Osprey Village Vacations from $712
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
The Latest Osprey Village vacation packages
Price found within the past 48 hours. Click for updated prices.
Cedar Cove Resort and Cottages
Save 100% on your flight
Price was $1,960, price is now $1,337 per person
$1,337
per person
Jun 14 - Jun 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
9.2/10 Wonderful! (497 reviews)
Loved our stay at the Cottages, intentional and attentive staff, quiet and semi secluded units on a busy island. Rooms were clean, fit the descriptions accurately and had everything we needed. The beach itself makes this the hidden gem. Walking up and down the rest of the beach we began to realize just how special our beach area was. Other beaches were crowded and small, but not Cedar Cove! One other note, our refrigerator was making a grinding noise, we notified management and within an hour they told us they would have a new one delivered and installed. Wow! Thanks and we will be back.
Reviewed on Apr 3, 2026
Captiva Beach Resort
South Village
Save 100% on your flight
Price was $1,044, price is now $722 per person
$722
per person
Jun 14 - Jun 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
9/10 Wonderful! (1,220 reviews)
Wonderful spot to stay! Traveled solo and Captiva was perfect
Reviewed on Apr 11, 2026
SeaSpray Resort
Price was $1,018, price is now $762 per person
$762
per person
Jun 14 - Jun 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
9.6/10 Exceptional! (103 reviews)
The resort was nice. Staff was pleasant. Beach access was very easy to get to. Village was walkable.
Reviewed on Apr 10, 2026
Silver Surf Gulf Beach Resort
Price was $1,246, price is now $977 per person
$977
per person
Jun 1 - Jun 6
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
9.6/10 Exceptional! (1,001 reviews)
Clean room, excellent staff, perfect for beach which is straight across the road. Rooms are small especially if you are travelling with kids but are perfectly ok for couples. Breakfast is a limited buffet but a nice option to grab and go. Would recommend on the whole
Reviewed on Apr 8, 2026
Don't see what you're looking for?
See all available trips from Columbus to Osprey Village
View all tripsDiscover the most popular places to visit in Osprey Village
Oscar Scherer State Park
4/5(9 reviews)
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.
Historic Spanish Point
You can spend time exploring the galleries in Historic Spanish Point in Osprey. Attend a sporting event or simply enjoy the lively bars while you're in the area.
The Oaks Club
Enjoy a round of golf in Osprey at The Oaks Club. Wander the area's beautiful beaches or simply enjoy one of its lively bars.
What to do in Osprey Village
Mangrove Tunnel & Manatee Kayak Eco-Tour
$59
per adult
94% of travellers recommend
Sarasota - Clear Kayak LED Night Glass Bottom Tour
$65
per adult
Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour
$65
per adult
86% of travellers recommend
Osprey Village Hotel Deals
Golden Host Resort - Sarasota
4675 N Tamiami Trl Sarasota FL
Fully refundable
$75 nightly
The price is $85 total per night from May 3 to May 4
$85 total
May 3 - May 4
Total with taxes and fees
8.4/10 Very Good! (2,393 reviews)
The staff was excellent- wish our room was a little more updated and clean. Overall though was a nice stay.
Reviewed on Apr 10, 2026
Kompose Boutique Hotel
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $118 total per night from Apr 12 to Apr 13
$118 total
Apr 12 - Apr 13
Total with taxes and fees
9.2/10 Wonderful! (5,233 reviews)
The breakfast buffet is wonderful, and the entire staff is one of the best we have experienced statesman.
Reviewed on Apr 11, 2026
Tropical Beach Resorts
6717 Sara Sea Circle Siesta Key FL
$226 nightly
The price is $256 total per night from Apr 30 to May 1
$256 total
Apr 30 - May 1
Total with taxes and fees
9.4/10 Exceptional! (5,407 reviews)
Great overall experience!
Reviewed on Apr 11, 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.
Find the Best Osprey Village Vacation Packages
Osprey Village Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Sarasota-Bradenton Intl. Airport (SRQ) |
Top Sights | Oscar Scherer State Park, Historic Spanish Point and The Oaks Club |
More vacations you might like
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
