Book Hotels in Osprey Village, FL

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Nov 6 - Nov 8
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Nov 13 - Nov 15

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Top Osprey Village hotels

Carlisle Inn

Carlisle Inn

3.5 out of 5
3727 Bahia Vista Sarasota FL
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $153 total per night from Nov 30 to Dec 1
$153 total
Nov 30 - Dec 1
Total with taxes and fees
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and ...
"We greatly enjoyed our 1 night stay. Everyone at the front desk so friendly and welcoming. Clean room and spacious, hallways clean and very wide and comfortable. Great buffet! We will definitely be back."

Reviewed on Nov 1, 2026

Opens in a new windowCarlisle Inn
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
$164 nightly
The price is $185 total per night from Nov 30 to Dec 1
$185 total
Nov 30 - Dec 1
Total with taxes and fees
This aparthotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A library, a picnic area, and luggage storage are also on offer.
"Amazing lagoon pool. Close walk to best private beach"

Reviewed on Oct 31, 2026

Opens in a new windowTropical Beach Resorts
Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

2.5 out of 5
5311 Ocean Blvd Siesta Key FL
$208 nightly
The price is $235 total per night from Nov 2 to Nov 3
$235 total
Nov 2 - Nov 3
Total with taxes and fees
This resort features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the hot tub and perks like free WiFi. Self parking, a terrace, and a garden are also ...
"Bar and restaurant were awesome! Room was clean and"

Reviewed on Oct 30, 2026

Opens in a new windowSiesta Key Beach Resort and Suites
Cottages at Siesta Key Inn

Cottages at Siesta Key Inn

3 out of 5
1105 Point of Rocks Rd Siesta Key FL
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $147 total per night from Nov 2 to Nov 3
$147 total
Nov 2 - Nov 3
Total with taxes and fees
An outdoor pool is featured at this hotel, along with free self parking. WiFi in public areas is free. A terrace is also provided.
"Cockroaches and staff was never around or helpful. Housekeeping came once to “clean” the room did not even change the sheets just made the bed and did not clean the floors. I had to call and then actually go to the office hoping someone was there to get more toiletries. Beach chairs are not included ..."

Reviewed on Oct 31, 2026

Opens in a new windowCottages at Siesta Key Inn
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $78 total per night from Dec 1 to Dec 2
$78 total
Dec 1 - Dec 2
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet ...
Opens in a new windowKompose Boutique Hotel
The Westin Sarasota

The Westin Sarasota

4 out of 5
100 Marina View Drive Sarasota FL
$231 nightly
The price is $261 total per night from Nov 2 to Nov 3
$261 total
Nov 2 - Nov 3
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Enjoy the 24-hour gym and perks like a free beach shuttle. ...
Opens in a new windowThe Westin Sarasota
Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

3 out of 5
6600 S Tamiami Trl Sarasota FL
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $126 total per night from Nov 10 to Nov 11
$126 total
Nov 10 - Nov 11
Total with taxes and fees
This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot ...
Opens in a new windowSpark by Hilton Sarasota Siesta Key Gateway
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
4675 N Tamiami Trl Sarasota FL
Fully refundable
$74 nightly
The price is $84 total per night from Nov 30 to Dec 1
$84 total
Nov 30 - Dec 1
Total with taxes and fees
This hotel features an outdoor pool and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Free self parking, a terrace, and ...
Opens in a new windowGolden Host Resort - Sarasota
Cirque St. Armands Beachside

Cirque St. Armands Beachside

4 out of 5
233 Ben Franklin Dr Sarasota FL
Fully refundableReserve now, pay when you stay
$284 nightly
The price is $321 total per night from Nov 2 to Nov 3
$321 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features 2 bars/lounges, a poolside bar, and a restaurant. If you want to take your pet along, this pet-friendly property offers everything you'll ...
Opens in a new windowCirque St. Armands Beachside
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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.

Frequently asked questions

What are the top kid-friendly hotels in Osprey Village?
Family vacations are where you make the best memories, but traveling with children can be demanding. These kid-friendly Osprey Village hotels offer perks designed to keep travelers of all ages relaxed and happy: You're well catered for at Relaxing 2BR Florida Home Close to Beach. It comes with a nearby beach, a barbecue grill and a passion for making families feel at home. Also consider !BEACH IS CALLING YOU!! NEW LISTING!!SARASOTA/OSPREY-JUST 8 MINUTES TO BEACH. It comes with a water park, a swimming pool and plenty of opportunities to spend time as a family.
Where can I find cheap hotels in Osprey Village?
At Travelocity you'll find really nice hotels in Osprey Village at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Osprey Village rather than in Osprey Village. We may find you even better rates, too.
How do I find the best Osprey Village hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Osprey Village then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Osprey Village?
The cheapest hotel in Osprey Village is $78. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Osprey Village?
There are 10,800 hotels in Osprey Village on Travelocity.
What are the best hotels in Osprey Village?
Osprey Village has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Osprey Village for you!
When is the best time to visit Osprey Village?
If you want the joy of a fun-filled trip in peak season, visit Osprey Village during January, February and March. If you'd prefer the peace of off-season, book a stay during quieter months, such as May, June and September.
When is the cheapest time to stay in Osprey Village?
Based on historic data is usually the cheapest month to visit Osprey Village. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Osprey Village?
There are multiple hotels in Osprey Village that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Osprey Village. We have plenty of kid-friendly hotels in Osprey Village to choose from on Travelocity!
Why book a hotel in Osprey Village through Travelocity?
Because we have the top hotels in Osprey Village! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Osprey Village on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Osprey Village hotel reviews by fellow wanderers

Carlisle Inn

Carlisle Inn

5 out of 5
Posted 8 hours ago
Travelocity Verified Review
"We greatly enjoyed our 1 night stay. Everyone at the front desk so friendly and welcoming. Clean room and spacious, hallways clean and very wide and comfortable. Great buffet! We will definitely be back."
A verified traveler stayed at Carlisle Inn
Carlisle Inn

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