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
Price was CA $847, price is now CA $741 per person
CA $741
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Sarasota (SRQ)
9.2/10 Wonderful! (423 reviews)
Very friendly staff made the check in process very easy. The room was clean and the bed very comfortable. Will stay again!
Reviewed on May 14, 2026
Escape Coastal Resort on Casey Key
Price was CA $2,053, price is now CA $1,664 per person
CA $1,664
per person
Jun 17 - Jun 24
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Sarasota (SRQ)
9.8/10 Exceptional! (274 reviews)
The walls are paper thin- can hear everything in the units above and side of you.
Reviewed on Apr 26, 2026
Casey Key Resorts - Beachfront
Price was CA $2,277, price is now CA $1,889 per person
CA $1,889
per person
Jul 27 - Aug 3
found 12 hours ago
Roundtrip flight included
Toronto (YYZ) to Sarasota (SRQ)
8.8/10 Excellent! (1,000 reviews)
Perfect location! We had our dogs with us and being 30 seconds from the beach was a treat for sure.
Reviewed on May 15, 2026
Casey Key Resorts - Mainland
Price was CA $1,670, price is now CA $1,489 per person
CA $1,489
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Sarasota (SRQ)
8.8/10 Excellent! (1,131 reviews)
My daughter and I did a little staycation for my birthday earlier this month. You cannot beat the prices for what you get! We live maybe five minutes away from this hotel and it was so worth it. First floor room with a balcony right at the pool was amazing. Easy access to the room and such a cute tiki bar. Live music Friday night was so much fun.
Reviewed on May 17, 2026
Holiday Inn Express & Suites Nokomis Sarasota South by IHG
Price was CA $1,166, price is now CA $1,054 per person
CA $1,054
per person
Jul 27 - Aug 3
found 12 hours ago
Roundtrip flight included
Toronto (YYZ) to Sarasota (SRQ)
9.6/10 Exceptional! (481 reviews)
Very happy to have stayed here for the first time. Rooms and property were clean and well maintained. Staff were all amazing and helpful. Breakfast was very good with many options. Pool area was clean and the location was perfect.
Reviewed on May 8, 2026
Osprey Village Hotel Deals
Kompose Boutique Hotel
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
The price is CA $100 per night from May 20 to May 21
CA $100
CA $142 total
May 20 - May 21
includes taxes & fees
9.2/10 Wonderful! (5,377 reviews)
There were hidden costs not listed on your website. The breakfast was not free, charged $7 a person which was not expected. Parking at the hotel was not free. Just the fact that these things were not noted really upset us.
Reviewed on May 17, 2026
Golden Host Resort - Sarasota
4675 N Tamiami Trl Sarasota FL
Fully refundable
The price is CA $102 per night from May 31 to Jun 1
CA $102
CA $115 total
May 31 - Jun 1
includes taxes & fees
8.4/10 Very Good! (2,485 reviews)
The room was pretty nice, but definitely could’ve been cleaner. Lots of grit and sand throughout the room, especially in the corners. The weatherproofing under the door to the outside was worn away which left a big gap under the door allowing the heat and humidity in causing the room to feel sticky ...
Reviewed on May 17, 2026
Tropical Beach Resorts
6717 Sara Sea Circle Siesta Key FL
Fully refundableReserve now, pay when you stay
The price is CA $221 per night from May 21 to May 22
CA $221
CA $285 total
May 21 - May 22
includes taxes & fees
9.4/10 Exceptional! (5,487 reviews)
The staff was incredibly accommodating and friendly. We’re definitely coming back to enjoy all the property has to offer..
Reviewed on May 17, 2026
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.
Discover the most popular places to visit in Osprey Village
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.
What to do in Osprey Village
Mangrove Tunnel & Manatee Kayak Eco-Tour
CA $81
per adult
94% of travellers recommend
Sarasota Guided Mangrove Tunnel Kayak Tour
CA $81
per adult
96% of travellers recommend
Sarasota - Clear Kayak LED Night Glass Bottom Tour
CA $89
per adult
74% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
