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.
Palmetto Marriott Resort & Spa

Palmetto Marriott Resort & Spa

4.5 out of 5
Price was CA $1,101, price is now CA $1,078 per person
CA $1,078
per person
Jan 30 - Feb 1
found 20 hours ago
Roundtrip flight included
Edmonton (YEG) to Sarasota (SRQ)
9.2/10 Wonderful! (510 reviews)

Landing Palmetto Apartments

Landing Palmetto Apartments

4.5 out of 5
Price was CA $2,647, price is now CA $2,023 per person
CA $2,023
per person
Jan 11 - Jan 18
found 6 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Sarasota (SRQ)
9/10 Wonderful! (73 reviews)
Great location. We were in town for a wedding close to restaurants highway and all that we needed

Reviewed on Nov 1, 2026

Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

4 out of 5
Price was CA $1,478, price is now CA $1,346 per person
CA $1,346
per person
Jan 11 - Jan 18
found 6 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Sarasota (SRQ)
8.6/10 Excellent! (1,247 reviews)
The room was clean the staff was friendly. Chef Rolf runs a great restaurant and breakfast and dinner were great.

Reviewed on Nov 9, 2026

Escape Coastal Resort on Casey Key

Escape Coastal Resort on Casey Key

2.5 out of 5
Price was CA $2,442, price is now CA $2,228 per person
CA $2,228
per person
Jan 28 - Feb 4
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Sarasota (SRQ)
9.8/10 Exceptional! (316 reviews)
Beautiful place, the room was spacious, clean and had a nice patio right on the beach. Each room came with a wagon, beach chairs and umbrella! Arrived after the office was closed and who I assumed was the manager/ owner delivered our wagon with beach chairs early the next morning! It is however a very quiet and quaint community where everything shuts down by 10pm and restaurant kitchens close by 9:30! Not a big deal but good to know. We will definitely be staying there again!

Reviewed on Nov 8, 2026

Home2 Suites by Hilton Nokomis Sarasota Casey Key

Home2 Suites by Hilton Nokomis Sarasota Casey Key

3 out of 5
Price was CA $1,519, price is now CA $1,456 per person
CA $1,456
per person
Jan 28 - Feb 4
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Sarasota (SRQ)
9.2/10 Wonderful! (961 reviews)

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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 $64 per night from Dec 1 to Dec 2
CA $64
CA $103 total
Dec 1 - Dec 2
includes taxes & fees
9.2/10 Wonderful! (6,246 reviews)
"It was very clean"

Reviewed on Nov 9, 2026

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 $204 per night from Nov 10 to Nov 11
CA $204
CA $267 total
Nov 10 - Nov 11
includes taxes & fees
Tropical Beach Resorts
The Westin Sarasota

The Westin Sarasota

4 out of 5
100 Marina View Drive Sarasota FL
Fully refundableReserve now, pay when you stay
The price is CA $295 per night from Nov 22 to Nov 23
CA $295
CA $369 total
Nov 22 - Nov 23
includes taxes & fees
9.2/10 Wonderful! (1,211 reviews)
"Clean Romo and Breakfast everything."

Reviewed on Nov 9, 2026

The Westin Sarasota
See all 10,783 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

What to do in Osprey Village

Mangroves, Manatees & a Hidden Beach Kayak Tour

Mangrove Tunnel & Manatee Kayak Eco-Tour

CA $83
per adult
96% of travellers recommend
Mangrove Tunnel & Manatee Kayak Eco-Tour
Sarasota Guided Mangrove Tunnel Kayak Tour

Sarasota Guided Mangrove Tunnel Kayak Tour

CA $83
per adult
96% of travellers recommend
Sarasota Guided Mangrove Tunnel Kayak Tour
Sarasota - Clear Kayak LED Night Glass Bottom Tour

Sarasota - Clear Kayak LED Night Glass Bottom Tour

CA $92
per adult
78% of travellers recommend
Sarasota - Clear Kayak LED Night Glass Bottom 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 $1,078 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.