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Bradenton-Hotels-New-Renovated-Coastal-22.h88075899.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/75000000/74992100/74992024/47012965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/75000000/74992100/74992024/bd16a4b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/75000000/75000000/74992100/74992024/0697a277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/75000000/75000000/74992100/74992024/d2141949.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in South Bradenton

[](https://www.expedia.ca/Bradenton-Hotels-Modern-22-Condo-Wpool-6-Mins-To-IMG.h74992024.Hotel-Information)

9.8/10

Exceptional

(27 reviews)

"Great place. My family had a great time."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

AZAAM R.

CA $186

CA $534 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Bradenton-Hotels-Modern-22-Condo-Wpool-6-Mins-To-IMG.h74992024.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/84000000/83060000/83058500/83058493/ad597696.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/84000000/83060000/83058500/83058493/2ae59242.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83060000/83058500/83058493/6fe97a4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83060000/83058500/83058493/895cac53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in South Bradenton

[](https://www.expedia.ca/Bradenton-Hotels-Upscale-22-Key-West-Style-Condo-6-Mins-From-IMG.h83058493.Hotel-Information)

10/10

Exceptional

(23 reviews)

"Great location, attentive host, great stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

JUDY T.

CA $194

CA $536 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Bradenton-Hotels-Upscale-22-Key-West-Style-Condo-6-Mins-From-IMG.h83058493.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/119000000/118010000/118007600/118007589/45fb4271.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118010000/118007600/118007589/de8accab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118010000/118007600/118007589/c7b23d5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118010000/118007600/118007589/1460a90b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Siesta Key

[](https://www.expedia.ca/Siesta-Key-Hotels-Coastal-Breeze-Siesta-Turtle.h118007589.Hotel-Information)

10/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jacob

CA $225

CA $582 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/Siesta-Key-Hotels-Coastal-Breeze-Siesta-Turtle.h118007589.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/103000000/102420000/102413000/102412927/a53ff075.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102420000/102413000/102412927/c64f1b23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/103000000/102420000/102413000/102412927/408910c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/103000000/102420000/102413000/102412927/a0d35990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Sarasota

[](https://www.expedia.ca/Sarasota-Hotels-Cozy-2-Bedroom-Condo-In-Prime-Siesta-Key-Location.h102412927.Hotel-Information)

9.6/10

Exceptional

(4 reviews)

"Great stay! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Athan K.

CA $95

CA $381 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Sarasota-Hotels-Cozy-2-Bedroom-Condo-In-Prime-Siesta-Key-Location.h102412927.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/70000000/69770000/69763000/69762951/d347fd7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69770000/69763000/69762951/w1024h681x0y2-4a60577e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/70000000/69770000/69763000/69762951/cc9a40ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69770000/69763000/69762951/w1024h679x0y0-cb862c77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in South Bradenton

[](https://www.expedia.ca/Bradenton-Hotels-Charming-2bed-2-Bath-6-Mins-From-IMG.h69762951.Hotel-Information)

9.6/10

Exceptional

(21 reviews)

"Cool place. Everything just as mentioned. Kids had a blast at pool and place was super clean"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jason G.

CA $211

CA $548 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Bradenton-Hotels-Charming-2bed-2-Bath-6-Mins-From-IMG.h69762951.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/75000000/74620000/74618500/74618445/e2fea912.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/75000000/74620000/74618500/74618445/457c26c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74620000/74618500/74618445/3e179e44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/75000000/74620000/74618500/74618445/bcba98d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in South Bradenton

[](https://www.expedia.ca/Bradenton-Hotels-Farmhouse-22-Renovated-Condo-6-Mins-From-IMG.h74618445.Hotel-Information)

9.8/10

Exceptional

(27 reviews)

"This was the perfect place to stay for an IMG baseball tournament. Very close to the facility as described. This condo unit was modern and clean. An overall excellent place to stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lassier

CA $199

CA $531 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Bradenton-Hotels-Farmhouse-22-Renovated-Condo-6-Mins-From-IMG.h74618445.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/72000000/71100000/71094700/71094685/8831bab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/72000000/71100000/71094700/71094685/9a0ecdc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/72000000/71100000/71094700/71094685/70ac29a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/72000000/71100000/71094700/71094685/b7f943c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Manasota Key

[](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Steps-To-Water-Sea-Glass-Beach-To-Bay.h71094685.Hotel-Information)

9.8/10

Exceptional

(41 reviews)

"Perfect for 2 adults and 2 kids. The house was very clean and all the extras in the kitchen were nice. Also, beach essentials are onsite so no need to bring much. Found lots of sharks teeth too! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Koren L.

[](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Steps-To-Water-Sea-Glass-Beach-To-Bay.h71094685.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/75000000/74630000/74621600/74621562/c2458bf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74630000/74621600/74621562/bebedf0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/75000000/74630000/74621600/74621562/101cafae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books, offices](https://images.trvl-media.com/lodging/75000000/74630000/74621600/74621562/b3a59445.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in South Bradenton

[](https://www.expedia.ca/Bradenton-Hotels-Modern-Coastal-22-Condo-Wpool-6-Mins-To-IMG.h74621562.Hotel-Information)

9.8/10

Exceptional

(28 reviews)

"Great place to stay !"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Teddy N.

CA $206

CA $549 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Bradenton-Hotels-Modern-Coastal-22-Condo-Wpool-6-Mins-To-IMG.h74621562.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/39000000/38450000/38441200/38441108/c947a49f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/39000000/38450000/38441200/38441108/ba575a6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/39000000/38450000/38441200/38441108/f52c1f18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/39000000/38450000/38441200/38441108/fc05e51b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in South Village

[](https://www.expedia.ca/Sarasota-Hotels-Pool-View-1-King-Bed-Walk-To-Beach-Private-Screen-Porch-Specials-30-OFF.h38441108.Hotel-Information)

9.6/10

Exceptional

(42 reviews)

"Everything was very clean, great location, perfect for a couple and enjoyed the pool area too"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dirk T

CA $207

CA $428 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Sarasota-Hotels-Pool-View-1-King-Bed-Walk-To-Beach-Private-Screen-Porch-Specials-30-OFF.h38441108.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/19000000/18770000/18762900/18762851/00d0ba6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/19000000/18770000/18762900/18762851/2cad5637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18770000/18762900/18762851/dd3c3ae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/19000000/18770000/18762900/18762851/6ef00db4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Manasota Key

[](https://www.expedia.ca/Englewood-Hotels-Bayfront-Condo-Walkable-To-Everything-Unit-2.h18762851.Hotel-Information)

9.6/10

Exceptional

(49 reviews)

"We stayed in the 3 BR unit the month before and came back ...love this place!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jo Ann K.

CA $208

CA $554 total

includes taxes & fees

Jan 23 - Jan 24

[](https://www.expedia.ca/Englewood-Hotels-Bayfront-Condo-Walkable-To-Everything-Unit-2.h18762851.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/74000000/73260000/73257900/73257877/c5412e10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/74000000/73260000/73257900/73257877/c7b93bb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/74000000/73260000/73257900/73257877/b33bda29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73260000/73257900/73257877/f63f3369.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Whitfield Estates

[](https://www.expedia.ca/Sarasota-Hotels-Waterfront-Unit.h73257877.Hotel-Information)

9.2/10

Wonderful

(49 reviews)

"Great place and great location! We really enjoyed our stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Meghan I.

CA $131

CA $281 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Sarasota-Hotels-Waterfront-Unit.h73257877.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/77000000/76540000/76531300/76531243/9b587860.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76540000/76531300/76531243/12e6a459.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books, offices](https://images.trvl-media.com/lodging/77000000/76540000/76531300/76531243/c3930a46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/77000000/76540000/76531300/76531243/ea362557.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in South Bradenton

[](https://www.expedia.ca/Bradenton-Hotels-Upscale-22-Condo-With-Pool-6-Mins-From-IMG.h76531243.Hotel-Information)

8.6/10

Excellent

(14 reviews)

"Very cute and clean condo had everything I needed. Good location close to IMG."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer P.

CA $194

CA $527 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Bradenton-Hotels-Upscale-22-Condo-With-Pool-6-Mins-From-IMG.h76531243.Hotel-Information)

![Beachside One Bedroom Suite](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/31f9068d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beachside One Bedroom Suite | Beach/ocean view](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/c6914d2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beachside One Bedroom Suite](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/c4828145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1540000/1533200/1533163/6e093d27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Casey Key

[](https://www.expedia.ca/Sarasota-Hotels-A-Beach-Retreat.h1533163.Hotel-Information)

9.2/10

Wonderful

(586 reviews)

"Room was nice & staff was friendly. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Paula

CA $229

CA $259 total

includes taxes & fees

Jan 15 - Jan 16

[](https://www.expedia.ca/Sarasota-Hotels-A-Beach-Retreat.h1533163.Hotel-Information)

![Beach towels](https://images.trvl-media.com/lodging/36000000/35560000/35556600/35556575/1d6bcb9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/36000000/35560000/35556600/35556575/92a8e5b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35560000/35556600/35556575/0cce2899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/36000000/35560000/35556600/35556575/2347465e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Sarasota

[](https://www.expedia.ca/Sarasota-Hotels-5-Minutes-Drive-To-Nr-Siesta-Key-11-Large-Condo-The-Pool-Heated.h35556575.Hotel-Information)

10/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

ken s.

CA $139

CA $412 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Sarasota-Hotels-5-Minutes-Drive-To-Nr-Siesta-Key-11-Large-Condo-The-Pool-Heated.h35556575.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/116000000/115240000/115237500/115237468/5b1e4235.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/116000000/115240000/115237500/115237468/1c25d50c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/116000000/115240000/115237500/115237468/33563aa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115240000/115237500/115237468/76feebd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Bradenton

[](https://www.expedia.ca/Bradenton-Hotels-Newly-Remodeled-22-Condo-In-West-Bradenton.h115237468.Hotel-Information)

9.2/10

Wonderful

(12 reviews)

"The location was great for traveling to events at the convention center. Lots of food options nearby. The property was clean. Check-in was simple. The host responded quickly to all of our communication and she was very nice to accommodate all of our requests. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Philippe G.

CA $222

CA $415 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Bradenton-Hotels-Newly-Remodeled-22-Condo-In-West-Bradenton.h115237468.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/85000000/84930000/84921900/84921817/70a26a93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/85000000/84930000/84921900/84921817/fc79d348.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/85000000/84930000/84921900/84921817/e5a36897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/85000000/84930000/84921900/84921817/f04b2d04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Sarasota

[](https://www.expedia.ca/Siesta-Key-Hotels-Cozy-Siesta-Key-Escape-Walk-To-Turtle-Beach.h84921817.Hotel-Information)

9.2/10

Wonderful

(10 reviews)

"We loved the closeness to the bay, our backyard"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alec V.

CA $173

CA $604 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/Siesta-Key-Hotels-Cozy-Siesta-Key-Escape-Walk-To-Turtle-Beach.h84921817.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18980000/18978100/18978028/w827h553x0y17-c69cd501.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video library, stereo](https://images.trvl-media.com/lodging/19000000/18980000/18978100/18978028/d102ed59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/19000000/18980000/18978100/18978028/w1074h1080x424y0-6802a200.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Golf](https://images.trvl-media.com/lodging/19000000/18980000/18978100/18978028/da226015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Venice Island

[](https://www.expedia.ca/Venice-Hotels-Venice-Island-Beach-Walk-2-Beach.h18978028.Hotel-Information)

9.8/10

Exceptional

(105 reviews)

"Absolutely wonderful rental home, very clean and comfortable in a fabulous location close to town and the beaches. One of my best stays in Venice and would highly recommend!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bonnie S.

CA $240

CA $619 total

includes taxes & fees

Jan 31 - Feb 1

[](https://www.expedia.ca/Venice-Hotels-Venice-Island-Beach-Walk-2-Beach.h18978028.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-28&endDate=2026-01-29&regionId=55888&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

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Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America&regionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=CABIN)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America&regionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America&regionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=COTTAGE)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America&regionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=CONDO)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America&regionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=APARTMENT)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America&regionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=VILLA)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America&regionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2026-04-14&d1=2026-04-14&endDate=2026-04-17&d2=2026-04-17&lodging=HOUSE_BOAT)

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## Top Osprey Hotel Reviews

![Casey Key Resorts - Mainland](https://images.trvl-media.com/lodging/7000000/6620000/6619300/6619300/164f19b9_y.jpg)

### Casey Key Resorts - Mainland

10/10 Excellent

"Yes everything was clean and everybody was courteous"

[](https://expedia.ca/Sarasota-Hotels-Casey-Key-Resorts-Mainland.h6619300.Hotel-Information)

![Spark by Hilton Sarasota Siesta Key Gateway](https://images.trvl-media.com/lodging/1000000/30000/26400/26397/18d283d6_y.jpg)

### Spark by Hilton Sarasota Siesta Key Gateway

10/10 Excellent

"Hotel was nice, rooms clean."

[](https://expedia.ca/Sarasota-Hotels-Best-Western-Plus-Siesta-Key-Gateway.h26397.Hotel-Information)

![Carlisle Inn](https://images.trvl-media.com/lodging/20000000/19770000/19761100/19761082/9a1b0e30_y.jpg)

### Carlisle Inn

10/10 Excellent

"Cleanliness and friendliness of staff"

[](https://expedia.ca/Sarasota-Hotels-Carlisle-Inn.h19761082.Hotel-Information)

![Tropical Beach Resorts](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/606a9b3c_y.jpg)

### Tropical Beach Resorts

10/10 Excellent

"Beautiful facility. Very relaxing. Staff is awesome. Beach is amazing!"

[](https://expedia.ca/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information)

![Siesta Key Beach Resort and Suites](https://images.trvl-media.com/lodging/1000000/10000/9600/9560/993b4c27_y.jpg)

### Siesta Key Beach Resort and Suites

10/10 Excellent

"Great staff, clean rooms "

[](https://expedia.ca/Sarasota-Hotels-Siesta-Key-Beach-Resort-Suites-Tiki-Pool.h9560.Hotel-Information)

![Kompose Boutique Hotel](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/e948f2e5_y.jpg)

### Kompose Boutique Hotel

10/10 Excellent

"Spacious room, good staff, good location close both to the Ringling museum and airport, good parking places, newer building "

[](https://expedia.ca/Sarasota-Hotels-Kompose-Hotel-Sarasota.h38215316.Hotel-Information)

![Extended Stay America Premier Suites - Bradenton](https://images.trvl-media.com/lodging/112000000/112000000/111997000/111996951/92d26979_y.jpg)

### Extended Stay America Premier Suites - Bradenton

10/10 Excellent

" Very clean property, nice stay."

[](https://expedia.ca/Bradenton-Hotels-Extended-Stay-America-Premier-Suites-Bradenton.h111996951.Hotel-Information)

![The Westin Sarasota](https://images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/7ee146c3_y.jpg)

### The Westin Sarasota

10/10 Excellent

"The hotel is wonderful. Check in was super easy The hotel is clean, workout room was nice and the rooftop pool-bar was great. "

[](https://expedia.ca/Sarasota-Hotels-The-Westin-Sarasota.h16818933.Hotel-Information)

![Golden Host Resort - Sarasota](https://images.trvl-media.com/lodging/1000000/30000/21400/21331/125fc79b_y.jpg)

### Golden Host Resort - Sarasota

10/10 Excellent

"Loved ot"

[](https://expedia.ca/Sarasota-Hotels-Golden-Host-Resort-Sarasota.h21331.Hotel-Information)

## Find out more about Osprey

## Osprey Condo Rentals information

| Number of reviews | 1,104              |
| ----------------- | ------------------ |
| Accommodation     | 3714 Condo Rentals |
| Lowest Price      | CA $259            |
| Highest Price     | CA $752            |

## Frequently asked questions

### How much do condos in Osprey cost?

### What are the best condos in Osprey?

### How many condos are there in Osprey?

### What are the best cheap condos in Osprey?

### Are there any family-friendly condos in Osprey?

### Are there any 5-star condos in Osprey?

### Why book your condo in Osprey with Expedia?

### How can I find cheap condos in Osprey?

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- [Hotels near Oscar Scherer State Park ](https://www.expedia.ca/Oscar-Scherer-State-Park-Hotels.0-l6296013-0.Travel-Guide-Filter-Hotels)
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- [Rivendell Hotels ](https://www.expedia.ca/Rivendell-Osprey-Hotels.0-n553248635976481518-0.Travel-Guide-Filter-Hotels)
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- [Historic Hotels in Sorrento Shores ](https://www.expedia.ca/Sorrento-Shores-Osprey-Hotels-Historic-Hotel.0-n553248635976480913-0-tHistoricHotel.Travel-Guide-Filter-Hotels)
- [Waterpark Hotels in Sorrento Shores ](https://www.expedia.ca/Sorrento-Shores-Osprey-Hotels-Waterpark-Hotels.0-n553248635976480913-0-tWaterparkHotels.Travel-Guide-Filter-Hotels)
- [Hotels near Stoneybrook Golf & Country Club ](https://www.expedia.ca/Stoneybrook-Golf-Country-Club-Hotels.0-l6068717-0.Travel-Guide-Filter-Hotels)
- [Hotels near The Oaks Club ](https://www.expedia.ca/The-Oaks-Club-Hotels.0-l553248635976489805-0.Travel-Guide-Filter-Hotels)
- [Hotels near Turtle Beach ](https://www.expedia.ca/Turtle-Beach-Hotels.0-l6296228-0.Travel-Guide-Filter-Hotels)
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- [Vamo Hotels ](https://www.expedia.ca/Vamo-Sarasota-Hotels.0-n553248623282278448-0.Travel-Guide-Filter-Hotels)

- [Visit Casey Key ](https://www.expedia.ca/Casey-Key.dx6167273)
- [Jim Neville Marine Preserve ](https://www.expedia.ca/Jim-Neville-Marine-Preserve-Siesta-Key.d6295999.Vacation-Attraction)
- [Oscar Scherer State Park ](https://www.expedia.ca/Oscar-Scherer-State-Park-Osprey.d6296013.Vacation-Attraction)
- [Visit Rivendell ](https://www.expedia.ca/Osprey-Rivendell.dx553248635976481518)
- [Visit Osprey Village ](https://www.expedia.ca/Osprey-Village.dx553248635976482375)
- [Visit Vamo ](https://www.expedia.ca/Sarasota-Vamo.dx553248623282278448)
- [Stoneybrook Golf & Country Club ](https://www.expedia.ca/Stoneybrook-Golf-Country-Club-Palmer-Ranch.d6068717.Vacation-Attraction)

- [Casey Key Vacation Rentals ](https://www.expedia.ca/Casey-Key-Vacation-Rentals.d6167273.Travel-Guide-VacationRentals)

- [Things to do in Casey Key ](https://www.expedia.ca/Things-To-Do-In-Casey-Key.d6167273.Travel-Guide-Activities)

- [Book Condo Rentals in Osprey on Expedia.com ](https://www.expedia.com/Osprey-Condos.d55888-aaCondos.Travel-Guide-Accommodation)