Book Hotels in Osprey Village, FL

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Sep 25 - Sep 27
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Oct 2 - Oct 4

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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
$144 nightly
The price is $163 total per night from Oct 11 to Oct 12
$163 total
Oct 11 - Oct 12
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 ...
"My favorite hotel. Clean Lovely .. kind and friendly staff I would never stay anywhere else when in Florida"

Reviewed on Sep 22, 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
$158 nightly
The price is $179 total per night from Sep 27 to Sep 28
$179 total
Sep 27 - Sep 28
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.
"Si"

Reviewed on Sep 22, 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
$195 nightly
The price is $220 total per night from Sep 23 to Sep 24
$220 total
Sep 23 - Sep 24
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 ...
"Internet was very spotty. Not good in room, had to go to pool to stay connected. Otherwise great."

Reviewed on Sep 22, 2026

Opens in a new windowSiesta Key Beach Resort and Suites
Lido Beach Resort

Lido Beach Resort

4 out of 5
700 Benjamin Franklin Dr Sarasota FL
Fully refundableReserve now, pay when you stay
$357 nightly
The price is $403 total per night from Sep 24 to Sep 25
$403 total
Sep 24 - Sep 25
Total with taxes and fees
This smoke-free resort features a private beach, 2 outdoor pools, and a restaurant. Spend a day at the beach surfing, or relax with beach cabanas and sun loungers. ...
"Wonderful stay! Great atmosphere helpful staff clean rooms."

Reviewed on Sep 20, 2026

Opens in a new windowLido Beach Resort
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
$131 nightly
The price is $148 total per night from Sep 23 to Sep 24
$148 total
Sep 23 - Sep 24
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.
"Awesome"

Reviewed on Sep 21, 2026

Opens in a new windowCottages at Siesta Key Inn
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
$93 nightly
The price is $106 total per night from Sep 24 to Sep 25
$106 total
Sep 24 - Sep 25
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 ...
"The bed cover comforter was stained and I requested a change and it appears that the bed was made or the sheets may have been changed but not the cover that was the one that had the evident stain. The staff member apologized but clearly did not listen to the request. Air conditioning was good. Bar ..."

Reviewed on Sep 21, 2026

Opens in a new windowSpark by Hilton Sarasota Siesta Key Gateway
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
$62 nightly
The price is $71 total per night from Oct 7 to Oct 8
$71 total
Oct 7 - Oct 8
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 and free WiFi in public areas. You'll ...
Opens in a new windowKompose Boutique Hotel
The Westin Sarasota

The Westin Sarasota

4 out of 5
100 Marina View Drive Sarasota FL
Fully refundableReserve now, pay when you stay
$166 nightly
The price is $187 total per night from Sep 27 to Sep 28
$187 total
Sep 27 - Sep 28
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
Zota Beach Resort

Zota Beach Resort

4 out of 5
4711 Gulf of Mexico Dr Longboat Key FL
Fully refundableReserve now, pay when you stay
$249 nightly
The price is $281 total per night from Sep 27 to Sep 28
$281 total
Sep 27 - Sep 28
Total with taxes and fees
A private beach and an outdoor pool are featured at this smoke-free resort. Traveling on business? Take advantage of the business center and free WiFi in public ...
Opens in a new windowZota Beach Resort
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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 $71. 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 10,566 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 4 hours ago
Travelocity Verified Review
"My favorite hotel. Clean Lovely .. kind and friendly staff I would never stay anywhere else when in Florida"
A verified traveler stayed at Carlisle Inn
Carlisle Inn

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