Book Hotels in Osprey Village, FL

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

Tonight
Jul 24 - Jul 25
Tomorrow
Jul 25 - Jul 26
This weekend
Jul 25 - Jul 27
Next weekend
Aug 1 - Aug 3

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility

Top Osprey Village hotels

The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort

5 out of 5
1601 Gulf Of Mexico Drive, Longboat Key, FL
Fully refundableReserve now, pay when you stay
$834 nightly
The price is $942 total per night from Aug 20 to Aug 21
$942 total
Aug 20 - Aug 21
Total includes taxes and fees
This luxury hotel features a private beach, a full-service spa, and 3 restaurants. There's fun for all ages with a lazy river and a children's club, and supervised ...
"Amazing"

Reviewed on Jul 22, 2025

The St. Regis Longboat Key Resort
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 Aug 3 to Aug 4
$185 total
Aug 3 - Aug 4
Total includes taxes and fees
This aparthotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Spend a day at the beach surfing, or relax with sun loungers and ...
"We absolutely loved our stay! Location and beach access was perfect, the new pool was gorgeous and the staff was excellent! We’ll definitely visit again! I forgot a bag in our room after checking out and they called me immediately to let me know!"

Reviewed on Jul 22, 2025

Tropical Beach Resorts
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy, Sarasota, FL
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $97 total per night from Aug 3 to Aug 4
$97 total
Aug 3 - Aug 4
Total includes 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. Enjoy ...
Great place to stay
"Was amazing"

Reviewed on Jul 22, 2025

Kompose 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
$201 nightly
The price is $227 total per night from Jul 27 to Jul 28
$227 total
Jul 27 - Jul 28
Total includes 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. ...
"We’ll visit again"

Reviewed on Jul 22, 2025

The Westin Sarasota
Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

2.5 out of 5
5311 Ocean Blvd, Siesta Key, FL
$224 nightly
The price is $253 total per night from Aug 24 to Aug 25
$253 total
Aug 24 - Aug 25
Total includes 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 property was beautiful! the service was top notch! I'm very picky about beds, these were so comfy. Pool was really coral.. The restaurant food was the best we ate the whole time. Definitely recommend!!"

Reviewed on Jul 22, 2025

Siesta Key Beach Resort and Suites
Embassy Suites by Hilton Sarasota, FL

Embassy Suites by Hilton Sarasota, FL

3.5 out of 5
202 North Tamiami Trail, Sarasota, FL
Fully refundableReserve now, pay when you stay
$168 nightly
The price is $190 total per night from Aug 4 to Aug 5
$190 total
Aug 4 - Aug 5
Total includes taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
"Always a pleasure to revisit this hotel, nice and clean and friendly stuff"

Reviewed on Jul 22, 2025

Embassy Suites by Hilton Sarasota, FL
DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport

4 out of 5
8009 15th Street E, Sarasota, FL
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $124 total per night from Aug 3 to Aug 4
$124 total
Aug 3 - Aug 4
Total includes taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
"Great place i loved it."

Reviewed on Jul 21, 2025

DoubleTree by Hilton Sarasota Bradenton Airport
Lido Beach Resort

Lido Beach Resort

4 out of 5
700 Benjamin Franklin Dr, Sarasota, FL
Fully refundableReserve now, pay when you stay
$305 nightly
The price is $345 total per night from Aug 10 to Aug 11
$345 total
Aug 10 - Aug 11
Total includes 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. ...
"Lido Beach Resort was exactly what we needed for our anniversary celebration as well as our “Babymoon”! The resort was easy to navigate and our room was spacious and comfortable. The entire staff members (both on property and the beach) were friendly and knowledgeable in helping us in any way possible. ..."

Reviewed on Jul 23, 2025

Lido Beach Resort
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
$107 nightly
The price is $121 total per night from Aug 4 to Aug 5
$121 total
Aug 4 - Aug 5
Total includes taxes and fees
This hotel features an outdoor pool, a hot tub, and a restaurant. Business travelers can take advantage of the free WiFi in public areas. Relax with a drink ...
"We love this property!"

Reviewed on Jul 22, 2025

Spark by Hilton Sarasota Siesta Key Gateway
Don't see what you're looking for?
See all available properties in Osprey Village
View all properties
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 $97. 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 9,595 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

Lido Beach Resort

Lido Beach Resort

5 out of 5
Posted 1 day ago
Travelocity Verified Review
"Lido Beach Resort was exactly what we needed for our anniversary celebration as well as our “Babymoon”! The resort was easy to navigate and our room was spacious and comfortable. The entire staff members (both on property and the beach) were friendly and knowledgeable in helping us in any way possible. We really appreciated the transportation to St. Armand’s Circle. Overall, we felt so relaxed and can’t wait to come back in the future!"
A verified traveler stayed at Lido Beach Resort
Lido Beach Resort
Explore More Ways to Travel with Travelocity

Explore More Ways to Travel with Travelocity