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Accommodations in Osprey You’ll Love

Affordable, Top-Rated Places to Stay in Osprey – For Every Budget

Looking for accommodation in Osprey (Florida)? Discover a wide range of places to stay starting at just $51.00 per night – from hotels and bed & breakfasts to vacation rentals. Whether you're visiting for business or leisure, you'll find the perfect place that fits your budget and travel needs. Book your ideal Osprey accommodation today!

We found 594 Accommodations in Osprey and the surrounding area (within 20 miles)

Tropical Beach Resorts - Sarasota in Sarasota, USA

Tropical Beach Resorts - Sarasota

Resort in Sarasota near Osprey, Florida , 6717 Sara Sea Circle
This Siesta Key resort is 5 minutes' walk from the beach and 6.7 mi to Central Sarasota and St.
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 1600 Reviews 9.0

from $180.12 Show details »

Captiva Beach Resort (open private beach access) in Sarasota, USA

Captiva Beach Resort (open private beach...

Hotel in Sarasota near Osprey, Florida , 6772 Sara Sea Circle
Located on Siesta Key, a barrier island near Sarasota, Captiva Beach Resort is 2 minutes’ walk from a private beach on Crescent Beach and 9.9 mi fro...
  • Parking
  • Family rooms
  • Outdoor pool
  • Kids' outdoor play equipment
  • Swimming pool

Superb 437 Reviews 9.1

from $133.52 Show details »

Quality Inn Sarasota I-75 in Sarasota, USA

Quality Inn Sarasota I-75

Inn in Sarasota near Osprey, Florida , 5778 Clark Road
This Sarasota hotel is only 10 minutes' drive to Siesta Beach and Myakka River State Park.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Good 418 Reviews 7.5

from $91.24 Show details »

Days Inn by Wyndham Sarasota I-75 in Sarasota, USA

Days Inn by Wyndham Sarasota I-75

Hotel in Sarasota near Osprey, Florida , 5774 Clark Road
Located 20 minutes’ drive from Central Sarasota, this South Florida hotel features an outdoor pool and grab and go breakfast.
  • Parking
  • Outdoor pool
  • Swimming Pool

Pleasant 708 Reviews 6.5

from $68.14 Show details »

The Capri at Siesta in Siesta Key, USA

The Capri at Siesta

Resort in Siesta Key near Osprey, Florida , 6782 Sarasea Circle
This Siesta Key, Florida hotel is located just steps away from the white sand Siesta Key Beach.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Superb 483 Reviews 9.1

from $220.28 Show details »

Hibiscus Suites - Sarasota in Sarasota, USA

Hibiscus Suites - Sarasota

Motel in Sarasota near Osprey, Florida , 1735 Stickney Point Road
This hotel offers suites with kitchens and a year-round outdoor pool in a garden terrace.
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Fabulous 1319 Reviews 8.8

from $125.08 Show details »

Spark by Hilton Sarasota Siesta Key Gateway in Sarasota, USA

Spark by Hilton Sarasota Siesta Key Gate...

Hotel in Sarasota near Osprey, Florida , 6600 South Tamiami Trail
This tropically landscaped hotel is 1 mi from Siesta Beach and 3.7 mi from Westfield Sarasota Square shopping mall.
  • Parking
  • Bar
  • Allergy-free room
  • Outdoor pool
  • Kid-friendly buffet

Good 784 Reviews 7.7

from $119.51 Show details »

Holiday Inn Express & Suites Sarasota East, an IHG Hotel in Sarasota, USA

Holiday Inn Express & Suites Sarasota Ea...

Hotel in Sarasota near Osprey, Florida , 5730 Gantt Road
Located just off Interstate 75 and 10 miles from central Sarasota, this hotel features an outdoor pool.
  • Parking
  • Fitness centre
  • Family rooms
  • Outdoor pool
  • Swimming Pool

Very good 289 Reviews 8.0

from $96.05 Show details »

Comfort Suites Sarasota-Siesta Key in Sarasota, USA

Comfort Suites Sarasota-Siesta Key

Hotel in Sarasota near Osprey, Florida , 5690 Honore Avenue
Offering an outdoor pool, a complimentary hot buffet breakfast, and free WiFi access, this pet-friendly Comfort Suites hotel is located in Sarasota, F...
  • Parking
  • Pets allowed
  • Fitness centre
  • Outdoor pool
  • Swimming pool

Very good 444 Reviews 8.1

from $110.93 Show details »

A Beach Retreat on Casey Key in Venice, USA

A Beach Retreat on Casey Key

Aparthotel in Venice near Osprey, Florida , 105 Casey Key Road
Located in Nokomis, Florida, this apartment offers free Wi-Fi access.
  • Parking
  • Family rooms
  • Swimming pool
  • Swimming Pool

Fabulous 608 Reviews 9.0

from $207.64 Show details »

Twin Palms at Siesta in Siesta Key, USA

Twin Palms at Siesta

Hotel in Siesta Key near Osprey, Florida , 1115 Point of Rocks Rd
Located in Siesta Key, a 4-minute walk from Crescent Beach, Twin Palms at Siesta provides accommodations with an outdoor swimming pool, free private p...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Superb 397 Reviews 9.3

from $159.35 Show details »

Addys Villas in Venice, USA

Addys Villas

Aparthotel in Venice near Osprey, Florida , 330 Tamiami Trail North
Featuring garden views, Addys Villas in Venice offers accommodations and barbecue facilities.
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Exceptional 158 Reviews 9.5

from $120.23 Show details »

Casey Key Resorts - Beachfront in Venice, USA

Casey Key Resorts - Beachfront

Hotel in Venice near Osprey, Florida , 221 Casey Key Rd
Located in Venice, a few steps from Nokomis Beach, Casey Key Resorts - Beachfront has accommodations with free WiFi and free private parking.
  • Parking
  • Pets allowed

Very good 93 Reviews 8.5

from $161.29 Show details »

Suntan Terrace in Nokomis, USA

Suntan Terrace

Resort in Nokomis near Osprey, Florida , 117 Casey Key Road
Located in Nokomis, a few steps from Nokomis Beach, Suntan Terrace has accommodations with an outdoor swimming pool, free private parking, a garden an...
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Exceptional 335 Reviews 9.5

from $204.69 Show details »

Siesta Key Palms Resort in Sarasota, USA

Siesta Key Palms Resort

Hotel in Sarasota near Osprey, Florida , 1800 Stickney Point Rd
Showcasing 2 outdoor pools and on-site barbecue facilities, Siesta Key Palms Resort is located in Sarasota, just 1.7 miles from Siesta Key Public Beac...
  • Parking
  • Allergy-free room
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 684 Reviews 9.0

from $155.82 Show details »

Palm Bay Club in Siesta Key, USA

Palm Bay Club

Apartment in Siesta Key near Osprey, Florida , 5960 Midnight Pass Road
Palm Bay Club enjoys a location in Siesta Key, a 3-minute walk from Crescent Beach and 0.9 miles from Siesta Key Beach.
  • Parking

Good 24 Reviews 7.8

from $316.23 Show details »

Casey Key Resort - Gulf Shores in Venice, USA

Casey Key Resort - Gulf Shores

Resort in Venice near Osprey, Florida , 317 Casey Key Road
Featuring free WiFi and private beach access, Casey Key Resort - Gulf Shores offers pet-friendly accommodations in Nokomis Beach.
  • Parking
  • Pets allowed
  • Family rooms

Very good 243 Reviews 8.4

from $199.22 Show details »

Beach Residences On Siesta, aka The Hyatt in Siesta Key, USA

Beach Residences On Siesta, aka The Hyat...

Apartment in Siesta Key near Osprey, Florida , 915 Sea Side Drive Apt 310
Beach Residences On Siesta, aka The Hyatt offers accommodations in Siesta Key, a few steps from Crescent Beach and 1.4 miles from Turtle Beach.
  • Parking

Good 19 Reviews 7.9

from $467.52 Show details »

Home2 Suites By Hilton Nokomis in Nokomis, USA

Home2 Suites By Hilton Nokomis

Hotel in Nokomis near Osprey, Florida , 227 Albee Road West
Located in Nokomis, 1.4 miles from Nokomis Beach, Home2 Suites By Hilton Nokomis provides accommodations with an outdoor swimming pool, free private p...
  • Parking
  • Pets allowed
  • Fitness centre
  • Family rooms
  • Outdoor pool

Fabulous 169 Reviews 8.6

from $123.90 Show details »

Sea Club II in Siesta Key, USA

Sea Club II

Villa in Siesta Key near Osprey, Florida , 5955 Midnight Pass Road
Sea Club II offers accommodations in Siesta Key, a 6-minute walk from Crescent Beach and 0.9 miles from Siesta Key Beach.
  • Parking

Passable 22 Reviews 5.5

from $257.89 Show details »

Sun and Sea in Siesta Key, USA

Sun and Sea

Villa in Siesta Key near Osprey, Florida , 1135 Sun N Sea Drive Unit 1 & 2
Sun and Sea offers accommodations in Siesta Key, a 2-minute walk from Crescent Beach and 1.3 miles from Turtle Beach.
  • Parking

Fabulous 26 Reviews 8.8

from $526.78 Show details »

Tiny House Siesta in Sarasota, USA

Tiny House Siesta

Holiday home in Sarasota near Osprey, Florida , 6600 Avenue A
Tiny House Siesta offers self-catering tiny houses in Sarasota, Florida.
  • Parking
  • Pets allowed

Very good 578 Reviews 8.1

from $157.30 Show details »

Beach Cottage with heated pool just off Siesta Key in Sarasota, USA

Beach Cottage with heated pool just off...

Apartment in Sarasota near Osprey, Florida , 5833 Driftwood Avenue
Beach Cottage with heated pool just off Siesta Key enjoys a location in Sarasota, 9.5 miles from The John and Mable Ringling Museum of Art and 5.9 mil...
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Exceptional 62 Reviews 9.5

from $219.60 Show details »

Fantastic Island House 1 mile to the beach with heated pool in Sarasota, USA

Fantastic Island House 1 mile to the bea...

Holiday home in Sarasota near Osprey, Florida , 1770 Dawn Street
Featuring garden views, Fantastic Island House 1 mile to the beach with heated pool in Sarasota provides accommodations, a garden, and a shared lounge...
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 21 Reviews 8.6

from $259.88 Show details »

2BR/2BA condo Sienna Park in Sarasota, USA

2BR/2BA condo Sienna Park

Apartment in Sarasota near Osprey, Florida , 3473 Clark Road graund floor #171
2BR/2BA condo Sienna Park is a recently renovated apartment in Sarasota where guests can make the most of the garden and barbecue facilities.
  • Parking
  • Pets allowed
  • Family rooms
  • Swimming pool
  • Swimming Pool

Exceptional 10 Reviews 9.6

from $160.80 Show details »

Number of Accommodations in Osprey 594
Number of guest ratings 566
Average price per night $446.00
Lowest price per night $51,00
Highest price per night $6.060,98

Top 10 Most Popular Accommodations in Osprey

Explore the Most Popular Accommodations in Osprey – Ranked by Average Guest Ratings.

Top 10 Cheapest Accommodations in Osprey

Discover the Cheapest Accommodations in Osprey – Ranked by Lowest Nightly Rates.

Top 10 Most Booked Accommodations in Osprey

Check out the Most Booked Accommodations in Osprey – Based on Guest Popularity.

Discover Osprey – Your Guide to the Best Places to Stay

Planning a trip to Osprey? Choosing the right place to stay is one of the most important parts of making your visit memorable. Whether you are looking for a luxury hotel, a cozy guesthouse, a modern apartment, or a family-friendly vacation rental, Osprey offers a wide range of lodging options to suit every travel style and budget.

When deciding where to stay in Osprey, consider key factors like location, amenities, reviews, and proximity to attractions or public transport. Do you prefer being in the heart of the city close to restaurants, shops, and nightlife? Or do you want a quiet neighborhood with a more local feel? With so many types of accommodations in Osprey, from boutique hotels to spacious homes, you are sure to find something that fits your needs.

Tips for Finding the Perfect Stay in Osprey

To find the perfect place to stay in Osprey, consider your budget, preferred location, and the amenities you need. Do you want to stay in a hotel or a vacation rental or do your prefer an apartment or house with more space, privacy, and the opportunity to live like a local? Do you need access to a kitchen, laundry facilities, or a gym? Research online reviews and ratings to get an idea of what past guests have experienced. Also, consider the type of trip you're taking. If you're traveling with family, you may need a larger space or a kid-friendly environment. If you're on a romantic getaway, you may want a more intimate setting.

Accommodation data and pictures provided by Booking.com