Osprey Village Vacation Packages

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Your Osprey Village Vacation

When a city getaway is calling, answer it with a Osprey Village vacation package. The neighborhood of Main Street Merchants, which is good for cafes, markets and shopping, makes a wonderful base for your adventures. Every trip to Osprey Village needs a well-crafted itinerary. Fill yours with attractions like Oscar Scherer State Park, The Oaks Club and Historic Spanish Point. Browse Expedia's extensive range of travel options and start planning your ultimate vacation to Osprey Village now.

Top Osprey Village Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
Westshore
per person
Sep 11 - Sep 14
found 15 hours ago
Roundtrip flight included
Detroit (DTW) to Sarasota (SRQ)
8.8/10 Excellent! (1,978 reviews)
Always enjoy my stay here.

Reviewed on Jul. 25, 2025

Twin Palms at Siesta

Twin Palms at Siesta

3 out of 5
per person
Aug 29 - Sep 5
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Sarasota (SRQ)
9.6/10 Exceptional! (545 reviews)
Property was very nice, room was beautifully decorated and very clean and comfortable. Nice kitchenette. The pool and pool area very nice. The location is great. Close to the beach and some restaurants and bars. Each room was provided a wagon, cooler, chairs and umbrella to use for the beach which was so nice. I would definitely stay there again!

Reviewed on Jun. 29, 2025

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

3 out of 5
Town 'n' Country
per person
Sep 13 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Sarasota (SRQ)
2/10 (2 reviews)
The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
Rocky Point
per person
Sep 11 - Sep 14
found 15 hours ago
Roundtrip flight included
Detroit (DTW) to Sarasota (SRQ)
8.2/10 Very Good! (1,010 reviews)
The mini beach is a good spot when you don't want to drive out to a beach

Reviewed on Jul. 25, 2025

Captiva Beach Resort

Captiva Beach Resort

2 out of 5
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Sarasota (SRQ)
9/10 Wonderful! (1,113 reviews)
We love the property, beautiful, clean and we love that you can walked to the beach, that is a plus.

Reviewed on Jul. 13, 2025

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Osprey Village Hotel Deals

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy, Sarasota, FL
Fully refundableReserve now, pay when you stay
The price is CA $80 per night from Aug 3 to Aug 4
CA $80
CA $107 total
Aug 3 - Aug 4
includes taxes & fees
9/10 Wonderful! (4,188 reviews)
Brand new
"Everything is brand new, clean and perfect. I like the decoration and design. Great location and near the airport."

Reviewed on Jul. 23, 2025

Kompose Boutique Hotel
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from Aug 3 to Aug 4
CA $197
CA $253 total
Aug 3 - Aug 4
includes taxes & fees
9.2/10 Wonderful! (4,793 reviews)
"The staff was amazing, providing needed accommodations for my elderly mother's visit. Resourceful customer service and Nate, the five-star employee who ensured that our visit was a memorable vacation."

Reviewed on Jul. 24, 2025

Tropical Beach Resorts
Embassy Suites by Hilton Sarasota, FL

Embassy Suites by Hilton Sarasota, FL

3.5 out of 5
202 North Tamiami Trail, Sarasota, FL
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from Aug 3 to Aug 4
CA $197
CA $261 total
Aug 3 - Aug 4
includes taxes & fees
8.6/10 Excellent! (1,541 reviews)
"Best hotel in at this price point.."

Reviewed on Jul. 25, 2025

Embassy Suites by Hilton Sarasota, FL
See all 9,595 properties in Osprey Village
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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Discover the most popular places to visit in Osprey Village

Oscar Scherer State Park

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.

Oscar Scherer State Park

What to do in Osprey Village

Private Luxury Boat Charter

Private Luxury Boat Charter

CA $513
per traveller
100% of travellers recommend
Private Luxury Boat Charter
Kayak Tour through Mangrove Tunnels

Mangroves, Manatees, and a Hidden Beach: Kayak Tour

CA $75
per adult
88% of travellers recommend
Mangroves, Manatees, and a Hidden Beach: Kayak Tour
See all activities in Osprey Village

Frequently asked questions

How much does an Osprey Village vacation package cost?
You can grab a vacation package to this top destination from CA $437 on Expedia. However, how much your vacation to Osprey Village costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Osprey Village?
If you'd like to snag a cheap Osprey Village vacation package, consider travelling in January, February and August. You'll usually find lower rates on accommodations and flights during these months — ideal for budget-conscious travellers.
How many days is enough for Osprey Village?
You can easily visit all the main attractions in Osprey Village within a few days, including the must-see Historic Spanish Point. If you're after a longer Osprey Village vacation, check out which kind of activities and day trips are available close by.
How to find the best Osprey Village package deals?
Finding a cheap Osprey Village package deal is a breeze with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget range, add a few filters and see what's available. You can fine-tune your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most pocket-friendly Osprey Village package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book an Osprey Village vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging flights and hotels individually. Better still, you can customize your Osprey Village escape to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Osprey Village?
If you have your Osprey Village vacation dates finalized, book as early as you can to grab some fantastic deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are ideal for jetting off on a whim.
How to plan a trip to Osprey Village?

  1. Choose the perfect time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to go to Osprey Village.
  2. Plan your budget wisely: As well as the cost of your accommodations, you should factor in other expenses too. These include flights, transportation and food. Also, put aside some extra funds for unexpected expenses that may arise during your trip to Osprey Village.
  3. Decide your trip length: Think about how much time you'd like to spend discovering Osprey Village. Plan your itinerary so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a customized Osprey Village vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.