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Oct 23 - Oct 25
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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
$151 nightly
The price is $171 total per night from Oct 26 to Oct 27
$171 total
Oct 26 - Oct 27
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 stayed for one night in the Executive King Suite at the Carlisle Inn and had a wonderful experience. The room was clean, tidy, quiet, and truly peaceful, making our stay both relaxing and restorative. We appreciated the thoughtful amenities, and breakfast was comforting and easy to navigate. The ..."

Reviewed on Oct 19, 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
$162 nightly
The price is $183 total per night from Oct 21 to Oct 22
$183 total
Oct 21 - Oct 22
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.
"Very clean, good location,wonderful pool,all around very nice."

Reviewed on Oct 19, 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
$232 nightly
The price is $262 total per night from Nov 1 to Nov 2
$262 total
Nov 1 - Nov 2
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 ...
"The restaurant and bar were very nice. We enjoyed the food and live music. The pool area was also very nice. The rooms had beach chairs and a cooler which was very nice. The beach was just steps away from the hotel which is amazing. All the staff at the hotel were very accommodating. We will be back ..."

Reviewed on Oct 19, 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
$127 nightly
The price is $143 total per night from Nov 18 to Nov 19
$143 total
Nov 18 - Nov 19
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.
"LOCATION. LOCATION. LOCATION. A short walk to Beach Access 13 and restaurants. Great location for watching the sunset. Our room was big, the bed was comfortable, the pool was amazing. The property was quiet. Private parking is appreciated. The staff are so friendly and helpful."

Reviewed on Oct 18, 2026

Opens in a new windowCottages at Siesta Key Inn
Hyatt Place Sarasota/Bradenton Airport

Hyatt Place Sarasota/Bradenton Airport

3 out of 5
950 University Parkway Sarasota FL
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $119 total per night from Oct 26 to Oct 27
$119 total
Oct 26 - Oct 27
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
"We stayed one night and it was noisy, guests were smoking mj and the smell carried inside. The rooms were not the cleanest. This property is not what it used to be years back. When we went to check in there was no one at the counter. We waited a few minutes before someone appeared. If you're picky ..."

Reviewed on Oct 19, 2026

Opens in a new windowHyatt Place Sarasota/Bradenton Airport
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
$68 nightly
The price is $76 total per night from Oct 29 to Oct 30
$76 total
Oct 29 - Oct 30
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
$281 nightly
The price is $318 total per night from Oct 29 to Oct 30
$318 total
Oct 29 - Oct 30
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
$96 nightly
The price is $108 total per night from Oct 27 to Oct 28
$108 total
Oct 27 - Oct 28
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
Lido Beach Resort

Lido Beach Resort

4 out of 5
700 Benjamin Franklin Dr Sarasota FL
Fully refundableReserve now, pay when you stay
$365 nightly
The price is $412 total per night from Oct 25 to Oct 26
$412 total
Oct 25 - Oct 26
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. ...
Opens in a new windowLido 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 $76. 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 10,789 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

Tropical Beach Resorts

Tropical Beach Resorts

5 out of 5
Posted 4 hours ago
Travelocity Verified Review
"Very clean, good location,wonderful pool,all around very nice."
A verified traveler stayed at Tropical Beach Resorts
Tropical Beach Resorts

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