Title: Osprey Vacation Packages & Trips 2026 from CA $938 | 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)

![](https://images.trvl-media.com/place/55888/4df1d5b3-0ca2-4dd3-91c6-479b5ebaf671.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Osprey Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

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#### Your Osprey Vacation

When a getaway to the city is calling, answer it with a Osprey vacation package. The neighborhood of Main Street Merchants, which is great for cafes, markets and shopping, makes a fantastic base for your adventures. [Siesta Key Beach](https://www.expedia.ca/Siesta-Key-Beach-Siesta-Key.d6066003.Vacation-Attraction), [Turtle Beach](https://www.expedia.ca/Turtle-Beach-Florida.d6296228.Vacation-Attraction) and [Nokomis Beach](https://www.expedia.ca/Nokomis-Beach-Casey-Key.d6128289.Vacation-Attraction) are just a few of the sights worth exploring during your trip to Osprey. Check out Expedia's extensive range of travel options and book your dream vacation to Osprey now.

## Top Osprey Vacation Deals

Price found within the past 48 hours. Click for updated prices.

![Captiva Beach Resort](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/3fe58375_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Captiva Beach Resort

South Village

CA $938

per person

Apr 29 - May 4

just found

Roundtrip non-stop flight included

Toronto (YTO) to Sarasota (SRQ)

9/10 Wonderful! (1,156 reviews)

4 times I encountered cockroaches in the room. One time scurrying across my foot while in the bathroom. Doubtful I’ll ever come back here.

Reviewed on Feb 5, 2026

![Seaside at Anna Maria Island Inn](https://images.trvl-media.com/lodging/36000000/35620000/35615900/35615805/2e87b391_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Seaside at Anna Maria Island Inn

CA $5,232

per person

Mar 29 - Apr 5

found 1 day ago

Roundtrip flight included

Ottawa (YOW) to Sarasota (SRQ)

9.6/10 Exceptional! (45 reviews)

The room was exactly as shown, plenty of room to stretch out and we especially loved the end unit. Steps from the beach and shelling was perfect! Grounds were raked each morning with umbrellas taken down each day. Nice cushions on the lounge chairs, deck furniture and the beach towels were nice & fluffy. A great lil refrigerator, we would have liked a coffee maker, rather than a cappuccino and the coffees offered were strong. No microwave. Bathroom with a lovely rain-head was favorable. We definitely recommend and it is located in a desirable area.

Reviewed on Jan 24, 2026

![Legacy Hotel at IMG Academy](https://images.trvl-media.com/lodging/23000000/22890000/22882300/22882236/80dcbca1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Legacy Hotel at IMG Academy

CA $1,013

per person

Mar 15 - Mar 20

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Sarasota (SRQ)

9/10 Wonderful! (913 reviews)

Very convenient to athletic fields

Reviewed on Jan 12, 2026

![Landing Bradenton Near G.T. Bray Park](https://images.trvl-media.com/lodging/120000000/119980000/119975900/119975872/47cd8942_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Landing Bradenton Near G.T. Bray Park

CA $1,365

per person

Apr 15 - Apr 22

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Sarasota (SRQ)

No reviews

Place was lovely Exceeded expectations

Reviewed on Dec 22, 2025

![Bradenton Apartments by Landing](https://images.trvl-media.com/lodging/109000000/108760000/108753100/108753056/w2398h1348x2y6-214d5e5a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Bradenton Apartments by Landing

CA $1,241

per person

Apr 15 - Apr 22

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Sarasota (SRQ)

7.6/10 Good! (53 reviews)

Could use another couch in living room not much room to sit. Either than that it was a decent stay.

Reviewed on Oct 22, 2025

## Where to stay in Osprey

Find the best Osprey areas and neighborhoods for the activities you enjoy most. [Learn more about Osprey](https://expedia.ca/Osprey.dx55888)

![Aerial Drone Nokomis Beach. Gulf of Mexico on Casey Key in Nokomis Florida, United States. Red tide water.](https://images.trvl-media.com/place/553248635976480913/e053cc46-391a-4793-9b08-51d520112d3c.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Sorrento Shores

 When in Sorrento Shores, you can plan a visit to Oscar Scherer State Park and Nokomis Beach, some noteworthy sights in the nearby area. 

[Find hotel + flight trips in Sorrento Shores](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Sorrento%20Shores&DestID=553248635976480913&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Sarasota Bayfront to Ringling Bridge panorama sunset aerial](https://images.trvl-media.com/place/553248635976472153/b8e01afe-4efd-4d63-a9e8-4b47f8658942.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Bay Acres

 If you're looking for some top things to see and do in Bay Acres and surrounding area, you can visit Oscar Scherer State Park and Historic Spanish Point. 

[Find hotel + flight trips in Bay Acres](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Bay%20Acres&DestID=553248635976472153&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Rivendell

 Rivendell might not have many top sights, but Oscar Scherer State Park and Historic Spanish Point are two attractions nearby that you can check out. 

[Find hotel + flight trips in Rivendell](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Rivendell&DestID=553248635976481518&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Ready to book your vacation to Osprey?

Choose your dates

## Osprey Hotel Deals

![Casey Key Resorts - Mainland](https://images.trvl-media.com/lodging/7000000/6620000/6619300/6619300/164f19b9_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Casey Key Resorts - Mainland

1650 South Tamiami Trail Osprey FL

Fully refundableReserve now, pay when you stay

CA $215

CA $272 total

Feb 9 - Feb 10

includes taxes & fees

8.6/10 Excellent! (1,136 reviews)

I love staying here , i am disappointed they do not provide coffee in the lounge anyore. I used to go there to get the creamer for my coffee in my room and coffee in general. And since the breakfast is not included in the stay and they no longer offer coffee I might not stay there next time. But ...

Reviewed on Feb 6, 2026

[](https://expedia.ca/Hotel-Search?startDate=09%2F02%2F2026&endDate=10%2F02%2F2026&selected=6619300&PinnedHotelID=6619300&HadPinnedHotel=true&regionId=55888)

![Golden Host Resort - Sarasota](https://images.trvl-media.com/lodging/1000000/30000/21400/21331/125fc79b_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Golden Host Resort - Sarasota

4675 N Tamiami Trl Sarasota FL

Fully refundable

CA $119

CA $134 total

Feb 9 - Feb 10

includes taxes & fees

8.4/10 Very Good! (2,246 reviews)

The room was fine and recently

Reviewed on Feb 3, 2026

[](https://expedia.ca/Hotel-Search?startDate=09%2F02%2F2026&endDate=10%2F02%2F2026&selected=21331&PinnedHotelID=21331&HadPinnedHotel=true&regionId=55888)

![Kompose Boutique Hotel](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/e948f2e5_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Kompose Boutique Hotel

965 University Pkwy Sarasota FL

Fully refundableReserve now, pay when you stay

CA $91

CA $119 total

Feb 9 - Feb 10

includes taxes & fees

9/10 Wonderful! (4,975 reviews)

I love staying here when I’m in Sarasota. The rooms are efficient. The work out facility is outstanding with circuit training, free weights, Peloton, stair master, tread. The breakfast is plentiful. The staff are friendly. And the price is excellent. A great value. I look forward to my next ...

Reviewed on Feb 5, 2026

[](https://expedia.ca/Hotel-Search?startDate=09%2F02%2F2026&endDate=10%2F02%2F2026&selected=38215316&PinnedHotelID=38215316&HadPinnedHotel=true&regionId=55888)

[See all 11,223 properties in Osprey](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=09%2F02%2F2026&endDate=10%2F02%2F2026&regionId=55888)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

### Discover the most popular places to visit in Osprey

![One of the best RV parks yet!! Great price, great location, fantastic wild life right outside your door! ](https://images.trvl-media.com/place/55888/2ae6c6f3-21b3-4686-963f-8b988f919d5e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Oscar Scherer State Park

You can take time to visit Oscar Scherer State Park during your travels to Osprey. Attend a sporting event or simply enjoy the lively bars while you're in the area. 

[](https://expedia.ca/Oscar-Scherer-State-Park-Osprey.d6296013.Vacation-Attraction)

### What to do in Osprey

![Kayak Tour through Mangrove Tunnels](https://mediaim.expedia.com/localexpert/2804370/952d1574-7738-46f0-a74e-760ca8ad9fa2.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Mangroves, Manatees, and a Hidden Beach: Kayak Tour

CA $80

per adult

**94%** of travellers recommend

[](https://expedia.ca/things-to-do/mangroves.a2804370.activity-details)

![Sarasota - Clear Kayak LED Night Glass Bottom Tour](https://mediaim.expedia.com/localexpert/45717106/f435da41-0a9c-44f3-918f-9f8d619256f6.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Sarasota - Clear Kayak LED Night Glass Bottom Tour

CA $89

per adult

**80%** of travellers recommend

[](https://expedia.ca/things-to-do/sarasota-clear-kayak-led-night-glass-bottom-tour.a45717106.activity-details)

![Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour](https://mediaim.expedia.com/localexpert/46991341/57500583-d43c-41b1-9021-0f51e8d1d09b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour

CA $89

per adult

**84%** of travellers recommend

[](https://expedia.ca/things-to-do/siesta-key.a46991341.activity-details)

[See all activities in Osprey](https://expedia.ca/things-to-do/search?rid=55888)

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