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Compare 10,265 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Casey Key Resorts - Mainland

3.0 star property
8.6 out of 10, Excellent, (1045)
"Good location very friendly staff"
The price is SAR 571
SAR 723 total
includes taxes & fees
1 May - 2 May
Casey Key Resorts - Mainland

Turtle Beach Resort

3.5 star property
8.6 out of 10, Excellent, (314)
"Nice cottages, great staff. "
The price is SAR 879
SAR 1,143 total
includes taxes & fees
1 May - 2 May
Turtle Beach Resort

Twin Palms at Siesta

3.0 star property
9.6 out of 10, Exceptional, (535)
"Wonderful place to stay and just a short walk to the beautiful beach!"
The price is SAR 1,024
SAR 1,157 total
includes taxes & fees
7 May - 8 May
Twin Palms at Siesta

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1086)
"The staff was friendly! Atmosphere was wonderful!"
The price is SAR 715
SAR 935 total
includes taxes & fees
1 May - 2 May
Captiva Beach Resort

The Capri at Siesta

3.0 star property
9.6 out of 10, Exceptional, (651)
"Awesome place to relax and enjoy very walkable and tons to do near by"
The price is SAR 785
SAR 887 total
includes taxes & fees
1 May - 2 May
The Capri at Siesta

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4642)
"Wonderful stay. I enjoy that the resort is so close to the beautiful beach and also local dining and shopping."
The price is SAR 549
SAR 705 total
includes taxes & fees
27 May - 28 May
Tropical Beach Resorts

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 star property
9.8 out of 10, Exceptional, (247)
"The location was great, the beach was beautiful and the property was clean and staff very friendly. "
The price is SAR 1,591
SAR 1,988 total
includes taxes & fees
13 May - 14 May
The Residences at Siesta Key Beach by Hyatt Vacation Club

Tiny House Siesta

2.0 star property
8.4 out of 10, Very Good, (270)
"Great location! We enjoyed our stay!"
The price is SAR 330
SAR 585 total
includes taxes & fees
30 Apr - 1 May
Tiny House Siesta

Spark by Hilton Sarasota Siesta Key Gateway

3.0 star property
8.2 out of 10, Very Good, (1267)
"Very nice stay"
The price is SAR 377
SAR 426 total
includes taxes & fees
21 May - 22 May
Spark by Hilton Sarasota Siesta Key Gateway

Siesta Key Palms Resort

3.0 star property
9.2 out of 10, Wonderful, (1003)
"Excellent location, great service, kids already want to go back!"
The price is SAR 634
SAR 907 total
includes taxes & fees
12 May - 13 May
Siesta Key Palms Resort

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
8.6 out of 10, Excellent, (2120)
"Spacious, clean, affordable and good location for a first trip to Sarasota. "
The price is SAR 564
SAR 638 total
includes taxes & fees
6 May - 7 May
Hibiscus Suites - Gateway to Siesta Key

Casey Key Resort - Gulf Shores

3.0 star property
8.2 out of 10, Very Good, (255)
"We had a great time during our stay, lots of dining options, private beach access and great area all around!"
The price is SAR 878
SAR 1,041 total
includes taxes & fees
12 May - 13 May
Casey Key Resort - Gulf Shores

Casey Key Resorts - Beachfront

2.0 star property
8.8 out of 10, Excellent, (988)
"The Building (Resort) was newly updated and very clean."
The price is SAR 925
SAR 1,171 total
includes taxes & fees
11 May - 12 May
Casey Key Resorts - Beachfront

A Beach Retreat

2.5 star property
9.2 out of 10, Wonderful, (498)
"Great place on the beach! "
The price is SAR 689
SAR 779 total
includes taxes & fees
11 May - 12 May
A Beach Retreat

My Sarasota Getaway

2.5 star property
5.4 out of 10, (216)
"I’ve stayed here twice now and both times were great!"
The price is SAR 371
SAR 420 total
includes taxes & fees
30 Apr - 1 May
My Sarasota Getaway

Holiday Inn Express & Suites Nokomis Sarasota South by IHG

2.5 star property
9.6 out of 10, Exceptional, (186)
"Hotel located close to shopping "
The price is SAR 459
SAR 519 total
includes taxes & fees
11 May - 12 May
Holiday Inn Express & Suites Nokomis Sarasota South by IHG

Comfort Suites Sarasota - Siesta Key

3.0 star property
9.0 out of 10, Wonderful, (1639)
"Great stay!"
The price is SAR 432
SAR 488 total
includes taxes & fees
26 May - 27 May
Comfort Suites Sarasota - Siesta Key

Quality Inn - Near Serenoa Golf Club

2.5 star property
7.2 out of 10, Good, (1000)
"It was average hotel, nice staff at check in. "
The price is SAR 304
SAR 343 total
includes taxes & fees
30 Apr - 1 May
Quality Inn - Near Serenoa Golf Club

Home2 Suites by Hilton Nokomis Sarasota Casey Key

3.0 star property
9.2 out of 10, Wonderful, (712)
"Nice property and location. Close enough to everything. Everything you need. "
The price is SAR 411
SAR 465 total
includes taxes & fees
11 May - 12 May
Home2 Suites by Hilton Nokomis Sarasota Casey Key

Days Inn by Wyndham Sarasota I-75

2.0 star property
6.2 out of 10, (425)
"It was a pleasant stay, convienent location. "
The price is SAR 300
SAR 340 total
includes taxes & fees
5 May - 6 May
Days Inn by Wyndham Sarasota I-75
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.
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Love beaches, bars, and live music? Get away to Osprey!

Osprey showing a bay or harbor and a park

Frequently asked questions

What's the best place to stay in Osprey?

Casey Key Resorts - Mainland is one of the top choices for your stay based on our traveler data. This hotel offers a restaurant and an outdoor pool. Two other options for your trip to the area are Golden Host Resort - Sarasota and Kompose Boutique Hotel. See all available top hotels, or vacation rentals in Osprey.

What are some of the best vacation rentals that Osprey has to offer?

Tropical Villas of Venice Beach: This vacation home rental near Osprey is located near the beach and has an outdoor pool, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave, and kitchenware. Make the most of the garden in this rental home to help you unwind. See all vacation rentals in Osprey.

If I need to cancel my hotel reservation in Osprey, will I receive a refund?

Yes! The majority of hotel room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If you have a non-refundable reservation, it may still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Osprey.

Where can I learn more about changing or cancelling my trip to Osprey?

For more information about rescheduling or cancelling your trip to Osprey, go to https://www.expedia.com/service/.

What's the best budget-friendly accommodation in Osprey?

Based on reviews, Casey Key Resorts - Mainland is a popular hotel for our travelers who want a more economical choice, and features free WiFi and free parking. View all budget hotels in Osprey.

What's the best pet-friendly accommodation in Osprey?

Casey Key Resorts - Mainland is a top dog-friendly hotel, and offers a restaurant and an outdoor pool for its human guests. See more pet-friendly hotel accommodations in Osprey.

What's the best place to stay with easy access to Oscar Scherer State Park?

Casey Key Resorts - Mainland is one of the top choices for your stay based on our traveler data, and this 3-star hotel offers a restaurant and an outdoor pool. It's located just a short 0.3 mi (0.5 km) from Oscar Scherer State Park. Other good options within a few miles include Bayfront Beauty and Lazy Parrot.

What about the best place to stay close to Historic Spanish Point?

One of the top choices for your stay is Casey Key Resorts - Mainland, located 2.1 mi (3.4 km) from Historic Spanish Point, and this 3-star hotel offers a restaurant and an outdoor pool.

What are some accommodations with pools in Osprey?

Casey Key Resorts - Mainland is a top hotel with an outdoor pool, free WiFi, and free parking. Bentley's Boutique Hotel, BW Premier Collection is an additional hotel that offers an onsite pool. View all hotels with pools in Osprey.

What's the best accommodation near Sarasota-Bradenton International Airport (SRQ)?

Holiday Inn Sarasota Airport is a popular 3.5-star hotel featuring a restaurant and an indoor pool. It's located a short 0.8 mi (1.3 km) from Sarasota-Bradenton Intl. Airport. Other places to stay near the airport are Days Inn by Wyndham Sarasota Bay and Hyatt Place Sarasota/Bradenton Airport.

What is staying in Osprey like?

Travelers to Osprey give high marks for the beaches, lively bar scene, and top-notch restaurants. This welcoming city also attracts tourists with its shopping and live music. Around the area, top sights include Siesta Key Beach, Venice Beach, and Lido Beach. In Osprey, there are 64 hotels and other accommodations to choose from. Find out more about Osprey.

What should I do while I'm visiting Osprey?

The natural setting is picturesque, namely the stunning beaches, and these places to see: Turtle Beach, Nokomis Beach, and Jim Neville Marine Preserve. Additionally, you'll find Siesta Key Beach and Venice Beach in the area. Check out what more to see and do in Expedia's Osprey guide.

What's the weather like in Osprey?

The hottest months are usually August and July with an average temp of 82°F, while the coldest months are January and February with an average of 66°F. Average annual precipitation for Osprey is 44 inches.