Book Hotels in Osprey Village, FL

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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
$229 nightly
The price is $259 total per night from Feb 1 to Feb 2
$259 total
Feb 1 - Feb 2
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 ...
Room was pristine and very spacy. STAFF VERY FRIENDLY!

Reviewed on Jan 20, 2026

Opens in a new windowCarlisle Inn
The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort

5 out of 5
1601 Gulf Of Mexico Drive Longboat Key FL
$1,344 nightly
The price is $1,519 total per night from Feb 2 to Feb 3
$1,519 total
Feb 2 - Feb 3
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 ...
Best of the best ! it was incredible! i want to go back again🙌♥️

Reviewed on Jan 12, 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
$190 nightly
The price is $214 total per night from Jan 29 to Jan 30
$214 total
Jan 29 - Jan 30
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 ...
Great little find

Reviewed on Jan 20, 2026

Opens in a new windowTropical Beach Resorts
Siesta Key Palms Resort

Siesta Key Palms Resort

3.5 out of 5
1800 Stickney Point Rd Sarasota FL
$182 nightly
The price is $206 total per night from Jan 27 to Jan 28
$206 total
Jan 27 - Jan 28
Total with taxes and fees
This hotel features 2 outdoor pools and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a garden, ...
Amenities and grounds

Reviewed on Jan 17, 2026

Opens in a new windowSiesta Key Palms Resort
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $168 total per night from Jan 28 to Jan 29
$168 total
Jan 28 - Jan 29
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 ...
The staff were excellent and the property and amenities were top notch. The room seemed completely sound proof, which is very nice if you're and the shower was excellent. The only had a couple minor issues: 1. There was a $5/day parking fee, but there weren't enough actual parking spots in the lot, ...

Reviewed on Jan 21, 2026

Opens in a new windowKompose Boutique Hotel
Lido Beach Resort

Lido Beach Resort

4 out of 5
700 Benjamin Franklin Dr Sarasota FL
Fully refundableReserve now, pay when you stay
$419 nightly
The price is $473 total per night from Feb 1 to Feb 2
$473 total
Feb 1 - Feb 2
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. ...
Excellent hotel.

Reviewed on Jan 22, 2026

Opens in a new windowLido Beach Resort
Extended Stay America Premier Suites - Bradenton

Extended Stay America Premier Suites - Bradenton

2.5 out of 5
4550 53rd Ave E Bradenton FL
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $146 total per night from Jan 27 to Jan 28
$146 total
Jan 27 - Jan 28
Total with taxes and fees
A 24-hour gym, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public ...
Nice

Reviewed on Jan 18, 2026

Opens in a new windowExtended Stay America Premier Suites - Bradenton
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
$139 nightly
The price is $157 total per night from Jan 29 to Jan 30
$157 total
Jan 29 - Jan 30
Total with 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 ...
Excellent!!

Reviewed on Jan 25, 2026

Opens in a new windowDoubleTree by Hilton Sarasota Bradenton Airport
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
4675 N Tamiami Trl Sarasota FL
Fully refundable
$77 nightly
The price is $87 total per night from Jan 27 to Jan 28
$87 total
Jan 27 - Jan 28
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Free self parking, ...
the charm is off the charts!

Reviewed on Jan 24, 2026

Opens in a new windowGolden Host Resort - Sarasota
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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 $87. 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 10,226 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

DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport

5 out of 5
Posted 9 hours ago
Travelocity Verified Review
"Excellent!!"
A verified traveler stayed at DoubleTree by Hilton Sarasota Bradenton Airport
DoubleTree by Hilton Sarasota Bradenton Airport

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