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

Next weekend
Jun 12 - Jun 14
In two weeks
Jun 19 - Jun 21

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
Property amenities
Property 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
$1,054 nightly
The price is $1,191 total per night from Jul 9 to Jul 10
$1,191 total
Jul 9 - Jul 10
Total with 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 ...
"wonderful experience absolutely beautiful property excellent staff everything we hoped for and more"

Reviewed on Jun 6, 2026

Opens in a new windowThe 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
$209 nightly
The price is $236 total per night from Jun 10 to Jun 11
$236 total
Jun 10 - Jun 11
Total with taxes and fees
An outdoor pool, free self parking, and laundry facilities are featured at this aparthotel. WiFi in public areas is free. A garden, a library, and a picnic area ...
"It is a beautiful property, with a great pool and short walk to the beach. The room was nice. The only thing I recommend is to change the mattress because it was so hard."

Reviewed on Jun 7, 2026

Opens in a new windowTropical Beach Resorts
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $112 total per night from Jul 7 to Jul 8
$112 total
Jul 7 - Jul 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 ...
"Bendiciones"

Reviewed on Jun 7, 2026

Opens in a new windowKompose Boutique Hotel
Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

2.5 out of 5
5311 Ocean Blvd Siesta Key FL
$241 nightly
The price is $273 total per night from Jun 24 to Jun 25
$273 total
Jun 24 - Jun 25
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 ...
"Very clean rooms. Staff was extremely nice. I've never had a bad experience at this hotel. I've been staying there at least once a year over last 6 years."

Reviewed on Jun 7, 2026

Opens in a new windowSiesta Key Beach Resort and Suites
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
$279 nightly
The price is $315 total per night from Jun 30 to Jul 1
$315 total
Jun 30 - Jul 1
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 ...
"Staff was amazing! We will be back this summer for sure"

Reviewed on Jun 7, 2026

Opens in a new windowZota Beach Resort
Lido Beach Resort

Lido Beach Resort

4 out of 5
700 Benjamin Franklin Dr Sarasota FL
Fully refundableReserve now, pay when you stay
$349 nightly
The price is $394 total per night from Jul 6 to Jul 7
$394 total
Jul 6 - Jul 7
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. ...
"This hotel was wonderful! Great beach, wonderful customer service! Loved it!"

Reviewed on Jun 7, 2026

Opens in a new windowLido Beach Resort
Azul Resort Siesta Key

Azul Resort Siesta Key

3 out of 5
1105 Point of Rocks Rd Siesta Key FL
Fully refundableReserve now, pay when you stay
$173 nightly
The price is $196 total per night from Jun 10 to Jun 11
$196 total
Jun 10 - Jun 11
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.
"If you looking for a place to spend time at the beach with friends,family or love ones this place is a perfect fit the rooms were so beautiful and comfortable the staff great service and it’s literally not far from the beach 100% recommend this place."

Reviewed on Jun 7, 2026

Opens in a new windowAzul Resort Siesta Key
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
4675 N Tamiami Trl Sarasota FL
Fully refundable
$75 nightly
The price is $85 total per night from Jun 14 to Jun 15
$85 total
Jun 14 - Jun 15
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 ...
"Great price for an overnight stay. Very convenient location…6 mins from SRQ. Cute room with 60’s vibe. Comfy bed and a nice shower with good water pressure. Tons of choices for local eats and entertainment. Didn’t stay long enough to enjoy the pool area, but it looked like a cool tiki setting. I’d ..."

Reviewed on Jun 7, 2026

Opens in a new windowGolden Host Resort - 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
$127 nightly
The price is $144 total per night from Jun 22 to Jun 23
$144 total
Jun 22 - Jun 23
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 ...
"La playa es increíble"

Reviewed on Jun 7, 2026

Opens in a new windowSpark 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 $85. 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 10,295 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

Kompose Boutique Hotel

Kompose Boutique Hotel

5 out of 5
Posted 2 hours ago
Travelocity Verified Review
"Bendiciones"
A verified traveler stayed at Kompose Boutique Hotel
Kompose Boutique Hotel

Explore More Ways to Travel with Travelocity