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Jun 26 - Jun 28
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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
$1,004 nightly
The price is $1,135 total per night from Jul 6 to Jul 7
$1,135 total
Jul 6 - Jul 7
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 ...
"This hotel was one of the best kept, best employees and services of any national or international hotels we have stayed in over the past 10 years. Everything was FIRST CLASS."

Reviewed on Jun 18, 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
$213 nightly
The price is $241 total per night from Jun 28 to Jun 29
$241 total
Jun 28 - Jun 29
Total with taxes and fees
This aparthotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a library, and a picnic area are also on offer.
"I absolutely loved our little getaway we were able to take to paradise. Cannot wait to plan another trip back!"

Reviewed on Jun 22, 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
$77 nightly
The price is $87 total per night from Jun 24 to Jun 25
$87 total
Jun 24 - Jun 25
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 ...
"Best hotel shower ever! Water pressure was amazing! Rain style shower head. Full size pillows were great."

Reviewed on Jun 22, 2026

Opens in a new windowKompose Boutique Hotel
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 24 to Jun 25
$315 total
Jun 24 - Jun 25
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 ...
"Resort is well keeper beautiful location. Very relaxing and staff is very helpful. Definitely would recommend ."

Reviewed on Jun 23, 2026

Opens in a new windowZota Beach Resort
The Westin Sarasota

The Westin Sarasota

4 out of 5
100 Marina View Drive Sarasota FL
Fully refundableReserve now, pay when you stay
$231 nightly
The price is $261 total per night from Jun 24 to Jun 25
$261 total
Jun 24 - Jun 25
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. ...
"Great hotel with a perfect location. It was close to several restaurants and an easy drive to both Lido Beach and Siesta Key. The rooftop pool was a lot of fun and had a great atmosphere. The property was clean, comfortable, and made for a great stay. I’d definitely consider staying here again.” ..."

Reviewed on Jun 22, 2026

Opens in a new windowThe Westin Sarasota
Lido Beach Resort

Lido Beach Resort

4 out of 5
700 Benjamin Franklin Dr Sarasota FL
$339 nightly
The price is $383 total per night from Jun 28 to Jun 29
$383 total
Jun 28 - Jun 29
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. ...
"We had an amazing experience. From the free beach chairs everyday to the free ice cream by the pool and what a great location! This definitely is a great resort to stay at and within walking distance to great restaurants and shopping. Which they have a free shuttle if you don't feel like walking. ..."

Reviewed on Jun 22, 2026

Opens in a new windowLido Beach Resort
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 ...
"This resort was excellent for us. We are retired seniors and the staff was very courteous and helpful. the room was clean and very nice. The minute walk to the beach was just about right (took us longer but we are somewhat handicapped). I would recommend this resort to anyone (families, seniors, ..."

Reviewed on Jun 22, 2026

Opens in a new windowSiesta Key Beach Resort and Suites
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 28 to Jun 29
$85 total
Jun 28 - Jun 29
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 ...
"Unique decor"

Reviewed on Jun 23, 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
$125 nightly
The price is $141 total per night from Jun 25 to Jun 26
$141 total
Jun 25 - Jun 26
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 ...
"Just the pool water was very hot? Summer no need to be very warm? For my opinion thanks."

Reviewed on Jun 23, 2026

Opens in a new windowSpark by Hilton Sarasota Siesta Key Gateway
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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 $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 10,356 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

Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

4 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Just the pool water was very hot? Summer no need to be very warm? For my opinion thanks."
A verified traveler stayed at Spark by Hilton Sarasota Siesta Key Gateway
Spark by Hilton Sarasota Siesta Key Gateway

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