Book Hotels in Osprey Village, FL

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May 22 - May 24
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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 May 25 to May 26
$171 total
May 25 - May 26
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 ...
"The staff was friendly and welcoming. We thorougly enjoyed the spacious room and comfortable bed. The additional sink across from the bathroom offered a welcome space for doing ne's hair and applying makeup. The breakfast was delicious although it could have been warmer. The food at the restaurant ..."

Reviewed on May 20, 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
$209 nightly
The price is $236 total per night from May 31 to Jun 1
$236 total
May 31 - Jun 1
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 ...
"I like those kitchen kits..They have everything we need..and it’s very close to the beach.."

Reviewed on May 20, 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
$106 nightly
The price is $120 total per night from Jun 7 to Jun 8
$120 total
Jun 7 - Jun 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 ...
"Great place to stay, very modern and beautiful. We really enjoyed everything in this place."

Reviewed on May 20, 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
$289 nightly
The price is $327 total per night from May 26 to May 27
$327 total
May 26 - May 27
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 ...
"We were in room 205 and the only problem I found was a foul odor coming from the drain in the shower and the floor of the shower was not properly pitched so water would constantly flood the bathroom"

Reviewed on May 20, 2026

Opens in a new windowZota Beach Resort
Siesta Key Palms Resort

Siesta Key Palms Resort

3.5 out of 5
1800 Stickney Point Rd Sarasota FL
$191 nightly
The price is $215 total per night from May 28 to May 29
$215 total
May 28 - May 29
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, ...
"This was a totally unexpected hotel stay. This is not the Wyndham Grand Resort we stayed in for two days with Spa and a plush restaurant. This was our favorite spot. We had a stove with fully supplied kitchen, walk in shower, mini frig, microwave, lovely queen bed that was very comfortable, and the ..."

Reviewed on May 19, 2026

Opens in a new windowSiesta Key Palms Resort
Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

2.5 out of 5
5311 Ocean Blvd Siesta Key FL
$273 nightly
The price is $308 total per night from Jun 15 to Jun 16
$308 total
Jun 15 - Jun 16
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 ...
"Fabulous stay!! Mother/daughter trip - we stayed in a beautiful poolside room which was glorious to wake up and have coffee poolside under the hut☕️☀️The staff was fantastic!! We put our basket of towels out in the morning to have clean towels delivered quickly. We did a full housekeeping day mid ..."

Reviewed on May 20, 2026

Opens in a new windowSiesta Key Beach Resort and Suites
Lido Beach Resort

Lido Beach Resort

4 out of 5
700 Benjamin Franklin Dr Sarasota FL
Fully refundableReserve now, pay when you stay
$339 nightly
The price is $383 total per night from May 27 to May 28
$383 total
May 27 - May 28
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. ...
"Wonderful resort. We had a great time. Dinner at the Drift was fantastic."

Reviewed on May 20, 2026

Opens in a new windowLido Beach Resort
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 May 31 to Jun 1
$85 total
May 31 - Jun 1
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 ...
"We didn’t use either service.The staff were very helpful and friendly."

Reviewed on May 21, 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
$106 nightly
The price is $120 total per night from May 25 to May 26
$120 total
May 25 - May 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 ...
"Basic room with updates, had everything we needed, was comfortable and well suited. Short drive to beaches. We would 100% stay here again if in the area."

Reviewed on May 21, 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 10,220 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

Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

5 out of 5
Posted 4 hours ago
Travelocity Verified Review
"We didn’t use either service.The staff were very helpful and friendly."
A verified traveler stayed at Golden Host Resort - Sarasota
Golden Host Resort - Sarasota

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