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Most frequently booked Osprey hotels

Casey Key Resorts - Mainland

1650 South Tamiami Trail Osprey FL

Free cancellation

Reserve now, pay when you stay

2.77 km from city centre

CA $116

CA $146 total

Sep 30 - Oct 1

includes taxes & fees

Stay at this hotel in Osprey. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Nokomis Beach and Turtle Beach are located nearby.

Pool

Pet-friendly

Kompose Boutique Hotel

965 University Pkwy Sarasota FL

Free cancellation

Reserve now, pay when you stay

21.55 km from city centre

CA $54

CA $91 total

Oct 27 - Oct 28

includes taxes & fees

Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and Mote Marine Laboratory & Aquarium are located nearby.

Pool

Hot tub

Tropical Beach Resorts

6717 Sara Sea Circle Siesta Key FL

7.19 km from city centre

CA $192

CA $253 total

Sep 30 - Oct 1

includes taxes & fees

Book a stay at this beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.

Pool

Kitchen

The Westin Sarasota

100 Marina View Drive Sarasota FL

Free cancellation

Reserve now, pay when you stay

16.59 km from city centre

CA $228

CA $293 total

Sep 30 - Oct 1

includes taxes & fees

Book a stay at this spa hotel in Sarasota. Enjoy a full-service spa, 2 restaurants, and a rooftop terrace. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.

Pool

Spa

Siesta Key Beach Resort and Suites

5311 Ocean Blvd Siesta Key FL

11.27 km from city centre

CA $194

CA $298 total

Sep 30 - Oct 1

includes taxes & fees

Stay at this resort in Siesta Key. Enjoy free WiFi, free bicycles on site, and parking (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.

Pool

Hot tub

Carlisle Inn

3727 Bahia Vista Sarasota FL

Free cancellation

Reserve now, pay when you stay

14.1 km from city centre

CA $192

CA $217 total

Sep 30 - Oct 1

includes taxes & fees

Stay at this hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.

Pool

Breakfast included

Cottages at Siesta Key Inn

1105 Point of Rocks Rd Siesta Key FL

Free cancellation

Reserve now, pay when you stay

7.05 km from city centre

CA $164

CA $207 total

Oct 1 - Oct 2

includes taxes & fees

Stay at this hotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Siesta Key Beach and Lido Beach are located nearby.

Pool

Pet-friendly

Spark by Hilton Sarasota Siesta Key Gateway

6600 S Tamiami Trl Sarasota FL

Free cancellation

Reserve now, pay when you stay

7.67 km from city centre

CA $137

CA $155 total

Sep 30 - Oct 1

includes taxes & fees

Book a stay at this business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.

Pool

Hot tub

Lido Beach Resort

700 Benjamin Franklin Dr Sarasota FL

15.23 km from city centre

CA $449

CA $572 total

Oct 1 - Oct 2

includes taxes & fees

Book a stay at this beach resort in Sarasota. Enjoy free WiFi, 2 outdoor pools, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.

On private beach

Pool

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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.

Top family friendly Osprey hotel deals

Casey Key Resorts - Mainland

1650 South Tamiami Trail Osprey FL

CA $116

CA $146 total

Sep 30 - Oct 1

includes taxes & fees

Top cheap Osprey hotel deals

Casey Key Resorts - Mainland

1650 South Tamiami Trail Osprey FL

CA $116

CA $146 total

Sep 30 - Oct 1

includes taxes & fees

Top hotels in Osprey for Extended Stay

Kon Tiki Inn

1487 S Tamiami Trail Venice FL

10/10 Exceptional! (315 reviews)

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.

Osprey hotels essential information

Accommodation	11,694 hotels
Lowest Price	CA $91
Highest Price	CA $572
Popular hotels	Casey Key Resorts - Mainland, Kompose Boutique Hotel, Tropical Beach Resorts, The Westin Sarasota, Siesta Key Beach Resort and Suites, Carlisle Inn, Cottages at Siesta Key Inn, Spark by Hilton Sarasota Siesta Key Gateway, Lido Beach Resort

Frequently asked questions

What are the top kid-friendly hotels in Osprey?

Take some of the hassles out of traveling with kids by staying in a family-friendly Osprey hotel. From fun amenities to extra services, these properties offer perks that'll make your visit plain sailing: Your crew will enjoy their time at Relaxing 2BR Florida Home Close to Beach. A nearby beach and a barbecue grill are a few of the things that help make this property a sought-after option. Also look into Sarasota Bay Pool Home. It comes with a fireplace, a barbecue grill and plenty of opportunities for family time.

Where can I find cheap hotels in Osprey?

At Travelocity you'll find really nice hotels in Osprey 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 rather than in Osprey. We may find you even better rates, too.

How do I find the best Osprey hotel deals?

Simple! On Travelocity, look through the fantastic offers we've already found in Osprey 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?

The cheapest hotel in Osprey is CA $91 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?

There are 11,694 hotels in Osprey on Travelocity.

What are the best hotels in Osprey?

Osprey 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 for you!

When is the best time to visit Osprey?

If you want the joy of a fun-filled trip in peak season, visit Osprey 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?

Based on historic data is usually the cheapest month to visit Osprey. 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?

There are multiple hotels in Osprey 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. We have plenty of kid-friendly hotels in Osprey to choose from on Travelocity!

Why book a hotel in Osprey through Travelocity?

Because we have the top hotels in Osprey! 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 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.