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.
Landing Palmetto Apartments
Price was CA $1,134, price is now CA $981 per person
CA $981
per person
Jul 30 - Aug 3
found 6 hours ago
Roundtrip flight included
Detroit (DTW) to Sarasota (SRQ)
9/10 Wonderful! (63 reviews)
Great place to stay with a family
Pool has always hot water plus the grills are right next to it so yea what else do you need room was cleab
Reviewed on Jun 10, 2026
Casey Key Resorts - Beachfront
Price was CA $2,225, price is now CA $1,966 per person
CA $1,966
per person
Jul 26 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Sarasota (SRQ)
8.8/10 Excellent! (1,005 reviews)
Great cleaning staff. Easy access to the beach. Lounge chairs and umbrellas on the beach always available!
Reviewed on Jun 12, 2026
Casey Key Resorts - Mainland
Price was CA $1,511, price is now CA $1,347 per person
CA $1,347
per person
Jul 26 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Sarasota (SRQ)
8.8/10 Excellent! (1,188 reviews)
Place was very clean and quiet close to store’s restaurant and beach
Reviewed on Jun 16, 2026
Escape Coastal Resort on Casey Key
Price was CA $1,950, price is now CA $1,756 per person
CA $1,756
per person
Jul 26 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Sarasota (SRQ)
9.8/10 Exceptional! (280 reviews)
The walls are paper thin- can hear everything in the units above and side of you.
Reviewed on Apr 26, 2026
Osprey Village Hotel Deals
Kompose Boutique Hotel
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
The price is CA $65 per night from Jun 21 to Jun 22
CA $65
CA $103 total
Jun 21 - Jun 22
includes taxes & fees
9.2/10 Wonderful! (5,582 reviews)
"Limpieza"
Reviewed on Jun 17, 2026
Tropical Beach Resorts
6717 Sara Sea Circle Siesta Key FL
Fully refundableReserve now, pay when you stay
The price is CA $263 per night from Jun 28 to Jun 29
CA $263
CA $366 total
Jun 28 - Jun 29
includes taxes & fees
9.4/10 Exceptional! (5,575 reviews)
"Un lugar muy bonito y céntrico con muchas opciones para el verano"
Reviewed on Jun 17, 2026
Golden Host Resort - Sarasota
4675 N Tamiami Trl Sarasota FL
Fully refundable
The price is CA $104 per night from Jun 21 to Jun 22
CA $104
CA $117 total
Jun 21 - Jun 22
includes taxes & fees
8.6/10 Excellent! (2,548 reviews)
"Staff was very nice. When we stayed the street outside was under construction, Not the Hotel's fault or anything they could do about that. The pool was very nice. we liked the the Hawaiian Feel. The facility is a little dated, but overall nice place. I would definitely stay again. Thank You ..."
Reviewed on Jun 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.
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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.
