Plan your trip

A nest on a wooden platform by a lake at sunset with birds flying around.

Apartments in Osprey for Rent

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

  • Find vacation rentals that suit your style

    Apartments

    Aparthotels

    Villas

    Condos

    Cottages

    Cabins

    Check prices for these dates

    Check prices for these dates, December 13 – 14, 2026

    View in a map

    Our top choices for Osprey apartments

    1. Casey Key Resort

    A wooden structure with a thatched roof overlooking a beach.

    2. 2 Bedroom/2 Bath Villa (Second Level) - Unit 14/D

    A modern living room with a glass coffee table, leather sofa, and a dining area with a wooden table and chairs.

    3. Bright & Beachy–Beach Club Siesta Key 100A by RVA

    A beach with rows of umbrellas and beach chairs, a sandy shoreline, and a clear view of the ocean.

    4. Tiny House Calypso with 1st floor sleeping

    A beach scene with a lifeguard tower, umbrellas, and people.

    5. Tiny House Seashell - tiny living at the beach

    A beach with clear turquoise water, a sandy shore, and a few beach umbrellas.

    6. Couple’s Escape-Beach Club at Siesta Key 106C by RVA

    A beach with rows of umbrellas and beach chairs, a sandy shoreline, and a clear view of the ocean.

    7. Siesta Key, Sea Horse Villa, Pool. Daily rentals

    A beach with clear turquoise water and gentle waves.

    8. Turquoise home +6 min. from Siesta +heated pool

    Outdoor dining

    9. Updated Old Florida Studio Apartment Getaway in Central Sarasota

    A bedroom with a bed, two bedside lamps, a framed picture on the wall, and a window with blinds.

    10. Tiny Coral Oasis- beachy tiny house for your getaway

    A beach scene with waves and a bird in flight.

    11. VILLA 4, Siesta Key, Walk to Beach. Pool. Daily Rentals

    A beach with clear turquoise water, people swimming and walking along the shore, and a sailboat in the distance.

    12. Tiny House Green Lifeguard Stand - sleeps 5

    A cozy cabin interior with a sofa, a television, and a 'Welcome Visitors' sign.

    13. Beachside Bliss- 1 mi to the beach w/ heated pool

    Beach

    14. [Sunny in Siesta] king bed + walk to beach

    A beach with clear waters, people swimming, and beach umbrellas.

    15. VILLA 3 · Pool view. Walk to beach. Daily rentals

    A beach with clear turquoise water, people swimming and sunbathing, and a sailboat in the distance.

    16. Red Lifeguard Stand - pet freindly

    A beach with waves and a bird flying near the shore.

    17. Stylish Gray 2nd-Floor Condo w/ Heated Pool 1BR

    Outdoor dining

    18. 3BR Garden Condo, Fully Fenced | Near Siesta

    A modern kitchen with white cabinets, a stainless steel sink, and a dishwasher. There is a dining area with a white table and chairs.

    19. Sand Dollar Studio, King bed, Pool. Daily Rentals, Walk to Beach.

    A beach with clear turquoise water, people swimming and walking along the shore, and a sailboat in the distance.

    20. Glam Style 1BR Condo , Heated Pool Near Siesta

    Outdoor dining

    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.

    View all properties

    Learn more about Osprey

    Paddle through Oscar Scherer State Park's serene waterways where you might spot eagles, turtles, and alligators along the way. Nearby Sarasota's white-sand beaches and Myakka River State Park offer perfect day trips from this peaceful Gulf Coast community.

    See all hotels in Osprey

    A nest on a wooden platform by a lake at sunset with birds flying around.

    Top reviews in Osprey

    Casey Key Resort

    A wooden structure with a thatched roof overlooking a beach.

    4 Mi to Siesta Key Beach: Condo w/ Pool Access

    A kitchen with wooden cabinets, stainless steel appliances, a granite countertop, and a ceiling fan.

    The Ringling Beach House

    A coastal area with a beach, buildings, and greenery.

    Frequently Asked Questions

    What's it like to stay at an apartment in Osprey?

    There are plenty of places to stay in Osprey with 58 hotels and other lodging accommodations. Though there aren't many apartments, we can help you search for accommodations that are similar. When you search on Expedia, you can filter by amenities you might find in an apartment like a kitchen. Even filter by similar properties such as vacation homes, condos, or guest houses. You can relish the top-notch restaurants and lively bars during your visit. Take time to visit some favorite sights in the larger region like Siesta Key Beach and Lido Beach.

    How do you know if an apartment is the right choice for your stay?

    Often offering more space than a traditional hotel room, an apartment comes equipped with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home but also for couples who want to stay in a quieter area.

    What's a favorite apartment for my stay in Osprey?

    Here are some of the favorite apartments in the area to choose from: The Ringling Beach House: Located in Siesta Key, 6.6 mi/10.7 km from the heart of Osprey. Includes free WiFi, private patios, and separate dining areas. Free parking and an outdoor pool are on site. Sea Club I Beach Resort: Located 16.3 mi/26.2 km away in Longboat Key. Amenities include free WiFi. Free parking and onsite laundry facilities are on site. Beautiful,Cozy 3Bed/2 Siesta Key home on Ocean blvd, close to village, beaches,: Located in Siesta Key, 7.7 mi/12.3 km away. Includes free WiFi, separate dining areas, and Smart TVs. Access to onsite laundry facilities is available on site. Casey Key Resort : Located 4.8 mi/7.8 km away in Nokomis. Free WiFi and separate dining areas are included. Free parking and onsite laundry facilities are on site. Steps to Siesta Key BEACH! Pool, Tennis Court, Shuffle Board, Pickle Ball!: Located in Siesta Key, 5.5 mi/8.9 km from Osprey. Includes free WiFi, sofa beds, and premium mattresses. Onsite laundry facilities and an outdoor pool are on site.

    How many apartments can I expect to find in Osprey?

    Expedia has 5 apartments to book in Osprey.

    What will the weather be like when I travel to Osprey?

    Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay 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.

    What should I see and do in Osprey?

    People visiting Osprey come for its restaurants and beaches. Turtle Beach and Nokomis Beach are a couple of scenic spots to enjoy the outdoors, whereas Historic Spanish Point is one of the cultural attractions. Siesta Key Beach and Lido Beach are other popular places to visit in the area.

    What's the best way to get to and around Osprey?

    Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Sarasota-Bradenton Intl. Airport (SRQ), which is located 13.8 mi (22.2 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.

    Explore a world of travel with Expedia